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name Structure Reference Source Properties Activities Metabolism

Fascaplysine

AlkaPlorer ID: AK001248

Synonym: None

IUPAC Name: 3-aza-13-azoniapentacyclo[11.7.0.02,10.04,9.014,19]icosa-1(13),2(10),4,6,8,11,14,16,18-nonaen-20-one;chloride

Structure

SMILES: C1=CC=C2C(=C1)C3=C(N2)C4=[N+](C=C3)C5=CC=CC=C5C4=O.[Cl-]

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InChI: InChI=1S/C18H10N2O.ClH/c21-18-13-6-2-4-8-15(13)20-10-9-12-11-5-1-3-7-14(11)19-16(12)17(18)20;/h1-10H;1H

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InChIKey: PWUOOJVYZQILBG-UHFFFAOYSA-N

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Properties Information

Molecule Weight: 306.75199999999995

TPSA？: 36.739999999999995

MolLogP？: 0.14619999999999989

Number of H-Donors: 1

Number of H-Acceptors: 1

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Escherichia coli Escherichia coli IZ 6.0 mm 10.1021/np990555b
Hepatovirus A Hepatovirus A Activity nan None 10.1021/np990555b
Homo sapiens 3-phosphoinositide dependent protein kinase-1 Thermal melting change -2.7 degrees C 10.1073/pnas.0708800104
Homo sapiens 786-0 GI50 426.58 nM None
Homo sapiens A498 GI50 1581.25 nM None
Homo sapiens A498 IC50 5200.0 nM 10.1021/np049935+
Homo sapiens A549 GI50 564.94 nM None
Homo sapiens A549 IC50 690.0 nM 10.1021/jm5014743
Homo sapiens A549 IC50 4200.0 nM 10.1021/np049935+
Homo sapiens ACHN GI50 557.19 nM None
Homo sapiens ACHN IC50 10000.0 nM 10.1021/np049935+
Homo sapiens AMP-activated protein kinase, alpha-2 subunit Thermal melting change 0.0 degrees C 10.1073/pnas.0708800104
Homo sapiens BT-549 GI50 2264.64 nM None
Homo sapiens BT-549 IC50 10000.0 nM 10.1021/np049935+
Homo sapiens CAKI-1 GI50 659.17 nM None
Homo sapiens CAKI-1 IC50 6100.0 nM 10.1021/np049935+
Homo sapiens CaM kinase I delta Thermal melting change -4.3 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase I gamma Thermal melting change -3.5 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase II alpha Thermal melting change -0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase II beta Thermal melting change -2.0 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase II delta Thermal melting change -2.9 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase II gamma Thermal melting change -1.8 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase IV Thermal melting change 0.7 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM-kinase kinase beta Thermal melting change -2.1 degrees C 10.1073/pnas.0708800104
Homo sapiens cAMP-dependent protein kinase alpha-catalytic subunit Thermal melting change 0.6 degrees C 10.1073/pnas.0708800104
Homo sapiens Casein kinase I gamma 1 Thermal melting change -0.6 degrees C 10.1073/pnas.0708800104
Homo sapiens Casein kinase I gamma 2 Thermal melting change -0.3 degrees C 10.1073/pnas.0708800104
Homo sapiens Casein kinase I isoform gamma-3 Thermal melting change -0.8 degrees C 10.1073/pnas.0708800104
Homo sapiens CCRF-CEM Activity 300.0 Zone units 10.1021/np049935+
Homo sapiens CCRF-CEM GI50 337.29 nM None
Homo sapiens CCRF-CEM IC50 10000.0 nM 10.1021/np049935+
Homo sapiens CDK2/Cyclin A2 IC50 250000.0 nM 10.1021/jm5014743
Homo sapiens CDK9/cyclin T1 IC50 250000.0 nM 10.1021/jm5014743
Homo sapiens COLO 205 GI50 209.89 nM None
Homo sapiens COLO 205 IC50 1200.0 nM 10.1021/np049935+
Homo sapiens Cyclin-dependent kinase 1/cyclin B1 IC50 250000.0 nM 10.1021/jm5014743
