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

ID: ALA422382

PubChem CID: 44379129

Max Phase: Preclinical

Molecular Formula: C26H26O4

Molecular Weight: 402.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC12C=CC(=O)C(OC(=O)c3ccccc3)=C1C=CC1C2CCC2(C)C(=O)CCC12

Standard InChI:  InChI=1S/C26H26O4/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/h3-9,13,15,17-19H,10-12,14H2,1-2H3

Standard InChI Key:  VCYOYFRMYVFYJZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.1292   -6.5625    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
    3.5542   -6.5667    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
    1.4125   -8.6250    0.0000 O   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
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    3.5792   -4.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0667   -6.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5542   -5.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7000   -9.8542    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
    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  -10.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125  -10.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167  -11.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208  -11.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7000  -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  7  1  0
  5  2  1  0
  6 11  1  0
  7  6  1  0
  8  3  1  0
  9  1  1  0
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 14 13  1  0
 15  4  1  0
 16 17  1  0
 17  5  1  0
 18  7  1  0
 19 12  2  0
 20 18  1  0
 21 12  1  0
 22 13  2  0
 23 15  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  6  1  0
 10 14  2  0
 16  4  1  0
 20 15  1  0
 29 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA422382

   (10,13-dimethyl-3,17-dioxo-9,11,12,14,15,16-hexahydro-8H-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: 402.49

Molecular Weight (Monoisotopic): 402.1831

AlogP: 4.82

#Rotatable Bonds: 2

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: 5.01

CX LogD: 5.01

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: 1.80

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