6-Chloro-1,1-dioxo-2,3-dihydro-1H-1lambda*6*-imidazo[2,1-b]thiazole-5-carboxylic acid pyridin-2-ylamide

ID: ALA2289767

PubChem CID: 45028233

Max Phase: Preclinical

Molecular Formula: C11H9ClN4O3S

Molecular Weight: 312.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccn1)c1c(Cl)nc2n1CCS2(=O)=O

Standard InChI:  InChI=1S/C11H9ClN4O3S/c12-9-8(10(17)14-7-3-1-2-4-13-7)16-5-6-20(18,19)11(16)15-9/h1-4H,5-6H2,(H,13,14,17)

Standard InChI Key:  ASQGTRROLNWDRY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   17.5698  -10.1312    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.9356  -10.6466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6991  -10.9381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6337   -8.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1222   -9.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3977   -9.1005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3566   -9.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1241  -10.2133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6395   -9.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1905   -8.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4556   -9.6146    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.4815   -8.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2883   -7.9928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9657   -7.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5794   -7.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3855   -7.1033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6766   -6.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1606   -5.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3500   -5.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0626   -6.6015    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA2289767

   6-chloro-1,1-dioxo-N-pyridin-2-yl-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: 312.74

Molecular Weight (Monoisotopic): 312.0084

AlogP: 0.97

#Rotatable Bonds: 2

Polar Surface Area: 93.95

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.09

CX Basic pKa: 2.65

CX LogP: 0.80

CX LogD: 0.80

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.89

Np Likeness Score: -1.69

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