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

ID: ALA4874161

PubChem CID: 164627358

Max Phase: Preclinical

Molecular Formula: C22H23ClFN3O

Molecular Weight: 399.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc(CNC(=O)Cc2ccccc2F)n(-c2cccc(Cl)c2)n1

Standard InChI:  InChI=1S/C22H23ClFN3O/c1-22(2,3)20-13-18(27(26-20)17-9-6-8-16(23)12-17)14-25-21(28)11-15-7-4-5-10-19(15)24/h4-10,12-13H,11,14H2,1-3H3,(H,25,28)

Standard InChI Key:  BKXBTLXVWXMEMH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.9323  -13.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7549  -14.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3654  -14.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1534  -14.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3275  -13.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7157  -13.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7645  -15.1026    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.8889  -12.3777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6378  -12.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5533  -11.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7467  -11.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3328  -11.7612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3524  -12.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0667  -12.0411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7814  -12.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4956  -12.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7817  -13.2783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2103  -12.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2075  -13.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9213  -13.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6366  -13.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6336  -12.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9192  -12.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9150  -11.2127    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.4127  -10.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8991   -9.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5924  -10.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9957   -9.5750    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
  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
 23 24  1  0
 11 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874161

   ---

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: 399.90

Molecular Weight (Monoisotopic): 399.1514

AlogP: 4.82

#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: 13.51

CX Basic pKa: 2.02

CX LogP: 5.44

CX LogD: 5.44

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: -2.03

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