4-chloro-N-(4-(4-(difluoromethyl)phenoxy)benzyl)-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide

ID: ALA2289585

PubChem CID: 76327507

Max Phase: Preclinical

Molecular Formula: C21H20ClF2N3O2

Molecular Weight: 419.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1nn(C)c(C(=O)NCc2ccc(Oc3ccc(C(F)F)cc3)cc2)c1Cl

Standard InChI:  InChI=1S/C21H20ClF2N3O2/c1-3-17-18(22)19(27(2)26-17)21(28)25-12-13-4-8-15(9-5-13)29-16-10-6-14(7-11-16)20(23)24/h4-11,20H,3,12H2,1-2H3,(H,25,28)

Standard InChI Key:  COWJOECHDGQCGE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   32.0648  -13.6409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7010  -14.1511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3828  -13.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1680  -12.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3534  -12.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6621  -14.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9050  -12.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0892  -12.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6792  -12.2793    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.0957  -14.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1066  -14.9202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7979  -13.6850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5110  -14.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2132  -13.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9223  -14.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6240  -13.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6136  -12.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8955  -12.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1967  -12.8533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3152  -12.4136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.0288  -12.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0363  -13.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7491  -14.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4517  -13.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4370  -12.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7237  -12.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1659  -14.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1790  -14.8225    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.8670  -13.5855    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
  5  7  1  0
  7  8  1  0
  4  9  1  0
  3 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
 27 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289585

   4-chloro-N-[[4-[4-(difluoromethyl)phenoxy]phenyl]methyl]-5-ethyl-2-methylpyrazole-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: 419.86

Molecular Weight (Monoisotopic): 419.1212

AlogP: 5.30

#Rotatable Bonds: 7

Polar Surface Area: 56.15

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.15

CX Basic pKa: 1.32

CX LogP: 4.45

CX LogD: 4.45

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.57

Np Likeness Score: -1.30

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