3-(benzylthio)-6-(4-chlorophenyl)-10-methyl-1-oxo-6,7-dihydro-1H-[1,2,4]triazino[1,6-c]quinazolin-5-ium-2-ide

ID: ALA5276951

Max Phase: Preclinical

Molecular Formula: C24H19ClN4OS

Molecular Weight: 446.96

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(c1)-c1c(=O)[n-]c(SCc3ccccc3)n[n+]1C(c1ccc(Cl)cc1)N2

Standard InChI:  InChI=1S/C24H19ClN4OS/c1-15-7-12-20-19(13-15)21-23(30)27-24(31-14-16-5-3-2-4-6-16)28-29(21)22(26-20)17-8-10-18(25)11-9-17/h2-13,22H,14H2,1H3,(H,27,28,30)

Standard InChI Key:  YRPSPYXUDFERHU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    1.4226   -2.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4226   -3.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1361   -3.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8432   -3.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8432   -2.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1343   -2.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1343   -1.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4226   -1.0286    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4226   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7109    0.2040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7109    1.0257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4226    1.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1343    1.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1343    0.2040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8460    1.4366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4226    2.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7110    2.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0006    2.2584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0006    1.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7123    1.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7123    0.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4224   -0.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1343    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1343    1.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4270    1.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460   -0.2049    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7110    3.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4233    3.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1322    3.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1322    2.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8439    3.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 14 13  1  0
  9 14  1  0
 13 15  2  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 11 19  1  0
 19 20  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 20 25  1  0
 23 26  1  0
 17 27  1  0
 28 27  2  0
 29 28  1  0
 30 29  2  0
 16 30  1  0
 29 31  1  0
M  CHG  2  11   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5276951

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 446.96

Molecular Weight (Monoisotopic): 446.0968

AlogP: 4.58

#Rotatable Bonds: 4

Polar Surface Area: 59.97

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.25

CX Basic pKa: ┄

CX LogP: 3.41

CX LogD: 5.54

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: -0.61

References

1. Voss S, Nitsche C..  (2021)  Targeting the protease of West Nile virus.,  12  (8.0): [PMID:34458734] [10.1039/D1MD00080B]

Source

Source(1):

• Scientific Literature