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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL866
CHEMBL866
Compound Name MYCOPHENOLIC ACID
ChEMBL Synonyms MYCOPHENOLATE SODIUM | ERL 080 | 68618 | MYFORTIC | RS-61443 [AS MOFETIL] | MYCOPHENOLIC ACID
Max Phase 4 (Approved)
Trade Names MYCOPHENOLIC ACID | MYFORTIC
Molecular Formula C17H20O6

Additional synonyms for CHEMBL866 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1c(C)c2COC(=O)c2c(O)c1C\C=C(/C)\CCC(=O)O
Standard InChI InChI=1S/C17H20O6/c1-9(5-7-13(18)19)4-6-11-15(20)14-12(8-23- ...
Download InChI
Standard InChI Key HPNSFSBZBAHARI-RUDMXATFSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • Harvard Malaria Screening
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL866

Molecule Features

CHEMBL866 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Inosine-5'-monophosphate dehydrogenase (IMPDH) inhibitor Inosine-5'-monophosphate dehydrogenase (IMPDH) DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
GRAFT VS HOST DISEASED006086EFO:0004599ACUTE GRAFT VS. HOST DISEASE3ClinicalTrials
IMMUNE SYSTEM DISEASESD007154EFO:0000540IMMUNE SYSTEM DISEASE4ATC
RENAL INSUFFICIENCY, CHRONICD051436EFO:0003884CHRONIC KIDNEY DISEASE1ClinicalTrials
AUTOIMMUNE DISEASESD001327EFO:0005140AUTOIMMUNE DISEASE3ClinicalTrials

Clinical Data

ClinicalTrials.gov MYCOPHENOLIC ACID
The Cochrane Collaboration MYCOPHENOLIC ACID

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL866. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL2002 Inosine-5'-monophosphate dehydrogenase 2 Homo sapiens 1.000
CHEMBL1822 Inosine-5'-monophosphate dehydrogenase 1 Homo sapiens 1.000
CHEMBL215 Arachidonate 5-lipoxygenase Homo sapiens 0.760
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 0.380
CHEMBL3797 Serine-protein kinase ATM Homo sapiens 0.373
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.295
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.272
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.202



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2002 Inosine-5'-monophosphate dehydrogenase 2 Homo sapiens 1.000
CHEMBL1822 Inosine-5'-monophosphate dehydrogenase 1 Homo sapiens 1.000
CHEMBL5189 Sialidase Clostridium perfringens 1.000
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.765
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.720
CHEMBL5393 ATP-binding cassette sub-family G member 2 Homo sapiens 0.513
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.493
CHEMBL4426 Phospholipase A2 group 1B Homo sapiens 0.374

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
320.3 320.126 3.16 6 93.06 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 2 0 6 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.71 - 3.84 1.17 1 23 0.62

Structural Alerts

There are 3 structural alerts for CHEMBL866. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L04 - IMMUNOSUPPRESSANTS
L04A - IMMUNOSUPPRESSANTS
L04AA - Selective immunosuppressants
L04AA06 - mycophenolic acid

ChemSpider ChemSpider:HPNSFSBZBAHARI-RUDMXATFSA-N
DailyMed mycophenolic acid
PubChem SID: 11112696 SID: 11112697 SID: 11114111 SID: 124882524 SID: 124882525 SID: 124882528 SID: 124882529 SID: 124882530 SID: 144204161 SID: 170465182 SID: 26747168 SID: 26752207 SID: 26752208 SID: 420202 SID: 47193743 SID: 50104875 SID: 85148364
Wikipedia Mycophenolic_acid

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL866



ACToR 483-60-3 24280-93-1
BindingDB 19264
Brenda 6557 570
ChEBI 168396
DrugBank DB01024
DrugCentral 1860
eMolecules 18595868
EPA CompTox Dashboard DTXSID4041070
FDA SRS HU9DX48N0T
Guide to Pharmacology 6832
Human Metabolome Database HMDB0015159
IBM Patent System C3F5579C4FD5E12698907C485F89F1AA
LINCS LSM-42933
Mcule MCULE-1991681277
Metabolights MTBLC168396
MolPort MolPort-006-111-411
Nikkaji J49.437B J2.768E
PDBe MOA
PharmGKB PA164748728
PubChem 446541
PubChem: Thomson Pharma 14850485
Selleck Mycophenolic-acid(Mycophenolate)
SureChEMBL SCHEMBL4549
ZINC ZINC000000001758

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/HPNSFSBZBAHARI-RUDMXATFSA-N spacer
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