(1S,3aS,3bS,9aR,9bS,11aS)-1-((4R,5R)-4,5-diphenyl-4,5-dihydrooxazol-2-yl)-9a,11a-dimethyl-3,3a,3b,4,5,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridin-7(2H)-one

ID: ALA1762027

Chembl Id: CHEMBL1762027

Max Phase: Preclinical

Molecular Formula: C33H38N2O2

Molecular Weight: 494.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H]3[C@@H](CNC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C1=N[C@H](c2ccccc2)[C@@H](c2ccccc2)O1

Standard InChI:  InChI=1S/C33H38N2O2/c1-32-18-16-26-24(20-34-28-19-23(36)15-17-33(26,28)2)25(32)13-14-27(32)31-35-29(21-9-5-3-6-10-21)30(37-31)22-11-7-4-8-12-22/h3-12,19,24-27,29-30,34H,13-18,20H2,1-2H3/t24-,25-,26-,27+,29+,30+,32-,33+/m0/s1

Standard InChI Key:  AESPSYLRUAHBTC-JXAWRAAJSA-N

Alternative Forms

1. Parent:

   

   ALA1762027

   ---

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: 494.68

Molecular Weight (Monoisotopic): 494.2933

AlogP: 6.81

#Rotatable Bonds: 3

Polar Surface Area: 50.69

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.36

CX LogP: 6.07

CX LogD: 6.07

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.51

Np Likeness Score: 1.39

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]

Source

Source(1):

• Scientific Literature