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

ID: ALA1269987

PubChem CID: 52948308

Max Phase: Preclinical

Molecular Formula: C20H20N4O

Molecular Weight: 332.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(-n2nc(-c3ccccc3)c(C=O)c2/N=C/N(C)C)c1

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

Standard InChI Key:  YDKHCGRLHYOPRK-KGENOOAVSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.6980   -5.1653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5239   -5.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6863   -4.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9812   -3.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3624   -4.4233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9783   -3.0384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2647   -2.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2621   -1.7940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6512   -4.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6525   -3.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9427   -2.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2244   -3.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2246   -4.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9391   -4.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9491   -5.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5440   -6.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9682   -7.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7944   -7.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1968   -6.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7720   -5.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485   -1.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4459   -3.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1161   -4.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9747   -1.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5109   -4.4223    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
 13 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1269987

   N'-[4-formyl-2-(3-methylphenyl)-5-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: 6.65

CX LogP: 4.01

CX LogD: 3.94

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.40

Np Likeness Score: -1.19

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