TTD_Target_ID Target_Name TTD_Drug_ID Drug_Name Drug_Highest_Status Drug_PubchemID Molecular_Formula Molecular_Weight Canonical_SMILES Activity Binder_Type T54156 Matrix metalloproteinase-9 D0Q8CS Tiludronic acid Approved 60937 C7H9ClO6P2S 318.61 C1=CC(=CC=C1SC(P(=O)(O)O)P(=O)(O)O)Cl IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 D0VM2L Zoledronate Approved 68740 C5H10N2O7P2 272.09 C1=CN(C=N1)CC(O)(P(=O)(O)O)P(=O)(O)O IC50 = 52000 nM Poor binder T54156 Matrix metalloproteinase-9 D0G1LL 1607004-34-1 Patented 74221072 C20H22F3N3O3 409.4 C1CC1[C@H](CC2=CC=C(C=C2)C(F)(F)F)C(=O)NC[C@@]3(C(=O)NC(=O)N3)C4CC4 IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 D0N6ZA US9206139, 4 Patented 74221131 C20H24F3N3O3 411.4 CC(C)[C@H](CC1=CC=C(C=C1)C(F)(F)F)C(=O)NC[C@@]2(C(=O)NC(=O)N2)C3CC3 IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B08OYM (2S)-N-Hydroxy-1-(4-phenylphenyl)sulfonylpyrrolidine-2-carboxamide Investigative 57391413 C17H18N2O4S 346.4 C1C[C@H](N(C1)S(=O)(=O)C2=CC=C(C=C2)C3=CC=CC=C3)C(=O)NO IC50 = 76000 nM Poor binder T54156 Matrix metalloproteinase-9 B0GHZ3 (2S)-4-Fluoro-2-[(4-methoxyphenyl)sulfonyl-(pyridin-3-ylmethyl)amino]butanoic acid Investigative 70941091 C17H19FN2O5S 382.4 COC1=CC=C(C=C1)S(=O)(=O)N(CC2=CN=CC=C2)[C@@H](CCF)C(=O)O IC50 = 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B0GWI6 2-[(4-Methoxyphenyl)methylthio]-6-methyl-1H-pyrimidin-4-one Investigative 135438809 C13H14N2O2S 262.33 CC1=CC(=O)NC(=N1)SCC2=CC=C(C=C2)OC IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B0HJ9Y [Phosphono-[4-(trifluoromethyl)anilino]methyl]phosphonic acid Investigative 72204931 C8H10F3NO6P2 335.11 C1=CC(=CC=C1C(F)(F)F)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B0MS1B N-Hydroxy-N-[2-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonyl]-1-(tetrahydro-pyran-4-ylidenemethyl)-ethyl]-formamide Investigative 23017979 C26H28N2O6S 496.6 CC1=NC2=CC=CC=C2C(=C1)COC3=CC=C(C=C3)S(=O)(=O)CC(C=C4CCOCC4)N(C=O)O IC50 = 53000 nM Poor binder T54156 Matrix metalloproteinase-9 B0V4OK Naphthalen-1-yl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445229 C16H11NO3 265.26 C1=CC=C2C(=C1)C=CC=C2OC(=O)C3=CC=CC(=O)N3 IC50 = 109000 nM Poor binder T54156 Matrix metalloproteinase-9 B15CBA Chembl4215930 Investigative 145973485 C52H60N4O5S 853.1 CC1=CC=C(C=C1)NC(=O)[C@@H](CC2=CC=CC=C2)NC(=O)[C@@]3(CCC[C@]4([C@H]3CCC5=CC(=C(C=C54)S(=O)(=O)N[C@H](CC6=CC=CC=C6)C(=O)NC7=CC=C(C=C7)C)C(C)C)C)C IC50 = 51600 nM Poor binder T54156 Matrix metalloproteinase-9 B15ZCJ (S)-N-(4-Methoxyphenylsulfonyl)-N-(3-pyridylmethyl)aminobutanoic acid Investigative 70941086 C17H20N2O5S 364.4 CC[C@@H](C(=O)O)N(CC1=CN=CC=C1)S(=O)(=O)C2=CC=C(C=C2)OC IC50 = 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B17OXB (2R)-N-Hydroxy-2-[(biphenyl-4-ylcarbonyl)amino]-3-phenylpropanamide Investigative 10832371 C22H20N2O3 360.4 C1=CC=C(C=C1)C[C@H](C(=O)NO)NC(=O)C2=CC=C(C=C2)C3=CC=CC=C3 IC50 ~ 50000 nM Poor binder T54156 Matrix metalloproteinase-9 B1B7TI Chembl4208066 Investigative 145976464 C31H22O5 474.5 C1=CC(=CC=C1C2=CC(=CC(=C2C3=CC=C(C=C3)O)C4=CC=C(C=C4)O)C(=O)C5=CC=C(C=C5)O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B1OFL3 Hexyl 6-mercaptopicolinate Investigative 44445270 C12H17NO2S 239.34 CCCCCCOC(=O)C1=CC=CC(=S)N1 IC50 = 109000 nM Poor binder T54156 Matrix metalloproteinase-9 B1PXZ7 N-(4-Amino-2-methylquinolin-6-yl)-3-[4-(dimethylamino)phenyl]benzamide Investigative 73055014 C25H24N4O 396.5 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)C3=CC=CC(=C3)C4=CC=C(C=C4)N(C)C)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B1QVT8 5-((5-Methoxy-3-oxo-1H-indazol-2(3H)-yl)methyl)-5-methylimidazolidine-2,4-dione Investigative 11716217 C13H14N4O4 290.27 CC1(C(=O)NC(=O)N1)CN2C(=O)C3=C(N2)C=CC(=C3)OC Ki = 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B1YM9Q (Methylamino)carbonylphosphonic acid Investigative 11457732 C2H6NO4P 139.05 CNC(=O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B21ZFK Thioacetic acid S-((4S,5S)-2-p-tolyl-5-vinyl-4,5-dihydro-oxazol-4-yl) ester Investigative 44394796 C14H15NO2S 261.339 CC1=CC=C(C=C1)C2=N[C@H]([C@@H](O2)C=C)SC(=O)C Ki ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B25XRZ Cyclohexanamine;3-methylbutylcarbamoylphosphonic acid Investigative 9817594 C12H27N2O4P 294.33 CC(C)CCNC(=O)P(=O)(O)O.C1CCC(CC1)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B2AR5L 2-Phenoxyethyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445211 C14H13NO4 259.26 C1=CC=C(C=C1)OCCOC(=O)C2=CC=CC(=O)N2 IC50 = 127000 nM Poor binder T54156 Matrix metalloproteinase-9 B2EDN9 3-Methoxybenzyl 6-mercaptopicolinate Investigative 44445251 C14H13NO3S 275.32 COC1=CC=CC(=C1)COC(=O)C2=CC=CC(=S)N2 IC50 = 93000 nM Poor binder T54156 Matrix metalloproteinase-9 B2GW6F (P-Tolylamino)methylenediphosphonic acid Investigative 13738810 C8H13NO6P2 281.14 CC1=CC=C(C=C1)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B2H5RK N-(4-Amino-2-methylquinolin-6-yl)-3-quinolin-5-ylbenzamide Investigative 73056180 C26H20N4O 404.5 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)C3=CC=CC(=C3)C4=C5C=CC=NC5=CC=C4)N IC50 = 50000 nM Poor binder T54156 Matrix metalloproteinase-9 B2I7UA 1-Cinnamyl-4-(4,5-dihydrooxazol-2-yl)-1H-1,2,3-triazole Investigative 44445277 C14H14N4O 254.29 C1COC(=N1)C2=CN(N=N2)C/C=C/C3=CC=CC=C3 IC50 ~ 150000 nM Poor binder T54156 Matrix metalloproteinase-9 B2K1NI (3R)-6-Cyclohexyl-3-[3-(2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)-1,2,4-oxadiazol-5-yl]-N-hydroxyhexanamide Investigative 135487604 C18H25N5O5 391.4 C1CCC(CC1)CCC[C@H](CC(=O)NO)C2=NC(=NO2)C3=CNC(=O)NC3=O IC50 = 50000 nM Poor binder T54156 Matrix metalloproteinase-9 B2LIP5 3-Fluorobenzyl 6-mercaptopicolinate Investigative 44445254 C13H10FNO2S 263.29 C1=CC(=CC(=C1)F)COC(=O)C2=CC=CC(=S)N2 IC50 = 107000 nM Poor binder T54156 Matrix metalloproteinase-9 B2PDW6 3-Phenoxybenzyl 6-mercaptopicolinate Investigative 44445267 C19H15NO3S 337.4 C1=CC=C(C=C1)OC2=CC=CC(=C2)COC(=O)C3=CC=CC(=S)N3 IC50 = 75000 nM Poor binder T54156 Matrix metalloproteinase-9 B2VS5T (2R)-4-Fluoro-2-[(4-methoxyphenyl)sulfonyl-(pyridin-3-ylmethyl)amino]butanoic acid Investigative 70941155 C17H19FN2O5S 382.4 COC1=CC=C(C=C1)S(=O)(=O)N(CC2=CN=CC=C2)[C@H](CCF)C(=O)O IC50 = 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B30VXW (E)-N-(4-Amino-2-methylquinolin-6-yl)-3-(2-methoxyphenyl)prop-2-enamide Investigative 73056185 C20H19N3O2 333.4 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)/C=C/C3=CC=CC=C3OC)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B35NLF 2,6-Difluorobenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445216 C13H9F2NO3 265.21 C1=CC(=C(C(=C1)F)COC(=O)C2=CC=CC(=O)N2)F IC50 = 60000 nM Poor binder T54156 Matrix metalloproteinase-9 B3EUN1 [(3-Fluoroanilino)-phosphonomethyl]phosphonic acid Investigative 72205111 C7H10FNO6P2 285.1 C1=CC(=CC(=C1)F)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B3F2EQ 3-((2-Phenethyl-2H-tetrazol-5-yl)methyl)pyridine Investigative 44445279 