8-dibenzoylamino-2-phenylimidazo[1,2-a]pyrazine

ID: ALA4070079

PubChem CID: 129834701

Max Phase: Preclinical

Molecular Formula: C26H18N4O2

Molecular Weight: 418.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1)N(C(=O)c1ccccc1)c1nccn2cc(-c3ccccc3)nc12

Standard InChI:  InChI=1S/C26H18N4O2/c31-25(20-12-6-2-7-13-20)30(26(32)21-14-8-3-9-15-21)23-24-28-22(18-29(24)17-16-27-23)19-10-4-1-5-11-19/h1-18H

Standard InChI Key:  QXKHLCPMWPHNFR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.7816  -19.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6670  -21.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0390  -21.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3800  -22.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8 11  1  0
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 30 31  1  0
 31 32  2  0
 32 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4070079

   ---

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: 418.46

Molecular Weight (Monoisotopic): 418.1430

AlogP: 4.88

#Rotatable Bonds: 4

Polar Surface Area: 67.57

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.40

CX LogP: 4.74

CX LogD: 4.74

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -1.12

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

Source(1):

• Scientific Literature