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name Structure Reference Source Properties Activities Metabolism

4-{13-methyl-4,6-dioxa-11,12-diazatricyclo[7.5.0.0³,⁷]tetradeca-1(9),2,7,10,12-pentaen-10-yl}aniline

AlkaPlorer ID: AK072272

Synonym: None

IUPAC Name: 4-(8-methyl-9H-[1,3]dioxolo[4,5-h][2,3]benzodiazepin-5-yl)aniline

Structure

SMILES: CC1=NN=C(C2=CC=C(N)C=C2)C2=CC3=C(C=C2C1)OCO3

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InChI: InChI=1S/C17H15N3O2/c1-10-6-12-7-15-16(22-9-21-15)8-14(12)17(20-19-10)11-2-4-13(18)5-3-11/h2-5,7-8H,6,9,18H2,1H3

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InChIKey: LFBZZHVSGAHQPP-UHFFFAOYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain

Properties Information

Molecule Weight: 293.326

TPSA？: 69.2

MolLogP？: 2.7669000000000006

Number of H-Donors: 1

Number of H-Acceptors: 5

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Gallus gallus Gallus gallus IC50 6300.0 nM 10.1016/s0960-894x(00)00117-7
Gallus gallus Gallus gallus IC50 9500.0 nM 10.1016/s0960-894x(00)00117-7
Giardia intestinalis Putative fructose-1,6-bisphosphate aldolase Potency 39716.4 nM None
Homo sapiens Aldehyde dehydrogenase 1A1 Potency 39810.7 nM None
Homo sapiens Cerebroside-sulfatase Potency 33.8 nM None
Homo sapiens Cytochrome P450 1A2 AC50 31622.78 nM None
Homo sapiens Cytochrome P450 2C19 AC50 7943.28 nM None
Homo sapiens Cytochrome P450 2C19 AC50 nan None None
Homo sapiens Cytochrome P450 2C19 Potency 7943.3 nM None
Homo sapiens Cytochrome P450 2C9 AC50 1258.93 nM None
Homo sapiens Cytochrome P450 2C9 AC50 nan None None
Homo sapiens Cytochrome P450 2C9 Potency 1258.9 nM None
Homo sapiens Cytochrome P450 2D6 AC50 25118.86 nM None
Homo sapiens Cytochrome P450 2D6 AC50 31622.78 nM None
Homo sapiens Cytochrome P450 2D6 Potency 25118.9 nM None
Homo sapiens Cytochrome P450 2D6 Potency 31622.8 nM None
Homo sapiens Cytochrome P450 3A4 AC50 5011.87 nM None
Homo sapiens Cytochrome P450 3A4 AC50 12589.25 nM None
Homo sapiens Cytochrome P450 3A4 Potency 5011.9 nM None
Homo sapiens Cytochrome P450 3A4 Potency 12589.3 nM None
Homo sapiens Glutamate receptor ionotropic, AMPA 2 Ki 4000.0 nM 10.1016/j.bmc.2017.05.036
Homo sapiens Glutamate receptor ionotropic, AMPA 2 Ki 5000.0 nM 10.1016/j.bmc.2017.05.036
Homo sapiens HEK293 Potency 410.8 nM None
Homo sapiens Histone deacetylase 6 Inhibition -6.0 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 2.85 % 10.6019/CHEMBL4808148
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 7519.3 nM None
Homo sapiens Hypoxia-inducible factor 1 alpha Potency 12589.3 nM None
Homo sapiens Menin/Histone-lysine N-methyltransferase MLL Potency 35481.3 nM None
Homo sapiens Microtubule-associated protein tau Potency 31622.8 nM None
Homo sapiens Nuclear factor NF-kappa-B p105 subunit Potency 5011.9 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 1584.9 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 26608.6 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 29855.4 nM None
Homo sapiens Ubiquitin carboxyl-terminal hydrolase 1 Potency 4228.4 nM None
