LYSINE

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Search structure


Synonyms	Lysine
Status
Molecule Category	UNKNOWN
ATC	B05XB03
UNII	K3Z4F929H6
EPA CompTox	DTXSID6023232


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	KDXKERNSBIXSRK-YFKPBYRVSA-N
Smiles	NCCCC[C@H](N)C(=O)O
InChI	InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C6H14N2O2
Molecular Weight	146.19
AlogP	-0.47
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	3.0
Number of Rotational Bond	5.0
Polar Surface Area	89.34
Molecular species	ZWITTERION
Aromatic Rings	0.0
Heavy Atoms	10.0

Bioactivity

Mechanism of Action	Action	Reference
Radioprotective agent	None	EMA

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Oxidoreductase	-	61200	-	54600	-
Enzyme	-	61200	-	54600	50
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC03 and SLC07 families of heteromeric amino acid transporters (HATs) SLC07 Cationic amino acid transporter/glycoprotein-associated family	-	-	-	-

Assay Description	Organism	Bioactivity	Reference
Binding affinity to Bacillus subtilis 168 1A1 lysine riboswitch 179 lysc by in-line probing assay	Bacillus subtilis subsp. subtilis str. 168	360.0 nM
Binding affinity to lysC riboswitch in Bacillus subtilis	Bacillus subtilis	360.0 nM
Cis-inhibition of human LAT1 expressed in TREx HEK293 cells at 200 uM assessed as inhibition of [3H]-gabapentin uptake at 200 uM preincubated for 3 mins at 37 degC followed by washing with choline buffer and measured after 3 hrs by scintillation counting analysis relative to BCH	Homo sapiens	-2.1 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	-11.14 %
Inhibition of Escherichia coli dihydrodipicolinate synthase at 1 mM relative to control	Escherichia coli	50.0 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	9.479 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.01 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.01 %

Cross References

Resources	Reference
ChEBI	133538
ChEMBL	CHEMBL8085
DrugBank	DB00123
DrugCentral	1622
FDA SRS	K3Z4F929H6
Human Metabolome Database	HMDB0000182
Guide to Pharmacology	724
KEGG	C00047
PharmGKB	PA450280
PubChem	5962
SureChEMBL	SCHEMBL1646
ZINC	ZINC000001532522

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).