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

ID: ALA4071808

PubChem CID: 122660687

Max Phase: Preclinical

Molecular Formula: C17H9F3O2S

Molecular Weight: 334.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(-c2ccc(F)cc2F)s1)c1cccc(O)c1F

Standard InChI:  InChI=1S/C17H9F3O2S/c18-9-4-5-10(12(19)8-9)14-6-7-15(23-14)17(22)11-2-1-3-13(21)16(11)20/h1-8,21H

Standard InChI Key:  SUEISJJCGKNMTK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    4.3955  -19.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2127  -19.7983    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4670  -19.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8041  -18.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1453  -19.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2408  -18.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8473  -19.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6242  -19.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7958  -18.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1844  -17.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4098  -17.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6754  -20.1171    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.5730  -18.0150    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9143  -20.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1017  -20.3724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2457  -21.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7627  -21.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0935  -22.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9069  -22.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3885  -22.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0550  -21.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6120  -23.2729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9502  -21.7788    0.0000 F   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
 17 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4071808

   ---

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: 334.32

Molecular Weight (Monoisotopic): 334.0275

AlogP: 4.77

#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: 7.90

CX Basic pKa: ┄

CX LogP: 5.11

CX LogD: 4.99

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: -0.97

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