{2-[6-Fluoro-1-(2-fluoro-phenyl)-2,2-dioxo-1,4-dihydro-2H-2lambda*6*-benzo[1,2,6]thiadiazin-3-yl]-ethyl}-methyl-amine

ID: ALA1084934

PubChem CID: 25030031

Max Phase: Preclinical

Molecular Formula: C16H17F2N3O2S

Molecular Weight: 353.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCN1Cc2cc(F)ccc2N(c2ccccc2F)S1(=O)=O

Standard InChI:  InChI=1S/C16H17F2N3O2S/c1-19-8-9-20-11-12-10-13(17)6-7-15(12)21(24(20,22)23)16-5-3-2-4-14(16)18/h2-7,10,19H,8-9,11H2,1H3

Standard InChI Key:  GESKFXJTJLLILS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    1.4208   -7.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7083   -7.7917    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4254   -8.2004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1473   -6.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1484   -7.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4336   -8.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7172   -7.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7200   -6.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4354   -6.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0071   -6.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7089   -6.9701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4218   -6.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1378   -6.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508   -6.5495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0020   -8.2174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0046   -9.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7078   -9.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7007  -10.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179  -10.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310  -10.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7205   -9.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5668   -6.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255   -9.0512    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8618   -6.5668    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
 12 13  1  0
  2  1  2  0
 13 14  1  0
 11  2  1  0
  2 15  1  0
  7  8  1  0
  7 15  1  0
  4  5  2  0
  8  9  2  0
 16 17  2  0
  9  4  1  0
 17 18  1  0
  3  2  2  0
 18 19  2  0
  8 10  1  0
 19 20  1  0
  5  6  1  0
 20 21  2  0
 21 16  1  0
 15 16  1  0
 10 11  1  0
 14 22  1  0
 17 23  1  0
 11 12  1  0
  4 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1084934

   2-[6-fluoro-1-(2-fluorophenyl)-2,2-dioxido-1,4-dihydro-3H-2,1,3-benzothiadiazin-3-yl]-N-methylethanamine

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: 353.39

Molecular Weight (Monoisotopic): 353.1010

AlogP: 2.38

#Rotatable Bonds: 4

Polar Surface Area: 52.65

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.00

CX LogP: 1.89

CX LogD: 0.29

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.92

Np Likeness Score: -1.16

References

1. Fensome A, Goldberg J, McComas CC, Trybulski EJ, Woodworth RP, Deecher DC, Whiteside GT, Zhang P..  (2010)  Structure-activity relationships of norepinephrine reuptake inhibitors with benzothiadiazine dioxide or dihydrosulfostyril cores.,  20  (5): [PMID:20153188] [10.1016/j.bmcl.2010.01.056]

Source

Source(1):

• Scientific Literature