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

ID: ALA2289772

PubChem CID: 50878416

Max Phase: Preclinical

Molecular Formula: C13H13N3O3S

Molecular Weight: 291.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2n(c1C(=O)Nc1ccccc1)CCS2(=O)=O

Standard InChI:  InChI=1S/C13H13N3O3S/c1-9-11(12(17)15-10-5-3-2-4-6-10)16-7-8-20(18,19)13(16)14-9/h2-6H,7-8H2,1H3,(H,15,17)

Standard InChI Key:  YKTGPDPHYCYMCO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    1.6965   -4.9433    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0623   -5.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8257   -5.7502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7604   -3.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2489   -4.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5243   -3.9126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4833   -4.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2507   -5.0254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7662   -4.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3171   -3.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5823   -4.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082   -2.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4150   -2.8049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0924   -2.3008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7060   -2.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5162   -1.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8073   -1.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2913   -0.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807   -0.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1934   -1.4129    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:

   

   ALA2289772

   6-methyl-1,1-dioxo-N-phenyl-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: 291.33

Molecular Weight (Monoisotopic): 291.0678

AlogP: 1.23

#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: ┄

CX Basic pKa: ┄

CX LogP: 0.73

CX LogD: 0.73

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.90

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