5'-inosine monophosphate   

GtoPdb Ligand ID: 5124

Abbreviated name: 5'-IMP
Synonyms: IMP | inosine 5'-monophosphate | inosinic acid
2D Structure
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Physico-chemical Properties
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
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
Compound class Metabolite or derivative
IUPAC Name
{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-3H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid
Synonyms
IMP | inosine 5'-monophosphate | inosinic acid
Database Links
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
Search Google for chemical match using the InChIKey GRSZFWQUAKGDAV-KQYNXXCUSA-N
Search Google for chemicals with the same backbone GRSZFWQUAKGDAV
Search UniChem for chemical match using the InChIKey GRSZFWQUAKGDAV-KQYNXXCUSA-N
Search UniChem for chemicals with the same backbone GRSZFWQUAKGDAV
Wikipedia Inosine_monophosphate