2-(3-chlorophenyl)-N-((1-(3-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methyl)acetamide

ID: ALA4872487

PubChem CID: 164623923

Max Phase: Preclinical

Molecular Formula: C19H14Cl2F3N3O

Molecular Weight: 428.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Cc1cccc(Cl)c1)NCc1cc(C(F)(F)F)nn1-c1cccc(Cl)c1

Standard InChI:  InChI=1S/C19H14Cl2F3N3O/c20-13-4-1-3-12(7-13)8-18(28)25-11-16-10-17(19(22,23)24)26-27(16)15-6-2-5-14(21)9-15/h1-7,9-10H,8,11H2,(H,25,28)

Standard InChI Key:  BHAKJAAUUOLOMT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   38.7060   -5.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5288   -6.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1392   -6.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9272   -6.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1013   -5.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4894   -5.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5383   -7.0734    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.6628   -4.3484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4115   -4.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3271   -3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5205   -3.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1066   -3.7320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.1866   -2.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6729   -1.5977    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.3663   -2.1761    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.9296   -1.4726    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.1262   -4.4246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8405   -4.0118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5550   -4.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2694   -4.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5553   -5.2490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.9839   -4.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9812   -5.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6949   -5.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4103   -5.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4072   -4.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6929   -4.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1201   -4.0016    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
  9 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872487

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 428.24

Molecular Weight (Monoisotopic): 427.0466

AlogP: 5.06

#Rotatable Bonds: 5

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.24

CX Basic pKa: ┄

CX LogP: 5.23

CX LogD: 5.23

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.62

Np Likeness Score: -1.74

References

1. Kang JM, Kwon SO, Ann J, Lee S, Kim C, Do N, Jeong JJ, Blumberg PM, Ha H, Vu TNL, Yoon S, Choi S, Frank-Foltyn R, Lesch B, Bahrenberg G, Stockhausen H, Christoph T, Lee J..  (2021)  2-(Halogenated Phenyl) acetamides and propanamides as potent TRPV1 antagonists.,  48  [PMID:34273488] [10.1016/j.bmcl.2021.128266]

Source

Source(1):

• Scientific Literature