glycine   Click here for help

GtoPdb Ligand ID: 727

PDB Ligand
Compound class: Metabolite
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species

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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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Click here for structure editor
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 CDK toolkit. 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 2
Rotatable bonds 1
Topological polar surface area 63.32
Molecular weight 75.03
XLogP -3.35
No. Lipinski's rules broken 0
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.

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Canonical SMILES NCC(=O)O
Isomeric SMILES NCC(=O)O
InChI InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)
InChI Key DHMQDGOQFOQNFH-UHFFFAOYSA-N
References
1. Albers A, Bröer A, Wagner CA, Setiawan I, Lang PA, Kranz EU, Lang F, Bröer S. (2001)
Na+ transport by the neural glutamine transporter ATA1.
Pflugers Arch, 443 (1): 92-101. [PMID:11692272]
2. Bormann J, Rundström N, Betz H, Langosch D. (1993)
Residues within transmembrane segment M2 determine chloride conductance of glycine receptor homo- and hetero-oligomers.
EMBO J, 12 (10): 3729-37. [PMID:8404844]
3. Bröer S. (2006)
The SLC6 orphans are forming a family of amino acid transporters.
Neurochem Int, 48 (6-7): 559-67. [PMID:16540203]
4. Christopoulos A, Changeux JP, Catterall WA, Fabbro D, Burris TP, Cidlowski JA, Olsen RW, Peters JA, Neubig RR, Pin JP et al.. (2014)
International union of basic and clinical pharmacology. XC. multisite pharmacology: recommendations for the nomenclature of receptor allosterism and allosteric ligands.
Pharmacol Rev, 66 (4): 918-47. [PMID:25026896]
5. Hatanaka T, Huang W, Ling R, Prasad PD, Sugawara M, Leibach FH, Ganapathy V. (2001)
Evidence for the transport of neutral as well as cationic amino acids by ATA3, a novel and liver-specific subtype of amino acid transport system A.
Biochim Biophys Acta, 1510 (1-2): 10-7. [PMID:11342143]
6. Hatanaka T, Huang W, Wang H, Sugawara M, Prasad PD, Leibach FH, Ganapathy V. (2000)
Primary structure, functional characteristics and tissue expression pattern of human ATA2, a subtype of amino acid transport system A.
Biochim Biophys Acta, 1467 (1): 1-6. [PMID:10930503]
7. Lynch JW, Rajendra S, Pierce KD, Handford CA, Barry PH, Schofield PR. (1997)
Identification of intracellular and extracellular domains mediating signal transduction in the inhibitory glycine receptor chloride channel.
EMBO J, 16 (1): 110-20. [PMID:9009272]
8. Nakanishi T, Sugawara M, Huang W, Martindale RG, Leibach FH, Ganapathy ME, Prasad PD, Ganapathy V. (2001)
Structure, function, and tissue expression pattern of human SN2, a subtype of the amino acid transport system N.
Biochem Biophys Res Commun, 281 (5): 1343-8. [PMID:11243884]
9. Thwaites DT, Anderson CM. (2011)
The SLC36 family of proton-coupled amino acid transporters and their potential role in drug transport.
Br J Pharmacol, 164 (7): 1802-16. [PMID:21501141]
10. Vanslambrouck JM, Bröer A, Thavyogarajah T, Holst J, Bailey CG, Bröer S, Rasko JE. (2010)
Renal imino acid and glycine transport system ontogeny and involvement in developmental iminoglycinuria.
Biochem J, 428 (3): 397-407. [PMID:20377526]
11. Wellendorph P, Hansen KB, Balsgaard A, Greenwood JR, Egebjerg J, Bräuner-Osborne H. (2005)
Deorphanization of GPRC6A: a promiscuous L-alpha-amino acid receptor with preference for basic amino acids.
Mol Pharmacol, 67 (3): 589-97. [PMID:15576628]
12. Zaia KA, Reimer RJ. (2009)
Synaptic Vesicle Protein NTT4/XT1 (SLC6A17) Catalyzes Na+-coupled Neutral Amino Acid Transport.
J Biol Chem, 284 (13): 8439-48. [PMID:19147495]