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name Structure Reference Source Properties Activities Metabolism

Paromomycin

AlkaPlorer ID: AK002911

Synonym: 'paromomycin', 'Paromomycin'

IUPAC Name: (2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R,5S)-5-[(1R,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol

Structure

SMILES: NC[C@@H]1O[C@H](O[C@H]2[C@@H](O)[C@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)O[C@@H]2CO)[C@H](N)[C@@H](O)[C@@H]1O

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InChI: InChI=1S/C23H45N5O14/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22/h5-23,29-36H,1-4,24-28H2/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1

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InChIKey: UOZODPSAJZTQNH-LSWIJEOBSA-N

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Source

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

Properties Information

Molecule Weight: 615.6340000000004

TPSA？: 347.32

MolLogP？: -8.861700000000015

Number of H-Donors: 13

Number of H-Acceptors: 19

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Acinetobacter baumannii Acinetobacter baumannii MIC 2.0 ug.mL-1 10.1039/D1MD00214G
Acinetobacter baumannii Acinetobacter baumannii MIC 4.0 ug.mL-1 10.1039/C5MD00429B
Acinetobacter baumannii Acinetobacter baumannii MIC 64.0 ug.mL-1 10.1039/C5MD00429B
Bacillus subtilis Bacillus subtilis Kd 50000.0 nM 10.1016/j.bmcl.2005.02.007
Bacteria Bacterial 70S ribosome IC50 0.03 ug.mL-1 10.1016/j.bmc.2019.115121
Bacteria Bacterial 70S ribosome IC50 0.03 ug.mL-1 10.1039/C4MD00119B
Bacteria Bacterial 70S ribosome IC50 33.0 nM 10.1039/D1MD00214G
Bacteria Bacterial 70S ribosome IC50 38.0 nM 10.1039/C9MD00153K
Bifidobacterium bifidum Bifidobacterium bifidum MIC 125.0 ug.mL-1 10.1128/aac.00261-06
Bifidobacterium bifidum Bifidobacterium bifidum MIC 250.0 ug.mL-1 10.1128/aac.00261-06
Bifidobacterium bifidum Bifidobacterium bifidum MIC 500.0 ug.mL-1 10.1128/aac.00261-06
Bifidobacterium breve Bifidobacterium breve MIC 125.0 ug.mL-1 10.1128/aac.00261-06
Bifidobacterium breve Bifidobacterium breve MIC 250.0 ug.mL-1 10.1128/aac.00261-06
Bifidobacterium breve Bifidobacterium breve MIC 500.0 ug.mL-1 10.1128/aac.00261-06
Bifidobacterium longum Bifidobacterium longum MIC 62.5 ug.mL-1 10.1128/aac.00261-06
Bifidobacterium longum Bifidobacterium longum MIC 125.0 ug.mL-1 10.1128/aac.00261-06
Bifidobacterium longum Bifidobacterium longum MIC 250.0 ug.mL-1 10.1128/aac.00261-06
Bifidobacterium longum Bifidobacterium longum MIC 500.0 ug.mL-1 10.1128/aac.00261-06
Bifidobacterium thermophilum Bifidobacterium thermophilum MIC 250.0 ug.mL-1 10.1128/aac.00261-06
Bifidobacterium thermophilum Bifidobacterium thermophilum MIC 500.0 ug.mL-1 10.1128/aac.00261-06
Canis lupus familiaris MDCK LC50 1500000.0 nM 10.1021/jm801640k
Chlorocebus sabaeus Vero CC50 53300.0 nM 10.1016/j.bmcl.2013.04.025
Cryptosporidium parvum Cryptosporidium parvum Activity 2.0 % 10.1128/aac.00207-08
Cryptosporidium parvum Cryptosporidium parvum Activity 80.0 % 10.1128/aac.00207-08
Cryptosporidium parvum Cryptosporidium parvum Activity 85.0 % 10.1128/aac.00207-08
Cryptosporidium parvum Cryptosporidium parvum Activity 90.0 % 10.1128/aac.00207-08
Cryptosporidium parvum Cryptosporidium parvum Activity 95.0 % 10.1128/aac.00207-08
Cryptosporidium parvum Cryptosporidium parvum Activity 96.4 % 10.1128/aac.00207-08
Cryptosporidium parvum Cryptosporidium parvum EC50 65000.0 nM 10.1016/j.bmcl.2012.01.029
Cryptosporidium parvum Cryptosporidium parvum IC50 711.0 nM 10.1128/aac.00207-08
