Navigation

name Structure Reference Source Properties Activities Metabolism

5,6-Dichloro-1-(beta-D-ribofuranosyl)benzimidazole

AlkaPlorer ID: AK006329

Synonym: None

IUPAC Name: (2R,3R,4S,5R)-2-(5,6-dichlorobenzimidazol-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol

Structure

SMILES: C1=C2C(=CC(=C1Cl)Cl)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O

copy

InChI: InChI=1S/C12H12Cl2N2O4/c13-5-1-7-8(2-6(5)14)16(4-15-7)12-11(19)10(18)9(3-17)20-12/h1-2,4,9-12,17-19H,3H2/t9-,10-,11-,12-/m1/s1

copy

InChIKey: XHSQDZXAVJRBMX-DDHJBXDOSA-N

copy

Source

Species Genus Family Order Class Phylum Kingdom Domain

Properties Information

Molecule Weight: 319.14400000000006

TPSA？: 87.74000000000001

MolLogP？: 0.9546000000000001

Number of H-Donors: 3

Number of H-Acceptors: 6

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus Casein kinase 2 IC50 13000.0 nM None
Escherichia coli K-12 Beta-lactamase AmpC Potency 8912.5 nM None
Hepacivirus hominis Hepatitis C virus EC50 34100.0 nM 10.1128/aac.01008-06
Hepatitis C virus Hepatitis C virus NS5B RNA-dependent RNA polymerase IC50 nan None 10.1128/aac.01008-06
Homo sapiens 3-phosphoinositide dependent protein kinase-1 Thermal melting change 0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens AMP-activated protein kinase, alpha-2 subunit Thermal melting change -0.7 degrees C 10.1073/pnas.0708800104
Homo sapiens ATPase family AAA domain-containing protein 5 Potency 7304.8 nM None
Homo sapiens ATPase family AAA domain-containing protein 5 Potency 8912.5 nM None
Homo sapiens CaM kinase I delta Thermal melting change 0.0 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase I gamma Thermal melting change -0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase II alpha Thermal melting change 0.8 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase II beta Thermal melting change -0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase II delta Thermal melting change -0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase II gamma Thermal melting change 0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM kinase IV Thermal melting change 0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens CaM-kinase kinase beta Thermal melting change 0.6 degrees C 10.1073/pnas.0708800104
Homo sapiens cAMP-dependent protein kinase alpha-catalytic subunit Thermal melting change 0.4 degrees C 10.1073/pnas.0708800104
Homo sapiens Casein kinase I gamma 1 Thermal melting change 0.7 degrees C 10.1073/pnas.0708800104
Homo sapiens Casein kinase I gamma 2 Thermal melting change 0.6 degrees C 10.1073/pnas.0708800104
Homo sapiens Casein kinase II Ki 23000.0 nM 10.1016/j.ejmech.2016.03.004
Homo sapiens Casein kinase II alpha IC50 13000.0 nM 10.1016/j.bmcl.2009.04.076
Homo sapiens Casein kinase II alpha Ki 4500.0 nM 10.1042/bj20030674
Homo sapiens Casein kinase I isoform gamma-3 Thermal melting change 1.0 degrees C 10.1073/pnas.0708800104
Homo sapiens CDK9/cyclin T1 Delta Tm 1.22 degrees C 10.1021/jm301495v
Homo sapiens CDK9/cyclin T1 Ki 340.0 nM 10.1021/jm301495v
Homo sapiens Chromobox protein homolog 1 Potency 89125.1 nM None
Homo sapiens Cyclin-dependent kinase 2 Thermal melting change 0.3 degrees C 10.1073/pnas.0708800104
Homo sapiens Cyclin-dependent kinase 2/cyclin A Delta Tm -1.37 degrees C 10.1021/jm301495v
Homo sapiens Cyclin-dependent kinase 2/cyclin A Ki 65000.0 nM 10.1021/jm301495v
Homo sapiens Cyclin-dependent kinase 6 Thermal melting change -0.3 degrees C 10.1073/pnas.0708800104
Homo sapiens Cyclin-dependent kinase-like 1 Thermal melting change -0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Death-associated protein kinase 3 Thermal melting change 1.6 degrees C 10.1073/pnas.0708800104
