7-Bromo-10-(6-nitrohexyl)-10H-benzo[b]pyrido[2,3-e][1,4]thiazine

ID: ALA3793485

PubChem CID: 127029437

Max Phase: Preclinical

Molecular Formula: C17H18BrN3O2S

Molecular Weight: 408.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])CCCCCCN1c2ccc(Br)cc2Sc2cccnc21

Standard InChI:  InChI=1S/C17H18BrN3O2S/c18-13-7-8-14-16(12-13)24-15-6-5-9-19-17(15)20(14)10-3-1-2-4-11-21(22)23/h5-9,12H,1-4,10-11H2

Standard InChI Key:  VOBRKBRNSGWQNG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -3.8968    0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8968   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5978   -1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5978    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989    0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5002    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2806    0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2806   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5978   -1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968   -0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8968    0.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5978    1.5002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0120    3.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3173    3.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3293    5.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6346    5.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6467    7.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520    8.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9640    9.7255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0077   10.3178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9295   10.3336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9360   -1.3500    0.0000 Br  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
  5  8  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  8 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  2 24  1  0
M  CHG  2  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3793485

   ---

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: 408.32

Molecular Weight (Monoisotopic): 407.0303

AlogP: 5.28

#Rotatable Bonds: 7

Polar Surface Area: 59.27

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.45

CX Basic pKa: 4.07

CX LogP: 5.32

CX LogD: 5.32

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.35

Np Likeness Score: -1.04

References

1. Kushwaha K, Kaushik NK, Kaushik N, Chand M, Kaushik R, Choi EH, Jain SC..  (2016)  Novel aminoalkylated azaphenothiazines as potential inhibitors of T98G, H460 and SNU80 cancer cell lines in vitro.,  26  (9): [PMID:27017112] [10.1016/j.bmcl.2016.03.056]

Source

Source(1):

• Scientific Literature