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name Structure Reference Source Properties Activities Metabolism

N-[2-(cyclohexyloxy)-4-nitrophenyl]methanesulfonamide

AlkaPlorer ID: AK322940

Synonym: None

IUPAC Name: N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide

Structure

SMILES: CS(=O)(=O)NC1=CC=C([N+](=O)[O-])C=C1OC1CCCCC1

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InChI: InChI=1S/C13H18N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13(12)20-11-5-3-2-4-6-11/h7-9,11,14H,2-6H2,1H3

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InChIKey: KTDZCOWXCWUPEO-UHFFFAOYSA-N

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Properties Information

Molecule Weight: 314.3630000000002

TPSA？: 98.54

MolLogP？: 2.6778000000000004

Number of H-Donors: 1

Number of H-Acceptors: 5

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus Cyclooxygenase-1 IC50 100000.0 nM 10.1021/np970343j
Bos taurus Cyclooxygenase-1 Inhibition 9.0 % 10.1021/np970343j
Homo sapiens Aldehyde dehydrogenase 1A1 Potency 22387.2 nM None
Homo sapiens Aldehyde dehydrogenase 1A1 Potency 25118.9 nM None
Homo sapiens Arachidonate 15-lipoxygenase Potency 15848.9 nM None
Homo sapiens Arachidonate 5-lipoxygenase IC50 10000.0 nM 10.1016/s0960-894x(02)00013-6
Homo sapiens Cyclooxygenase Ratio 3600.0 None 10.1021/jm9906015
Homo sapiens Cyclooxygenase Selectivity 1000.0 None 10.1016/0960-894X(95)00131-C
Homo sapiens Cyclooxygenase Selectivity 1000.0 None 10.1021/jm00022a023
Homo sapiens Cyclooxygenase Selectivity 1000.0 None 10.1021/jm00049a005
Homo sapiens Cyclooxygenase-1 IC50 3000.0 nM 10.1016/s0960-894x(02)00013-6
Homo sapiens Cyclooxygenase-1 IC50 3300.0 nM 10.1021/jm9805081
Homo sapiens Cyclooxygenase-1 IC50 3300.0 nM 10.1021/jm980570y
Homo sapiens Cyclooxygenase-1 IC50 10000.0 nM 10.1021/jm00049a005
Homo sapiens Cyclooxygenase-1 IC50 35680.0 nM 10.1016/j.bmc.2007.11.033
Homo sapiens Cyclooxygenase-1 IC50 100000.0 nM 10.1016/0960-894X(95)00131-C
Homo sapiens Cyclooxygenase-1 IC50 100000.0 nM 10.1021/jm00022a023
Homo sapiens Cyclooxygenase-1 IC50 100000.0 nM 10.1021/np980088i
Homo sapiens Cyclooxygenase-1 IC50 220000.0 nM 10.1016/j.bmcl.2014.10.031
Homo sapiens Cyclooxygenase-1 Selectivity 1000.0 None 10.1016/s0960-894x(02)00013-6
Homo sapiens Cyclooxygenase-2 Activity nan None 10.1021/jm051126f
Homo sapiens Cyclooxygenase-2 Activity nan None 10.1021/np049655u
Homo sapiens Cyclooxygenase-2 ED50 4.7 mg.kg-1 10.1021/jm00049a005
Homo sapiens Cyclooxygenase-2 FC 5.29 None 10.1038/nchembio.147
Homo sapiens Cyclooxygenase-2 IC50 1.0 nM 10.1016/s0960-894x(02)00013-6
Homo sapiens Cyclooxygenase-2 IC50 10.0 nM 10.1021/jm00049a005
Homo sapiens Cyclooxygenase-2 IC50 90.0 nM 10.1016/s0960-894x(98)00717-3
