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

ID: ALA1077202

PubChem CID: 25029547

Max Phase: Preclinical

Molecular Formula: C17H20ClN3O2S

Molecular Weight: 365.89

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H20ClN3O2S/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:  HDTINEVDGKNACJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    1.7917  -17.2458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0792  -17.6625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7963  -18.0712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7764  -16.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7776  -17.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0628  -18.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3463  -17.6769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492  -16.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0646  -16.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3637  -16.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0797  -16.8409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7927  -16.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5087  -16.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2216  -16.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9376  -16.8302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6505  -16.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3688  -18.0882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3755  -18.9106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3369  -19.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3299  -20.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888  -20.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1019  -20.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0913  -19.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972  -21.3849    0.0000 Cl  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:

   

   ALA1077202

   3-[1-(4-chlorophenyl)-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: 365.89

Molecular Weight (Monoisotopic): 365.0965

AlogP: 3.15

#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: 2.27

CX LogD: -0.45

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: -0.97

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