n-pentylpantothenamide profile

N-pentylpantothenamide: converted to ethyldethia-coenzyme A, an antimetabolite; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	10424213
CHEMBL ID	447943
SCHEMBL ID	17731774
MeSH ID	M0445046

Synonym
n5-pan
n-pentylpantothenamide
CHEMBL447943
(2r)-2,4-dihydroxy-3,3-dimethyl-n-[3-oxo-3-(pentylamino)propyl]butanamide
PN4 ,
SCHEMBL17731774
Q27464493

Pathway	Proteins	Compounds
phosphopantothenate biosynthesis I	13	29
superpathway of coenzyme A biosynthesis I (bacteria)	9	42

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Type II pantothenate kinase	Staphylococcus aureus subsp. aureus MSSA476	Km	1.5000	1.5000	1.5000	1.5000	AID1419201
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
coenzyme A biosynthetic process	Pantothenate kinase	Escherichia coli K-12
coenzyme A biosynthetic process	Pantothenate kinase	Escherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
pantothenate kinase activity	Pantothenate kinase	Escherichia coli K-12
ATP binding	Pantothenate kinase	Escherichia coli K-12
kinase activity	Pantothenate kinase	Escherichia coli K-12
protein homodimerization activity	Pantothenate kinase	Escherichia coli K-12
pantetheine kinase activity	Pantothenate kinase	Escherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
cytoplasm	Pantothenate kinase	Escherichia coli K-12
cytoplasm	Pantothenate kinase	Escherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (36)

