4-(Benzylthio)-6-(butylthio)-1,3,5-triazin-2(1H)-one

ID: ALA1836513

PubChem CID: 54769411

Max Phase: Preclinical

Molecular Formula: C14H17N3OS2

Molecular Weight: 307.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCSc1nc(SCc2ccccc2)nc(=O)[nH]1

Standard InChI:  InChI=1S/C14H17N3OS2/c1-2-3-9-19-13-15-12(18)16-14(17-13)20-10-11-7-5-4-6-8-11/h4-8H,2-3,9-10H2,1H3,(H,15,16,17,18)

Standard InChI Key:  IMALCLCDDAKRLE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -3.1264  -18.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8410  -17.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5554  -18.0003    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5552  -18.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2711  -19.2368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2713  -20.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5561  -20.4742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8394  -20.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8428  -19.2342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9858  -20.4734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1234  -20.4669    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1203  -21.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4043  -21.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4038  -22.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6887  -22.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9748  -22.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9805  -21.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6963  -21.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4121  -17.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6975  -17.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6 10  2  0
  2  3  1  0
  8 11  1  0
  5  6  1  0
 11 12  1  0
  1  2  1  0
 12 13  1  0
  6  7  1  0
 13 14  2  0
  3  4  1  0
 14 15  1  0
  7  8  2  0
 15 16  2  0
 16 17  1  0
  8  9  1  0
 17 18  2  0
 18 13  1  0
  9  4  2  0
  1 19  1  0
  4  5  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1836513

   4-benzylsulfanyl-6-butylsulfanyl-1H-1,3,5-triazin-2-one

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: 307.44

Molecular Weight (Monoisotopic): 307.0813

AlogP: 3.35

#Rotatable Bonds: 7

Polar Surface Area: 58.64

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.39

CX Basic pKa: ┄

CX LogP: 4.41

CX LogD: 3.50

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.63

Np Likeness Score: -1.54

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