Homo sapiens Cyclin-dependent kinase 2 IC50 500000.0 nM 10.1016/j.bmc.2008.07.002
Homo sapiens Cyclin-dependent kinase 2 IC50 500000.0 nM 10.1016/j.bmc.2009.06.070
Homo sapiens Cyclin-dependent kinase 2 Thermal melting change 0.0 degrees C 10.1073/pnas.0708800104
Homo sapiens Cyclin-dependent kinase 2/cyclin E1 IC50 250000.0 nM 10.1021/jm5014743
Homo sapiens Cyclin-dependent kinase 4 IC50 350.0 nM 10.1016/j.ejmech.2015.10.049
Homo sapiens Cyclin-dependent kinase 4 IC50 350.0 nM 10.1021/np050229y
Homo sapiens Cyclin-dependent kinase 4/cyclin D1 IC50 410.0 nM 10.1021/jm5014743
Homo sapiens Cyclin-dependent kinase 4/cyclin D1 IC50 550.0 nM 10.1016/j.bmc.2008.07.002
Homo sapiens Cyclin-dependent kinase 4/cyclin D1 IC50 550.0 nM 10.1016/j.bmc.2009.06.070
Homo sapiens Cyclin-dependent kinase 6 IC50 3400.0 nM 10.1021/np050229y
Homo sapiens Cyclin-dependent kinase 6 Thermal melting change 0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Cyclin-dependent kinase-like 1 Thermal melting change -0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Death-associated protein kinase 3 Thermal melting change -0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens DU-145 GI50 1145.51 nM None
Homo sapiens DU-145 IC50 4900.0 nM 10.1021/np049935+
Homo sapiens Dual specificity mitogen-activated protein kinase kinase 2 Thermal melting change -0.8 degrees C 10.1073/pnas.0708800104
Homo sapiens Dual specificity mitogen-activated protein kinase kinase 6 Thermal melting change -0.8 degrees C 10.1073/pnas.0708800104
Homo sapiens Dual specificity protein kinase CLK2 Thermal melting change -0.4 degrees C 10.1073/pnas.0708800104
Homo sapiens Dual specificity protein kinase CLK3 Thermal melting change -0.9 degrees C 10.1073/pnas.0708800104
Homo sapiens Dual specificty protein kinase CLK1 Thermal melting change -1.9 degrees C 10.1073/pnas.0708800104
Homo sapiens EKVX GI50 273.53 nM None
Homo sapiens EKVX IC50 5100.0 nM 10.1021/np049935+
Homo sapiens Glycogen synthase kinase-3 beta Thermal melting change 0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens HCC 2998 GI50 189.67 nM None
Homo sapiens HCC 2998 IC50 1700.0 nM 10.1021/np049935+
Homo sapiens HCT-116 GI50 194.98 nM None
Homo sapiens HCT-116 IC50 600.0 nM 10.1021/np049935+
Homo sapiens HCT-15 GI50 851.14 nM None
Homo sapiens HCT-15 IC50 10000.0 nM 10.1021/np049935+
Homo sapiens HL-60 GI50 403.65 nM None
Homo sapiens HL-60(TB) IC50 10000.0 nM 10.1021/np049935+
Homo sapiens HOP-62 GI50 1142.88 nM None
Homo sapiens HOP-62 IC50 4700.0 nM 10.1021/np049935+
Homo sapiens HOP-92 GI50 1655.77 nM None
Homo sapiens Hs-578T GI50 1244.51 nM None
Homo sapiens HT-29 GI50 369.83 nM None
Homo sapiens HT-29 IC50 10000.0 nM 10.1021/np049935+
Homo sapiens Huh-7 CC50 589.0 nM 10.1073/pnas.0802982105
Homo sapiens IGROV-1 GI50 196.34 nM None
Homo sapiens IGROV-1 IC50 4500.0 nM 10.1021/np049935+
Homo sapiens Inactive serine/threonine-protein kinase VRK3 Thermal melting change -0.4 degrees C 10.1073/pnas.0708800104
Homo sapiens K562 GI50 924.7 nM None
Homo sapiens K562 IC50 10000.0 nM 10.1021/np049935+
Homo sapiens KM12 GI50 179.89 nM None
Homo sapiens KM12 IC50 4600.0 nM 10.1021/np049935+
Homo sapiens LOX IMVI GI50 244.91 nM None
Homo sapiens LOX IMVI IC50 10000.0 nM 10.1021/np049935+
Homo sapiens M14 GI50 158.85 nM None
Homo sapiens M14 IC50 920.0 nM 10.1021/np049935+
Homo sapiens Malme-3M GI50 58.61 nM None
Homo sapiens Malme-3M IC50 360.0 nM 10.1021/np049935+