Assay ID	Title	Year	Journal	Article
AID409682	Antibacterial activity against Escherichia coli K12 in M9 minimal medium after 24 hrs by broth dilution method	2008	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22	Antibiotic evaluation and in vivo analysis of alkynyl Coenzyme A antimetabolites in Escherichia coli.
AID511247	Inhibition of coenzyme A synthesis in acpH null mutant containing Escherichia coli JT6 transformed with pBAD24 plasmid expressing CoaBC gene assessed as decrease in acetyl CoA level at 100 ug/ml after 90 mins by HPLC relative to untreated control	2010	Antimicrobial agents and chemotherapy, Mar, Volume: 54, Issue:3	Antibacterial activity of N-pentylpantothenamide is due to inhibition of coenzyme a synthesis.
AID1152961	Ratio of kcat to Km for purified Escherichia coli pantothenate kinase by spectrophotometry	2014	Bioorganic & medicinal chemistry, Jun-15, Volume: 22, Issue:12	Exploring structural motifs necessary for substrate binding in the active site of Escherichia coli pantothenate kinase.
AID511165	Inhibition of coenzyme A synthesis in Escherichia coli JT7 carrying panD deletion assessed as decrease in acetyl CoA level at 100 ug/ml after 90 mins by HPLC relative to untreated control	2010	Antimicrobial agents and chemotherapy, Mar, Volume: 54, Issue:3	Antibacterial activity of N-pentylpantothenamide is due to inhibition of coenzyme a synthesis.
AID511244	Inhibition of coenzyme A synthesis in acpH null mutant containing Escherichia coli JT6 transformed with pBAD24 plasmid expressing CoaA gene assessed as decrease in acetyl CoA level at 100 ug/ml after 90 mins by HPLC relative to untreated control	2010	Antimicrobial agents and chemotherapy, Mar, Volume: 54, Issue:3	Antibacterial activity of N-pentylpantothenamide is due to inhibition of coenzyme a synthesis.
AID511163	Induction of ethyldethia-ACP accumulation in Escherichia coli JT6 at 200 ug/ml by gel electrophoresis	2010	Antimicrobial agents and chemotherapy, Mar, Volume: 54, Issue:3	Antibacterial activity of N-pentylpantothenamide is due to inhibition of coenzyme a synthesis.
AID593008	Antibacterial activity against 10'6 CFU/ml methicillin or oxacillin-resistant Staphylococcus aureus ATCC 43300 after 18 hrs by NCCLS broth microdilution method	2011	Bioorganic & medicinal chemistry, Apr-15, Volume: 19, Issue:8	Geminal dialkyl derivatives of N-substituted pantothenamides: synthesis and antibacterial activity.
AID409680	Activity of Escherichia coli K12 CoaA	2008	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22	Antibiotic evaluation and in vivo analysis of alkynyl Coenzyme A antimetabolites in Escherichia coli.
AID1419203	Substrate activity at N-terminal His6-tagged Staphylococcus aureus PanK2 expressed in Escherichia coli BL21(DE3) cells assessed as ratio of Kcat to Km in presence of ATP/NADH by pyruvate kinase/lactate dehydrogenase enzyme coupled assay	2018	Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22	Probing the ligand preferences of the three types of bacterial pantothenate kinase.
AID511167	Antibacterial activity against Escherichia coli JT13 expressing in acpH gene assessed as microbial growth inhibition	2010	Antimicrobial agents and chemotherapy, Mar, Volume: 54, Issue:3	Antibacterial activity of N-pentylpantothenamide is due to inhibition of coenzyme a synthesis.
AID1479610	Antibacterial activity against tolC deficient Escherichia coli BW25113 after 20 hrs by broth microdilution method	2018	Journal of medicinal chemistry, 04-26, Volume: 61, Issue:8	Fragment-Based Drug Discovery of Inhibitors of Phosphopantetheine Adenylyltransferase from Gram-Negative Bacteria.
AID593014	Antibacterial activity against Klebsiella pneumoniae 13883 at 150 ug/ml after 24 hrs by agar diffusion method	2011	Bioorganic & medicinal chemistry, Apr-15, Volume: 19, Issue:8	Geminal dialkyl derivatives of N-substituted pantothenamides: synthesis and antibacterial activity.
AID593015	Antibacterial activity against Acinetobacter baumannii 19606 at 150 ug/ml after 24 hrs by agar diffusion method	2011	Bioorganic & medicinal chemistry, Apr-15, Volume: 19, Issue:8	Geminal dialkyl derivatives of N-substituted pantothenamides: synthesis and antibacterial activity.
AID1479612	Antibacterial activity against Escherichia coli ATCC 25922 after 20 hrs by broth microdilution method	2018	Journal of medicinal chemistry, 04-26, Volume: 61, Issue:8	Fragment-Based Drug Discovery of Inhibitors of Phosphopantetheine Adenylyltransferase from Gram-Negative Bacteria.
AID760533	Antiplasmodial activity against intraerythrocytic Plasmodium falciparum 3D7 infected in human erythrocytes in fresh RPMI-1640 culture medium assessed as parasite growth inhibition after 96 hrs by microscopic analysis	2013	ACS medicinal chemistry letters, Aug-08, Volume: 4, Issue:8	Structural modification of pantothenamides counteracts degradation by pantetheinase and improves antiplasmodial activity.