Cryptosporidium parvum Cryptosporidium parvum Inhibition 40.0 % 10.1128/aac.00207-08
Enterobacter cloacae Enterobacter cloacae MIC 2.0 ug.mL-1 10.1039/D1MD00214G
Enterobacter cloacae Enterobacter cloacae MIC 64.0 ug.mL-1 10.1039/C5MD00429B
Escherichia coli Escherichia coli Activity 40.0 % 10.1128/aac.01096-06
Escherichia coli Escherichia coli Activity 50.0 % 10.1128/aac.01096-06
Escherichia coli Escherichia coli Activity 55.0 % 10.1128/aac.01096-06
Escherichia coli Escherichia coli Activity 70.0 % 10.1128/aac.01096-06
Escherichia coli Escherichia coli Activity nan None 10.1128/aac.01096-06
Escherichia coli Escherichia coli IC50 56.0 nM 10.1021/jm801640k
Escherichia coli Escherichia coli MIC 0.25 ug.mL-1 10.1128/aac.00795-06
Escherichia coli Escherichia coli MIC 0.5 ug.mL-1 10.1128/aac.00926-07
Escherichia coli Escherichia coli MIC 1.0 ug.mL-1 10.1128/aac.00926-07
Escherichia coli Escherichia coli MIC 2.0 ug.mL-1 10.1039/C4MD00119B
Escherichia coli Escherichia coli MIC 2.0 ug.mL-1 10.1039/D1MD00214G
Escherichia coli Escherichia coli MIC 3.0 ug.mL-1 10.1016/j.bmcl.2010.09.084
Escherichia coli Escherichia coli MIC 3.0 ug.mL-1 10.1021/jm061200+
Escherichia coli Escherichia coli MIC 4.0 ug.mL-1 10.1016/j.bmc.2013.12.068
Escherichia coli Escherichia coli MIC 4.0 ug.mL-1 10.1016/j.bmc.2019.115121
Escherichia coli Escherichia coli MIC 4.0 ug.mL-1 10.1039/C5MD00429B
Escherichia coli Escherichia coli MIC 4.0 ug.mL-1 10.1128/aac.00926-07
Escherichia coli Escherichia coli MIC 8.0 ug.mL-1 10.1039/C4MD00119B
Escherichia coli Escherichia coli MIC 8.0 ug.mL-1 10.1039/C5MD00429B
Escherichia coli Escherichia coli MIC 16.0 ug.mL-1 10.1039/C4MD00119B
Escherichia coli Escherichia coli MIC 64.0 ug.mL-1 10.1039/C5MD00429B
Escherichia coli Escherichia coli MIC 64.0 ug.mL-1 10.1128/aac.00926-07
Escherichia coli Escherichia coli MIC 113.0 ug.mL-1 10.1016/j.bmc.2013.12.068
Escherichia coli Escherichia coli MIC 128.0 ug.mL-1 10.1128/aac.00795-06
Escherichia coli Escherichia coli MIC 3000.0 nM 10.1016/s0960-894x(03)00661-9
Escherichia coli Escherichia coli MIC 6000.0 nM 10.1016/j.bmcl.2003.12.051
Escherichia coli Escherichia coli MIC 22000.0 nM 10.1021/jm801640k
Escherichia coli K-12 Translation initiation factor IF-3 Activity nan None 10.1128/aac.01096-06
Homo sapiens 80S Ribosome IC50 50.54 ug.mL-1 10.1039/C4MD00119B
Homo sapiens Acetylcholinesterase AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-1a adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2a adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Androgen Receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Bile salt export pump AC50 300000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Bile salt export pump IC50 1000000.0 nM 10.1124/dmd.112.047068
Homo sapiens Cyclooxygenase-1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Estrogen receptor alpha AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens HEK293 LC50 1200000.0 nM 10.1021/jm801640k
Homo sapiens HERG AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histone deacetylase 6 Inhibition -10.02 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 80.18 % 10.6019/CHEMBL4808148
Homo sapiens Homo sapiens DILI_Concern nan None 10.1016/j.drudis.2016.02.015
Homo sapiens Homo sapiens DILI_severity_class 0.0 None 10.1016/j.drudis.2016.02.015
Homo sapiens K562 IC50 nan None 10.1016/j.ejmech.2015.11.023
