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

ID: ALA2289768

PubChem CID: 76313097

Max Phase: Preclinical

Molecular Formula: C8H10ClN3O3S

Molecular Weight: 263.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNC(=O)c1c(Cl)nc2n1CCS2(=O)=O

Standard InChI:  InChI=1S/C8H10ClN3O3S/c1-2-10-7(13)5-6(9)11-8-12(5)3-4-16(8,14)15/h2-4H2,1H3,(H,10,13)

Standard InChI Key:  XDQVOYHCSZQDFT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    1.6676  -10.6223    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0334  -11.1377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7969  -11.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7315   -9.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2200   -9.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4955   -9.5917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4544  -10.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2219  -10.7045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7373  -10.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2883   -9.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5534  -10.1058    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5793   -8.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3861   -8.4839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635   -7.9798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6771   -7.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4840   -7.5906    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  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289768

   6-chloro-N-ethyl-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: 263.71

Molecular Weight (Monoisotopic): 263.0131

AlogP: 0.07

#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: 12.54

CX Basic pKa: ┄

CX LogP: -0.24

CX LogD: -0.24

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.82

Np Likeness Score: -1.46

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