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methyl 2-amino-5-(N'-nitrocarbamimidamido)pentanoate

AlkaPlorer ID: AK318523

Synonym: None

IUPAC Name: methyl (2S)-2-amino-5-[[(Z)-N'-nitrocarbamimidoyl]amino]pentanoate

Structure

SMILES: COC(=O)[C@@H](N)CCCN/C(N)=N/[N+](=O)[O-]

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InChI: InChI=1S/C7H15N5O4/c1-16-6(13)5(8)3-2-4-10-7(9)11-12(14)15/h5H,2-4,8H2,1H3,(H3,9,10,11)/t5-/m0/s1

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InChIKey: KCWZGJVSDFYRIX-YFKPBYRVSA-N

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Reference

PubChem CID: 135512460

CAS: 126265-24-5

NPASS: NPC136091

Properties Information

Molecule Weight: 233.228

TPSA？: 145.87

MolLogP？: -1.6370999999999976

Number of H-Donors: 3

Number of H-Acceptors: 5

RingCount: 0

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus Nitric-oxide synthase, endothelial IC50 100000.0 nM 10.1021/jm00039a001
Homo sapiens Aldehyde dehydrogenase 1A1 Potency 44668.4 nM None
Homo sapiens Cerebroside-sulfatase Potency 95.3 nM None
Homo sapiens DLD-1 IC50 300000.0 nM 10.1021/jm0255926
Homo sapiens DNA-(apurinic or apyrimidinic site) lyase Potency 22387.2 nM None
Homo sapiens Flap endonuclease 1 Potency 2119.2 nM None
Homo sapiens Histone deacetylase 6 Inhibition -14.26 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition -5.48 % 10.6019/CHEMBL4808148
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 1683.4 nM None
Homo sapiens N9 IC50 630000.0 nM 10.1021/np000191j
Homo sapiens N9 Inhibition 15.7 % 10.1021/np000191j
Homo sapiens N9 Inhibition 32.2 % 10.1021/np000191j
Homo sapiens N9 Inhibition 44.2 % 10.1021/np000191j
Homo sapiens Nitric-oxide synthase, brain IC50 150.0 nM 10.1021/jm0255926
Homo sapiens Nitric-oxide synthase, brain IC50 1600.0 nM 10.1016/s0960-894x(02)00481-x
Homo sapiens Nitric-oxide synthase, brain IC50 1600.0 nM 10.1016/s0960-894x(03)00351-2
Homo sapiens Nitric-oxide synthase, endothelial IC50 1500.0 nM 10.1016/s0960-894x(02)00481-x
Homo sapiens Nitric-oxide synthase, endothelial IC50 1500.0 nM 10.1016/s0960-894x(03)00351-2
Homo sapiens Nitric-oxide synthase, endothelial IC50 2700.0 nM 10.1016/s0960-894x(01)00119-6
Homo sapiens Nitric-oxide synthase, endothelial IC50 2700.0 nM 10.1021/jm0255926
Homo sapiens Nitric-oxide synthase (endothelial and brain) Ratio 1.0 None 10.1016/s0960-894x(02)00481-x
Homo sapiens Nitric-oxide synthase (endothelial and brain) Selectivity 1.0 None 10.1016/s0960-894x(03)00351-2
Homo sapiens Nitric oxide synthase, inducible IC50 8000.0 nM 10.1016/s0960-894x(02)00481-x
Homo sapiens Nitric oxide synthase, inducible IC50 8000.0 nM 10.1016/s0960-894x(03)00351-2
Homo sapiens Nitric oxide synthase, inducible IC50 14000.0 nM 10.1016/s0960-894x(01)00119-6
Homo sapiens Nitric oxide synthase, inducible IC50 14000.0 nM 10.1021/jm0255926
Homo sapiens Nitric oxide synthase, inducible IC50 300000000.0 nM 10.1016/s0960-894x(01)00119-6
Homo sapiens Nitric oxide sythases; iNOS & nNOS Ratio 5.0 None 10.1016/s0960-894x(02)00481-x
Homo sapiens Nitric oxide sythases; iNOS & nNOS Selectivity 5.0 None 10.1016/s0960-894x(03)00351-2
Homo sapiens Tyrosinase IC50 nan None 10.1016/j.ejmech.2009.03.020
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 33498.3 nM None
Mus musculus BV-2 IC50 24700.0 nM 10.1021/acs.jnatprod.6b00566
Mus musculus BV-2 IC50 25800.0 nM 10.1021/np1002143
Mus musculus BV-2 IC50 36000.0 nM 10.1016/j.bmcl.2006.09.046
Mus musculus BV-2 IC50 nan None 10.1016/j.bmcl.2006.09.046
Mus musculus BV-2 IC50 nan None 10.1021/np1002143
Mus musculus BV-2 Inhibition 70.5 % 10.1016/j.bmc.2020.115971
Mus musculus J774.A1 IC50 73180.0 nM 10.1016/j.bmcl.2014.07.056
Mus musculus J774.A1 IC50 73180.0 nM 10.1016/j.bmcl.2015.03.025
