4-(4-(1H-imidazol-1-yl)phenyl)-6-(3-methoxyphenyl)-pyrimidin-2-amine

ID: ALA2296866

PubChem CID: 76320425

Max Phase: Preclinical

Molecular Formula: C20H17N5O

Molecular Weight: 343.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(-c2cc(-c3ccc(-n4ccnc4)cc3)nc(N)n2)c1

Standard InChI:  InChI=1S/C20H17N5O/c1-26-17-4-2-3-15(11-17)19-12-18(23-20(21)24-19)14-5-7-16(8-6-14)25-10-9-22-13-25/h2-13H,1H3,(H2,21,23,24)

Standard InChI Key:  JXSKGHZELRNZQD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   33.3218   -2.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3207   -3.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0287   -3.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7384   -3.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7356   -2.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0269   -2.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6180   -2.1091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5324   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7330   -1.1267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3246   -1.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8716   -2.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4467   -3.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4432   -4.5658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1507   -4.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8587   -4.5634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8548   -3.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1467   -3.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1516   -5.7904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5555   -3.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2656   -3.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9708   -3.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9670   -2.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2523   -2.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5501   -2.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6803   -3.7322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6841   -4.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  1  7  1  0
  4 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 14 18  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 16 19  1  0
 21 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2296866

   4-(4-Imidazol-1-ylphenyl)-6-(3-methoxyphenyl)pyrimidin-2-amine

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: 343.39

Molecular Weight (Monoisotopic): 343.1433

AlogP: 3.59

#Rotatable Bonds: 4

Polar Surface Area: 78.85

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.06

CX LogP: 3.57

CX LogD: 3.56

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: -1.47

References

1. Bukhari MH, Ahmad M, Hussain T, Umar S, Ahmad N.  (2013)  Synthesis and biological studies of a novel series of 4-(4-(1H-imidazol-1-yl)phenyl)-6-arylpyrimidin-2-amines,  22  (11): [10.1007/s00044-013-0523-6]

Source

Source(1):

• Scientific Literature