Literature summary for 1.1.1.205 extracted from

Chacko, S.; Boshoff, H.I.M.; Singh, V.; Ferraris, D.M.; Gollapalli, D.R.; Zhang, M.; Lawson, A.P.; Pepi, M.J.; Joachimiak, A.; Rizzi, M.; Mizrahi, V.; Cuny, G.D.; Hedstrom, L.
Expanding benzoxazole-based inosine 5-monophosphate dehydrogenase (IMPDH) inhibitor structure-activity as potential antituberculosis agents (2018), J. Med. Chem., 61, 4739-4756 .

Search for more literature for 1.1.1.205

Inhibitors

Inhibitors	Comment	Organism
(2S)-2-(2,3-dichloroanilino)-N-[2-(pyridin-4-yl)-1,3-benzoxazol-5-yl]propanamide	potent inhibitor	Mycobacterium tuberculosis
(2S)-2-(2,3-dichlorophenoxy)-N-[2-(2-hydroxyphenyl)-1,3-benzoxazol-5-yl]propanamide	-	Mycobacterium tuberculosis
(2S)-2-(2,3-dichlorophenoxy)-N-[2-(pyridin-4-yl)-1,3-benzoxazol-5-yl]propanamide	-	Mycobacterium tuberculosis
(2S)-2-(2,3-dichlorophenoxy)-N-[2-[4-(N'-hydroxycarbamimidoyl)phenyl]-1,3-benzoxazol-5-yl]propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-dichlorophenoxy)-N-(2-(2-methoxypyridin-4-yl)benzo-[d]oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-dichlorophenoxy)-N-(2-(2-oxo-1,2-dihydropyridin-4-yl)benzo[d]oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-dichlorophenoxy)-N-(2-(3-hydroxyphenyl)benzo[d]-oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)phenyl)benzo-[d]oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-(5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)phenyl)benzo[d]oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-(hydrazinecarbonyl)phenyl)-benzo[d]oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-(trifluoromethoxy)phenyl)-benzo[d]oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-fluorophenyl)benzo[d]-oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-hydroxyphenyl)benzo[d]-oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-methoxyphenyl)benzo[d]-oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-methoxyphenyl)benzo[d]-oxazol-5-yl)propanethioamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-methoxyphenyl)imidazo-[1,2-a]pyridin-6-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-dichlorophenoxy)-N-(2-(6-methoxypyridin-3-yl)benzo-[d]oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-difluorophenoxy)-N-(2-(4-fluorophenyl)benzo[d]-oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-difluorophenoxy)-N-(2-(4-hydroxyphenyl)benzo[d]-oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-difluorophenoxy)-N-(2-(4-methoxyphenyl)benzo[d]-oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-difluorophenoxy)-N-(2-(6-methoxypyridin-3-yl)benzo-[d]oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2,3-difluorophenoxy)-N-(2-(pyridin-4-yl)benzo[d]oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2-(aminomethyl)phenoxy)-N-(2-(4-methoxyphenyl)benzo-[d]oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2-(benzyloxy)phenoxy)-N-(2-(4-cyanophenyl)benzo[d]-oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2-cyano-3-fluorophenoxy)-N-(2-(pyridin-4-yl)benzo[d]-oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2-cyanophenoxy)-N-(2-(4-methoxyphenyl)benzo[d]-oxazol-5-yl)propanamide	-	Mycobacterium tuberculosis
(S)-2-(2-cyanophenoxy)-N-(2-(pyridin-4-yl)benzo[d]oxazol-5-yl)-propanamide	-	Mycobacterium tuberculosis
(S)-2-(3-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo[d]-oxazol-2-yl)phenoxy)acetic acid	-	Mycobacterium tuberculosis
(S)-2-(4-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo[d]-oxazol-2-yl)phenoxy)acetic acid	-	Mycobacterium tuberculosis
(S)-4-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo[d]oxazol-2-yl)-N-hydroxybenzamide	-	Mycobacterium tuberculosis
(S)-4-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo[d]oxazol-2-yl)benzamide	-	Mycobacterium tuberculosis
(S)-4-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo[d]oxazol-2-yl)benzoic acid	-	Mycobacterium tuberculosis
(S)-4-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo[d]oxazol-2-yl)pyridine-1-oxide	-	Mycobacterium tuberculosis
(S)-N-(2-(2,3-dichlorophenoxy)propyl)-2-(4-methoxyphenyl)-benzo[d]oxazol-5-amine	-	Mycobacterium tuberculosis
(S)-N-(2-(4-(1H-tetrazol-5-yl)phenyl)benzo[d]oxazol-5-yl)-2-(2,3-dichlorophenoxy)propanamide	-	Mycobacterium tuberculosis
(S)-N-(2-(4-(aminomethyl)phenyl)benzo[d]oxazol-5-yl)-2-(2,3-dichlorophenoxy)propanamide	-	Mycobacterium tuberculosis
(S)-N-(2-(4-cyanophenyl)benzo[d]oxazol-5-yl)-2-((1-hydroxy-1,3-dihydrobenzo-[c][1,2]oxaborol-7-yl)oxy)propanamide	-	Mycobacterium tuberculosis
(S)-N-(2-(4-cyanophenyl)benzo[d]oxazol-5-yl)-2-((2,3-dichlorophenyl)amino)propanamide	-	Mycobacterium tuberculosis
(S)-N-(2-(4-cyanophenyl)benzo[d]oxazol-5-yl)-2-(2,3,4-trifluorophenoxy)propanamide	-	Mycobacterium tuberculosis
(S)-N-(2-(4-cyanophenyl)benzo[d]oxazol-5-yl)-2-(2,3-dichlorophenoxy)propanamide	-	Mycobacterium tuberculosis
(S)-N-(2-(4-cyanophenyl)benzo[d]oxazol-5-yl)-2-(2,3-difluorophenoxy)propanamide	-	Mycobacterium tuberculosis
(S)-N-(2-(4-cyanophenyl)benzo[d]oxazol-5-yl)-2-(2-hydroxyphenoxy)propanamide	-	Mycobacterium tuberculosis
2-(4-methoxyphenoxy)-N-[2-(pyridin-4-yl)-1,3-benzoxazol-5-yl]propanamide	-	Mycobacterium tuberculosis
ethyl (S)-2-(3-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo-[d]oxazol-2-yl)phenoxy)acetate	-	Mycobacterium tuberculosis
ethyl (S)-2-(4-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo-[d]oxazol-2-yl)phenoxy)acetate	-	Mycobacterium tuberculosis
methyl (S)-4-(5-(2-(2,3-Dichlorophenoxy)propanamido)benzo-[d]oxazol-2-yl)benzoate	-	Mycobacterium tuberculosis
N-[2-(4-cyanophenyl)-1,3-benzoxazol-5-yl]-N2-(2,3-dichlorophenyl)-L-alaninamide	-	Mycobacterium tuberculosis
N-[2-(4-cyanophenyl)-1,3-benzoxazol-5-yl]-N2-(2,3-difluorophenyl)-L-alaninamide	-	Mycobacterium tuberculosis
prop-2-yn-1-yl (S)-2-(4-(5-(2-(2,3-dichlorophenoxy)-propanamido)benzo[d]oxa-zol-2-yl)phenoxy)acetate	-	Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

