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

ID: ALA1085904

PubChem CID: 25029546

Max Phase: Preclinical

Molecular Formula: C18H23N3O3S

Molecular Weight: 361.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCCN1Cc2ccccc2N(c2cccc(OC)c2)S1(=O)=O

Standard InChI:  InChI=1S/C18H23N3O3S/c1-19-11-6-12-20-14-15-7-3-4-10-18(15)21(25(20,22)23)16-8-5-9-17(13-16)24-2/h3-5,7-10,13,19H,6,11-12,14H2,1-2H3

Standard InChI Key:  ZFGMAUXPSXKTKJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   23.6227   -0.1583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9102   -0.5749    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.6273   -0.9836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0549    0.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0537   -0.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7685   -1.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4849   -0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4820    0.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7667    0.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1949    0.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9108    0.2466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6237    0.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3396    0.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0524    0.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7683    0.2573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4813    0.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1999   -1.0006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2066   -1.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4943   -2.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5013   -3.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2199   -3.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9329   -3.0489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9224   -2.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7904   -3.4838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0725   -3.0773    0.0000 C   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
 20 24  1  0
  6  7  2  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1085904

   3-[1-(3-methoxyphenyl)-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: 361.47

Molecular Weight (Monoisotopic): 361.1460

AlogP: 2.50

#Rotatable Bonds: 6

Polar Surface Area: 61.88

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.27

CX LogP: 1.51

CX LogD: -1.21

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.80

Np Likeness Score: -0.90

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