(11S,13S,17S)-11,13-Dimethyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

ID: ALA1628175

Cas Number: 23637-93-6

PubChem CID: 23619914

Max Phase: Preclinical

Molecular Formula: C19H26O2

Molecular Weight: 286.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1C[C@]2(C)[C@@H](O)CC[C@H]2[C@@H]2CCc3cc(O)ccc3[C@H]21

Standard InChI:  InChI=1S/C19H26O2/c1-11-10-19(2)16(7-8-17(19)21)15-5-3-12-9-13(20)4-6-14(12)18(11)15/h4,6,9,11,15-18,20-21H,3,5,7-8,10H2,1-2H3/t11-,15-,16-,17-,18+,19-/m0/s1

Standard InChI Key:  DMSFWIJHZMGIJI-ARHYUZGJSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  1  0  0  0  0  0999 V2000
    9.8007   -5.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0836   -6.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7959   -5.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3719   -5.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6638   -6.3085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0890   -4.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3726   -5.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6591   -7.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0913   -7.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5775   -6.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9396   -5.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5842   -4.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3790   -7.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9510   -7.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0645   -5.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2393   -7.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2358   -6.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7889   -4.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5724   -3.9962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6609   -4.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5312   -7.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3667   -6.7167    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0792   -5.4792    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7917   -6.7208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  1  0
  4  7  1  0
  5  4  1  0
  6  1  1  0
  7  6  1  0
  8  5  2  0
  9  2  1  0
 10  3  1  0
 11  5  1  0
 12  1  1  0
 13  9  1  0
 14  8  1  0
 15 12  1  0
 16 17  1  0
 17 11  2  0
  1 18  1  1
 12 19  1  1
  7 20  1  1
 21 16  1  0
 10 15  1  0
  2  4  1  0
  8 13  1  0
 14 16  2  0
  4 22  1  6
  2 23  1  1
  3 24  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1628175

   11beta-Methylestradiol

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: 286.42

Molecular Weight (Monoisotopic): 286.1933

AlogP: 3.86

#Rotatable Bonds: ┄

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.32

CX Basic pKa: ┄

CX LogP: 4.03

CX LogD: 4.03

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.76

Np Likeness Score: 2.13

References

1. Gantchev TG, Ali H, van Lier JE..  (1994)  Quantitative structure-activity relationships/comparative molecular field analysis (QSAR/CoMFA) for receptor-binding properties of halogenated estradiol derivatives.,  37  (24): [PMID:7990116] [10.1021/jm00050a013]

Source

Source(1):

• Scientific Literature