TCMDC-142346

ID: ALA2097958

Cas Number: 1443138-52-0

PubChem CID: 70693465

Max Phase: Preclinical

Molecular Formula: C15H15N3OS

Molecular Weight: 285.37

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-142346 | GSK1829820A | GSK1829820A|1443138-52-0|CHEMBL2097958|TCMDC-142346|BDBM50497765|AKOS040746870|SR-01000378529|SR-01000378529-1|2,6-dimethyl-N-(2-thienylmethyl)imidazo[1,2-a]pyridine-3-carboxamide

Canonical SMILES:  Cc1ccc2nc(C)c(C(=O)NCc3cccs3)n2c1

Standard InChI:  InChI=1S/C15H15N3OS/c1-10-5-6-13-17-11(2)14(18(13)9-10)15(19)16-8-12-4-3-7-20-12/h3-7,9H,8H2,1-2H3,(H,16,19)

Standard InChI Key:  LYDYEINGBDQLKU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3207   -4.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1411   -3.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3127   -3.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5982   -2.7256    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  4 10  1  0
 10 11  1  0
  2 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2097958

   Tcmdc-142346

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: 285.37

Molecular Weight (Monoisotopic): 285.0936

AlogP: 2.94

#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: 4.76

CX LogP: 2.04

CX LogD: 2.04

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.80

Np Likeness Score: -2.96

References

1. Ballell, L., Bates, R. H., Young, R. J., Alvarez-Gomez, D., Alvarez-Ruiz, E., Barroso, V., Blanco, D., Crespo, B., Escribano, J., Gonzalez, R., Lozano, S., Huss, S., Santos-Villarejo, A., Martin-Plaza, J. J., Mendoza, A., Rebollo-Lopez, M. J., Remuinan-Blanco, M., Lavandera, J. L., Perez-Herran, E., Gamo-Benito, F. J., Garcia-Bustos, J. F., Barros, D., Castro, J. P. and Cammack, N. GSK Tuberculosis Screening Data,  [10.6019/CHEMBL2095176]

2. Cooper CB..  (2013)  Development of Mycobacterium tuberculosis whole cell screening hits as potential antituberculosis agents.,  56  (20): [PMID:23927683] [10.1021/jm400381v]

3. Samala G, Nallangi R, Devi PB, Saxena S, Yadav R, Sridevi JP, Yogeeswari P, Sriram D..  (2014)  Identification and development of 2-methylimidazo[1,2-a]pyridine-3-carboxamides as Mycobacterium tuberculosis pantothenate synthetase inhibitors.,  22  (15): [PMID:24953948] [10.1016/j.bmc.2014.05.038]

4. Samanta S, Kumar S, Aratikatla EK, Ghorpade SR, Singh V..  (2023)  Recent developments of imidazo[1,2-a]pyridine analogues as antituberculosis agents.,  14  (4): [PMID:37122538] [10.1039/d3md00019b]

Source

Source(2):

• Scientific Literature
• GSK Tuberculosis Screening