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

ID: ALA4558044

PubChem CID: 155554446

Max Phase: Preclinical

Molecular Formula: C17H14FN3O2S2

Molecular Weight: 375.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1nc(SCc2cccc(O)c2)nc(SCc2ccccc2F)[nH]1

Standard InChI:  InChI=1S/C17H14FN3O2S2/c18-14-7-2-1-5-12(14)10-25-17-20-15(23)19-16(21-17)24-9-11-4-3-6-13(22)8-11/h1-8,22H,9-10H2,(H,19,20,21,23)

Standard InChI Key:  SEZMWKFXYOEMHQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   22.5580  -20.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5569  -21.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2649  -21.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9746  -21.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9717  -20.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2631  -20.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6829  -21.7347    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.6779  -20.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6748  -19.2761    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.3810  -18.8649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0854  -19.2736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7894  -18.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7906  -18.0483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0815  -17.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3713  -18.0496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4971  -19.2744    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.4971  -20.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0812  -16.8230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2048  -20.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2027  -21.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9096  -21.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6183  -21.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6157  -20.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9082  -20.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3219  -20.0856    0.0000 O   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
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558044

   ---

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: 375.45

Molecular Weight (Monoisotopic): 375.0511

AlogP: 3.59

#Rotatable Bonds: 6

Polar Surface Area: 78.87

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.53

CX Basic pKa: ┄

CX LogP: 4.65

CX LogD: 3.74

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -1.54

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