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

ID: ALA1085906

PubChem CID: 25029789

Max Phase: Preclinical

Molecular Formula: C18H23N3O2S

Molecular Weight: 345.47

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  VXBYAINQGAYGQT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    9.9083   -8.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1958   -9.2458    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.9129   -9.6545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3402   -8.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3391   -9.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0539   -9.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7703   -9.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7675   -8.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0521   -8.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4804   -8.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1964   -8.4243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9093   -8.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6253   -8.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3383   -8.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0543   -8.4135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7672   -7.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4855   -9.6716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4921  -10.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7797  -10.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7868  -11.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5054  -12.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2185  -11.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2080  -10.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5139  -12.9683    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
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1085906

   N-methyl-3-[1-(4-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: -0.86

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