5-Methyl-12H-7-thia-12-aza-5-azonia-benzo[a]anthracene chloride

ID: ALA1276110

PubChem CID: 10828113

Max Phase: Preclinical

Molecular Formula: C16H13ClN2S

Molecular Weight: 265.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[n+]1cc2c(c3ccccc31)Nc1ccccc1S2.[Cl-]

Standard InChI:  InChI=1S/C16H12N2S.ClH/c1-18-10-15-16(11-6-2-4-8-13(11)18)17-12-7-3-5-9-14(12)19-15;/h2-10H,1H3;1H

Standard InChI Key:  USTDSOOCFLRUEX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    2.7090   -1.4962    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2772   -0.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2784   -1.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5675   -1.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693   -0.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8580   -0.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8545   -1.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1394   -1.7619    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1462   -0.1037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4222   -0.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212   -1.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2943   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0132   -1.3486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2922   -0.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0086   -0.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7257   -0.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274    0.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0062    1.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2922    0.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7246   -1.7556    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: 265.36

Molecular Weight (Monoisotopic): 265.0794

AlogP: 3.87

#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: -0.51

CX LogD: -0.51

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.49

Np Likeness Score: -0.04

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]

2. Pluta K, Jeleń M, Morak-Młodawska B, Zimecki M, Artym J, Kocięba M, Zaczyńska E..  (2017)  Azaphenothiazines - promising phenothiazine derivatives. An insight into nomenclature, synthesis, structure elucidation and biological properties.,  138  [PMID:28734245] [10.1016/j.ejmech.2017.07.009]

Source

Source(1):

• Scientific Literature