domoic acid   

GtoPdb Ligand ID: 4181

Synonyms: domoate | NSC 288031
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 7
Topological polar surface area 123.93
Molecular weight 311.14
XLogP -0
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)CC1C(CNC1C(=O)O)C(=CC=CC(C(=O)O)C)C
Isomeric SMILES OC(=O)C[C@H]1[C@H](CN[C@@H]1C(=O)O)/C(=C\C=C\[C@H](C(=O)O)C)/C
InChI InChI=1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3+,8-4-/t9-,10+,11-,13+/m1/s1
InChI Key VZFRNCSOCOPNDB-AOKDLOFSSA-N
Classification
Compound class Natural product or derivative
IUPAC Name
(2S,3S,4S)-4-[(2Z,4E,6R)-6-carboxy-6-methylhexa-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid
Synonyms
domoate | NSC 288031
Database Links
CAS Registry No. 14277-97-5 (source: Scifinder)
ChEBI CHEBI:34727
ChEMBL Ligand CHEMBL1232313
DrugBank Ligand DB02852
GtoPdb PubChem SID 178101000
PubChem CID 5282253
RCSB PDB Ligand DOQ
Search Google for chemical match using the InChIKey VZFRNCSOCOPNDB-AOKDLOFSSA-N
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Search UniChem for chemical match using the InChIKey VZFRNCSOCOPNDB-AOKDLOFSSA-N
Search UniChem for chemicals with the same backbone VZFRNCSOCOPNDB
Wikipedia Domoate

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Tocris
Domoic acid
Cat. No. 0269