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Levothyroxine

AlkaPlorer ID: AK009672

Synonym: None

IUPAC Name: (2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid

Structure

SMILES: N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1)C(=O)O

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InChI: InChI=1S/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)/t12-/m0/s1

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InChIKey: XUIIKFGFIJCVMT-LBPRGKRZSA-N

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Properties Information

Molecule Weight: 776.8720000000001

TPSA？: 92.78000000000002

MolLogP？: 4.5573000000000015

Number of H-Donors: 3

Number of H-Acceptors: 4

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Acinetobacter baumannii Acinetobacter baumannii Inhibition 5.92 % 10.6019/CHEMBL4513141
Candida albicans Candida albicans Inhibition 21.06 % 10.6019/CHEMBL4513141
Cryptococcus neoformans Cryptococcus neoformans Inhibition -5.43 % 10.6019/CHEMBL4513141
Escherichia coli Escherichia coli Inhibition -12.96 % 10.6019/CHEMBL4513141
Homo sapiens Adenosine A1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A2a receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A3 receptor AC50 10999.9 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 Alpha-2b adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2c adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Aryl hydrocarbon receptor Potency 44668.4 nM None
Homo sapiens Beta-1 adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Beta-2 adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Bile acid receptor FXR IC50 7860.0 nM 10.1016/j.bmc.2013.04.069
Homo sapiens Bile acid receptor FXR Inhibition 58.2 % 10.1016/j.bmc.2013.04.069
Homo sapiens Bile salt export pump AC50 300000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Bradykinin B2 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cannabinoid CB1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cholecystokinin A receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cholecystokinin B receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cyclooxygenase-2 AC50 20000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Delta opioid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens DNA polymerase eta Potency 56234.1 nM None
Homo sapiens DNA polymerase kappa Potency 37685.8 nM None
Homo sapiens DNA polymerase kappa Potency 56234.1 nM None
Homo sapiens Dopamine D1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D2 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 Endothelin receptor ET-A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Equilibrative nucleoside transporter 1 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 Ghrelin receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Glucocorticoid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens HEK293 Potency 31.5 nM None
Homo sapiens Hepatocyte nuclear factor 4-alpha Activity nan None 10.1021/acs.jmedchem.9b02150
Homo sapiens HERG AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H2 receptor 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 -25.08 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition -0.1 % 10.6019/CHEMBL4808148
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 19952.6 nM None
Homo sapiens Homo sapiens DILI_Concern nan None 10.1016/j.drudis.2016.02.015
Homo sapiens Homo sapiens DILI_severity_class 3.0 None 10.1016/j.drudis.2016.02.015
Homo sapiens Kappa opioid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Malate dehydrogenase, mitochondrial IC50 43600.0 nM 10.1021/acs.jmedchem.7b01231
Homo sapiens Melanocortin receptor 3 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Menin/Histone-lysine N-methyltransferase MLL Potency 25118.9 nM None
Homo sapiens Monoamine oxidase A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Motilin receptor 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 Muscarinic acetylcholine receptor M3 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neuronal acetylcholine receptor protein alpha-4 subunit AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neuropeptide Y receptor type 1 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 Nuclear factor erythroid 2-related factor 2 Potency 54482.7 nM None
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 68589.6 nM None
Homo sapiens Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Potency 89125.1 nM None
Homo sapiens Peroxisome proliferator-activated receptor delta Potency 39810.7 nM None
Homo sapiens Peroxisome proliferator-activated receptor delta Potency 44668.4 nM None
Homo sapiens Peroxisome proliferator-activated receptor gamma AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Peroxisome proliferator-activated receptor gamma Activity nan None 10.1021/acs.jmedchem.9b02150
Homo sapiens Peroxisome proliferator-activated receptor gamma EC50 12000.0 nM 10.1021/acs.jmedchem.9b02150
Homo sapiens Peroxisome proliferator-activated receptor gamma FC 22.0 None 10.1021/acs.jmedchem.9b02150
Homo sapiens Peroxisome proliferator-activated receptor gamma Kd 400.0 nM 10.1021/acs.jmedchem.9b02150
Homo sapiens Peroxisome proliferator-activated receptor gamma Potency 39810.7 nM None
Homo sapiens P-glycoprotein 1 Activity nan None 10.1067/mcp.2002.126706
Homo sapiens Phosphodiesterase 3A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 4D AC50 1800.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Pregnane X receptor AC50 9499.9 nM 10.1038/s41467-023-40064-9
Homo sapiens Pregnane X receptor AC50 29999.9 nM 10.1038/s41467-023-40064-9
Homo sapiens Pregnane X receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Pregnane X receptor Activity nan None 10.1124/dmd.110.035105