Homo sapiens MAP kinase ERK1 Thermal melting change 0.3 degrees C 10.1073/pnas.0708800104
Homo sapiens MAP kinase p38 beta Thermal melting change -1.3 degrees C 10.1073/pnas.0708800104
Homo sapiens MCF7 GI50 184.08 nM None
Homo sapiens MCF7 IC50 10000.0 nM 10.1021/np049935+
Homo sapiens MDA-MB-231 GI50 219.79 nM None
Homo sapiens MDA-MB-231 IC50 10000.0 nM 10.1021/np049935+
Homo sapiens MDA-MB-435 GI50 178.65 nM None
Homo sapiens MDA-MB-435 IC50 560.0 nM 10.1021/np049935+
Homo sapiens MDA-N GI50 190.55 nM None
Homo sapiens MDA-N IC50 560.0 nM 10.1021/np049935+
Homo sapiens Mitogen-activated protein kinase 6 Thermal melting change -1.9 degrees C 10.1073/pnas.0708800104
Homo sapiens Mitogen-activated protein kinase kinase kinase 5 Thermal melting change -2.6 degrees C 10.1073/pnas.0708800104
Homo sapiens MOLT-4 GI50 285.1 nM None
Homo sapiens MOLT-4 IC50 10000.0 nM 10.1021/np049935+
Homo sapiens Myotonin-protein kinase Thermal melting change -0.9 degrees C 10.1073/pnas.0708800104
Homo sapiens NCI/ADR-RES GI50 1205.04 nM None
Homo sapiens NCI-H1299 IC50 nan None 10.1021/jm5014743
Homo sapiens NCI-H226 GI50 963.83 nM None
Homo sapiens NCI-H226 IC50 9600.0 nM 10.1021/np049935+
Homo sapiens NCI-H23 GI50 309.74 nM None
Homo sapiens NCI-H23 IC50 4500.0 nM 10.1021/np049935+
Homo sapiens NCI-H322M GI50 612.35 nM None
Homo sapiens NCI-H322M IC50 5000.0 nM 10.1021/np049935+
Homo sapiens NCI-H358 IC50 nan None 10.1021/jm5014743
Homo sapiens NCI-H460 GI50 263.03 nM None
Homo sapiens NCI-H460 IC50 4200.0 nM 10.1021/np049935+
Homo sapiens NCI-H522 GI50 489.78 nM None
Homo sapiens NCI-H522 IC50 4500.0 nM 10.1021/np049935+
Homo sapiens OVCAR-3 GI50 144.54 nM None
Homo sapiens OVCAR-3 IC50 1500.0 nM 10.1021/np049935+
Homo sapiens OVCAR-4 GI50 628.06 nM None
Homo sapiens OVCAR-4 IC50 5300.0 nM 10.1021/np049935+
Homo sapiens OVCAR-5 GI50 479.73 nM None
Homo sapiens OVCAR-5 IC50 4400.0 nM 10.1021/np049935+
Homo sapiens OVCAR-8 GI50 438.53 nM None
Homo sapiens OVCAR-8 IC50 10000.0 nM 10.1021/np049935+
Homo sapiens PC-3 GI50 269.15 nM None
Homo sapiens PC-3 IC50 10000.0 nM 10.1021/np049935+
Homo sapiens PDZ-binding kinase Thermal melting change 0.6 degrees C 10.1073/pnas.0708800104
Homo sapiens Ribosomal protein S6 kinase alpha 3 Thermal melting change -0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Ribosomal protein S6 kinase alpha 3 Thermal melting change 0.7 degrees C 10.1073/pnas.0708800104
Homo sapiens RPMI-8226 GI50 186.21 nM None
Homo sapiens RPMI-8226 IC50 10000.0 nM 10.1021/np049935+
Homo sapiens RXF 393 GI50 383.71 nM None
Homo sapiens RXF 393 IC50 3500.0 nM 10.1021/np049935+
Homo sapiens Serine/threonine-protein kinase 10 Thermal melting change -1.8 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 16 Thermal melting change -0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 17A Thermal melting change 1.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 2 Thermal melting change -0.9 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 25 Thermal melting change -1.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 38 Thermal melting change -0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase Chk2 Thermal melting change 4.9 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase MST1 Thermal melting change -1.6 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase MST4 Thermal melting change -2.