[3-(2,2-Dioxo-1-phenyl-1,2,3,4-tetrahydro-2lambda*6*-benzo[c][1,2]thiazin-3-yl)-propyl]-methyl-amine

ID: ALA1077209

PubChem CID: 25109015

Max Phase: Preclinical

Molecular Formula: C18H22N2O2S

Molecular Weight: 330.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCCC1Cc2ccccc2N(c2ccccc2)S1(=O)=O

Standard InChI:  InChI=1S/C18H22N2O2S/c1-19-13-7-11-17-14-15-8-5-6-12-18(15)20(23(17,21)22)16-9-3-2-4-10-16/h2-6,8-10,12,17,19H,7,11,13-14H2,1H3

Standard InChI Key:  OYUQXAOEDHJVKK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.3660    1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5000    6.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5000    5.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660    7.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6962    6.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8301    7.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981    2.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6962    5.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3660    5.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321    6.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9641    2.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9641    6.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981    1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8301    4.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8301    5.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321    5.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9641    3.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9641    5.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321    0.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981    5.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5981    3.1340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0981    4.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981    4.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0
  2  3  2  0
  2  4  1  0
  3  9  1  0
  4 10  2  0
  5  6  2  0
  5  8  1  0
  6 12  1  0
  7 11  1  0
  7 13  1  0
  8 15  2  0
  9 16  2  0
 10 16  1  0
 11 17  1  0
 12 18  2  0
 13 19  1  0
 14 15  1  0
 14 17  1  0
 15 18  1  0
 16 20  1  0
 17 23  1  0
 18 20  1  0
 20 23  1  0
 21 23  2  0
 22 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1077209

   3-(2,2-dioxo-1-phenyl-3,4-dihydro-2lambda6,1-benzothiazin-3-yl)-N-methylpropan-1-amine

2. Alternative Forms:

   

   ALA1077209

   3-(2,2-dioxo-1-phenyl-3,4-dihydro-2lambda6,1-benzothiazin-3-yl)-N-methylpropan-1-amine;hydrochloride

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: 330.45

Molecular Weight (Monoisotopic): 330.1402

AlogP: 3.08

#Rotatable Bonds: 5

Polar Surface Area: 49.41

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.24

CX LogP: 2.84

CX LogD: 0.15

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.86

Np Likeness Score: -0.48

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