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

ID: ALA4474402

PubChem CID: 155536985

Max Phase: Preclinical

Molecular Formula: C18H13ClF3N3OS2

Molecular Weight: 443.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1nc(SCc2ccc(C(F)(F)F)cc2)nc(SCc2ccc(Cl)cc2)[nH]1

Standard InChI:  InChI=1S/C18H13ClF3N3OS2/c19-14-7-3-12(4-8-14)10-28-17-24-15(26)23-16(25-17)27-9-11-1-5-13(6-2-11)18(20,21)22/h1-8H,9-10H2,(H,23,24,25,26)

Standard InChI Key:  GZWMLZNQQXSGNL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   12.3060   -4.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3048   -5.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0129   -5.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7225   -5.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7197   -4.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0111   -4.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4259   -4.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4228   -3.4069    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.1290   -2.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8333   -3.4044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5374   -2.9967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5385   -2.1791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8295   -1.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1192   -2.1804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2451   -3.4053    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.2451   -4.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8292   -0.9538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9528   -4.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9507   -5.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6575   -5.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3662   -5.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3636   -4.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6562   -4.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5968   -5.8665    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.0745   -5.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0756   -6.6738    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.7817   -5.4470    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.7765   -6.2651    0.0000 F   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
  2 24  1  0
 21 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474402

   ---

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: 443.90

Molecular Weight (Monoisotopic): 443.0141

AlogP: 5.42

#Rotatable Bonds: 6

Polar Surface Area: 58.64

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.53

CX Basic pKa: ┄

CX LogP: 6.29

CX LogD: 5.39

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: -1.57

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