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name Structure Reference Source Properties Activities Metabolism

None

AlkaPlorer ID: AK324580

Synonym: None

IUPAC Name: (6R,7R)-3-[(E)-2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Structure

SMILES: O=C(O)C1=C(/C=C/C2=CC=C([N+](=O)[O-])C=C2[N+](=O)[O-])CS[C@@H]2[C@H](N=C(O)CC3=CC=CS3)C(=O)N12

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InChI: InChI=1S/C21H16N4O8S2/c26-16(9-14-2-1-7-34-14)22-17-19(27)23-18(21(28)29)12(10-35-20(17)23)4-3-11-5-6-13(24(30)31)8-15(11)25(32)33/h1-8,17,20H,9-10H2,(H,22,26)(H,28,29)/b4-3+/t17-,20-/m1/s1

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InChIKey: LHNIIDJCEODSHA-OQRUQETBSA-N

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Reference

PubChem CID: 6436140

CAS: 41906-86-9

NPASS: NPC487963

Source

Species Genus Family Order Class Phylum Kingdom Domain

Properties Information

Molecule Weight: 516.5130000000001

TPSA？: 176.48

MolLogP？: 3.399300000000001

Number of H-Donors: 2

Number of H-Acceptors: 9

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Aeromonas hydrophila Beta-lactamase Kcat 0.008 /s 10.1128/aac.00288-09
Aeromonas hydrophila Beta-lactamase Kcat/Km 6.0 /M/s 10.1128/aac.00288-09
Aeromonas hydrophila Beta-lactamase Km 1300000.0 nM 10.1128/aac.00288-09
Chryseobacterium indologenes Metallo-beta-lactamase IND-6 Kcat 115.0 /s 10.1128/aac.01607-08
Chryseobacterium indologenes Metallo-beta-lactamase IND-6 Kcat/Km 2.7 10'6/M/s 10.1128/aac.01607-08
Chryseobacterium indologenes Metallo-beta-lactamase IND-6 Km 43000.0 nM 10.1128/aac.01607-08
Citrobacter freundii PER-2 beta-lactamase Activity 224.0 % 10.1128/aac.01395-06
Citrobacter freundii PER-2 beta-lactamase Kcat 48.0 /s 10.1128/aac.01395-06
Citrobacter freundii PER-2 beta-lactamase Kcat/Km 1.5 /uM/s 10.1128/aac.01395-06
Citrobacter freundii PER-2 beta-lactamase Km 32000.0 nM 10.1128/aac.01395-06
Enterobacter cloacae Beta-lactamase Activity 83.0 % 10.1128/aac.00218-07
Enterobacter cloacae Beta-lactamase Activity 670.0 % 10.1128/aac.00218-07
Enterobacter cloacae Beta-lactamase Kcat 570.0 /s 10.1128/aac.00218-07
Enterobacter cloacae Beta-lactamase Kcat/Km 10.0 /s/microM 10.1128/aac.00218-07
Enterobacter cloacae Beta-lactamase Km 56000.0 nM 10.1128/aac.00218-07
Enterobacter cloacae Imipenem-hydrolyzing beta-lactamase Kcat 130.0 /s 10.1016/j.bmcl.2009.04.149
Enterobacter cloacae Imipenem-hydrolyzing beta-lactamase Km 40000.0 nM 10.1016/j.bmcl.2009.04.149
Enterobacter cloacae Imipenem-hydrolyzing beta-lactamase Ratio 3.5 10'6/M/s 10.1016/j.bmcl.2009.04.149
Escherichia coli Beta-lactamase Activity 240.0 % 10.1128/aac.01004-09
Escherichia coli Beta-lactamase Activity 1800.0 % 10.1128/aac.01004-09
