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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL521
CHEMBL521
Compound Name IBUPROFEN
ChEMBL Synonyms CAP-PROFEN | APSIFEN-F | ADVIL MIGRAINE LIQUI-GELS | ADVIL LIQUI-GELS | ADVIL | SUSPREN | PROFLEX SR | PEDEA | MOTRIN MIGRAINE PAIN | MOTRIN IB | MOTRIN | MANORFEN | LOBUFEN | IBUSPRAY | IBUPRIN | DEEP RELIEF | CHILDREN'S MOTRIN | ANADIN ULTRA | ANADIN LIQUIFAST | ACHES-N-PAIN | NUROFEN MAX STRGTH MIG PAIN | FEMINAX EXPRESS | IBUPROFEN SODIUM | PROFEN | PHENSIC | NUROFEN CHILD | NUROFEN 400 | JUNIOR STRENGTH MOTRIN | IBUCALM | IBU-TAB | ARTHROFEN 600 | APSIFEN | NUROFEN MIGRAINE PAIN | U-18,573 | SECLODIN | RIMAFEN | PACIFENE | NUROFEN PLUS | MIGRAFEN | LIDIFEN | JUNIFEN | INOVEN | IBUPROHM | IBUMETIN | FEVERFEN | CO-OP | CHILDREN'S IBUPROFEN | BRUFEN RET | NUROFEN TENSION HEADACHE | NUROFEN ADVANCE | TAB-PROFEN | PHORPAIN | MIDOL | MAXA-GESIC | ISISFEN | IBUDERM | IBU-SLO | FLEXIMEX | CODAFEN CONTINUS | CHILDREN'S ELIXSURE | CALDOLOR | ANADIN JOINT PAIN | NEOPROFEN | IBUPROFEN LYSINE | RELCOFEN | PHORPAIN MAX STRGH | PAXOFEN | ORBIFEN | MEDIPREN | JUNIOR STRENGTH IBUPROFEN | IBUTIME | IBUPROFEN | IBUGEL FTE | IBUGEL | FENPAED | FENBID | CHILDREN'S ADVIL-FLAVORED | PROFLEX | PHOR PAIN | NUROFEN SOLB | NUPRIN | LIDIFEN-F | INABRIN | IBULEVE | CUPROFEN PLUS | ANADIN PERIOD PAIN RELIEF | IBULAR | IBUFAC | IBU-TAB 200 | FEMAFEN | EBUFAC | ARTHROFEN 400 | ARTHROFEN 200 | NUROFEN SINUS | NUROFEN FOR CHILD | NOVAPRIN | MANDAFEN | JUNIOR STRENGTH ADVIL | IBUMED | RUFEN | PEDIATRIC ADVIL | NUROFEN RECOVERY | NUROFEN BACK PAIN SR | MIDOL LIQUID GELS | IBUMOUSSE | FENBID FTE | CUPROFEN FOR CHILD | CHILDREN'S ADVIL
