3-benzylamino-6-chloro-4H-thieno[3,2-e]-1,2,4-thiadiazine1,1-dioxide

ID: ALA378871

PubChem CID: 135432934

Max Phase: Preclinical

Molecular Formula: C12H10ClN3O2S2

Molecular Weight: 327.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S1(=O)NC(NCc2ccccc2)=Nc2cc(Cl)sc21

Standard InChI:  InChI=1S/C12H10ClN3O2S2/c13-10-6-9-11(19-10)20(17,18)16-12(15-9)14-7-8-4-2-1-3-5-8/h1-6H,7H2,(H2,14,15,16)

Standard InChI Key:  YWTJUVYOMJNPAE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -2.0152  -12.7600    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3027  -12.3538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3027  -11.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0152  -11.1101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5123  -12.6061    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7278  -12.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7277  -11.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5132  -11.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9935  -11.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4344  -13.3446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6034  -13.3446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5865  -11.1163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8184  -11.9443    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1274  -11.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8435  -11.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5541  -11.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2656  -11.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2685  -10.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5538   -9.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410  -10.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  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  1  0
 15 16  2  0
  5  6  1  0
 16 17  1  0
  7  8  1  0
 17 18  2  0
  8  9  2  0
 18 19  1  0
  9  5  1  0
 19 20  2  0
 20 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA378871

   ---

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: 327.82

Molecular Weight (Monoisotopic): 326.9903

AlogP: 2.47

#Rotatable Bonds: 2

Polar Surface Area: 70.56

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.48

CX Basic pKa: 1.17

CX LogP: 2.97

CX LogD: 2.07

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.89

Np Likeness Score: -1.18

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