2,6-Diphenyl-8-(2-thenoyl)aminoimidazo[1,2-a]pyrazine

ID: ALA4082842

PubChem CID: 137647217

Max Phase: Preclinical

Molecular Formula: C23H16N4OS

Molecular Weight: 396.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc(-c2ccccc2)cn2cc(-c3ccccc3)nc12)c1cccs1

Standard InChI:  InChI=1S/C23H16N4OS/c28-23(20-12-7-13-29-20)26-21-22-25-19(17-10-5-2-6-11-17)15-27(22)14-18(24-21)16-8-3-1-4-9-16/h1-15H,(H,24,26,28)

Standard InChI Key:  NGCYWJLJMSTZKR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.0866  -13.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7946  -13.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7928  -12.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5015  -12.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5017  -13.4241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2847  -13.6783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7684  -13.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2843  -12.3464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7904  -11.3785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5824  -13.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.2162  -13.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8030  -12.3014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9879  -12.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3804  -13.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6728  -13.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.6765  -15.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3811  -14.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4969  -10.9678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4944  -10.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2058  -11.3742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1538   -9.6718    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.8990   -8.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0818   -8.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8317   -9.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  6  1  0
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  4  1  2  0
  5  6  1  0
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  4 10  1  0
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  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  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4082842

   ---

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: 396.48

Molecular Weight (Monoisotopic): 396.1045

AlogP: 5.38

#Rotatable Bonds: 4

Polar Surface Area: 59.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.07

CX Basic pKa: 1.97

CX LogP: 5.21

CX LogD: 5.21

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.44

Np Likeness Score: -1.60

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