(3aS,3bS,11aR,11bS,13aS)-11a,13a-dimethyl-1-(pyridin-3-yl)-3b,4,5,10,11,11a,11b,12,13,13a-decahydro-3H-azepino[2,1-a]cyclopenta[f]isoquinolin-7(3aH)-one

ID: ALA3910407

PubChem CID: 68086985

Max Phase: Preclinical

Molecular Formula: C24H30N2O

Molecular Weight: 362.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H]3[C@@H](CCN4C(=O)C=CCC[C@]34C)[C@@H]1CC=C2c1cccnc1

Standard InChI:  InChI=1S/C24H30N2O/c1-23-13-10-21-18(11-15-26-22(27)7-3-4-12-24(21,26)2)20(23)9-8-19(23)17-6-5-14-25-16-17/h3,5-8,14,16,18,20-21H,4,9-13,15H2,1-2H3/t18-,20-,21-,23+,24+/m0/s1

Standard InChI Key:  ICJJJPIZCXFDIP-KXYIPDGISA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    2.3471  -11.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3683  -11.8639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0845  -12.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7818  -11.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7628  -11.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4601  -10.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4389   -9.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7205   -9.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0232   -9.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0444  -10.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092   -9.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7035  -10.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2403  -10.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4409   -8.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2331   -8.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4650   -7.7409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9019   -7.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1038   -7.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8756   -8.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5027   -8.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4559  -11.4000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7584  -10.1907    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7374  -12.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9431  -12.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5666  -11.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9049  -10.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6948  -10.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9277  -13.1978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3853  -10.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376  -11.4366    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  1 10  1  0
  5 10  1  0
  7 11  1  0
 11 12  2  0
 12 13  1  0
  6 13  1  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  7 20  1  1
  6 21  1  6
  5 22  1  1
  2 23  1  0
 24 23  1  0
 25 24  2  0
 26 25  1  0
 27 26  1  0
  1 27  1  0
 23 28  2  0
  1 29  1  1
 10 30  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA3910407

   (1S,2R,11S,12S,16S)-2,16-dimethyl-15-pyridin-3-yl-8-azatetracyclo[9.7.0.02,8.012,16]octadeca-5,14-dien-7-one

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: 362.52

Molecular Weight (Monoisotopic): 362.2358

AlogP: 4.86

#Rotatable Bonds: 1

Polar Surface Area: 33.20

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.81

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: 1.48

References

1.  (2013)  C-17-heteroaryl steroidal compounds as inhibitors of CYP11B, CYP17, and/or CYP21, 

Source

Source(1):

• Patent Bioactivity Data