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

ID: ALA1083210

PubChem CID: 25030033

Max Phase: Preclinical

Molecular Formula: C17H19F2N3O2S

Molecular Weight: 367.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCCN1Cc2cc(F)ccc2N(c2ccccc2F)S1(=O)=O

Standard InChI:  InChI=1S/C17H19F2N3O2S/c1-20-9-4-10-21-12-13-11-14(18)7-8-16(13)22(25(21,23)24)17-6-3-2-5-15(17)19/h2-3,5-8,11,20H,4,9-10,12H2,1H3

Standard InChI Key:  PITDIXLZXHYFAC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    9.5958   -7.7208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8833   -8.1375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.6004   -8.5462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0277   -7.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0266   -8.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7414   -8.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4578   -8.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4550   -7.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7396   -6.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1679   -6.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8839   -7.3159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5968   -6.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3128   -7.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0258   -6.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7418   -7.3052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4547   -6.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1730   -8.5632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1796   -9.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4672   -9.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4743  -10.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1929  -11.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9060  -10.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8955   -9.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7495   -9.3970    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3132   -6.9126    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
  2  1  2  0
 13 14  1  0
  7  8  1  0
 14 15  1  0
  4  5  2  0
 15 16  1  0
 11  2  1  0
  2 17  1  0
  8  9  2  0
  7 17  1  0
  9  4  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
 10 11  1  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 17 18  1  0
 11 12  1  0
 19 24  1  0
  6  7  2  0
  4 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1083210

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

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: 367.42

Molecular Weight (Monoisotopic): 367.1166

AlogP: 2.77

#Rotatable Bonds: 5

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: 10.27

CX LogP: 1.95

CX LogD: -0.76

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.83

Np Likeness Score: -1.14

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