4-chloro-1-methyl-N-(4-(4-(trifluoromethyl)phenoxy)benzyl)-1H-pyrazole-5-carboxamide

ID: ALA2289581

PubChem CID: 15008423

Max Phase: Preclinical

Molecular Formula: C19H15ClF3N3O2

Molecular Weight: 409.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1ncc(Cl)c1C(=O)NCc1ccc(Oc2ccc(C(F)(F)F)cc2)cc1

Standard InChI:  InChI=1S/C19H15ClF3N3O2/c1-26-17(16(20)11-25-26)18(27)24-10-12-2-6-14(7-3-12)28-15-8-4-13(5-9-15)19(21,22)23/h2-9,11H,10H2,1H3,(H,24,27)

Standard InChI Key:  BDJOIAQIJGBVFY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   31.0495  -17.3802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6857  -17.8904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3675  -17.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1527  -16.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3381  -16.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6468  -18.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6639  -16.0186    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.0804  -17.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0913  -18.6594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7826  -17.4243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4957  -17.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1979  -17.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9070  -17.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6087  -17.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5983  -16.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8802  -16.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1814  -16.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2999  -16.1528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0135  -16.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0210  -17.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7338  -17.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4364  -17.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4217  -16.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7084  -16.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1506  -17.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1637  -18.5618    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.8517  -17.3248    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.8554  -18.1516    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  2  6  1  0
  4  7  1  0
  3  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289581

   4-chloro-2-methyl-N-[[4-[4-(trifluoromethyl)phenoxy]phenyl]methyl]pyrazole-3-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 409.80

Molecular Weight (Monoisotopic): 409.0805

AlogP: 4.81

#Rotatable Bonds: 5

Polar Surface Area: 56.15

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.13

CX Basic pKa: 0.38

CX LogP: 4.10

CX LogD: 4.10

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -1.68

References

1. OKADA I, OKUI S, WADA M, TAKAHASHI Y.  (1996)  Synthesis and Insecticidal Activity of N-(4-Aryloxybenzyl)-pyrazolecarboxamide Derivatives,  21  (3): [10.1584/jpestics.21.305]

Source

Source(1):

• Scientific Literature