Homo sapiens Cyclooxygenase-2 IC50 100.0 nM 10.1016/0960-894X(95)00131-C
Homo sapiens Cyclooxygenase-2 IC50 100.0 nM 10.1021/jm00022a023
Homo sapiens Cyclooxygenase-2 IC50 120.0 nM 10.1016/s0960-894x(01)00792-2
Homo sapiens Cyclooxygenase-2 IC50 150.0 nM 10.1021/np100057y
Homo sapiens Cyclooxygenase-2 IC50 160.0 nM 10.1021/np020023m
Homo sapiens Cyclooxygenase-2 IC50 160.0 nM 10.1021/np049655u
Homo sapiens Cyclooxygenase-2 IC50 190.0 nM 10.1021/jm9805081
Homo sapiens Cyclooxygenase-2 IC50 190.0 nM 10.1021/jm980570y
Homo sapiens Cyclooxygenase-2 IC50 260.0 nM 10.1016/j.ejmech.2018.11.027
Homo sapiens Cyclooxygenase-2 IC50 610.0 nM 10.1016/j.bmc.2007.11.033
Homo sapiens Cyclooxygenase-2 IC50 1000.0 nM 10.1016/j.ejmech.2012.08.046
Homo sapiens Cyclooxygenase-2 IC50 1800.0 nM 10.1016/j.bmcl.2014.02.074
Homo sapiens Cyclooxygenase-2 IC50 1800.0 nM 10.1016/j.bmcl.2014.10.031
Homo sapiens Cyclooxygenase-2 IC50 1800.0 nM 10.1016/j.bmcl.2016.09.070
Homo sapiens Cyclooxygenase-2 IC50 2100.0 nM 10.1016/j.ejmech.2014.03.001
Homo sapiens Cyclooxygenase-2 IC50 2100.0 nM 10.1016/j.ejmech.2018.11.027
Homo sapiens Cyclooxygenase-2 IC50 2200.0 nM 10.1016/j.bmc.2015.03.049
Homo sapiens Cyclooxygenase-2 IC50 3200.0 nM 10.1016/s0960-894x(98)00179-6
Homo sapiens Cyclooxygenase-2 IC50 28000.0 nM 10.1021/jm701575k
Homo sapiens Cyclooxygenase-2 IC50 53000.0 nM 10.1021/np980088i
Homo sapiens Cyclooxygenase-2 Inhibition 85.3 % 10.1016/j.tet.2008.04.022
Homo sapiens Cyclooxygenase-2 Inhibition 85.3 % 10.1021/np800014s
Homo sapiens Cyclooxygenase-2 Inhibition 91.1 % 10.1016/j.ejmech.2010.02.012
Homo sapiens Cyclooxygenase-2 Inhibition 97.09 % 10.1021/np900374s
Homo sapiens Cyclooxygenase-2 Inhibition 97.1 % 10.1016/j.ejmech.2021.113165
Homo sapiens Cyclooxygenase-2 Inhibition nan % 10.1016/j.bmc.2011.06.069
Homo sapiens Cyclooxygenase-2 Inhibition nan % 10.1016/j.bmcl.2014.10.051
Homo sapiens Cyclooxygenase-2 Inhibition nan % 10.1038/nchembio.147
Homo sapiens Cytochrome P450 19A1 IC50 680.0 nM 10.1021/jm051126f
Homo sapiens Cytochrome P450 19A1 IC50 680.0 nM 10.1021/jm701107h
Homo sapiens Cytochrome P450 19A1 Inhibition nan % 10.1021/jm051126f
Homo sapiens Cytochrome P450 1A2 AC50 3981.07 nM None
Homo sapiens Cytochrome P450 2C19 AC50 79.43 nM None
Homo sapiens Cytochrome P450 2C19 Potency 79.4 nM None
Homo sapiens Cytochrome P450 2C9 AC50 nan None None
Homo sapiens Cytochrome P450 2D6 AC50 50.12 nM None
Homo sapiens Cytochrome P450 2D6 Potency 50.1 nM None
Homo sapiens Cytochrome P450 3A4 AC50 19952.62 nM None
Homo sapiens Cytochrome P450 3A4 Potency 19952.6 nM None
Homo sapiens HaCaT IC50 10.0 nM 10.1021/np049873n
Homo sapiens HaCaT Inhibition 93.8 % 10.1021/np049873n
Homo sapiens HaCaT Inhibition nan % 10.1021/np049873n
