Literature summary for 1.1.98.3 extracted from

Landge, S.; Mullick, A.B.; Nagalapur, K.; Neres, J.; Subbulakshmi, V.; Murugan, K.; Ghosh, A.; Sadler, C.; Fellows, M.D.; Humnabadkar, V.; Mahadevaswamy, J.; Vachaspati, P.; Sharma, S.; Kaur, P.; Mallya, M.; Rudrapatna, S.; Awasthy, D.; Sambandamurthy, V.K.; Pojer, F.; Cole, S.T.; Balganesh, T.S.; Ug, U.g.a.
Discovery of benzothiazoles as antimycobacterial agents: Synthesis, structure-activity relationships and binding studies with Mycobacterium tuberculosis decaprenylphosphoryl-beta-D-ribose 2'-oxidase (2015), Bioorg. Med. Chem., 23, 7694-7710.

Inhibitors

Inhibitors	Comment	Organism
(4-(2-methoxyethyl)piperazin-1-yl)(6-methyl-7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)methanone	-	Mycobacterium tuberculosis
(6-methyl-7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)(piperidin-1-yl)methanone	-	Mycobacterium tuberculosis
(S)-(2-(6-methyl-7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)-4,5-dihydrooxazol-4-yl)(pyrrolidin-1-yl)methanone	-	Mycobacterium tuberculosis
(S)-(2-(7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)-4,5-dihydrooxazol-4-yl)(pyrrolidin-1-yl)methanone	-	Mycobacterium tuberculosis
(S)-7-nitro-2-(1-oxo-1-(pyrrolidin-1-yl)propan-2-ylcarbamoyl)-5-(trifluoromethyl)benzo[d]thiazole 3-oxide	-	Mycobacterium tuberculosis
(S)-N-(3-hydroxy-1-oxo-1-(pyrrolidin-1-yl)propan-2-yl)-6-methyl-7-nitro-5-(trifluoromethyl)benzo[d]thiazole-2-carboxamide	-	Mycobacterium tuberculosis
(S)-N-(4-hydroxy-1-oxo-1-(piperidin-1-yl)butan-2-yl)-6-methyl-7-nitro-5-(trifluoromethyl)benzo[d]thiazole-2-carboxamide	-	Mycobacterium tuberculosis
2-(4,5-dihydrooxazol-2-yl)-7-nitro-5-(trifluoromethyl)benzo[d]thiazole 3-oxide	-	Mycobacterium tuberculosis
2-(4-(2-methoxyethyl)piperazine-1-carbonyl)-7-nitro-5-(trifluoromethyl)benzo[d]thiazole 3-oxide	-	Mycobacterium tuberculosis
2-(6-methyl-7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)-4,5-dihydrooxazole	-	Mycobacterium tuberculosis
2-(7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)-4,5-dihydrooxazole	-	Mycobacterium tuberculosis
2-(methoxymethyl)-7-nitro-5-(trifluoromethyl)benzo[d]thiazole	-	Mycobacterium tuberculosis
2-(piperidine-1-carbonyl)-5-(trifluoromethyl)benzo[d]thiazol-7-ylboronic acid	-	Mycobacterium tuberculosis
2-(piperidine-1-carbonyl)-5-(trifluoromethyl)benzo[d]thiazole-7-carbonitrile	-	Mycobacterium tuberculosis
2-(piperidine-1-carbonyl)-5-(trifluoromethyl)benzo[d]thiazole-7-carboxylic acid	-	Mycobacterium tuberculosis
3-(2-(piperidine-1-carbonyl)-5-(trifluoromethyl)benzo[d]thiazol-7-yl)-1,2,3-oxadiazol-3-ium-5-olate	-	Mycobacterium tuberculosis
4-((2-methoxyethyl)piperazin-1-yl)(7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)methanone	-	Mycobacterium tuberculosis
4-((7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)methyl)morpholine	-	Mycobacterium tuberculosis
6-methyl-7-nitro-N-(pyridin-2-ylmethyl)-5-(trifluoromethyl)benzo[d]thiazole-2-carboxamide	-	Mycobacterium tuberculosis
7-nitro-2-(piperidine-1-carbonyl)-5-(trifluoromethyl)benzo[d]thiazole 3-oxide	-	Mycobacterium tuberculosis
7-nitro-2-(piperidine-1-carbonyl)benzo[d]thiazole-5-carbonitrile	-	Mycobacterium tuberculosis
7-nitro-2-(pyridin-2-ylmethylcarbamoyl)-5-(trifluoromethyl)benzo[d]thiazole 3-oxide	-	Mycobacterium tuberculosis
7-nitro-2-(pyridin-3-ylmethylcarbamoyl)-5-(trifluoromethyl)benzo[d]thiazole 3-oxide	-	Mycobacterium tuberculosis
7-nitro-5-((trifluoromethyl)-1,3-benzothiazol-2-yl)-piperidin-1-ylmethanone	-	Mycobacterium tuberculosis
7-nitro-N-(pyridin-2-ylmethyl)-5-(trifluoromethyl)benzo[d]thiazole-2-carboxamide	-	Mycobacterium tuberculosis
BTZ043	-	Mycobacterium tuberculosis
morpholino(7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)methanone	-	Mycobacterium tuberculosis
N-(pyridin-2-ylmethyl)-5-(trifluoromethyl)benzo[d]thiazole-2-carboxamide	-	Mycobacterium tuberculosis
N-methyl-7-nitro-2-(piperidine-1-carbonyl)benzo[d]thiazole-5-carboxamide	-	Mycobacterium tuberculosis
N-[(2S)-3-hydroxy-1-oxo-1-pyrrolidin-1-ylpropan-2-yl]-7-nitro-5-(trifluoromethyl)-1,3-benzothiazole-2-carboxamide	-	Mycobacterium tuberculosis
PBTZ169	-	Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

Natural Substrates	Organism	Comment (Nat. Sub.)	Natural Products	Comment (Nat. Pro.)	Rev.	Reac.
trans,octacis-decaprenylphospho-beta-D-ribofuranose + FAD	Mycobacterium tuberculosis	-	trans,octacis-decaprenylphospho-beta-D-erythro-pentofuranosid-2-ulose + FADH2	-	?