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase MST4 Thermal melting change -0.8 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase NEK2 Thermal melting change -2.0 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase NEK6 Thermal melting change -0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase OSR1 Thermal melting change -1.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PAK 4 Thermal melting change -0.6 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PAK6 Thermal melting change -0.9 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PAK7 Thermal melting change 0.3 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PCTAIRE-1 Thermal melting change -0.6 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PIM1 Thermal melting change -0.8 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PIM2 Thermal melting change -2.4 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PIM3 Thermal melting change 0.0 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PLK1 Thermal melting change 0.8 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PLK4 Thermal melting change -0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase RIO2 Thermal melting change -0.9 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase VRK1 Thermal melting change -1.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase VRK2 Thermal melting change -0.8 degrees C 10.1073/pnas.0708800104
Homo sapiens SF-268 GI50 246.6 nM None
Homo sapiens SF-268 IC50 10000.0 nM 10.1021/np049935+
Homo sapiens SF-295 GI50 232.27 nM None
Homo sapiens SF-295 IC50 3900.0 nM 10.1021/np049935+
Homo sapiens SF-539 GI50 349.14 nM None
Homo sapiens SF-539 IC50 4200.0 nM 10.1021/np049935+
Homo sapiens SK-MEL-2 GI50 226.46 nM None
Homo sapiens SK-MEL-28 GI50 340.41 nM None
Homo sapiens SK-MEL-28 IC50 9300.0 nM 10.1021/np049935+
Homo sapiens SK-MEL-5 GI50 140.28 nM None
Homo sapiens SK-MEL-5 IC50 2000.0 nM 10.1021/np049935+
Homo sapiens SK-OV-3 GI50 1555.97 nM None
Homo sapiens SK-OV-3 IC50 10000.0 nM 10.1021/np049935+
Homo sapiens SN12C GI50 230.67 nM None
Homo sapiens SN12C IC50 4200.0 nM 10.1021/np049935+
Homo sapiens SNB-19 GI50 615.18 nM None
Homo sapiens SNB-19 IC50 6100.0 nM 10.1021/np049935+
Homo sapiens SNB-75 GI50 451.86 nM None
Homo sapiens SNB-75 IC50 5400.0 nM 10.1021/np049935+
Homo sapiens SR GI50 131.52 nM None
Homo sapiens SR IC50 10000.0 nM 10.1021/np049935+
Homo sapiens SW-620 GI50 295.8 nM None
Homo sapiens SW-620 IC50 3700.0 nM 10.1021/np049935+
Homo sapiens T47D GI50 755.09 nM None
Homo sapiens T47D IC50 10000.0 nM 10.1021/np049935+
Homo sapiens TK-10 GI50 1140.25 nM None
Homo sapiens TK-10 IC50 5400.0 nM 10.1021/np049935+
Homo sapiens TRAF2- and NCK-interacting kinase Thermal melting change -0.9 degrees C 10.1073/pnas.0708800104
Homo sapiens Tyrosine-protein kinase JAK1 Thermal melting change -1.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Tyrosine-protein kinase LCK Activity 10.0 % 10.1021/np990555b
Homo sapiens U-251 GI50 274.16 nM None
Homo sapiens U-251 IC50 3600.0 nM 10.1021/np049935+
Homo sapiens UACC-257 GI50 327.34 nM None
Homo sapiens UACC-257 IC50 10000.0 nM 10.1021/np049935+
Homo sapiens UACC-62 GI50 242.1 nM None
Homo sapiens UACC-62 IC50 4900.0 nM 10.1021/np049935+
Homo sapiens UO-31 GI50 682.34 nM None
Homo sapiens UO-31 IC50 10000.0 nM 10.1021/np049935+
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Activity 10.0 % 10.1021/np990555b
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Activity nan None 10.1021/np990555b
