8-Benzoylamino-2-(4-methoxy)phenyl-6-phenylimidazo[1,2-a]pyrazine

ID: ALA4099880

PubChem CID: 137659308

Max Phase: Preclinical

Molecular Formula: C26H20N4O2

Molecular Weight: 420.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cn3cc(-c4ccccc4)nc(NC(=O)c4ccccc4)c3n2)cc1

Standard InChI:  InChI=1S/C26H20N4O2/c1-32-21-14-12-19(13-15-21)23-17-30-16-22(18-8-4-2-5-9-18)27-24(25(30)28-23)29-26(31)20-10-6-3-7-11-20/h2-17H,1H3,(H,27,29,31)

Standard InChI Key:  HCXWEYBARNXDBL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   25.4471   -5.0971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4459   -5.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1540   -6.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1522   -4.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8608   -5.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8611   -5.9167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6440   -6.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1277   -5.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6436   -4.8389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1497   -3.8710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9417   -5.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3499   -6.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1664   -6.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5755   -5.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1623   -4.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3472   -4.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7398   -6.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.3235   -7.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0358   -7.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7405   -7.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8562   -3.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8538   -2.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5652   -3.8668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5657   -2.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5636   -1.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8541   -1.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1453   -1.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1509   -2.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3927   -5.5025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8025   -6.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  4  1  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  2  0
  4 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  8 11  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  2 17  1  0
 10 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 24  1  0
 14 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4099880

   ---

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: 420.47

Molecular Weight (Monoisotopic): 420.1586

AlogP: 5.32

#Rotatable Bonds: 5

Polar Surface Area: 68.52

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.98

CX LogP: 5.14

CX LogD: 5.14

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.42

Np Likeness Score: -1.06

References

1. Poli D, Falsini M, Varano F, Betti M, Varani K, Vincenzi F, Pugliese AM, Pedata F, Dal Ben D, Thomas A, Palchetti I, Bettazzi F, Catarzi D, Colotta V..  (2017)  Imidazo[1,2-a]pyrazin-8-amine core for the design of new adenosine receptor antagonists: Structural exploration to target the A3 and A2A subtypes.,  125  [PMID:27721147] [10.1016/j.ejmech.2016.09.076]

Source

Source(1):

• Scientific Literature