Benzoic acid 10,13-dimethyl-3,17-dioxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-yl ester

ID: ALA349660

PubChem CID: 44379128

Max Phase: Preclinical

Molecular Formula: C26H30O4

Molecular Weight: 406.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC12CCC3C(CCC4=C(OC(=O)c5ccccc5)C(=O)CCC43C)C1CCC2=O

Standard InChI:  InChI=1S/C26H30O4/c1-25-15-13-21(27)23(30-24(29)16-6-4-3-5-7-16)20(25)9-8-17-18-10-11-22(28)26(18,2)14-12-19(17)25/h3-7,17-19H,8-15H2,1-2H3

Standard InChI Key:  XSTJMWXLFJJPNE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    2.1292   -7.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -6.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167   -7.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2792   -5.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -6.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2750   -6.1667    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
    1.4250   -8.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -9.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7125   -7.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -7.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -5.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5750   -4.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167   -6.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8500   -5.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542   -7.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0542   -6.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542   -8.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7125   -6.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417   -5.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -9.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0083   -7.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3292   -4.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -5.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2792   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250  -10.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542  -10.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542  -11.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250  -11.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417  -11.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  6  1  0
  5  2  1  0
  6  7  1  0
  7 16  1  0
  8  3  1  0
  9  8  1  0
 10  3  1  0
 11  1  1  0
 12  4  1  0
 13 15  1  0
 14  2  1  0
 15  5  1  0
 16 11  1  0
 17  6  1  0
 18  9  2  0
 19 10  1  0
 20 17  1  0
 21  9  1  0
 22 10  2  0
 23 12  2  0
 24  2  1  0
 25  4  1  0
 26 21  2  0
 27 21  1  0
 28 27  2  0
 29 26  1  0
 30 28  1  0
  5  7  1  0
 14 19  1  0
 13  4  1  0
 20 12  1  0
 29 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA349660

   (10,13-dimethyl-3,17-dioxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-4-yl) benzoate

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: 406.52

Molecular Weight (Monoisotopic): 406.2144

AlogP: 5.27

#Rotatable Bonds: 2

Polar Surface Area: 60.44

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.38

CX LogD: 5.38

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.63

Np Likeness Score: 1.44

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