Mus musculus Glutamate receptor ionotropic, AMPA ED50 25.3 uM 10.1021/jm0310838
Mus musculus Glutamate receptor ionotropic, AMPA ED50 35.8 uM 10.1021/jm0310838
Mus musculus Mus musculus DOSE 100.0 mg.kg-1 10.1016/s0960-894x(00)00117-7
Mus musculus Mus musculus DOSE 200.0 mg.kg-1 10.1016/s0960-894x(00)00117-7
Mus musculus Mus musculus ED50 4.6 mg.kg-1 10.1021/jm980168j
Mus musculus Mus musculus ED50 7.41 mg.kg-1 10.1016/j.ejmech.2008.02.025
Mus musculus Mus musculus ED50 7.41 mg.kg-1 10.1016/s0960-894x(98)00148-6
Mus musculus Mus musculus ED50 7.41 mg.kg-1 10.1021/jm960506l
Mus musculus Mus musculus ED50 10.5 mg.kg-1 10.1016/j.ejmech.2008.02.025
Mus musculus Mus musculus ED50 10.5 mg.kg-1 10.1016/s0960-894x(98)00148-6
Mus musculus Mus musculus ED50 10.5 mg.kg-1 10.1021/jm960506l
Mus musculus Mus musculus ED50 10.8 umol.kg-1 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus ED50 10.8 umol.kg-1 10.1021/jm020863y
Mus musculus Mus musculus ED50 10.8 umol.kg-1 10.1021/jm991086d
Mus musculus Mus musculus ED50 11.9 mg.kg-1 10.1016/s0960-894x(98)00148-6
Mus musculus Mus musculus ED50 16.8 mg.kg-1 10.1016/s0960-894x(98)00148-6
Mus musculus Mus musculus ED50 20.0 mg.kg-1 10.1016/s0960-894x(98)00148-6
Mus musculus Mus musculus ED50 25.3 umol.kg-1 10.1016/j.bmc.2007.11.071
Mus musculus Mus musculus ED50 25.3 umol.kg-1 10.1016/j.bmcl.2003.09.032
Mus musculus Mus musculus ED50 25.3 umol.kg-1 10.1016/j.bmcl.2005.09.029
Mus musculus Mus musculus ED50 25.3 umol.kg-1 10.1016/j.ejmech.2018.03.076
Mus musculus Mus musculus ED50 25.3 umol.kg-1 10.1016/s0960-894x(02)00955-1
Mus musculus Mus musculus ED50 25.3 umol.kg-1 10.1021/jm020863y
Mus musculus Mus musculus ED50 25.3 umol.kg-1 10.1021/jm060411b
Mus musculus Mus musculus ED50 25.3 umol.kg-1 10.1021/jm960506l
Mus musculus Mus musculus ED50 25.3 umol.kg-1 10.1021/jm9800393
Mus musculus Mus musculus ED50 25.3 umol.kg-1 10.1021/jm991086d
Mus musculus Mus musculus ED50 26.7 umol.kg-1 10.1021/jm960506l
Mus musculus Mus musculus ED50 26.7 umol.kg-1 10.1021/jm9800393
Mus musculus Mus musculus ED50 27.8 umol.kg-1 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus ED50 27.8 umol.kg-1 10.1021/jm020863y
Mus musculus Mus musculus ED50 27.8 umol.kg-1 10.1021/jm991086d
Mus musculus Mus musculus ED50 29.3 mg.kg-1 10.1016/s0960-894x(98)00148-6
Mus musculus Mus musculus ED50 29.7 umol.kg-1 10.1021/jm960506l
Mus musculus Mus musculus ED50 29.7 umol.kg-1 10.1021/jm9800393
Mus musculus Mus musculus ED50 30.6 mg.kg-1 10.1016/S0960-894X(00)80100-6
Mus musculus Mus musculus ED50 35.7 umol.kg-1 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus ED50 35.7 umol.kg-1 10.1021/jm020863y
Mus musculus Mus musculus ED50 35.7 umol.kg-1 10.1021/jm960506l
Mus musculus Mus musculus ED50 35.7 umol.kg-1 10.1021/jm9800393
Mus musculus Mus musculus ED50 35.7 umol.kg-1 10.1021/jm991086d
Mus musculus Mus musculus ED50 35.8 umol.kg-1 10.1016/j.bmc.2007.11.071
Mus musculus Mus musculus ED50 35.8 umol.kg-1 10.1016/j.bmcl.2003.09.032
Mus musculus Mus musculus ED50 35.8 umol.kg-1 10.1016/j.bmcl.2005.09.029
Mus musculus Mus musculus ED50 35.8 umol.kg-1 10.1016/j.ejmech.2018.03.076
