MK-8262   Click here for help

GtoPdb Ligand ID: 11729

Synonyms: compound 87 ]PMID: 34375108] | MK8262
Compound class: Synthetic organic
Comment: MK-8262 is a small molecule that inhibits cholesterylester transfer protein (CETP; P11597) [2]. It was developed as a best-in-class back-up clinical candidate to anacetrapib, but like anacetrapib its development was discontinued. CETP was considered as a target for prevention of dyslipidemia and reducing cardiovascular mortality, with CETP inhibitors proposed as a direct route to raise HDL.
Clinical trial results for a number of CETP inhibitors have failed to show clinical benefit. Failed candidates in addition to this one, include evacetrapib, anacetrapib, torcetrapib, and dalcetrapib [1].
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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 9
Topological polar surface area 88.96
Molecular weight 724.16
XLogP 10.08
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES COc1ncc(cc1c1ccc(cc1[C@@H]1CC[C@@H]2N1C(=O)O[C@@H]2c1cc(cc(c1)C(F)(F)F)C(F)(F)F)C(F)(F)F)c1ccc(cc1C)C(=O)O
Isomeric SMILES FC(c1cc(cc(c1)C(F)(F)F)[C@@H]1[C@H]2N(C(=O)O1)[C@@H](CC2)c1c(ccc(c1)C(F)(F)F)c1cc(cnc1OC)c1c(cc(C(=O)O)cc1)C)(F)F
InChI InChI=1S/C35H25F9N2O5/c1-16-9-17(31(47)48)3-5-23(16)19-12-26(30(50-2)45-15-19)24-6-4-20(33(36,37)38)14-25(24)27-7-8-28-29(51-32(49)46(27)28)18-10-21(34(39,40)41)13-22(11-18)35(42,43)44/h3-6,9-15,27-29H,7-8H2,1-2H3,(H,47,48)/t27-,28-,29+/m0/s1
InChI Key VYZPBLVSILOWMJ-YTCPBCGMSA-N
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InChI standard key Download

Molecular structure representations generated using Open Babel