Homo sapiens Monoamine oxidase A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Mu opioid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Norepinephrine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 3A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 4A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Progesterone receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 1a (5-HT1a) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2b (5-HT2b) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Telomerase reverse transcriptase Inhibition 29.0 % 10.1016/j.bmcl.2004.04.055
Homo sapiens Telomerase reverse transcriptase Inhibition 60.0 % 10.1016/j.bmcl.2004.04.055
Homo sapiens Thrombin AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Thromboxane A2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 IC50 21000000.0 nM 10.1016/j.bmc.2016.09.045
Homo sapiens Vascular endothelial growth factor receptor 2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Human immunodeficiency virus 1 Human immunodeficiency virus 1 K 43000.0 M-1 10.1016/s0960-894x(01)00823-x
Klebsiella pneumoniae Klebsiella pneumoniae MIC 1.0 ug.mL-1 10.1039/D1MD00214G
Klebsiella pneumoniae Klebsiella pneumoniae MIC 2.0 ug.mL-1 10.1039/C5MD00429B
Leishmania aethiopica Leishmania aethiopica IC50 nan None 10.1021/acs.jmedchem.7b01581
Leishmania amazonensis Leishmania amazonensis IC50 19000.0 nM 10.1128/aac.00250-10
Leishmania amazonensis Leishmania amazonensis IC50 nan None 10.1021/acs.jmedchem.7b01581
Leishmania donovani Leishmania donovani EC50 5.0 nM 10.1021/acs.jnatprod.8b00159
Leishmania donovani Leishmania donovani EC50 7.0 nM 10.1021/acs.jnatprod.8b00159
Leishmania donovani Leishmania donovani EC50 6600.0 nM 10.1039/d1md00362c
Leishmania donovani Leishmania donovani GI 46.7 % 10.1016/j.bmcl.2012.09.024
Leishmania donovani Leishmania donovani GI nan None 10.1016/j.bmcl.2013.04.025
Leishmania donovani Leishmania donovani IC50 24.79 ug.mL-1 10.1016/j.bmcl.2011.01.026
Leishmania donovani Leishmania donovani IC50 19700.0 nM 10.1016/j.ejmech.2019.02.070
Leishmania donovani Leishmania donovani IC50 19700.0 nM 10.1021/acs.jmedchem.0c01589
Leishmania donovani Leishmania donovani IC50 24500.0 nM 10.1021/jm301172v
Leishmania donovani Leishmania donovani IC50 24800.0 nM 10.1016/j.bmcl.2013.04.025
Leishmania donovani Leishmania donovani IC50 30000.0 nM 10.1021/acs.jmedchem.7b01581
Leishmania donovani Leishmania donovani IC50 41000.0 nM 10.1021/jm301172v
Leishmania donovani Leishmania donovani IC50 50000.0 nM 10.1128/aac.00250-10
Leishmania donovani Leishmania donovani IC50 62600.0 nM 10.1021/jm301172v
Leishmania donovani Leishmania donovani IC50 85500.0 nM 10.1021/jm301172v
Leishmania donovani Leishmania donovani IC50 100000.0 nM 10.1128/aac.00250-10
Leishmania donovani Leishmania donovani IC50 nan None 10.1021/acs.jmedchem.7b01581
Leishmania donovani Leishmania donovani Inhibition 46.0 % 10.1016/j.bmcl.2013.04.025
Leishmania donovani Leishmania donovani Inhibition 46.7 % 10.1016/j.bmcl.2011.01.026
Leishmania donovani Leishmania donovani Inhibition 123.92 % 10.1016/j.bmcl.2011.01.026
Leishmania infantum Leishmania infantum IC50 42410.0 nM 10.1021/acs.jmedchem.1c01491
Leishmania infantum Leishmania infantum IC50 64100.0 nM 10.1021/acs.jmedchem.7b01581
Leishmania infantum Leishmania infantum IC50 64900.0 nM 10.1021/acs.jmedchem.7b01581
Leishmania infantum Leishmania infantum IC50 78500.0 nM 10.1021/acs.jmedchem.7b01581
Leishmania infantum Leishmania infantum IC50 87700.0 nM 10.1021/acs.jmedchem.7b01581
Leishmania infantum Leishmania infantum IC50 136000.0 nM 10.1021/acs.jmedchem.7b01581
Leishmania infantum Leishmania infantum IC50 142000.0 nM 10.1021/acs.jmedchem.7b01581
