7beta-hydroxypregna-4,17(20)-trans-diene-3,16-dione

ID: ALA522106

PubChem CID: 10853744

Max Phase: Preclinical

Molecular Formula: C21H28O3

Molecular Weight: 328.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C1/C(=O)C[C@H]2[C@@H]3[C@@H](O)CC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C21H28O3/c1-4-14-17(23)11-16-19-15(6-8-21(14,16)3)20(2)7-5-13(22)9-12(20)10-18(19)24/h4,9,15-16,18-19,24H,5-8,10-11H2,1-3H3/b14-4-/t15-,16-,18-,19+,20-,21+/m0/s1

Standard InChI Key:  PIUUBOGLEHVSIX-YCHAKZFPSA-N

Molfile:  

     RDKit          2D

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   -2.4753   -0.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7636   -0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7636   -2.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477   -1.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3651   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8804    0.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0957    1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0477   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318   -1.2383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3840   -0.0008    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0957   -1.2383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1901   -2.0627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1901    0.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0983   -2.0636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5870    2.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
  5  6  1  0
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  9 14  1  0
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  8 18  1  0
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  3 19  1  0
  5 19  1  0
 19 20  1  1
 18 21  1  6
  8 22  1  1
  9 23  1  6
  1 24  2  0
  1  2  1  0
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  2  3  1  0
  7 26  1  1
  1  4  1  0
 13 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA522106

   (7S,8R,9S,10R,13S,14S,17E)-17-ethylidene-7-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthrene-3,16-dione

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: 328.45

Molecular Weight (Monoisotopic): 328.2038

AlogP: 3.61

#Rotatable Bonds: ┄

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: 2.95

CX LogD: 2.95

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.69

Np Likeness Score: 2.96

References

1. Atta-ur-Rahman, Choudhary MI, Shaheen F, Ashraf M, Jahan S..  (1998)  Microbial transformations of hypolipemic E-guggulsterone.,  61  (4): [PMID:9584395] [10.1021/np970473s]

Source

Source(1):

• Scientific Literature