5'-inosine monophosphate   Click here for help

GtoPdb Ligand ID: 5124

Abbreviated name: 5'-IMP
Synonyms: IMP | inosine 5'-monophosphate | inosinic acid
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 5
Rotatable bonds 4
Topological polar surface area 189.83
Molecular weight 348.05
XLogP -1.73
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC1C(O)C(OC1n1cnc2c1[nH]cnc2=O)COP(=O)(O)O
Isomeric SMILES O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1[nH]cnc2=O)COP(=O)(O)O
InChI InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
InChI Key GRSZFWQUAKGDAV-KQYNXXCUSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-3H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid
Synonyms Click here for help
IMP | inosine 5'-monophosphate | inosinic acid
Database Links Click here for help
CAS Registry No. 131-99-7
ChEBI CHEBI:17202
ChEMBL Ligand CHEMBL1207374
DrugBank Ligand DB04566
GtoPdb PubChem SID 178101817
Immunopaedia Search inosine monophosphate
PubChem CID 8582
RCSB PDB Ligand IMP
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Search UniChem for chemical match using the InChIKey GRSZFWQUAKGDAV-KQYNXXCUSA-N
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Wikipedia Inosine_monophosphate