ID: ALA196228

Max Phase: Preclinical

Molecular Formula: C19H28O2

Molecular Weight: 288.43

Molecule Type: Small molecule

Representations

Synonyms (1): Epitestosterone
Synonyms from Alternative Forms(1):

Canonical SMILES:  C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@H]2O

Standard InChI:  InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17+,18-,19-/m0/s1

Standard InChI Key:  MUMGGOZAMZWBJJ-KZYORJDKSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 288.43

Molecular Weight (Monoisotopic): 288.2089

AlogP: 3.88

#Rotatable Bonds: 0

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.37

CX LogD: 3.37

Aromatic Rings: 0

Heavy Atoms: 21

QED Weighted: 0.73

Np Likeness Score: 2.52

References

1. Jyrkkärinne J, Mäkinen J, Gynther J, Savolainen H, Poso A, Honkakoski P..  (2003)  Molecular determinants of steroid inhibition for the mouse constitutive androstane receptor.,  46  (22): [PMID:14561088] [10.1021/jm030861t]

2. Lill MA, Winiger F, Vedani A, Ernst B..  (2005)  Impact of induced fit on ligand binding to the androgen receptor: a multidimensional QSAR study to predict endocrine-disrupting effects of environmental chemicals.,  48  (18): [PMID:16134935] [10.1021/jm050403f]

3. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

4. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

5. PubChem BioAssay data set, 

6.  (2018)  Modulators of Prostate-Specific G-Protein Receptor (PSGR/OR51E2) and Methods of Using Same, 

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• Patent Bioactivity Data