Escherichia coli Beta-lactamase Kcat 1700.0 /s 10.1128/aac.01004-09
Escherichia coli Beta-lactamase Kcat/Km 43.0 /s/microM 10.1128/aac.01004-09
Escherichia coli Beta-lactamase Km 40000.0 nM 10.1128/aac.01004-09
Escherichia coli Metallo-beta-lactamase Kcat 770.0 /s 10.1128/aac.01336-09
Escherichia coli Metallo-beta-lactamase Kcat/Km 43.0 /uM/s 10.1128/aac.01336-09
Escherichia coli Metallo-beta-lactamase Km 18000.0 nM 10.1128/aac.01336-09
Flavobacterium meningosepticum Carbapenem-hydrolyzing beta-lactamase BlaB-1 Kcat/Km 3.9 10'6/M/s 10.1128/aac.01607-08
Homo sapiens N-acyl-phosphatidylethanolamine-hydrolyzing phospholipase D IC50 100000.0 nM 10.1021/acs.jmedchem.0c01441
Klebsiella pneumoniae Carbepenem-hydrolyzing beta-lactamase KPC Kcat 52.0 /s 10.1128/aac.00197-10
Klebsiella pneumoniae Carbepenem-hydrolyzing beta-lactamase KPC Kcat/Km 8.7 /uM/s 10.1128/aac.00197-10
Klebsiella pneumoniae Carbepenem-hydrolyzing beta-lactamase KPC Km 6000.0 nM 10.1128/aac.00197-10
Klebsiella pneumoniae Class C beta-lactamase CMY-36 Kcat 910.0 /s 10.1128/aac.01284-08
Klebsiella pneumoniae Class C beta-lactamase CMY-36 Kcat/Km 125.0 /uM/s 10.1128/aac.01284-08
Klebsiella pneumoniae Class C beta-lactamase CMY-36 Km 7300.0 nM 10.1128/aac.01284-08
Klebsiella pneumoniae OXA-48 Kcat 1500.0 /s 10.1021/acs.jmedchem.6b00660
Klebsiella pneumoniae OXA-48 Kcat 2300.0 /s 10.1021/acs.jmedchem.6b00660
Klebsiella pneumoniae OXA-48 Kcat/Km 1.5 10'7/M/s 10.1021/acs.jmedchem.6b00660
Klebsiella pneumoniae OXA-48 Kcat/Km 1.7 10'7/M/s 10.1021/acs.jmedchem.6b00660
Klebsiella pneumoniae OXA-48 Km 90000.0 nM 10.1021/acs.jmedchem.6b00660
Klebsiella pneumoniae OXA-48 Km 150000.0 nM 10.1021/acs.jmedchem.6b00660
Morganella morganii Beta-lactamase Activity 160.0 % 10.1128/aac.00218-07
Morganella morganii Beta-lactamase Activity 1400.0 % 10.1128/aac.00218-07
Morganella morganii Beta-lactamase Kcat 1200.0 /s 10.1128/aac.00218-07
Morganella morganii Beta-lactamase Kcat/Km 39.0 /s/microM 10.1128/aac.00218-07
Morganella morganii Beta-lactamase Km 31000.0 nM 10.1128/aac.00218-07
Pseudomonas aeruginosa Beta-lactamase GES-13 Kcat 29.3 /s 10.1128/aac.01561-09
Pseudomonas aeruginosa Beta-lactamase GES-13 Kcat/Km 0.15 /uM/s 10.1128/aac.01561-09
Pseudomonas aeruginosa Beta-lactamase GES-13 Km 197000.0 nM 10.1128/aac.01561-09
Pseudomonas aeruginosa Beta-lactamase OXA-10 Kcat 400.0 /s 10.1016/j.bmcl.2009.04.149
Pseudomonas aeruginosa Beta-lactamase OXA-10 Km 20000.0 nM 10.1016/j.bmcl.2009.04.149
Pseudomonas aeruginosa Beta-lactamase OXA-10 Ratio 2.0 10'7/M/s 10.1016/j.bmcl.2009.04.149
Pseudomonas aeruginosa Beta-lactamase VIM-2 Kcat 770.0 /s 10.1128/aac.00166-08
Pseudomonas aeruginosa Beta-lactamase VIM-2 Kcat/Km 42.8 /uM/s 10.1128/aac.00166-08
