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

ID: ALA4875122

PubChem CID: 164628643

Max Phase: Preclinical

Molecular Formula: C20H16ClF4N3O

Molecular Weight: 425.81

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H16ClF4N3O/c1-12(13-4-2-6-15(22)8-13)19(29)26-11-17-10-18(20(23,24)25)27-28(17)16-7-3-5-14(21)9-16/h2-10,12H,11H2,1H3,(H,26,29)

Standard InChI Key:  ISRADUWKISUJEY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   16.8448  -14.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6674  -15.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2779  -15.7122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0660  -15.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2400  -14.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6282  -14.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6770  -16.0152    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.8015  -13.2902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5503  -12.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4658  -12.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6592  -11.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2453  -12.6738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3253  -11.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8115  -10.5394    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.5050  -11.1177    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.0684  -10.4142    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.2649  -13.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9793  -12.9535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6939  -13.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4082  -12.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6942  -14.1907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1228  -13.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1200  -14.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8338  -14.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5491  -14.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5461  -13.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8317  -12.9503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2589  -12.9434    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.4079  -12.1280    0.0000 C   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
 20 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875122

   ---

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: 425.81

Molecular Weight (Monoisotopic): 425.0918

AlogP: 5.10

#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: 12.19

CX Basic pKa: ┄

CX LogP: 5.31

CX LogD: 5.31

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.58

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