5beta-Pregnene-11a-ol-3,20-dione

ID: ALA1908051

PubChem CID: 12813171

Max Phase: Preclinical

Molecular Formula: C21H30O3

Molecular Weight: 330.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)[C@@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O)C[C@]12C

Standard InChI:  InChI=1S/C21H30O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h10,15-19,24H,4-9,11H2,1-3H3/t15-,16-,17-,18+,19+,20-,21+/m0/s1

Standard InChI Key:  BFZHCUBIASXHPK-HFYYJUFZSA-N

Molfile:  

     RDKit          2D

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   -4.8458   -1.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1338   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1338    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4218   -0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4207   -1.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7097   -1.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9951   -1.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118    0.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9943   -0.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9955    1.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7155    0.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2780    0.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2811    0.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4932   -0.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0030    0.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4881    1.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5597   -1.6344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4292    0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833    1.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7167   -0.8042    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875   -0.8083    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0000    0.4333    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3088    1.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8922    0.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5223    2.1089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4304    1.2579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 14 13  1  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  5  9  1  0
  6  7  1  0
 14 15  1  0
 15 16  1  0
 17 16  1  0
 13 17  1  0
  7  8  1  0
  2 18  2  0
 10  8  1  0
  5 19  1  1
  9 10  1  0
  6  3  2  0
 13 20  1  1
  5  4  1  0
  6  5  1  0
  9 12  1  0
  9 21  1  6
 10 14  1  0
 14 22  1  6
 13 11  1  0
 10 23  1  1
 17 24  1  6
 24 25  1  0
 24 26  2  0
 12 27  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1908051

   (8S,9S,10R,11R,13S,14S,17R)-17-acetyl-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

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: 330.47

Molecular Weight (Monoisotopic): 330.2195

AlogP: 3.69

#Rotatable Bonds: 1

Polar Surface Area: 54.37

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: 2.51

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