Imidazole-1-carboxylic acid 3-methoxy-13-methyl-17-triethylsilanylethynyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester

ID: ALA1628197

PubChem CID: 53320709

Max Phase: Preclinical

Molecular Formula: C31H42N2O3Si

Molecular Weight: 518.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[Si](C#C[C@]1(OC(=O)n2ccnc2)CC[C@H]2[C@@H]3CCc4cc(OC)ccc4[C@H]3CC[C@@]21C)(CC)CC

Standard InChI:  InChI=1S/C31H42N2O3Si/c1-6-37(7-2,8-3)20-17-31(36-29(34)33-19-18-32-22-33)16-14-28-27-11-9-23-21-24(35-5)10-12-25(23)26(27)13-15-30(28,31)4/h10,12,18-19,21-22,26-28H,6-9,11,13-16H2,1-5H3/t26-,27-,28+,30+,31-/m1/s1

Standard InChI Key:  VCLYUUJAUFVYPR-CDIQSSHESA-N

Molfile:  

     RDKit          2D

 40 44  0  0  1  0  0  0  0  0999 V2000
   10.5795   -4.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4932   -2.4765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8038   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1485   -3.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2976   -4.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8039   -5.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0799   -6.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3732   -5.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6607   -6.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3668   -4.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0043   -3.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6608   -7.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4067   -1.5342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2975   -2.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0913   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3732   -5.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5795   -6.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0914   -7.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1139   -1.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9426   -5.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0621   -5.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3383   -2.9995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6769   -1.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3733   -7.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7168   -3.5509    0.0000 Si  0  0  0  0  0  4  0  0  0  0  0  0
    6.9426   -7.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2359   -7.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2359   -6.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7980   -4.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5120   -7.5443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5441   -3.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7110   -4.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6995   -2.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7995   -7.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4062   -2.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9871   -4.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9520   -2.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3667   -6.7167    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0792   -5.4792    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7917   -6.7208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  1  1  0
  4 10  1  0
  1  5  1  6
  6  3  1  0
  7  6  1  0
  8 16  1  0
  9  8  1  0
 10  1  1  0
 11  5  3  0
 12  9  2  0
 13 14  2  0
 14  2  1  0
 15  3  1  0
 16 15  1  0
 17 21  1  0
 18  7  1  0
 19  2  1  0
 20  9  1  0
 21  1  1  0
 22  4  2  0
 23 19  2  0
 24 18  1  0
 25 11  1  0
 26 12  1  0
 27 28  1  0
 28 20  2  0
  3 29  1  1
 30 27  1  0
 31 25  1  0
 32 25  1  0
 33 25  1  0
 34 30  1  0
 35 33  1  0
 36 32  1  0
 37 31  1  0
 17  6  1  0
  8  7  1  0
 23 13  1  0
 24 12  1  0
 27 26  2  0
  8 38  1  6
  7 39  1  1
  6 40  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1628197

   [(8R,9S,13S,14S,17S)-3-methoxy-13-methyl-17-(2-triethylsilylethynyl)-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl] imidazole-1-carboxylate

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: 518.77

Molecular Weight (Monoisotopic): 518.2965

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Peters RH, Crowe DF, Tanabe M, Avery MA, Chong WK..  (1987)  Steroidal silicon side-chain analogues as potential antifertility agents.,  30  (4): [PMID:3560158] [10.1021/jm00387a011]

Source

Source(1):

• Scientific Literature