C15H15N5 265.31 C1=CC=C(C=C1)CCN2N=C(N=N2)CC3=CN=CC=C3 IC50 ~ 150000 nM Poor binder T54156 Matrix metalloproteinase-9 B3FI7C N-Hydroxybenzenesulfonamide Investigative 69033 C6H7NO3S 173.19 C1=CC=C(C=C1)S(=O)(=O)NO Ki = 78000 nM Poor binder T54156 Matrix metalloproteinase-9 B3JXS1 (2R)-4-Fluoro-2-[(4-methoxyphenyl)sulfonyl-(pyridin-3-ylmethyl)amino]pent-4-enoic acid Investigative 71465467 C18H19FN2O5S 394.4 COC1=CC=C(C=C1)S(=O)(=O)N(CC2=CN=CC=C2)[C@H](CC(=C)F)C(=O)O IC50 = 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B3KE7Z [(4-Phenylanilino)-phosphono-methyl]phosphonic acid Investigative 5277465 C13H15NO6P2 343.21 C1=CC=C(C=C1)C2=CC=C(C=C2)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B3NPE5 2,5-Difluorobenzyl 6-mercaptopicolinate Investigative 44445257 C13H9F2NO2S 281.28 C1=CC(=S)NC(=C1)C(=O)OCC2=C(C=CC(=C2)F)F IC50 = 140000 nM Poor binder T54156 Matrix metalloproteinase-9 B3S5OF 4-Chloro-N-hydroxybenzene-1-sulfonamide Investigative 352863 C6H6ClNO3S 207.64 C1=CC(=CC=C1S(=O)(=O)NO)Cl Ki = 76000 nM Poor binder T54156 Matrix metalloproteinase-9 B3T2HA Chembl4215193 Investigative 145972073 C35H41FN2O5S 620.8 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)NC5=CC=CC=C5F)C)S(=O)(=O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B3TM2X [(2,4-Dichloroanilino)-phosphono-methyl]phosphonic acid Investigative 5276565 C7H9Cl2NO6P2 336 C1=CC(=C(C=C1Cl)Cl)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B3WAP8 Procyanidin C1 Investigative 169853 C45H38O18 866.8 C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C(C(=CC(=C34)O)O)[C@@H]5[C@H]([C@H](OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)O)C8=CC(=C(C=C8)O)O)O)O)O)C9=CC(=C(C=C9)O)O)O IC50 = 53200 nM Poor binder T54156 Matrix metalloproteinase-9 B41BIN 2,6-Difluorobenzyl 6-mercaptopicolinate Investigative 44445256 C13H9F2NO2S 281.28 C1=CC(=C(C(=C1)F)COC(=O)C2=CC=CC(=S)N2)F IC50 = 101000 nM Poor binder T54156 Matrix metalloproteinase-9 B43XGE Chembl4211708 Investigative 145964366 C52H60N4O7S 885.1 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NC5=CC=CC=C5OC)C)S(=O)(=O)N[C@H](CC6=CC=CC=C6)C(=O)NC7=CC=CC=C7OC IC50 = 56200 nM Poor binder T54156 Matrix metalloproteinase-9 B49VDF 4-Methoxybenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445210 C14H13NO4 259.26 COC1=CC=C(C=C1)COC(=O)C2=CC=CC(=O)N2 IC50 = 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B4H0TJ 2,3-Bis(2,4-dimethoxyphenylsulfonamido)-N-hydroxypropanamide Investigative 44576807 C19H25N3O10S2 519.6 COC1=CC(=C(C=C1)S(=O)(=O)NCC(C(=O)NO)NS(=O)(=O)C2=C(C=C(C=C2)OC)OC)OC Ki = 124000 nM Poor binder T54156 Matrix metalloproteinase-9 B4MKA1 N-(p-Fluorobenzenesulfonyl)hydroxylamine Investigative 12635074 C6H6FNO3S 191.18 C1=CC(=CC=C1F)S(=O)(=O)NO Ki = 73000 nM Poor binder T54156 Matrix metalloproteinase-9 B4NH7Q 4-(4-Methylphenoxy)-N-(4-pyridinylmethyl)benzenecarboxamide Investigative 4358655 C20H18N2O2 318.4 CC1=CC=C(C=C1)OC2=CC=C(C=C2)C(=O)NCC3=CC=NC=C3 IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B4O5BS 3-Methylbut-2-enyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445201 C11H13NO3 207.23 CC(=CCOC(=O)C1=CC=CC(=O)N1)C IC50 = 69000 nM Poor binder T54156 Matrix metalloproteinase-9 B4U2AL [(1S)-6-Fluoro-1-[[4-(4-methoxyphenyl)phenyl]sulfonylamino]hexyl]phosphonic acid Investigative 127025166 C19H25FNO6PS 445.4 COC1=CC=C(C=C1)C2=CC=C(C=C2)S(=O)(=O)N[C@H](CCCCCF)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B4YJN3 [4-[4-(Thiiran-2-ylmethylsulfonyl)phenoxy]phenyl] N-propylcarbamate Investigative 72714334 C19H21NO5S2 407.5 CCCNC(=O)OC1=CC=C(C=C1)OC2=CC=C(C=C2)S(=O)(=O)CC3CS3 Ki = 52000 nM Poor binder T54156 Matrix metalloproteinase-9 B52MUV (5S)-4-[2-(1-Adamantyl)ethyl]-5-butyl-1-[(2S)-1-(4-hydroxyphenyl)-3-[(2S)-2-[[(6R)-6-(naphthalen-2-ylmethyl)-2,3-dioxopiperazin-1-yl]methyl]pyrrolidin-1-yl]propan-2-yl]piperazine-2,3-dione Investigative 122181996 C49H63N5O5 802.1 CCCC[C@H]1CN(C(=O)C(=O)N1CCC23CC4CC(C2)CC(C4)C3)[C@@H](CC5=CC=C(C=C5)O)CN6CCC[C@H]6CN7[C@@H](CNC(=O)C7=O)CC8=CC9=CC=CC=C9C=C8 IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B5B8FZ Naphthalen-1-yl 6-mercaptopicolinate Investigative 44445263 C16H11NO2S 281.3 C1=CC=C2C(=C1)C=CC=C2OC(=O)C3=CC=CC(=S)N3 IC50 ~ 150000 nM Poor binder T54156 Matrix metalloproteinase-9 B5OC0L CID 50943150 Investigative 50943150 C18H11N3S2 333.4 C1=CC=C2C(=C1)NC(=N2)/C(=C/C3=CC=C(S3)C4=CC=CS4)/C#N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B61DLV [(4-Cyanoanilino)-phosphonomethyl]phosphonic acid Investigative 72204932 C8H10N2O6P2 292.12 C1=CC(=CC=C1C#N)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B65WHM 4-[4-[2-[(3S)-3-Hydroxy-1-azabicyclo[2.2.2]octan-3-yl]ethynyl]phenoxy]-N-methylbenzamide Investigative 57392969 C23H24N2O3 376.4 CNC(=O)C1=CC=C(C=C1)OC2=CC=C(C=C2)C#C[C@@]3(CN4CCC3CC4)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B6A7YN (4S,5S)-2-(4-Chloro-phenyl)-5-vinyl-4,5-dihydro-oxazole-4-thiol Investigative 44394744 C11H10ClNOS 239.72 C=C[C@H]1[C@@H](N=C(O1)C2=CC=C(C=C2)Cl)S Ki ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B6BTQ8 4-(4,5-Dihydrooxazol-2-yl)-1-phenethyl-1H-1,2,3-triazole Investigative 44445275 C13H14N4O 242.28 C1COC(=N1)C2=CN(N=N2)CCC3=CC=CC=C3 IC50 ~ 150000 nM Poor binder T54156 Matrix metalloproteinase-9 B6BZ7Q Benzyl 6-mercaptopicolinate Investigative 44445244 C13H11NO2S 245.3 C1=CC=C(C=C1)COC(=O)C2=CC=CC(=S)N2 IC50 = 88000 nM Poor binder T54156 Matrix metalloproteinase-9 B6D5XV (S)-N-(4-Methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-aminopent-4-enoic acid Investigative 71465468 C18H20N2O5S 376.4 COC1=CC=C(C=C1)S(=O)(=O)N(CC2=CN=CC=C2)[C@@H](CC=C)C(=O)O IC50 = 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B6HBX9 (3R)-6-Cyclohexyl-N-hydroxy-3-(3-{[(phenylsulfonyl)amino]carbonyl}-1,2,4-oxadiazol-5-yl)hexanamide Investigative 9890632 C21H28N4O6S 464.5 C1CCC(CC1)CCC[C@H](CC(=O)NO)C2=NC(=NO2)C(=O)NS(=O)(=O)C3=CC=CC=C3 IC50 = 61000 nM Poor binder T54156 Matrix metalloproteinase-9 B6HQO3 (Diethylamino)carbonylphosphonic acid Investigative 12671872 C5H12NO4P 181.13 CCN(CC)C(=O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B6IN8S Sodium hydrogen (butylamino)carbonylphosphonate Investigative 23692637 C5H11NNaO4P 203.11 CCCCNC(=O)P(=O)(O)[O-].