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

ID: ALA1270489

PubChem CID: 52949460

Max Phase: Preclinical

Molecular Formula: C21H20N4O

Molecular Weight: 344.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=Cc1c(-c2ccccc2)nn(-c2ccccc2)c1/N=C/N1CCCC1

Standard InChI:  InChI=1S/C21H20N4O/c26-15-19-20(17-9-3-1-4-10-17)23-25(18-11-5-2-6-12-18)21(19)22-16-24-13-7-8-14-24/h1-6,9-12,15-16H,7-8,13-14H2/b22-16+

Standard InChI Key:  HDUVXZYIAATFAC-CJLVFECKSA-N

Molfile:  

     RDKit          2D

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    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
    4.2206   -1.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9625   -0.9017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1356   -0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8827   -1.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  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
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1270489

   1,3-diphenyl-5-[(E)-pyrrolidin-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: 344.42

Molecular Weight (Monoisotopic): 344.1637

AlogP: 4.11

#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: 6.73

CX LogP: 3.91

CX LogD: 3.82

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.40

Np Likeness Score: -0.80

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