3-Hydroxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one O-methyl-oxime

ID: ALA1628171

Cas Number: 3342-64-1

PubChem CID: 20843801

Max Phase: Preclinical

Molecular Formula: C19H25NO2

Molecular Weight: 299.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C1\CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C19H25NO2/c1-19-10-9-15-14-6-4-13(21)11-12(14)3-5-16(15)17(19)7-8-18(19)20-22-2/h4,6,11,15-17,21H,3,5,7-10H2,1-2H3/b20-18+/t15-,16-,17+,19+/m1/s1

Standard InChI Key:  PBXZSAMJKKLMEF-YDKWXADCSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    9.7976   -5.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8011   -5.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0819   -6.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3705   -5.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6571   -6.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6606   -7.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5862   -4.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0920   -4.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3728   -5.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5747   -6.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0854   -7.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9457   -5.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5827   -3.9945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3775   -7.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9527   -7.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0697   -5.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2358   -7.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2323   -6.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7941   -4.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2847   -3.5624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5166   -7.5524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2754   -2.7384    0.0000 C   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  1  1  0
  3  2  1  0
  4  9  1  0
  5  4  1  0
  6  5  2  0
  7  1  1  0
  8  1  1  0
  9  8  1  0
 10  2  1  0
 11  3  1  0
 12  5  1  0
 13  7  2  0
 14 11  1  0
 15  6  1  0
 16  7  1  0
 17 18  1  0
 18 12  2  0
  1 19  1  1
 20 13  1  0
 21 17  1  0
 22 20  1  0
 16 10  1  0
  4  3  1  0
 14  6  1  0
 17 15  2  0
  4 23  1  6
  3 24  1  1
  2 25  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1628171

   Estrone, O-methyloxime

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: 299.41

Molecular Weight (Monoisotopic): 299.1885

AlogP: 4.25

#Rotatable Bonds: 1

Polar Surface Area: 41.82

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.33

CX Basic pKa: 3.12

CX LogP: 4.70

CX LogD: 4.70

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: 1.67

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