Homo sapiens Homo sapiens IC50 6800.0 nM 10.1021/jm9906015
Homo sapiens HUVEC Inhibition nan % 10.1021/np300446c
Homo sapiens MDA-MB-231 Activity nan None 10.1021/jm051126f
Homo sapiens Menin/Histone-lysine N-methyltransferase MLL Potency 39810.7 nM None
Homo sapiens Microtubule-associated protein tau Potency 39810.7 nM None
Homo sapiens Prostaglandin E synthase IC50 10000.0 nM 10.1016/j.ejmech.2011.12.009
Homo sapiens Prostaglandin E synthase IC50 20000.0 nM 10.1016/j.bmc.2011.08.040
Homo sapiens Prostaglandin E synthase IC50 20000.0 nM 10.1016/j.bmcl.2012.10.085
Homo sapiens Prostaglandin E synthase IC50 20000.0 nM 10.1016/j.ejmech.2011.12.009
Homo sapiens Regulator of G-protein signaling 4 Potency 8436.8 nM None
Homo sapiens SK-BR-3 Activity nan None 10.1021/jm051126f
Homo sapiens SK-BR-3 IC50 720.0 nM 10.1016/j.bmcl.2006.10.065
Homo sapiens Survival motor neuron protein Potency 4466.8 nM None
Homo sapiens Thyroid stimulating hormone receptor Potency 39810.7 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 26608.6 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 50118.7 nM None
Homo sapiens Ubiquitin carboxyl-terminal hydrolase 1 Potency 28183.8 nM None
Homo sapiens Vitamin D receptor Potency 44668.4 nM None
Mus musculus Cyclooxygenase-1 IC50 1670.0 nM 10.1016/j.bmcl.2004.02.099
Mus musculus Cyclooxygenase-1 IC50 63700.0 nM 10.1016/j.bmc.2009.12.008
Mus musculus Cyclooxygenase-2 Activity 8.5 (ng of PGE2) (mg of protein)-1 10.1021/jm991085l
Mus musculus Cyclooxygenase-2 IC50 2.0 nM 10.1016/j.bmcl.2004.02.099
Mus musculus Cyclooxygenase-2 IC50 7.0 nM 10.1016/j.bmcl.2014.02.074
Mus musculus Cyclooxygenase-2 IC50 22.0 nM 10.1021/jm9805081
Mus musculus Cyclooxygenase-2 IC50 22.0 nM 10.1021/jm980570y
Mus musculus Cyclooxygenase-2 IC50 50.0 nM 10.1016/j.bmcl.2009.02.001
Mus musculus Cyclooxygenase-2 IC50 810.0 nM 10.1016/j.bmc.2009.12.008
Mus musculus Cyclooxygenase-2 Inhibition 11.0 % 10.1016/j.ejmech.2018.01.054
Mus musculus Cyclooxygenase-2 Inhibition 61.0 % 10.1016/j.ejmech.2018.01.054
Mus musculus Cyclooxygenase-2 Inhibition 88.0 % 10.1016/j.ejmech.2018.01.054
Mus musculus Cyclooxygenase-2 Inhibition 94.0 % 10.1016/j.ejmech.2018.01.054
Mus musculus Cyclooxygenase-2 Inhibition 98.3 % 10.1016/j.bmcl.2003.12.087
Mus musculus Cyclooxygenase-2 Inhibition 99.3 % 10.1016/j.bmcl.2008.11.017
Mus musculus Cyclooxygenase-2 Inhibition 100.0 % 10.1016/j.bmcl.2010.05.092
Mus musculus Cyclooxygenase-2 Inhibition 109.0 % 10.1016/j.bmcl.2009.02.001
Mus musculus Lewis lung carcinoma cell line Activity 22.0 % 10.1021/np300446c
Mus musculus Lewis lung carcinoma cell line TGI 42.0 % 10.1021/np300446c
Mus musculus Mus musculus ED40 7.4 mg kg-1 10.1021/jm9805081
Mus musculus Mus musculus Edema 97.2 ul 10.1021/jm000997g
