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Oroidin

AlkaPlorer ID: AK319072

Synonym: None

IUPAC Name: N-[(E)-3-(2-amino-1H-imidazol-5-yl)prop-2-enyl]-4,5-dibromo-1H-pyrrole-2-carboxamide

Structure

SMILES: N=C1NC=C(/C=C/CNC(=O)C2=CC(Br)=C(Br)N2)N1

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InChI: InChI=1S/C11H11Br2N5O/c12-7-4-8(18-9(7)13)10(19)15-3-1-2-6-5-16-11(14)17-6/h1-2,4-5,18H,3H2,(H,15,19)(H3,14,16,17)/b2-1+

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InChIKey: QKJAXHBFQSBDAR-OWOJBTEDSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain

Properties Information

Molecule Weight: 389.051

TPSA？: 100.32

MolLogP？: 2.11857

Number of H-Donors: 5

Number of H-Acceptors: 2

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Acinetobacter baumannii Acinetobacter baumannii FC 0.0 None 10.1016/j.bmcl.2016.11.018
Acinetobacter baumannii Acinetobacter baumannii IC50 100000.0 nM 10.1016/j.bmcl.2016.11.018
Acinetobacter baumannii Acinetobacter baumannii Inhibition 29.0 % 10.1016/j.bmcl.2016.11.018
Bacillus sp. Bacillus sp. IC50 39000.0 nM 10.1021/acs.jnatprod.9b00863
Bacillus sp. Bacillus sp. IC50 nan None 10.1021/acs.jnatprod.9b00863
Caenorhabditis elegans Caenorhabditis elegans Activity 650.0 uM 10.1021/jm900378s
Candida albicans Candida albicans MIC nan None 10.1021/acs.jnatprod.5b00265
Cryptococcus neoformans Cryptococcus neoformans Activity nan None 10.1021/np060006n
Homo sapiens 5'-nucleotidase IC50 1600.0 nM 10.1016/j.bmc.2021.116058
Homo sapiens A2780 GI 51.0 % 10.1016/j.bmc.2014.01.021
Homo sapiens A2780 GI50 24000.0 nM 10.1016/j.bmc.2014.01.021
Homo sapiens A-431 GI 6.0 % 10.1016/j.bmc.2014.01.021
Homo sapiens A-431 GI50 50000.0 nM 10.1016/j.bmc.2014.01.021
Homo sapiens Caco-2 IC50 10000.0 nM 10.1021/jm0102856
Homo sapiens DU-145 GI 23.0 % 10.1016/j.bmc.2014.01.021
Homo sapiens DU-145 GI50 50000.0 nM 10.1016/j.bmc.2014.01.021
Homo sapiens Dual specificity mitogen-activated protein kinase kinase 1 IC50 2500.0 nM 10.1021/jm0102856
Homo sapiens HepG2 Activity 35.0 % 10.1039/C4MD00286E
Homo sapiens HT-29 GI 31.0 % 10.1016/j.bmc.2014.01.021
Homo sapiens HT-29 GI50 50000.0 nM 10.1016/j.bmc.2014.01.021
Homo sapiens LoVo IC50 10000.0 nM 10.1021/jm0102856
Homo sapiens MAP kinase ERK2 IC50 2500.0 nM 10.1021/jm0102856
Homo sapiens MCF7 GI 27.0 % 10.1016/j.bmc.2014.01.021
Homo sapiens MCF7 GI50 42000.0 nM 10.1016/j.bmc.2014.01.021
Homo sapiens MCF7 IC50 nan None 10.1021/acs.jnatprod.5b00265
Homo sapiens MCF7 IC90 nan None 10.1021/acs.jnatprod.5b00265
Homo sapiens Serine/threonine-protein kinase RAF and Dual specificity mitogen-activated protein kinase kinase 1 (Raf/MEK) IC50 2500.0 nM 10.1021/jm0102856
Homo sapiens SH-SY5Y Activity nan None 10.1021/acs.jnatprod.0c00223
Homo sapiens SW480 GI 8.0 % 10.1016/j.bmc.2014.01.021
Homo sapiens SW480 GI50 50000.0 nM 10.1016/j.bmc.2014.01.021
Homo sapiens Voltage-gated potassium channel subunit Kv1.1 IC50 30000.0 nM 10.1016/j.ejmech.2017.08.015
Homo sapiens Voltage-gated potassium channel subunit Kv1.2 IC50 20000.0 nM 10.1016/j.ejmech.2017.08.015
Homo sapiens Voltage-gated potassium channel subunit Kv1.3 IC50 4700.0 nM 10.1016/j.ejmech.2017.08.015
Homo sapiens Voltage-gated potassium channel subunit Kv1.4 IC50 2100.0 nM 10.1016/j.ejmech.2017.08.015
Homo sapiens Voltage-gated potassium channel subunit Kv1.5 IC50 16000.0 nM 10.1016/j.ejmech.2017.08.015
