6-Benzyl-4-(((2-hydroxy-6-methylquinolin-3-yl)methylene)amino)-3-thioxo-3,4-dihydro-1,2,4-triazin-5(2H)-one

ID: ALA4857790

PubChem CID: 164609808

Max Phase: Preclinical

Molecular Formula: C21H17N5O2S

Molecular Weight: 403.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2nc(O)c(/C=N/n3c(=S)[nH]nc(Cc4ccccc4)c3=O)cc2c1

Standard InChI:  InChI=1S/C21H17N5O2S/c1-13-7-8-17-15(9-13)11-16(19(27)23-17)12-22-26-20(28)18(24-25-21(26)29)10-14-5-3-2-4-6-14/h2-9,11-12H,10H2,1H3,(H,23,27)(H,25,29)/b22-12+

Standard InChI Key:  RJLFFORRWAKCPP-WSDLNYQXSA-N

Molfile:  

 
     RDKit          2D

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   36.0045   -4.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0034   -5.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7114   -5.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7096   -3.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4183   -4.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4190   -5.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1276   -5.4446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8358   -5.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8311   -4.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1220   -3.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5363   -3.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2465   -4.2030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9517   -3.7901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6597   -4.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3628   -3.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3621   -2.9702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6520   -2.5637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9428   -2.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2325   -2.5707    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.6620   -5.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.0715   -4.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7783   -3.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4827   -4.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1890   -3.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1875   -2.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4739   -2.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7706   -2.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5451   -5.4396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2967   -3.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
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 13 18  1  0
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 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 14 20  2  0
 15 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  8 28  1  0
  1 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857790

   ---

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: 403.47

Molecular Weight (Monoisotopic): 403.1103

AlogP: 3.34

#Rotatable Bonds: 4

Polar Surface Area: 96.16

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.36

CX Basic pKa: 1.40

CX LogP: 4.96

CX LogD: 4.69

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.40

Np Likeness Score: -1.34

References

1. Ghanim AM, Rezq S, Ibrahim TS, Romero DG, Kothayer H..  (2021)  Novel 1,2,4-triazine-quinoline hybrids: The privileged scaffolds as potent multi-target inhibitors of LPS-induced inflammatory response via dual COX-2 and 15-LOX inhibition.,  219  [PMID:33892270] [10.1016/j.ejmech.2021.113457]

Source

Source(1):

• Scientific Literature