2-(4,6-dimethoxy-1,3,5-triazin-2-ylthio)benzoic acid

ID: ALA1836520

PubChem CID: 56683793

Max Phase: Preclinical

Molecular Formula: C12H11N3O4S

Molecular Weight: 293.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1nc(OC)nc(Sc2ccccc2C(=O)O)n1

Standard InChI:  InChI=1S/C12H11N3O4S/c1-18-10-13-11(19-2)15-12(14-10)20-8-6-4-3-5-7(8)9(16)17/h3-6H,1-2H3,(H,16,17)

Standard InChI Key:  KZECJZWSORBJKZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -4.1223    3.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8364    2.9233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8362    2.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5518    1.6874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5520    0.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8372    0.4506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1207    0.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1241    1.6900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2695    0.4514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4051    0.4579    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4020   -0.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9882    0.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1169   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142   -1.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3980   -2.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830   -1.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6893   -0.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9782   -0.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2610   -0.7587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9841    0.4730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7 10  1  0
  2  3  1  0
 10 11  1  0
  5  6  1  0
  9 12  1  0
  1  2  1  0
 11 13  2  0
  6  7  2  0
 13 14  1  0
  3  4  1  0
 14 15  2  0
  7  8  1  0
 15 16  1  0
  8  3  2  0
 16 17  2  0
 17 11  1  0
  5  9  1  0
  4  5  2  0
 18 19  1  0
 18 20  2  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1836520

   2-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)sulfanyl]benzoic 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: 293.30

Molecular Weight (Monoisotopic): 293.0470

AlogP: 1.74

#Rotatable Bonds: 5

Polar Surface Area: 94.43

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.20

CX Basic pKa: ┄

CX LogP: 3.42

CX LogD: -0.02

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.89

Np Likeness Score: -0.91

References

1. Sosič I, Mirković B, Turk S, Štefaneb B, Kos J, Gobec S..  (2011)  Discovery and kinetic evaluation of 6-substituted 4-benzylthio-1,3,5-triazin-2(1H)-ones as inhibitors of cathepsin B.,  46  (9): [PMID:21849222] [10.1016/j.ejmech.2011.08.005]

2. Pogorelčnik B, Janežič M, Sosič I, Gobec S, Solmajer T, Perdih A..  (2015)  4,6-Substituted-1,3,5-triazin-2(1H)-ones as monocyclic catalytic inhibitors of human DNA topoisomerase IIα targeting the ATP binding site.,  23  (15): [PMID:26183545] [10.1016/j.bmc.2015.06.049]

Source

Source(1):

• Scientific Literature