Drug General Information
Drug ID
D00CQW
Former ID
DIB008437
Drug Name
TNP-351
Synonyms
N-[4-[3-(2,4-Diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl]benzoyl]-L-glutamic acid
Drug Type
Small molecular drug
Indication Solid tumours [ICD9: 140-199, 210-229; ICD10:C00-D48] Discontinued in Phase 2 [545242]
Structure
Download
2D MOL

3D MOL

Formula
C21H24N6O5
Canonical SMILES
C1=CC(=CC=C1CCCC2=CNC3=C2C(=NC(=N3)N)N)C(=O)NC(CCC(=O)O<br />)C(=O)O
InChI
1S/C21H24N6O5/c22-17-16-13(10-24-18(16)27-21(23)26-17)3-1-2-11-4-6-12(7-5-11)19(30)25-14(20(31)32)8-9-15(28)29/h4-7,10,14H,1-3,8-9H2,(H,25,30)(H,28,29)(H,31,32)(H5,22,23,24,26,27)/t14-/m0/s1
InChIKey
WLGCEMWNUHSIIS-AWEZNQCLSA-N
CAS Number
CAS 125991-51-7
PubChem Compound ID
PubChem Substance ID
Target and Pathway
Target(s) DHFR Target Info Inhibitor [526176]
KEGG Pathway One carbon pool by folate
Folate biosynthesis
Metabolic pathways
PANTHER Pathway Tetrahydrofolate biosynthesis
Formyltetrahydroformate biosynthesis
Pathway Interaction Database E2F transcription factor network
PathWhiz Pathway Folate Metabolism
Pterine Biosynthesis
Reactome E2F mediated regulation of DNA replication
Tetrahydrobiopterin (BH4) synthesis, recycling, salvage and regulation
Metabolism of folate and pterines
G1/S-Specific Transcription
WikiPathways Nucleotide Metabolism
Trans-sulfuration and one carbon metabolism
Retinoblastoma (RB) in Cancer
One Carbon Metabolism
Metabolism of water-soluble vitamins and cofactors
Metabolism of nitric oxide
Folate Metabolism
Fluoropyrimidine Activity
References
Ref 545242Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800002566)
Ref 526176A Ring-Transformation/Ring-Annulation Strategy for the Synthesis of the DHFR Inhibitor, TNP-351: A Correction. J Org Chem. 1996 Nov 1;61(22):7973-7974.

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