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

ID: ALA1269985

PubChem CID: 12678774

Max Phase: Preclinical

Molecular Formula: C19H18N4O

Molecular Weight: 318.38

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H18N4O/c1-22(2)14-20-19-17(13-24)18(15-9-5-3-6-10-15)21-23(19)16-11-7-4-8-12-16/h3-14H,1-2H3/b20-14+

Standard InChI Key:  UCJFZRJBSVMBAP-XSFVSMFZSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    4.8295   -5.0970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6551   -5.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8176   -4.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1127   -3.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4940   -4.3552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1097   -2.9709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3965   -2.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3938   -1.7268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7830   -3.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7844   -3.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0748   -2.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3568   -3.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570   -3.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0712   -4.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0802   -5.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6753   -6.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993   -7.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9253   -7.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3275   -6.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9029   -5.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6804   -1.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5769   -3.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2468   -4.3552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1061   -1.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
  4  6  1  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  6  7  2  0
  2 15  1  0
  2  3  1  0
 15 16  2  0
  7  8  1  0
 16 17  1  0
  3  4  2  0
 17 18  2  0
  5  9  1  0
 18 19  1  0
  4  5  1  0
 19 20  2  0
 20 15  1  0
  9 10  2  0
  8 21  1  0
  5  1  1  0
  3 22  1  0
 10 11  1  0
 22 23  2  0
  1  2  2  0
  8 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1269985

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

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: 318.38

Molecular Weight (Monoisotopic): 318.1481

AlogP: 3.57

#Rotatable Bonds: 5

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: 6.80

CX LogP: 3.50

CX LogD: 3.41

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.41

Np Likeness Score: -0.91

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]

2. Wen K, Lin H, Huang Y, Kaneko K, Takayama H, Kimura M, Juang S, Wong FF.  (2012)  Chemoselective synthesis, antiproliferative activities, and SAR study of 1H-pyrazol-5-yl-N,N-dimethylformamidines and pyrazolyl-2-azadienes,  21  (11): [10.1007/s00044-011-9872-1]

Source

Source(1):

• Scientific Literature