ESTRIOL BENZYL ETHER

ID: ALA3138703

Cas Number: 18650-87-8

PubChem CID: 16100983

Product Number: O336496, Order Now?

Max Phase: Preclinical

Molecular Formula: C25H30O3

Molecular Weight: 378.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@@H]3c4ccc(OCc5ccccc5)cc4CC[C@H]3[C@@H]1C[C@@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C25H30O3/c1-25-12-11-20-19-10-8-18(28-15-16-5-3-2-4-6-16)13-17(19)7-9-21(20)22(25)14-23(26)24(25)27/h2-6,8,10,13,20-24,26-27H,7,9,11-12,14-15H2,1H3/t20-,21-,22+,23-,24+,25+/m1/s1

Standard InChI Key:  GDUPBUZZJUIEDX-RIQJQHKOSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    1.6718   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3915   -0.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794   -0.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476   -0.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7645   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4964   -1.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0429    0.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0448    0.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -0.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1400   -1.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3279   -1.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2991    0.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963   -1.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5130    0.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8569    0.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888   -0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2009   -0.2655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0027   -1.7613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1085   -1.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0317   -1.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5016   -0.0372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7327   -0.8962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5448   -0.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8251    0.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0766   -1.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8888   -1.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6372    0.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1691   -0.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8634    0.5589    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4797    0.4594    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4842   -1.4770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4 11  1  0
  5  4  1  0
  6  1  1  0
  7  2  1  0
  8  5  1  0
  9  6  1  0
 10  1  1  0
 11 10  1  0
 12  3  1  0
 13  5  2  0
 14 12  1  0
 15  8  2  0
 16 19  2  0
 17 16  1  0
  6 18  1  6
 19 13  1  0
  1 20  1  6
  9 21  1  1
 22 17  1  0
 23 22  1  0
 24 23  2  0
 25 23  1  0
 26 25  2  0
 27 24  1  0
 28 26  1  0
  9  7  1  0
  4  3  1  0
  8 14  1  0
 16 15  1  0
 28 27  2  0
  3 29  1  6
  2 30  1  1
  4 31  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3138703

   3-O-Benzyl Estriol

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: 378.51

Molecular Weight (Monoisotopic): 378.2195

AlogP: 4.45

#Rotatable Bonds: 3

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: 13.62

CX Basic pKa: ┄

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.83

Np Likeness Score: 1.39

References

1. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

Source

Source(1):

• Scientific Literature