6-((2-Fluorobenzyl)thio)-4-((4-isopropylbenzyl)thio)-1,3,5-triazin-2(1H)-one

ID: ALA4571449

PubChem CID: 155562417

Max Phase: Preclinical

Molecular Formula: C20H20FN3OS2

Molecular Weight: 401.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1ccc(CSc2nc(SCc3ccccc3F)[nH]c(=O)n2)cc1

Standard InChI:  InChI=1S/C20H20FN3OS2/c1-13(2)15-9-7-14(8-10-15)11-26-19-22-18(25)23-20(24-19)27-12-16-5-3-4-6-17(16)21/h3-10,13H,11-12H2,1-2H3,(H,22,23,24,25)

Standard InChI Key:  PQOKYGHKZKGMOQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.6869   -5.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6857   -5.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3938   -6.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1035   -5.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1006   -5.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3920   -4.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8118   -6.2700    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.8068   -4.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8037   -3.8114    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.5099   -3.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2143   -3.8089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9183   -3.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9195   -2.5836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2104   -2.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5001   -2.5849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6260   -3.8097    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.6260   -4.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2101   -1.3583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3337   -5.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3316   -5.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0385   -6.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7472   -5.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7445   -5.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0371   -4.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4554   -6.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4565   -7.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1626   -5.8515    0.0000 C   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
  4  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 15  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 12 16  1  0
 16 17  1  0
 14 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4571449

   ---

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: 401.53

Molecular Weight (Monoisotopic): 401.1032

AlogP: 5.01

#Rotatable Bonds: 7

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: 6.20

CX LogD: 5.30

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -1.67

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