AID593013	Antibacterial activity against Staphylococcus aureus 29213 at 150 ug/ml after 24 hrs by agar diffusion method	2011	Bioorganic & medicinal chemistry, Apr-15, Volume: 19, Issue:8	Geminal dialkyl derivatives of N-substituted pantothenamides: synthesis and antibacterial activity.
AID511245	Inhibition of coenzyme A synthesis in acpH null mutant containing Escherichia coli JT6 transformed with pBAD24 plasmid expressing CoaD gene assessed as decrease in acetyl CoA level at 100 ug/ml after 90 mins by HPLC relative to untreated control	2010	Antimicrobial agents and chemotherapy, Mar, Volume: 54, Issue:3	Antibacterial activity of N-pentylpantothenamide is due to inhibition of coenzyme a synthesis.
AID1152960	Activity of purified Escherichia coli pantothenate kinase by spectrophotometry	2014	Bioorganic & medicinal chemistry, Jun-15, Volume: 22, Issue:12	Exploring structural motifs necessary for substrate binding in the active site of Escherichia coli pantothenate kinase.
AID409681	Ratio of kcat to Km for Escherichia coli K12 CoaA	2008	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22	Antibiotic evaluation and in vivo analysis of alkynyl Coenzyme A antimetabolites in Escherichia coli.
AID760532	Antiplasmodial activity against intraerythrocytic Plasmodium falciparum 3D7 infected in human erythrocytes in heat treated RPMI-1640 culture medium assessed as parasite growth inhibition after 96 hrs by microscopic analysis	2013	ACS medicinal chemistry letters, Aug-08, Volume: 4, Issue:8	Structural modification of pantothenamides counteracts degradation by pantetheinase and improves antiplasmodial activity.
AID409684	Antibacterial activity against Escherichia coli K12 in M9 minimal medium after 24 hrs by broth dilution method in presence of pantothenate	2008	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22	Antibiotic evaluation and in vivo analysis of alkynyl Coenzyme A antimetabolites in Escherichia coli.
AID1419214	Antibacterial activity against Staphylococcus aureus ATCC 29213 after 16 hrs by broth microdilution method	2018	Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22	Probing the ligand preferences of the three types of bacterial pantothenate kinase.
AID511246	Inhibition of coenzyme A synthesis in acpH null mutant containing Escherichia coli JT6 transformed with pBAD24 plasmid expressing CoaE gene assessed as decrease in acetyl CoA level at 100 ug/ml after 90 mins by HPLC relative to untreated control	2010	Antimicrobial agents and chemotherapy, Mar, Volume: 54, Issue:3	Antibacterial activity of N-pentylpantothenamide is due to inhibition of coenzyme a synthesis.
AID511243	Antibacterial activity against acpH null mutant containing Escherichia coli JT6 transformed with pJT5 expressing AcpH assessed as microbial growth inhibition	2010	Antimicrobial agents and chemotherapy, Mar, Volume: 54, Issue:3	Antibacterial activity of N-pentylpantothenamide is due to inhibition of coenzyme a synthesis.
AID409683	Antibacterial activity against Escherichia coli K12 in tryptone broth after 24 hrs by broth dilution method	2008	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22	Antibiotic evaluation and in vivo analysis of alkynyl Coenzyme A antimetabolites in Escherichia coli.
AID511164	Induction of holo-ACP accumulation in Escherichia coli JT6 pJT5 plasmid expressing AcpH at 100 ug/ml after 3 hrs by Western blotting	2010	Antimicrobial agents and chemotherapy, Mar, Volume: 54, Issue:3	Antibacterial activity of N-pentylpantothenamide is due to inhibition of coenzyme a synthesis.
AID593012	Antibacterial activity against Bacillus subtilis 6633 at 150 ug/ml after 24 hrs by agar diffusion method	2011	Bioorganic & medicinal chemistry, Apr-15, Volume: 19, Issue:8	Geminal dialkyl derivatives of N-substituted pantothenamides: synthesis and antibacterial activity.
AID1479615	Inhibition of Escherichia coli C-terminal His-tagged PPAT expressed in Escherichia coli up to 500 uM using 4'-phosphopantetheine as substrate preincubated for 5 mins followed by substrate and pyrophosphatase addition measured after 30 mins by malachite gr	2018	Journal of medicinal chemistry, 04-26, Volume: 61, Issue:8	Fragment-Based Drug Discovery of Inhibitors of Phosphopantetheine Adenylyltransferase from Gram-Negative Bacteria.
AID409685	Antibacterial activity against Escherichia coli K12 in M9 minimal medium after 24 hrs by broth dilution method in presence of beta-alanine	2008	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22	Antibiotic evaluation and in vivo analysis of alkynyl Coenzyme A antimetabolites in Escherichia coli.
AID593009	Antibacterial activity against Escherichia coli 11775 at 150 ug/ml after 24 hrs by agar diffusion method	2011	Bioorganic & medicinal chemistry, Apr-15, Volume: 19, Issue:8	Geminal dialkyl derivatives of N-substituted pantothenamides: synthesis and antibacterial activity.
AID593011	Antibacterial activity against Bacillus subtilis 6051 at 150 ug/ml after 24 hrs by agar diffusion method	2011	Bioorganic & medicinal chemistry, Apr-15, Volume: 19, Issue:8	Geminal dialkyl derivatives of N-substituted pantothenamides: synthesis and antibacterial activity.
