fadrozole   

GtoPdb Ligand ID: 8311

Synonyms: Afema® | CGS 16949 A [1] | CGS-16949A | FAD 286 | FAD-286
fadrozole is an approved drug (Japan only)
Compound class: Synthetic organic
Comment: Fadrozole was designed and reported as a selective aromatase (CYP19A1) inhibitor having only weak effects on aldosterone and cortisol production [1]. More recent evidence suggests that fadrozole is in fact a potent inhibitor of the cytochrome P450 enzymes, CYP11B1 (11-beta-hydroxylase) and CYP11B2 (aldosterone synthase) responsible for cortisol and aldosterone synthesis respectively [2].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 41.61
Molecular weight 223.11
XLogP 3.1
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES N#Cc1ccc(cc1)C1CCCc2n1cnc2
Isomeric SMILES N#Cc1ccc(cc1)C1CCCc2n1cnc2
InChI InChI=1S/C14H13N3/c15-8-11-4-6-12(7-5-11)14-3-1-2-13-9-16-10-17(13)14/h4-7,9-10,14H,1-3H2
InChI Key CLPFFLWZZBQMAO-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (Japan only)
IUPAC Name
4-(5,6,7,8-tetrahydroimidazo[5,1-f]pyridin-5-yl)benzonitrile
International Nonproprietary Names
INN number INN
6632 fadrozole
Synonyms
Afema® | CGS 16949 A [1] | CGS-16949A | FAD 286 | FAD-286
Database Links
CAS Registry No. 102676-47-1 (source: Scifinder)
ChEMBL Ligand CHEMBL9298
DrugCentral Ligand 1126
GtoPdb PubChem SID 252166523
PubChem CID 59693
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SynPHARM 81950 (in complex with CYP11B2)