Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 6.3.2.1 extracted from

  • Samala, G.; Devi, P.B.; Nallangi, R.; Yogeeswari, P.; Sriram, D.
    Development of 3-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine derivatives as novel Mycobacterium tuberculosis pantothenate synthetase inhibitors (2013), Eur. J. Med. Chem., 69, 356-364.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(5-(4-fluorophenylsulfonyl)-3-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-1-yl)(phenyl)methanone 77.0% inhibition at 0.1 mM Mycobacterium tuberculosis
(5-(4-nitrophenylsulfonyl)-3-phenyl-4,5,6,7-tetrahydro-1Hpyrazolo[4,3-c]pyridin-1-yl)(phenyl)methanone 39.7% inhibition at 0.1 mM Mycobacterium tuberculosis
1-(4-(1-(cyclohexanecarbonyl)-3-phenyl-6,7-dihydro-1Hpyrazolo[4,3-c]pyridin-5(4H)-ylsulfonyl)phenyl)ethanone 39.2% inhibition at 0.1 mM Mycobacterium tuberculosis
1-(4-(1-benzoyl-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-ylsulfonyl)phenyl)ethanone 78.5% inhibition at 0.1 mM Mycobacterium tuberculosis
1-(cyclohexanecarbonyl)-3-phenyl-N-p-tolyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carbothioamide 50.5% inhibition at 0.1 mM Mycobacterium tuberculosis
1-(cyclohexanecarbonyl)-3-phenyl-N-p-tolyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxamide 40.8% inhibition at 0.1 mM Mycobacterium tuberculosis
1-(cyclohexanecarbonyl)-N-(4-ethoxyphenyl)-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxamide 48.5% inhibition at 0.1 mM Mycobacterium tuberculosis
1-(cyclohexanecarbonyl)-N-(4-fluorophenyl)-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carbothioamide 49.2% inhibition at 0.1 mM Mycobacterium tuberculosis
1-(cyclohexanecarbonyl)-N-(4-methoxyphenyl)-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carbothioamide 50.6% inhibition at 0.1 mM Mycobacterium tuberculosis
1-(cyclohexanecarbonyl)-N-(4-methoxyphenyl)-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxamide 38.7% inhibition at 0.1 mM Mycobacterium tuberculosis
1-(cyclohexanecarbonyl)-N-(4-nitrophenyl)-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carbothioamide 47.3% inhibition at 0.1 mM Mycobacterium tuberculosis
1-(cyclohexanecarbonyl)-N-(naphthalen-1-yl)-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxamide 50.9% inhibition at 0.1 mM Mycobacterium tuberculosis
1-(yclohexanecarbonyl)-N-(4-nitrophenyl)-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxamide 50.8% inhibition at 0.1 mM Mycobacterium tuberculosis
1-benzoyl-3-phenyl-N-p-tolyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carbothioamide 23.9% inhibition at 0.1 mM Mycobacterium tuberculosis
1-benzoyl-3-phenyl-N-p-tolyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxamide 49.4% inhibition at 0.1 mM Mycobacterium tuberculosis
1-benzoyl-N-(4-bromophenyl)-3-phenyl-6,7-dihydro-1Hpyrazolo[4,3-c]pyridine-5(4H)-carboxamide 60.6% inhibition at 0.1 mM Mycobacterium tuberculosis
1-benzoyl-N-(4-chlorophenyl)-3-phenyl-6,7-dihydro-1Hpyrazolo[4,3-c]pyridine-5(4H)-carbothioamide 37.7% inhibition at 0.1 mM Mycobacterium tuberculosis
1-benzoyl-N-(4-chlorophenyl)-3-phenyl-6,7-dihydro-1Hpyrazolo[4,3-c]pyridine-5(4H)-carboxamide 40.2% inhibition at 0.1 mM Mycobacterium tuberculosis
1-benzoyl-N-(4-ethoxyphenyl)-3-phenyl-6,7-dihydro-1Hpyrazolo[4,3-c] pyridine-5(4H)-carboxamide 47.2% inhibition at 0.1 mM Mycobacterium tuberculosis
1-benzoyl-N-(4-fluorophenyl)-3-phenyl-6,7-dihydro-1Hpyrazolo[4,3-c]pyridine-5(4H)-carbothioamide 43.5% inhibition at 0.1 mM Mycobacterium tuberculosis
1-benzoyl-N-(4-methoxyphenyl)-3-phenyl-6,7-dihydro-1Hpyrazolo[4,3-c]pyridine-5(4H)-carbothioamide 10.2% inhibition at 0.1 mM Mycobacterium tuberculosis
1-benzoyl-N-(4-nitrophenyl)-3-phenyl-6,7-dihydro-1Hpyrazolo[4,3-c]pyridine-5(4H)-carboxamide 95.7% inhibition at 0.1 mM Mycobacterium tuberculosis
1-benzoyl-N-(naphthalen-1-yl)-3-phenyl-6,7-dihydro-1Hpyrazolo[4,3-c]pyridine-5(4H)-carboxamide 89.8% inhibition at 0.1 mM Mycobacterium tuberculosis
1-benzoyl-N-benzyl-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carbothioamide 52.1% inhibition at 0.1 mM Mycobacterium tuberculosis
1-benzoyl-N-benzyl-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxamide 46.2% inhibition at 0.1 mM Mycobacterium tuberculosis
1-benzoyl-N-isopropyl-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxamide 40.9% inhibition at 0.1 mM Mycobacterium tuberculosis
5-tert-butyl-N-[1-(naphthalen-1-ylmethyl)-1H-pyrazol-4-yl]-4,5,6,7-tetrahydro-1,2-benzoxazole-3-carboxamide
-
Mycobacterium tuberculosis
actinomycin D
-
Mycobacterium tuberculosis
cyclohexyl(3-phenyl-5-(thiophen-2-ylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-1-yl)methanone 52.0% inhibition at 0.1 mM Mycobacterium tuberculosis
cyclohexyl(3-phenyl-5-tosyl-4,5,6,7-tetrahydro-1Hpyrazolo[4,3-c]pyridin-1-yl)methanone 41.6% inhibition at 0.1 mM Mycobacterium tuberculosis
cyclohexyl(5-(4-fluorophenylsulfonyl)-3-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-1-yl)methanone 46.8% inhibition at 0.1 mM Mycobacterium tuberculosis
cyclohexyl(5-(4-nitrophenylsulfonyl)-3-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-1-yl)methanone 50.2% inhibition at 0.1 mM Mycobacterium tuberculosis
methyl 5-amino-3-(benzyloxy)-1H-indole-2-carboxylate
-
Mycobacterium tuberculosis
additional information synthesis and evaluation of 3-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine derivatives as pantothenate synthetase inhibitors, overview. No inhibition by isoniazid and ethambutol Mycobacterium tuberculosis
N-(4-acetylphenyl)-1-(cyclohexanecarbonyl)-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxamide 51.4% inhibition at 0.1 mM Mycobacterium tuberculosis
N-(4-acetylphenyl)-1-benzoyl-3-phenyl-6,7-dihydro-1Hpyrazolo[4,3-c] pyridine-5(4H)-carboxamide 43.7% inhibition at 0.1 mM Mycobacterium tuberculosis
N-(4-bromophenyl)-1-(cyclohexanecarbonyl)-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxamide 50.5% inhibition at 0.1 mM Mycobacterium tuberculosis
N-(4-chlorophenyl)-1-(cyclohexanecarbonyl)-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carbothioamide 56.3% inhibition at 0.1 mM Mycobacterium tuberculosis
N-(4-chlorophenyl)-1-(cyclohexanecarbonyl)-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxamide 54.7% inhibition at 0.1 mM Mycobacterium tuberculosis
N-allyl-1-benzoyl-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carbothioamide 41.7% inhibition at 0.1 mM Mycobacterium tuberculosis
N-benzyl-1-(cyclohexanecarbonyl)-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carbothioamide 51.4% inhibition at 0.1 mM Mycobacterium tuberculosis
N-benzyl-1-(cyclohexanecarbonyl)-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxamide 49.1% inhibition at 0.1 mM Mycobacterium tuberculosis
nafronyl oxalate
-
Mycobacterium tuberculosis
phenyl(3-phenyl-5-(thiophen-2-ylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-1-yl)methanone 48.7% inhibition at 0.1 mM Mycobacterium tuberculosis
phenyl(3-phenyl-5-tosyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-1-yl)methanone 9.0% inhibition at 0.1 mM Mycobacterium tuberculosis
[2-[(1-benzofuran-2-ylsulfonyl)carbamoyl]-5-methyl-1H-inden-1-yl]acetic acid
-
Mycobacterium tuberculosis