Mus musculus Mus musculus ED50 35.8 umol.kg-1 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus ED50 35.8 umol.kg-1 10.1016/s0960-894x(02)00955-1
Mus musculus Mus musculus ED50 35.8 umol.kg-1 10.1021/jm020863y
Mus musculus Mus musculus ED50 35.8 umol.kg-1 10.1021/jm060411b
Mus musculus Mus musculus ED50 35.8 umol.kg-1 10.1021/jm960506l
Mus musculus Mus musculus ED50 35.8 umol.kg-1 10.1021/jm9800393
Mus musculus Mus musculus ED50 35.8 umol.kg-1 10.1021/jm991086d
Mus musculus Mus musculus ED50 37.2 umol.kg-1 10.1021/jm991086d
Mus musculus Mus musculus ED50 37.3 umol.kg-1 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus ED50 37.3 umol.kg-1 10.1021/jm020863y
Mus musculus Mus musculus ED50 37.4 mg.kg-1 10.1016/s0960-894x(00)00117-7
Mus musculus Mus musculus ED50 37.8 umol.kg-1 10.1021/jm960506l
Mus musculus Mus musculus ED50 37.8 umol.kg-1 10.1021/jm9800393
Mus musculus Mus musculus ED50 39.3 mg.kg-1 10.1016/s0960-894x(98)00148-6
Mus musculus Mus musculus ED50 39.5 umol.kg-1 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus ED50 39.5 umol.kg-1 10.1021/jm020863y
Mus musculus Mus musculus ED50 39.5 umol.kg-1 10.1021/jm960506l
Mus musculus Mus musculus ED50 39.5 umol.kg-1 10.1021/jm9800393
Mus musculus Mus musculus ED50 39.5 umol.kg-1 10.1021/jm991086d
Mus musculus Mus musculus ED50 40.5 umol.kg-1 10.1016/j.ejmech.2013.06.026
Mus musculus Mus musculus ED50 40.5 umol.kg-1 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus ED50 40.5 umol.kg-1 10.1021/jm020863y
Mus musculus Mus musculus ED50 40.5 umol.kg-1 10.1021/jm960506l
Mus musculus Mus musculus ED50 40.5 umol.kg-1 10.1021/jm9800393
Mus musculus Mus musculus ED50 40.5 umol.kg-1 10.1021/jm991086d
Mus musculus Mus musculus ED50 45.1 mg.kg-1 10.1016/S0960-894X(00)80100-6
Mus musculus Mus musculus ED50 47.1 mg.kg-1 10.1016/s0960-894x(00)00117-7
Mus musculus Mus musculus ED50 50.0 umol.kg-1 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus ED50 50.0 umol.kg-1 10.1021/jm020863y
Mus musculus Mus musculus ED50 50.0 umol.kg-1 10.1021/jm991086d
Mus musculus Mus musculus ED50 57.5 umol.kg-1 10.1016/j.ejmech.2013.06.026
Mus musculus Mus musculus ED50 57.5 umol.kg-1 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus ED50 57.5 umol.kg-1 10.1021/jm020863y
Mus musculus Mus musculus ED50 57.5 umol.kg-1 10.1021/jm960506l
Mus musculus Mus musculus ED50 57.5 umol.kg-1 10.1021/jm9800393
Mus musculus Mus musculus ED50 57.5 umol.kg-1 10.1021/jm991086d
Mus musculus Mus musculus ED50 68.3 umol.kg-1 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus ED50 68.3 umol.kg-1 10.1021/jm020863y
Mus musculus Mus musculus ED50 68.3 umol.kg-1 10.1021/jm960506l
Mus musculus Mus musculus ED50 68.3 umol.kg-1 10.1021/jm9800393
Mus musculus Mus musculus ED50 68.3 umol.kg-1 10.1021/jm991086d
Mus musculus Mus musculus ED50 100.0 umol.kg-1 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus ED50 100.0 umol.kg-1 10.1021/jm960506l
Mus musculus Mus musculus ED50 100.0 umol.kg-1 10.1021/jm9800393
Mus musculus Mus musculus ED50 100.0 umol.kg-1 10.1021/jm991086d