Natural Substrates	Organism	Comment (Nat. Sub.)	Natural Products	Comment (Nat. Pro.)	Rev.	Reac.
IMP + NAD+ + H2O	Mycobacterium tuberculosis	-	XMP + NADH + H+	-	?
IMP + NAD+ + H2O	Mycobacterium tuberculosis H37Rv	-	XMP + NADH + H+	-	?

Organism

Organism	UniProt	Comment	Textmining
Mycobacterium tuberculosis	P9WKI7	-	-
Mycobacterium tuberculosis H37Rv	P9WKI7	-	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
IMP + NAD+ + H2O	-	Mycobacterium tuberculosis	XMP + NADH + H+	-	?
IMP + NAD+ + H2O	-	Mycobacterium tuberculosis H37Rv	XMP + NADH + H+	-	?

Synonyms

Synonyms	Comment	Organism
IMPDH2	-	Mycobacterium tuberculosis
inosine 5'-monophosphate dehydrogenase 2	-	Mycobacterium tuberculosis

Cofactor

Cofactor	Comment	Organism	Structure
NAD+	-	Mycobacterium tuberculosis

Ki Value [mM]

Ki Value [mM]	Ki Value maximum [mM]	Inhibitor	Comment	Organism
0.0000023	-	(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-(5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)phenyl)benzo[d]oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.0000043	-	(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-(trifluoromethoxy)phenyl)-benzo[d]oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.0000066	-	ethyl (S)-2-(4-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo-[d]oxazol-2-yl)phenoxy)acetate	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.0000069	-	(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-methoxyphenyl)benzo[d]-oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.0000072	-	(S)-N-(2-(4-cyanophenyl)benzo[d]oxazol-5-yl)-2-(2,3-difluorophenoxy)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000009	-	(S)-N-(2-(4-cyanophenyl)benzo[d]oxazol-5-yl)-2-((2,3-dichlorophenyl)amino)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000012	-	(S)-2-(2,3-dichlorophenoxy)-N-(2-(2-methoxypyridin-4-yl)benzo-[d]oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000012	-	(S)-N-(2-(4-cyanophenyl)benzo[d]oxazol-5-yl)-2-(2,3-dichlorophenoxy)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000012	-	prop-2-yn-1-yl (S)-2-(4-(5-(2-(2,3-dichlorophenoxy)-propanamido)benzo[d]oxa-zol-2-yl)phenoxy)acetate	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000014	-	(2S)-2-(2,3-dichloroanilino)-N-[2-(pyridin-4-yl)-1,3-benzoxazol-5-yl]propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000018	-	(S)-2-(4-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo[d]-oxazol-2-yl)phenoxy)acetic acid	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000018	-	N-[2-(4-cyanophenyl)-1,3-benzoxazol-5-yl]-N2-(2,3-difluorophenyl)-L-alaninamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000019	-	(S)-2-(2,3-difluorophenoxy)-N-(2-(4-methoxyphenyl)benzo[d]-oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.00002	-	(S)-2-(2,3-dichlorophenoxy)-N-(2-(6-methoxypyridin-3-yl)benzo-[d]oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000022	-	(S)-N-(2-(4-cyanophenyl)benzo[d]oxazol-5-yl)-2-(2,3,4-trifluorophenoxy)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000023	-	(S)-2-(2-(aminomethyl)phenoxy)-N-(2-(4-methoxyphenyl)benzo-[d]oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000023	-	ethyl (S)-2-(3-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo-[d]oxazol-2-yl)phenoxy)acetate	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000027	-	(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-methoxyphenyl)benzo[d]-oxazol-5-yl)propanethioamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000033	-	(S)-2-(2-cyanophenoxy)-N-(2-(4-methoxyphenyl)benzo[d]-oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000035	-	(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-fluorophenyl)benzo[d]-oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000036	-	(S)-N-(2-(4-cyanophenyl)benzo[d]oxazol-5-yl)-2-(2-hydroxyphenoxy)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000039	-	