N'-[4-formyl-3-(4-methylphenyl)-1-phenyl-1H-pyrazol-5-yl]-N,N-dimethyl-methanimidamide

ID: ALA1270297

PubChem CID: 11702718

Max Phase: Preclinical

Molecular Formula: C20H20N4O

Molecular Weight: 332.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2nn(-c3ccccc3)c(/N=C/N(C)C)c2C=O)cc1

Standard InChI:  InChI=1S/C20H20N4O/c1-15-9-11-16(12-10-15)19-18(13-25)20(21-14-23(2)3)24(22-19)17-7-5-4-6-8-17/h4-14H,1-3H3/b21-14+

Standard InChI Key:  KZMJFJRCOXMZKT-KGENOOAVSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.5981   -5.2985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4240   -5.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5864   -4.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8813   -3.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2625   -4.5565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8784   -3.1717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1648   -2.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1622   -1.9272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5513   -4.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5526   -3.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8428   -2.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1245   -3.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1247   -4.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392   -4.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8492   -5.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4441   -6.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8683   -7.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6945   -7.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0969   -6.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6721   -5.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4486   -1.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3460   -4.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0162   -4.5565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8748   -1.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1165   -8.0444    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
 18 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1270297

   N'-[4-formyl-5-(4-methylphenyl)-2-phenylpyrazol-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: 332.41

Molecular Weight (Monoisotopic): 332.1637

AlogP: 3.88

#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: 6.61

CX LogP: 4.01

CX LogD: 3.95

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.40

Np Likeness Score: -1.02

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