Organism

Organism UniProt Comment Textmining
Mycobacterium tuberculosis P9WIL5 gene panC, locus Rv3602c
-
Mycobacterium tuberculosis H37Rv P9WIL5 gene panC, locus Rv3602c
-

Source Tissue

Source Tissue Comment Organism Textmining

Synonyms

Synonyms Comment Organism
Pantothenate synthetase
-
Mycobacterium tuberculosis

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00009
-
5-tert-butyl-N-[1-(naphthalen-1-ylmethyl)-1H-pyrazol-4-yl]-4,5,6,7-tetrahydro-1,2-benzoxazole-3-carboxamide pH and temperature not specified in the publication Mycobacterium tuberculosis
0.0018
-
[2-[(1-benzofuran-2-ylsulfonyl)carbamoyl]-5-methyl-1H-inden-1-yl]acetic acid pH and temperature not specified in the publication Mycobacterium tuberculosis
0.0224
-
methyl 5-amino-3-(benzyloxy)-1H-indole-2-carboxylate pH and temperature not specified in the publication Mycobacterium tuberculosis

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0218
-
pH and temperature not specified in the publication Mycobacterium tuberculosis 1-benzoyl-N-(4-nitrophenyl)-3-phenyl-6,7-dihydro-1Hpyrazolo[4,3-c]pyridine-5(4H)-carboxamide
0.0382
-
pH and temperature not specified in the publication Mycobacterium tuberculosis 1-benzoyl-N-(naphthalen-1-yl)-3-phenyl-6,7-dihydro-1Hpyrazolo[4,3-c]pyridine-5(4H)-carboxamide
0.0386
-
pH and temperature not specified in the publication Mycobacterium tuberculosis (5-(4-fluorophenylsulfonyl)-3-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-1-yl)(phenyl)methanone
0.0391
-
pH and temperature not specified in the publication Mycobacterium tuberculosis 1-(4-(1-benzoyl-3-phenyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-ylsulfonyl)phenyl)ethanone
0.0821
-
pH and temperature not specified in the publication Mycobacterium tuberculosis 1-benzoyl-N-(4-bromophenyl)-3-phenyl-6,7-dihydro-1Hpyrazolo[4,3-c]pyridine-5(4H)-carboxamide
0.2507
-
pH and temperature not specified in the publication Mycobacterium tuberculosis actinomycin D