6-chloro-3-(2,2,2-trifluoroethyl)amino-4H-thieno[3,2-e]-1,2,4-thiadiazine1,1-dioxide

ID: ALA445321

PubChem CID: 135428176

Max Phase: Preclinical

Molecular Formula: C7H5ClF3N3O2S2

Molecular Weight: 319.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S1(=O)N=C(NCC(F)(F)F)Nc2cc(Cl)sc21

Standard InChI:  InChI=1S/C7H5ClF3N3O2S2/c8-4-1-3-5(17-4)18(15,16)14-6(13-3)12-2-7(9,10)11/h1H,2H2,(H2,12,13,14)

Standard InChI Key:  NDDFGBRAJPFLDE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    9.9622   -7.7109    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.6731   -7.3027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6731   -6.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9622   -6.0610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4632   -7.5546    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.2472   -7.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2472   -6.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4623   -6.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9790   -6.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5393   -8.2960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3693   -8.2960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3876   -6.0673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1541   -6.8953    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.1039   -6.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8185   -6.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4142   -6.8439    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.3576   -5.2865    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.5386   -5.6711    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
  9  5  1  0
  3  4  1  0
  1 10  2  0
  6  7  2  0
  1 11  2  0
  3 12  1  0
  7  4  1  0
  9 13  1  0
  6  1  1  0
 12 14  1  0
  1  2  1  0
 14 15  1  0
  2  3  2  0
 15 16  1  0
  5  6  1  0
 15 17  1  0
  7  8  1  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA445321

   ---

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: 319.72

Molecular Weight (Monoisotopic): 318.9464

AlogP: 2.02

#Rotatable Bonds: 1

Polar Surface Area: 70.56

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.30

CX Basic pKa: 0.13

CX LogP: 2.07

CX LogD: 2.07

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.83

Np Likeness Score: -1.56

References

1. Nielsen FE, Ebdrup S, Jensen AF, Ynddal L, Bodvarsdottir TB, Stidsen C, Worsaae A, Boonen HC, Arkhammar PO, Fremming T, Wahl P, Kornø HT, Hansen JB..  (2006)  New 3-alkylamino-4H-thieno-1,2,4-thiadiazine 1,1-dioxide derivatives activate ATP-sensitive potassium channels of pancreatic beta cells.,  49  (14): [PMID:16821773] [10.1021/jm060042j]

Source

Source(1):

• Scientific Literature