(5-amino-3-(3-(trifluoromethyl)phenyl)thiophen-2-yl)(2-methoxyphenyl)methanone

ID: ALA4291888

PubChem CID: 145988515

Max Phase: Preclinical

Molecular Formula: C19H14F3NO2S

Molecular Weight: 377.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1C(=O)c1sc(N)cc1-c1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C19H14F3NO2S/c1-25-15-8-3-2-7-13(15)17(24)18-14(10-16(23)26-18)11-5-4-6-12(9-11)19(20,21)22/h2-10H,23H2,1H3

Standard InChI Key:  MPOMQJDIEXBTCQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   40.5631  -18.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0196  -19.0226    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.8107  -18.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8448  -17.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0748  -17.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5187  -19.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5196  -20.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2260  -18.7988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.5517  -17.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2676  -17.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9699  -17.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9609  -16.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2437  -16.3266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5403  -16.7449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8054  -20.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8060  -21.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5188  -21.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2284  -21.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2244  -20.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7466  -18.3040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.6829  -17.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6937  -18.7650    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   45.3852  -17.5299    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   45.3871  -18.3538    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   43.9311  -20.0263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.6398  -20.4333    0.0000 C   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
  3  6  1  0
  6  7  1  0
  6  8  2  0
  4  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  7  1  0
  1 20  1  0
 11 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 19 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4291888

   ---

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: 377.39

Molecular Weight (Monoisotopic): 377.0697

AlogP: 5.26

#Rotatable Bonds: 4

Polar Surface Area: 52.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.05

CX LogD: 5.05

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.63

Np Likeness Score: -0.86

References

1. Doebelin C, Patouret R, Garcia-Ordonez RD, Chang MR, Dharmarajan V, Novick S, Ciesla A, Campbell S, Solt LA, Griffin PR, Kamenecka TM..  (2018)  Identification of potent RORβ modulators: Scaffold variation.,  28  (19): [PMID:30143422] [10.1016/j.bmcl.2018.08.017]

Source

Source(1):

• Scientific Literature