2-Benzyloxyphenyl 4-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-carboxylate 1,1-dioxide

ID: ALA3221016

PubChem CID: 90667513

Max Phase: Preclinical

Molecular Formula: C22H20N2O5S

Molecular Weight: 424.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CNS(=O)(=O)c2cc(C(=O)Oc3ccccc3OCc3ccccc3)ccc21

Standard InChI:  InChI=1S/C22H20N2O5S/c1-24-15-23-30(26,27)21-13-17(11-12-18(21)24)22(25)29-20-10-6-5-9-19(20)28-14-16-7-3-2-4-8-16/h2-13,23H,14-15H2,1H3

Standard InChI Key:  IXEOJOHVKFMGKX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3221016

   (2-Phenylmethoxyphenyl) 4-methyl-1,1-dioxo-2,3-dihydro-1lambda6,2,4-benzothiadiazine-7-carboxylate

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: 424.48

Molecular Weight (Monoisotopic): 424.1093

AlogP: 3.17

#Rotatable Bonds: 5

Polar Surface Area: 84.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.97

CX Basic pKa: ┄

CX LogP: 4.08

CX LogD: 4.08

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.50

Np Likeness Score: -0.61

References

1. Dintilhac G, Arslan D, Dilly S, Danober L, Botez I, Lestage P, Pirotte B, de Tullio P.  (2011)  New substituted aryl esters and aryl amides of 3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxides as positive allosteric modulators of AMPA receptors,  2  (6): [10.1039/C1MD00069A]

Source

Source(1):

• Scientific Literature