8-Benzoylamino-2,6-diphenylimidazo[1,2-a]pyrazine

ID: ALA4075640

PubChem CID: 137649949

Max Phase: Preclinical

Molecular Formula: C25H18N4O

Molecular Weight: 390.45

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc(-c2ccccc2)cn2cc(-c3ccccc3)nc12)c1ccccc1

Standard InChI:  InChI=1S/C25H18N4O/c30-25(20-14-8-3-9-15-20)28-23-24-27-22(19-12-6-2-7-13-19)17-29(24)16-21(26-23)18-10-4-1-5-11-18/h1-17H,(H,26,28,30)

Standard InChI Key:  CEDLTEINBRKAJS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   35.7074   -5.2704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7062   -6.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4143   -6.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4125   -4.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1211   -5.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1214   -6.0900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9043   -6.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3880   -5.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9039   -5.0123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4100   -4.0444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2020   -5.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6102   -6.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4267   -6.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8358   -5.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4226   -4.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6075   -4.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0001   -6.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2924   -6.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5849   -6.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5838   -7.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2961   -7.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0008   -7.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1165   -3.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1141   -2.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8254   -4.0402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8260   -2.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8239   -1.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1144   -1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4056   -1.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4112   -2.4146    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
M  END

Alternative Forms

  1. Parent:

    ALA4075640

    ---

Associated Targets(Human)

TMIGD3 Tchem Transmembrane domain-containing protein TMIGD3 (200 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADORA1 Tclin Adenosine A1 receptor (17603 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADORA2A Tclin Adenosine A2a receptor (16305 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADORA2B Tclin Adenosine A2b receptor (7672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADORA3 Tchem Adenosine A3 receptor (15931 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Adora3 Adenosine A3 receptor (846 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 390.45Molecular Weight (Monoisotopic): 390.1481AlogP: 5.32#Rotatable Bonds: 4
Polar Surface Area: 59.29Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: 1HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: 1.97CX LogP: 5.29CX LogD: 5.29
Aromatic Rings: 5Heavy Atoms: 30QED Weighted: 0.45Np Likeness Score: -1.08

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]
2. Saini A, Patel R, Gaba S, Singh G, Gupta GD, Monga V..  (2022)  Adenosine receptor antagonists: Recent advances and therapeutic perspective.,  227  [PMID:34695776] [10.1016/j.ejmech.2021.113907]

Source