(2S)-2-(2,3-dichlorophenoxy)-N-[2-[4-(N'-hydroxycarbamimidoyl)phenyl]-1,3-benzoxazol-5-yl]propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.00004	-	(S)-2-(2,3-difluorophenoxy)-N-(2-(4-fluorophenyl)benzo[d]-oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.00004	-	(S)-2-(2-cyano-3-fluorophenoxy)-N-(2-(pyridin-4-yl)benzo[d]-oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000042	-	(S)-2-(2,3-difluorophenoxy)-N-(2-(6-methoxypyridin-3-yl)benzo-[d]oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000046	-	(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)phenyl)benzo-[d]oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000049	-	(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-(hydrazinecarbonyl)phenyl)-benzo[d]oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.00005	-	(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-hydroxyphenyl)benzo[d]-oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000051	-	(S)-N-(2-(4-(1H-tetrazol-5-yl)phenyl)benzo[d]oxazol-5-yl)-2-(2,3-dichlorophenoxy)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000055	-	(S)-2-(2,3-difluorophenoxy)-N-(2-(pyridin-4-yl)benzo[d]oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000055	-	(S)-2-(3-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo[d]-oxazol-2-yl)phenoxy)acetic acid	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000064	-	(S)-4-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo[d]oxazol-2-yl)benzamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.00007	-	(S)-4-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo[d]oxazol-2-yl)pyridine-1-oxide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000076	-	(2S)-2-(2,3-dichlorophenoxy)-N-[2-(pyridin-4-yl)-1,3-benzoxazol-5-yl]propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000076	-	(S)-2-(2-cyanophenoxy)-N-(2-(pyridin-4-yl)benzo[d]oxazol-5-yl)-propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000085	-	(S)-2-(2,3-dichlorophenoxy)-N-(2-(3-hydroxyphenyl)benzo[d]-oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000096	-	(2S)-2-(2,3-dichlorophenoxy)-N-[2-(2-hydroxyphenyl)-1,3-benzoxazol-5-yl]propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000096	-	methyl (S)-4-(5-(2-(2,3-Dichlorophenoxy)propanamido)benzo-[d]oxazol-2-yl)benzoate	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.0001	-	N-[2-(4-cyanophenyl)-1,3-benzoxazol-5-yl]-N2-(2,3-dichlorophenyl)-L-alaninamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.000121	-	(S)-2-(2,3-difluorophenoxy)-N-(2-(4-hydroxyphenyl)benzo[d]-oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.00015	-	2-(4-methoxyphenoxy)-N-[2-(pyridin-4-yl)-1,3-benzoxazol-5-yl]propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.00016	-	(S)-2-(2,3-dichlorophenoxy)-N-(2-(4-methoxyphenyl)imidazo-[1,2-a]pyridin-6-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.00022	-	(S)-2-(2,3-dichlorophenoxy)-N-(2-(2-oxo-1,2-dihydropyridin-4-yl)benzo[d]oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.00024	-	(S)-N-(2-(4-(aminomethyl)phenyl)benzo[d]oxazol-5-yl)-2-(2,3-dichlorophenoxy)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.00036	-	(S)-4-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo[d]oxazol-2-yl)benzoic acid	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.00037	-	(S)-N-(2-(4-cyanophenyl)benzo[d]oxazol-5-yl)-2-((1-hydroxy-1,3-dihydrobenzo-[c][1,2]oxaborol-7-yl)oxy)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.00043	-	(S)-2-(2-(benzyloxy)phenoxy)-N-(2-(4-cyanophenyl)benzo[d]-oxazol-5-yl)propanamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.00063	-	(S)-4-(5-(2-(2,3-dichlorophenoxy)propanamido)benzo[d]oxazol-2-yl)-N-hydroxybenzamide	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis
0.00129	-	(S)-N-(2-(2,3-dichlorophenoxy)propyl)-2-(4-methoxyphenyl)-benzo[d]oxazol-5-amine	isoform IMPDH2, at pH 8.0 and 37°C	Mycobacterium tuberculosis