exemestane   Click here for help

GtoPdb Ligand ID: 7073

Synonyms: Aromasin® | FCE-24304
Approved drug PDB Ligand
exemestane is an approved drug (FDA (1999))
Comment: Exemestane is a steroidal aromatase inhibitor.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 0
Topological polar surface area 34.14
Molecular weight 296.18
XLogP 3.82
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C1C=CC2(C(=C1)C(=C)CC1C2CCC2(C1CCC2=O)C)C
Isomeric SMILES O=C1C=C[C@]2(C(=C1)C(=C)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C
InChI InChI=1S/C20H24O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h6,8,11,14-16H,1,4-5,7,9-10H2,2-3H3/t14-,15-,16-,19+,20-/m0/s1
InChI Key BFYIZQONLCFLEV-DAELLWKTSA-N
No information available.
Summary of Clinical Use Click here for help
Used to treat estrogen receptor +ve breast cancer in postmenopausal women. Use in premenopausal women (with esstrogen-responsive cancer) is effective if ovarian function is concomittantly suppressed, and this combined therapy is more effective than treatment with tamoxifen plus ovarian suppression [2].
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Exemestane lowers estrogen levels by inhibiting the cytochrome P450 enzyme (CYP19A1, aka aromatase) which is key to estrogen biosynthesis from androgens.
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