Organism

Organism	UniProt	Comment	Textmining
Mycobacterium tuberculosis	P9WJF1	-	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
trans,octacis-decaprenylphospho-beta-D-ribofuranose + FAD	-	Mycobacterium tuberculosis	trans,octacis-decaprenylphospho-beta-D-erythro-pentofuranosid-2-ulose + FADH2	-	?

Synonyms

Synonyms	Comment	Organism
decaprenylphosphoryl-beta-D-ribose 2'-oxidase	-	Mycobacterium tuberculosis
DprE1	-	Mycobacterium tuberculosis

Cofactor

Cofactor	Comment	Organism	Structure
FAD	-	Mycobacterium tuberculosis

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor
0.000026	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	7-nitro-2-(pyridin-2-ylmethylcarbamoyl)-5-(trifluoromethyl)benzo[d]thiazole 3-oxide
0.000027	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	2-(4-(2-methoxyethyl)piperazine-1-carbonyl)-7-nitro-5-(trifluoromethyl)benzo[d]thiazole 3-oxide
0.00006	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	(S)-7-nitro-2-(1-oxo-1-(pyrrolidin-1-yl)propan-2-ylcarbamoyl)-5-(trifluoromethyl)benzo[d]thiazole 3-oxide
0.000095	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	7-nitro-2-(piperidine-1-carbonyl)-5-(trifluoromethyl)benzo[d]thiazole 3-oxide
0.000213	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	7-nitro-5-((trifluoromethyl)-1,3-benzothiazol-2-yl)-piperidin-1-ylmethanone
0.000247	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	4-((2-methoxyethyl)piperazin-1-yl)(7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)methanone
0.000276	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	2-(4,5-dihydrooxazol-2-yl)-7-nitro-5-(trifluoromethyl)benzo[d]thiazole 3-oxide
0.0003	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	morpholino(7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)methanone
0.000349	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	N-[(2S)-3-hydroxy-1-oxo-1-pyrrolidin-1-ylpropan-2-yl]-7-nitro-5-(trifluoromethyl)-1,3-benzothiazole-2-carboxamide
0.000452	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	7-nitro-N-(pyridin-2-ylmethyl)-5-(trifluoromethyl)benzo[d]thiazole-2-carboxamide
0.000654	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	(S)-(2-(7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)-4,5-dihydrooxazol-4-yl)(pyrrolidin-1-yl)methanone
0.0012	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	(S)-(2-(6-methyl-7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)-4,5-dihydrooxazol-4-yl)(pyrrolidin-1-yl)methanone
0.0012	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	(S)-N-(3-hydroxy-1-oxo-1-(pyrrolidin-1-yl)propan-2-yl)-6-methyl-7-nitro-5-(trifluoromethyl)benzo[d]thiazole-2-carboxamide
0.0012	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	(S)-N-(4-hydroxy-1-oxo-1-(piperidin-1-yl)butan-2-yl)-6-methyl-7-nitro-5-(trifluoromethyl)benzo[d]thiazole-2-carboxamide
0.0012	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	6-methyl-7-nitro-N-(pyridin-2-ylmethyl)-5-(trifluoromethyl)benzo[d]thiazole-2-carboxamide
0.0017	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	(4-(2-methoxyethyl)piperazin-1-yl)(6-methyl-7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)methanone
0.0018	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	7-nitro-2-(piperidine-1-carbonyl)benzo[d]thiazole-5-carbonitrile
0.0022	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	(6-methyl-7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)(piperidin-1-yl)methanone
0.0039	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	2-(6-methyl-7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)-4,5-dihydrooxazole
0.0052	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	4-((7-nitro-5-(trifluoromethyl)benzo[d]thiazol-2-yl)methyl)morpholine
0.0059	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	2-(methoxymethyl)-7-nitro-5-(trifluoromethyl)benzo[d]thiazole
0.0282	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	3-(2-(piperidine-1-carbonyl)-5-(trifluoromethyl)benzo[d]thiazol-7-yl)-1,2,3-oxadiazol-3-ium-5-olate
0.053	-	pH and temperature not specified in the publication	Mycobacterium tuberculosis	N-methyl-7-nitro-2-(piperidine-1-carbonyl)benzo[d]thiazole-5-carboxamide
0.1	-	IC50 above 0.1 mM, pH and temperature not specified in the publication	Mycobacterium tuberculosis	2-(piperidine-1-carbonyl)-5-(trifluoromethyl)benzo[d]thiazole-7-carboxylic acid
0.1	-	IC50 above 0.1 mM, pH and temperature not specified in the publication	Mycobacterium tuberculosis	N-(pyridin-2-ylmethyl)-5-(trifluoromethyl)benzo[d]thiazole-2-carboxamide