Leishmania infantum Leishmania infantum IC50 165000.0 nM 10.1021/acs.jmedchem.7b01581
Leishmania infantum Leishmania infantum IC50 427260.0 nM 10.1016/j.ejmech.2019.07.010
Leishmania major Leishmania major EC50 3980.0 nM 10.1128/aac.01545-10
Leishmania major Leishmania major EC50 4290.0 nM 10.1128/aac.01545-10
Leishmania major Leishmania major IC50 25000.0 nM 10.1128/aac.00250-10
Leishmania major Leishmania major IC50 100000.0 nM 10.1016/j.ejmech.2015.11.023
Leishmania major Leishmania major IC50 nan None 10.1021/acs.jmedchem.7b01581
Leishmania major Leishmania major Ratio EC50 1.0 None 10.1128/aac.01545-10
Leishmania mexicana Leishmania mexicana IC50 nan None 10.1021/acs.jmedchem.7b01581
Leishmania panamensis Leishmania panamensis IC50 nan None 10.1021/acs.jmedchem.7b01581
Leishmania tropica Leishmania tropica IC50 nan None 10.1021/acs.jmedchem.7b01581
Meriones unguiculatus Meriones unguiculatus Activity 14.0 % 10.1021/jm050973f
Meriones unguiculatus Meriones unguiculatus Activity 17.6 % 10.1021/jm050973f
Mus musculus J774.A1 CC50 53.33 ug.mL-1 10.1016/j.bmcl.2011.01.026
Mus musculus Mus musculus LD50 80.0 mg.kg-1 10.1021/jm801640k
Mus musculus RAW264.7 IC50 100000.0 nM 10.1021/jm301172v
Nocardia farcinica Nocardia farcinica MIC 8.0 ug.mL-1 10.1128/aac.00021-10
Nocardia farcinica Nocardia farcinica MIC 1024.0 ug.mL-1 10.1128/aac.00021-10
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 64.0 ug.mL-1 10.1039/C5MD00429B
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 113.0 ug.mL-1 10.1016/j.bmc.2013.12.068
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 128.0 ug.mL-1 10.1039/D1MD00214G
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Staphylococcus aureus Staphylococcus aureus MIC 1.0 ug.mL-1 10.1016/j.bmcl.2010.09.084
Staphylococcus aureus Staphylococcus aureus MIC 1.0 ug.mL-1 10.1021/jm061200+
Staphylococcus aureus Staphylococcus aureus MIC 2.0 ug.mL-1 10.1021/ml200202y
Staphylococcus aureus Staphylococcus aureus MIC 2.0 ug.mL-1 10.1039/C5MD00429B
Staphylococcus aureus Staphylococcus aureus MIC 2.0 ug.mL-1 10.1039/D1MD00214G
Staphylococcus aureus Staphylococcus aureus MIC 4.0 ug.mL-1 10.1016/j.bmc.2013.12.068
Staphylococcus aureus Staphylococcus aureus MIC 4.0 ug.mL-1 10.1039/C4MD00119B
Staphylococcus aureus Staphylococcus aureus MIC 16.0 ug.mL-1 10.1016/j.bmc.2013.03.046
Staphylococcus aureus Staphylococcus aureus MIC 64.0 ug.mL-1 10.1016/j.bmc.2013.03.046
Staphylococcus aureus Staphylococcus aureus MIC 64.0 ug.mL-1 10.1021/ml200202y
Staphylococcus aureus Staphylococcus aureus MIC 64.0 ug.mL-1 10.1039/C5MD00429B
Staphylococcus aureus Staphylococcus aureus MIC 256.0 ug.mL-1 10.1039/C4MD00119B
Staphylococcus aureus Staphylococcus aureus MIC 1000.0 nM 10.1016/s0960-894x(03)00661-9
Staphylococcus aureus Staphylococcus aureus MIC 3000.0 nM 10.1016/j.bmcl.2003.12.051
Staphylococcus epidermidis Staphylococcus epidermidis Activity nan None 10.1016/j.bmc.2013.03.046
Staphylococcus epidermidis Staphylococcus epidermidis MIC 2.0 ug.mL-1 10.1016/j.bmc.2013.03.046
Stenotrophomonas maltophilia Stenotrophomonas maltophilia MIC 64.0 ug.mL-1 10.1128/aac.00795-06
Stenotrophomonas maltophilia Stenotrophomonas maltophilia MIC 256.0 ug.mL-1 10.1128/aac.00795-06
Streptococcus pyogenes Streptococcus pyogenes MIC 16.0 ug.mL-1 10.1016/j.bmc.2013.03.046
Streptococcus pyogenes Streptococcus pyogenes MIC 64.0 ug.mL-1 10.1016/j.bmc.2013.03.046
Streptomyces coelicolor Streptomyces coelicolor MIC 0.1 ug.mL-1 10.1128/aac.00388-08
Streptomyces coelicolor Streptomyces coelicolor MIC 0.3 ug.mL-1 10.1128/aac.00388-08
