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

ID: ALA4875442

PubChem CID: 164627410

Max Phase: Preclinical

Molecular Formula: C19H13Cl3F3N3O

Molecular Weight: 462.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Cc1cccc(Cl)c1Cl)NCc1cc(C(F)(F)F)nn1-c1cccc(Cl)c1

Standard InChI:  InChI=1S/C19H13Cl3F3N3O/c20-12-4-2-5-13(8-12)28-14(9-16(27-28)19(23,24)25)10-26-17(29)7-11-3-1-6-15(21)18(11)22/h1-6,8-9H,7,10H2,(H,26,29)

Standard InChI Key:  RAEHJMDFGJYCKW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   20.6238  -23.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4466  -24.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0570  -24.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8451  -24.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0191  -23.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4074  -23.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4562  -25.0901    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.5806  -22.3651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3295  -22.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2450  -21.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4383  -21.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0244  -21.7487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1044  -20.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5907  -19.6143    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.2841  -20.1927    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.8476  -19.4891    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.0440  -22.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7584  -22.0284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4729  -22.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1873  -22.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4734  -23.2656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9020  -22.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8991  -23.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6130  -23.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3283  -23.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3252  -22.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6109  -22.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6067  -21.2002    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.0381  -22.0183    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
 27 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875442

   ---

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: 462.69

Molecular Weight (Monoisotopic): 461.0076

AlogP: 5.71

#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: 11.62

CX Basic pKa: ┄

CX LogP: 5.83

CX LogD: 5.83

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.53

Np Likeness Score: -1.86

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