Pseudomonas aeruginosa Beta-lactamase VIM-2 Km 18000.0 nM 10.1128/aac.00166-08
Pseudomonas aeruginosa Beta-lactamase VIM-4 Kcat 40.0 /s 10.1016/j.bmcl.2009.04.149
Pseudomonas aeruginosa Beta-lactamase VIM-4 Km 10000.0 nM 10.1016/j.bmcl.2009.04.149
Pseudomonas aeruginosa Beta-lactamase VIM-4 Ratio 4.0 10'6/M/s 10.1016/j.bmcl.2009.04.149
Pseudomonas aeruginosa Metallo-beta-lactamase VIM-11 Kcat 129.0 /s 10.1128/aac.01025-07
Pseudomonas aeruginosa Metallo-beta-lactamase VIM-11 Kcat/Km 1.6 10'6/M/s 10.1128/aac.01025-07
Pseudomonas aeruginosa Metallo-beta-lactamase VIM-11 Km 8200.0 nM 10.1128/aac.01025-07
Pseudomonas aeruginosa Metallo-beta-lactamase VIM-2 Kcat 206.0 /s 10.1128/aac.01025-07
Pseudomonas aeruginosa Metallo-beta-lactamase VIM-2 Kcat/Km 1.5 10'6/M/s 10.1128/aac.01025-07
Pseudomonas aeruginosa Metallo-beta-lactamase VIM-2 Km 13800.0 nM 10.1128/aac.01025-07
Pseudomonas aeruginosa Metallo-b-lactamase Kcat 1500.0 /s 10.1128/aac.00166-08
Pseudomonas aeruginosa Metallo-b-lactamase Kcat/Km 26.0 /uM/s 10.1128/aac.00166-08
Pseudomonas aeruginosa Metallo-b-lactamase Km 58000.0 nM 10.1128/aac.00166-08
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) Beta-lactamase Activity 68.0 % 10.1128/aac.00218-07
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) Beta-lactamase Activity 160.0 % 10.1128/aac.01004-09
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) Beta-lactamase Activity 1800.0 % 10.1128/aac.00218-07
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) Beta-lactamase Activity 1800.0 % 10.1128/aac.01004-09
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) Beta-lactamase Kcat 68.0 /s 10.1128/aac.00218-07
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) Beta-lactamase Kcat 150.0 /s 10.1128/aac.01004-09
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) Beta-lactamase Kcat/Km 4.8 /s/microM 10.1128/aac.01004-09
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) Beta-lactamase Kcat/Km 5.7 /s/microM 10.1128/aac.00218-07
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) Beta-lactamase Km 12000.0 nM 10.1128/aac.00218-07
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) Beta-lactamase Km 31000.0 nM 10.1128/aac.01004-09
Salmonella newport Efflux transporter Kcat 960.0 /s 10.1128/aac.01284-08
Salmonella newport Efflux transporter Kcat/Km 96.0 /uM/s 10.1128/aac.01284-08
Salmonella newport Efflux transporter Km 10000.0 nM 10.1128/aac.01284-08
Serratia marcescens Beta-lactamase Activity 19.0 % 10.1128/aac.00218-07
Serratia marcescens Beta-lactamase Activity 42.0 % 10.1128/aac.00218-07
Serratia marcescens Beta-lactamase Kcat 840.0 /s 10.1128/aac.00218-07
Serratia marcescens Beta-lactamase Kcat/Km 60.0 /s/microM 10.1128/aac.00218-07