Mus musculus J774.A1 Inhibition 12.8 % 10.1016/j.bmcl.2004.11.047
Mus musculus J774.A1 Inhibition 20.37 % 10.1016/j.bmcl.2004.11.047
Mus musculus J774.A1 Inhibition 46.56 % 10.1021/np9002383
Mus musculus J774.A1 Inhibition 69.49 % 10.1016/j.bmcl.2004.11.047
Mus musculus Mus musculus Activity 35.7 mm 10.1016/j.bmcl.2016.10.056
Mus musculus Mus musculus Activity 42.7 mm 10.1016/j.bmcl.2015.04.095
Mus musculus Nitric oxide synthase, inducible IC50 2600.0 nM 10.1021/jm00039a001
Mus musculus Nitric oxide synthase, inducible IC50 13350.0 nM 10.1016/j.ejmech.2011.10.026
Mus musculus Nitric oxide synthase, inducible IC50 25800.0 nM 10.1016/j.bmc.2008.09.021
Mus musculus Nitric oxide synthase, inducible IC50 25800.0 nM 10.1016/j.bmc.2010.10.032
Mus musculus Nitric oxide synthase, inducible Inhibition 70.0 % 10.1021/np200756f
Mus musculus RAW264.7 IC50 23210.0 nM 10.1007/s00044-011-9706-1
Mus musculus RAW264.7 IC50 26210.0 nM 10.1007/s00044-010-9521-0
Mus musculus RAW264.7 IC50 27130.0 nM 10.1016/j.ejmech.2009.03.020
Mus musculus RAW264.7 IC50 30600.0 nM 10.1021/acs.jnatprod.6b00714
Mus musculus RAW264.7 IC50 48500.0 nM 10.1016/j.bmcl.2011.02.102
Mus musculus RAW264.7 IC50 53600.0 nM 10.1021/np500402a
Mus musculus RAW264.7 IC50 58400.0 nM 10.1021/acs.jnatprod.9b00913
Mus musculus RAW264.7 IC50 69210.0 nM 10.1016/j.bmcl.2014.05.032
Mus musculus RAW264.7 IC50 69210.0 nM 10.1016/j.bmcl.2014.07.056
Mus musculus RAW264.7 IC50 69210.0 nM 10.1016/j.bmcl.2015.03.025
Mus musculus RAW264.7 IC50 116200.0 nM 10.1021/np9902791
Mus musculus RAW264.7 IC50 170040.0 nM 10.1016/j.bmcl.2013.03.050
Mus musculus RAW264.7 IC50 198300.0 nM 10.1021/np9902791
Mus musculus RAW264.7 Inhibition 53.0 % 10.1016/j.bmcl.2016.03.092
Mus musculus RAW264.7 Inhibition nan % 10.1016/j.bmcl.2020.126962
Rattus norvegicus Nitric-oxide synthase, brain IC50 150.0 nM 10.1016/s0960-894x(01)00119-6
Rattus norvegicus Nitric oxide synthase, endothelial Inhibition nan % 10.1016/j.bmc.2021.116294
Rattus norvegicus Nitric oxide synthase, endothelial Inhibition nan % 10.1016/j.ejmech.2012.10.010
Rattus norvegicus Nitric oxide synthase, endothelial Inhibition nan % 10.1039/C5MD00477B
Rattus norvegicus Nitric oxide synthase, inducible Inhibition nan % 10.1016/j.ejmech.2018.04.027
Rattus norvegicus Rattus norvegicus Activity nan None 10.1021/acsmedchemlett.5b00149
Rattus norvegicus Rattus norvegicus ID50 300.0 umol.kg-1 10.1021/jm0255926
Rattus norvegicus Rattus norvegicus Inhibition nan % 10.1021/acsmedchemlett.5b00149
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Potency 501.2 nM None
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Trypanosoma brucei 6-phospho-1-fructokinase Potency 35481.3 nM None
None NON-PROTEIN TARGET IC50 73180.0 nM 10.1016/j.bmcl.2014.05.032
None NON-PROTEIN TARGET IC50 510000.0 nM 10.1021/np000191j
None NON-PROTEIN TARGET IC50 nan None 10.1007/s00044-010-9521-0
None NON-PROTEIN TARGET IC50 nan None 10.1021/np1002143
None NON-PROTEIN TARGET Inhibition 6.6 % 10.1021/np000191j
None NON-PROTEIN TARGET Inhibition 15.6 % 10.1021/np000191j
None NON-PROTEIN TARGET Inhibition 16.8 % 10.1021/np000191j
None No relevant target IC50 nan None 10.1016/j.ejmech.2009.03.020
None Radical scavenging activity IC50 nan None 10.1016/j.ejmech.2009.03.020
None Radical scavenging activity IC50 nan None 10.1016/j.ejmech.2011.10.026
None Unchecked Ac50 5.623 uM None
None Unchecked Ac50 7.943 uM None
None Unchecked AC50 5623.4 nM None
None Unchecked AC50 7943.3 nM None
None Unchecked IC50 18900.0 nM 10.1016/j.bmc.2011.02.004
None Unchecked IC50 20100.0 nM 10.1021/np070383f
None Unchecked Inhibition nan % 10.1016/j.bmc.2008.09.021
None Unchecked Inhibition nan % 10.1021/np070383f
None Unchecked Inhibition nan % 10.1038/nchembio821
None Unchecked Potency 14125.4 nM None

Metabolism Information