carglumic acid   Click here for help

GtoPdb Ligand ID: 7458

Synonyms: N-carbamylglutamate | Carbaglu® | OE-312
Approved drug
carglumic acid is an approved drug (EMA (2003), FDA (2010))
Compound class: Synthetic organic
Comment: Carglumic acid is an orphan drug.
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 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 7
Hydrogen bond donors 4
Rotatable bonds 6
Topological polar surface area 129.72
Molecular weight 190.06
XLogP -1.78
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 OC(=O)CCC(C(=O)O)NC(=O)N
Isomeric SMILES OC(=O)CC[C@@H](C(=O)O)NC(=O)N
InChI InChI=1S/C6H10N2O5/c7-6(13)8-3(5(11)12)1-2-4(9)10/h3H,1-2H2,(H,9,10)(H,11,12)(H3,7,8,13)/t3-/m0/s1
InChI Key LCQLHJZYVOQKHU-VKHMYHEASA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA (2003), FDA (2010))
IUPAC Name Click here for help
(2S)-2-(carbamoylamino)pentanedioic acid
International Nonproprietary Names Click here for help
INN number INN
8008 carglumic acid
Synonyms Click here for help
N-carbamylglutamate | Carbaglu® | OE-312
Database Links Click here for help
CAS Registry No. 1188-38-1
ChEBI CHEBI:71028
ChEMBL Ligand CHEMBL1201780
DrugBank Ligand DB06775
DrugCentral Ligand 3068
GtoPdb PubChem SID 187051761
PubChem CID 121396
Search Google for chemical match using the InChIKey LCQLHJZYVOQKHU-VKHMYHEASA-N
Search Google for chemicals with the same backbone LCQLHJZYVOQKHU
Search PubMed clinical trials carglumic acid
Search PubMed titles carglumic acid
Search PubMed titles/abstracts carglumic acid
UniChem Compound Search for chemical match using the InChIKey LCQLHJZYVOQKHU-VKHMYHEASA-N
UniChem Connectivity Search for chemical match using the InChIKey LCQLHJZYVOQKHU-VKHMYHEASA-N
Wikipedia Carglumic acid