Serratia marcescens Beta-lactamase Km 14000.0 nM 10.1128/aac.00218-07
Streptococcus pneumoniae R6 Penicillin-binding protein 2X Activity nan None 10.1021/jm900625q
Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4) Penicillin-binding protein 2x Activity nan None 10.1021/jm900625q
None Unchecked Activity 65.0 % 10.1128/aac.00083-07
None Unchecked Activity 1820.0 nmol/min/mg 10.1128/aac.01107-07
None Unchecked Activity 2670.0 nmol/min/mg 10.1128/aac.01107-07
None Unchecked Activity 2680.0 nmol/min/mg 10.1128/aac.01107-07
None Unchecked Activity 3110.0 nmol/min/mg 10.1128/aac.01107-07
None Unchecked Activity 4550.0 nmol/min/mg 10.1128/aac.01107-07
None Unchecked Activity 5140.0 nmol/min/mg 10.1128/aac.01107-07
None Unchecked FC 2.7 None 10.1128/aac.00197-10
None Unchecked Kcat 0.03 /s 10.1128/aac.00288-09
None Unchecked Kcat 0.7 /s 10.1021/jm400769b
None Unchecked Kcat 4.4 /s 10.1128/aac.00083-07
None Unchecked Kcat 7.4 /s 10.1128/aac.01028-07
None Unchecked Kcat 14.9 /s 10.1021/jm400769b
None Unchecked Kcat 25.3 /s 10.1021/jm400769b
None Unchecked Kcat 26.0 /s 10.1128/aac.01028-07
None Unchecked Kcat 30.0 /s 10.1128/aac.00693-09
None Unchecked Kcat 40.0 /s 10.1016/j.bmcl.2009.04.149
None Unchecked Kcat 45.2 /s 10.1021/jm301490d
None Unchecked Kcat 50.0 /s 10.1016/j.bmcl.2009.04.149
None Unchecked Kcat 50.0 /s 10.1128/aac.00197-10
None Unchecked Kcat 55.0 /s 10.1128/aac.00858-10
None Unchecked Kcat 59.0 /s 10.1128/aac.01028-07
None Unchecked Kcat 63.0 /s 10.1128/aac.00858-10
None Unchecked Kcat 92.0 /s 10.1128/aac.00197-10
None Unchecked Kcat 94.0 /s 10.1128/aac.00743-09
None Unchecked Kcat 95.0 /s 10.1128/aac.00166-08
None Unchecked Kcat 130.0 /s 10.1128/aac.01336-09
None Unchecked Kcat 191.0 /s 10.1128/aac.00197-10
None Unchecked Kcat 225.6 /s 10.1021/jm400769b
None Unchecked Kcat 252.0 /s 10.1128/aac.00227-08
None Unchecked Kcat 270.0 /s 10.1128/aac.01336-09
None Unchecked Kcat 333.0 /s 10.1128/aac.00219-09
None Unchecked Kcat 347.8 /s 10.1021/jm301490d
None Unchecked Kcat 700.0 /s 10.1128/aac.01336-09
None Unchecked Kcat 867.0 /s 10.1128/aac.00219-09
None Unchecked Kcat 980.0 /s 10.1128/aac.01284-08
None Unchecked Kcat 2794.0 /s 10.1021/jm400769b
None Unchecked Kcat/Km 0.04 /uM/s 10.1021/jm400769b
None Unchecked Kcat/Km 0.37 /uM/s 10.1128/aac.01028-07
None Unchecked Kcat/Km 0.55 /uM/s 10.1128/aac.00083-07
None Unchecked Kcat/Km 0.6 /uM/s 10.1128/aac.00197-10
None Unchecked Kcat/Km 0.64 /uM/s 10.1021/jm400769b
None Unchecked Kcat/Km 1.04 /uM/s 10.1128/aac.01028-07
None Unchecked Kcat/Km 1.06 /s/M 10.1128/aac.01025-07
None Unchecked Kcat/Km 1.25 /uM/s 10.1128/aac.01028-07
None Unchecked Kcat/Km 1.7 10'7/M/s 10.1128/aac.00227-08