[Na+] IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B6J1EV 6-Mercapto-pyridine-2-carboxylic acid 4-methyl-benzyl ester Investigative 44445248 C14H13NO2S 259.329 CC1=CC=C(C=C1)COC(=O)C2=CC=CC(=S)N2 IC50 = 119000 nM Poor binder T54156 Matrix metalloproteinase-9 B6N5UR ((4S,5S)-2-p-Tolyl-5-vinyl-4,5-dihydro-oxazol-4-yl)-methanol Investigative 44394879 C13H15NO2 217.26 CC1=CC=C(C=C1)C2=N[C@H]([C@@H](O2)C=C)CO Ki = 68000 nM Poor binder T54156 Matrix metalloproteinase-9 B6O4DQ (E)-N-Hydroxy-3-[4-(trifluoromethyl)phenyl]acrylamide Investigative 53374826 C10H8F3NO2 231.17 C1=CC(=CC=C1/C=C/C(=O)NO)C(F)(F)F IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B6P5EB [(2S)-3-[[(2S)-1-Amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-oxo-2-[2-(trifluoromethoxy)phenyl]sulfanylpropyl]-[(1R)-2-phenyl-1-(phenylmethoxycarbonylamino)ethyl]phosphinic acid Investigative 71451330 C37H36F3N4O7PS 768.7 C1=CC=C(C=C1)C[C@H](NC(=O)OCC2=CC=CC=C2)P(=O)(C[C@H](C(=O)N[C@@H](CC3=CNC4=CC=CC=C43)C(=O)N)SC5=CC=CC=C5OC(F)(F)F)O Ki = 148000 nM Poor binder T54156 Matrix metalloproteinase-9 B6QZN9 Chembl4214716 Investigative 145971807 C50H52Cl2F2N4O5S 929.9 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NC5=CC(=C(C=C5)F)Cl)C)S(=O)(=O)N[C@H](CC6=CC=CC=C6)C(=O)NC7=CC(=C(C=C7)F)Cl IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B6W3HR Chembl4202989 Investigative 145978450 C35H41BrN2O5S 681.7 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)NC5=CC=CC=C5Br)C)S(=O)(=O)O IC50 = 82600 nM Poor binder T54156 Matrix metalloproteinase-9 B6W3RO N-(4-Amino-2-methylquinolin-6-yl)-2-(4-phenylmethoxyphenoxy)acetamide Investigative 73055016 C25H23N3O3 413.5 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)COC3=CC=C(C=C3)OCC4=CC=CC=C4)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B7HAY0 Phenethyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445205 C14H13NO3 243.26 C1=CC=C(C=C1)CCOC(=O)C2=CC=CC(=O)N2 IC50 = 81000 nM Poor binder T54156 Matrix metalloproteinase-9 B7KIW9 N-(4-Amino-2-methylquinolin-6-yl)-4-phenylbenzamide Investigative 73054735 C23H19N3O 353.4 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)C3=CC=C(C=C3)C4=CC=CC=C4)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B7L5OB 4-Bromo-N-hydroxybenzenesulfonamide Investigative 121255 C6H6BrNO3S 252.09 C1=CC(=CC=C1S(=O)(=O)NO)Br Ki = 66000 nM Poor binder T54156 Matrix metalloproteinase-9 B7QJE6 Schembl21751149 Investigative 78426757 C48H59N5O5 786 C1C[C@H](N(C1)C[C@H](CC2=CC=CC=C2)N3C[C@@H](N(C(=O)C3=O)CCC45CC6CC(C4)CC(C6)C5)CC7=CC=C(C=C7)O)CN8[C@H](CNC(=O)C8=O)CC9=CC=CC=C9 IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B7UZR2 Chembl4212449 Investigative 145964617 C50H54F2N4O5S 861 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NC5=CC=CC=C5F)C)S(=O)(=O)N[C@H](CC6=CC=CC=C6)C(=O)NC7=CC=CC=C7F IC50 = 66600 nM Poor binder T54156 Matrix metalloproteinase-9 B7WNT8 4-Phenoxybutyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445212 C16H17NO4 287.31 C1=CC=C(C=C1)OCCCCOC(=O)C2=CC=CC(=O)N2 IC50 = 94000 nM Poor binder T54156 Matrix metalloproteinase-9 B7Z6GY 1-Cyclohexenyl-4-(4,5-dihydrooxazol-2-yl)-1H-1,2,3-triazole Investigative 44445271 C11H14N4O 218.26 C1CCC(=CC1)N2C=C(N=N2)C3=NCCO3 IC50 ~ 150000 nM Poor binder T54156 Matrix metalloproteinase-9 B86BFX N-[(Hydroxyamino)carbonyl]-D-leucyl-Lphenylalanine methylamide Investigative 24881245 C17H26N4O4 350.4 CC(C)C[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)NC)NC(=O)NO IC50 = 200000 nM Poor binder T54156 Matrix metalloproteinase-9 B87DNV (Hydroxyamino)(4-iodophenyl)sulfone Investigative 5220706 C6H6INO3S 299.09 C1=CC(=CC=C1S(=O)(=O)NO)I Ki = 69000 nM Poor binder T54156 Matrix metalloproteinase-9 B8ARM3 3-Fluorobenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445214 C13H10FNO3 247.22 C1=CC(=CC(=C1)F)COC(=O)C2=CC=CC(=O)N2 IC50 = 50000 nM Poor binder T54156 Matrix metalloproteinase-9 B8DC0N Cyclooctylcarbamoylphosphonic Acid Investigative 11817193 C9H18NO4P 235.22 C1CCCC(CCC1)NC(=O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B8DY7G (R)-2-(4-Fluoro-3,5-dimethylphenylamino)-6-(4-fluorobenzylamino)-N-hydroxyhexanamide Investigative 24871537 C21H27F2N3O2 391.5 CC1=CC(=CC(=C1F)C)N[C@H](CCCCNCC2=CC=C(C=C2)F)C(=O)NO Ki ~ 50000 nM Poor binder T54156 Matrix metalloproteinase-9 B8H6ZF 6-Mercapto-pyridine-2-carboxylic acid biphenyl-4-ylmethyl ester Investigative 44445265 C19H15NO2S 321.4 C1=CC=C(C=C1)C2=CC=C(C=C2)COC(=O)C3=CC=CC(=S)N3 IC50 = 150000 nM Poor binder T54156 Matrix metalloproteinase-9 B8KJ7I (S)-2-(4-Fluoro-3,5-dimethylbenzyl)-6-(4-fluorobenzylamino)-N-hydroxyhexanamide Investigative 24871655 C22H28F2N2O2 390.5 CC1=CC(=CC(=C1F)C)C[C@H](CCCCNCC2=CC=C(C=C2)F)C(=O)NO Ki ~ 50000 nM Poor binder T54156 Matrix metalloproteinase-9 B8KZB0 (2S)-2-(Naphthalen-2-ylsulfonylamino)-N-[(2S)-1-oxo-1-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)amino]propan-2-yl]-3-phenylpropanamide Investigative 90663062 C24H23N5O4S3 541.7 C[C@@H](C(=O)NC1=NNC(=S)S1)NC(=O)[C@H](CC2=CC=CC=C2)NS(=O)(=O)C3=CC4=CC=CC=C4C=C3 Ki = 53000 nM Poor binder T54156 Matrix metalloproteinase-9 B8PY5V (5Z)-5-[(2,4-Dihydroxyphenyl)methylidene]-2-sulfanylideneimidazolidin-4-one Investigative 7028541 C10H8N2O3S 236.25 C1=CC(=C(C=C1O)O)/C=C\\2/C(=O)NC(=S)N2 IC50 = 105900 nM Poor binder T54156 Matrix metalloproteinase-9 B8SPR3 Thioacetic acid S-[(4S,5S)-2-(4-bromo-phenyl)-5-vinyl-4,5-dihydro-oxazol-4-yl] ester Investigative 44394668 C13H12BrNO2S 326.21 CC(=O)S[C@H]1[C@@H](OC(=N1)C2=CC=C(C=C2)Br)C=C Ki = 88000 nM Poor binder T54156 Matrix metalloproteinase-9 B8U0SC 2-Chlorobenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445222 C13H10ClNO3 263.67 C1=CC=C(C(=C1)COC(=O)C2=CC=CC(=O)N2)Cl IC50 = 81000 nM Poor binder T54156 Matrix metalloproteinase-9 B97DPI (2R,3R)-4-[(2R)-2-(3-Chlorophenyl)pyrrolidin-1-yl]-2,3-dihydroxy-4-oxo-N-[(1R)-1-(4-pyrazol-1-ylphenyl)ethyl]butanamide Investigative 46856241 C25H27ClN4O4 483 C[C@H](C1=CC=C(C=C1)N2C=CC=N2)NC(=O)[C@@H]([C@H](C(=O)N3CCC[C@@H]3C4=CC(=CC=C4)Cl)O)O Ki = 88400 nM Poor binder T54156 Matrix metalloproteinase-9 B9AEC0 [(4-Phenoxyanilino)-phosphonomethyl]phosphonic acid Investigative 72205113 C13H15NO7P2 359.21 C1=CC=C(C=C1)OC2=CC=C(C=C2)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 B9Q2PE (Dibutylamino)carbonylphosphonic acid Investigative 11207122 C9H20NO4P 237.23 CCCCN(CCCC)C(=O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BA39YM Phenethyl 6-mercaptopicolinate Investigative 44445245 C14H13NO2S 259.329 C1=CC=C(C=C1)CCOC(=O)C2=CC=CC(=S)N2 IC50 = 107000 nM Poor binder T54156 Matrix metalloproteinase-9 BA86TN 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one Investigative 12443210 C22H22O12 478.4 COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O IC50 = 50000 nM Poor binder T54156 Matrix metalloproteinase-9 BA8T1M (2R)-2-(4-Fluoro-3,5-dimethylphenoxy)-6-[1-(4-fluorophenyl)propylamino]-N-hydroxyhexanamide Investigative 70693710 C23H30F2N2O3 420.5 CCC(C1=CC=C(C=C1)F)NCCCC[C@H](C(=O)NO)OC2=CC(=C(C(=C2)C)F)C Ki ~ 50000 nM Poor binder T54156 Matrix metalloproteinase-9 BAJ49I (1-Benzyloxycarbonylamino-2-phenyl-ethyl)-[2-[1-carbamoyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-3-(2-trifluoromethoxy-phenylsulfanyl)-propyl]-phosphinic acid Investigative 44341652 C38H38F3N4O7PS 782.8 C1=CC=C(C=C1)CC(NC(=O)OCC2=CC=CC=C2)P(=O)(CC(CSC3=CC=CC=C3OC(F)(F)F)C(=O)NC(CC4=CNC5=CC=CC=C54)C(=O)N)O Ki = 148000 nM Poor binder T54156 Matrix metalloproteinase-9 BAN7Z4 (Cycloheptylamino)carbonylphosphonic acid Investigative 11447356 C8H16NO4P 221.19 C1CCCC(CC1)NC(=O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BAXE23 [[4-(4-Bromophenoxy)anilino]-phosphonomethyl]phosphonic acid Investigative 72205115 C13H14BrNO7P2 438.1 