General Information of the Compound
Compound ID
CP0946590
Compound Name
(S)-(-)-4-[2,5-Dioxo-4-(hydroxymethyl)-3-methyl-4-phenylimidazolidin-1-yl]-2-(trifluoromethyl)benzonitrile
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Synonyms
G-100192
GLPG-0492
SARMs (osteoporosis), ProSkelia
SARMs (osteoporosis), ProStraken
SARMs (osteoporosis/cachexia), Galapagos
Selective androgen receptor modulators, Galapagos
Selective androgen receptor modulators, ProSkelia
Selective androgen receptor modulators, ProStrakan
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Structure
Formula
C19H14F3N3O3
Molecular Weight
389.333
Canonical SMILES
CN1C(=O)N(c2ccc(C#N)c(C(F)(F)F)c2)C(=O)[C@@]1(CO)c1ccccc1
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InChI
InChI=1S/C19H14F3N3O3/c1-24-17(28)25(14-8-7-12(10-23)15(9-14)19(20,21)22)16(27)18(24,11-26)13-5-3-2-4-6-13/h2-9,26H,11H2,1H3/t18-/m1/s1
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InChIKey
VAJGULUVTFDTAS-GOSISDBHSA-N
Physicochemical Property
logP
2.86328
Rotatable Bonds
3
Heavy Atom Count
28
Polar Areas
84.64
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Complexity
28

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 59317190
SID: 144117791
ChEMBL ID
CHEMBL2178100
DrugBank ID
DB12461
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00894, Androgen receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000017 HeLa Homo sapiens (Human)  1
1
Activity = 13 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( GLPG-0492 )
Drug Name GLPG-0492
Company ProSkelia Pharmaceuticals SAS
Indication
Cachexia
Preclinical
Target(s)
Androgen receptor (AR)
Modulator