None Unchecked Kcat/Km 2.3 10'6/M/s 10.1128/aac.00858-10
None Unchecked Kcat/Km 2.3 /uM/s 10.1021/jm400769b
None Unchecked Kcat/Km 2.9 /uM/s 10.1021/jm400769b
None Unchecked Kcat/Km 4.3 /uM/s 10.1021/jm301490d
None Unchecked Kcat/Km 4.3 /uM/s 10.1128/aac.01336-09
None Unchecked Kcat/Km 5.6 /uM/s 10.1128/aac.00166-08
None Unchecked Kcat/Km 6.1 10'6/M/s 10.1128/aac.00858-10
None Unchecked Kcat/Km 6.4 microM/s 10.1128/aac.00693-09
None Unchecked Kcat/Km 10.0 /uM/s 10.1128/aac.00197-10
None Unchecked Kcat/Km 10.0 /uM/s 10.1128/aac.00743-09
None Unchecked Kcat/Km 13.0 /uM/s 10.1128/aac.00197-10
None Unchecked Kcat/Km 14.0 /uM/s 10.1128/aac.01336-09
None Unchecked Kcat/Km 14.1 /uM/s 10.1021/jm301490d
None Unchecked Kcat/Km 17.0 /uM/s 10.1128/aac.00219-09
None Unchecked Kcat/Km 27.0 /uM/s 10.1128/aac.01336-09
None Unchecked Kcat/Km 31.2 /uM/s 10.1021/jm400769b
None Unchecked Kcat/Km 41.0 /uM/s 10.1128/aac.00219-09
None Unchecked Kcat/Km 98.0 /uM/s 10.1128/aac.01284-08
None Unchecked Kcat/Km 520.0 /M/s 10.1128/aac.00288-09
None Unchecked Ki 5000.0 nM 10.1128/aac.00693-09
None Unchecked Ki 36600.0 nM 10.1021/jm400769b
None Unchecked Km 5000.0 nM 10.1128/aac.00197-10
None Unchecked Km 7200.0 nM 10.1021/jm400769b
None Unchecked Km 8000.0 nM 10.1128/aac.00083-07
None Unchecked Km 8100.0 nM 10.1021/jm400769b
None Unchecked Km 8200.0 nM 10.1128/aac.01336-09
None Unchecked Km 8800.0 nM 10.1021/jm400769b
None Unchecked Km 9000.0 nM 10.1128/aac.00743-09
None Unchecked Km 9000.0 nM 10.1128/aac.00858-10
None Unchecked Km 10000.0 nM 10.1016/j.bmcl.2009.04.149
None Unchecked Km 10000.0 nM 10.1128/aac.01284-08
None Unchecked Km 10000.0 nM 10.1128/aac.01336-09
None Unchecked Km 10400.0 nM 10.1021/jm301490d
None Unchecked Km 14800.0 nM 10.1128/aac.00227-08
None Unchecked Km 15000.0 nM 10.1128/aac.00197-10
None Unchecked Km 16000.0 nM 10.1021/jm400769b
None Unchecked Km 17000.0 nM 10.1128/aac.00166-08
None Unchecked Km 20000.0 nM 10.1016/j.bmcl.2009.04.149
None Unchecked Km 20000.0 nM 10.1128/aac.00219-09
None Unchecked Km 20000.0 nM 10.1128/aac.01028-07
None Unchecked Km 21000.0 nM 10.1128/aac.00219-09
None Unchecked Km 24700.0 nM 10.1021/jm301490d
None Unchecked Km 25000.0 nM 10.1128/aac.01028-07
None Unchecked Km 27000.0 nM 10.1128/aac.00858-10
None Unchecked Km 47000.0 nM 10.1128/aac.01028-07
None Unchecked Km 55000.0 nM 10.1128/aac.00288-09
None Unchecked Km 55700.0 nM 10.1021/jm400769b
None Unchecked Km 160000.0 nM 10.1128/aac.01336-09
None Unchecked Km 167000.0 nM 10.1128/aac.00197-10
None Unchecked Ratio 2.5 10'6/M/s 10.1016/j.bmcl.2009.04.149
None Unchecked Ratio 3.0 None 10.1128/aac.00219-09
None Unchecked Ratio 4.0 10'6/M/s 10.1016/j.bmcl.2009.04.149

Metabolism Information