2-(4-chlorophenyl)-N-((1-(3-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methyl)propanamide

ID: ALA4872105

PubChem CID: 164624747

Max Phase: Preclinical

Molecular Formula: C20H16Cl2F3N3O

Molecular Weight: 442.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C(=O)NCc1cc(C(F)(F)F)nn1-c1cccc(Cl)c1)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C20H16Cl2F3N3O/c1-12(13-5-7-14(21)8-6-13)19(29)26-11-17-10-18(20(23,24)25)27-28(17)16-4-2-3-15(22)9-16/h2-10,12H,11H2,1H3,(H,26,29)

Standard InChI Key:  HOJWXDAKKRYWCR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.1949  -23.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0175  -24.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280  -25.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4160  -25.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5901  -24.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9783  -23.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0271  -25.6275    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1516  -22.9025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9004  -22.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8160  -21.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0093  -21.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5954  -22.2861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6753  -20.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1617  -20.1517    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.8551  -20.7301    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4185  -20.0265    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6151  -22.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3293  -22.5658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0440  -22.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7582  -22.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0443  -23.8031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4729  -22.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4702  -23.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1839  -24.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8992  -23.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8963  -22.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1819  -22.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6143  -24.2115    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.7579  -21.7403    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
 25 28  1  0
 20 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872105

   ---

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: 442.27

Molecular Weight (Monoisotopic): 441.0623

AlogP: 5.62

#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: 12.20

CX Basic pKa: ┄

CX LogP: 5.77

CX LogD: 5.77

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.65

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