9-Fluoro-12(H)-quino[3,4-b][1,4]benzothiazinium chloride

ID: ALA1277977

PubChem CID: 49845313

Max Phase: Preclinical

Molecular Formula: C16H12ClFN2S

Molecular Weight: 283.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[n+]1cc2c(c3ccccc31)Nc1ccc(F)cc1S2.[Cl-]

Standard InChI:  InChI=1S/C16H11FN2S.ClH/c1-19-9-15-16(11-4-2-3-5-13(11)19)18-12-7-6-10(17)8-14(12)20-15;/h2-9H,1H3;1H

Standard InChI Key:  CNOROWCLYTWMGV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    3.2046   -7.5427    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7810   -6.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7822   -7.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0714   -7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732   -6.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619   -6.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3585   -7.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6434   -7.8084    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6502   -6.1503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0737   -6.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0748   -7.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7902   -7.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5091   -7.3951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7880   -6.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5044   -6.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2214   -6.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2232   -5.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5020   -4.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7880   -5.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2203   -7.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4966   -7.8118    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  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
  3 21  1  0
 10 11  2  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: 283.35

Molecular Weight (Monoisotopic): 283.0700

AlogP: 4.01

#Rotatable Bonds: ┄

Polar Surface Area: 15.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.37

CX LogD: -0.37

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.49

Np Likeness Score: -0.37

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