(2-Chloro-7,7-dioxo-4,7-dihydro-1,7lambda*6*-dithia-4,6-diaza-inden-5-yl)-(1-methyl-cyclobutyl)-amine

ID: ALA134168

PubChem CID: 135406970

Max Phase: Preclinical

Molecular Formula: C10H12ClN3O2S2

Molecular Weight: 305.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(NC2=NS(=O)(=O)c3sc(Cl)cc3N2)CCC1

Standard InChI:  InChI=1S/C10H12ClN3O2S2/c1-10(3-2-4-10)13-9-12-6-5-7(11)17-8(6)18(15,16)14-9/h5H,2-4H2,1H3,(H2,12,13,14)

Standard InChI Key:  IYANXPKCSGLCRO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    5.1292   -4.2750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6417   -3.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9375   -4.1792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9667   -2.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2542   -3.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -3.5542    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500   -2.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7667   -2.7792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500   -2.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2500   -4.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5667   -5.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0625   -3.3375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5542   -3.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9000   -2.4417    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.9292   -3.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2875   -4.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625   -3.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5375   -4.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  2  0
  5  3  2  0
  6  2  1  0
  7  4  1  0
  8  5  1  0
  9  6  1  0
 10  1  2  0
 11  1  2  0
 12  5  1  0
 13 12  1  0
 14  9  1  0
 15 13  1  0
 16 13  1  0
 17 16  1  0
 18 13  1  0
  4  8  1  0
  7  9  2  0
 17 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA134168

   ---

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: 305.81

Molecular Weight (Monoisotopic): 305.0059

AlogP: 2.40

#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: 13.19

CX Basic pKa: 1.53

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.84

Np Likeness Score: -0.66

References

1. Nielsen FE, Bodvarsdottir TB, Worsaae A, MacKay P, Stidsen CE, Boonen HC, Pridal L, Arkhammar PO, Wahl P, Ynddal L, Junager F, Dragsted N, Tagmose TM, Mogensen JP, Koch A, Treppendahl SP, Hansen JB..  (2002)  6-Chloro-3-alkylamino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide derivatives potently and selectively activate ATP sensitive potassium channels of pancreatic beta-cells.,  45  (19): [PMID:12213059] [10.1021/jm0208121]

2. 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