Mus musculus Mus musculus ED50 106.9 mg.kg-1 10.1016/S0960-894X(00)80100-6
Mus musculus Mus musculus ED50 119.8 mg.kg-1 10.1016/s0960-894x(00)00117-7
Mus musculus Mus musculus ED50 134.0 umol.kg-1 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus ED50 134.0 umol.kg-1 10.1021/jm960506l
Mus musculus Mus musculus ED50 134.0 umol.kg-1 10.1021/jm9800393
Mus musculus Mus musculus ED50 134.0 umol.kg-1 10.1021/jm991086d
Mus musculus Mus musculus Protective index 2.1 None 10.1021/jm001002x
Mus musculus Mus musculus Ratio 2.1 None 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus Ratio TD50/ED50 2.1 None 10.1016/j.bmcl.2005.09.029
Mus musculus Mus musculus Reduction 47.0 % 10.1021/jm020863y
Mus musculus Mus musculus Reduction 73.0 % 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus Reduction 73.0 % 10.1021/jm991086d
Mus musculus Mus musculus TD50 76.1 micromol/kg 10.1016/j.bmcl.2005.09.029
Mus musculus Mus musculus TD50 76.1 uM kg-1 10.1016/s0960-894x(00)00693-4
Mus musculus Mus musculus TD50 76.1 uM kg-1 10.1021/jm020863y
Mus musculus Mus musculus TD50 76.1 uM kg-1 10.1021/jm991086d
Photinus pyralis Luciferin 4-monooxygenase Potency 1995.3 nM None
Rattus norvegicus Glutamate (NMDA) receptor subunit zeta 1 Inhibition 18.0 % 10.1016/s0960-894x(02)00955-1
Rattus norvegicus Glutamate receptor ionotropic, AMPA IC50 9000.0 nM 10.1021/jm0580003
Rattus norvegicus Glutamate receptor ionotropic, AMPA IC50 10000.0 nM 10.1021/jm950740w
Rattus norvegicus Glutamate receptor ionotropic, AMPA IC50 12600.0 nM 10.1016/j.bmcl.2003.09.032
Rattus norvegicus Glutamate receptor ionotropic, AMPA IC50 12600.0 nM 10.1016/j.bmcl.2005.09.029
Rattus norvegicus Glutamate receptor ionotropic, AMPA IC50 12600.0 nM 10.1016/s0960-894x(02)00955-1
Rattus norvegicus Glutamate receptor ionotropic, AMPA IC50 22000.0 nM 10.1016/j.bmcl.2005.09.029
Rattus norvegicus Glutamate receptor ionotropic, AMPA IC50 22000.0 nM 10.1016/s0960-894x(00)00216-x
Rattus norvegicus Glutamate receptor ionotropic, AMPA Inhibition 0.0 % 10.1016/s0960-894x(02)00955-1
Rattus norvegicus Glutamate receptor ionotropic, AMPA Inhibition 51.0 % 10.1021/jm950740w
Rattus norvegicus Muscarinic acetylcholine receptor M1 Potency 22.4 nM None
Rattus norvegicus Rattus norvegicus IC50 6900.0 nM 10.1021/jm980168j
Rattus norvegicus Rattus norvegicus IC50 9900.0 nM 10.1016/s0960-894x(00)00117-7
Rattus norvegicus Rattus norvegicus IC50 22000.0 nM 10.1016/s0960-894x(02)00955-1
Rattus norvegicus Rattus norvegicus IC50 29500.0 nM 10.1016/S0960-894X(00)80100-6
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Potency 28183.8 nM None
Saccharomyces cerevisiae Saccharomyces cerevisiae Potency 10322.5 nM None
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 18.67 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.08 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 3.24 % 10.21203/rs.3.rs-23951/v1
Trypanosoma brucei 6-phospho-1-fructokinase Potency 37.9 nM None
Trypanosoma cruzi Cruzipain Potency 39810.7 nM None
None ADMET ED50 10.8 umol.kg-1 10.1021/jm001002x
None ADMET ED50 25.3 umol.kg-1 10.1016/s0960-894x(00)00693-4