Homo sapiens Voltage-gated potassium channel subunit Kv1.6 IC50 4900.0 nM 10.1016/j.ejmech.2017.08.015
Human immunodeficiency virus 1 Human immunodeficiency virus 1 Activity nan None 10.1021/np060006n
Human immunodeficiency virus 1 Human immunodeficiency virus 1 Inhibition 50.0 % 10.1016/j.ejmech.2021.113445
Klebsiella pneumoniae Klebsiella pneumoniae MIC nan None 10.1021/acs.jnatprod.5b00265
Kocuria Kocuria IC50 10000.0 nM 10.1021/acs.jnatprod.9b00863
Kocuria Kocuria IC50 51000.0 nM 10.1021/acs.jnatprod.9b00863
Leishmania donovani Leishmania donovani Activity nan None 10.1021/np060006n
Leishmania donovani Leishmania donovani IC50 30.0 ug.mL-1 10.1016/j.bmc.2007.07.032
Lysinibacillus Lysinibacillus IC50 7700.0 nM 10.1021/acs.jnatprod.9b00863
Lysinibacillus Lysinibacillus IC50 77000.0 nM 10.1021/acs.jnatprod.9b00863
Microbacterium maritypicum Microbacterium maritypicum IZ 15.0 mm 10.1021/np960113p
Micrococcus luteus Micrococcus luteus MIC nan None 10.1021/acs.jnatprod.5b00265
Mus musculus BV-2 Activity nan None 10.1021/acs.jnatprod.0c00223
Mus musculus L929 IC50 nan None 10.1021/acs.jnatprod.5b00265
Mus musculus L929 IC90 nan None 10.1021/acs.jnatprod.5b00265
Mycobacterium tuberculosis Mycobacterium tuberculosis Inhibition 71.0 % 10.1021/np060006n
Plasmodium falciparum Enoyl-acyl-carrier protein reductase IC50 0.3 ug.mL-1 10.1016/j.bmc.2007.07.032
Plasmodium falciparum Enoyl-acyl-carrier protein reductase Ki 400.0 nM 10.1016/j.bmc.2007.07.032
Plasmodium falciparum Enoyl-acyl-carrier protein reductase Ki 800.0 nM 10.1016/j.bmc.2007.07.032
Plasmodium falciparum Plasmodium falciparum IC50 1.2 ug.mL-1 10.1021/np060006n
Plasmodium falciparum Plasmodium falciparum IC50 3.9 ug.mL-1 10.1016/j.bmc.2007.07.032
Pseudomonas aeruginosa Pseudomonas aeruginosa IC50 5100.0 nM 10.1021/acs.jnatprod.9b00863
Pseudomonas aeruginosa Pseudomonas aeruginosa IC50 160000.0 nM 10.1021/jm900378s
Pseudomonas aeruginosa Pseudomonas aeruginosa IC50 166000.0 nM 10.1016/j.bmcl.2016.11.018
Pseudomonas aeruginosa Pseudomonas aeruginosa IC50 166000.0 nM 10.1016/j.ejmech.2018.10.036
Pseudomonas aeruginosa Pseudomonas aeruginosa IC50 190000.0 nM 10.1016/j.bmcl.2016.11.018
Pseudomonas aeruginosa Pseudomonas aeruginosa IC50 190000.0 nM 10.1016/j.ejmech.2018.10.036
Pseudomonas aeruginosa Pseudomonas aeruginosa IC50 190000.0 nM 10.1021/jm900378s
Pseudomonas aeruginosa Pseudomonas aeruginosa IC50 190000.0 nM 10.1039/C3MD00143A
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC nan None 10.1021/acs.jnatprod.5b00265
Pseudomonas sp. Pseudomonas sp. IC50 3900.0 nM 10.1021/acs.jnatprod.9b00863
Pseudomonas sp. Pseudomonas sp. IC50 10000.0 nM 10.1021/acs.jnatprod.9b00863
Pseudomonas sp. Pseudomonas sp. IC50 39000.0 nM 10.1021/acs.jnatprod.9b00863
Pseudomonas sp. Pseudomonas sp. IC50 150000.0 nM 10.1021/acs.jnatprod.9b00863
Pseudomonas sp. Pseudomonas sp. IC50 170000.0 nM 10.1021/acs.jnatprod.9b00863
Pseudomonas sp. Pseudomonas sp. IC50 310000.0 nM 10.1021/acs.jnatprod.9b00863
Pseudomonas sp. NB86 Pseudomonas sp. NB86 IC50 57000.0 nM 10.1021/acs.jnatprod.9b00863
Pseudomonas sp. NB86 Pseudomonas sp. NB86 IC50 330000.0 nM 10.1021/acs.jnatprod.9b00863
Rattus norvegicus L6 IC50 88.6 ug.mL-1 10.1016/j.bmc.2007.07.032
Rattus norvegicus Potassium voltage-gated channel subfamily A member 2 Inhibition 10.0 % 10.1016/j.ejmech.2017.08.015
