N-{4-[7-dimethylaminomethyl-2-(4-fluorophenyl)imidazo[1,2-a]pyridin-3-yl]pyrimidin-2-yl}propionamide

ID: ALA249936

PubChem CID: 44444862

Max Phase: Preclinical

Molecular Formula: C23H23FN6O

Molecular Weight: 418.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)Nc1nccc(-c2c(-c3ccc(F)cc3)nc3cc(CN(C)C)ccn23)n1

Standard InChI:  InChI=1S/C23H23FN6O/c1-4-20(31)28-23-25-11-9-18(26-23)22-21(16-5-7-17(24)8-6-16)27-19-13-15(14-29(2)3)10-12-30(19)22/h5-13H,4,14H2,1-3H3,(H,25,26,28,31)

Standard InChI Key:  BZKGYZNAUCGBDF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   -5.2598  -22.5916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2609  -23.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5461  -23.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8297  -23.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8325  -22.5880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5479  -22.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1145  -23.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0310  -24.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2238  -24.8185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3655  -23.4913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8151  -24.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0109  -23.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7561  -23.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3115  -22.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1136  -22.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6398  -25.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4249  -24.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0381  -25.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8674  -26.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0781  -26.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4683  -26.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4802  -26.8526    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0507  -22.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6036  -23.5901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103  -23.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498  -24.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5504  -21.3539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2661  -20.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2685  -20.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9793  -21.3581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5553  -19.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  2  0
 15 10  1  0
  7  8  2  0
  3  4  2  0
 16 17  2  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
  9 11  2  0
 19 20  1  0
 10  7  1  0
 20 21  2  0
 21 16  1  0
  8 16  1  0
  4  5  1  0
 19 22  1  0
  2  3  1  0
 13 23  1  0
 10 11  1  0
 23 24  1  0
  5  6  2  0
 24 25  1  0
 11 12  1  0
 24 26  1  0
  6  1  1  0
  6 27  1  0
 12 13  2  0
 27 28  1  0
  1  2  2  0
 28 29  1  0
 13 14  1  0
 28 30  2  0
  4  7  1  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA249936

   N-{4-[7-dimethylaminomethyl-2-(4-fluorophenyl)imidazo[1,2-a]pyridin-3-yl]pyrimidin-2-yl}propionamide

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: 418.48

Molecular Weight (Monoisotopic): 418.1917

AlogP: 4.01

#Rotatable Bonds: 6

Polar Surface Area: 75.42

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.99

CX Basic pKa: 8.41

CX LogP: 3.52

CX LogD: 2.47

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: -1.86

References

1. Scribner A, Dennis R, Hong J, Lee S, McIntyre D, Perrey D, Feng D, Fisher M, Wyvratt M, Leavitt P, Liberator P, Gurnett A, Brown C, Mathew J, Thompson D, Schmatz D, Biftu T..  (2007)  Synthesis and biological activity of imidazopyridine anticoccidial agents: part I.,  42  (11): [PMID:17433505] [10.1016/j.ejmech.2007.02.006]

Source

Source(1):

• Scientific Literature