Mus musculus Mus musculus IC50 2.1 nM 10.1021/jm000997g
Mus musculus Mus musculus IC50 3100.0 nM 10.1021/jm991085l
Mus musculus Mus musculus PGE2 Level 2.1 ng ml-1 10.1021/jm000997g
Mus musculus Mus musculus PGE2 Level 3.7 ng ml-1 10.1021/jm000997g
Mus musculus Mus musculus PGE2 Level 53.0 ng ml-1 10.1021/jm000997g
Mus musculus Prostaglandin E synthase IC50 7.0 nM 10.1016/j.bmcl.2016.09.070
Mus musculus Prostaglandin E synthase Inhibition 86.0 % 10.1016/j.bmcl.2016.09.070
Mus musculus RAW264.7 Activity 0.07 ng/ml 10.1021/jm0700823
Mus musculus RAW264.7 Activity 3.2 ng/ml 10.1016/j.bmcl.2009.05.070
Mus musculus RAW264.7 Activity 3.7 ng/ml 10.1021/np0101898
Mus musculus RAW264.7 Activity 12.02 ng/ml 10.1016/j.ejmech.2019.111955
Mus musculus RAW264.7 Activity 100.0 % 10.1016/j.bmcl.2014.06.061
Mus musculus RAW264.7 Activity 104.0 % 10.1016/j.bmcl.2009.02.001
Mus musculus RAW264.7 Activity nan None 10.1021/jm0700823
Mus musculus RAW264.7 Activity nan None 10.1021/np0101898
Mus musculus RAW264.7 IC50 6.7 nM 10.1021/acs.jnatprod.9b00697
Mus musculus RAW264.7 IC50 7.0 nM 10.1016/j.bmcl.2014.10.031
Mus musculus RAW264.7 IC50 7.0 nM 10.1016/j.bmcl.2015.11.024
Mus musculus RAW264.7 IC50 7.01 nM 10.1016/j.bmcl.2013.12.018
Mus musculus RAW264.7 IC50 7.23 nM 10.1016/j.bmcl.2017.10.035
Mus musculus RAW264.7 IC50 7.23 nM 10.1016/j.ejmech.2017.10.003
Mus musculus RAW264.7 IC50 100.0 nM 10.1016/j.bmcl.2014.06.061
Mus musculus RAW264.7 IC50 500.0 nM 10.1016/j.bmcl.2003.12.087
Mus musculus RAW264.7 IC50 2100.0 nM 10.1021/np0101898
Mus musculus RAW264.7 IC50 4800.0 nM 10.1016/j.bmcl.2009.11.067
Mus musculus RAW264.7 IC50 6740.0 nM 10.1016/j.bmcl.2017.03.057
Mus musculus RAW264.7 IC50 10000.0 nM 10.1021/np0101898
Mus musculus RAW264.7 IC50 nan None 10.1016/j.ejmech.2017.10.003
Mus musculus RAW264.7 IC80 nan None 10.1016/j.ejmech.2017.10.003
Mus musculus RAW264.7 Inhibition 58.0 % 10.1016/j.ejmech.2019.07.030
Mus musculus RAW264.7 Inhibition 59.5 % 10.1016/j.bmcl.2019.126884
Mus musculus RAW264.7 Inhibition 97.0 % 10.1016/j.bmcl.2014.06.061
Mus musculus RAW264.7 Inhibition 99.42 % 10.1016/j.bmcl.2014.10.031
Mus musculus RAW264.7 Inhibition nan % 10.1016/j.bmc.2015.11.016
Mus musculus RAW264.7 Inhibition nan % 10.1016/j.bmcl.2013.12.018
Ovis aries Cyclooxygenase-1 IC50 14100.0 nM 10.1021/jm100398z
Ovis aries Cyclooxygenase-1 IC50 20000.0 nM 10.1021/jm9805081
Ovis aries Cyclooxygenase-1 IC50 20000.0 nM 10.1021/jm980570y
Ovis aries Cyclooxygenase-1 IC50 37000.0 nM 10.1016/s0960-894x(98)00717-3
Ovis aries Cyclooxygenase-1 IC50 66000.0 nM 10.1016/s0960-894x(01)00792-2
Ovis aries Cyclooxygenase-1 IC50 205400.0 nM 10.1016/j.ejmech.2012.08.046
Ovis aries Cyclooxygenase-1 IC50 213000.0 nM 10.1016/j.bmc.2015.03.049
Ovis aries Cyclooxygenase-1 IC50 213200.0 nM 10.1016/j.ejmech.2014.03.001
