pruxelutamide   Click here for help

GtoPdb Ligand ID: 11992

Synonyms: GT-0918 | GT0918 | proxalutamide
Compound class: Synthetic organic
Comment: Pruxelutamide (a.k.a. proxalutamide, GT0918) is an androgen receptor (AR) antagonist [7] that was originally designed as an anti-prostate cancer drug [4,6]. It binds to the ligand-binding domain of AR more potently than enzalutamide [7]. Antiviral activity against SARS-CoV-2 has been reported [1] and clinical trials have evaluated efficacy in COVID-19 patients [2,5] (however note the publisher's 'Expression of concern' regarding the McCoy et al. study [3]).
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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 7
Topological polar surface area 118.35
Molecular weight 517.12
XLogP 3.56
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES N#Cc1ccc(c(c1C(F)(F)F)F)N1C(=S)N(C(C1=O)(C)C)c1ccc(nc1)CCCc1ncco1
Isomeric SMILES CC1(C(=O)N(C(=S)N1c1cnc(cc1)CCCc1ncco1)c1c(c(c(cc1)C#N)C(F)(F)F)F)C
InChI InChI=1S/C24H19F4N5O2S/c1-23(2)21(34)32(17-9-6-14(12-29)19(20(17)25)24(26,27)28)22(36)33(23)16-8-7-15(31-13-16)4-3-5-18-30-10-11-35-18/h6-11,13H,3-5H2,1-2H3
InChI Key KCBJGVDOSBKVKP-UHFFFAOYSA-N