L-739,750   Click here for help

GtoPdb Ligand ID: 8030

Synonyms: L 739750
PDB Ligand
Compound class: Synthetic organic
Comment: The discovery of L-739,750 is described in [2]. L-739,750 is a peptidomimetic farnesyltransferase inhibitor (FTI). Experimentally the compound is administered as a methyl ester prodrug (L-739,749) [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 4
Rotatable bonds 18
Topological polar surface area 195
Molecular weight 517.23
XLogP -0.11
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCC(C(NCC(CS)N)COC(C(=O)NC(C(=O)O)CCS(=O)(=O)C)Cc1ccccc1)C
Isomeric SMILES CC[C@@H]([C@H](NC[C@H](CS)N)CO[C@H](C(=O)N[C@H](C(=O)O)CCS(=O)(=O)C)Cc1ccccc1)C
InChI InChI=1S/C23H39N3O6S2/c1-4-16(2)20(25-13-18(24)15-33)14-32-21(12-17-8-6-5-7-9-17)22(27)26-19(23(28)29)10-11-34(3,30)31/h5-9,16,18-21,25,33H,4,10-15,24H2,1-3H3,(H,26,27)(H,28,29)/t16-,18+,19-,20+,21-/m0/s1
InChI Key SIEXHGZWGJLLAC-OSTWSGHESA-N
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
farnesyltransferase, CAAX box, beta Primary target of this compound Hs Inhibitor Inhibition 8.7 pIC50 - 2
pIC50 8.7 (IC50 1.8x10-9 M) [2]