(1S,3aS,3bS,9aR,9bS,11aS)-N-tert-butyl-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide

ID: ALA1762030

Chembl Id: CHEMBL1762030

Max Phase: Preclinical

Molecular Formula: C23H34N2O2

Molecular Weight: 370.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)NC(=O)[C@H]1CC[C@H]2[C@@H]3CNC4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C23H34N2O2/c1-21(2,3)25-20(27)18-7-6-16-15-13-24-19-12-14(26)8-10-23(19,5)17(15)9-11-22(16,18)4/h8,10,12,15-18,24H,6-7,9,11,13H2,1-5H3,(H,25,27)/t15-,16-,17-,18+,22-,23+/m0/s1

Standard InChI Key:  WULOIBNYBPVLMK-IKRAPHRESA-N

Alternative Forms

1. Parent:

   

   ALA1762030

   ---

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: 370.54

Molecular Weight (Monoisotopic): 370.2620

AlogP: 3.59

#Rotatable Bonds: 1

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.16

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: 1.46

References

1. Thomas ST, Yang X, Sampson NS..  (2011)  Inhibition of the M. tuberculosis 3β-hydroxysteroid dehydrogenase by azasteroids.,  21  (8): [PMID:21439822] [10.1016/j.bmcl.2011.03.004]

2. Kumar R, Kumar M.  (2013)  3D-QSAR CoMFA and CoMSIA studies for design of potent human steroid 5-reductase inhibitors,  22  (1): [10.1007/s00044-012-0006-1]

Source

Source(1):

• Scientific Literature