10,13-Dimethyl-dodecahydro-20-oxa-cyclopropa[4,5]cyclopenta[a]phenanthrene-3,17-dione

ID: ALA3138000

PubChem CID: 76329470

Max Phase: Preclinical

Molecular Formula: C19H26O3

Molecular Weight: 302.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC12CC[C@H]3[C@@H](CCC45O[C@H]4C(=O)CCC35C)[C@@H]1CCC2=O

Standard InChI:  InChI=1S/C19H26O3/c1-17-8-6-13-11(12(17)3-4-15(17)21)5-10-19-16(22-19)14(20)7-9-18(13,19)2/h11-13,16H,3-10H2,1-2H3/t11-,12-,13-,16-,17?,18?,19?/m0/s1

Standard InChI Key:  LIMBPOMDHZQBJH-IPCCMEBKSA-N

Molfile:  

     RDKit          2D

 26 30  0  0  1  0  0  0  0  0999 V2000
   11.5146   -9.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8041   -9.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3770  -10.3473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5151   -8.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6719   -7.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2258   -8.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6588   -8.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9359   -8.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2247   -9.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0940   -9.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4571   -7.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9618   -6.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8052   -8.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9478   -9.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2388   -7.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4438   -8.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0945   -8.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9303   -7.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3709   -9.7727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7193   -6.2869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5158   -7.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6724   -6.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3532   -7.6095    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8098   -9.0466    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7524   -9.1440    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1895  -10.5620    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  1  0
  7  5  1  0
  6  4  1  0
  8  7  1  0
  8 14  1  0
  9  1  1  0
  2 10  1  0
 11  5  1  0
 12 15  1  0
 13  4  1  0
 14  9  1  0
  6 15  1  0
  7 16  1  0
 17 13  1  0
 18 16  1  0
 19 10  2  0
 20 11  2  0
 21  4  1  0
 22  5  1  0
  2  3  1  0
  6  8  1  0
 10 17  1  0
  5 12  1  0
 18 11  1  0
  6 23  1  6
  8 24  1  1
  7 25  1  6
  2 26  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA3138000

   (1S,6R,11R,12S)-2,16-dimethyl-7-oxapentacyclo[9.7.0.02,8.06,8.012,16]octadecane-5,15-dione

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: 302.41

Molecular Weight (Monoisotopic): 302.1882

AlogP: 3.30

#Rotatable Bonds: ┄

Polar Surface Area: 46.67

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.42

CX LogD: 3.42

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.65

Np Likeness Score: 2.47

References

1. Marsh DA, Brodie HJ, Garrett W, Tsai-Morris CH, Brodie AM..  (1985)  Aromatase inhibitors. Synthesis and biological activity of androstenedione derivatives.,  28  (6): [PMID:4009601] [10.1021/jm00383a017]

Source

Source(1):

• Scientific Literature