Homo sapiens Pregnane X receptor EC50 11200.0 nM 10.1124/dmd.110.035105
Homo sapiens Pregnane X receptor EC50 100000.0 nM 10.1124/dmd.110.035105
Homo sapiens Pregnane X receptor EC50 nan None 10.1016/j.bmc.2013.04.069
Homo sapiens Pregnane X receptor Efficacy 87.7 % 10.1124/dmd.110.035105
Homo sapiens Pregnane X receptor Efficacy 105.2 % 10.1124/dmd.110.035105
Homo sapiens Pregnane X receptor max activation 13.9 % 10.1016/j.bmc.2013.04.069
Homo sapiens Prelamin-A/C Potency 707.9 nM None
Homo sapiens Progesterone receptor AC50 8700.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Progesterone receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Proliferating cell nuclear antigen IC50 50000.0 nM 10.1016/j.bmc.2013.01.022
Homo sapiens Rap guanine nucleotide exchange factor 3 Potency 50118.7 nM None
Homo sapiens Retinoid X receptor alpha Activity nan None 10.1021/acs.jmedchem.9b02150
Homo sapiens Retinoid X receptor alpha EC50 15400.0 nM 10.1021/acs.jmedchem.9b02150
Homo sapiens Retinoid X receptor alpha FC 7.4 None 10.1021/acs.jmedchem.9b02150
Homo sapiens Retinoid X receptor alpha Kd 930.0 nM 10.1021/acs.jmedchem.9b02150
Homo sapiens Retinoid X receptor beta Activity nan None 10.1021/acs.jmedchem.9b02150
Homo sapiens Retinoid X receptor gamma Activity nan None 10.1021/acs.jmedchem.9b02150
Homo sapiens Serine/threonine-protein kinase PLK1 Potency 18887.6 nM None
Homo sapiens Serotonin 1a (5-HT1a) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2a (5-HT2a) 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 2c (5-HT2c) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 3a (5-HT3a) 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 Solute carrier family 22 member 1 Inhibition 12.7 % 10.1021/jm8003152
Homo sapiens Solute carrier organic anion transporter family member 1A2 Km 8000.0 nM 10.1210/endo.142.5.8115
Homo sapiens Solute carrier organic anion transporter family member 1B1 Activity nan None 10.1074/jbc.274.52.37161
Homo sapiens Solute carrier organic anion transporter family member 1B1 Inhibition -13.1 % 10.1021/jm300212s
Homo sapiens Solute carrier organic anion transporter family member 1B1 Km 3000.0 nM 10.1074/jbc.274.24.17159
Homo sapiens Solute carrier organic anion transporter family member 1B3 Activity nan None 10.1053/gast.2001.21176
Homo sapiens Solute carrier organic anion transporter family member 1B3 Inhibition 11.4 % 10.1021/jm300212s
Homo sapiens Solute carrier organic anion transporter family member 1C1 Km 90.4 nM 10.1210/me.2001-0309
Homo sapiens Solute carrier organic anion transporter family member 2B1 Inhibition 63.7 % 10.1021/jm300212s
Homo sapiens Solute carrier organic anion transporter family member 4A1 Activity nan None 10.1210/endo.142.5.8115
Homo sapiens Solute carrier organic anion transporter family member 4C1 IC50 8000.0 nM 10.1073/pnas.0304987101
Homo sapiens Sulfotransferase 4A1 Activity nan None None
Homo sapiens Sulfotransferase family cytosolic 1B member 1 Activity nan None None
Homo sapiens Thyroid hormone receptor Ratio 1.0 None 10.1021/jm00384a014
Homo sapiens Thyroid hormone receptor alpha EC50 19.0 nM 10.1021/acs.jmedchem.9b02150
Homo sapiens Thyroid hormone receptor alpha FC 139.0 None 10.1021/acs.jmedchem.9b02150
Homo sapiens Thyroid hormone receptor beta-1 EC50 240.0 nM 10.1021/acs.jmedchem.9b02150
Homo sapiens Thyroid hormone receptor beta-1 FC 289.0 None 10.1021/acs.jmedchem.9b02150
Homo sapiens Thyroid hormone receptor beta-1 Potency 10.0 nM None
Homo sapiens Thyroid hormone receptor beta-1 Potency 100000.0 nM None
Homo sapiens Thyroid hormone receptor beta-1 Potency 112201.8 nM None
Homo sapiens Thyroxine-binding globulin Activity 100.0 % 10.1021/jm00179a024
Homo sapiens Transthyretin Activity 95.0 % 10.1016/j.bmcl.2009.03.004
Homo sapiens Transthyretin Activity nan None 10.1016/j.bmcl.2009.03.004
Homo sapiens Transthyretin Binding affinity 100.0 None 10.1021/jm00155a010
Homo sapiens Transthyretin Binding affinity 100.0 None 10.1021/jm00381a018
Homo sapiens Transthyretin Concentration 1e-08 M 10.1021/jm00155a010
Homo sapiens Transthyretin IC50 2187.76 nM 10.1016/j.ejmech.2016.02.074
Homo sapiens Transthyretin IC50 2200.0 nM 10.1016/j.ejmech.2016.02.074
Homo sapiens Transthyretin IC50 10500.0 nM 10.1016/j.bmcl.2009.03.004
Homo sapiens Transthyretin Inhibition nan % 10.1016/j.ejmech.2016.02.074
Homo sapiens Type-1 angiotensin II receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 23109.3 nM None
Homo sapiens Ubiquitin carboxyl-terminal hydrolase 1 Potency 56234.1 nM None
Homo sapiens UDP-glucuronosyltransferase 1-1 Activity 0.0 pm/min/mg 10.1146/annurev.pharmtox.40.1.581
Homo sapiens UDP-glucuronosyltransferase 1-1 Activity nan None None
Homo sapiens UDP-glucuronosyltransferase 1-1 IC50 4900.0 nM 10.1124/dmd.110.035030
Homo sapiens UDP-glucuronosyltransferase 1-1 IC50 5600.0 nM 10.1124/dmd.110.035030
Homo sapiens UDP-glucuronosyltransferase 1-6 Activity 0.0 pm/min/mg 10.1146/annurev.pharmtox.40.1.581
Homo sapiens UDP-glucuronosyltransferase 1-9 Activity 0.0 pm/min/mg 10.1146/annurev.pharmtox.40.1.581
Homo sapiens UDP-glucuronosyltransferase 1A4 Activity 0.0 pm/min/mg 10.1146/annurev.pharmtox.40.1.581
Homo sapiens UDP-glucuronosyltransferase 2B15 Activity 0.0 pm/min/mg 10.1146/annurev.pharmtox.40.1.581
Homo sapiens Vasopressin V1a receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Vasopressin V2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Klebsiella pneumoniae Klebsiella pneumoniae Inhibition 0.79 % 10.6019/CHEMBL4513141
Mus musculus Mus musculus Activity 100.0 % 10.1016/j.bmcl.2010.04.011
Mus musculus Solute carrier organic anion transporter family member 1C1 Km 0.34 None 10.1210/en.2004-0058
