2-hydroxy-3-methoxyestradiol

ID: ALA4101296

Cas Number: 5976-65-8

PubChem CID: 13267935

Max Phase: Preclinical

Molecular Formula: C19H26O3

Molecular Weight: 302.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1O)[C@H]1CC[C@]3(C)[C@@H](O)CC[C@H]3[C@@H]1CC2

Standard InChI:  InChI=1S/C19H26O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-17(22-2)16(20)10-14(11)12/h9-10,12-13,15,18,20-21H,3-8H2,1-2H3/t12-,13+,15-,18-,19-/m0/s1

Standard InChI Key:  MMKYSUOJWFKECQ-SSTWWWIQSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   21.3556  -29.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6506  -29.8698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3556  -28.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0646  -28.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0646  -29.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7737  -29.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4787  -29.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1878  -29.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1878  -28.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8927  -28.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6741  -28.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1542  -27.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6741  -27.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9246  -26.3905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8927  -27.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8927  -26.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1878  -27.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4787  -27.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4787  -28.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7737  -28.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6506  -28.2354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4787  -29.0526    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.1878  -27.8269    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.8927  -29.0526    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.9422  -29.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  3  4  2  0
  1  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 10 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
  9 19  1  0
 19 20  1  0
  4 20  1  0
  6 20  2  0
  3 21  1  0
 19 22  1  6
  9 23  1  1
 10 24  1  6
  2 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4101296

   2-Hydroxyestradiol-3-methyl ether

Molecule Features

Natural Product: Yes

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: 302.41

Molecular Weight (Monoisotopic): 302.1882

AlogP: 3.62

#Rotatable Bonds: 1

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.32

CX Basic pKa: ┄

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.83

Np Likeness Score: 2.17

References

1. Dutour R, Poirier D..  (2017)  Inhibitors of cytochrome P450 (CYP) 1B1.,  135  [PMID:28458135] [10.1016/j.ejmech.2017.04.042]

Source

Source(1):

• Scientific Literature