Rattus norvegicus Potassium voltage-gated channel subfamily A member 5 Inhibition nan % 10.1016/j.ejmech.2017.08.015
Rattus norvegicus Potassium voltage-gated channel subfamily A member 6 IC50 10000.0 nM 10.1016/j.ejmech.2017.08.015
Rattus norvegicus Potassium voltage-gated channel subfamily A member 6 Inhibition nan % 10.1016/j.ejmech.2017.08.015
Rattus norvegicus Potassium voltage-gated channel subfamily H member 1 Inhibition nan % 10.1016/j.ejmech.2017.08.015
Rattus norvegicus Voltage-gated potassium channel subunit Kv1.1 Inhibition nan % 10.1016/j.ejmech.2017.08.015
Rattus norvegicus Voltage-gated potassium channel subunit Kv1.3 IC50 820.0 nM 10.1016/j.ejmech.2017.08.015
Rattus norvegicus Voltage-gated potassium channel subunit Kv1.3 Inhibition 58.0 % 10.1016/j.ejmech.2017.08.015
Rattus norvegicus Voltage-gated potassium channel subunit Kv1.4 IC50 5700.0 nM 10.1016/j.ejmech.2017.08.015
Rattus norvegicus Voltage-gated potassium channel subunit Kv1.4 Inhibition 32.0 % 10.1016/j.ejmech.2017.08.015
Saccharomyces cerevisiae Saccharomyces cerevisiae GI 30.0 % 10.1021/np1006247
Sporosarcina sp. NB90 Sporosarcina sp. NB90 IC50 31000.0 nM 10.1021/acs.jnatprod.9b00863
Sporosarcina sp. NB90 Sporosarcina sp. NB90 IC50 nan None 10.1021/acs.jnatprod.9b00863
Staphylococcus aureus Staphylococcus aureus Activity nan None 10.1016/j.bmcl.2014.03.094
Staphylococcus aureus Staphylococcus aureus IC50 77300.0 nM 10.1016/j.bmcl.2016.11.018
Staphylococcus aureus Staphylococcus aureus IC50 166000.0 nM 10.1039/C3MD00143A
Staphylococcus aureus Staphylococcus aureus MIC 0.5 ug.mL-1 10.1016/j.bmcl.2016.11.018
Staphylococcus aureus Staphylococcus aureus MIC 2.0 ug.mL-1 10.1016/j.bmcl.2016.11.018
Staphylococcus aureus Staphylococcus aureus MIC 4.0 ug.mL-1 10.1016/j.bmcl.2016.11.018
Staphylococcus aureus Staphylococcus aureus MIC 8.0 ug.mL-1 10.1016/j.bmcl.2016.11.018
Staphylococcus aureus Staphylococcus aureus MIC nan None 10.1021/acs.jnatprod.5b00265
Staphylococcus aureus Staphylococcus aureus Ratio 4.0 None 10.1016/j.bmcl.2016.11.018
Streptococcus mutans Streptococcus mutans Activity 18.0 % 10.1016/j.bmcl.2014.03.094
Trypanosoma brucei rhodesiense Trypanosoma brucei rhodesiense IC50 17.3 ug.mL-1 10.1016/j.bmc.2007.07.032
Trypanosoma cruzi Trypanosoma cruzi IC50 30.0 ug.mL-1 10.1016/j.bmc.2007.07.032
None ADMET Dry weight 2.1 % 10.1016/S0960-894X(97)00415-0
None ADMET Dry weight 4.1 % 10.1016/S0960-894X(97)00415-0
None ADMET Dry weight 4.2 % 10.1016/S0960-894X(97)00415-0
None ADMET IC50 nan None 10.1021/acs.jnatprod.5b00265
None ADMET IC90 nan None 10.1021/acs.jnatprod.5b00265
None NON-PROTEIN TARGET GI 0.0 % 10.1016/j.bmc.2014.01.021
None NON-PROTEIN TARGET GI 3.0 % 10.1016/j.bmc.2014.01.021
None NON-PROTEIN TARGET GI 6.0 % 10.1016/j.bmc.2014.01.021
None NON-PROTEIN TARGET GI 7.0 % 10.1016/j.bmc.2014.01.021
None NON-PROTEIN TARGET GI 15.0 % 10.1016/j.bmc.2014.01.021
None NON-PROTEIN TARGET GI 21.0 % 10.1016/j.bmc.2014.01.021
None NON-PROTEIN TARGET GI50 50000.0 nM 10.1016/j.bmc.2014.01.021
None NON-PROTEIN TARGET IC50 nan None 10.1021/acs.jnatprod.5b00265
None NON-PROTEIN TARGET IC90 nan None 10.1021/acs.jnatprod.5b00265
None Unchecked IC50 13000.0 nM 10.1021/np1006247
None Unchecked IC50 20000.0 nM 10.1021/np1006247
None Unchecked Inhibition 60.0 % 10.1021/np1006247
None Unchecked Inhibition nan % 10.1021/np1006247
None Unchecked pD2 4.02 None 10.1016/S0960-894X(97)00415-0

Metabolism Information