Max Phase 4 (Approved)
Trade Names CALDOLOR | CHILDREN'S ELIXSURE | CODAFEN CONTINUS | FLEXIMEX | IBU-SLO | IBUDERM | ISISFEN | MAXA-GESIC | MIDOL | PHORPAIN | TAB-PROFEN | IBUPROFEN LYSINE | NEOPROFEN | ANADIN JOINT PAIN | CHILDREN'S ADVIL-FLAVORED | FENBID | FENPAED | IBUGEL | IBUGEL FTE | IBUPROFEN | IBUTIME | JUNIOR STRENGTH IBUPROFEN | MEDIPREN | ORBIFEN | PAXOFEN | PHORPAIN MAX STRGH | RELCOFEN | ANADIN PERIOD PAIN RELIEF | CUPROFEN PLUS | IBULEVE | INABRIN | LIDIFEN-F | NUPRIN | NUROFEN SOLB | PHOR PAIN | PROFLEX | ARTHROFEN 200 | ARTHROFEN 400 | EBUFAC | FEMAFEN | IBU-TAB 200 | IBUFAC | IBULAR | IBUMED | JUNIOR STRENGTH ADVIL | MANDAFEN | NOVAPRIN | NUROFEN FOR CHILD | NUROFEN SINUS | ADVIL | ADVIL LIQUI-GELS | ADVIL MIGRAINE LIQUI-GELS | APSIFEN-F | CAP-PROFEN | CHILDREN'S ADVIL | CUPROFEN FOR CHILD | FENBID FTE | IBUMOUSSE | MIDOL LIQUID GELS | NUROFEN BACK PAIN SR | NUROFEN RECOVERY | PEDIATRIC ADVIL | RUFEN | FEMINAX EXPRESS | NUROFEN MAX STRGTH MIG PAIN | ACHES-N-PAIN | ANADIN LIQUIFAST | ANADIN ULTRA | CHILDREN'S MOTRIN | DEEP RELIEF | IBUPRIN | IBUSPRAY | LOBUFEN | MANORFEN | MOTRIN | MOTRIN IB | MOTRIN MIGRAINE PAIN | PEDEA | PROFLEX SR | SUSPREN | IBUPROFEN SODIUM | NUROFEN MIGRAINE PAIN | APSIFEN | ARTHROFEN 600 | IBU-TAB | IBUCALM | JUNIOR STRENGTH MOTRIN | NUROFEN 400 | NUROFEN CHILD | PHENSIC | PROFEN | NUROFEN ADVANCE | NUROFEN TENSION HEADACHE | BRUFEN RET | CHILDREN'S IBUPROFEN | CO-OP | FEVERFEN | IBUMETIN | IBUPROHM | INOVEN | JUNIFEN | LIDIFEN | MIGRAFEN | NUROFEN PLUS | PACIFENE | RIMAFEN | SECLODIN
Molecular Formula C13H18O2

