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

ID: ALA2296872

PubChem CID: 76327622

Max Phase: Preclinical

Molecular Formula: C19H14IN5

Molecular Weight: 439.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(-c2ccc(I)cc2)cc(-c2ccc(-n3ccnc3)cc2)n1

Standard InChI:  InChI=1S/C19H14IN5/c20-15-5-1-13(2-6-15)17-11-18(24-19(21)23-17)14-3-7-16(8-4-14)25-10-9-22-12-25/h1-12H,(H2,21,23,24)

Standard InChI Key:  GNVXNDXHKGCINN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   13.7423  -16.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7411  -17.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4492  -17.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1588  -17.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1560  -16.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4474  -15.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0385  -15.8692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9528  -15.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1534  -14.8868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7450  -15.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2920  -16.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8672  -17.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8636  -18.3260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5711  -18.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2792  -18.3236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2752  -17.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5672  -17.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5720  -19.5506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9760  -17.0919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6860  -17.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3912  -17.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3875  -16.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6727  -15.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9705  -16.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0925  -15.8559    0.0000 I   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
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2296872

   4-(4-Imidazol-1-ylphenyl)-6-(4-iodophenyl)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: 439.26

Molecular Weight (Monoisotopic): 439.0294

AlogP: 4.18

#Rotatable Bonds: 3

Polar Surface Area: 69.62

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.06

CX LogP: 4.66

CX LogD: 4.64

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -1.66

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