Mus musculus L1210 Activity 400.0 Zone units 10.1021/np049935+
Mus musculus MC-38 Activity 500.0 Zone units 10.1021/np049935+
Plasmodium falciparum Plasmodium falciparum EC50 46.4 nM 10.1073/pnas.0802982105
Plasmodium falciparum Plasmodium falciparum EC50 74.9 nM 10.1073/pnas.0802982105
Plasmodium falciparum Plasmodium falciparum IC50 0.034 ug.mL-1 10.1021/np990555b
Plasmodium falciparum Plasmodium falciparum IC50 0.05 ug.mL-1 10.1021/np990555b
Plasmodium falciparum Plasmodium falciparum IC50 7.82 nM 10.1016/j.bmc.2011.05.046
Plasmodium falciparum Plasmodium falciparum IC50 48.2 nM 10.1016/j.bmc.2011.05.046
Plasmodium falciparum Plasmodium falciparum IC50 65.2 nM 10.1016/j.bmc.2011.05.046
Plasmodium falciparum Plasmodium falciparum IC50 160.0 nM 10.1016/j.bmc.2011.05.046
Plasmodium falciparum Plasmodium falciparum IC50 184.0 nM 10.1016/j.bmc.2010.01.013
Plasmodium falciparum Plasmodium falciparum IC50 401.0 nM 10.1016/j.bmc.2011.05.046
Priestia megaterium Priestia megaterium IZ 10.0 mm 10.1021/np990555b
Rattus norvegicus L6 Activity 2.5 ug ml-1 10.1016/j.bmc.2011.05.046
Rattus norvegicus L6 MIC 2.5 ug.mL-1 10.1021/np990555b
Staphylococcus aureus Staphylococcus aureus Activity 0.0 log10CFU/ml 10.1016/j.ejmech.2021.114099
Staphylococcus aureus Staphylococcus aureus Activity 2.0 log10CFU/ml 10.1016/j.ejmech.2021.114099
Staphylococcus aureus Staphylococcus aureus Activity nan None 10.1016/j.ejmech.2021.114099
Staphylococcus aureus Staphylococcus aureus MIC 0.78 ug.mL-1 10.1016/j.ejmech.2021.114099
Trypanosoma brucei rhodesiense Trypanosoma brucei rhodesiense IC50 630.0 nM 10.1021/np990555b
None ADMET Activity 57.5 % 10.1016/j.ejmech.2015.10.049
None ADMET Activity 200.0 Zone units 10.1021/np049935+
None ADMET Cmax 240.32 nM 10.1016/j.ejmech.2021.114099
None ADMET Cmax 1524.51 nM 10.1016/j.ejmech.2021.114099
None ADMET IC50 4000.0 nM 10.1016/j.ejmech.2015.10.049
None ADMET Ratio IC50 50.0 None 10.1016/j.bmc.2010.01.013
None ADMET Solubility 1500.0 ug.mL-1 10.1016/j.ejmech.2015.10.049
None ADMET Stability 94.9 % 10.1016/j.ejmech.2021.114099
None NON-PROTEIN TARGET Activity 400.0 Zone units 10.1021/np049935+
None NON-PROTEIN TARGET Activity 500.0 Zone units 10.1021/np049935+
None NON-PROTEIN TARGET IC50 880.0 nM 10.1021/jm5014743
None NON-PROTEIN TARGET IC50 920.0 nM 10.1021/jm5014743
None NON-PROTEIN TARGET IC50 1300.0 nM 10.1021/jm5014743
None NON-PROTEIN TARGET IC50 6700.0 nM 10.1021/np049935+
None NON-PROTEIN TARGET IC50 10000.0 nM 10.1021/np049935+
None NON-PROTEIN TARGET IC50 nan None 10.1021/jm5014743
None No relevant target Solubility 1500.0 ug.mL-1 10.1016/j.ejmech.2015.10.049
None Unchecked Activity 34.54 % 10.1016/j.ejmech.2015.10.049
None Unchecked Activity 39.28 % 10.1016/j.ejmech.2015.10.049
None Unchecked Activity 42.89 % 10.1016/j.ejmech.2015.10.049
None Unchecked Activity 43.71 % 10.1016/j.ejmech.2015.10.049
None Unchecked Activity 57.58 % 10.1016/j.ejmech.2015.10.049
None Unchecked FC 4.0 None 10.1016/j.ejmech.2015.10.049
None Unchecked IC50 350.0 nM 10.1016/j.ejmech.2015.12.023
None Unchecked IC50 350.0 nM 10.1073/pnas.0708800104
None Unchecked IC50 3400.0 nM 10.1073/pnas.0708800104
None Unchecked IC50 5000.0 nM 10.1021/jm5014743
None Unchecked IC50 10000.0 nM 10.1073/pnas.0708800104
None Unchecked IC50 20000.0 nM 10.1073/pnas.0708800104
None Unchecked IFI 41.22 % 10.1073/pnas.0802982105
None Unchecked Ratio 50.0 None 10.1016/j.bmc.2011.05.046

Metabolism Information