N,1-bis(4-aminophenyl)-3-(2,3-dimethylphenyl)-1H-pyrazole-5-carboxamide

ID: ALA1940183

PubChem CID: 57328815

Max Phase: Preclinical

Molecular Formula: C24H23N5O

Molecular Weight: 397.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(-c2cc(C(=O)Nc3ccc(N)cc3)n(-c3ccc(N)cc3)n2)c1C

Standard InChI:  InChI=1S/C24H23N5O/c1-15-4-3-5-21(16(15)2)22-14-23(24(30)27-19-10-6-17(25)7-11-19)29(28-22)20-12-8-18(26)9-13-20/h3-14H,25-26H2,1-2H3,(H,27,30)

Standard InChI Key:  AQLRYQWBQKXTHV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -4.6848   -9.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6859  -10.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9711  -10.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2547  -10.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2575   -9.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9729   -9.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5446   -9.1728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8286   -9.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1157   -9.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8255  -10.4076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4007  -10.8309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3615   -9.4989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1883   -8.8837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269   -8.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0332   -8.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1024   -7.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9285   -7.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3464   -6.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9393   -5.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1101   -5.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3041   -6.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874  -10.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7998  -10.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6254  -11.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1610  -11.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7731  -11.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5955  -10.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3371  -12.7209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3347   -8.1452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1713   -6.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
 15  9  2  0
  3  4  2  0
  7  8  1  0
 16 17  2  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
  4  5  1  0
 19 20  1  0
  8 10  2  0
 20 21  2  0
 21 16  1  0
 14 16  1  0
  2  3  1  0
  2 11  1  0
 22 23  2  0
  9 12  1  0
 23 24  1  0
  5  6  2  0
 24 25  2  0
  6  1  1  0
 25 26  1  0
  1  2  2  0
 26 27  2  0
 27 22  1  0
 12 22  1  0
  5  7  1  0
 25 28  1  0
 12 13  1  0
 17 29  1  0
 13 14  2  0
 18 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1940183

   N,2-bis(4-aminophenyl)-5-(2,3-dimethylphenyl)pyrazole-3-carboxamide

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: 397.48

Molecular Weight (Monoisotopic): 397.1903

AlogP: 4.57

#Rotatable Bonds: 4

Polar Surface Area: 98.96

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.38

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: -1.39

References

1. Strocchi E, Fornari F, Minguzzi M, Gramantieri L, Milazzo M, Rebuttini V, Breviglieri S, Camaggi CM, Locatelli E, Bolondi L, Comes-Franchini M..  (2012)  Design, synthesis and biological evaluation of pyrazole derivatives as potential multi-kinase inhibitors in hepatocellular carcinoma.,  48  [PMID:22227043] [10.1016/j.ejmech.2011.12.031]

Source

Source(1):

• Scientific Literature