N-(2,6-dichlorophenyl)-6-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazole-5-carboxamide1,1-dioxide

ID: ALA2289769

PubChem CID: 15163453

Max Phase: Preclinical

Molecular Formula: C13H11Cl2N3O3S

Molecular Weight: 360.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2n(c1C(=O)Nc1c(Cl)cccc1Cl)CCS2(=O)=O

Standard InChI:  InChI=1S/C13H11Cl2N3O3S/c1-7-11(18-5-6-22(20,21)13(18)16-7)12(19)17-10-8(14)3-2-4-9(10)15/h2-4H,5-6H2,1H3,(H,17,19)

Standard InChI Key:  KOPAKADJMIIEQG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   17.8505   -4.1220    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.2163   -4.6373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9797   -4.9289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9144   -2.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4028   -3.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6783   -3.0913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6373   -3.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4047   -4.2041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9201   -3.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4711   -2.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7363   -3.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7622   -2.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5690   -1.9835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2464   -1.4794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8600   -1.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6702   -1.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9613   -0.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4453    0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6347    0.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3474   -0.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5409   -0.7235    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.1844   -1.7286    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:

   

   ALA2289769

   N-(2,6-dichlorophenyl)-6-methyl-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: 360.22

Molecular Weight (Monoisotopic): 358.9898

AlogP: 2.54

#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: 13.72

CX Basic pKa: ┄

CX LogP: 1.94

CX LogD: 1.94

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.89

Np Likeness Score: -1.49

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