9,11-dehydrocortexolone-17alpha-butyrate

ID: ALA3588895

Cas Number: 872623-99-9

PubChem CID: 11704352

Max Phase: Preclinical

Molecular Formula: C25H34O5

Molecular Weight: 414.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(=O)O[C@]1(C(=O)CO)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)C3=CC[C@@]21C

Standard InChI:  InChI=1S/C25H34O5/c1-4-5-22(29)30-25(21(28)15-26)13-10-20-18-7-6-16-14-17(27)8-11-23(16,2)19(18)9-12-24(20,25)3/h9,14,18,20,26H,4-8,10-13,15H2,1-3H3/t18-,20+,23+,24+,25+/m1/s1

Standard InChI Key:  IMSKTQNPYUKZMB-AMMWCUJOSA-N

Molfile:  

     RDKit          2D

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   -4.1792   -1.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4197   -2.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212   -1.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4380    0.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5995    3.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6417    2.6587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5926    4.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6286    5.3598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3184    3.6427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550    5.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7305    6.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9240    5.3499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1672    7.6113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6715   -0.8608    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2979   -0.6205    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3481    8.4882    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
  3  6  2  0
  5  4  1  0
  5  6  1  0
  5  9  1  0
  6  7  1  0
  7  8  1  0
  8 10  1  0
  9 10  1  0
  9 12  2  0
 10 14  1  0
 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
  5 19  1  1
 13 20  1  1
 17 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 17 25  1  6
 25 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  1  0
 10 30  1  1
 14 31  1  6
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3588895

   9,11-Dehydrocortexolone 17alpha-butyrate

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: 414.54

Molecular Weight (Monoisotopic): 414.2406

AlogP: 4.08

#Rotatable Bonds: 5

Polar Surface Area: 80.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.78

CX Basic pKa: ┄

CX LogP: 3.76

CX LogD: 3.76

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: 2.16

References

1. Ferraboschi P, Legnani L, Celasco G, Moro L, Ragonesi L, Colombo D.  (2014)  A full conformational characterization of antiandrogen cortexolone-17-propionate and related compounds through theoretical calculations and nuclear magnetic resonance spectroscopy,  5  (7): [10.1039/C4MD00049H]

Source

Source(1):

• Scientific Literature