(5-(2,4-Difluoro-phenyl)-thiophen-2-yl)-(3-hydroxyphenyl)-methanone

ID: ALA4084832

PubChem CID: 122660690

Max Phase: Preclinical

Molecular Formula: C17H10F2O2S

Molecular Weight: 316.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cccc(O)c1)c1ccc(-c2ccc(F)cc2F)s1

Standard InChI:  InChI=1S/C17H10F2O2S/c18-11-4-5-13(14(19)9-11)15-6-7-16(22-15)17(21)10-2-1-3-12(20)8-10/h1-9,20H

Standard InChI Key:  DKFSWGWZVKUPRG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.8342   -4.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6514   -4.0860    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9057   -3.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428   -2.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5840   -3.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6795   -3.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2860   -3.6058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0629   -3.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2345   -2.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6231   -2.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8485   -2.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1141   -4.4048    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0117   -2.3026    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.3530   -4.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5404   -4.6600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6844   -5.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2014   -6.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5322   -6.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3456   -6.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8272   -6.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4937   -5.5780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507   -7.5605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3  6  1  0
  7 12  1  0
  9 13  1  0
  1 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 18 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4084832

   ---

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: 316.33

Molecular Weight (Monoisotopic): 316.0370

AlogP: 4.63

#Rotatable Bonds: 3

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.85

CX Basic pKa: ┄

CX LogP: 4.97

CX LogD: 4.96

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.72

Np Likeness Score: -0.81

References

1. Abdelsamie AS, van Koppen CJ, Bey E, Salah M, Börger C, Siebenbürger L, Laschke MW, Menger MD, Frotscher M..  (2017)  Treatment of estrogen-dependent diseases: Design, synthesis and profiling of a selective 17β-HSD1 inhibitor with sub-nanomolar IC50 for a proof-of-principle study.,  127  [PMID:27852458] [10.1016/j.ejmech.2016.11.004]

Source

Source(1):

• Scientific Literature