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

ID: ALA1085905

PubChem CID: 25029788

Max Phase: Preclinical

Molecular Formula: C17H20FN3O2S

Molecular Weight: 349.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCCN1Cc2ccccc2N(c2ccc(F)cc2)S1(=O)=O

Standard InChI:  InChI=1S/C17H20FN3O2S/c1-19-11-4-12-20-13-14-5-2-3-6-17(14)21(24(20,22)23)16-9-7-15(18)8-10-16/h2-3,5-10,19H,4,11-13H2,1H3

Standard InChI Key:  FPJZMICPDWNXEV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    0.1625   -8.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500   -8.9042    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1671   -9.3129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4056   -8.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4068   -8.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6919   -9.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9755   -8.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9784   -8.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6937   -7.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654   -7.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5494   -8.0826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1635   -7.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8795   -8.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5924   -7.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084   -8.0718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0214   -7.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2604   -9.3299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2537  -10.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9661  -10.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9591  -11.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2404  -11.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5273  -11.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5378  -10.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2319  -12.6266    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
  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
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1085905

   3-[1-(4-fluorophenyl)-2,2-dioxo-4H-2lambda6,1,3-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: 349.43

Molecular Weight (Monoisotopic): 349.1260

AlogP: 2.63

#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: 1.81

CX LogD: -0.91

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.84

Np Likeness Score: -1.07

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