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

ID: ALA4876590

PubChem CID: 164625752

Max Phase: Preclinical

Molecular Formula: C22H22Cl3N3O

Molecular Weight: 450.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc(CNC(=O)Cc2cccc(Cl)c2Cl)n(-c2cccc(Cl)c2)n1

Standard InChI:  InChI=1S/C22H22Cl3N3O/c1-22(2,3)19-12-17(28(27-19)16-8-5-7-15(23)11-16)13-26-20(29)10-14-6-4-9-18(24)21(14)25/h4-9,11-12H,10,13H2,1-3H3,(H,26,29)

Standard InChI Key:  KPYUZNDRFLBHQY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   38.0696  -29.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8923  -30.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5027  -30.9163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2908  -30.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4648  -29.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8530  -29.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9019  -31.2193    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.0263  -28.4942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7752  -28.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6907  -27.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8840  -27.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4701  -27.8777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4897  -28.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2041  -28.1576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.9187  -28.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6330  -28.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9190  -29.3948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.3477  -28.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3448  -29.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0587  -29.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7739  -29.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7709  -28.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0566  -28.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0524  -27.3294    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   45.4838  -28.1474    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.5501  -26.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0364  -25.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7298  -26.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1330  -25.6915    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
 22 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:

   

   ALA4876590

   ---

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: 450.80

Molecular Weight (Monoisotopic): 449.0828

AlogP: 5.99

#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: 13.11

CX Basic pKa: 2.02

CX LogP: 6.50

CX LogD: 6.50

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.79

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