2-(4-chloro-3-fluorophenyl)-N-((1-(3-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methyl)acetamide

ID: ALA4874469

PubChem CID: 164627867

Max Phase: Preclinical

Molecular Formula: C19H13Cl2F4N3O

Molecular Weight: 446.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccc(Cl)c(F)c1)NCc1cc(C(F)(F)F)nn1-c1cccc(Cl)c1

Standard InChI:  InChI=1S/C19H13Cl2F4N3O/c20-12-2-1-3-13(8-12)28-14(9-17(27-28)19(23,24)25)10-26-18(29)7-11-4-5-15(21)16(22)6-11/h1-6,8-9H,7,10H2,(H,26,29)

Standard InChI Key:  NJBOAGNJHCLHIS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   10.9406   -4.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7633   -5.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3737   -6.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1618   -5.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3358   -5.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7240   -4.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7729   -6.5485    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.8973   -3.8235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6462   -3.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5618   -2.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7550   -2.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3411   -3.2071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4211   -1.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9075   -1.0727    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.6008   -1.6512    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.1643   -0.9477    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.3608   -3.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0751   -3.4870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7897   -3.8992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5040   -3.4864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7900   -4.7242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2186   -3.8986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2159   -4.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9297   -5.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6449   -4.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6420   -3.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9276   -3.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3548   -3.4768    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.3601   -5.1326    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
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874469

   ---

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: 446.23

Molecular Weight (Monoisotopic): 445.0372

AlogP: 5.20

#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: 11.61

CX Basic pKa: ┄

CX LogP: 5.37

CX LogD: 5.37

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.55

Np Likeness Score: -2.04

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