N-[4-(4-methylsulfonylphenoxy)benzyl]-4-chloro-3-ethyl-1-methylpyrazole-5-carboxamide

ID: ALA2289586

PubChem CID: 15008460

Max Phase: Preclinical

Molecular Formula: C21H22ClN3O4S

Molecular Weight: 447.94

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H22ClN3O4S/c1-4-18-19(22)20(25(2)24-18)21(26)23-13-14-5-7-15(8-6-14)29-16-9-11-17(12-10-16)30(3,27)28/h5-12H,4,13H2,1-3H3,(H,23,26)

Standard InChI Key:  OWFACZOZBHIADU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   30.7520  -13.6157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3475  -14.3256    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.1645  -14.3209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2473  -13.9629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8835  -14.4730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5653  -14.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3505  -13.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5359  -13.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8447  -15.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0876  -12.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2717  -12.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8617  -12.6013    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.2782  -14.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2892  -15.2421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9804  -14.0069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6935  -14.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3957  -13.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1049  -14.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8066  -13.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7961  -13.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0780  -12.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3792  -13.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4977  -12.7355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2114  -13.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2189  -13.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9317  -14.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6343  -13.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6196  -13.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9063  -12.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3615  -15.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  4  2  0
  5  9  1  0
  8 10  1  0
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  7 12  1  0
  6 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27  2  1  0
  2 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289586

   4-chloro-5-ethyl-2-methyl-N-[[4-(4-methylsulfonylphenoxy)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: 447.94

Molecular Weight (Monoisotopic): 447.1020

AlogP: 3.76

#Rotatable Bonds: 7

Polar Surface Area: 90.29

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.15

CX Basic pKa: 1.32

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.60

Np Likeness Score: -1.45

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