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

ID: ALA1085907

PubChem CID: 25029790

Max Phase: Preclinical

Molecular Formula: C18H23N3O3S

Molecular Weight: 361.47

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  FZUUUZNHPYGRAL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   19.2375   -8.8042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5250   -9.2208    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.2421   -9.6295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6694   -8.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6682   -9.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3831   -9.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0995   -9.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0966   -8.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3813   -7.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8096   -7.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5256   -8.3993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2385   -7.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9545   -8.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6674   -7.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3834   -8.3885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0964   -7.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8146   -9.6466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8213  -10.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1089  -10.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1159  -11.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8346  -12.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5477  -11.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5372  -10.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8426  -12.9410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5613  -13.3461    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
  6  7  2  0
 24 25  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1085907

   3-[1-(4-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: -0.72

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