(17E)-4alpha,5alpha-Epoxyandrostan-17-one oxime

ID: ALA4873398

PubChem CID: 164620417

Max Phase: Preclinical

Molecular Formula: C19H29NO2

Molecular Weight: 303.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H]3[C@@H](CC[C@@]45O[C@@H]4CCC[C@]35C)[C@@H]1CC/C2=N\O

Standard InChI:  InChI=1S/C19H29NO2/c1-17-10-8-14-12(13(17)5-6-15(17)20-21)7-11-19-16(22-19)4-3-9-18(14,19)2/h12-14,16,21H,3-11H2,1-2H3/b20-15+/t12-,13-,14-,16+,17-,18+,19+/m0/s1

Standard InChI Key:  FWXZOJLFUWLDQP-QQBCYPGXSA-N

Molfile:  

 
     RDKit          2D

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   11.9089   -5.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3298   -7.4014    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.2022   -4.5623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6320   -5.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1312   -5.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1969   -8.6273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1973   -6.9825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4845   -6.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1182   -6.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3438   -5.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7715   -6.9825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1983   -7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6165   -6.1573    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9032   -7.3931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9101   -8.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3381   -4.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6116   -6.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3357   -6.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3968   -4.7226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7715   -7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1899   -6.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6255   -7.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9081   -6.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6240   -6.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4879   -8.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9053   -8.7910    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 19  3  1  0
 23  1  1  0
 24 13  1  1
  9 17  1  0
 22 24  1  0
 23 14  1  6
 18  2  1  6
 10  4  1  0
  7 23  1  0
 18  9  1  0
  7  8  1  0
  5 19  2  0
 12  6  1  6
 20 25  1  0
  4  1  1  0
 23 24  1  0
  5 10  1  0
 17  5  1  0
 25 12  1  0
 15 22  1  0
 12 15  1  0
 11  8  1  0
  7 21  1  1
 10 18  1  0
 10 16  1  1
 25  6  1  0
  7 12  1  0
 11 20  1  0
 24 18  1  0
 25 26  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4873398

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 303.45

Molecular Weight (Monoisotopic): 303.2198

AlogP: 4.38

#Rotatable Bonds: ┄

Polar Surface Area: 45.12

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.32

CX Basic pKa: 2.13

CX LogP: 4.09

CX LogD: 4.09

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.41

Np Likeness Score: 2.42

References

1. Gomes AR, Pires AS, Abrantes AM, Gonçalves AC, Costa SC, Varela CL, Silva ET, Botelho MF, Roleira FMF..  (2021)  Design, synthesis, and antitumor activity evaluation of steroidal oximes.,  46  [PMID:34425478] [10.1016/j.bmc.2021.116360]

Source

Source(1):

• Scientific Literature