Homo sapiens Dual specificity mitogen-activated protein kinase kinase 2 Thermal melting change -0.3 degrees C 10.1073/pnas.0708800104
Homo sapiens Dual specificity mitogen-activated protein kinase kinase 6 Thermal melting change 0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Dual specificity protein kinase CLK2 Thermal melting change 1.6 degrees C 10.1073/pnas.0708800104
Homo sapiens Dual specificity protein kinase CLK3 Thermal melting change 1.4 degrees C 10.1073/pnas.0708800104
Homo sapiens Dual specificty protein kinase CLK1 Thermal melting change 3.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Geminin Potency 183.6 nM None
Homo sapiens Geminin Potency 29092.9 nM None
Homo sapiens Glycogen synthase kinase-3 beta Thermal melting change 0.7 degrees C 10.1073/pnas.0708800104
Homo sapiens HCT-116 Activity 20.0 % 10.1016/j.bmcl.2011.12.088
Homo sapiens HCT-116 Activity nan None 10.1016/j.bmcl.2011.12.088
Homo sapiens HCT-116 GI50 25000.0 nM 10.1016/j.bmcl.2011.12.088
Homo sapiens HepG2 Potency 35481.3 nM None
Homo sapiens HFF IC50 24000.0 nM 10.1016/S0960-894X(00)80628-9
Homo sapiens HFF IC50 24000.0 nM 10.1021/jm00020a025
Homo sapiens HFF IC50 24000.0 nM 10.1021/jm960157v
Homo sapiens HFF IC50 24000.0 nM 10.1021/jm990219s
Homo sapiens HFF IC50 24000.0 nM 10.1021/jm990290y
Homo sapiens HFF IC50 42000.0 nM 10.1021/jm990219s
Homo sapiens HFF IC50 42000.0 nM 10.1021/jm990290y
Homo sapiens HFF IC90 19000.0 nM 10.1021/jm990219s
Homo sapiens HFF IC90 19000.0 nM 10.1021/jm990290y
Homo sapiens Inactive serine/threonine-protein kinase VRK3 Thermal melting change -0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Isocitrate dehydrogenase [NADP] cytoplasmic Potency 23109.3 nM None
Homo sapiens KB IC50 36000.0 nM 10.1021/jm00020a025
Homo sapiens KB IC50 36000.0 nM 10.1021/jm960157v
Homo sapiens KB IC50 100000.0 nM 10.1021/jm00044a015
Homo sapiens LP-1 IC50 29810.0 nM 10.1158/0008-5472.can-05-0233
Homo sapiens MAP kinase ERK1 Thermal melting change 0.4 degrees C 10.1073/pnas.0708800104
Homo sapiens MAP kinase p38 beta Thermal melting change 0.0 degrees C 10.1073/pnas.0708800104
Homo sapiens MCF7 GI50 36000.0 nM 10.1016/j.bmcl.2011.12.088
Homo sapiens Mitogen-activated protein kinase 6 Thermal melting change -0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Mitogen-activated protein kinase kinase kinase 5 Thermal melting change -0.4 degrees C 10.1073/pnas.0708800104
Homo sapiens Mothers against decapentaplegic homolog 3 Potency 25118.9 nM None
Homo sapiens Myotonin-protein kinase Thermal melting change 0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens NCI-H929 Activity nan None 10.1158/0008-5472.can-05-0233
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 18356.4 nM None
Homo sapiens OPM-2 IC50 29520.0 nM 10.1158/0008-5472.can-05-0233
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 0.0 degrees C 10.1073/pnas.0708800104
Homo sapiens Ribosomal protein S6 kinase alpha 3 Thermal melting change 1.3 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 10 Thermal melting change -0.7 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 16 Thermal melting change 1.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 17A Thermal melting change 2.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 2 Thermal melting change 0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 25 Thermal melting change 0.0 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase 38 Thermal melting change 0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase Chk2 Thermal melting change 0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase MST1 Thermal melting change 0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase MST4 Thermal melting change -0.3 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase NEK2 