Photinus pyralis Luciferin 4-monooxygenase Activity nan None 10.1021/acs.jmedchem.9b02150
Plasmodium falciparum Plasmodium falciparum Potency 11995.5 nM None
Pseudomonas aeruginosa Pseudomonas aeruginosa Inhibition -9.42 % 10.6019/CHEMBL4513141
Rattus norvegicus Androgen Receptor AC50 17000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Androgen Receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Bile acid transporter Activity nan None 10.1006/bbrc.1998.9974
Rattus norvegicus Cyclooxygenase-1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus GABA receptor alpha-1 subunit AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus GABA transporter 1 Inhibition nan % 10.1021/jm5015428
Rattus norvegicus Glutamate (NMDA) receptor subunit zeta 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Monocarboxylate transporter 10 Activity nan None 10.1074/jbc.m009462200
Rattus norvegicus Monocarboxylate transporter 8 Activity 26.0 % 10.1074/jbc.m300909200
Rattus norvegicus Monocarboxylate transporter 8 Activity 69.0 % 10.1074/jbc.m300909200
Rattus norvegicus Monocarboxylate transporter 8 Km 4700.0 nM 10.1074/jbc.m300909200
Rattus norvegicus Nuclear receptor subfamily 1 group I member 2 Activity nan None 10.1124/dmd.110.035105
Rattus norvegicus Rattus norvegicus Activity 100.0 % 10.1021/jm00227a004
Rattus norvegicus Rattus norvegicus log(activity) 2.0 None 10.1021/jm00227a004
Rattus norvegicus Solute carrier organic anion transporter family member 1A1 Activity nan None 10.1006/bbrc.1998.9974
Rattus norvegicus Solute carrier organic anion transporter family member 1A3 Activity nan None None
Rattus norvegicus Solute carrier organic anion transporter family member 1A3 Km 12000.0 nM None
Rattus norvegicus Solute carrier organic anion transporter family member 1A3 Km 20200.0 nM None
Rattus norvegicus Solute carrier organic anion transporter family member 1A4 Activity nan None 10.1074/jbc.273.35.22395
Rattus norvegicus Solute carrier organic anion transporter family member 1A4 Km 6530.0 nM 10.1074/jbc.273.35.22395
Rattus norvegicus Solute carrier organic anion transporter family member 1A5 Km 4930.0 nM 10.1074/jbc.273.35.22395
Rattus norvegicus Solute carrier organic anion transporter family member 1B2 Activity nan None 10.1016/s0014-5793(00)01596-9
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Potency 89125.1 nM None
Rattus norvegicus Transthyretin Ratio 1.0 None 10.1021/jm00384a014
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition -3.004 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition -0.15 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Hit score 0.1758 None 10.1101/2020.04.21.054387
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
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.14 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.05 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 5.73 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition index -0.03297 None 10.1101/2020.04.03.023846
Staphylococcus aureus Staphylococcus aureus Inhibition -5.39 % 10.6019/CHEMBL4513141
None ADMET Binding energy 10.3 kCal mol-1 10.1021/jm00378a021
None ADMET Drug metabolism 44.0 ng 10.1021/acs.jmedchem.9b02150
None ADMET Drug metabolism 174.0 ng 10.1021/acs.jmedchem.9b02150
None ADMET Drug metabolism nan None 10.1021/acs.jmedchem.9b02150
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 Molecular identity unknown Potency 50118.7 nM None
None NON-PROTEIN TARGET Hepatotoxicity (acute) 0.0 % 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (animal toxicity known) nan None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (benign tumour) 0.0 None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (granulomatous hepatitis) 0.0 None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (mechanism) nan None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (moderate) 0.0 % 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (moderate) 1.0 None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (time to onset) nan None 10.1016/s0399-8320(04)95062-2
None Unchecked Ac50 0.631 uM None
None Unchecked Ac50 0.7079 uM None
None Unchecked Ac50 3.981 uM None
None Unchecked Ac50 7.079 uM None
None Unchecked Ac50 7.943 uM None
None Unchecked Ac50 11.22 uM None
None Unchecked AC50 631.0 nM None
None Unchecked AC50 707.9 nM None
None Unchecked AC50 3981.1 nM None
None Unchecked AC50 7080.0 nM None
None Unchecked AC50 7943.3 nM None
None Unchecked AC50 11220.2 nM None
None Unchecked Activity 12.5 % 10.1021/jm00179a024
None Unchecked Activity 18.0 % 10.1021/jm00179a024
None Unchecked Activity 30.0 % 10.1021/jm00179a024
None Unchecked Activity 88.0 % 10.1016/j.bmcl.2010.04.011
None Unchecked Activity nan None 10.1021/acs.jmedchem.9b02150
None Unchecked Hepatotoxicity (acute) 1.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (association with vascular disease) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (choleostasis) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (chronic liver disease) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (cirrhosis) 1.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (comment) nan None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (cytolytic) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (malignant tumour) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (severe hepatitis) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (steatosis) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (successful reintroduction) nan None 10.1016/s0399-8320(04)95062-2
None Unchecked IC50 10500.0 nM 10.1021/jm401061w
None Unchecked Inhibition 80.0 % 10.1021/jm401061w
None Unchecked Potency 31.5 nM None
None Unchecked Potency 3162.3 nM None
None Unchecked Potency 22296.9 nM None

