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Actinonin

AlkaPlorer ID: AK020241

Synonym: None

IUPAC Name: (2R)-N'-hydroxy-N-[(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-pentylbutanediamide

Structure

SMILES: CCCCC[C@H](CC(=O)NO)C(=O)N[C@H](C(=O)N1CCC[C@H]1CO)C(C)C

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InChI: InChI=1S/C19H35N3O5/c1-4-5-6-8-14(11-16(24)21-27)18(25)20-17(13(2)3)19(26)22-10-7-9-15(22)12-23/h13-15,17,23,27H,4-12H2,1-3H3,(H,20,25)(H,21,24)/t14-,15+,17+/m1/s1

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InChIKey: XJLATMLVMSFZBN-VYDXJSESSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
None Streptomyces Streptomycetaceae Kitasatosporales Actinomycetes Actinomycetota None Bacteria

Properties Information

Molecule Weight: 385.5050000000002

TPSA？: 118.97

MolLogP？: 1.2025000000000012

Number of H-Donors: 4

Number of H-Acceptors: 5

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Arabidopsis thaliana Peptide deformylase 1A, chloroplastic IC50 27.0 nM 10.1021/jm060910c
Bacillus subtilis Bacillus subtilis MIC 0.125 ug.mL-1 10.1021/jm060910c
Bacillus subtilis Bacillus subtilis MIC 1.0 ug.mL-1 10.1021/jm060910c
Bacillus subtilis Bacillus subtilis MIC 1.3 ug.mL-1 10.1021/jm060910c
Bacillus subtilis Bacillus subtilis MIC 8.0 ug.mL-1 10.1021/jm000018k
Bacillus subtilis Bacillus subtilis MIC 48.0 ug.mL-1 10.1128/aac.01340-08
Bacillus subtilis Bacillus subtilis MIC 96.0 ug.mL-1 10.1128/aac.01340-08
Bacillus subtilis Bacillus subtilis MIC 192.0 ug.mL-1 10.1128/aac.01340-08
Bacillus subtilis Bacillus subtilis MIC 512.0 ug.mL-1 10.1128/aac.01340-08
Bacteroides fragilis Bacteroides fragilis MIC 0.25 ug.mL-1 10.1016/j.bmcl.2011.05.129
Candida albicans Candida albicans MIC 64.0 ug.mL-1 10.1016/j.bmcl.2011.05.129
Chlamydia pneumoniae Chlamydia pneumoniae MIC 4.0 ug.mL-1 10.1021/jm000018k
Citrobacter freundii Citrobacter freundii MIC 64.0 ug.mL-1 10.1016/j.bmcl.2011.05.129
Cutibacterium acnes Cutibacterium acnes MIC 16.0 ug.mL-1 10.1016/j.bmcl.2011.05.129
Enterobacter cloacae Enterobacter cloacae MIC 64.0 ug.mL-1 10.1016/j.bmcl.2011.05.129
Enterococcus faecalis Enterococcus faecalis MIC 64.0 ug.mL-1 10.1016/j.bmcl.2011.05.129
Enterococcus faecalis Enterococcus faecalis MIC 128.0 ug.mL-1 10.1021/jm000018k
Enterococcus faecium Enterococcus faecium MIC 64.0 ug.mL-1 10.1016/j.bmcl.2011.05.129
Enterococcus faecium Enterococcus faecium MIC 128.0 ug.mL-1 10.1021/jm000018k
Escherichia coli Escherichia coli MIC 0.125 ug.mL-1 10.1021/jm060910c
Escherichia coli Escherichia coli MIC 1.0 ug.mL-1 10.1021/jm000018k
Escherichia coli Escherichia coli MIC 32.0 ug.mL-1 10.1021/jm060910c
Escherichia coli Escherichia coli MIC 34.0 ug.mL-1 10.1021/jm060910c
Escherichia coli Escherichia coli MIC 50.0 ug.mL-1 10.1016/s0960-894x(03)00675-9
Escherichia coli Escherichia coli MIC 64.0 ug.mL-1 10.1016/j.bmcl.2011.05.129
Escherichia coli Escherichia coli MIC 64.0 ug.mL-1 10.1021/jm000018k
Escherichia coli Escherichia coli MIC 2000.0 nM 10.1021/ml400073g
Escherichia coli Escherichia coli MIC 128000.0 nM 10.1021/ml400073g
Escherichia coli Peptide deformylase IC50 6.0 nM 10.1021/jm000018k
Escherichia coli Peptide deformylase IC50 10.0 nM 10.1021/jm060910c
Escherichia coli Peptide deformylase IC50 140.0 nM 10.1016/j.bmcl.2011.05.129