Streptomyces coelicolor Streptomyces coelicolor MIC 0.8 ug.mL-1 10.1128/aac.00388-08
Streptomyces coelicolor Streptomyces coelicolor MIC 2.0 ug.mL-1 10.1128/aac.00388-08
Streptomyces coelicolor Streptomyces coelicolor MIC 3.0 ug.mL-1 10.1128/aac.00388-08
Streptomyces coelicolor (strain ATCC BAA-471 / A3(2) / M145) 30S ribosomal protein S12 Inhibition 80.0 % 10.1128/aac.00388-08
Trypanosoma brucei rhodesiense Trypanosoma brucei rhodesiense EC50 22700.0 nM 10.1021/acs.jnatprod.8b00159
None ADMET C50 0.32 uM 10.1021/jm00385a015
None ADMET IC50 100000.0 nM 10.1021/jm301172v
None ADMET Inhibition 4.0 % 10.1016/j.bmcl.2020.127218
None ADMET Kill at C50 61.0 % 10.1021/jm00385a015
None ADMET LC50 1400000.0 nM 10.1021/jm801640k
None ADMET LD90 0.78 uM 10.1021/jm00385a015
None ADMET Ratio IC50 1.2 None 10.1021/jm301172v
None ADMET Ratio IC50 1.6 None 10.1021/jm301172v
None ADMET Ratio IC50 2.4 None 10.1021/jm301172v
None ADMET Ratio IC50 4.1 None 10.1021/jm301172v
None ADMET Uptake at C50 3.9 None 10.1021/jm00385a015
None Hepatotoxicity Hepatotoxicity nan None 10.1021/tx900326k
None Hepatotoxicity HepSE_bilirubinemia 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_cholecystitis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_cholelithiasis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_cirrhosis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_Combined Scores 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_elevated liver function tests 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_hepatic failure 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_hepatic necrosis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_hepatitis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_hepatomegaly 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_jaundice 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_liver disease 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_liver fatty 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_liver function tests abnormal 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity LTKB_BD DILI severity score nan None 10.1016/j.drudis.2011.05.007
None NON-PROTEIN TARGET MIC 32.0 ug.mL-1 10.1016/j.bmc.2013.03.046
None NON-PROTEIN TARGET MIC 64.0 ug.mL-1 10.1016/j.bmc.2013.03.046
None NON-PROTEIN TARGET MIC 125.0 ug.mL-1 10.1128/aac.00261-06
None NON-PROTEIN TARGET MIC 250.0 ug.mL-1 10.1128/aac.00261-06
None NON-PROTEIN TARGET MIC 500.0 ug.mL-1 10.1128/aac.00261-06
None NON-PROTEIN TARGET MIC 560.0 nM 10.1016/s0960-894x(03)00661-9
None No relevant target Kd 200.0 nM 10.1021/jm030650o
None Nucleic Acid Activity 0.51 /s 10.1038/nchembio.274
None Nucleic Acid Activity 1.62 % 10.1021/jm801640k
None Nucleic Acid Activity 2.0 % 10.1038/nchembio.274
None Nucleic Acid Activity 12.0 % 10.1038/nchembio.274
None Nucleic Acid Activity 40.0 % 10.1021/jm801640k
None Nucleic Acid Activity 63.9 % 10.1038/nchembio.274
None Nucleic Acid Frel 0.41 None 10.1016/j.bmcl.2005.02.007
None Nucleic Acid IC50 600.0 nM 10.1016/j.bmcl.2005.08.027
None Nucleic Acid Kd 400.0 nM 10.1016/s0960-894x(01)00760-0
None Nucleic Acid Kd 440.0 nM 10.1016/s0960-894x(02)00342-6
None Nucleic Acid Kd 1580.0 nM 10.1016/s0960-894x(01)00760-0
None Nucleic Acid Kd 1640.0 nM 10.1016/s0960-894x(01)00760-0
None Nucleic Acid Kd 1700.0 nM 10.1016/s0960-894x(01)00760-0
None Nucleic Acid Kd 3830.0 nM 10.1016/s0960-894x(02)00342-6
None Nucleic Acid Kd 5330.0 nM 10.1016/s0960-894x(01)00760-0
None Nucleic Acid Kd 5850.0 nM 10.1016/s0960-894x(02)00342-6
None Nucleic Acid Kd 12000.0 nM 10.1021/jm9000659
