compound 10 [PMID: 31663733]   

GtoPdb Ligand ID: 10548

Compound class: Synthetic organic
Comment: Compound 10 is an irreversible inhibitor of the cholesterol pathway enzyme CYP51A1 [1]. It was designed to validate the druggability of human CYP51A1, which had previously proven to be resistant to pharmacological inhibition. An X-ray structure of the compound 10/CYP51A1 complex has been deposited with the Protein Data Bank, PDB ID 6Q2T.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 111.62
Molecular weight 677.16
XLogP 8.9
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES Fc1cc(cc(c1)c1ncncc1F)c1nnc(o1)c1ccc(cc1)C(=O)NC(c1ccc(cc1Cl)c1ccc(cc1)F)Cn1ccnc1
Isomeric SMILES Fc1cc(cc(c1)c1ncncc1F)c1nnc(o1)c1ccc(cc1)C(=O)N[C@H](c1ccc(cc1Cl)c1ccc(cc1)F)Cn1ccnc1
InChI InChI=1S/C36H23ClF3N7O2/c37-30-16-24(21-5-8-27(38)9-6-21)7-10-29(30)32(18-47-12-11-41-20-47)44-34(48)22-1-3-23(4-2-22)35-45-46-36(49-35)26-13-25(14-28(39)15-26)33-31(40)17-42-19-43-33/h1-17,19-20,32H,18H2,(H,44,48)/t32-/m0/s1
InChI Key ZSDQWZVUVIKSDR-YTTGMZPUSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(R)-N-(1-(3-Chloro-4′-fluoro-[1,1′-biphenyl]-4-yl)-2-(1H-imidazol-1-yl)ethyl)-4-(5-(3-fluoro-5-(5-fluoropyrimidin-4-yl)phenyl)-1,3,4-oxadiazol-2-yl)benzamide
Database Links
GtoPdb PubChem SID 387065625
RCSB PDB Ligand PJM
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