4-[7-tert-Butylaminomethyl)-2-(4-fluorophenyl)imidazo-[1,2-a]pyridin-3-yl]pyrimidin-2-ylamine

ID: ALA522900

PubChem CID: 24887879

Max Phase: Preclinical

Molecular Formula: C22H23FN6

Molecular Weight: 390.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)NCc1ccn2c(-c3ccnc(N)n3)c(-c3ccc(F)cc3)nc2c1

Standard InChI:  InChI=1S/C22H23FN6/c1-22(2,3)26-13-14-9-11-29-18(12-14)28-19(15-4-6-16(23)7-5-15)20(29)17-8-10-25-21(24)27-17/h4-12,26H,13H2,1-3H3,(H2,24,25,27)

Standard InChI Key:  FZGBXZFHFFMTQC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    3.5777    1.6084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5766    0.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914    0.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0078    0.7815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0050    1.6120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2896    2.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7230    0.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8065   -0.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6137   -0.6185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1095   -0.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3823   -0.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6814   -0.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7065   -1.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4384   -2.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1363   -1.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0057   -2.1853    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2871    2.8461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4720    0.7087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0256    0.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8287    0.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0846    1.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5310    1.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7215    1.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8916    1.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4437    0.6112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2506    0.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0458    1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4452   -0.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0568    1.5847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 25 26  1  0
  6  1  1  0
 26 27  1  0
 12 13  2  0
 26 28  1  0
  1  2  2  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA522900

   4-[7-tert-Butylaminomethyl)-2-(4-fluorophenyl)imidazo-[1,2-a]pyridin-3-yl]pyrimidin-2-ylamine

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: 390.47

Molecular Weight (Monoisotopic): 390.1968

AlogP: 4.07

#Rotatable Bonds: 4

Polar Surface Area: 81.13

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.48

CX LogP: 3.43

CX LogD: 1.37

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.55

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