Navigation

name Structure Reference Source Properties Activities Metabolism

Sinefungin

AlkaPlorer ID: AK006912

Synonym: None

IUPAC Name: (2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid

Structure

SMILES: NC1=C2N=CN([C@@H]3O[C@H](C[C@@H](N)CC[C@H](N)C(=O)O)[C@@H](O)[C@H]3O)C2=NC=N1

copy

InChI: InChI=1S/C15H23N7O5/c16-6(1-2-7(17)15(25)26)3-8-10(23)11(24)14(27-8)22-5-21-9-12(18)19-4-20-13(9)22/h4-8,10-11,14,23-24H,1-3,16-17H2,(H,25,26)(H2,18,19,20)/t6-,7-,8+,10+,11+,14+/m0/s1

copy

InChIKey: LMXOHSDXUQEUSF-YECHIGJVSA-N

copy

Properties Information

Molecule Weight: 381.393

TPSA？: 208.64999999999992

MolLogP？: -2.062799999999997

Number of H-Donors: 6

Number of H-Acceptors: 11

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Dengue virus Nonstructural protein 5 IC50 41.0 nM 10.1021/acs.jmedchem.5b01653
Homo sapiens A549 Activity 95.0 % 10.1021/acsmedchemlett.2c00265
Homo sapiens A549 CC50 72930.0 nM 10.1021/acsmedchemlett.1c00140
Homo sapiens DNA (cytosine-5)-methyltransferase 3A Inhibition 98.0 % 10.1021/acs.jmedchem.2c00388
Homo sapiens Glycine N-methyltransferase IC50 316000.0 nM 10.1021/acsmedchemlett.1c00140
Homo sapiens HEK293 CC50 500000.0 nM 10.1021/acs.jmedchem.2c00388
Homo sapiens HepG2 CC50 100000.0 nM 10.1021/acsmedchemlett.1c00140
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-79 specific IC50 33710.0 nM 10.1016/j.bmc.2018.02.020
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 IC50 100.0 nM 10.1016/j.bmc.2017.06.032
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 IC50 30100.0 nM 10.1016/j.bmc.2017.06.032
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 IC50 509000.0 nM 10.1021/ml4002503
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Inhibition 43.0 % 10.1021/acs.jmedchem.2c00388
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Inhibition 79.5 % 10.1016/j.bmc.2017.06.032
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Inhibition nan % 10.1016/j.bmc.2017.06.032
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 5 IC50 100.0 nM 10.1016/j.bmc.2017.06.032
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 5 IC50 28400.0 nM 10.1016/j.bmc.2017.06.032
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 5 IC50 513000.0 nM 10.1021/ml4002503
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 5 Inhibition 100.0 % 10.1016/j.bmc.2017.06.032
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 5 Inhibition nan % 10.1016/j.bmc.2017.06.032
Homo sapiens Histone-lysine N-methyltransferase SETD7 IC50 2500.0 nM 10.1016/j.bmcl.2010.02.069
Homo sapiens Histone-lysine N-methyltransferase SETD7 Inhibition nan % 10.1021/jm400718n
Homo sapiens HL-60 Inhibition 41.0 % 10.1016/j.bmc.2017.06.032
Homo sapiens Indolethylamine N-methyltransferase IC50 4000.0 nM 10.1021/acs.jmedchem.2c00919
Homo sapiens MDA-MB-231 Inhibition 42.8 % 10.1016/j.bmc.2017.06.032
Homo sapiens mRNA cap guanine-N7 methyltransferase IC50 0.55 nM 10.1016/j.bmc.2020.115745
Homo sapiens mRNA cap guanine-N7 methyltransferase IC50 50.0 nM 10.1016/j.bmc.2020.115745
Homo sapiens mRNA cap guanine-N7 methyltransferase IC50 50.0 nM 10.1016/j.ejmech.2020.112557
Homo sapiens mRNA cap guanine-N7 methyltransferase Inhibition 99.8 % 10.1016/j.ejmech.2020.112557
Homo sapiens Nicotinamide N-methyltransferase IC50 3900.0 nM 10.1039/D1MD00016K
Homo sapiens Nicotinamide N-methyltransferase IC50 5200.0 nM 10.1021/acs.jmedchem.2c00919
Homo sapiens Nicotinamide N-methyltransferase IC50 12510.0 nM 10.1021/acs.jmedchem.9b00413
Homo sapiens Nicotinamide N-methyltransferase IC50 100000.0 nM 10.1021/acs.jmedchem.2c00919
Homo sapiens Nicotinamide N-methyltransferase Inhibition 50.0 % 10.1021/acs.jmedchem.9b00413
Homo sapiens Protein-arginine N-methyltransferase 1 IC50 1000.0 nM 10.1016/j.bmcl.2010.02.069
Homo sapiens Protein arginine N-methyltransferase 5 IC50 8600.0 nM 10.1016/j.bmcl.2018.10.026
Homo sapiens Protein-beta-aspartate methyltransferase Ki 47000.0 nM 10.1021/jm00079a007
Homo sapiens Protein-beta-aspartate methyltransferase Ki 126000.0 nM 10.1021/jm00079a007
Homo sapiens RNA cytosine C(5)-methyltransferase NSUN2 Inhibition 77.1 % 10.1021/acs.jmedchem.2c00388
Homo sapiens Thiopurine S-methyltransferase Kd 10000.0 nM 10.1021/jm500325k
Homo sapiens tRNA (cytosine(38)-C(5))-methyltransferase Activity 13.3 % 10.1021/acsmedchemlett.3c00062