Ovis aries Cyclooxygenase-1 IC50 220000.0 nM 10.1016/j.bmcl.2014.02.074
Ovis aries Cyclooxygenase-1 IC50 220000.0 nM 10.1016/j.bmcl.2016.09.070
Ovis aries Cyclooxygenase-2 IC50 2100.0 nM 10.1021/np200343t
Ovis aries Cyclooxygenase-2 IC50 2600.0 nM 10.1016/j.bmc.2009.05.018
Ovis aries Cyclooxygenase-2 IC50 2600.0 nM 10.1016/j.bmc.2009.10.031
Ovis aries Cyclooxygenase-2 IC50 53000.0 nM 10.1021/np970343j
Ovis aries Cyclooxygenase-2 IC50 73200.0 nM 10.1021/jm100398z
Ovis aries Cyclooxygenase-2 Inhibition 45.06 % 10.1016/j.ejmech.2015.07.003
Rattus norvegicus Cyclooxygenase-1 Inhibition nan % 10.1016/j.ejmech.2015.07.003
Rattus norvegicus Rattus norvegicus Damaged area 0.0 % 10.1021/jm980570y
Rattus norvegicus Rattus norvegicus ED40 0.61 mg kg-1 10.1021/jm9805081
Rattus norvegicus Rattus norvegicus ED50 0.61 mg.kg-1 10.1021/jm980570y
Rattus norvegicus Rattus norvegicus ED50 1.0 mg.kg-1 10.1021/jm9906015
Rattus norvegicus Rattus norvegicus ED50 4.7 mg.kg-1 10.1016/0960-894X(95)00131-C
Rattus norvegicus Rattus norvegicus ED50 7.4 mg.kg-1 10.1021/jm980570y
Rattus norvegicus Rattus norvegicus ED50 30.0 mg.kg-1 10.1021/jm9906015
Rattus norvegicus Rattus norvegicus Gastric damage 0.0 % 10.1021/jm9805081
Rattus norvegicus Rattus norvegicus Inhibition 30.7 % 10.1021/jm9805081
Rattus norvegicus Rattus norvegicus Inhibition 30.7 % 10.1021/jm980570y
Rattus norvegicus Rattus norvegicus Inhibition 60.0 % 10.1016/0960-894X(95)00131-C
Rattus norvegicus Rattus norvegicus Lesion frequency 0.0 % 10.1021/jm9805081
Rattus norvegicus Rattus norvegicus Lesion frequency 0.0 % 10.1021/jm980570y
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 15.83 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.5 % 10.6019/CHEMBL4495565
None Neutrophil Inhibition nan % 10.1021/np049873n
None No relevant target LogP nan None 10.1016/0960-894X(95)00131-C
None PBL Inhibition nan % 10.1016/j.ejmech.2012.09.005
None Unchecked IC50 1.9 nM 10.1021/jm9906015
None Unchecked IC50 10000.0 nM 10.1016/j.bmcl.2009.12.047
None Unchecked IC50 20000.0 nM 10.1021/jm800197b
None Unchecked Inhibition nan % 10.1038/nchembio.147
None Unchecked Potency 35481.3 nM None
None Unchecked Ratio IC50 0.19 None 10.1021/jm100398z
None Unchecked Ratio IC50 0.5 None 10.1021/np970343j
None Unchecked Ratio IC50 0.5 None 10.1021/np980088i
None Unchecked Ratio IC50 59.0 None 10.1016/j.bmc.2007.11.033
None Unchecked Ratio IC50 96.81 None 10.1016/j.bmc.2015.03.049
None Unchecked Ratio IC50 101.52 None 10.1016/j.ejmech.2014.03.001
None Unchecked Ratio IC50 122.0 None 10.1016/j.bmcl.2014.02.074
None Unchecked Ratio IC50 205.4 None 10.1016/j.ejmech.2012.08.046
None Unchecked Selectivity 410.0 None 10.1016/s0960-894x(98)00717-3

Metabolism Information