MC2050   Click here for help

GtoPdb Ligand ID: 10671

PDB Ligand
Compound class: Synthetic organic
Comment: MC2050 is a poly(ADP-ribose) polymerase (PARP) inhibitor that is selective for PARP1 over PARP2 [1]. As the dihydrochloride salt it is water soluble. MC2050 interacts with both the nicotinamide and adenine ribose binding sites within the enzyme's catalytic domain.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 90.42
Molecular weight 367.15
XLogP 3.16
No. Lipinski's rules broken 0
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Canonical SMILES O=c1[nH]c(SCCN2CCN(CC2)c2ccccn2)nc2c1cccc2
Isomeric SMILES O=c1[nH]c(SCCN2CCN(CC2)c2ccccn2)nc2c1cccc2
InChI InChI=1S/C19H21N5OS/c25-18-15-5-1-2-6-16(15)21-19(22-18)26-14-13-23-9-11-24(12-10-23)17-7-3-4-8-20-17/h1-8H,9-14H2,(H,21,22,25)
1. Mosca L, Rotili D, Tempera I, Masci A, Fontana M, Chiaraluce R, Mastromarino P, d'Erme M, Mai A. (2011)
Biological effects of MC2050, a quinazoline-based PARP-1 inhibitor, in human neuroblastoma and EBV-positive Burkitt's lymphoma cells.
ChemMedChem, 6 (4): 606-11. [PMID:21365766]
2. Tomassi S, Pfahler J, Mautone N, Rovere A, Esposito C, Passeri D, Pellicciari R, Novellino E, Pannek M, Steegborn C et al.. (2020)
From PARP1 to TNKS2 Inhibition: A Structure-Based Approach.
ACS Med Chem Lett, [Articles ASAP]. DOI: 10.1021/acsmedchemlett.9b00654