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT000715 *N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(*)=O>>N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O RXN-10477
AKRT014682 C[SAH].N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O>>COC(=O)[C@@H](N)Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1 enzymemap_26691
AKRT017431 NC(Cc1ccc(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O>>N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O MNXR133782
AKRT019847 N[C@@H](Cc1cc(I)c(O)c(I)c1)C(=O)O.N[C@@H](Cc1cc(I)c(O)c(I)c1)C(=O)O>>N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O R03208
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AKRT019857 N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O.O=C(O)[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O>>N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)c(I)c2)c(I)c1)C(=O)O enzymemap_34609
AKRT019858 N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O>>N[C@@H](Cc1cc(I)c(Oc2cc(I)c(OS(=O)(=O)O)c(I)c2)c(I)c1)C(=O)O RXN-10614
AKRT019859 N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O>>N[C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(=O)O THYROXINE-DEIODINASE-RXN
AKRT019860 N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O>>N[C@@H](Cc1ccc(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O 1.97.1.11-RXN
AKRT019861 N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O>>O=C(O)C(=O)Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1 enzymemap_22210
AKRT020345 N[C@H](Cc1cc(I)c(Oc2cc(I)c(OC3O[C@H](C(=O)O)[C@H](O)[C@H](O)[C@@H]3O)c(I)c2)c(I)c1)C(=O)O>>N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O MNXR103482
AKRT022601 O=C(O)C(=O)Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1>>N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O enzymemap_41878