C1=CC(=CC=C1NC(P(=O)(O)O)P(=O)(O)O)OC2=CC=C(C=C2)Br IC50 = 87000 nM Poor binder T54156 Matrix metalloproteinase-9 BB68WX N-(4-Amino-2-methylquinolin-6-yl)-3-quinolin-8-ylbenzamide Investigative 73056181 C26H20N4O 404.5 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)C3=CC=CC(=C3)C4=CC=CC5=C4N=CC=C5)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BB9JA3 But-2-ynyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445202 C10H9NO3 191.18 CC#CCOC(=O)C1=CC=CC(=O)N1 IC50 = 68000 nM Poor binder T54156 Matrix metalloproteinase-9 BBF3R4 (Cyclopropylamino)carbonylphosphonic acid Investigative 11252195 C4H8NO4P 165.08 C1CC1NC(=O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BBM0L7 (3-Bromophenylamino)Methylenediphosphonic Acid Investigative 5277481 C7H10BrNO6P2 346.01 C1=CC(=CC(=C1)Br)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BBX76W alpha-Arylsulfonylamino hydroxamate 3S Investigative 10741133 C17H19BrN2O4S 427.3 CC(C)[C@@H](C(=O)NO)NS(=O)(=O)C1=CC=C(C=C1)C2=CC=C(C=C2)Br IC50 = 84000 nM Poor binder T54156 Matrix metalloproteinase-9 BBY86P Benzenemethanesulfonamide, N-hydroxy- Investigative 23645541 C7H9NO3S 187.22 C1=CC=C(C=C1)CS(=O)(=O)NO Ki = 83000 nM Poor binder T54156 Matrix metalloproteinase-9 BC36TM Cyclobutyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445200 C10H11NO3 193.2 C1CC(C1)OC(=O)C2=CC=CC(=O)N2 IC50 = 62000 nM Poor binder T54156 Matrix metalloproteinase-9 BC6DG0 (2S)-2-[(4-Fluoro-3,5-dimethylphenyl)methyl]-6-[1-(4-fluorophenyl)propylamino]-N-hydroxyhexanamide Investigative 57345501 C24H32F2N2O2 418.5 CCC(C1=CC=C(C=C1)F)NCCCC[C@@H](CC2=CC(=C(C(=C2)C)F)C)C(=O)NO Ki ~ 50000 nM Poor binder T54156 Matrix metalloproteinase-9 BC6T0Q (5S)-5-Benzyl-1-[(2R)-1-[(2S)-2-[[(6R)-6-benzyl-2,3-dioxopiperazin-1-yl]methyl]pyrrolidin-1-yl]-3-cyclohexylpropan-2-yl]-4-(2-phenylethyl)piperazine-2,3-dione Investigative 122181999 C44H55N5O4 717.9 C1CCC(CC1)C[C@H](CN2CCC[C@H]2CN3[C@@H](CNC(=O)C3=O)CC4=CC=CC=C4)N5C[C@@H](N(C(=O)C5=O)CCC6=CC=CC=C6)CC7=CC=CC=C7 IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BCIL03 (Hydroxysulfamoyl)dimethylamine Investigative 12447203 C2H8N2O3S 140.16 CN(C)S(=O)(=O)NO Ki ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BCK62U (2S)-N-Hydroxy-5-oxo-1-[(4-phenylphenyl)methyl]pyrrolidine-2-carboxamide Investigative 57393179 C18H18N2O3 310.3 C1CC(=O)N([C@@H]1C(=O)NO)CC2=CC=C(C=C2)C3=CC=CC=C3 IC50 = 144000 nM Poor binder T54156 Matrix metalloproteinase-9 BD1RQ4 Chembl4206821 Investigative 145978127 C35H42N2O5S 602.8 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NC5=CC=CC=C5)C)S(=O)(=O)O IC50 = 95900 nM Poor binder T54156 Matrix metalloproteinase-9 BD1S0Y N-(4-Amino-2-methylquinolin-6-yl)-5-methoxy-1H-indole-2-carboxamide Investigative 73054734 C20H18N4O2 346.4 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)C3=CC4=C(N3)C=CC(=C4)OC)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BD1Z9M N-Hydroxy-N-[2-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonyl]-1-(4-oxo-cyclohexylidenemethyl)-ethyl]-formamide Investigative 44330163 C27H28N2O6S 508.6 CC1=NC2=CC=CC=C2C(=C1)COC3=CC=C(C=C3)S(=O)(=O)CC(C=C4CCC(=O)CC4)N(C=O)O IC50 = 50000 nM Poor binder T54156 Matrix metalloproteinase-9 BD36TG Chembl4203061 Investigative 145977013 C50H54F2N4O5S 861 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NC5=CC=C(C=C5)F)C)S(=O)(=O)N[C@H](CC6=CC=CC=C6)C(=O)NC7=CC=C(C=C7)F IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BD57BI Chembl4211700 Investigative 145963891 C36H44N2O6S 632.8 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NC5=CC=CC=C5OC)C)S(=O)(=O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BDE1Y7 3-Chlorobenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 24755074 C13H10ClNO3 263.67 C1=CC(=CC(=C1)Cl)COC(=O)C2=CC=CC(=O)N2 IC50 = 67000 nM Poor binder T54156 Matrix metalloproteinase-9 BDJ7N6 4-(4,5-Dihydrooxazol-2-yl)-1-(3-phenylpropyl)-1H-1,2,3-triazole Investigative 44445276 C14H16N4O 256.3 C1COC(=N1)C2=CN(N=N2)CCCC3=CC=CC=C3 IC50 ~ 150000 nM Poor binder T54156 Matrix metalloproteinase-9 BDP5Z6 Chembl4211258 Investigative 145966420 C52H60N4O7S 885.1 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NC5=CC(=CC=C5)OC)C)S(=O)(=O)N[C@H](CC6=CC=CC=C6)C(=O)NC7=CC(=CC=C7)OC IC50 = 83400 nM Poor binder T54156 Matrix metalloproteinase-9 BDX8N2 [4-(Trifluoromethyl)phenyl]methyl 6-oxo-1H-pyridine-2-carboxylate Investigative 46905989 C14H10F3NO3 297.23 C1=CC(=O)NC(=C1)C(=O)OCC2=CC=C(C=C2)C(F)(F)F IC50 = 101000 nM Poor binder T54156 Matrix metalloproteinase-9 BE0RB9 (4S,5S)-4-Phenylsulfanyl-2-((E)-styryl)-5-vinyl-4,5-dihydro-oxazole Investigative 44394594 C19H17NOS 307.4 C=C[C@H]1[C@@H](N=C(O1)/C=C/C2=CC=CC=C2)SC3=CC=CC=C3 Ki ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BE56OY Furan-2-yl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445239 C10H7NO4 205.17 C1=CC(=O)NC(=C1)C(=O)OC2=CC=CO2 IC50 = 90000 nM Poor binder T54156 Matrix metalloproteinase-9 BE94AJ 4-Chlorobenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445223 C13H10ClNO3 263.67 C1=CC(=O)NC(=C1)C(=O)OCC2=CC=C(C=C2)Cl IC50 = 68000 nM Poor binder T54156 Matrix metalloproteinase-9 BEW6D2 2,4,5-Trifluorobenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445220 C13H8F3NO3 283.2 C1=CC(=O)NC(=C1)C(=O)OCC2=CC(=C(C=C2F)F)F IC50 = 67000 nM Poor binder T54156 Matrix metalloproteinase-9 BF0D9I [Anilino(phosphono)methyl]phosphonic acid Investigative 450256 C7H11NO6P2 267.11 C1=CC=C(C=C1)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BF0HQ4 Thiophen-2-yl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445235 C10H7NO3S 221.23 C1=CC(=O)NC(=C1)C(=O)OC2=CC=CS2 IC50 = 70000 nM Poor binder T54156 Matrix metalloproteinase-9 BF12NZ 4-Phenoxybenzyl 6-mercaptopicolinate Investigative 44445268 C19H15NO3S 337.4 C1=CC=C(C=C1)OC2=CC=C(C=C2)COC(=O)C3=CC=CC(=S)N3 IC50 = 110000 nM Poor binder T54156 Matrix metalloproteinase-9 BF3U8K (4S,5S)-2-Styryl-5-vinyl-4,5-dihydro-oxazole-4-thiol Investigative 44394637 C13H13NOS 231.32 C=C[C@H]1[C@@H](N=C(O1)/C=C/C2=CC=CC=C2)S Ki = 94000 nM Poor binder T54156 Matrix metalloproteinase-9 BF6ZI1 N-Hydroxy-2-[4-(4-methanesulfinyl-phenoxy)-benzenesulfonyl]-benzamide Investigative 44479458 C20H17NO6S2 431.5 CS(=O)C1=CC=C(C=C1)OC2=CC=C(C=C2)S(=O)(=O)C3=CC=CC=C3C(=O)NO IC50 = 51000 nM Poor binder T54156 Matrix metalloproteinase-9 BF8B7I ((4S,5S)-2-Phenylethynyl-5-vinyl-4,5-dihydro-oxazol-4-yl)-methanol Investigative 44394682 C14H13NO2 227.26 C=C[C@H]1[C@@H](N=C(O1)C#CC2=CC=CC=C2)CO Ki = 65000 nM Poor binder T54156 Matrix metalloproteinase-9 BF9I5J (4S,5S)-2-(4-Bromo-phenyl)-4-phenylsulfanyl-5-vinyl-4,5-dihydro-oxazole Investigative 44394671 C17H14BrNOS 360.3 C=C[C@H]1[C@@H](N=C(O1)C2=CC=C(C=C2)Br)SC3=CC=CC=C3 Ki = 94000 nM Poor binder T54156 Matrix metalloproteinase-9 BFBK27 Naphthalen-2-yl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445230 C16H11NO3 265.26 C1=CC=C2C=C(C=CC2=C1)OC(=O)C3=CC=CC(=O)N3 IC50 = 103000 nM Poor binder T54156 Matrix metalloproteinase-9 BFH2P0 [2-Methyl-1-[[4-(5-methylthiophen-2-yl)phenyl]sulfonylamino]propyl]phosphonic acid Investigative 127029508 C15H20NO5PS2 389.4 CC1=CC=C(S1)C2=CC=C(C=C2)S(=O)(=O)NC(C(C)C)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BG4QJ1 (S)-N-(4-Methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluoropent-4-enoic acid Investigative 71465466 C18H19FN2O5S 394.4 COC1=CC=C(C=C1)S(=O)(=O)N(CC2=CN=CC=C2)[C@@H](CC(=C)F)C(=O)O IC50 = 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BG7P3F Cyclohexanamine;2-methylpropylcarbamoylphosphonic acid Investigative 9882151 C11H25N2O4P 280.3 CC(C)CNC(=O)P(=O)(O)O.C1CCC(CC1)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BG9U0C Cyclohexyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445203 C12H15NO3 221.25 C1CCC(CC1)OC(=O)C2=CC=CC(=O)N2 IC50 = 94000 nM Poor binder T54156 Matrix metalloproteinase-9 BGF30U (2R)-N-Hydroxy-2-[[1-[2-[2-[2-[2-[4-[[[(2R)-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl]-(4-methoxyphenyl)sulfonylamino]methyl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethyl]triazol-4-yl]methyl-(4-methoxyphenyl)sulfonylamino]-3-methylbutanamide Investigative 70692916 C38H56N10O13S2 925 CC(C)[C@H](C(=O)NO)N(CC1=CN(N=N1)CCOCCOCCOCCN2C=C(N=N2)CN([C@H](C(C)C)C(=O)NO)S(=O)(=O)C3=CC=C(C=C3)OC)S(=O)(=O)C4=CC=C(C=C4)OC IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BGN3P0 2-(2-(4-Methoxyphenylsulfonyl)phenyl)acetic Acid Investigative 44479700 C15H14O5S 306.3 COC1=CC=C(C=C1)S(=O)(=O)C2=CC=CC=C2CC(=O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BGPR53 N-Hydroxy-4-methylbenzenesulfonamide Investigative 10081163 C7H9NO3S 187.22 CC1=CC=C(C=C1)S(=O)(=O)NO Ki = 60000 nM Poor binder T54156 Matrix metalloproteinase-9 BGV36J (4S,5S)-2-p-Tolyl-5-vinyl-4,5-dihydro-oxazole-4-thiol Investigative 44394703 C12H13NOS 219.3 CC1=CC=C(C=C1)C2=N[C@H]([C@@H](O2)C=C)S Ki ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BGXT10 2-Bromobenzyl 6-mercaptopicolinate Investigative 44445262 C13H10BrNO2S 324.19 C1=CC=C(C(=C1)COC(=O)C2=CC=CC(=S)N2)Br IC50 ~ 150000 nM Poor binder T54156 Matrix metalloproteinase-9 BH30VB Chembl4278980 Investigative 145980521 C23H29NO9S 495.5 CC(C)[C@H](C(=O)O)N([C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)S(=O)(=O)C2=CC=C(C=C2)C3=CC=CC=C3 IC50 ~ 50000 nM Poor binder T54156 Matrix metalloproteinase-9 BH46IF (2S)-2-[[4-(3-Fluorophenyl)phenyl]sulfonylamino]-3-methylbutanoic acid Investigative 10831752 C17H18FNO4S 351.4 CC(C)[C@@H](C(=O)O)NS(=O)(=O)C1=CC=C(C=C1)C2=CC(=CC=C2)F IC50 = 65000 nM Poor binder T54156 Matrix metalloproteinase-9 BH5V7X [(4-Hydroxyanilino)-phosphonomethyl]phosphonic acid Investigative 72204933 C7H11NO7P2 283.11 C1=CC(=CC=C1NC(P(=O)(O)O)P(=O)(O)O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BH6VR3 (4R)-N-Hydroxy-3-naphthalen-2-ylsulfonyl-1,3-thiazolidine-4-carboxamide Investigative 57393181 C14H14N2O4S2 338.4 C1[C@H](N(CS1)S(=O)(=O)C2=CC3=CC=CC=C3C=C2)C(=O)NO IC50 ~ 50000 nM Poor binder T54156 Matrix metalloproteinase-9 BH7FI5 Naphthalen-2-yl 6-mercaptopicolinate Investigative 44445264 C16H11NO2S 281.3 C1=CC=C2C=C(C=CC2=C1)OC(=O)C3=CC=CC(=S)N3 IC50 = 119000 nM Poor binder T54156 Matrix metalloproteinase-9 BHK5T0 Thiophen-3-yl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445237 C10H7NO3S 221.23 C1=CC(=O)NC(=C1)C(=O)OC2=CSC=C2 IC50 = 67000 nM Poor binder T54156 Matrix metalloproteinase-9 BHR8Z5 Chembl4211189 Investigative 145964116 C35H41FN2O5S 620.8 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)NC5=CC(=CC=C5)F)C)S(=O)(=O)O IC50 = 72600 nM Poor binder T54156 Matrix metalloproteinase-9 BI3S2D 2-(3''-Bromo-biphenyl-4-sulfonylamino)-3-methyl-butyric acid Investigative 10692994 C17H18BrNO4S 412.3 CC(C)[C@@H](C(=O)O)NS(=O)(=O)C1=CC=C(C=C1)C2=CC(=CC=C2)Br IC50 = 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BI73TH 4-Fluorobenzyl 6-mercaptopicolinate Investigative 44445255 C13H10FNO2S 263.29 C1=CC(=S)NC(=C1)C(=O)OCC2=CC=C(C=C2)F IC50 = 120000 nM Poor binder T54156 Matrix metalloproteinase-9 BI7Y5L 1,1,1-Trifluoro-N-hydroxymethanesulfonamide Investigative 23644662 CH2F3NO3S 165.09 C(F)(F)(F)S(=O)(=O)NO Ki ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BI8BQ6 Cyclohexylcarbamoylphosphonic Acid Investigative 9837496 C7H14NO4P 207.16 C1CCC(CC1)NC(=O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BIBX94 CID 78426619 Investigative 78426619 C44H55N5O5 733.9 C1CCC(CC1)C[C@H](CN2CCC[C@H]2CN3[C@H](CNC(=O)C3=O)CC4=CC=CC=C4)N5C[C@@H](N(C(=O)C5=O)CCC6=CC=CC=C6)CC7=CC=C(C=C7)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BID20Z Benzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445204 C13H11NO3 229.23 C1=CC=C(C=C1)COC(=O)C2=CC=CC(=O)N2 IC50 = 69000 nM Poor binder T54156 Matrix metalloproteinase-9 BIDO53 Thiophen-3-yl 6-mercaptopicolinate Investigative 44445269 C10H7NO2S2 237.3 C1=CC(=S)NC(=C1)C(=O)OC2=CSC=C2 IC50 = 90000 nM Poor binder T54156 Matrix metalloproteinase-9 BIZ03M 2,3-Bis(1-(dimethylamino)naphthalene-5-sulfonamido)-N-hydroxypropanamide Investigative 44576808 C27H31N5O6S2 585.7 CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)NCC(C(=O)NO)NS(=O)(=O)C3=CC=CC4=C3C=CC=C4N(C)C Ki = 150000 nM Poor binder T54156 Matrix metalloproteinase-9 BJ0LR6 Thioacetic acid S-[(4S,5S)-2-((E)-styryl)-5-vinyl-4,5-dihydro-oxazol-4-yl] ester Investigative 44394645 C15H15NO2S 273.4 CC(=O)S[C@H]1[C@@H](OC(=N1)/C=C/C2=CC=CC=C2)C=C Ki ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BJ1LV0 (5S)-5-Benzyl-1-[(2R)-1-cyclohexyl-3-[(2S)-2-[[(6S)-2,3-dioxo-6-propylpiperazin-1-yl]methyl]pyrrolidin-1-yl]propan-2-yl]-4-(2-phenylethyl)piperazine-2,3-dione Investigative 122181998 C40H55N5O4 669.9 CCC[C@H]1CNC(=O)C(=O)N1C[C@@H]2CCCN2C[C@@H](CC3CCCCC3)N4C[C@@H](N(C(=O)C4=O)CCC5=CC=CC=C5)CC6=CC=CC=C6 IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BJ27VX Isopropyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445199 C9H11NO3 181.19 CC(C)OC(=O)C1=CC=CC(=O)N1 IC50 = 67000 nM Poor binder T54156 Matrix metalloproteinase-9 BJ6W4D 4-(4-Methoxyphenyl)-N-(2-morpholin-4-ylethyl)thiophene-2-carboxamide Investigative 3649035 C18H22N2O3S 346.4 COC1=CC=C(C=C1)C2=CSC(=C2)C(=O)NCCN3CCOCC3 IC50 ~ 101000 nM Poor binder T54156 Matrix metalloproteinase-9 BJ76ZM Chembl4206886 Investigative 145976412 C50H56N4O5S 825.1 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NC5=CC=CC=C5)C)S(=O)(=O)N[C@H](CC6=CC=CC=C6)C(=O)NC7=CC=CC=C7 IC50 = 53600 nM Poor binder T54156 Matrix metalloproteinase-9 BJF61I N-(2-Methyl-4-amino-6-quinolyl)-3-(2-methoxyphenyl)propionamide Investigative 73055018 C20H21N3O2 335.4 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)CCC3=CC=CC=C3OC)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BJI49R Chembl4202455 Investigative 145977231 C35H41FN2O5S 620.8 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NC5=CC=CC=C5F)C)S(=O)(=O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BJK4U1 Chembl4202528 Investigative 145976230 C50H54Br2N4O5S 982.9 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NC5=CC(=CC=C5)Br)C)S(=O)(=O)N[C@H](CC6=CC=CC=C6)C(=O)NC7=CC(=CC=C7)Br IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BJM5H0 (2E)-2-(1H-Benzimidazol-2-yl)-3-(3-iodo-4-methoxyphenyl)prop-2-enenitrile Investigative 5941957 C17H12IN3O 401.2 COC1=C(C=C(C=C1)/C=C(\\C#N)/C2=NC3=CC=CC=C3N2)I IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BJR8V5 N-(4-Amino-2-methylquinolin-6-yl)-3-[2-(trifluoromethyl)phenyl]propanamide Investigative 73056183 C20H18F3N3O 373.4 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)CCC3=CC=CC=C3C(F)(F)F)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BJW19F 3-((2-Benzyl-2H-tetrazol-5-yl)methyl)pyridine Investigative 44445278 C14H13N5 251.29 C1=CC=C(C=C1)CN2N=C(N=N2)CC3=CN=CC=C3 IC50 ~ 150000 nM Poor binder T54156 Matrix metalloproteinase-9 BJW37Y N-Hydroxy-2-[4-(3,5-dibromobenzyloxy)phenylsulfonylamino]acetamide Investigative 72714082 C15H14Br2N2O5S 494.2 C1=CC(=CC=C1OCC2=CC(=CC(=C2)Br)Br)S(=O)(=O)NCC(=O)NO IC50 = 51000 nM Poor binder T54156 Matrix metalloproteinase-9 BJZL58 4-Chloroanilinomethylenebisphosphonic acid Investigative 15629940 C7H10ClNO6P2 301.56 C1=CC(=CC=C1NC(P(=O)(O)O)P(=O)(O)O)Cl IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BK16HW (Sec-butylamino)carbonylphosphonic acid Investigative 11286824 C5H12NO4P 181.13 CCC(C)NC(=O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BK2NS9 Pentyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445240 C11H15NO3 209.24 CCCCCOC(=O)C1=CC=CC(=O)N1 IC50 = 66000 nM Poor binder T54156 Matrix metalloproteinase-9 BK3M2U Chembl4211771 Investigative 145967177 C50H54Br2N4O5S 982.9 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)NC5=CC(=CC=C5)Br)C)S(=O)(=O)N[C@@H](CC6=CC=CC=C6)C(=O)NC7=CC(=CC=C7)Br IC50 = 93100 nM Poor binder T54156 Matrix metalloproteinase-9 BK3V9T N-(4-Amino-2-methylquinolin-6-yl)-3-(2-methoxypyridin-3-yl)propanamide Investigative 73056773 C19H20N4O2 336.4 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)CCC3=C(N=CC=C3)OC)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BK5X2A [(4-Fluoro-3-nitroanilino)-phosphonomethyl]phosphonic acid Investigative 72205112 C7H9FN2O8P2 330.1 C1=CC(=C(C=C1NC(P(=O)(O)O)P(=O)(O)O)[N+](=O)[O-])F IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BK95NA 3,4-Dichloroanilinomethylenebisphosphonic acid Investigative 24866945 C7H9Cl2NO6P2 336 C1=CC(=C(C=C1NC(P(=O)(O)O)P(=O)(O)O)Cl)Cl IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BKB5V1 1-(4-Amino-2-methylquinolin-6-yl)-3-(4-benzoylphenyl)urea Investigative 73055605 C24H20N4O2 396.4 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)NC3=CC=C(C=C3)C(=O)C4=CC=CC=C4)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BKFL26 3-Bromobenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445225 C13H10BrNO3 308.13 C1=CC(=CC(=C1)Br)COC(=O)C2=CC=CC(=O)N2 IC50 = 67000 nM Poor binder T54156 Matrix metalloproteinase-9 BKG9M5 4-(4,5-Dihydrooxazol-2-yl)-1-hexyl-1H-1,2,3-triazole Investigative 44445272 C11H18N4O 222.29 CCCCCCN1C=C(N=N1)C2=NCCO2 IC50 ~ 150000 nM Poor binder T54156 Matrix metalloproteinase-9 BKI10F 2-[(4-Chlorophenyl)methylthio]-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one Investigative 135412054 C14H13ClN2OS 292.8 C1CC2=C(C1)N=C(NC2=O)SCC3=CC=C(C=C3)Cl IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BKJS91 (4S,5S)-2-(4-Bromo-phenyl)-5-vinyl-4,5-dihydro-oxazole-4-thiol Investigative 44394595 C11H10BrNOS 284.17 C=C[C@H]1[C@@H](N=C(O1)C2=CC=C(C=C2)Br)S Ki ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BKM83T 4-Chlorobenzyl 6-mercaptopicolinate Investigative 44445261 C13H10ClNO2S 279.74 C1=CC(=S)NC(=C1)C(=O)OCC2=CC=C(C=C2)Cl IC50 = 112000 nM Poor binder T54156 Matrix metalloproteinase-9 BKPV14 N-Hydroxy-N-{1-(1-isobutyl-piperidin-4-ylidenemethyl)-2-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonyl]-ethyl}-formamide Investigative 44330147 C30H37N3O5S 551.7 CC1=NC2=CC=CC=C2C(=C1)COC3=CC=C(C=C3)S(=O)(=O)CC(C=C4CCN(CC4)CC(C)C)N(C=O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BL2F0S 6-Oxo-1,6-dihydro-pyridine-2-carboxylic acid 4-methyl-benzyl ester Investigative 44445206 C14H13NO3 243.26 CC1=CC=C(C=C1)COC(=O)C2=CC=CC(=O)N2 IC50 = 68000 nM Poor binder T54156 Matrix metalloproteinase-9 BLF1I4 Chembl4207344 Investigative 145975699 C36H44N2O6S 632.8 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)NC5=CC=CC=C5OC)C)S(=O)(=O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BLU89J N-(4'-Fluoro-1,1'-biphenyl-4-ylsulfonyl)valine Investigative 10665624 C17H18FNO4S 351.4 CC(C)[C@@H](C(=O)O)NS(=O)(=O)C1=CC=C(C=C1)C2=CC=C(C=C2)F IC50 = 64000 nM Poor binder T54156 Matrix metalloproteinase-9 BMI8C2 Isopropyl 6-mercaptopicolinate Investigative 44445241 C9H11NO2S 197.26 CC(C)OC(=O)C1=CC=CC(=S)N1 IC50 = 132000 nM Poor binder T54156 Matrix metalloproteinase-9 BN09KR N-(4-Amino-2-methylquinolin-6-yl)-4-pyridin-3-ylbenzamide Investigative 73054736 C22H18N4O 354.4 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)C3=CC=C(C=C3)C4=CN=CC=C4)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BN7RG4 1,5-Dimethyl-5-(4-phenoxyphenyl)hexahydropyrimidine-2,4,6-trione Investigative 44384994 C18H16N2O4 324.3 CC1(C(=O)NC(=O)N(C1=O)C)C2=CC=C(C=C2)OC3=CC=CC=C3 IC50 ~ 50000 nM Poor binder T54156 Matrix metalloproteinase-9 BN9V7C (4S,5S)-2-Biphenyl-4-yl-4-phenylsulfanyl-5-vinyl-4,5-dihydro-oxazole Investigative 44394765 C23H19NOS 357.5 C=C[C@H]1[C@@H](N=C(O1)C2=CC=C(C=C2)C3=CC=CC=C3)SC4=CC=CC=C4 Ki ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BNEM74 2,5-Difluorobenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445217 C13H9F2NO3 265.21 C1=CC(=O)NC(=C1)C(=O)OCC2=C(C=CC(=C2)F)F IC50 = 85000 nM Poor binder T54156 Matrix metalloproteinase-9 BNH40K trans-2-Aminocyclohexylcarbamoylphosphonic acid Investigative 24807817 C7H15N2O4P 222.18 C1CC[C@H]([C@@H](C1)N)NC(=O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BNOK60 2-Fluorobenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445213 C13H10FNO3 247.22 C1=CC=C(C(=C1)COC(=O)C2=CC=CC(=O)N2)F IC50 = 76000 nM Poor binder T54156 Matrix metalloproteinase-9 BNTY08 (E)-3-((2-Cinnamyl-2H-tetrazol-5-yl)methyl)pyridine Investigative 44445281 C16H15N5 277.32 C1=CC=C(C=C1)/C=C/CN2N=C(N=N2)CC3=CN=CC=C3 IC50 ~ 150000 nM Poor binder T54156 Matrix metalloproteinase-9 BNU1Q2 Cyclohexyl 6-mercaptopicolinate Investigative 44445243 C12H15NO2S 237.32 C1CCC(CC1)OC(=O)C2=CC=CC(=S)N2 IC50 = 91000 nM Poor binder T54156 Matrix metalloproteinase-9 BO2H4C [1-[[4-[5-(Methoxymethyl)thiophen-2-yl]phenyl]sulfonylamino]-2-methylpropyl]phosphonic acid Investigative 127029510 C16H22NO6PS2 419.5 CC(C)C(NS(=O)(=O)C1=CC=C(C=C1)C2=CC=C(S2)COC)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BO9WE6 4-(4,5-Dihydrooxazol-2-yl)-1-heptyl-1H-1,2,3-triazole Investigative 44445273 C12H20N4O 236.31 CCCCCCCN1C=C(N=N1)C2=NCCO2 IC50 ~ 150000 nM Poor binder T54156 Matrix metalloproteinase-9 BOC1P3 [(3-Nitroanilino)-phosphono-methyl]phosphonic acid Investigative 5277490 C7H10N2O8P2 312.11 C1=CC(=CC(=C1)[N+](=O)[O-])NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BORP07 