None Nucleic Acid Kd 12600.0 nM 10.1016/s0960-894x(02)00342-6
None Nucleic Acid MIC 100000.0 nM 10.1021/jm970372r
None Ribosomal RNA A-site Ka 3.9 10'-5/M 10.1021/jm801640k
None Ribosomal RNA A-site Kd 100.0 nM 10.1016/j.bmcl.2005.08.027
None Ribosomal RNA A-site Kd 200.0 nM 10.1016/s0960-894x(00)00615-6
None Ribosomal RNA A-site Kd 390.0 nM 10.1021/jm060288o
None Ribosome IC50 9.78 ug.mL-1 10.1039/C4MD00119B
None Unchecked Activity 61.0 % 10.1016/j.bmc.2015.07.062
None Unchecked IC50 0.26 ug.mL-1 10.1039/C4MD00119B
None Unchecked IC50 0.57 ug.mL-1 10.1039/C4MD00119B
None Unchecked IC50 5.83 ug.mL-1 10.1039/C4MD00119B
None Unchecked IC50 6.0 ug.mL-1 10.1016/j.bmc.2019.115121
None Unchecked IC50 10.39 ug.mL-1 10.1039/C4MD00119B
None Unchecked IC50 10.42 ug.mL-1 10.1039/C4MD00119B
None Unchecked IC50 51.0 ug.mL-1 10.1016/j.bmc.2019.115121
None Unchecked IC50 12000.0 nM 10.1039/C9MD00153K
None Unchecked IC50 12000.0 nM 10.1039/D1MD00214G
None Unchecked IC50 31000.0 nM 10.1039/C9MD00153K
None Unchecked IC50 37000.0 nM 10.1039/D1MD00214G
None Unchecked IC50 131000.0 nM 10.1039/D1MD00214G
None Unchecked IC50 142000.0 nM 10.1039/C9MD00153K
None Unchecked IC50 345000.0 nM 10.1016/j.bmc.2015.07.062
None Unchecked IC50 543000.0 nM 10.1016/j.bmc.2015.07.062
None Unchecked IC50 773000.0 nM 10.1016/j.bmc.2015.07.062
None Unchecked IC50 nan None 10.1016/j.bmc.2015.07.062
None Unchecked Inhibition 0.0 % 10.1016/j.bmcl.2004.04.055
None Unchecked Inhibition 10.0 % 10.1016/j.bmc.2015.07.062
None Unchecked Inhibition 80.0 % 10.1128/aac.00388-08
None Unchecked Inhibition nan % 10.1128/aac.00388-08
None Unchecked Kcat 0.19 /s 10.1016/j.bmcl.2007.03.014
None Unchecked Kcat 0.304 /s 10.1016/j.bmcl.2007.03.014
None Unchecked Kcat/Km 1.12 10^4/M/s 10.1016/j.bmcl.2007.03.014
None Unchecked Kcat/Km 5.95 10^3/M/s 10.1016/j.bmcl.2007.03.014
None Unchecked Kd 5.0 nM 10.1016/j.bmc.2019.115121
None Unchecked Kd 370.0 nM 10.1016/j.bmc.2007.03.025
None Unchecked Kd 980.0 nM 10.1016/j.bmc.2007.03.025
None Unchecked Kd 2800.0 nM 10.1016/j.bmc.2019.115121
None Unchecked Kd 6500.0 nM 10.1016/j.bmc.2019.115121
None Unchecked Kd 44000.0 nM 10.1016/j.bmc.2015.07.062
None Unchecked Kd 91200.0 nM 10.1016/j.bmc.2015.07.062
None Unchecked Kd 133200.0 nM 10.1016/j.bmc.2015.07.062
None Unchecked Kd 138000.0 nM 10.1016/j.bmc.2015.07.062
None Unchecked Kd 167000.0 nM 10.1016/j.bmc.2015.07.062
None Unchecked Km 16900.0 nM 10.1016/j.bmcl.2007.03.014
None Unchecked Km 51100.0 nM 10.1016/j.bmcl.2007.03.014
None Unchecked Ratio 1.0 None 10.1016/j.bmc.2015.07.062
None Unchecked Ratio 1.2 None 10.1016/j.bmc.2015.07.062
None Unchecked Ratio CC50/IC50 2.0 None 10.1016/j.bmcl.2013.04.025
None Unchecked Ratio CC50/IC50 2.15 None 10.1016/j.bmcl.2011.01.026
None Unchecked Ratio IC50 200.0 None 10.1016/j.bmc.2019.115121
None Unchecked Ratio IC50 315.0 None 10.1039/C9MD00153K
None Unchecked Ratio IC50 364.0 None 10.1039/D1MD00214G
None Unchecked Ratio IC50 816.0 None 10.1039/C9MD00153K
None Unchecked Ratio IC50 1121.0 None 10.1039/D1MD00214G
None Unchecked Ratio IC50 1700.0 None 10.1016/j.bmc.2019.115121
None Unchecked Ratio IC50 3737.0 None 10.1039/C9MD00153K
None Unchecked Ratio IC50 3970.0 None 10.1039/D1MD00214G
None Unchecked Selectivity ratio 2.0 None 10.1016/j.bmc.2012.12.048
None Unchecked Selectivity ratio 560.0 None 10.1016/j.bmc.2019.115121
None Unchecked Selectivity ratio 1300.0 None 10.1016/j.bmc.2019.115121
None Unchecked Vmax 0.183 microM/s 10.1016/j.bmcl.2007.03.014
None Unchecked Vmax 0.292 microM/s 10.1016/j.bmcl.2007.03.014

