6-chloro-3-{[1-(trifluoromethyl)cyclopropyl]-amino}-4H-thieno[3,2-e]-1,2,4-thiadiazine1,1-dioxide

ID: ALA212479

PubChem CID: 135422331

Max Phase: Preclinical

Molecular Formula: C9H7ClF3N3O2S2

Molecular Weight: 345.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S1(=O)N=C(NC2(C(F)(F)F)CC2)Nc2cc(Cl)sc21

Standard InChI:  InChI=1S/C9H7ClF3N3O2S2/c10-5-3-4-6(19-5)20(17,18)16-7(14-4)15-8(1-2-8)9(11,12)13/h3H,1-2H2,(H2,14,15,16)

Standard InChI Key:  PWZNBODXISXXAG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    1.8766   -7.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7016   -7.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2891   -7.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1461   -8.2749    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8588   -7.8685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8588   -7.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1461   -6.6248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3511   -8.1210    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5665   -7.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5665   -7.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3519   -6.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8322   -7.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270   -8.8595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4463   -8.8595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750   -6.6310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6573   -7.4590    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0040   -6.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833   -7.2125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4125   -6.0417    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7262   -6.2336    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  4 13  2  0
  9 10  2  0
  4 14  2  0
  6 15  1  0
 10  7  1  0
 12 16  1  0
  9  4  1  0
  4  5  1  0
  5  6  2  0
  8  9  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 15  3  1  0
  3 17  1  0
  2  1  1  0
 17 18  1  0
  3  2  1  0
 17 19  1  0
  1  3  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA212479

   ---

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: 345.75

Molecular Weight (Monoisotopic): 344.9620

AlogP: 2.56

#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: 12.18

CX Basic pKa: 0.07

CX LogP: 2.46

CX LogD: 2.46

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.82

Np Likeness Score: -1.04

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