(5-(3-Aminophenyl)thiophene-2-yl)(2,6-difluoro-3-hydroxyphenyl)methanone

ID: ALA3629584

PubChem CID: 122194409

Max Phase: Preclinical

Molecular Formula: C17H11F2NO2S

Molecular Weight: 331.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1cccc(-c2ccc(C(=O)c3c(F)ccc(O)c3F)s2)c1

Standard InChI:  InChI=1S/C17H11F2NO2S/c18-11-4-5-12(21)16(19)15(11)17(22)14-7-6-13(23-14)9-2-1-3-10(20)8-9/h1-8,21H,20H2

Standard InChI Key:  AALHZGMCQSLBNY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    2.8382  -10.5212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039   -3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4469   -5.2297    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152   -5.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6607   -4.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532   -3.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0351   -3.6026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -6.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7488   -8.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4649   -9.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644   -9.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7478   -8.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0317   -6.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383   -1.3500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383   -1.3500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  3  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  2  0
  9 15  2  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
 12 16  1  0
 18  1  1  0
  6 22  1  0
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3629584

   ---

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: 331.34

Molecular Weight (Monoisotopic): 331.0479

AlogP: 4.21

#Rotatable Bonds: 3

Polar Surface Area: 63.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.72

CX Basic pKa: 3.39

CX LogP: 4.14

CX LogD: 3.97

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.56

Np Likeness Score: -0.77

References

1. Abdelsamie AS, Bey E, Gargano EM, van Koppen CJ, Empting M, Frotscher M..  (2015)  Towards the evaluation in an animal disease model: Fluorinated 17β-HSD1 inhibitors showing strong activity towards both the human and the rat enzyme.,  103  [PMID:26322835] [10.1016/j.ejmech.2015.08.030]

Source

Source(1):

• Scientific Literature