(3S,8R,9S,10R,13S,14S)-16-formyl-17-(1H-imidazol-1-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate

ID: ALA3342906

Chembl Id: CHEMBL3342906

PubChem CID: 10740227

Max Phase: Preclinical

Molecular Formula: C25H32N2O3

Molecular Weight: 408.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@@H]3[C@@H]2CC[C@]2(C)C(n4ccnc4)=C(C=O)C[C@@H]32)C1

Standard InChI:  InChI=1S/C25H32N2O3/c1-16(29)30-19-6-8-24(2)18(13-19)4-5-20-21(24)7-9-25(3)22(20)12-17(14-28)23(25)27-11-10-26-15-27/h4,10-11,14-15,19-22H,5-9,12-13H2,1-3H3/t19-,20+,21-,22-,24-,25-/m0/s1

Standard InChI Key:  ZDYHFZKELXEXOP-JMTDQOONSA-N

Alternative Forms

1. Parent:

   

   ALA3342906

   3beta-acetoxy-17-(1H-imidazol-1-yl)-16-formylandrosta-5,16-diene

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: 408.54

Molecular Weight (Monoisotopic): 408.2413

AlogP: 4.80

#Rotatable Bonds: 3

Polar Surface Area: 61.19

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.10

CX LogP: 2.78

CX LogD: 2.76

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.41

Np Likeness Score: 1.19

References

1. Bratoeff E, Garrido M, Ramírez-Apan T, Heuze Y, Sánchez A, Soriano J, Cabeza M..  (2014)  Effect of dehydroepiandrosterone derivatives on the activity of 5α-reductase isoenzymes and on cancer cell line PC-3.,  22  (21): [PMID:25261928] [10.1016/j.bmc.2014.08.019]

Source

Source(1):

• Scientific Literature