3-(3-(4-chlorobenzylthio)-5-hydroxy-1,2,4-triazin-6-yl)propanoic acid

ID: ALA3622455

PubChem CID: 135634779

Max Phase: Preclinical

Molecular Formula: C13H12ClN3O3S

Molecular Weight: 325.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCc1nnc(SCc2ccc(Cl)cc2)nc1O

Standard InChI:  InChI=1S/C13H12ClN3O3S/c14-9-3-1-8(2-4-9)7-21-13-15-12(20)10(16-17-13)5-6-11(18)19/h1-4H,5-7H2,(H,18,19)(H,15,17,20)

Standard InChI Key:  AFRPHMCLZBWKMP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  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 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
   -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 C   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 S   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
   -3.8934   -5.2570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1924   -6.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4914   -5.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4915   -3.7571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1925   -3.0071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7927   -6.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0914   -5.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3927   -6.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3948   -7.2004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4311   -5.3990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1923   -7.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.3500    0.0000 Cl  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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 11 20  1  0
  2 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3622455

   ---

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: 325.78

Molecular Weight (Monoisotopic): 325.0288

AlogP: 2.54

#Rotatable Bonds: 6

Polar Surface Area: 96.20

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.97

CX Basic pKa: 0.90

CX LogP: 2.85

CX LogD: -0.63

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -1.54

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