Escherichia coli Peptide deformylase Inhibition 99.0 % 10.1016/j.bmcl.2011.05.129
Haemophilus influenzae Haemophilus influenzae MIC 2.0 ug.mL-1 10.1016/j.bmcl.2011.05.129
Haemophilus influenzae Haemophilus influenzae MIC 2.0 ug.mL-1 10.1021/jm000018k
Homo sapiens A549 Activity 0.21 % 10.1021/acs.jmedchem.0c00079
Homo sapiens A549 Activity 0.25 % 10.1021/acs.jmedchem.0c00079
Homo sapiens A549 Activity 1.77 % 10.1021/acs.jmedchem.0c00079
Homo sapiens A549 Activity 2.26 % 10.1021/acs.jmedchem.0c00079
Homo sapiens A549 Activity 7.62 % 10.1021/acs.jmedchem.0c00079
Homo sapiens A549 Activity 10.6 % 10.1021/acs.jmedchem.0c00079
Homo sapiens A549 Activity 87.3 % 10.1021/acs.jmedchem.0c00079
Homo sapiens A549 Activity 89.9 % 10.1021/acs.jmedchem.0c00079
Homo sapiens A549 Activity nan None 10.1021/acs.jmedchem.0c00079
Homo sapiens Aminopeptidase N IC50 0.32 ug.mL-1 10.1021/jm970624o
Homo sapiens Aminopeptidase N IC50 400.0 nM 10.1021/acs.jmedchem.7b00782
Homo sapiens Aminopeptidase N Inhibition 46.2 % 10.1007/s00044-011-9666-5
Homo sapiens Aminopeptidase N Inhibition 49.3 % 10.1007/s00044-011-9666-5
Homo sapiens Aminopeptidase N Ki 170.0 nM 10.1021/acs.jmedchem.7b00782
Homo sapiens Aminopeptidase N Ki 300000.0 nM 10.1007/s00044-011-9666-5
Homo sapiens Aminopeptidase N Ki 390000.0 nM 10.1007/s00044-011-9666-5
Homo sapiens Aminopeptidase N T1/2 0.6133 hr 10.1007/s00044-011-9666-5
Homo sapiens Aminopeptidase N T1/2 0.7717 hr 10.1007/s00044-011-9666-5
Homo sapiens Angiotensin-converting enzyme IC50 100000.0 nM 10.1016/s0960-894x(01)00509-1
Homo sapiens Ataxin-2 Potency 398.1 nM None
Homo sapiens Ataxin-2 Potency 39810.7 nM None
Homo sapiens ATPase family AAA domain-containing protein 5 Potency 3661.1 nM None
Homo sapiens ATPase family AAA domain-containing protein 5 Potency 9196.2 nM None
Homo sapiens ATP-dependent DNA helicase Q1 Potency 1.0 nM None
Homo sapiens Dipeptidyl peptidase IV IC50 100.0 ug.mL-1 10.1021/jm970624o
Homo sapiens Endothelin-converting enzyme 1 IC50 4000.0 nM 10.1021/jm00012a011
Homo sapiens HCT-116 IC50 22600.0 nM 10.1021/acs.jmedchem.0c00079
Homo sapiens HEK293 IC50 15000.0 nM 10.1016/j.bmcl.2011.05.129
Homo sapiens HEK293 Potency 29081.0 nM None
Homo sapiens Histone acetyltransferase GCN5 Potency 39810.7 nM None
Homo sapiens Histone deacetylase 1 IC50 10000.0 nM 10.1021/acs.jmedchem.0c00079
Homo sapiens Histone deacetylase 1 Inhibition -8.72 % 10.1021/acs.jmedchem.0c00079
Homo sapiens Histone deacetylase 6 IC50 10000.0 nM 10.1021/acs.jmedchem.0c00079
Homo sapiens Histone deacetylase 6 Inhibition -6.34 % 10.1021/acs.jmedchem.0c00079
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 9466.2 nM None
Homo sapiens Histone-lysine N-methyltransferase MLL Potency 100000.0 nM None
Homo sapiens HL-60 IC50 16000.0 nM 10.1016/j.bmcl.2011.05.129
Homo sapiens HL-60 IC50 100000.0 nM 10.1016/j.bmcl.2011.05.129
Homo sapiens Jurkat IC50 40000.0 nM 10.1016/j.bmcl.2011.05.129
Homo sapiens Matrix metalloproteinase-1 IC50 1100.0 nM 10.1016/s0960-894x(01)00509-1
Homo sapiens Matrix metalloproteinase-1 Inhibition 97.0 % 10.1016/j.bmcl.2011.05.129
Homo sapiens Matrix metalloproteinase-2 IC50 3000.0 nM 10.1016/s0960-894x(01)00509-1
Homo sapiens Matrix metalloproteinase 3 IC50 6000.0 nM 10.1016/s0960-894x(01)00509-1
