(3beta,4alpha,5beta,8alpha,9beta,10alpha,13alpha,14beta)-3-Hydroxy-4-methoxyandrostan-16-one

ID: ALA3108970

Chembl Id: CHEMBL3108970

PubChem CID: 76310234

Max Phase: Preclinical

Molecular Formula: C20H32O3

Molecular Weight: 320.47

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H32O3/c1-19-8-6-14-13(16(19)10-12(21)11-19)4-5-15-18(23-3)17(22)7-9-20(14,15)2/h13-18,22H,4-11H2,1-3H3/t13-,14+,15-,16+,17+,18+,19+,20+/m1/s1

Standard InChI Key:  LFADNTSDZQEXPT-PTHYOWMMSA-N

Alternative Forms

1. Parent:

   

   ALA3108970

   (3S,4S,5S,8S,9S,10S,13S,14S)-3-hydroxy-4-methoxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,17-tetradecahydrocyclopenta[a]phenanthren-16-one

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: 320.47

Molecular Weight (Monoisotopic): 320.2351

AlogP: 3.58

#Rotatable Bonds: 1

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: 2.92

References

1. Qian M, Krishnan K, Kudova E, Li P, Manion BD, Taylor A, Elias G, Akk G, Evers AS, Zorumski CF, Mennerick S, Covey DF..  (2014)  Neurosteroid analogues. 18. Structure-activity studies of ent-steroid potentiators of γ-aminobutyric acid type A receptors and comparison of their activities with those of alphaxalone and allopregnanolone.,  57  (1): [PMID:24328079] [10.1021/jm401577c]

Source

Source(1):

• Scientific Literature