Acetic acid 10,13-dimethyl-3,17-dioxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-4-yl ester

ID: ALA168097

PubChem CID: 44379044

Max Phase: Preclinical

Molecular Formula: C21H26O4

Molecular Weight: 342.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC1=C2CCC3C(CCC4(C)C(=O)CCC34)C2(C)C=CC1=O

Standard InChI:  InChI=1S/C21H26O4/c1-12(22)25-19-16-5-4-13-14-6-7-18(24)21(14,3)10-8-15(13)20(16,2)11-9-17(19)23/h9,11,13-15H,4-8,10H2,1-3H3

Standard InChI Key:  ADAJYTRXTGFMBL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    2.1292   -6.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1250   -7.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125   -7.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2917   -5.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -6.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2792   -6.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542   -6.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125   -6.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042   -7.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042   -6.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -7.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0792   -5.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125   -8.6250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792   -4.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8500   -5.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5625   -7.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -6.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7000   -9.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5542   -5.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -7.8042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3417   -4.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7000   -9.8542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1250   -5.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2875   -4.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -8.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4 14  1  0
  5  1  1  0
  6  7  1  0
  7  5  1  0
  8  1  1  0
  9 10  1  0
 10  8  2  0
 11  2  1  0
 12  4  1  0
 13  3  1  0
 14 15  1  0
 15  5  1  0
 16  7  1  0
 17  6  1  0
 18 13  1  0
 19 17  1  0
 20  9  2  0
 21 12  2  0
 22 18  2  0
 23  1  1  0
 24  4  1  0
 25 18  1  0
  3  9  1  0
 11 16  1  0
  4  6  1  0
 19 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA168097

   (10,13-dimethyl-3,17-dioxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-4-yl) acetate

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: 342.44

Molecular Weight (Monoisotopic): 342.1831

AlogP: 3.75

#Rotatable Bonds: 1

Polar Surface Area: 60.44

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.32

CX LogD: 3.32

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.68

Np Likeness Score: 2.33

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