BMS-214662   Click here for help

GtoPdb Ligand ID: 8026

Synonyms: BMS 214662 | BMS214662 | BVM
PDB Ligand
Compound class: Synthetic organic
Comment: BMS-214662 is a non-peptidomimetic competitive farnesyltransferase inhibitor (FTI) [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 129.71
Molecular weight 489.13
XLogP 3.29
No. Lipinski's rules broken 0
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Canonical SMILES N#Cc1ccc2c(c1)CN(C(CN2Cc1[nH]cnc1)Cc1ccccc1)S(=O)(=O)c1cccs1
Isomeric SMILES N#Cc1ccc2c(c1)CN([C@@H](CN2Cc1[nH]cnc1)Cc1ccccc1)S(=O)(=O)c1cccs1
InChI InChI=1S/C25H23N5O2S2/c26-13-20-8-9-24-21(11-20)15-30(34(31,32)25-7-4-10-33-25)23(12-19-5-2-1-3-6-19)17-29(24)16-22-14-27-18-28-22/h1-11,14,18,23H,12,15-17H2,(H,27,28)/t23-/m1/s1
No information available.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
FTIs inhibit the C-terminal prenylation of many proteins involved in signal transduction, but are being investigated mainly as inhibitors of deregulated RAS activity in transformed cells. Blocking prenylation of RAS oncogenic proteins prevents their correct membrane tethering, and thereby effects reduced RAS signalling activity and increased cancer cell apoptosis. However, the promise of FTIs has not been bourne out in clinical trials [1], perhaps due to redundancy in the system which sees geranylgeranyltransferase taking over the prenylation process, when farnesyltransferase is inhibited.