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT004416 CC(=O)[32S].NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@H]3[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4N)[C@@H](N)C[C@@H](N)[C@@H]3O)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O>>CC(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2N)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@H]2O)[C@H]1O None
AKRT004417 CC(=O)[32S].NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@H]3[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4N)[C@@H](N)C[C@@H](N)[C@@H]3O)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O>>CC(=O)N[C@H]1C[C@@H](N)[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@H]2O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1N None
AKRT004659 CC(=O)[CoA].NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O>>CC(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2N)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@H]2O)[C@H]1O enzymemap_32208
AKRT004660 CC(=O)[CoA].NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O>>CC(=O)N[C@H]1C[C@@H](N)[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@H]2O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1N enzymemap_32220
AKRT004661 CC(=O)[CoA].NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O>>CC(=O)N[C@H]1[C@@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O)[C@H]2O[C@@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O enzymemap_31530
AKRT004662 CC(=O)[CoA].NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O>>CC(=O)OC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O)[C@H]2O[C@@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@H]2O)[C@H](N)[C@@H](O)[C@@H]1O enzymemap_32273
AKRT007188 CCC(=O)[CoA].NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O>>CCC(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2N)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@H]2O)[C@H]1O enzymemap_32199
AKRT018452 NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O>>NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O enzymemap_45519
AKRT018486 NC[C@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O>>NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O R11286