5-(3-Pyridylmethyl)-1H-tetrazole Investigative 28602444 C7H7N5 161.16 C1=CC(=CN=C1)CC2=NNN=N2 IC50 ~ 150000 nM Poor binder T54156 Matrix metalloproteinase-9 BP6NW4 (Cyclobutylamino)carbonylphosphonic acid Investigative 11194666 C5H10NO4P 179.11 C1CC(C1)NC(=O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BP80KT N-(3-(1-Tert-butylpiperidin-4-yl)-1-(4-((2-methylquinolin-4-yl)methoxy)phenylsulfonyl)propan-2-yl)-N-hydroxyformamide Investigative 44429877 C30H39N3O5S 553.7 CC1=NC2=CC=CC=C2C(=C1)COC3=CC=C(C=C3)S(=O)(=O)CC(CC4CCN(CC4)C(C)(C)C)N(C=O)O IC50 = 90000 nM Poor binder T54156 Matrix metalloproteinase-9 BPM2J0 3-Methoxybenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445209 C14H13NO4 259.26 COC1=CC=CC(=C1)COC(=O)C2=CC=CC(=O)N2 IC50 = 88000 nM Poor binder T54156 Matrix metalloproteinase-9 BPQ3E1 N-Hydroxy-N-[2-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonyl]-1-(4-oxo-cyclohexylmethyl)-ethyl]-formamide Investigative 44330149 C27H30N2O6S 510.6 CC1=NC2=CC=CC=C2C(=C1)COC3=CC=C(C=C3)S(=O)(=O)CC(CC4CCC(=O)CC4)N(C=O)O IC50 = 53000 nM Poor binder T54156 Matrix metalloproteinase-9 BPW80Z 2-(4''-Cyano-biphenyl-4-sulfonylamino)-N-hydroxy-3-methyl-butyramide Investigative 10523383 C18H19N3O4S 373.4 CC(C)[C@@H](C(=O)NO)NS(=O)(=O)C1=CC=C(C=C1)C2=CC=C(C=C2)C#N IC50 = 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BQ8A6D (2R)-2-[(Biphenyl-4-ylcarbonyl)amino]-3-phenylpropanoic acid Investigative 10617505 C22H19NO3 345.4 C1=CC=C(C=C1)C[C@H](C(=O)O)NC(=O)C2=CC=C(C=C2)C3=CC=CC=C3 IC50 ~ 50000 nM Poor binder T54156 Matrix metalloproteinase-9 BQ97ZC 3,5-Difluorobenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445218 C13H9F2NO3 265.21 C1=CC(=O)NC(=C1)C(=O)OCC2=CC(=CC(=C2)F)F IC50 = 71000 nM Poor binder T54156 Matrix metalloproteinase-9 BQK5W3 4-Methoxybenzyl 6-mercaptopicolinate Investigative 44445252 C14H13NO3S 275.32 COC1=CC=C(C=C1)COC(=O)C2=CC=CC(=S)N2 IC50 = 95000 nM Poor binder T54156 Matrix metalloproteinase-9 BQX1W6 Cinnamyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445228 C15H13NO3 255.27 C1=CC=C(C=C1)/C=C/COC(=O)C2=CC=CC(=O)N2 IC50 = 73000 nM Poor binder T54156 Matrix metalloproteinase-9 BR2VF9 N-Hydroxy-N-{1-(1-isobutyl-piperidin-4-ylmethyl)-2-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonyl]-ethyl}-formamide Investigative 10437629 C30H39N3O5S 553.7 CC1=NC2=CC=CC=C2C(=C1)COC3=CC=C(C=C3)S(=O)(=O)CC(CC4CCN(CC4)CC(C)C)N(C=O)O IC50 = 90000 nM Poor binder T54156 Matrix metalloproteinase-9 BR64OE Chembl4212208 Investigative 57874709 C22H18F3NO4S2 481.5 COC1=CC=C(C=C1)C2=CC=C(C=C2)SC3=CC=CC=C3CC(=O)NS(=O)(=O)C(F)(F)F IC50 = 50000 nM Poor binder T54156 Matrix metalloproteinase-9 BR6BS8 N-[4-[[4-[2-(2,5-Dimethylpyridin-4-yl)ethyl]piperidin-1-yl]sulfonylmethyl]oxan-4-yl]-N-hydroxyformamide Investigative 54580051 C21H33N3O5S 439.6 CC1=CC(=C(C=N1)C)CCC2CCN(CC2)S(=O)(=O)CC3(CCOCC3)N(C=O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BRC53V N-[(1S,2S)-2-Hydroxycyclopentyl]-4-phenoxybenzenesulfonamide Investigative 71682917 C17H19NO4S 333.4 C1C[C@@H]([C@H](C1)O)NS(=O)(=O)C2=CC=C(C=C2)OC3=CC=CC=C3 Ki = 200000 nM Poor binder T54156 Matrix metalloproteinase-9 BRCZ16 1-Benzyl-4-(4,5-dihydrooxazol-2-yl)-1H-1,2,3-triazole Investigative 44445274 C12H12N4O 228.25 C1COC(=N1)C2=CN(N=N2)CC3=CC=CC=C3 IC50 ~ 150000 nM Poor binder T54156 Matrix metalloproteinase-9 BRTE39 Benzo[d][1,3]dioxol-5-ylmethyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445231 C14H11NO5 273.24 C1OC2=C(O1)C=C(C=C2)COC(=O)C3=CC=CC(=O)N3 IC50 = 114000 nM Poor binder T54156 Matrix metalloproteinase-9 BSD4C0 Cyclobutyl 6-mercaptopicolinate Investigative 44445242 C10H11NO2S 209.27 C1CC(C1)OC(=O)C2=CC=CC(=S)N2 IC50 = 137000 nM Poor binder T54156 Matrix metalloproteinase-9 BSD50Z 4-(Trifluoromethyl)benzyl 6-mercaptopicolinate Investigative 44445250 C14H10F3NO2S 313.3 C1=CC(=S)NC(=C1)C(=O)OCC2=CC=C(C=C2)C(F)(F)F IC50 = 141000 nM Poor binder T54156 Matrix metalloproteinase-9 BSJ45U Morpholin-4-ylcarbonylphosphonic acid Investigative 44328189 C5H10NO5P 195.11 C1COCCN1C(=O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BSRZ86 Cyclopentylcarbamoylphosphonic Acid Investigative 10198038 C6H12NO4P 193.14 C1CCC(C1)NC(=O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BSW74J (4S)-5-Amino-4-[[(2S)-4-methyl-2-[3-[4-(4-phenylphenyl)phenyl]propanoylamino]pentanoyl]amino]-5-oxopentanoic acid Investigative 50991333 C32H37N3O5 543.7 CC(C)C[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N)NC(=O)CCC1=CC=C(C=C1)C2=CC=C(C=C2)C3=CC=CC=C3 Ki ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BT16SP Benzyl 6-Benzyl-5,7-Dioxo-6,7-Dihydro-5h-[1,3]thiazolo[3,2-C]pyrimidine-2-Carboxylate Investigative 9896504 C21H16N2O4S 392.4 C1=CC=C(C=C1)CN2C(=O)C=C3N(C2=O)C=C(S3)C(=O)OCC4=CC=CC=C4 IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BT17QX Lithium ethyl (cyclohexylamino)carbonylphosphonate Investigative 53322469 C9H17LiNO4P 241.2 [Li+].CCOP(=O)(C(=O)NC1CCCCC1)[O-] IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BT61GW 4-{[1-Methyl-2,4-Dioxo-6-(3-Phenylprop-1-Yn-1-Yl)-1,4-Dihydroquinazolin-3(2h)-Yl]methyl}benzoic Acid Investigative 10224181 C26H20N2O4 424.4 CN1C2=C(C=C(C=C2)C#CCC3=CC=CC=C3)C(=O)N(C1=O)CC4=CC=C(C=C4)C(=O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BTE3R6 (2E)-3-(N-Hydroxycarbamoyl)-2-heptylidenepropionyl-L-tryptophan-N-methylamide Investigative 44434565 C23H32N4O4 428.5 CCCCCC/C=C(\\CC(=O)NO)/C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)NC IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BTE7I6 6-Mercapto-pyridine-2-carboxylic acid biphenyl-3-ylmethyl ester Investigative 44445266 C19H15NO2S 321.4 C1=CC=C(C=C1)C2=CC=CC(=C2)COC(=O)C3=CC=CC(=S)N3 IC50 = 50000 nM Poor binder T54156 Matrix metalloproteinase-9 BU86KW [[4-(4-Chlorophenoxy)anilino]-phosphonomethyl]phosphonic acid Investigative 72205114 C13H14ClNO7P2 393.65 C1=CC(=CC=C1NC(P(=O)(O)O)P(=O)(O)O)OC2=CC=C(C=C2)Cl IC50 = 55000 nM Poor binder T54156 Matrix metalloproteinase-9 BUK1T6 3-(Trifluoromethyl)benzyl 6-mercaptopicolinate Investigative 44445249 C14H10F3NO2S 313.3 C1=CC(=CC(=C1)C(F)(F)F)COC(=O)C2=CC=CC(=S)N2 IC50 = 126000 nM Poor binder T54156 Matrix metalloproteinase-9 BUO20M [Phosphono-[3-(trifluoromethyl)anilino]methyl]phosphonic acid Investigative 72204934 C8H10F3NO6P2 335.11 C1=CC(=CC(=C1)NC(P(=O)(O)O)P(=O)(O)O)C(F)(F)F IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BUX9C2 Chembl4218730 Investigative 145969859 C52H60N4O7S 885.1 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)NC5=CC(=CC=C5)OC)C)S(=O)(=O)N[C@@H](CC6=CC=CC=C6)C(=O)NC7=CC(=CC=C7)OC IC50 = 51900 nM Poor binder T54156 Matrix metalloproteinase-9 BV1HA4 Hydroxysulfonamide 48 Investigative 23644663 CH2Cl3NO3S 214.5 C(S(=O)(=O)NO)(Cl)(Cl)Cl Ki ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BVAB51 Chembl4214656 Investigative 145972990 C35H41BrN2O5S 681.7 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NC5=CC=CC=C5Br)C)S(=O)(=O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BVD3H6 