BMS-690514   Click here for help

GtoPdb Ligand ID: 7879

Synonyms: BMS 690514 | BMS690514
Compound class: Synthetic organic
Comment: BMS-690514 is a potent inhibitor of human epidermal growth factor (EGF) receptors EGFR, HER2 and HER4 and vascular endothelial growth factor receptors (VEGFRs) 1-3 [1-2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 100.94
Molecular weight 368.2
XLogP 1.79
No. Lipinski's rules broken 0
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Canonical SMILES COc1cccc(c1)Nc1ncnn2c1c(cc2)CN1CCC(C(C1)O)N
Isomeric SMILES COc1cccc(c1)Nc1ncnn2c1c(cc2)CN1CC[C@H]([C@@H](C1)O)N
InChI InChI=1S/C19H24N6O2/c1-27-15-4-2-3-14(9-15)23-19-18-13(5-8-25(18)22-12-21-19)10-24-7-6-16(20)17(26)11-24/h2-5,8-9,12,16-17,26H,6-7,10-11,20H2,1H3,(H,21,22,23)/t16-,17-/m1/s1
1. de La Motte Rouge T, Galluzzi L, Olaussen KA, Zermati Y, Tasdemir E, Robert T, Ripoche H, Lazar V, Dessen P, Harper F et al.. (2007)
A novel epidermal growth factor receptor inhibitor promotes apoptosis in non-small cell lung cancer cells resistant to erlotinib.
Cancer Res, 67 (13): 6253-62. [PMID:17616683]
2. Marathe P, Tang Y, Sleczka B, Rodrigues D, Gavai A, Wong T, Christopher L, Zhang H. (2010)
Preclinical pharmacokinetics and in vitro metabolism of BMS-690514, a potent inhibitor of EGFR and VEGFR2.
J Pharm Sci, 99 (8): 3579-93. [PMID:20166197]