3-(3-(thiophen-2-yl)-1H-1,2,4-triazol-5-ylcarbamoyl)pyrazine-2-carboxylic acid

ID: ALA3622452

PubChem CID: 60181534

Max Phase: Preclinical

Molecular Formula: C12H8N6O3S

Molecular Weight: 316.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1nccnc1C(=O)Nc1nc(-c2cccs2)n[nH]1

Standard InChI:  InChI=1S/C12H8N6O3S/c19-10(7-8(11(20)21)14-4-3-13-7)16-12-15-9(17-18-12)6-2-1-5-22-6/h1-5H,(H,20,21)(H2,15,16,17,18,19)

Standard InChI Key:  VLRZGKNYNSOXPM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5973    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375    0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5956    2.7031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375   -0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0312   -5.2379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4984   -5.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2484   -4.2507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2447   -3.1360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1088   -6.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4537   -8.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5416   -9.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8600   -8.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5870   -7.0931    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  7  9  2  0
  4  7  1  0
  5 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  1  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3622452

   3-((3-(thiophen-2-yl)-1H-1,2,4-triazol-5-yl)carbamoyl)pyrazine-2-carboxylic acid

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: 316.30

Molecular Weight (Monoisotopic): 316.0379

AlogP: 1.27

#Rotatable Bonds: 4

Polar Surface Area: 133.75

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -0.21

CX Basic pKa: 2.40

CX LogP: 1.26

CX LogD: -2.37

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.66

Np Likeness Score: -2.13

References

1. Pala N, Stevaert A, Dallocchio R, Dessì A, Rogolino D, Carcelli M, Sanna V, Sechi M, Naesens L..  (2015)  Virtual Screening and Biological Validation of Novel Influenza Virus PA Endonuclease Inhibitors.,  6  (8): [PMID:26288686] [10.1021/acsmedchemlett.5b00109]

Source

Source(1):

• Scientific Literature