None ADMET ED50 25.3 umol.kg-1 10.1021/jm001002x
None ADMET ED50 25.3 umol.kg-1 10.1021/jm001012y
None ADMET ED50 25.3 umol.kg-1 10.1021/jm0210008
None ADMET ED50 25.3 umol.kg-1 10.1021/jm030821p
None ADMET ED50 35.8 umol.kg-1 10.1016/s0960-894x(00)00693-4
None ADMET ED50 35.8 umol.kg-1 10.1021/jm001002x
None ADMET ED50 35.8 umol.kg-1 10.1021/jm001012y
None ADMET ED50 35.8 umol.kg-1 10.1021/jm0210008
None ADMET ED50 35.8 umol.kg-1 10.1021/jm030821p
None ADMET ED50 37.3 umol.kg-1 10.1021/jm001002x
None ADMET ED50 39.5 umol.kg-1 10.1021/jm001002x
None ADMET ED50 40.5 umol.kg-1 10.1021/jm001002x
None ADMET ED50 40.5 umol.kg-1 10.1021/jm001012y
None ADMET ED50 40.5 umol.kg-1 10.1021/jm030821p
None ADMET ED50 43.1 umol.kg-1 10.1021/jm001002x
None ADMET ED50 50.0 umol.kg-1 10.1021/jm001002x
None ADMET ED50 57.5 umol.kg-1 10.1021/jm001002x
None ADMET ED50 57.5 umol.kg-1 10.1021/jm001012y
None ADMET ED50 57.5 umol.kg-1 10.1021/jm030821p
None ADMET ED50 63.8 umol.kg-1 10.1021/jm001002x
None ADMET ED50 100.0 umol.kg-1 10.1021/jm001002x
None ADMET ED50 100.0 umol.kg-1 10.1021/jm001012y
None ADMET ED50 100.0 umol.kg-1 10.1021/jm030821p
None ADMET ED50 134.0 umol.kg-1 10.1021/jm001002x
None ADMET ED50 134.0 umol.kg-1 10.1021/jm001012y
None ADMET ED50 134.0 umol.kg-1 10.1021/jm030821p
None ADMET PI 2.1 None 10.1021/jm020863y
None ADMET Ratio 2.1 None 10.1016/s0960-894x(98)00148-6
None ADMET Ratio 2.1 None 10.1021/jm9800393
None ADMET TD50 22.3 mg kg-1 10.1016/s0960-894x(98)00148-6
None ADMET TD50 76.1 uM kg-1 10.1021/jm001002x
None ADMET TD50 76.1 uM kg-1 10.1021/jm001012y
None ADMET TD50 76.1 uM kg-1 10.1021/jm960506l
None ADMET TD50 76.1 uM kg-1 10.1021/jm9800393
None ADMET TI 2.1 None 10.1021/jm001012y
None ADMET TI 2.1 None 10.1021/jm960506l
None Neuron IC50 10800.0 nM 10.1016/j.bmc.2007.11.080
None NON-PROTEIN TARGET ED50 27.8 umol.kg-1 10.1021/jm001002x
None NON-PROTEIN TARGET ED50 35.7 umol.kg-1 10.1021/jm001002x
None NON-PROTEIN TARGET ED50 57.5 umol.kg-1 10.1021/jm030821p
None NON-PROTEIN TARGET ED50 68.3 umol.kg-1 10.1021/jm001002x
None NON-PROTEIN TARGET ED50 68.3 umol.kg-1 10.1021/jm030821p
None NON-PROTEIN TARGET Potency 0.7 nM None
None NON-PROTEIN TARGET Potency 3.0 nM None
None NON-PROTEIN TARGET Potency 13324.4 nM None
None No relevant target CLogP 3.15 None 10.1021/jm001002x
None No relevant target LogP 3.51 None 10.1021/jm020863y
None No relevant target Rm -0.404 None 10.1021/jm991086d
None No relevant target Rm -0.368 None 10.1021/jm001012y
None No relevant target Rm -0.308 None 10.1021/jm9800393
None No relevant target Rm -0.304 None 10.1021/jm001002x
None No relevant target Rm -0.298 None 10.1021/jm960506l
None Unchecked Activity nan None 10.1016/j.bmc.2007.11.071
None Unchecked ED50 35.7 umol.kg-1 10.1021/jm001012y
None Unchecked ED50 68.3 umol.kg-1 10.1021/jm001012y
None Unchecked IC50 12600.0 nM 10.1016/j.bmc.2007.11.080
None Unchecked IC50 22000.0 nM 10.1016/j.bmc.2007.11.080
None Unchecked Potency 2238.7 nM None
None Unchecked Potency 14125.4 nM None
None Unchecked Reduction 45.0 % 10.1021/jm020863y

Metabolism Information