Homo sapiens Matrix metalloproteinase 7 Inhibition 60.0 % 10.1016/s0960-894x(01)00509-1
Homo sapiens Meprin A subunit beta Ki 2000.0 nM 10.1016/j.bmcl.2017.04.012
Homo sapiens Meprin A subunit beta Ki 2000.0 nM 10.1021/acs.jmedchem.8b00330
Homo sapiens MOLT-3 IC50 45000.0 nM 10.1016/j.bmcl.2011.05.129
Homo sapiens Neprilysin IC50 6700.0 nM 10.1016/s0960-894x(01)00509-1
Homo sapiens Neuropeptide S receptor Potency 31622.8 nM None
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 16360.1 nM None
Homo sapiens Peptide deformylase mitochondrial IC50 1.5 nM 10.1016/s0960-894x(03)00675-9
Homo sapiens Peptide deformylase mitochondrial IC50 10.0 nM 10.1016/s0960-894x(01)00509-1
Homo sapiens Peptide deformylase mitochondrial IC50 30.0 nM 10.1021/acs.jmedchem.0c00079
Homo sapiens Peptide deformylase mitochondrial IC50 31.6 nM 10.1021/acs.jmedchem.0c00079
Homo sapiens Peptide deformylase mitochondrial IC50 600.0 nM 10.1021/jm060910c
Homo sapiens Peptide deformylase mitochondrial IC50 2700.0 nM 10.1016/j.bmcl.2011.05.129
Homo sapiens Peptide deformylase mitochondrial Inhibition 98.0 % 10.1016/j.bmcl.2011.05.129
Homo sapiens Peptide deformylase mitochondrial Inhibition nan % 10.1021/acs.jmedchem.0c00079
Homo sapiens Peptide deformylase mitochondrial Ki 0.3 nM 10.1016/s0960-894x(03)00675-9
Homo sapiens Peripheral myelin protein 22 Potency 84921.4 nM None
Homo sapiens Prelamin-A/C Potency 14125.4 nM None
Homo sapiens Regulator of G-protein signaling 4 Potency 2665.4 nM None
Homo sapiens SH-SY5Y Potency 398.1 nM None
Homo sapiens Thyroid hormone receptor beta-1 Potency 2238.7 nM None
Homo sapiens Y79 IC50 nan None 10.1016/j.bmcl.2011.05.129
Klebsiella aerogenes Klebsiella aerogenes MIC 32000.0 nM 10.1021/ml400073g
Klebsiella aerogenes Klebsiella aerogenes MIC 128000.0 nM 10.1021/ml400073g
Moraxella catarrhalis Moraxella catarrhalis MIC 0.006 ug.mL-1 10.1021/jm000018k
Mycobacterium marinum Mycobacterium marinum MIC50 100.0 ug.mL-1 10.1016/j.bmcl.2022.128692
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 56.0 ug.mL-1 10.1016/j.bmcl.2022.128692
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC50 53.5 ug.mL-1 10.1016/j.bmcl.2022.128692
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC90 60.4 ug.mL-1 10.1016/j.bmcl.2022.128692
Mycobacteroides abscessus Mycobacteroides abscessus MIC50 100.0 ug.mL-1 10.1016/j.bmcl.2022.128692
Mycolicibacterium smegmatis Mycolicibacterium smegmatis MIC50 4.3 ug.mL-1 10.1016/j.bmcl.2022.128692
Mycolicibacterium smegmatis Mycolicibacterium smegmatis MIC50 4.6 ug.mL-1 10.1016/j.bmcl.2022.128692
Mycolicibacterium smegmatis Mycolicibacterium smegmatis MIC50 13.5 ug.mL-1 10.1016/j.bmcl.2022.128692
Mycolicibacterium smegmatis Mycolicibacterium smegmatis MIC90 24.7 ug.mL-1 10.1016/j.bmcl.2022.128692
Mycolicibacterium smegmatis Mycolicibacterium smegmatis MIC90 29.0 ug.mL-1 10.1016/j.bmcl.2022.128692
Mycolicibacterium smegmatis Mycolicibacterium smegmatis MIC90 200.0 ug.mL-1 10.1016/j.bmcl.2022.128692
Mycoplasmoides pneumoniae Mycoplasmoides pneumoniae MIC 64.0 ug.mL-1 10.1021/jm000018k
Oryctolagus cuniculus Neprilysin IC50 8200.0 nM 10.1021/jm00012a011
Plasmodium falciparum Plasmodium falciparum IC50 1584.89 nM 10.1038/nchembio.215
Plasmodium falciparum Plasmodium falciparum IC50 1995.26 nM 10.1038/nchembio.215