Additional synonyms for CHEMBL521 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)Cc1ccc(cc1)C(C)C(=O)O
Standard InChI InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4 ...
Download InChI
Standard InChI Key HEFNNWSXXWATRW-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL521

Molecule Features

CHEMBL521 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cyclooxygenase inhibitor Cyclooxygenase FDA ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
ArthralgiaD018771HP:0002829arthralgia4ATC
Breast NeoplasmsD001943EFO:0000305breast carcinoma3ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection3ClinicalTrials
VaginitisD014627EFO:0005757vaginal inflammation4ATC
HeadacheD006261HP:0002315Headache3ClinicalTrials
Hypotension, OrthostaticD007024EFO:0005252orthostatic hypotension1ClinicalTrials
Muscular Dystrophy, DuchenneD020388Orphanet:98896Duchenne muscular dystrophy1ClinicalTrials
PeriodontitisD010518EFO:0000649periodontitis2ClinicalTrials
SinusitisD012852EFO:0007486sinusitis2ClinicalTrials
Breast NeoplasmsD001943EFO:0003869breast neoplasm3ClinicalTrials
DysmenorrheaD0044123ClinicalTrials
HypertensionD006973EFO:0000537hypertension2ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
OsteoarthritisD010003EFO:0002506osteoarthritis3ClinicalTrials
Tooth DiseasesD014076EFO:1001216tooth disease2ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease1ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression2ClinicalTrials
Diabetes Mellitus, Type 1D003922EFO:0001359type I diabetes mellitus2ClinicalTrials
Fractures, BoneD050723EFO:0003931bone fracture3ClinicalTrials
Granulomatous Disease, ChronicD006105Orphanet:379Chronic granulomatous disease2ClinicalTrials
Premature BirthD047928EFO:0003917premature birth1ClinicalTrials
SpondylarthropathiesD025242EFO:0000706spondyloarthropathy2ClinicalTrials
Stomatitis, AphthousD013281EFO:0003938aphthous ulcer2ClinicalTrials
SunburnD013471EFO:0003958sunburn2ClinicalTrials
Temporomandibular Joint DisordersD013705EFO:0005279temporomandibular joint disorder1ClinicalTrials
Rheumatic DiseasesD012216EFO:0005755rheumatic disease4ATC
ATC
Brachial Plexus NeuritisD020968EFO:1000843brachial plexus neuritis2ClinicalTrials
Ductus Arteriosus, PatentD0043744ClinicalTrials
DailyMed
ClinicalTrials
EmphysemaD004646EFO:0000464emphysema2ClinicalTrials
HemorrhageD006470MP:0001914hemorrhage2ClinicalTrials
Migraine DisordersD008881EFO:0003821migraine disorder2ClinicalTrials
MyalgiaD063806HP:0003326Myalgia4ATC
Peptic UlcerD010437HP:0004398Peptic ulcer3ClinicalTrials
Retinopathy of PrematurityD012178EFO:1001158retinopathy of prematurity2ClinicalTrials
TuberculosisD014376Orphanet:3389Tuberculosis2ClinicalTrials
Altitude SicknessD000532EFO:1000782altitude sickness3ClinicalTrials
Brain DiseasesD001927EFO:0005774brain disease2ClinicalTrials
Bronchopulmonary DysplasiaD001997Orphanet:70589Bronchopulmonary dysplasia2ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Cerebral PalsyD002547EFO:1000632cerebral palsy3ClinicalTrials
Cognitive DysfunctionD060825HP:0100543cognitive impairment2ClinicalTrials
FeverD005334HP:0001945fever3ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis3ClinicalTrials
Muscular DiseasesD009135EFO:0002970muscular disease2ClinicalTrials
Osteoarthritis, KneeD020370EFO:0004616osteoarthritis, knee1ClinicalTrials
Spinal Cord InjuriesD013119EFO:1001919Spinal cord injury1ClinicalTrials
Common ColdD003139EFO:0007214common cold3ClinicalTrials
NeoplasmsD009369EFO:0000311cancer2ClinicalTrials
PainD010146EFO:0003843pain3ClinicalTrials
Rhinitis, Allergic, SeasonalD006255EFO:0005854allergic rhinitis1ClinicalTrials
Sleep Apnea, ObstructiveD020181EFO:0003918obstructive sleep apnea3ClinicalTrials

Clinical Data

ClinicalTrials.gov IBUPROFEN
The Cochrane Collaboration IBUPROFEN

Metabolites for CHEMBL521

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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 CHEMBL521. 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
CHEMBL3768 Neprilysin Oryctolagus cuniculus 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL2590 Aminopeptidase N Sus scrofa 0.999
CHEMBL3369 Neprilysin Rattus norvegicus 0.999
CHEMBL2949 Cyclooxygenase-1 Ovis aries 0.997
CHEMBL4829 Acetyl-CoA carboxylase 2 Homo sapiens 0.993
CHEMBL1892 Glutamate carboxypeptidase II Homo sapiens 0.989
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.946
CHEMBL5689 Tryptophan 5-hydroxylase 1 Homo sapiens 0.920
CHEMBL332 Matrix metalloproteinase-1 Homo sapiens 0.896
CHEMBL4117 Zinc aminopeptidase Plasmodium falciparum FcB1/Columbia 0.881
CHEMBL4791 Endothelin-converting enzyme 1 Homo sapiens 0.871
CHEMBL3399910 Probable G-protein coupled receptor 88 Homo sapiens 0.864
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 0.862
CHEMBL1907 Aminopeptidase N Homo sapiens 0.857
CHEMBL3736 Angiotensin-converting enzyme 2 Homo sapiens 0.840
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 0.821
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.781
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.658
CHEMBL283 Matrix metalloproteinase 3 Homo sapiens 0.611



