3-(((6-((4-Chlorobenzyl)thio)-4-oxo-4,5-dihydro-1,3,5-triazin-2-yl)thio)methyl)benzamide

ID: ALA4474662

PubChem CID: 155537116

Max Phase: Preclinical

Molecular Formula: C18H15ClN4O2S2

Molecular Weight: 418.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1cccc(CSc2nc(SCc3ccc(Cl)cc3)[nH]c(=O)n2)c1

Standard InChI:  InChI=1S/C18H15ClN4O2S2/c19-14-6-4-11(5-7-14)9-26-17-21-16(25)22-18(23-17)27-10-12-2-1-3-13(8-12)15(20)24/h1-8H,9-10H2,(H2,20,24)(H,21,22,23,25)

Standard InChI Key:  QAABXKHKJDTRSD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   20.9319  -20.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9307  -21.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6388  -21.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3484  -21.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3456  -20.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6370  -19.9053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0518  -19.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0487  -19.0821    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.7549  -18.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4593  -19.0796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1633  -18.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1645  -17.8543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4554  -17.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7451  -17.8557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8710  -19.0805    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.8710  -19.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4551  -16.6290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5787  -20.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5766  -21.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2835  -21.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9921  -21.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9895  -20.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2821  -19.8979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6958  -19.8916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4049  -20.2977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6929  -19.0744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2227  -21.5418    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
 24 25  1  0
 24 26  2  0
  2 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474662

   ---

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: 418.93

Molecular Weight (Monoisotopic): 418.0325

AlogP: 3.50

#Rotatable Bonds: 7

Polar Surface Area: 101.73

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.53

CX Basic pKa: ┄

CX LogP: 4.26

CX LogD: 3.36

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.57

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