7alpha(buta-1,3-dienyl)4-androsten-17beta-ol-3-one

ID: ALA4865990

PubChem CID: 164623255

Max Phase: Preclinical

Molecular Formula: C23H32O2

Molecular Weight: 340.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C/C=C/[C@@H]1CC2=CC(=O)CC[C@]2(C)[C@H]2CC[C@]3(C)[C@@H](O)CC[C@H]3[C@H]12

Standard InChI:  InChI=1S/C23H32O2/c1-4-5-6-15-13-16-14-17(24)9-11-22(16,2)19-10-12-23(3)18(21(15)19)7-8-20(23)25/h4-6,14-15,18-21,25H,1,7-13H2,2-3H3/b6-5+/t15-,18+,19+,20+,21+,22+,23+/m1/s1

Standard InChI Key:  BZUCOOWOGJTBHA-UWWRLORASA-N

Molfile:  

 
     RDKit          2D

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   14.2997   -4.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0117   -5.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0117   -3.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7237   -3.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7202   -4.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4290   -5.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1458   -4.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4359   -3.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1493   -3.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1663   -2.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4414   -2.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8797   -2.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8663   -3.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6481   -3.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1449   -3.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6698   -2.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5858   -5.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8579   -5.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5746   -4.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2868   -5.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0035   -4.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7164   -2.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9375   -1.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4289   -4.2374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.8580   -4.2541    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.1413   -3.0083    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.8746   -1.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
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  5  4  1  0
  5  6  1  0
  5  9  1  0
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  7  8  1  0
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 13 11  1  0
 11 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
  2 18  2  0
  8 19  1  6
 19 20  2  0
 20 21  1  0
 21 22  2  0
  5 23  1  1
 17 24  1  1
  9 25  1  6
 14 26  1  6
 10 27  1  1
 13 28  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4865990

   ---

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: 340.51

Molecular Weight (Monoisotopic): 340.2402

AlogP: 4.85

#Rotatable Bonds: 2

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.32

CX LogD: 4.32

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: 2.65

References

1. Paquin A, Oufqir Y, Sevrioukova IF, Reyes-Moreno C, Bérubé G..  (2021)  Innovative C₂-symmetric testosterone and androstenedione dimers: Design, synthesis, biological evaluation on prostate cancer cell lines and binding study to recombinant CYP3A4.,  220  [PMID:33933755] [10.1016/j.ejmech.2021.113496]

Source

Source(1):

• Scientific Literature