N-(4-Methyl-3-(4-(pyridin-4-yl)-1H-imidazol-2-ylamino)phenyl)benzamide

ID: ALA461926

PubChem CID: 24970383

Max Phase: Preclinical

Molecular Formula: C22H19N5O

Molecular Weight: 369.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2ccccc2)cc1Nc1nc(-c2ccncc2)c[nH]1

Standard InChI:  InChI=1S/C22H19N5O/c1-15-7-8-18(25-21(28)17-5-3-2-4-6-17)13-19(15)26-22-24-14-20(27-22)16-9-11-23-12-10-16/h2-14H,1H3,(H,25,28)(H2,24,26,27)

Standard InChI Key:  PKLGMAIBQNEJHW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.9194   -4.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9182   -4.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6331   -5.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3495   -4.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3466   -4.0672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6313   -3.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2048   -3.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0646   -5.3091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7784   -4.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4936   -5.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7771   -4.0704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2034   -5.3101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2028   -6.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5322   -6.6182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7866   -7.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6116   -7.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8670   -6.6193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3044   -8.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4830   -7.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0023   -8.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3326   -9.4049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1576   -9.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6392   -8.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4902   -6.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2045   -6.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9193   -6.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9153   -5.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2005   -4.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  7  1  0
  3  4  2  0
  4  8  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
  8  9  1  0
 18 19  2  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
 20 21  2  0
  2  3  1  0
 21 22  1  0
  9 11  2  0
 22 23  2  0
 23 18  1  0
 15 18  1  0
  5  6  2  0
 10 24  2  0
  2 12  1  0
 24 25  1  0
  6  1  1  0
 25 26  2  0
 12 13  1  0
 26 27  1  0
 13 14  2  0
 27 28  2  0
 28 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA461926

   N-[4-methyl-3-[(5-pyridin-4-yl-1H-imidazol-2-yl)amino]phenyl]benzamide

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: 369.43

Molecular Weight (Monoisotopic): 369.1590

AlogP: 4.78

#Rotatable Bonds: 5

Polar Surface Area: 82.70

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.39

CX Basic pKa: 7.58

CX LogP: 4.40

CX LogD: 4.02

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: -1.51

References

1. Mahboobi S, Sellmer A, Eswayah A, Elz S, Uecker A, Böhmer FD..  (2008)  Inhibition of PDGFR tyrosine kinase activity by a series of novel N-(3-(4-(pyridin-3-yl)-1H-imidazol-2-ylamino)phenyl)amides: a SAR study on the bioisosterism of pyrimidine and imidazole.,  43  (7): [PMID:17983688] [10.1016/j.ejmech.2007.09.021]

Source

Source(1):

• Scientific Literature