5-Methyl-12H-7-thia-8,12-diaza-5-azonia-benzo[a]anthracene chloride

ID: ALA1276111

PubChem CID: 52948358

Max Phase: Preclinical

Molecular Formula: C15H12ClN3S

Molecular Weight: 266.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[n+]1cc2c(c3ccccc31)Nc1cccnc1S2.[Cl-]

Standard InChI:  InChI=1S/C15H11N3S.ClH/c1-18-9-13-14(10-5-2-3-7-12(10)18)17-11-6-4-8-16-15(11)19-13;/h2-9H,1H3;1H

Standard InChI Key:  CVYFEJGYZCYIEU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    2.7571   -1.4906    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007   -0.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6018   -1.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8937   -2.1203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8955   -0.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1867   -0.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1832   -1.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4707   -2.1208    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4776   -0.4687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2436   -0.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2447   -1.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9575   -2.1194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6739   -1.7091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9554   -0.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6693   -0.8816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3835   -0.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3853    0.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6668    0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9553    0.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3825   -2.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
 10 14  1  0
 11 12  1  0
 12 13  2  0
 13 15  1  0
  2  3  2  0
 14 15  2  0
  3  4  1  0
 15 16  1  0
  4  7  2  0
 16 17  2  0
  6  9  1  0
 17 18  1  0
  7  8  1  0
 18 19  2  0
 19 14  1  0
  8 11  1  0
 13 20  1  0
 10  9  1  0
M  CHG  2   1  -1  13   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 266.35

Molecular Weight (Monoisotopic): 266.0746

AlogP: 3.27

#Rotatable Bonds: ┄

Polar Surface Area: 28.80

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.90

CX LogP: -1.14

CX LogD: -1.14

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.50

Np Likeness Score: -0.01

References

1. Zięba A, Sochanik A, Szurko A, Rams M, Mrozek A, Cmoch P..  (2010)  Synthesis and in vitro antiproliferative activity of 5-alkyl-12(H)-quino[3,4-b] [1,4]benzothiazinium salts.,  45  (11): [PMID:20813435] [10.1016/j.ejmech.2010.07.035]

Source

Source(1):

• Scientific Literature