6-Chloro-1,1-dioxo-2,3-dihydro-1H-1lambda*6*-imidazo[2,1-b]thiazole-5-carboxylic acid(2,6-dichloro-phenyl)-amide

ID: ALA2289505

PubChem CID: 15163452

Max Phase: Preclinical

Molecular Formula: C12H8Cl3N3O3S

Molecular Weight: 380.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1c(Cl)cccc1Cl)c1c(Cl)nc2n1CCS2(=O)=O

Standard InChI:  InChI=1S/C12H8Cl3N3O3S/c13-6-2-1-3-7(14)8(6)16-11(19)9-10(15)17-12-18(9)4-5-22(12,20)21/h1-3H,4-5H2,(H,16,19)

Standard InChI Key:  GRMIWTLAEKVTRK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   12.2047  -16.3785    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.5645  -16.8988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3352  -17.1931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2692  -15.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7528  -15.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0405  -15.3379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9991  -16.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7738  -16.4613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2942  -15.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8409  -15.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1182  -15.8569    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.1347  -14.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9493  -14.2196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6140  -13.7106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2431  -13.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0569  -13.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3508  -12.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8298  -11.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0115  -12.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7214  -12.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9075  -12.9498    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.5760  -13.9628    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  2  0
  1  7  1  0
  6  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
  9 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 20 21  1  0
 16 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289505

   6-chloro-N-(2,6-dichlorophenyl)-1,1-dioxo-2,3-dihydroimidazo[2,1-b][1,3]thiazole-5-carboxamide

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: 380.64

Molecular Weight (Monoisotopic): 378.9352

AlogP: 2.88

#Rotatable Bonds: 2

Polar Surface Area: 81.06

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.85

CX Basic pKa: ┄

CX LogP: 2.63

CX LogD: 2.63

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.87

Np Likeness Score: -1.39

References

1. Andreani A, Rambaldi M, Locatelli A..  (1995)  Synthesis and fungicide activity of 2,3-dihydroimidazo [2,1-b]thiazole-5-carboxamides.,  70  (4): [PMID:8765698] [10.1016/0031-6865(95)00038-0]

Source

Source(1):

• Scientific Literature