5beta-Pregnane-3a,6a-diol-20-one

ID: ALA1908050

PubChem CID: 57392765

Max Phase: Preclinical

Molecular Formula: C21H34O3

Molecular Weight: 334.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)[C@@H]1CC[C@H]2[C@@H]3C[C@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C21H34O3/c1-12(22)15-4-5-16-14-11-19(24)18-10-13(23)6-8-21(18,3)17(14)7-9-20(15,16)2/h13-19,23-24H,4-11H2,1-3H3/t13-,14+,15+,16+,17+,18+,19+,20-,21-/m1/s1

Standard InChI Key:  HHUZGDMRRLQZIQ-OGFJIONKSA-N

Molfile:  

     RDKit          2D

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  -12.0534    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0534    1.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7679    2.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4823    1.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.1254    2.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6405    2.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.3389    1.5125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1968    0.6875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0534    0.2750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3389   -0.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8705    4.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4225    4.8152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0635    4.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 10  2  1  0
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 12 13  1  0
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 14 15  1  0
 15 16  1  0
 16 17  1  0
 13 18  1  1
  8 19  1  1
  3 20  1  1
 14 21  1  6
  7 22  1  6
  6 23  1  6
  2 24  1  1
 10 25  1  6
 17 26  1  6
 26 27  2  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1908050

   1-[(3R,5R,6S,8R,9S,10R,13S,14S,17R)-3,6-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

Molecule Features

Natural Product: Yes

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: 334.50

Molecular Weight (Monoisotopic): 334.2508

AlogP: 3.57

#Rotatable Bonds: 1

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.68

CX LogD: 2.68

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: 2.41

References

1. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

Source

Source(1):

• Scientific Literature