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

ID: ALA208928

PubChem CID: 135443399

Max Phase: Preclinical

Molecular Formula: C13H12ClN3O2S2

Molecular Weight: 341.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](NC1=NS(=O)(=O)c2sc(Cl)cc2N1)c1ccccc1

Standard InChI:  InChI=1S/C13H12ClN3O2S2/c1-8(9-5-3-2-4-6-9)15-13-16-10-7-11(14)20-12(10)21(18,19)17-13/h2-8H,1H3,(H2,15,16,17)/t8-/m1/s1

Standard InChI Key:  ZAUMBMUESRLSEO-MRVPVSSYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  1  0  0  0  0  0999 V2000
   -1.3643  -20.2054    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6518  -19.7991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6518  -18.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3643  -18.5555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8615  -20.0514    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0769  -19.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0769  -18.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8623  -18.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3426  -19.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7835  -20.7899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9526  -20.7899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0644  -18.5617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1676  -19.3896    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7781  -18.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4944  -18.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2049  -18.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9164  -18.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9193  -17.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2047  -17.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4919  -17.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7757  -19.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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  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
  3  4  1  0
 14 21  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA208928

   ---

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: 341.85

Molecular Weight (Monoisotopic): 341.0059

AlogP: 3.22

#Rotatable Bonds: 2

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: 13.03

CX Basic pKa: 1.40

CX LogP: 3.26

CX LogD: 3.26

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.88

Np Likeness Score: -1.24

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