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name Structure Reference Source Properties Activities Metabolism

(1S)-1-[(6S,7S)-3-[(carbamoyloxy)methyl]-7-[(2E)-2-(furan-2-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy]ethyl acetate

AlkaPlorer ID: AK034926

Synonym: None

IUPAC Name: 1-acetyloxyethyl (6R,7R)-3-(carbamoyloxymethyl)-7-[[(2E)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Structure

SMILES: CO/N=C(\C(O)=N[C@@H]1C(=O)N2C(C(=O)OC(C)OC(C)=O)=C(COC(=N)O)CS[C@H]12)C1=CC=CO1

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InChI: InChI=1S/C20H22N4O10S/c1-9(25)33-10(2)34-19(28)15-11(7-32-20(21)29)8-35-18-14(17(27)24(15)18)22-16(26)13(23-30-3)12-5-4-6-31-12/h4-6,10,14,18H,7-8H2,1-3H3,(H2,21,29)(H,22,26)/b23-13-/t10?,14-,18-/m1/s1

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InChIKey: KEJCWVGMRLCZQQ-YJBYXUATSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Apis cerana Apis Apidae Hymenoptera Insecta Arthropoda Metazoa Eukaryota

Properties Information

Molecule Weight: 510.4810000000002

TPSA？: 193.54

MolLogP？: 1.0860700000000003

Number of H-Donors: 3

Number of H-Acceptors: 12

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus pumilus Bacillus pumilus MIC 16.0 ug.mL-1 10.1016/j.ejmech.2008.03.028
Chlorocebus sabaeus Vero C1008 CC50 20000.0 nM 10.6019/CHEMBL4651402
Chlorocebus sabaeus Vero C1008 pCC50 4.7 None 10.6019/CHEMBL4651402
Homo sapiens Acetylcholinesterase AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A1 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 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 Androgen 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 salt export pump IC50 133000.0 nM 10.1093/toxsci/kft176
Homo sapiens Canalicular multispecific organic anion transporter 1 IC50 133000.0 nM 10.1093/toxsci/kft176
Homo sapiens Canalicular multispecific organic anion transporter 2 IC50 133000.0 nM 10.1093/toxsci/kft176
Homo sapiens Cannabinoid CB1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cyclooxygenase-1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Delta opioid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens 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 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 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 -19.77 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition -9.84 % 10.6019/CHEMBL4808148
Homo sapiens Homo sapiens Activity 0.44 % 10.1016/j.ejmech.2009.11.034
Homo sapiens Kappa opioid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Monoamine oxidase A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Multidrug resistance-associated protein 4 IC50 28000.0 nM 10.1093/toxsci/kft176
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 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 1610.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 4D 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 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 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 Serum albumin Log K' 0.56 None 10.1021/jm010960b
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
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 16.0 ug.mL-1 10.1016/j.ejmech.2008.03.028
Rattus norvegicus GABA receptor alpha-1 subunit AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Glutamate (NMDA) receptor subunit zeta 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Salmonella enterica subsp. enterica serovar Typhi str. CT18 Salmonella enterica subsp. enterica serovar Typhi str. CT18 MIC 8.0 ug.mL-1 10.1016/j.ejmech.2008.03.028
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 17.81 % 10.6019/CHEMBL4495564
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 -0.13 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 1.31 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition index 0.1456 None 10.1101/2020.04.03.023846
Staphylococcus aureus Staphylococcus aureus MIC 8.0 ug.mL-1 10.1016/j.ejmech.2008.03.028
Staphylococcus epidermidis Staphylococcus epidermidis MIC 8.0 ug.mL-1 10.1016/j.ejmech.2008.03.028
Streptococcus pneumoniae Streptococcus pneumoniae Activity 0.0 % 10.1128/aac.00952-09
Streptococcus pneumoniae Streptococcus pneumoniae Activity 18.9 % 10.1128/aac.00952-09
Streptococcus pneumoniae Streptococcus pneumoniae Activity 20.4 % 10.1128/aac.00952-09
Streptococcus pneumoniae Streptococcus pneumoniae Activity 56.0 % 10.1128/aac.00952-09
Streptococcus pneumoniae Streptococcus pneumoniae Activity 75.9 % 10.1128/aac.00952-09
Streptococcus pneumoniae Streptococcus pneumoniae Activity 99.3 % 10.1128/aac.00952-09
Streptococcus pneumoniae Streptococcus pneumoniae Activity 100.0 % 10.1128/aac.00952-09
Streptococcus pneumoniae Streptococcus pneumoniae MIC 0.12 ug.mL-1 10.1128/aac.00952-09
Streptococcus pneumoniae Streptococcus pneumoniae MIC 2.0 ug.mL-1 10.1128/aac.00952-09
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 0.0 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 0.12 ug.mL-1 10.1128/aac.00952-09
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 0.5 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 1.0 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 4.0 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 4.0 ug.mL-1 10.1128/aac.00952-09
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 15.0 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 16.0 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 21.0 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 32.0 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 33.0 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 46.0 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 52.0 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 64.0 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 67.0 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 72.0 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 93.0 ug.mL-1 10.1128/aac.00310-08
Streptococcus pneumoniae Streptococcus pneumoniae MIC90 100.0 ug.mL-1 10.1128/aac.00310-08
None Hepatotoxicity Alkaline Phosphatase Increase - Activity Score nan None 10.2174/1570163043334794
None Hepatotoxicity Alkaline Phosphatase Increase - Index Value 0.0 None 10.2174/1570163043334794
None Hepatotoxicity Alkaline Phosphatase Increase - Number of Reports 4.0 None 10.2174/1570163043334794
None Hepatotoxicity Composite Activity - Active 0.0 None 10.2174/1570163043334794
None Hepatotoxicity Composite Activity - Marginal 0.0 None 10.2174/1570163043334794
None Hepatotoxicity Composite Activity - Score nan None 10.2174/1570163043334794
None Hepatotoxicity GGT Increase - Activity Score nan None 10.2174/1570163043334794
None Hepatotoxicity GGT Increase - Index Value 0.0 None 10.2174/1570163043334794
None Hepatotoxicity GGT Increase - Number of Reports 4.0 None 10.2174/1570163043334794
None Hepatotoxicity LDH Increase - Activity Score nan None 10.2174/1570163043334794
None Hepatotoxicity LDH Increase - Index Value 0.0 None 10.2174/1570163043334794
None Hepatotoxicity LDH Increase - Number of Reports 4.0 None 10.2174/1570163043334794
None Hepatotoxicity SGOT Increase - Activity Score nan None 10.2174/1570163043334794
None Hepatotoxicity SGOT Increase - Index Value 0.0 None 10.2174/1570163043334794
None Hepatotoxicity SGOT Increase - Number of Reports 4.0 None 10.2174/1570163043334794
None Hepatotoxicity SGPT Increase - Activity Score nan None 10.2174/1570163043334794
None Hepatotoxicity SGPT Increase - Index Value 0.0 None 10.2174/1570163043334794
None Hepatotoxicity SGPT Increase - Number of Reports 4.0 None 10.2174/1570163043334794
None NON-PROTEIN TARGET Hepatotoxicity (acute) 0.2 % 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) 20.0 % 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (moderate) 31.0 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 Hepatotoxicity (acute) 2.0 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) 1.0 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) 0.0 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

Metabolism Information