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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL704
CHEMBL704
Compound Name MESALAMINE
ChEMBL Synonyms ROWASA | MESALAMINE | MESALAZINE | MESREN MR | MEZAVANT XL | IPOCOL | SALOFALK | SFROWASA | LIALDA | APRISO | COLTEC EC | DELZICOL | PENTASA | MESALAZINE | CANASA | ASACOL | ASACOL HD | OCTASA | PENTASA SR | FISALAMINE
Max Phase 4 (Approved)
Trade Names PENTASA SR | ROWASA | ASACOL | ASACOL HD | OCTASA | CANASA | APRISO | COLTEC EC | DELZICOL | PENTASA | LIALDA | IPOCOL | SALOFALK | SFROWASA | MESALAMINE | MESREN MR | MEZAVANT XL
Molecular Formula C7H7NO3

Additional synonyms for CHEMBL704 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1ccc(O)c(c1)C(=O)O
Standard InChI InChI=1S/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,1 ...
Download InChI
Standard InChI Key KBOPZPXVLCULAV-UHFFFAOYSA-N

Sources

  • British National Formulary
  • 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


CHEMBL704

Molecule Features

CHEMBL704 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:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Arachidonate 5-lipoxygenase inhibitor Arachidonate 5-lipoxygenase PubMed PubMed PubMed
Cyclooxygenase inhibitor Cyclooxygenase PubMed PubMed PubMed
Peroxisome proliferator-activated receptor gamma agonist Peroxisome proliferator-activated receptor gamma PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
ProctitisD011349EFO:0005628proctitis3ClinicalTrials
ColitisD003092EFO:0003872colitis2ClinicalTrials
Colitis, UlcerativeD003093EFO:0000729ulcerative colitis3ClinicalTrials
Colitis, CollagenousD046729EFO:1001293collagenous colitis3ClinicalTrials
Colitis, LymphocyticD046730EFO:1001294lymphocytic colitis3ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma2ClinicalTrials
DiverticulitisD004238EFO:1001460diverticulitis3ClinicalTrials
Irritable Bowel SyndromeD043183EFO:0000555irritable bowel syndrome3ClinicalTrials
BerylliosisD001607EFO:0007168berylliosis1ClinicalTrials
Nutrition DisordersD009748EFO:0001069nutritional disorder1ClinicalTrials
Diverticulum, ColonD0042412ClinicalTrials
Colorectal Neoplasms, Hereditary NonpolyposisD003123Orphanet:144Lynch syndrome2ClinicalTrials
AdenomaD000236EFO:0005406colorectal adenoma2ClinicalTrials
Crohn DiseaseD003424EFO:0000384Crohn's disease3ClinicalTrials

Clinical Data

ClinicalTrials.gov MESALAMINE
The Cochrane Collaboration MESALAMINE

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 CHEMBL704. 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
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.914
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.880
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.860
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.724
CHEMBL3991 Coagulation factor VII Homo sapiens 0.562
CHEMBL3471 Human immunodeficiency virus type 1 integrase Human immunodeficiency virus 1 0.510
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.459
CHEMBL5567 Luciferin 4-monooxygenase Photinus pyralis 0.323
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.317
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.303
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.240



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.988
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.981
CHEMBL3471 Human immunodeficiency virus type 1 integrase Human immunodeficiency virus 1 0.979
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.897
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.896
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.887
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.879
CHEMBL335 Protein-tyrosine phosphatase 1B Homo sapiens 0.782
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.688
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.669
CHEMBL5508 Dual specificity tyrosine-phosphorylation-regulated kinase 1A Rattus norvegicus 0.614
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 0.606
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.600
CHEMBL6175 Lysine-specific demethylase 4C Homo sapiens 0.586
CHEMBL2487 Beta amyloid A4 protein Homo sapiens 0.575
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.559
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.521
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.508
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.507
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.506

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
153.1 153.0426 0.67 1 83.55 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 3 0 4 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
1.9 5.43 .74 -2.39 1 11 0.41

Structural Alerts

There are 4 structural alerts for CHEMBL704. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A07 - ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
A07E - INTESTINAL ANTIINFLAMMATORY AGENTS
A07EC - Aminosalicylic acid and similar agents
A07EC02 - mesalazine

ChemSpider ChemSpider:KBOPZPXVLCULAV-UHFFFAOYSA-N
DailyMed mesalamine
PubChem SID: 104171289 SID: 11112235 SID: 144203935 SID: 144208808 SID: 144213442 SID: 170464840 SID: 17389224 SID: 26752847 SID: 49681712
Wikipedia Mesalazine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL704



ACToR 89-57-6 61513-32-4
Atlas mesalazine
BindingDB 60918
Brenda 36968 109764 1817 3607
ChEBI 6775
ChemicalBook CB1480481
DrugBank DB00244
DrugCentral 1710
eMolecules 477209
EPA CompTox Dashboard DTXSID5024506
FDA SRS 4Q81I59GXC
Guide to Pharmacology 2700
Human Metabolome Database HMDB0014389
IBM Patent System 9CFBA99D3683B9A41E263D64FDE48828
LINCS LSM-5427
Mcule MCULE-5752745805
MolPort MolPort-001-641-024
NIH Clinical Collection SAM001247020
Nikkaji J32.511B
NMRShiftDB 20037775
PharmGKB PA450384
PubChem 4075 122508122
PubChem: Drugs of the Future 12015286
PubChem: Thomson Pharma 15170925
Selleck Mesalamine(Lialda)
SureChEMBL SCHEMBL18038934 SCHEMBL31297
ZINC ZINC000000001688

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