LEUCINE

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Search structure


Synonyms	E641 FEMA NO. 3297 L-leucine Leucine Leucine, l NSC-46709
Status
Molecule Category	UNKNOWN
UNII	GMW67QNF9C
EPA CompTox	DTXSID9023203


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

Structure


InChI Key	ROHFNLRQFUQHCH-YFKPBYRVSA-N
Smiles	CC(C)C[C@H](N)C(=O)O
InChI	InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C6H13NO2
Molecular Weight	131.18
AlogP	0.44
Hydrogen Bond Acceptor	2.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	3.0
Polar Surface Area	63.32
Molecular species	ZWITTERION
Aromatic Rings	0.0
Heavy Atoms	9.0

Assay Description	Organism	Bioactivity	Reference
Binding affinity to Aquifex aeolicus sodium-coupled leucine transporter	Aquifex aeolicus	20.0 nM
Binding affinity to LPS assessed as inhibition of LPS-induced LAL enzyme activation at 9 uM after 30 mins by spectrophotometric analysis	None	90.0 %
Binding affinity to LPS assessed as inhibition of LPS-induced LAL enzyme activation at 4.5 uM after 30 mins by spectrophotometric analysis	None	72.0 %
Inhibition of human LAT1 expressed in HEK cells assessed as reduction in uptake of [3H]-gabapentin at 200 uM after 3 mins by scintillation counting based cis-inhibition assay	Homo sapiens	78.0 %
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	73.0 %
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	-6.28 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	2.304 %
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	-0.06 %		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	-0.06 %
Inhibition of human LAT1 expressed in HEK293-T-Rex cells assessed as inhibition of [3H]-gabapentin uptake at 200 uM by scintillation counting cis-inhibition assay	Homo sapiens	73.0 %

Cross References

Resources	Reference
ChEBI	57427
ChEMBL	CHEMBL291962
DrugBank	DB00149
DrugCentral	1557
FDA SRS	GMW67QNF9C
Human Metabolome Database	HMDB0062203
Guide to Pharmacology	3312
KEGG	C00123
PDB	LEU
PubChem	6106
SureChEMBL	SCHEMBL3889
ZINC	ZINC000003645145

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).