N-(4'-Cyano-1,1'-biphenyl-4-ylsulfonyl)valine Investigative 10594564 C18H18N2O4S 358.4 CC(C)[C@@H](C(=O)O)NS(=O)(=O)C1=CC=C(C=C1)C2=CC=C(C=C2)C#N IC50 = 58884.37 nM Poor binder T54156 Matrix metalloproteinase-9 BW1KQ0 4-Phenoxybutyl 6-mercaptopicolinate Investigative 44445253 C16H17NO3S 303.4 C1=CC=C(C=C1)OCCCCOC(=O)C2=CC=CC(=S)N2 IC50 = 83000 nM Poor binder T54156 Matrix metalloproteinase-9 BW35RO (2R)-2-(4-Fluoro-3,5-dimethylanilino)-6-[1-(4-fluorophenyl)propylamino]-N-hydroxyhexanamide Investigative 57345500 C23H31F2N3O2 419.5 CCC(C1=CC=C(C=C1)F)NCCCC[C@H](C(=O)NO)NC2=CC(=C(C(=C2)C)F)C Ki ~ 50000 nM Poor binder T54156 Matrix metalloproteinase-9 BW53GL (2S)-2-[[5-(Dimethylamino)naphthalen-1-yl]sulfonylamino]-N-[(2S)-1-oxo-1-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)amino]propan-2-yl]-3-phenylpropanamide Investigative 90663077 C26H28N6O4S3 584.7 C[C@@H](C(=O)NC1=NNC(=S)S1)NC(=O)[C@H](CC2=CC=CC=C2)NS(=O)(=O)C3=CC=CC4=C3C=CC=C4N(C)C Ki = 50000 nM Poor binder T54156 Matrix metalloproteinase-9 BWP2L8 Chembl4210975 Investigative 145966162 C52H60N4O7S 885.1 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)NC5=CC=C(C=C5)OC)C)S(=O)(=O)N[C@@H](CC6=CC=CC=C6)C(=O)NC7=CC=C(C=C7)OC IC50 = 54600 nM Poor binder T54156 Matrix metalloproteinase-9 BWR10G Perfluorobenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445221 C13H6F5NO3 319.18 C1=CC(=O)NC(=C1)C(=O)OCC2=C(C(=C(C(=C2F)F)F)F)F IC50 = 69000 nM Poor binder T54156 Matrix metalloproteinase-9 BWY4L8 Chembl4203717 Investigative 145976282 C52H60N4O7S 885.1 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NC5=CC=C(C=C5)OC)C)S(=O)(=O)N[C@H](CC6=CC=CC=C6)C(=O)NC7=CC=C(C=C7)OC IC50 = 57800 nM Poor binder T54156 Matrix metalloproteinase-9 BX1NG5 Phenethylcarbamoylphosphonic Acid Investigative 9794947 C9H12NO4P 229.17 C1=CC=C(C=C1)CCNC(=O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BX34RO N-(4-Amino-2-methylquinolin-6-yl)-3-quinolin-6-ylbenzamide Investigative 73055906 C26H20N4O 404.5 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)C3=CC=CC(=C3)C4=CC5=C(C=C4)N=CC=C5)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BX35SB Chembl4207416 Investigative 145978615 C50H54F2N4O5S 861 CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)N[C@H](CC4=CC=CC=C4)C(=O)NC5=CC(=CC=C5)F)C)S(=O)(=O)N[C@H](CC6=CC=CC=C6)C(=O)NC7=CC(=CC=C7)F IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BX78KQ (R)-2-(4-Fluoro-3,5-dimethylphenoxy)-6-(4-fluorobenzylamino)-N-hydroxyhexanamide Investigative 54580973 C21H26F2N2O3 392.4 CC1=CC(=CC(=C1F)C)O[C@H](CCCCNCC2=CC=C(C=C2)F)C(=O)NO Ki ~ 50000 nM Poor binder T54156 Matrix metalloproteinase-9 BX7RZ0 3-((2-(3-Phenylpropyl)-2H-tetrazol-5-yl)methyl)pyridine Investigative 44445280 C16H17N5 279.34 C1=CC=C(C=C1)CCCN2N=C(N=N2)CC3=CN=CC=C3 IC50 ~ 150000 nM Poor binder T54156 Matrix metalloproteinase-9 BX95AE 2-Bromobenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445224 C13H10BrNO3 308.13 C1=CC=C(C(=C1)COC(=O)C2=CC=CC(=O)N2)Br IC50 = 59000 nM Poor binder T54156 Matrix metalloproteinase-9 BXS9P4 4-Bromobenzyl 6-oxo-1,6-dihydropyridine-2-carboxylate Investigative 44445226 C13H10BrNO3 308.13 C1=CC(=O)NC(=C1)C(=O)OCC2=CC=C(C=C2)Br IC50 = 114000 nM Poor binder T54156 Matrix metalloproteinase-9 BXUF15 (R)-2-(4-Fluorophenylsulphonamido-N-(pyridin-3-ylmethyl))-3-methylbutanoic acid Investigative 23655714 C17H19FN2O4S 366.4 CC(C)[C@H](C(=O)O)N(CC1=CN=CC=C1)S(=O)(=O)C2=CC=C(C=C2)F IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BXW5Y2 Pentan-3-ylcarbamoylphosphonic Acid Investigative 11367571 C6H14NO4P 195.15 CCC(CC)NC(=O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BY0QU5 (3R)-6-Cyclohexyl-N-hydroxy-3-(3-{[(methylsulfonyl)amino]-methyl}-1,2,4-oxadiazol-5-yl)hexanamide Investigative 10271604 C16H28N4O5S 388.5 CS(=O)(=O)NCC1=NOC(=N1)[C@H](CCCC2CCCCC2)CC(=O)NO Ki ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BY1JD8 N-(4-Amino-2-methylquinolin-6-yl)-4-phenoxybenzamide Investigative 73054451 C23H19N3O2 369.4 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)C3=CC=C(C=C3)OC4=CC=CC=C4)N IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BY1W0D 5-(Benzothiazol-2-ylazamethylene)-1-(4-sulfophenyl)-2-pyrazoline-3-carboxylic acid Investigative 6250177 C17H12N4O5S2 416.4 C\\1C(=NN(/C1=N\\C2=NC3=CC=CC=C3S2)C4=CC=C(C=C4)S(=O)(=O)O)C(=O)O IC50 = 60100 nM Poor binder T54156 Matrix metalloproteinase-9 BZ6T1Y N-Hydroxy-N-[1-(4-methylidenecyclohexyl)-2-[4-[(2-methylquinolin-4-yl)methoxy]phenyl]sulfonylethyl]formamide Investigative 10141443 C27H30N2O5S 494.6 CC1=NC2=CC=CC=C2C(=C1)COC3=CC=C(C=C3)S(=O)(=O)CC(C4CCC(=C)CC4)N(C=O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 BZ8IT5 2,4,5-Trifluorobenzyl 6-mercaptopicolinate Investigative 44445258 C13H8F3NO2S 299.27 C1=CC(=S)NC(=C1)C(=O)OCC2=CC(=C(C=C2F)F)F IC50 = 105000 nM Poor binder T54156 Matrix metalloproteinase-9 BZ97RT 3-Phenylpropyl 6-mercaptopicolinate Investigative 44445246 C15H15NO2S 273.4 C1=CC=C(C=C1)CCCOC(=O)C2=CC=CC(=S)N2 IC50 = 112000 nM Poor binder T54156 Matrix metalloproteinase-9 BZ9DQ2 (4S)-5-Amino-4-[[(2S)-3-(1H-imidazol-5-yl)-2-[3-[4-(4-phenylphenyl)phenyl]propanoylamino]propanoyl]amino]-5-oxopentanoic acid Investigative 50991331 C32H33N5O5 567.6 C1=CC=C(C=C1)C2=CC=C(C=C2)C3=CC=C(C=C3)CCC(=O)N[C@@H](CC4=CN=CN4)C(=O)N[C@@H](CCC(=O)O)C(=O)N Ki ~ 50000 nM Poor binder T54156 Matrix metalloproteinase-9 BZBI17 Thioacetic acid S-((4S,5S)-2-biphenyl-4-yl-5-vinyl-4,5-dihydro-oxazol-4-yl) ester Investigative 44394758 C19H17NO2S 323.4 CC(=O)S[C@H]1[C@@H](OC(=N1)C2=CC=C(C=C2)C3=CC=CC=C3)C=C Ki = 81000 nM Poor binder T54156 Matrix metalloproteinase-9 BZP8X7 [(4-Fluoroanilino)-phosphonomethyl]phosphonic acid Investigative 72204928 C7H10FNO6P2 285.1 C1=CC(=CC=C1NC(P(=O)(O)O)P(=O)(O)O)F IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 D03QAN N,N'-Bis(4-Amino-2-Methylquinolin-6-Yl)Urea Investigative 71166 C21H20N6O 372.4 CC1=CC(=C2C=C(C=CC2=N1)NC(=O)NC3=CC4=C(C=C(N=C4C=C3)C)N)N IC50 = 100000 nM Poor binder T54156 Matrix metalloproteinase-9 D04GOO N1,N3-bis(3-methoxybenzyl)isophthalamide Investigative 10111838 C24H24N2O4 404.5 COC1=CC=CC(=C1)CNC(=O)C2=CC(=CC=C2)C(=O)NCC3=CC(=CC=C3)OC IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 D06NDR 2-(4-chlorobenzyloxyamino)-N-hydroxyhexanamide Investigative 44423687 C13H19ClN2O3 286.75 CCCCC(C(=O)NO)NOCC1=CC=C(C=C1)Cl IC50 = 125000 nM Poor binder T54156 Matrix metalloproteinase-9 D09USO (biphenyl-3-ylamino)methylenediphosphonic acid Investigative 5277466 C13H15NO6P2 343.21 C1=CC=C(C=C1)C2=CC(=CC=C2)NC(P(=O)(O)O)P(=O)(O)O IC50 ~ 100000 nM Poor binder T54156 Matrix metalloproteinase-9 D0G0OP 2-(4-chlorobenzyloxyamino)-N-hydroxypropanamide Investigative 44423685 C10H13ClN2O3 244.67 CC(C(=O)NO)NOCC1=CC=C(C=C1)Cl IC50 = 141000 nM Poor binder T54156 Matrix metalloproteinase-9 D0Y1XM 2-(benzyloxyamino)-N-hydroxyhexanamide Investigative 44423686 C13H20N2O3 252.31 CCCCC(C(=O)NO)NOCC1=CC=CC=C1 IC50 = 81000 nM Poor binder