plogosertib   Click here for help

GtoPdb Ligand ID: 12085

Synonyms: compound 384 [WO2009040556A1]
Compound class: Synthetic organic
Comment: We obtained the chemical structure for plogosertib from the WHO's proposed INN list 127 (21 July 2022). In this document it was described as a serine/threonine kinase inhibitor and antineoplastic. This Chemical structure mapped to PubChem CID 42640739, and compound 384 as claimed in patent WO2009040556A1 (Cyclacel Limited) which claims pyrimidine derivatives as inhibitors of kinases, 'particularly polo-like kinases' [1]. Plogosertib could be CYC140, Cyclacel's PLK1 clinical lead candidate. Cancer cells with mutated KRAS or p53(-) cells are sensitive to PLK1 inhibition. In these cells it induces prolonged mitotic arrest and apoptosis.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 106.17
Molecular weight 616.38
XLogP 3.27
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc(ccc1Nc1ncc2c(n1)N(CC1(C(=O)N2C)CC1)C1CCCC1)C(=O)N[C@@H]1CC[C@H](CC1)N1CCN(CC1)C
Isomeric SMILES C1(CCCC1)N1c2c(N(C(=O)C3(C1)CC3)C)cnc(n2)Nc1c(cc(C(=O)N[C@@H]2CC[C@H](CC2)N2CCN(CC2)C)cc1)OC
InChI InChI=1S/C34H48N8O3/c1-39-16-18-41(19-17-39)25-11-9-24(10-12-25)36-31(43)23-8-13-27(29(20-23)45-3)37-33-35-21-28-30(38-33)42(26-6-4-5-7-26)22-34(14-15-34)32(44)40(28)2/h8,13,20-21,24-26H,4-7,9-12,14-19,22H2,1-3H3,(H,36,43)(H,35,37,38)/t24-,25-
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
12245 plogosertib
Synonyms Click here for help
compound 384 [WO2009040556A1]
Database Links Click here for help
CAS Registry No. 1137212-79-3 (source: WHO INN record)
GtoPdb PubChem SID 472319207
PubChem CID 42640739
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