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

ID: ALA4878446

PubChem CID: 164628324

Max Phase: Preclinical

Molecular Formula: C22H22ClF2N3O

Molecular Weight: 417.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc(CNC(=O)Cc2cc(F)cc(F)c2)n(-c2cccc(Cl)c2)n1

Standard InChI:  InChI=1S/C22H22ClF2N3O/c1-22(2,3)20-12-19(28(27-20)18-6-4-5-15(23)10-18)13-26-21(29)9-14-7-16(24)11-17(25)8-14/h4-8,10-12H,9,13H2,1-3H3,(H,26,29)

Standard InChI Key:  AHHSYJQIYRWQHC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.6506  -30.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2611  -30.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0491  -30.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2232  -29.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6114  -29.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6602  -31.1233    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.7846  -28.3983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5335  -28.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4490  -27.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6424  -27.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2285  -27.7819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2481  -28.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9624  -28.0618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6771  -28.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3914  -28.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6774  -29.2990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1060  -28.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1032  -29.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8170  -29.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5323  -29.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5294  -28.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8149  -28.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2422  -28.0516    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.8169  -30.5339    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.3084  -26.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7948  -25.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4882  -26.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8914  -25.5956    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
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  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 22 24  1  0
 20 25  1  0
 11 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878446

   ---

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: 417.89

Molecular Weight (Monoisotopic): 417.1419

AlogP: 4.96

#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: 13.11

CX Basic pKa: 2.02

CX LogP: 5.58

CX LogD: 5.58

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.64

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