Drug Information
| Drug General Information | |||||
|---|---|---|---|---|---|
| Drug ID |
D0H3TD
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| Former ID |
DAP000459
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| Drug Name |
Imipenem
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| Synonyms |
Imipemide; Tienamycin; Imipenem anhydrous; Imipenem (INN); N-Formimidoylthienamycin; Primaxin (TN); Imipenem, N-Formimidoyl thienamycin; [5R-[5.alpha.,6.alpha.(R*)]]-6-(1-Hydroxyethyl)-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monohydrate; (5R,6S)-3-(2-Formimidoylamino-ethylsulfanyl)-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid; (5R,6S)-3-[2-(aminomethylideneamino)ethylsulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid; (5R,6S)-6-((R)-1-Hydroxyethyl)-3-(2-(iminomethylamino)ethylthio)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carbonsaeure; (5R,6S)-6-[(1R)-1-hydroxyethyl]-3-({2-[(iminomethyl)amino]ethyl}thio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
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| Drug Type |
Small molecular drug
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| Indication | Bacterial infections [ICD9: 001-009, 010-018, 020-027, 030-041, 080-088, 090-099, 100-104; ICD10:A00-B99] | Approved | [536773] | ||
| Therapeutic Class |
Antibiotics
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| Company |
Merck & Co
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| Structure |
|
Download2D MOL |
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| Formula |
C12H17N3O4S
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| Canonical SMILES |
CC(C1C2CC(=C(N2C1=O)C(=O)O)SCCN=CN)O
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| InChI |
1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1
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| InChIKey |
ZSKVGTPCRGIANV-ZXFLCMHBSA-N
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| CAS Number |
CAS 74431-23-5
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| PubChem Compound ID | |||||
| PubChem Substance ID |
8890, 534389, 602889, 7979598, 10321787, 11466547, 11467667, 11486134, 15023235, 44434434, 46505744, 47349465, 47720707, 48094640, 48394036, 48416102, 49698536, 50112997, 50112998, 51091233, 57337871, 57394174, 78739513, 87322658, 90341794, 92125443, 92309011, 92719338, 93166844, 103071257, 103083352, 103204227, 103914272, 103980020, 104179221, 104373052, 119525091, 121360964, 121363114, 124766027, 126620895, 126655539, 129948482, 134222478, 134337754, 135007278, 135693794, 137117254, 142145336, 144076231
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| ChEBI ID |
ChEBI:51799
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| Drug Resistance Mutation (DRM) | |||||
| DRM | DRM Info | ||||
| Target and Pathway | |||||
| Target(s) | Penicillin binding protein 2 | Target Info | Binder | [535070], [537847] | |
| References | |||||
| Ref 535070 | A comparative trial of imipenem versus ceftazidime in the release of endotoxin and cytokine generation in patients with gram-negative urosepsis. Urosepsis Study Group. J Endotoxin Res. 2000;6(1):25-31. | ||||
| Ref 537847 | Laboratory data which differentiate meropenem and imipenem. Scand J Infect Dis Suppl. 1995;96:5-10. | ||||
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