6-Methyl-N'-(3,4,5-trimethoxybenzylidene)imidazo[2,1-b]thiazole-5-carbohydrazide

ID: ALA3763789

PubChem CID: 45918831

Max Phase: Preclinical

Molecular Formula: C17H18N4O4S

Molecular Weight: 374.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=N/NC(=O)c2c(C)nc3sccn23)cc(OC)c1OC

Standard InChI:  InChI=1S/C17H18N4O4S/c1-10-14(21-5-6-26-17(21)19-10)16(22)20-18-9-11-7-12(23-2)15(25-4)13(8-11)24-3/h5-9H,1-4H3,(H,20,22)/b18-9+

Standard InChI Key:  UZVRCSHDYZILHY-GIJQJNRQSA-N

Molfile:  

     RDKit          2D

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    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
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   -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
   -4.9585    3.0582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4531    2.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3193    4.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.6764    5.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.5516    6.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6884    5.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9176    8.0958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7222    8.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9067    7.8305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4004    8.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1710    5.1031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6741    4.0137    0.0000 C   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
  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
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  9 10  2  0
  9 11  1  0
  8  9  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
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 18 20  1  0
 22 23  1  0
 17 22  1  0
 24 25  1  0
 16 24  1  0
 12 13  2  0
  7 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3763789

   6-methyl-N-[(E)-(3,4,5-trimethoxyphenyl)methyleneamino]imidazo[2,1-b]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: 374.42

Molecular Weight (Monoisotopic): 374.1049

AlogP: 2.49

#Rotatable Bonds: 6

Polar Surface Area: 86.45

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.51

CX Basic pKa: 2.65

CX LogP: 1.36

CX LogD: 1.36

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: -1.82

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