N'-(4-formyl-1,3-diphenyl-1H-pyrazol-5-yl)-N,N-diethyl-methanimidamide

ID: ALA1270397

PubChem CID: 52945832

Max Phase: Preclinical

Molecular Formula: C21H22N4O

Molecular Weight: 346.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(/C=N/c1c(C=O)c(-c2ccccc2)nn1-c1ccccc1)CC

Standard InChI:  InChI=1S/C21H22N4O/c1-3-24(4-2)16-22-21-19(15-26)20(17-11-7-5-8-12-17)23-25(21)18-13-9-6-10-14-18/h5-16H,3-4H2,1-2H3/b22-16+

Standard InChI Key:  JXYULSUSJGKIJV-CJLVFECKSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    4.5344   -5.2679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3601   -5.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5225   -4.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8175   -3.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1989   -4.5262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8146   -3.1416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1013   -2.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0987   -1.8975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4879   -4.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4892   -3.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0615   -3.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0617   -4.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7760   -4.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7852   -5.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3852   -1.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2819   -4.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9519   -4.5262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8110   -1.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3795   -6.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8038   -7.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6318   -7.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0334   -6.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6066   -5.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3857   -0.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8107   -0.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 15  1  0
  2  3  1  0
  7  8  1  0
  3  4  2  0
  5  9  1  0
  4  5  1  0
  9 10  2  0
  8 16  1  0
  5  1  1  0
  3 17  1  0
 10 11  1  0
 17 18  2  0
  1  2  2  0
  8 19  1  0
 15 20  2  0
 11 12  2  0
 20 21  1  0
  4  6  1  0
 21 22  2  0
 12 13  1  0
 22 23  1  0
 13 14  2  0
 23 24  2  0
 24 15  1  0
 14  9  1  0
 16 25  1  0
  6  7  2  0
 19 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1270397

   N,N-diethyl-N'-(4-formyl-2,5-diphenylpyrazol-3-yl)methanimidamide

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: 346.43

Molecular Weight (Monoisotopic): 346.1794

AlogP: 4.35

#Rotatable Bonds: 7

Polar Surface Area: 50.49

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.85

CX LogP: 4.21

CX LogD: 4.11

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.36

Np Likeness Score: -0.79

References

1. Cheng KM, Huang YY, Huang JJ, Kaneko K, Kimura M, Takayama H, Juang SH, Wong FF..  (2010)  Synthesis and antiproliferative evaluation of N,N-disubstituted-N'-[1-aryl-1H-pyrazol-5-yl]-methnimidamides.,  20  (22): [PMID:20855206] [10.1016/j.bmcl.2010.08.133]

Source

Source(1):

• Scientific Literature