N-Benzyl-6-methylimidazo[2,1-b]thiazole-5-carboxamide

ID: ALA3765386

PubChem CID: 127042958

Max Phase: Preclinical

Molecular Formula: C14H13N3OS

Molecular Weight: 271.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2sccn2c1C(=O)NCc1ccccc1

Standard InChI:  InChI=1S/C14H13N3OS/c1-10-12(17-7-8-19-14(17)16-10)13(18)15-9-11-5-3-2-4-6-11/h2-8H,9H2,1H3,(H,15,18)

Standard InChI Key:  YAQXVWDTHJYPNE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  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
   -6.4531    2.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3206    4.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8141    4.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4403    2.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5729    1.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0794    1.5589    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  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 11 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3765386

   ---

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: 271.35

Molecular Weight (Monoisotopic): 271.0779

AlogP: 2.63

#Rotatable Bonds: 3

Polar Surface Area: 46.40

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.80

CX LogP: 1.64

CX LogD: 1.64

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.80

Np Likeness Score: -2.36

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