Details
Stereochemistry | ACHIRAL |
Molecular Formula | C24H29N3O2 |
Molecular Weight | 391.506 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O=C(NCCCCC1CCN(CC1)C(=O)C2=CC=CC=C2)\C=C\C3=CC=CN=C3
InChI
InChIKey=KPBNHDGDUADAGP-VAWYXSNFSA-N
InChI=1S/C24H29N3O2/c28-23(12-11-21-8-6-15-25-19-21)26-16-5-4-7-20-13-17-27(18-14-20)24(29)22-9-2-1-3-10-22/h1-3,6,8-12,15,19-20H,4-5,7,13-14,16-18H2,(H,26,28)/b12-11+
Daporinad is an inhibitor of nicotinamide phosphoribosyltransferase (NMPRTase), an enzyme that participates in the biosynthesis of nicotinamide adenine dinucleotide (NAD+) from niacinamide (vitamin B3). Inhibition of NMPRTase may deplete energy reserves in metabolically active tumor cells and induce tumor cell apoptosis. In addition, this agent may inhibit tumor cell production of vascular endothelial growth factor (VEGF), resulting in the inhibition of tumor angiogenesis. Daporinad was investigated as a treatment of B-cell chronic lymphocytic leukemia, melanoma, and cutaneous T-cell lymphoma. Clinical trials have shown that drug has low efficacy when used alone.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL1744525 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23617784 |
3.0 nM [IC50] |
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NCI_THESAURUS |
C471
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NCI_THESAURUS |
C1742
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V71TF6V9M7
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C67043
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DB12731
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300000034105
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658084-64-1
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C480543
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DTXSID101026050
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6914657
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8912
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ACTIVE MOIETY