(9aS,9bS,12S,12aS,14aS,14bR)-N,N-diethyl-12a,14b-dimethyl-3-oxo-1,2,3,4,5,6,7,9,9a,9b,10,11,12,12a,13,14,14a,14b-octadecahydroazepino[3,2,1-de]cyclopenta[i]phenanthridine-12-carboxamide

ID: ALA1762037

Chembl Id: CHEMBL1762037

PubChem CID: 54584330

Max Phase: Preclinical

Molecular Formula: C27H42N2O2

Molecular Weight: 426.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)C(=O)[C@H]1CC[C@H]2[C@@H]3CN4CCCCC5=C4[C@](C)(CCC5=O)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C27H42N2O2/c1-5-28(6-2)25(31)22-11-10-20-19-17-29-16-8-7-9-18-23(30)13-15-27(4,24(18)29)21(19)12-14-26(20,22)3/h19-22H,5-17H2,1-4H3/t19-,20-,21-,22+,26-,27+/m0/s1

Standard InChI Key:  CKPFIIRGMTXXKE-UEQBCOQUSA-N

Alternative Forms

1. Parent:

   

   ALA1762037

   (1R,2S,5S,6S,9S,10S)-N,N-diethyl-1,5-dimethyl-18-oxo-12-azapentacyclo[10.8.1.02,10.05,9.017,21]henicos-17(21)-ene-6-carboxamide

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: 426.65

Molecular Weight (Monoisotopic): 426.3246

AlogP: 5.04

#Rotatable Bonds: 3

Polar Surface Area: 40.62

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.80

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.63

Np Likeness Score: 0.75

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