L-tyrosine   Click here for help

GtoPdb Ligand ID: 4791

Abbreviated name: L-Tyr
PDB Ligand
Compound class: Metabolite
Comment: Tyrosine is precursor to noradenaline.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 3
Topological polar surface area 83.55
Molecular weight 181.07
XLogP -1.78
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES OC(=O)C(Cc1ccc(cc1)O)N
Isomeric SMILES OC(=O)[C@H](Cc1ccc(cc1)O)N
InChI InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1
InChI Key OUYCCCASQSFEME-QMMMGPOBSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Metabolite
IUPAC Name Click here for help
(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid
International Nonproprietary Names Click here for help
INN number INN
6174 tyrosine
Database Links Click here for help
CAS Registry No. 60-18-4 (source: Scifinder)
ChEBI CHEBI:17895
ChEMBL Ligand CHEMBL925
DrugBank Ligand DB00135
DrugCentral Ligand 2786
GtoPdb PubChem SID 178101493
PubChem CID 6057
RCSB PDB Ligand TYR
Search Google for chemical match using the InChIKey OUYCCCASQSFEME-QMMMGPOBSA-N
Search Google for chemicals with the same backbone OUYCCCASQSFEME
Search PubMed clinical trials tyrosine
Search PubMed titles tyrosine
Search PubMed titles/abstracts tyrosine
UniChem Compound Search for chemical match using the InChIKey OUYCCCASQSFEME-QMMMGPOBSA-N
UniChem Connectivity Search for chemical match using the InChIKey OUYCCCASQSFEME-QMMMGPOBSA-N
Wikipedia L-tyrosine