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

ID: ALA2289587

PubChem CID: 15008459

Max Phase: Preclinical

Molecular Formula: C21H22ClN3O3S

Molecular Weight: 431.95

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H22ClN3O3S/c1-4-18-19(22)20(25(2)24-18)21(26)23-13-14-5-7-15(8-6-14)28-16-9-11-17(12-10-16)29(3)27/h5-12H,4,13H2,1-3H3,(H,23,26)

Standard InChI Key:  HYASBGQVMZGMJZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   14.8460  -16.3870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0683  -16.1012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0998  -15.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8969  -15.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3581  -15.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3785  -16.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1877  -15.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5752  -16.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1834  -14.2680    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.3782  -14.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6616  -15.2818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3734  -14.0324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6520  -13.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6472  -12.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9256  -12.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9204  -11.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6376  -11.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3614  -11.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3629  -12.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6340  -10.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9130   -9.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1980  -10.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4776   -9.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4734   -9.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1957   -8.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9131   -9.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7531   -8.6604    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0354   -9.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7506   -7.8302    0.0000 O   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  CHG  2  27   1  29  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2289587

   4-chloro-5-ethyl-2-methyl-N-[[4-(4-methylsulfinylphenoxy)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: 431.95

Molecular Weight (Monoisotopic): 431.1070

AlogP: 4.10

#Rotatable Bonds: 7

Polar Surface Area: 79.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.15

CX Basic pKa: 1.32

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.57

Np Likeness Score: -1.02

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