N5,1-bis(4-aminophenyl)-N3-(2,3-dimethylphenyl)-1H-pyrazole-3,5-dicarboxamide

ID: ALA1940184

PubChem CID: 57327719

Max Phase: Preclinical

Molecular Formula: C25H24N6O2

Molecular Weight: 440.51

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H24N6O2/c1-15-4-3-5-21(16(15)2)29-24(32)22-14-23(25(33)28-19-10-6-17(26)7-11-19)31(30-22)20-12-8-18(27)9-13-20/h3-14H,26-27H2,1-2H3,(H,28,33)(H,29,32)

Standard InChI Key:  LYUNGAJJRPYZOS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.4592   -9.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2747  -10.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8803  -10.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6705  -10.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8518   -9.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2448   -9.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6390   -9.3255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2464   -9.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0335   -9.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0665  -10.6889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864  -10.3094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6956  -10.1273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3679   -9.6493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1211   -8.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2961   -8.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6872  -10.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9671  -11.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6696  -12.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3905  -12.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3954  -11.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6627  -13.4240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7099   -8.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5045   -8.5067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5048   -7.4857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0940   -7.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8882   -8.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4774   -7.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2724   -6.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4730   -6.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8873   -7.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0918   -8.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2719   -7.8002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 12 16  1  0
  2  3  1  0
 19 22  1  0
  2 11  1  0
 14 23  1  0
  9 12  1  0
 23 24  1  0
  5  6  2  0
 23 25  2  0
  6  1  1  0
 24 26  1  0
  1  2  2  0
 26 27  2  0
  5  7  1  0
 27 28  1  0
 12 13  1  0
 28 29  2  0
 13 14  2  0
 29 30  1  0
 14 15  1  0
 30 31  2  0
 31 26  1  0
 15  9  2  0
 27 32  1  0
  3  4  2  0
 28 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1940184

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

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: 440.51

Molecular Weight (Monoisotopic): 440.1961

AlogP: 4.16

#Rotatable Bonds: 5

Polar Surface Area: 128.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.87

CX Basic pKa: 4.08

CX LogP: 3.92

CX LogD: 3.92

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.35

Np Likeness Score: -1.67

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