(5-amino-3'-(trifluoromethyl)biphenyl-2-yl)(2-chlorophenyl)methanone

ID: ALA4293341

PubChem CID: 145988118

Max Phase: Preclinical

Molecular Formula: C20H13ClF3NO

Molecular Weight: 375.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(C(=O)c2ccccc2Cl)c(-c2cccc(C(F)(F)F)c2)c1

Standard InChI:  InChI=1S/C20H13ClF3NO/c21-18-7-2-1-6-16(18)19(26)15-9-8-14(25)11-17(15)12-4-3-5-13(10-12)20(22,23)24/h1-11H,25H2

Standard InChI Key:  QVMQHDGGAVIKDQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   35.2187  -18.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2196  -19.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9292  -17.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2519  -16.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9710  -17.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6765  -16.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6674  -15.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9470  -15.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2404  -15.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5022  -19.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5028  -20.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2188  -20.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9316  -20.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9276  -19.5295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6407  -19.1117    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   37.3927  -17.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4035  -17.8503    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.0981  -16.6098    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.1001  -17.4373    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.5108  -17.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5418  -17.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8416  -16.6251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1099  -17.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0827  -17.8438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7837  -18.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4136  -16.5780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 20  1  1  0
  1  2  1  0
  1  3  2  0
 21  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  2 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  2  1  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4293341

   ---

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: 375.78

Molecular Weight (Monoisotopic): 375.0638

AlogP: 5.84

#Rotatable Bonds: 3

Polar Surface Area: 43.09

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.59

CX LogP: 5.73

CX LogD: 5.73

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: -1.05

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