dutasteride   Click here for help

GtoPdb Ligand ID: 7457

Synonyms: Avodart® | GG-745 | GI-198745
Approved drug
dutasteride is an approved drug (FDA (2001))
Comment: Dutasteride is a 5α-reductase inhibitor, which inhibits conversion of testosterone to dihydrotestosterone (DHT). There are three 5α-reductase isozymes: SRD5A1, SRD5A2 and SRD5A3, all of which are inhibited by dutasteride [1-2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 58.2
Molecular weight 528.22
XLogP 6.77
No. Lipinski's rules broken 1
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Canonical SMILES O=C1C=CC2(C(N1)CCC1C2CCC2(C1CCC2C(=O)Nc1cc(ccc1C(F)(F)F)C(F)(F)F)C)C
Isomeric SMILES O=C1C=C[C@]2([C@H](N1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2C(=O)Nc1cc(ccc1C(F)(F)F)C(F)(F)F)C)C
InChI InChI=1S/C27H30F6N2O2/c1-24-11-9-17-15(4-8-21-25(17,2)12-10-22(36)35-21)16(24)6-7-19(24)23(37)34-20-13-14(26(28,29)30)3-5-18(20)27(31,32)33/h3,5,10,12-13,15-17,19,21H,4,6-9,11H2,1-2H3,(H,34,37)(H,35,36)/t15-,16-,17-,19+,21+,24-,25+/m0/s1
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (2001))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
7586 dutasteride
Synonyms Click here for help
Avodart® | GG-745 | GI-198745
Database Links Click here for help
CAS Registry No. 164656-23-9
ChEBI CHEBI:521033
ChEMBL Ligand CHEMBL1200969
DrugBank Ligand DB01126
DrugCentral Ligand 973
GtoPdb PubChem SID 187051760
PubChem CID 6918296
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Wikipedia Dutasteride