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

ID: ALA4475269

PubChem CID: 155537510

Max Phase: Preclinical

Molecular Formula: C17H11ClF3N3OS2

Molecular Weight: 429.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1nc(SCc2cc(F)c(F)cc2F)nc(SCc2cccc(Cl)c2)[nH]1

Standard InChI:  InChI=1S/C17H11ClF3N3OS2/c18-11-3-1-2-9(4-11)7-26-16-22-15(25)23-17(24-16)27-8-10-5-13(20)14(21)6-12(10)19/h1-6H,7-8H2,(H,22,23,24,25)

Standard InChI Key:  UGRXQEHAMWBPHA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.8397   -4.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8385   -5.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5466   -5.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2562   -5.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2534   -4.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5448   -4.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9596   -4.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9565   -3.2872    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.6626   -2.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3670   -3.2847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0711   -2.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0722   -2.0594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3631   -1.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6529   -2.0608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7788   -3.2856    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.7788   -4.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3628   -0.8341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4865   -4.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4844   -5.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1912   -5.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8999   -5.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8973   -4.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1899   -4.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5464   -6.5650    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.1873   -3.2858    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.6082   -5.7369    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.1908   -6.5550    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
  3 24  1  0
 23 25  1  0
 21 26  1  0
 20 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475269

   ---

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: 429.88

Molecular Weight (Monoisotopic): 428.9984

AlogP: 4.82

#Rotatable Bonds: 6

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: 5.38

CX Basic pKa: ┄

CX LogP: 5.84

CX LogD: 4.93

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.45

Np Likeness Score: -1.98

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