Homo sapiens tRNA (cytosine(38)-C(5))-methyltransferase Activity nan None 10.1021/acs.jmedchem.2c00388
Homo sapiens tRNA (cytosine(38)-C(5))-methyltransferase Activity nan None 10.1021/acsmedchemlett.3c00062
Homo sapiens tRNA (cytosine(38)-C(5))-methyltransferase deltaG -29.3 kJ/mol 10.1021/acs.jmedchem.2c00388
Homo sapiens tRNA (cytosine(38)-C(5))-methyltransferase deltaH -24.5 kJ/mol 10.1021/acs.jmedchem.2c00388
Homo sapiens tRNA (cytosine(38)-C(5))-methyltransferase IC50 13200.0 nM 10.1021/acs.jmedchem.2c00388
Homo sapiens tRNA (cytosine(38)-C(5))-methyltransferase Inhibition 83.5 % 10.1021/acs.jmedchem.2c00388
Homo sapiens tRNA (cytosine(38)-C(5))-methyltransferase Inhibition 94.0 % 10.1021/acs.jmedchem.2c00388
Homo sapiens tRNA (cytosine(38)-C(5))-methyltransferase Inhibition nan % 10.1021/acs.jmedchem.2c00388
Homo sapiens tRNA (cytosine(38)-C(5))-methyltransferase Kd 7500.0 nM 10.1021/acs.jmedchem.2c00388
Homo sapiens tRNA (cytosine(38)-C(5))-methyltransferase Kd 20900.0 nM 10.1021/acsmedchemlett.3c00062
Homo sapiens tRNA (cytosine(38)-C(5))-methyltransferase -TdeltaS -4.8 kJ/mol 10.1021/acs.jmedchem.2c00388
Homo sapiens tRNA (cytosine(72)-C(5))-methyltransferase NSUN6 Inhibition 70.2 % 10.1021/acs.jmedchem.2c00388
Leishmania donovani Leishmania donovani IC50 1000.0 nM 10.1016/j.bmc.2010.01.068
Leishmania donovani Leishmania donovani Inhibition 88.0 % 10.1021/jm00079a007
Leishmania donovani Leishmania donovani Inhibition 100.0 % 10.1021/jm00079a007
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab IC50 260.0 nM 10.1021/acsmedchemlett.2c00265
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab IC50 278.0 nM 10.1021/acs.jmedchem.2c00120
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab IC50 360.0 nM 10.1021/acs.jmedchem.2c00120
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 4.11 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 4.76 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 100.0 % 10.1021/acs.jmedchem.2c00120
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.06 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.05 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 2.28 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 15.0 % 10.1021/acsmedchemlett.2c00265
Zika virus NS5 IC50 1180.0 nM 10.1021/acs.jmedchem.9b00775
Zika virus NS5 IC50 1620.0 nM 10.1021/acs.jmedchem.9b00775
Zika virus Zika virus IC50 50000.0 nM 10.1016/j.ejmech.2018.08.057
None ADMET permeability nan None 10.1021/acsmedchemlett.1c00140
None Unchecked CC50 99210.0 nM 10.1021/acsmedchemlett.1c00140
None Unchecked CC50 nan None 10.1016/j.ejmech.2018.08.057
None Unchecked Delta Tm 4.4 degrees C 10.1016/j.ejmech.2020.112557
None Unchecked IC50 30.0 nM 10.1016/j.bmc.2020.115713
None Unchecked IC50 30.0 nM 10.1021/acs.jmedchem.5b01653
None Unchecked IC50 41.0 nM 10.1016/j.bmc.2020.115713
None Unchecked IC50 112.0 nM 10.1021/acsmedchemlett.1c00140
None Unchecked IC50 360.0 nM 10.1016/j.ejmech.2020.112557
None Unchecked IC50 383.0 nM 10.1021/acsmedchemlett.1c00140
None Unchecked IC50 450.0 nM 10.1021/acsmedchemlett.1c00140
None Unchecked IC50 496.0 nM 10.1021/acsmedchemlett.1c00140
None Unchecked IC50 630.0 nM 10.1016/j.ejmech.2021.113683
None Unchecked IC50 736.0 nM 10.1021/acsmedchemlett.1c00140
None Unchecked IC50 860.0 nM 10.1021/acsmedchemlett.1c00140
None Unchecked IC50 1180.0 nM 10.1016/j.ejmech.2021.113683
None Unchecked IC50 1670.0 nM 10.1016/j.bmc.2020.115745
None Unchecked IC50 1680.0 nM 10.1016/j.bmc.2020.115745
None Unchecked IC50 1890.0 nM 10.1016/j.bmc.2020.115745
None Unchecked IC50 1900.0 nM 10.1016/j.bmc.2020.115745
None Unchecked IC50 1900.0 nM 10.1021/jm400718n
None Unchecked IC50 11000.0 nM 10.1021/jm400718n
None Unchecked IC50 160000.0 nM 10.1021/jm400718n
None Unchecked Inhibition 98.3 % 10.1016/j.ejmech.2020.112557
None Unchecked Inhibition 99.8 % 10.1016/j.ejmech.2020.112557
None Unchecked Inhibition nan % 10.1021/acs.jmedchem.5b00327
None Unchecked Kd 136.0 nM 10.1021/acs.jmedchem.5b01653
None Unchecked Ratio 6.0 None 10.1021/acs.jmedchem.5b01653
None Unchecked Ratio IC50 0.32 None 10.1016/j.bmc.2020.115745
None Unchecked Ratio IC50 2.63 None 10.1016/j.bmc.2020.115745
None Unchecked Selectivity ratio 2.0 None 10.1021/acs.jmedchem.2c00388

Metabolism Information