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

ID: ALA2289590

PubChem CID: 15008457

Max Phase: Preclinical

Molecular Formula: C21H22ClN3O2S

Molecular Weight: 415.95

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H22ClN3O2S/c1-4-18-19(22)20(25(2)24-18)21(26)23-13-14-5-7-15(8-6-14)27-16-9-11-17(28-3)12-10-16/h5-12H,4,13H2,1-3H3,(H,23,26)

Standard InChI Key:  ZRSRCWCQMPUBRE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   21.0203  -10.1741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6565  -10.6842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3383  -10.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1235   -9.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3089   -9.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6177  -11.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8606   -8.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0447   -8.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6347   -8.8125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.0512  -10.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0622  -11.4533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7534  -10.2181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4665  -10.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1687  -10.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8779  -10.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5796  -10.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5691   -9.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8510   -8.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1522   -9.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2707   -8.9467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9844   -9.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9919  -10.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7047  -10.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4073  -10.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3926   -9.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6793   -8.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1214  -10.5386    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.1345  -11.3556    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:

   

   ALA2289590

   4-chloro-5-ethyl-2-methyl-N-[[4-(4-methylsulfanylphenoxy)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: 415.95

Molecular Weight (Monoisotopic): 415.1121

AlogP: 5.08

#Rotatable Bonds: 7

Polar Surface Area: 56.15

Molecular Species: NEUTRAL

HBA: 5

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: 4.68

CX LogD: 4.68

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.55

Np Likeness Score: -1.43

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