8-Amino-6-(3,5-di-tert-butyl-4-methoxyphenyl)-2-phenyl-1,2,4-triazolo[4,3-a]pyrazin-3(2H)-one

ID: ALA4560207

PubChem CID: 155558350

Max Phase: Preclinical

Molecular Formula: C26H31N5O2

Molecular Weight: 445.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(C(C)(C)C)cc(-c2cn3c(=O)n(-c4ccccc4)nc3c(N)n2)cc1C(C)(C)C

Standard InChI:  InChI=1S/C26H31N5O2/c1-25(2,3)18-13-16(14-19(21(18)33-7)26(4,5)6)20-15-30-23(22(27)28-20)29-31(24(30)32)17-11-9-8-10-12-17/h8-15H,1-7H3,(H2,27,28)

Standard InChI Key:  SAVMBELDOOXVNX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.7287  -10.1406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7276  -10.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4356  -11.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4338   -9.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1424  -10.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1427  -10.9556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9214  -11.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4024  -10.5459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9209   -9.8838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2164  -10.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6247  -11.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4411  -11.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8502  -10.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4370   -9.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6219   -9.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1741  -11.9855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4314   -8.9145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0214  -11.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3138  -10.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6062  -11.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6051  -12.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3175  -12.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0221  -12.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8976  -12.5919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1897  -12.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3197  -13.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6131  -13.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0286  -13.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3145  -14.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8990  -10.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9001  -10.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1908  -11.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1890  -10.5451    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
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  5  6  1  0
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  8 10  1  0
  7 16  2  0
  4 17  1  0
 18 19  2  0
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 22 23  2  0
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  2 18  1  0
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 24 25  1  0
 22 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 20 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560207

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 445.57

Molecular Weight (Monoisotopic): 445.2478

AlogP: 4.73

#Rotatable Bonds: 3

Polar Surface Area: 87.44

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.02

CX LogP: 5.41

CX LogD: 5.26

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.49

Np Likeness Score: -0.70

References

1. Falsini M, Catarzi D, Varano F, Ceni C, Dal Ben D, Marucci G, Buccioni M, Volpini R, Di Cesare Mannelli L, Lucarini E, Ghelardini C, Bartolucci G, Menicatti M, Colotta V..  (2019)  Antioxidant-Conjugated 1,2,4-Triazolo[4,3-a]pyrazin-3-one Derivatives: Highly Potent and Selective Human A_2A Adenosine Receptor Antagonists Possessing Protective Efficacy in Neuropathic Pain.,  62  (18): [PMID:31453698] [10.1021/acs.jmedchem.9b00778]

Source

Source(1):

• Scientific Literature