darolutamide   

GtoPdb Ligand ID: 10439

Synonyms: BAY-1841788) | BAY1841788 | example 56 [US9657003] | Nubeqa® | ODM-201 | ODM201
darolutamide is an approved drug (FDA (2019))
Compound class: Synthetic organic
Comment: Darolutamide is a nonsteroidal, potent and selective antagonist of the androgen receptor (antiandrogen) [1,3]. It is able to overcome resistance to current nonsteroidal androgen receptor-targeted therapies (enzalutamide and apalutamide). Darolutamide was developed by Orion and Bayer HealthCare.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 119.62
Molecular weight 398.13
XLogP 3.32
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES N#Cc1ccc(cc1Cl)c1ccn(n1)CC(NC(=O)c1n[nH]c(c1)C(O)C)C
Isomeric SMILES N#Cc1ccc(cc1Cl)c1ccn(n1)C[C@@H](NC(=O)c1n[nH]c(c1)C(O)C)C
InChI InChI=1S/C19H19ClN6O2/c1-11(22-19(28)18-8-17(12(2)27)23-24-18)10-26-6-5-16(25-26)13-3-4-14(9-21)15(20)7-13/h3-8,11-12,27H,10H2,1-2H3,(H,22,28)(H,23,24)/t11-,12?/m0/s1
InChI Key BLIJXOOIHRSQRB-PXYINDEMSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2019))
IUPAC Name
N-[(2S)-1-[3-(3-chloro-4-cyanophenyl)pyrazol-1-yl]propan-2-yl]-5-(1-hydroxyethyl)-1H-pyrazole-3-carboxamide
International Nonproprietary Names
INN number INN
10227 darolutamide
Synonyms
BAY-1841788) | BAY1841788 | example 56 [US9657003] | Nubeqa® | ODM-201 | ODM201
Database Links
BindingDB Ligand 309979
CAS Registry No. 1297538-32-9 (source: WHO INN record)
GtoPdb PubChem SID 385612199
PubChem CID 67171867
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