6-((4-Chlorobenzyl)thio)-4-((3,5-dimethoxybenzyl)thio)-1,3,5-triazin-2(1H)-one

ID: ALA4569140

PubChem CID: 155550686

Max Phase: Preclinical

Molecular Formula: C19H18ClN3O3S2

Molecular Weight: 435.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(CSc2nc(SCc3ccc(Cl)cc3)[nH]c(=O)n2)cc(OC)c1

Standard InChI:  InChI=1S/C19H18ClN3O3S2/c1-25-15-7-13(8-16(9-15)26-2)11-28-19-22-17(24)21-18(23-19)27-10-12-3-5-14(20)6-4-12/h3-9H,10-11H2,1-2H3,(H,21,22,23,24)

Standard InChI Key:  FOPCQRCWGAFRMG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   30.9734  -12.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9723  -12.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6803  -13.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3900  -12.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3872  -12.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6785  -11.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0933  -11.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0902  -10.8896    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.7964  -10.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5008  -10.8871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2049  -10.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2060   -9.6618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4969   -9.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7867   -9.6631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9126  -10.8879    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.9126  -11.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4966   -8.4365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6203  -12.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6181  -12.9317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3250  -13.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0337  -12.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0311  -12.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3236  -11.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7373  -11.6991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3246  -14.1574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6167  -14.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4465  -12.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2643  -13.3492    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
  9 14  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 11 15  1  0
 15 16  1  0
 13 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 22 24  1  0
 20 25  1  0
 25 26  1  0
 24 27  1  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4569140

   ---

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: 435.96

Molecular Weight (Monoisotopic): 435.0478

AlogP: 4.42

#Rotatable Bonds: 8

Polar Surface Area: 77.10

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.53

CX Basic pKa: ┄

CX LogP: 5.10

CX LogD: 4.20

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: -1.28

References

1. Bergant K, Janežič M, Valjavec K, Sosič I, Pajk S, Štampar M, Žegura B, Gobec S, Filipič M, Perdih A..  (2019)  Structure-guided optimization of 4,6-substituted-1,3,5-triazin-2(1H)-ones as catalytic inhibitors of human DNA topoisomerase IIα.,  175  [PMID:31096154] [10.1016/j.ejmech.2019.04.055]

Source

Source(1):

• Scientific Literature