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

ID: ALA4867950

PubChem CID: 164621852

Max Phase: Preclinical

Molecular Formula: C27H21N5O3S

Molecular Weight: 495.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1c(Cc2ccccc2)n[nH]c(=S)n1/N=C/c1cc2cc(OCc3ccccc3)ccc2nc1O

Standard InChI:  InChI=1S/C27H21N5O3S/c33-25-21(14-20-15-22(11-12-23(20)29-25)35-17-19-9-5-2-6-10-19)16-28-32-26(34)24(30-31-27(32)36)13-18-7-3-1-4-8-18/h1-12,14-16H,13,17H2,(H,29,33)(H,31,36)/b28-16+

Standard InChI Key:  YGFBHDLSZNZFIU-LQKURTRISA-N

Molfile:  

 
     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
   28.2412  -10.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2401  -11.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9481  -12.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9463  -10.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6549  -10.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6557  -11.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3642  -12.0440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0725  -11.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0678  -10.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3587  -10.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7730  -10.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4832  -10.8025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1884  -10.3896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8964  -10.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5995  -10.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5988   -9.5696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8887   -9.1631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1794   -9.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4692   -9.1701    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.8987  -11.6137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3082  -10.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0149  -10.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7194  -10.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4257  -10.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4242   -9.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7106   -9.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0072   -9.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7818  -12.0391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5334  -10.4131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8258  -10.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1180  -10.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1214   -9.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4145   -9.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7059   -9.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7087  -10.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4162  -10.8222    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
 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
  1 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4867950

   ---

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: 495.56

Molecular Weight (Monoisotopic): 495.1365

AlogP: 4.61

#Rotatable Bonds: 7

Polar Surface Area: 105.39

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.36

CX Basic pKa: 1.35

CX LogP: 6.01

CX LogD: 5.74

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.25

Np Likeness Score: -1.12

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