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

ID: ALA4872113

PubChem CID: 164624748

Max Phase: Preclinical

Molecular Formula: C19H13ClF5N3O

Molecular Weight: 429.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Cc1cccc(F)c1F)NCc1cc(C(F)(F)F)nn1-c1cccc(Cl)c1

Standard InChI:  InChI=1S/C19H13ClF5N3O/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:  ZKJAYGCRGDBRTA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.9196  -14.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7423  -14.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3528  -15.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1408  -15.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3149  -14.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7030  -13.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7519  -15.6858    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.8763  -12.9608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6252  -12.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5407  -11.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7341  -11.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3202  -12.3444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4002  -10.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8864  -10.2100    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.5799  -10.7885    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.1433  -10.0849    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.3398  -13.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0541  -12.6242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7687  -13.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4830  -12.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7691  -13.8614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1977  -13.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1948  -13.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9086  -14.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6239  -13.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6209  -13.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9065  -12.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9024  -11.7960    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.3337  -12.6140    0.0000 F   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:

   

   ALA4872113

   ---

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: 429.78

Molecular Weight (Monoisotopic): 429.0667

AlogP: 4.68

#Rotatable Bonds: 5

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.59

CX Basic pKa: ┄

CX LogP: 4.91

CX LogD: 4.91

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -1.96

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