N-(4-Methoxyphenyl)-6-methylimidazo[2,1-b]thiazole-5-carboxamide

ID: ALA3763563

Cas Number: 672951-44-9

PubChem CID: 1480800

Max Phase: Preclinical

Molecular Formula: C14H13N3O2S

Molecular Weight: 287.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)c2c(C)nc3sccn23)cc1

Standard InChI:  InChI=1S/C14H13N3O2S/c1-9-12(17-7-8-20-14(17)15-9)13(18)16-10-3-5-11(19-2)6-4-10/h3-8H,1-2H3,(H,16,18)

Standard InChI Key:  UZKHKASDVVVFRE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    1.7333   -0.7256    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2217   -0.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2419    0.7054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9876    1.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1968    0.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9876   -1.5720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1968   -0.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7333    0.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5978    1.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0950    3.0584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0924    1.8325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3360   -1.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9585    3.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4525    2.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3157    4.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6848    5.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1908    5.6460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3277    4.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5459    6.7411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0397    7.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  2  6  2  0
  3  8  1  0
  9 10  2  0
  9 11  1  0
  8  9  1  0
  7 12  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 19 20  1  0
 16 19  1  0
 11 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3763563

   N-(4-methoxyphenyl)-6-methylimidazo[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: 287.34

Molecular Weight (Monoisotopic): 287.0728

AlogP: 2.97

#Rotatable Bonds: 3

Polar Surface Area: 55.63

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.56

CX LogP: 1.78

CX LogD: 1.78

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.81

Np Likeness Score: -2.29

References

1. Samala G, Devi PB, Saxena S, Meda N, Yogeeswari P, Sriram D..  (2016)  Design, synthesis and biological evaluation of imidazo[2,1-b]thiazole and benzo[d]imidazo[2,1-b]thiazole derivatives as Mycobacterium tuberculosis pantothenate synthetase inhibitors.,  24  (6): [PMID:26867485] [10.1016/j.bmc.2016.01.059]

Source

Source(1):

• Scientific Literature