5-bromo-3-[1-methylcyclopropyl]amino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide

ID: ALA210210

PubChem CID: 135508259

Max Phase: Preclinical

Molecular Formula: C9H10BrN3O2S2

Molecular Weight: 336.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(NC2=NS(=O)(=O)c3scc(Br)c3N2)CC1

Standard InChI:  InChI=1S/C9H10BrN3O2S2/c1-9(2-3-9)12-8-11-6-5(10)4-16-7(6)17(14,15)13-8/h4H,2-3H2,1H3,(H2,11,12,13)

Standard InChI Key:  LVGINCMFJCKGQA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   12.4550  -12.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2766  -12.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8658  -11.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7213  -13.1782    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.4346  -12.7716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4346  -11.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7213  -11.5268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2228  -13.0241    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0081  -12.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0081  -11.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2220  -11.6891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7413  -12.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3027  -13.7632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1326  -13.7632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1514  -11.5330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5827  -11.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9662  -10.9084    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0
  2  1  1  0
  3  2  1  0
 10  7  1  0
  8  9  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  9  4  1  0
  4 13  2  0
  4  5  1  0
  4 14  2  0
  5  6  2  0
  6 15  1  0
 15  3  1  0
  6  7  1  0
  3 16  1  0
  9 10  2  0
 11 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA210210

   ---

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: 336.24

Molecular Weight (Monoisotopic): 334.9398

AlogP: 2.12

#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: 13.04

CX Basic pKa: 1.34

CX LogP: 1.86

CX LogD: 1.86

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.82

Np Likeness Score: -0.57

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