AID1419202	Substrate activity at N-terminal His6-tagged Staphylococcus aureus PanK2 expressed in Escherichia coli BL21(DE3) cells assessed as Kcat in presence of ATP/NADH by pyruvate kinase/lactate dehydrogenase enzyme coupled assay	2018	Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22	Probing the ligand preferences of the three types of bacterial pantothenate kinase.
AID511166	Antibacterial activity against Escherichia coli JT6 deficient in acpH gene assessed as microbial growth inhibition	2010	Antimicrobial agents and chemotherapy, Mar, Volume: 54, Issue:3	Antibacterial activity of N-pentylpantothenamide is due to inhibition of coenzyme a synthesis.
AID1419201	Substrate activity at N-terminal His6-tagged Staphylococcus aureus PanK2 expressed in Escherichia coli BL21(DE3) cells assessed as Km in presence of ATP/NADH by pyruvate kinase/lactate dehydrogenase enzyme coupled assay	2018	Bioorganic & medicinal chemistry, 12-01, Volume: 26, Issue:22	Probing the ligand preferences of the three types of bacterial pantothenate kinase.
AID593007	Antibacterial activity against 10'6 CFU/ml oxacillin-susceptible Staphylococcus aureus ATCC 29213 after 18 hrs by NCCLS broth microdilution method	2011	Bioorganic & medicinal chemistry, Apr-15, Volume: 19, Issue:8	Geminal dialkyl derivatives of N-substituted pantothenamides: synthesis and antibacterial activity.
AID593010	Antibacterial activity against Escherichia coli 25922 at 150 ug/ml after 24 hrs by agar diffusion method	2011	Bioorganic & medicinal chemistry, Apr-15, Volume: 19, Issue:8	Geminal dialkyl derivatives of N-substituted pantothenamides: synthesis and antibacterial activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	3 (27.27)	29.6817
2010's	8 (72.73)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	11 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
adenosine diphosphate Adenosine Diphosphate: Adenosine 5'-(trihydrogen diphosphate). An adenine nucleotide containing two phosphate groups esterified to the sugar moiety at the 5'-position.	2.02	1	adenosine 5'-phosphate; purine ribonucleoside 5'-diphosphate	fundamental metabolite; human metabolite
pantothenic acid Pantothenic Acid: A butyryl-beta-alanine that can also be viewed as pantoic acid complexed with BETA ALANINE. It is incorporated into COENZYME A and protects cells against peroxidative damage by increasing the level of GLUTATHIONE.. pantothenic acid : A member of the class of pantothenic acids that is an amide formed from pantoic acid and beta-alanine.. vitamin B5 : Any member of a group of vitamers that belong to the chemical structural class called pantothenic acids that exhibit biological activity against vitamin B5 deficiency. Deficiency of vitamin B5 is rare due to its widespread distribution in whole grain cereals, legumes and meat. Symptoms associated with vitamin B5 deficiency are difficult to asses since they are subtle and resemble those of other B vitamin deficiencies. The vitamers include (R)-pantothenic acid and its ionized and salt forms.. (R)-pantothenate : A pantothenate that is the conjugate base of (R)-pantothenic acid, obtained by deprotonation of the carboxy group.. (R)-pantothenic acid : A pantothenic acid having R-configuration.	3.45	7	pantothenic acid; vitamin B5	antidote to curare poisoning; geroprotector; human blood serum metabolite
coenzyme a [no description available]	3.15	5	adenosine 3',5'-bisphosphate	coenzyme; Escherichia coli metabolite; mouse metabolite
pantetheine Pantetheine: An intermediate in the pathway of coenzyme A formation in mammalian liver and some microorganisms.. pantetheine : An amide obtained by formal condensation of the carboxy group of pantothenic acid and the amino group of cysteamine.	2.1	1	pantetheines; thiol	human metabolite; metabolite; mouse metabolite
calcium pantothenate [no description available]	2.47	2	polymer
acetyl coenzyme a Acetyl Coenzyme A: Acetyl CoA participates in the biosynthesis of fatty acids and sterols, in the oxidation of fatty acids and in the metabolism of many amino acids. It also acts as a biological acetylating agent.	2.47	2	acyl-CoA	acyl donor; coenzyme; effector; fundamental metabolite
nad NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.	2.02	1	organophosphate oxoanion	cofactor; human metabolite; hydrogen acceptor; Saccharomyces cerevisiae metabolite

n-pentylpantothenamide

Description

Cross-References

Synonyms (7)

Pathways (2)

Protein Targets (2)

Other Measurements

Biological Processes (1)

Molecular Functions (5)

Ceullar Components (1)

Bioassays (36)

Research

Studies (11)

Market Indicators

Research Demand Index: 12.20

Study Types

n-pentylpantothenamide

Description

Cross-References

Synonyms (7)

Pathways (2)

Protein Targets (2)

Other Measurements

Biological Processes (1)

Molecular Functions (5)

Ceullar Components (1)

Bioassays (36)

Research

Studies (11)

Market Indicators

Research Demand Index: 12.20

Study Types

Related Drugs (7)

Related Conditions (0)