7-Chloro-2,3,4-trimethyl-3,4-dihydro-2H-benzo[1,2,4]thiadiazine 1,1-dioxide

ID: ALA4073431

PubChem CID: 137640899

Max Phase: Preclinical

Molecular Formula: C10H13ClN2O2S

Molecular Weight: 260.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1N(C)c2ccc(Cl)cc2S(=O)(=O)N1C

Standard InChI:  InChI=1S/C10H13ClN2O2S/c1-7-12(2)9-5-4-8(11)6-10(9)16(14,15)13(7)3/h4-7H,1-3H3

Standard InChI Key:  KKDTTWULFNGREK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    6.8001  -12.0844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3920  -11.3724    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.9793  -12.0818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461  -10.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449  -10.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9593  -11.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9575   -9.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6724  -10.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6758  -10.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1145  -10.9586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1111  -10.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3878   -9.7103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5305  -11.3741    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3832   -8.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8239   -9.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8286  -11.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 12  1  0
  9  2  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
  5 13  1  0
 12 14  1  0
 11 15  1  0
 10 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4073431

   ---

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: 260.75

Molecular Weight (Monoisotopic): 260.0386

AlogP: 1.76

#Rotatable Bonds: ┄

Polar Surface Area: 40.62

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.91

CX LogD: 1.91

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.71

Np Likeness Score: -1.00

References

1. Goffin E, Drapier T, Larsen AP, Geubelle P, Ptak CP, Laulumaa S, Rovinskaja K, Gilissen J, Tullio P, Olsen L, Frydenvang K, Pirotte B, Hanson J, Oswald RE, Kastrup JS, Francotte P..  (2018)  7-Phenoxy-Substituted 3,4-Dihydro-2H-1,2,4-benzothiadiazine 1,1-Dioxides as Positive Allosteric Modulators of α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid (AMPA) Receptors with Nanomolar Potency.,  61  (1): [PMID:29256599] [10.1021/acs.jmedchem.7b01323]

Source

Source(1):

• Scientific Literature