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

ID: ALA1270204

PubChem CID: 12678782

Max Phase: Preclinical

Molecular Formula: C20H20N4O2

Molecular Weight: 348.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2nc(-c3ccccc3)c(C=O)c2/N=C/N(C)C)cc1

Standard InChI:  InChI=1S/C20H20N4O2/c1-23(2)14-21-20-18(13-25)19(15-7-5-4-6-8-15)22-24(20)16-9-11-17(26-3)12-10-16/h4-14H,1-3H3/b21-14+

Standard InChI Key:  XRVSVIDKIJKKGT-KGENOOAVSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    4.5971   -5.2975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4229   -5.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5853   -4.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8803   -3.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2617   -4.5556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8774   -3.1710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1640   -2.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1614   -1.9268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5506   -4.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5519   -3.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8422   -2.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1240   -3.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242   -4.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386   -4.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8481   -5.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4430   -6.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8672   -7.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6931   -7.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0955   -6.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6708   -5.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -1.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3448   -4.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0148   -4.5556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8738   -1.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4109   -2.9057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4116   -2.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 12 25  1  0
 11 12  2  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1270204

   N'-[4-formyl-2-(4-methoxyphenyl)-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: 348.41

Molecular Weight (Monoisotopic): 348.1586

AlogP: 3.58

#Rotatable Bonds: 6

Polar Surface Area: 59.72

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.52

CX LogP: 3.34

CX LogD: 3.29

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.39

Np Likeness Score: -0.89

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