[3-(2,2-Dioxo-1-m-tolyl-1,4-dihydro-2H-2lambda*6*-benzo[1,2,6]thiadiazin-3-yl)-propyl]-methyl-amine

ID: ALA1082534

PubChem CID: 25029545

Max Phase: Preclinical

Molecular Formula: C18H23N3O2S

Molecular Weight: 345.47

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H23N3O2S/c1-15-7-5-9-17(13-15)21-18-10-4-3-8-16(18)14-20(24(21,22)23)12-6-11-19-2/h3-5,7-10,13,19H,6,11-12,14H2,1-2H3

Standard InChI Key:  KOMVBLAWAGFCNI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   15.8500    0.1625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1375   -0.2542    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.8546   -0.6629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2819    0.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2807   -0.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9956   -0.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7120   -0.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7091    0.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9938    0.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4221    0.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1381    0.5674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8510    0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5670    0.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2799    0.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9959    0.5782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7089    0.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4271   -0.6799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4338   -1.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7214   -1.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7284   -2.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4471   -3.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1602   -2.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1497   -1.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0175   -3.1633    0.0000 C   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
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1082534

   N-methyl-3-[1-(3-methylphenyl)-2,2-dioxo-4H-2lambda6,1,3-benzothiadiazin-3-yl]propan-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: 345.47

Molecular Weight (Monoisotopic): 345.1511

AlogP: 2.80

#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: 2.18

CX LogD: -0.54

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: -1.01

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