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

ID: ALA2289597

PubChem CID: 15008437

Max Phase: Preclinical

Molecular Formula: C22H24ClN3O2

Molecular Weight: 397.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(Oc2ccc(CNC(=O)c3c(Cl)c(CC)nn3C)cc2)cc1

Standard InChI:  InChI=1S/C22H24ClN3O2/c1-4-15-6-10-17(11-7-15)28-18-12-8-16(9-13-18)14-24-22(27)21-20(23)19(5-2)25-26(21)3/h6-13H,4-5,14H2,1-3H3,(H,24,27)

Standard InChI Key:  ZJBGNQFYDYGUAJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   20.5003   -2.3736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1365   -2.8838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8183   -2.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6035   -1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7889   -1.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0976   -3.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3405   -0.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5247   -0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1147   -1.0120    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.5312   -2.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5421   -3.6528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2334   -2.4177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9465   -2.8168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6487   -2.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3578   -2.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0595   -2.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0491   -1.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3310   -1.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6322   -1.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7507   -1.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4643   -1.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4718   -2.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1846   -2.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8872   -2.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8725   -1.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1592   -1.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6014   -2.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6145   -3.5552    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA2289597

   4-chloro-5-ethyl-N-[[4-(4-ethylphenoxy)phenyl]methyl]-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: 397.91

Molecular Weight (Monoisotopic): 397.1557

AlogP: 4.92

#Rotatable Bonds: 7

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: 13.15

CX Basic pKa: 1.32

CX LogP: 5.01

CX LogD: 5.01

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.62

Np Likeness Score: -1.21

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