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
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-2-[[(2S)-2-[(2S,3S)-2-[[(2R)-2-amino-3-sulfanylpropyl]amino]-3-methylpentoxy]-3-phenylpropanoyl]amino]-4-methylsulfonylbutanoic acid
Synonyms Click here for help
L 739750
Database Links Click here for help
CAS Registry No. 160141-08-2 (source: Scifinder)
GtoPdb PubChem SID 249565710
PubChem CID 5287548
RCSB PDB Ligand 739
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