1-((8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-3-phenylprop-2-en-1-one

ID: ALA3329264

PubChem CID: 118712278

Max Phase: Preclinical

Molecular Formula: C28H36O2

Molecular Weight: 404.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H]3[C@@H](CC=C4CC(O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)/C=C/c1ccccc1

Standard InChI:  InChI=1S/C28H36O2/c1-27-16-14-21(29)18-20(27)9-10-22-23-11-12-25(28(23,2)17-15-24(22)27)26(30)13-8-19-6-4-3-5-7-19/h3-9,13,21-25,29H,10-12,14-18H2,1-2H3/b13-8+/t21?,22-,23-,24-,25+,27-,28-/m0/s1

Standard InChI Key:  KMYNFJUNXFDOIP-ZOARZMQZSA-N

Molfile:  

     RDKit          2D

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    9.3518  -13.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5555  -14.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9025  -18.0907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0129  -16.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7186  -17.2683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1301  -17.2725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4244  -16.0425    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 27 22  1  0
  2 28  1  0
  5 29  1  1
 13 30  1  1
  9 31  1  6
 14 32  1  6
 10 33  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3329264

   ---

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: 404.59

Molecular Weight (Monoisotopic): 404.2715

AlogP: 6.21

#Rotatable Bonds: 3

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.94

CX LogD: 5.94

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: 2.02

References

1. Singh P, Anand A, Kumar V..  (2014)  Recent developments in biological activities of chalcones: a mini review.,  85  [PMID:25137491] [10.1016/j.ejmech.2014.08.033]

Source

Source(1):

• Scientific Literature