19-Hydroxypregnenolone

ID: ALA1908009

PubChem CID: 57396176

Max Phase: Preclinical

Molecular Formula: C21H32O3

Molecular Weight: 332.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 19-Hydroxypregnenolone | 19-Hydroxypregnenolone|CHEMBL1908009

Canonical SMILES:  CC(=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(CO)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C21H32O3/c1-13(23)17-5-6-18-16-4-3-14-11-15(24)7-10-21(14,12-22)19(16)8-9-20(17,18)2/h3,15-19,22,24H,4-12H2,1-2H3/t15-,16-,17+,18-,19-,20+,21+/m0/s1

Standard InChI Key:  OZDXQAGUBNCANU-LGTVQRIOSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
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  -12.6107    0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8962    0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8962    1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6107    1.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3252    1.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1817    1.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4673    1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4673    0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1818    0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1818    2.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4673    3.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7528    2.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7528    1.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9682    1.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4833    2.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9682    3.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6666    3.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6665    1.1242    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4673    2.3572    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1817    1.1197    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8962    2.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0397    0.2946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3848    3.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5598    3.6080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7006    4.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6107    2.7697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  5  1  0
  5  6  1  0
  6  1  1  0
  4  7  1  0
  3  4  1  0
 10  3  2  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
  8  7  1  0
 14  8  1  0
 11 12  1  0
 12 13  1  0
 13 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 17 16  1  0
 13 18  1  1
 14 19  1  6
  8 20  1  1
  7 21  1  6
  4 22  1  1
  1 23  1  1
 17 24  1  1
 24 25  2  0
 24 26  1  0
 22 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1908009

   19-Hydroxypregnenolone

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: 332.48

Molecular Weight (Monoisotopic): 332.2351

AlogP: 3.49

#Rotatable Bonds: 2

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: 2.30

CX LogD: 2.30

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: 2.74

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