Thermal melting change 0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase NEK6 Thermal melting change 0.3 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase OSR1 Thermal melting change 0.4 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PAK 4 Thermal melting change -0.9 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PAK6 Thermal melting change -0.4 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PAK7 Thermal melting change 0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PCTAIRE-1 Thermal melting change -0.3 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PIM1 Thermal melting change 3.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PIM2 Thermal melting change 2.6 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PIM3 Thermal melting change 3.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PLK1 Thermal melting change -0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase PLK4 Thermal melting change 0.5 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase RIO2 Thermal melting change 0.7 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase VRK1 Thermal melting change -0.1 degrees C 10.1073/pnas.0708800104
Homo sapiens Serine/threonine-protein kinase VRK2 Thermal melting change 0.0 degrees C 10.1073/pnas.0708800104
Homo sapiens TRAF2- and NCK-interacting kinase Thermal melting change 0.2 degrees C 10.1073/pnas.0708800104
Homo sapiens Tyrosine-protein kinase JAK1 Thermal melting change 0.0 degrees C 10.1073/pnas.0708800104
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 14581.0 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 29092.9 nM None
Homo sapiens U-266 IC50 41020.0 nM 10.1158/0008-5472.can-05-0233
Human alphaherpesvirus 1 Human alphaherpesvirus 1 IC50 30000.0 nM 10.1016/S0960-894X(00)80628-9
Human alphaherpesvirus 1 Human alphaherpesvirus 1 IC50 30000.0 nM 10.1021/jm00020a025
Human alphaherpesvirus 1 Human alphaherpesvirus 1 IC50 30000.0 nM 10.1021/jm00044a015
Human alphaherpesvirus 1 Human alphaherpesvirus 1 IC50 30000.0 nM 10.1021/jm960157v
Human alphaherpesvirus 1 Human alphaherpesvirus 1 IC50 30000.0 nM 10.1021/jm990219s
Human alphaherpesvirus 1 Human alphaherpesvirus 1 IC50 30000.0 nM 10.1021/jm990290y
Human betaherpesvirus 5 Human betaherpesvirus 5 IC50 24000.0 nM 10.1021/jm00044a015
Human betaherpesvirus 5 Human betaherpesvirus 5 IC50 42000.0 nM 10.1016/S0960-894X(00)80628-9
Human betaherpesvirus 5 Human betaherpesvirus 5 IC50 42000.0 nM 10.1021/jm00020a025
Human betaherpesvirus 5 Human betaherpesvirus 5 IC50 42000.0 nM 10.1021/jm00044a015
Human betaherpesvirus 5 Human betaherpesvirus 5 IC50 42000.0 nM 10.1021/jm960157v
Human betaherpesvirus 5 Human betaherpesvirus 5 IC90 19000.0 nM 10.1016/S0960-894X(00)80628-9
Human betaherpesvirus 5 Human betaherpesvirus 5 IC90 19000.0 nM 10.1021/jm00020a025
Human betaherpesvirus 5 Human betaherpesvirus 5 IC90 19000.0 nM 10.1021/jm00044a015
Human betaherpesvirus 5 Human betaherpesvirus 5 IC90 19000.0 nM 10.1021/jm960157v
Rattus norvegicus Dual specificity tyrosine-phosphorylation-regulated kinase 1A AC50 3764.0 nM None
None ADMET CC50 40400.0 nM 10.1128/aac.01008-06
None ADMET CC50 60700.0 nM 10.1128/aac.01008-06
None ADMET IC50 36000.0 nM 10.1021/jm990219s
None ADMET IC50 36000.0 nM 10.1021/jm990290y
None NON-PROTEIN TARGET IC50 20130.0 nM 10.1158/0008-5472.can-05-0233
None NON-PROTEIN TARGET IC50 46790.0 nM 10.1158/0008-5472.can-05-0233
None Unchecked IC50 15000.0 nM 10.1016/j.bmc.2012.02.017
None Unchecked IC50 15000.0 nM 10.1021/jm101251q
None Unchecked Potency 8912.5 nM None
None Unchecked Potency 18356.4 nM None
None Unchecked Ratio IC50 25.0 None 10.1158/0008-5472.can-05-0233
None Unchecked Selectivity index 0.7 None 10.1128/aac.01008-06

Metabolism Information