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

ID: ALA1270490

PubChem CID: 52945790

Max Phase: Preclinical

Molecular Formula: C22H22N4O

Molecular Weight: 358.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=Cc1c(-c2ccccc2)nn(-c2ccccc2)c1/N=C/N1CCCCC1

Standard InChI:  InChI=1S/C22H22N4O/c27-16-20-21(18-10-4-1-5-11-18)24-26(19-12-6-2-7-13-19)22(20)23-17-25-14-8-3-9-15-25/h1-2,4-7,10-13,16-17H,3,8-9,14-15H2/b23-17+

Standard InChI Key:  JAUMHQQIXMURTF-HAVVHWLPSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    3.9945   -5.5407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8187   -5.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9808   -4.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2771   -4.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6596   -4.8004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2741   -3.4183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5622   -3.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5596   -2.1765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9499   -4.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9512   -3.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -3.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5261   -3.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263   -4.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2392   -4.7996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2431   -6.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7388   -4.3154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4075   -4.8004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8379   -6.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616   -7.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0880   -7.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4889   -6.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0630   -6.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2784   -1.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2777   -0.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5622   -0.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8455   -0.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8445   -1.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  5  9  1  0
  4  5  1  0
  9 10  2  0
  5  1  1  0
  3 16  1  0
 10 11  1  0
 16 17  2  0
  1  2  2  0
 15 18  2  0
 11 12  2  0
 18 19  1  0
  4  6  1  0
 19 20  2  0
 12 13  1  0
 20 21  1  0
 13 14  2  0
 21 22  2  0
 22 15  1  0
  8 23  1  0
 14  9  1  0
  6  7  2  0
  2 15  1  0
  2  3  1  0
  7  8  1  0
  8 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1270490

   1,3-diphenyl-5-[(E)-piperidin-1-ylmethylideneamino]pyrazole-4-carbaldehyde

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: 358.45

Molecular Weight (Monoisotopic): 358.1794

AlogP: 4.50

#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: 6.83

CX LogP: 4.35

CX LogD: 4.25

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.38

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