4-((3R,5R,10S,13S,17S)-17-Acetyl-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ylethynyl)-benzaldehyde

ID: ALA3138293

Chembl Id: CHEMBL3138293

PubChem CID: 10765807

Max Phase: Preclinical

Molecular Formula: C30H38O3

Molecular Weight: 446.63

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#Cc5ccc(C=O)cc5)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C30H38O3/c1-20(32)25-10-11-26-24-9-8-23-18-30(33,15-12-21-4-6-22(19-31)7-5-21)17-16-28(23,2)27(24)13-14-29(25,26)3/h4-7,19,23-27,33H,8-11,13-14,16-18H2,1-3H3/t23-,24+,25-,26+,27+,28+,29-,30-/m1/s1

Standard InChI Key:  ABXCABAFMUGXHR-YAVATZFESA-N

Alternative Forms

1. Parent:

   

   ALA3138293

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

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: 446.63

Molecular Weight (Monoisotopic): 446.2821

AlogP: 5.83

#Rotatable Bonds: 2

Polar Surface Area: 54.37

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.12

CX Basic pKa: ┄

CX LogP: 5.82

CX LogD: 5.82

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.46

Np Likeness Score: 1.40

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