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3768 Neprilysin Oryctolagus cuniculus 1.000
CHEMBL2949 Cyclooxygenase-1 Ovis aries 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL2590 Aminopeptidase N Sus scrofa 0.999
CHEMBL3369 Neprilysin Rattus norvegicus 0.999
CHEMBL1907 Aminopeptidase N Homo sapiens 0.997
CHEMBL4829 Acetyl-CoA carboxylase 2 Homo sapiens 0.997
CHEMBL4117 Zinc aminopeptidase Plasmodium falciparum FcB1/Columbia 0.995
CHEMBL1892 Glutamate carboxypeptidase II Homo sapiens 0.995
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 0.979
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.943
CHEMBL3392 Thermolysin Bacillus thermoproteolyticus 0.913
CHEMBL332 Matrix metalloproteinase-1 Homo sapiens 0.912
CHEMBL3736 Angiotensin-converting enzyme 2 Homo sapiens 0.905
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.893
CHEMBL5689 Tryptophan 5-hydroxylase 1 Homo sapiens 0.891
CHEMBL3481 Carboxypeptidase A1 Bos taurus 0.886
CHEMBL4791 Endothelin-converting enzyme 1 Homo sapiens 0.883
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.835
CHEMBL3399910 Probable G-protein coupled receptor 88 Homo sapiens 0.832

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
206.3 206.1307 3.07 4 37.3 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
1 1 0 2 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.41 - 3.5 .58 1 15 0.82

Structural Alerts

There are no structural alerts for CHEMBL521

Compound Cross References

ATC M - MUSCULO-SKELETAL SYSTEM
M01 - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M01A - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
M01AE - Propionic acid derivatives
M01AE01 - ibuprofen

R - RESPIRATORY SYSTEM
R02 - THROAT PREPARATIONS
R02A - THROAT PREPARATIONS
R02AX - Other throat preparations
R02AX02 - ibuprofen

C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01E - OTHER CARDIAC PREPARATIONS
C01EB - Other cardiac preparations
C01EB16 - ibuprofen

M - MUSCULO-SKELETAL SYSTEM
M02 - TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
M02A - TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
M02AA - Antiinflammatory preparations, non-steroids for topical use
M02AA13 - ibuprofen

G - GENITO URINARY SYSTEM AND SEX HORMONES
G02 - OTHER GYNECOLOGICALS
G02C - OTHER GYNECOLOGICALS
G02CC - Antiinflammatory products for vaginal administration
G02CC01 - ibuprofen

M - MUSCULO-SKELETAL SYSTEM
M01 - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M01A - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
M01AE - Propionic acid derivatives
M01AE51 - ibuprofen, combinations

ChemSpider ChemSpider:HEFNNWSXXWATRW-UHFFFAOYSA-N
DailyMed ibuprofen ibuprofen lysine ibuprofen sodium
PubChem SID: 104171175 SID: 124880372 SID: 124880375 SID: 138460 SID: 144203721 SID: 144208582 SID: 144213146 SID: 170464979 SID: 174007269 SID: 26747223 SID: 26747224 SID: 26752326 SID: 50105276 SID: 50105277 SID: 50105278 SID: 56422436 SID: 85231082 SID: 855602 SID: 90341584
Wikipedia Ibuprofen

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL521



ACToR 139466-08-3 15687-27-1
Atlas ibuprofen
BindingDB 50009859
Brenda 1645 37328 111728 29348
ChEBI 5855
ChemicalBook CB4336930
DrugBank DB01050
DrugCentral 1407
eMolecules 539665
EPA CompTox Dashboard DTXSID5020732
Guide to Pharmacology 2713
Human Metabolome Database HMDB0001925
IBM Patent System 22C852715F63498D08D911BFF05FF900
KEGG Ligand C01588
LINCS LSM-1354
Mcule MCULE-9475454445
MolPort MolPort-001-791-802
NIH Clinical Collection SAM002264619
Nikkaji J3.134H
NMRShiftDB 20200142
PharmGKB PA449957
PubChem 3672
PubChem: Drugs of the Future 125299288
PubChem: Thomson Pharma 14822381
Selleck Ibuprofen(Advil)
SureChEMBL SCHEMBL3001

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