(2aS,6aS,6bS,8aS,11S,11aR,12aS,12bR,E)-4-ethylidene-6a,8a-dimethyl-10,11-diphenyl-1,2,2a,3,4,5,6,6a,6b,7,8,8a,10,11,11a,12,12a,12b-octadecahydronaphtho[2',1':4,5]indeno[1,2-c]pyrazole

ID: ALA5287070

Max Phase: Preclinical

Molecular Formula: C34H42N2

Molecular Weight: 478.72

Names and Identifiers

Canonical SMILES:  C/C=C1\CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)C4=NN(c5ccccc5)[C@H](c5ccccc5)[C@H]4C[C@@H]32)C1

Standard InChI:  InChI=1S/C34H42N2/c1-4-23-17-19-33(2)25(21-23)15-16-27-29(33)18-20-34(3)30(27)22-28-31(24-11-7-5-8-12-24)36(35-32(28)34)26-13-9-6-10-14-26/h4-14,25,27-31H,15-22H2,1-3H3/b23-4+/t25-,27+,28+,29-,30-,31+,33-,34-/m0/s1

Standard InChI Key:  ATHIPXCJRKZXGK-QYJRBKFISA-N

Molfile:  

 
     RDKit          2D

 41 47  0  0  0  0  0  0  0  0999 V2000
   -0.3021   -0.1169    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3021   -0.9419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3021   -1.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387   -2.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7458   -1.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7458   -2.6214    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4824   -2.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191   -1.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9262   -2.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191   -0.9419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4824   -0.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7458   -0.9419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7458   -0.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387   -0.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387   -1.3544    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387    0.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3021    0.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050    0.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050    1.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2005    0.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7014   -0.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2945   -0.6630    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2005   -0.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050   -0.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050   -1.3544    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4970    0.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2114   -0.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2114   -1.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9278   -1.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6380   -1.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6380   -0.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9261    0.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4970    0.9732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2114    1.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2117    2.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9243    2.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6390    2.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6407    1.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290    0.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7014    1.2384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6407   -1.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  4  3  1  0
  5  4  1  0
  5  6  1  6
  7  5  1  0
  8  7  1  0
  8  9  2  0
 10  8  1  0
 11 10  1  0
 12 11  1  0
 12  5  1  0
 12 13  1  1
 14 12  1  0
  2 14  1  0
 14 15  1  6
 16 14  1  0
 17 16  1  0
 18 17  1  0
 18 19  1  1
 20 18  1  0
 21 20  1  0
 21 22  1  6
 23 21  1  0
 24 23  1  0
 24 18  1  0
  2 24  1  0
 24 25  1  6
 21 26  1  0
 26 27  1  6
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 27  2  0
 26 33  1  0
 33 34  1  0
 35 34  2  0
 36 35  1  0
 37 36  2  0
 38 37  1  0
 39 38  2  0
 34 39  1  0
 33 40  1  0
 40 20  2  0
  9 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287070

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 478.72

Molecular Weight (Monoisotopic): 478.3348

AlogP: 8.82

#Rotatable Bonds: 2

Polar Surface Area: 15.60

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.69

CX LogP: 9.21

CX LogD: 9.21

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.39

Np Likeness Score: 1.01

References

1. Adhikari N, Baidya SK, Jha T..  (2020)  Effective anti-aromatase therapy to battle against estrogen-mediated breast cancer: Comparative SAR/QSAR assessment on steroidal aromatase inhibitors.,  208  [PMID:33017749] [10.1016/j.ejmech.2020.112845]

Source

Source(1):

• Scientific Literature