1-[(3R,5R,10S,13S,17S)-3-Hydroxy-3-(2-hydroxy-phenylethynyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-ethanone

ID: ALA3138017

Chembl Id: CHEMBL3138017

PubChem CID: 10646505

Max Phase: Preclinical

Molecular Formula: C29H38O3

Molecular Weight: 434.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@](O)(C#Cc5ccccc5O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C29H38O3/c1-19(30)23-10-11-24-22-9-8-21-18-29(32,15-12-20-6-4-5-7-26(20)31)17-16-27(21,2)25(22)13-14-28(23,24)3/h4-7,21-25,31-32H,8-11,13-14,16-18H2,1-3H3/t21-,22+,23-,24+,25+,27+,28-,29-/m1/s1

Standard InChI Key:  YBAXKRDKUFOWOO-YYGHPHHLSA-N

Alternative Forms

1. Parent:

   

   ALA3138017

   1-[(3R,5R,10S,13S,17S)-3-Hydroxy-3-(2-hydroxy-phenylethynyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-ethanone

Molecule Features

Natural Product: No

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

Calculated Properties

Molecular Weight: 434.62

Molecular Weight (Monoisotopic): 434.2821

AlogP: 5.72

#Rotatable Bonds: 1

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.97

CX Basic pKa: ┄

CX LogP: 5.81

CX LogD: 5.79

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.56

Np Likeness Score: 1.53

References

1. Upasani RB, Yang KC, Acosta-Burruel M, Konkoy CS, McLellan JA, Woodward RM, Lan NC, Carter RB, Hawkinson JE..  (1997)  3 alpha-Hydroxy-3 beta-(phenylethynyl)-5 beta-pregnan-20-ones: synthesis and pharmacological activity of neuroactive steroids with high affinity for GABAA receptors.,  40  (1): [PMID:9016330] [10.1021/jm9605344]

Source

Source(1):

• Scientific Literature