azalanstat   Click here for help

GtoPdb Ligand ID: 8799

Synonyms: compound 1 [PMID: 8340925] | RS-21607197
Compound class: Synthetic organic
Comment: Azalanstat (as compound 1) is reported as a competitive inhibitor of mammalian lanosterol 14-α-demethylase (CYP51A1) [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 87.6
Molecular weight 429.13
XLogP 4.4
No. Lipinski's rules broken 0
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Canonical SMILES Nc1ccc(cc1)SCC1COC(O1)(CCc1ccc(cc1)Cl)Cn1ccnc1
Isomeric SMILES Nc1ccc(cc1)SC[C@@H]1CO[C@](O1)(CCc1ccc(cc1)Cl)Cn1ccnc1
InChI InChI=1S/C22H24ClN3O2S/c23-18-3-1-17(2-4-18)9-10-22(15-26-12-11-25-16-26)27-13-20(28-22)14-29-21-7-5-19(24)6-8-21/h1-8,11-12,16,20H,9-10,13-15,24H2/t20-,22-/m0/s1
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
CYP51A1 Primary target of this compound Hs Inhibitor Inhibition 9.1 pKi - 1
pKi 9.1 (Ki 7.9x10-10 M) [1]
CYP19A1 Hs Inhibitor Inhibition 8.1 pKi - 1
pKi 8.1 (Ki 7.6x10-9 M) [1]
CYP3A4 N/A None - 7.6 pKi - 1
pKi 7.6 (Ki 2.8x10-8 M) [1]
CYP11B1 Bt Inhibitor Inhibition 7.5 pKi - 1
pKi 7.5 (Ki 3.5x10-8 M) [1]
Targets where the ligand is described in the comment field
Target Comment