3-(2-aminopyrimidin-4-yl)-2-(4-fluorophenyl)imidazo[1,2-a]-pyridin-7-yl]dimethylamine

ID: ALA523929

PubChem CID: 24886903

Max Phase: Preclinical

Molecular Formula: C19H17FN6

Molecular Weight: 348.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccn2c(-c3ccnc(N)n3)c(-c3ccc(F)cc3)nc2c1

Standard InChI:  InChI=1S/C19H17FN6/c1-25(2)14-8-10-26-16(11-14)24-17(12-3-5-13(20)6-4-12)18(26)15-7-9-22-19(21)23-15/h3-11H,1-2H3,(H2,21,22,23)

Standard InChI Key:  QSFQHICXNKKAFC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   -3.9139   -6.5958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9151   -7.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2003   -7.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4838   -7.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4867   -6.5922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2021   -6.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7687   -7.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6852   -8.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8780   -8.8227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3822   -9.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1094   -8.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8103   -9.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7852   -9.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0533  -10.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3554   -9.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4860  -10.3894    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2045   -5.3580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0196   -7.4954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4661   -8.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3370   -7.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5929   -7.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0394   -6.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7701   -6.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3999   -6.9800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -7.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6547   -6.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0
 12 13  2  0
  1  2  2  0
 13 14  1  0
  4  7  1  0
 14 15  2  0
 15 10  1  0
  8 10  1  0
  7  8  2  0
 13 16  1  0
  3  4  2  0
  6 17  1  0
 18 19  1  0
  8  9  1  0
  9 19  2  0
 18  7  1  0
  4  5  1  0
  2  3  1  0
 18 23  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 10 11  2  0
 21 24  1  0
  5  6  2  0
 24 25  1  0
 11 12  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA523929

   3-(2-aminopyrimidin-4-yl)-2-(4-fluorophenyl)-N,N-dimethylimidazo[1,2-a]pyridin-7-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: 348.39

Molecular Weight (Monoisotopic): 348.1499

AlogP: 3.25

#Rotatable Bonds: 3

Polar Surface Area: 72.34

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.44

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.62

Np Likeness Score: -1.34

References

1. Scribner A, Dennis R, Lee S, Ouvry G, Perrey D, Fisher M, Wyvratt M, Leavitt P, Liberator P, Gurnett A, Brown C, Mathew J, Thompson D, Schmatz D, Biftu T..  (2008)  Synthesis and biological activity of imidazopyridine anticoccidial agents: Part II.,  43  (6): [PMID:17981367] [10.1016/j.ejmech.2007.09.013]

Source

Source(1):

• Scientific Literature