13-Methyl-17-methylene-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-ol

ID: ALA2093117

PubChem CID: 14458553

Max Phase: Preclinical

Molecular Formula: C19H24O

Molecular Weight: 268.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [2H]C([2H])=C1CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C19H24O/c1-12-3-8-18-17-6-4-13-11-14(20)5-7-15(13)16(17)9-10-19(12,18)2/h5,7,11,16-18,20H,1,3-4,6,8-10H2,2H3/t16-,17-,18+,19-/m1/s1/i1D2

Standard InChI Key:  ZNDIUTIVPDDBNJ-WGKWFFQASA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    9.8143   -5.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8172   -5.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0969   -6.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3850   -5.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6704   -6.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6039   -4.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6733   -7.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1081   -4.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3878   -5.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5915   -6.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0998   -7.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9585   -5.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3909   -7.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0875   -5.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9644   -7.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6010   -4.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2469   -7.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2440   -6.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8113   -4.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5265   -7.5612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3809   -6.7281    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0946   -5.4885    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8083   -6.7322    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3140   -3.5877    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8851   -3.5927    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  9  1  0
  5  4  1  0
  6  1  1  0
  7  5  2  0
  8  1  1  0
  9  8  1  0
 10  2  1  0
 11  3  1  0
 12  5  1  0
 13 11  1  0
 14  6  1  0
 15  7  1  0
 16  6  2  0
 17 18  1  0
 18 12  2  0
  1 19  1  1
 20 17  1  0
 14 10  1  0
  4  3  1  0
 13  7  1  0
 15 17  2  0
  4 21  1  6
  3 22  1  1
  2 23  1  6
 16 24  1  0
 16 25  1  0
M  ISO  2  24   2  25   2
M  END

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: 268.40

Molecular Weight (Monoisotopic): 268.1827

AlogP: 4.80

#Rotatable Bonds: ┄

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.33

CX Basic pKa: ┄

CX LogP: 4.92

CX LogD: 4.92

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.67

Np Likeness Score: 2.39

References

1. Peters RH, Crowe DF, Avery MA, Chong WK, Tanabe M..  (1989)  17-Desoxy estrogen analogues.,  32  (7): [PMID:2738897] [10.1021/jm00127a040]

Source

Source(1):

• Scientific Literature