Plasmodium falciparum Plasmodium falciparum IC50 2511.89 nM 10.1038/nchembio.215
Plasmodium falciparum Plasmodium falciparum IC50 3162.28 nM 10.1038/nchembio.215
Plasmodium falciparum Plasmodium falciparum Potency 1168.9 nM None
Plasmodium falciparum Plasmodium falciparum Potency 2936.2 nM None
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 100.0 ug.mL-1 10.1016/s0960-894x(03)00675-9
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 128.0 ug.mL-1 10.1021/jm000018k
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Potency 25.1 nM None
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Potency 2511.9 nM None
Saccharomyces cerevisiae Saccharomyces cerevisiae Potency 18356.4 nM None
Salmonella enterica subsp. enterica serovar Typhimurium Salmonella typhimurium MIC 1024.0 ug.mL-1 10.1128/aac.00615-06
Staphylococcus aureus Peptide deformylase IC50 20.0 nM 10.1021/np200720v
Staphylococcus aureus Staphylococcus aureus MIC 3.0 ug.mL-1 10.1016/s0960-894x(03)00675-9
Staphylococcus aureus Staphylococcus aureus MIC 4.0 ug.mL-1 10.1021/np200720v
Staphylococcus aureus Staphylococcus aureus MIC 32.0 ug.mL-1 10.1016/j.bmcl.2011.05.129
Staphylococcus aureus Staphylococcus aureus MIC 32.0 ug.mL-1 10.1021/jm000018k
Staphylococcus aureus subsp. aureus Mu50 Peptide deformylase IC50 5.0 nM 10.1016/j.bmcl.2004.01.014
Staphylococcus epidermidis Staphylococcus epidermidis MIC 4.0 ug.mL-1 10.1016/j.bmcl.2011.05.129
Stenotrophomonas maltophilia Stenotrophomonas maltophilia MIC 16.0 ug.mL-1 10.1021/jm000018k
Streptococcus pneumoniae Streptococcus pneumoniae MIC 8.0 ug.mL-1 10.1016/j.bmcl.2011.05.129
Streptococcus pneumoniae Streptococcus pneumoniae MIC 32.0 ug.mL-1 10.1021/jm000018k
Streptococcus pneumoniae Streptococcus pneumoniae MIC 128.0 ug.mL-1 10.1021/jm000018k
Streptococcus pyogenes Streptococcus pyogenes MIC 32.0 ug.mL-1 10.1016/j.bmcl.2011.05.129
Sus scrofa Aminopeptidase N Inhibition 95.0 % 10.1016/j.bmcl.2011.05.129
None BMDM CC50 193.0 ug.mL-1 10.1016/j.bmcl.2022.128692
None BMDM CC50 500000.0 nM 10.1016/j.bmcl.2022.128692
None NON-PROTEIN TARGET IC50 25000.0 nM 10.1016/j.bmcl.2011.05.129
None NON-PROTEIN TARGET IC50 100000.0 nM 10.1016/j.bmcl.2011.05.129
None NON-PROTEIN TARGET IC50 nan None 10.1016/j.bmcl.2011.05.129
None NON-PROTEIN TARGET Potency 1584.9 nM None
None NON-PROTEIN TARGET Potency 1778.3 nM None
None NON-PROTEIN TARGET Potency 1995.3 nM None
None NON-PROTEIN TARGET Potency 2238.7 nM None
None NON-PROTEIN TARGET Potency 2511.9 nM None
None NON-PROTEIN TARGET Potency 2818.4 nM None
None NON-PROTEIN TARGET Potency 3548.1 nM None
None Unchecked IC50 10.0 nM 10.1021/jm060910c
None Unchecked IC50 50.5 nM 10.1016/j.bmcl.2022.128692
None Unchecked IC50 18300.0 nM 10.1016/j.bmcl.2007.09.084
None Unchecked Inhibition nan % 10.1038/nchembio873
None Unchecked Ki 3.0 nM 10.1021/jm049222o
None Unchecked Ki 185.0 nM 10.1021/jm060910c
None Unchecked Ki 4880.0 nM 10.1016/j.bmcl.2007.09.084
None Unchecked Potency 6309.6 nM None
None Unchecked Potency 9196.2 nM None
None Unchecked Potency 23109.3 nM None
None Unchecked Ratio 0.95 None 10.1016/j.bmcl.2022.128692
None Unchecked Ratio 1.2 None 10.1016/j.bmcl.2022.128692
None Unchecked Ratio 3.0 None 10.1016/j.bmcl.2022.128692
None Unchecked Ratio 8.1 None 10.1016/j.bmcl.2022.128692

Metabolism Information