fezolinetant   Click here for help

GtoPdb Ligand ID: 10422

Synonyms: compound 3 [PMID:26191358] | ESN-364 | ESN364 | Veozah®
Approved drug
fezolinetant is an approved drug (FDA (2023))
Compound class: Synthetic organic
Comment: Fezolinetant (ESN364) is a potent and selective neurokinin (NK) receptor 3 antagonist [3]. It was developed by Astellas Pharma as a non-hormonal therapeutic option for the treatment of sex-hormone disorders such as polycystic ovary syndrome [2] and uterine fibroids, and for the management of the vasomotor symptoms (VMS) that drive menopausal hot flashes/flushes and/or night sweats [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 105.04
Molecular weight 358.1
XLogP 4.12
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Fc1ccc(cc1)C(=O)N1CCn2c(C1C)nnc2c1snc(n1)C
Isomeric SMILES Fc1ccc(cc1)C(=O)N1CCn2c([C@H]1C)nnc2c1snc(n1)C
InChI InChI=1S/C16H15FN6OS/c1-9-13-19-20-14(15-18-10(2)21-25-15)23(13)8-7-22(9)16(24)11-3-5-12(17)6-4-11/h3-6,9H,7-8H2,1-2H3/t9-/m1/s1
InChI Key PPSNFPASKFYPMN-SECBINFHSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2023))
IUPAC Name Click here for help
(4-fluorophenyl)-[(8R)-8-methyl-3-(3-methyl-1,2,4-thiadiazol-5-yl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]methanone
International Nonproprietary Names Click here for help
INN number INN
10205 fezolinetant
Synonyms Click here for help
compound 3 [PMID:26191358] | ESN-364 | ESN364 | Veozah®
Database Links Click here for help
Specialist databases
GPCRdb Ligand fezolinetant
Other databases
CAS Registry No. 1629229-37-3 (source: WHO INN record)
ChEMBL Ligand CHEMBL3608680
GtoPdb PubChem SID 385612182
PubChem CID 117604931
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UniChem Compound Search for chemical match using the InChIKey PPSNFPASKFYPMN-SECBINFHSA-N
UniChem Connectivity Search for chemical match using the InChIKey PPSNFPASKFYPMN-SECBINFHSA-N