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

ID: ALA4876862

PubChem CID: 164627470

Max Phase: Preclinical

Molecular Formula: C22H19N5O4S

Molecular Weight: 449.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2n[nH]c(=S)n(/N=C/c3cc4cc(C)ccc4nc3O)c2=O)ccc1O

Standard InChI:  InChI=1S/C22H19N5O4S/c1-12-3-5-16-14(7-12)10-15(20(29)24-16)11-23-27-21(30)17(25-26-22(27)32)8-13-4-6-18(28)19(9-13)31-2/h3-7,9-11,28H,8H2,1-2H3,(H,24,29)(H,26,32)/b23-11+

Standard InChI Key:  HOCOTZWDNVJRIG-FOKLQQMPSA-N

Molfile:  

 
     RDKit          2D

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    2.8257  -28.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8246  -29.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326  -29.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2402  -29.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9488  -29.6838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6570  -29.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6523  -28.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9432  -28.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3575  -28.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0677  -28.4422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7729  -28.0293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4809  -28.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1840  -28.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1833  -27.2094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4733  -26.8029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7640  -27.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0537  -26.8099    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.4832  -29.2535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8927  -28.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5995  -28.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3039  -28.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0102  -28.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0088  -27.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2951  -26.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5918  -27.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3663  -29.6788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7150  -26.7935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7186  -28.4300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7201  -29.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1179  -28.0529    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
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  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 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
 25 29  1  0
 24 30  1  0
 30 31  1  0
  1 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876862

   ---

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: 449.49

Molecular Weight (Monoisotopic): 449.1158

AlogP: 3.05

#Rotatable Bonds: 5

Polar Surface Area: 125.62

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.36

CX Basic pKa: 1.40

CX LogP: 4.50

CX LogD: 4.23

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.32

Np Likeness Score: -0.96

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