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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL877
CHEMBL877
Compound Name TRANEXAMIC ACID
ChEMBL Synonyms EXACYL | LYSTEDA | CL 65336 | TRANEXAMIC ACID | CYKLOKAPRON | Trans AMCHA | CYKLO-F HEAVY PERIOD RELIEF | MENSTRALITE
Max Phase 4 (Approved)
Trade Names CYKLOKAPRON | MENSTRALITE | EXACYL | LYSTEDA | CYKLO-F HEAVY PERIOD RELIEF | TRANEXAMIC ACID
Molecular Formula C8H15NO2

Additional synonyms for CHEMBL877 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NC[C@@H]1CC[C@H](CC1)C(=O)O
Standard InChI InChI=1S/C8H15NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h6-7H,1-5,9H2,( ...
Download InChI
Standard InChI Key GYDJEQRTZSCIOI-LJGSYFOKSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL877

Molecule Features

CHEMBL877 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Plasminogen inhibitor Plasminogen DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Aortic Aneurysm, AbdominalD017544EFO:0004214Abdominal Aortic Aneurysm3ClinicalTrials
Cerebral HemorrhageD002543EFO:0005669intracerebral hemorrhage2ClinicalTrials
Joint DiseasesD007592EFO:1000999joint disease3ClinicalTrials
LeiomyomaD007889EFO:0000731uterine fibroid3ClinicalTrials
OsteoarthritisD010003EFO:0002506osteoarthritis3ClinicalTrials
ScoliosisD012600EFO:0004273scoliosis3ClinicalTrials
Urinary Bladder NeoplasmsD001749EFO:0000292bladder carcinoma2ClinicalTrials
HemorrhageD006470MP:0001914hemorrhage4ATC
ClinicalTrials
MenorrhagiaD008595HP:0000132Menorrhagia3ClinicalTrials
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
ScoliosisD012600EFO:0005423adolescent idiopathic scoliosis3ClinicalTrials
Hematologic NeoplasmsD019337EFO:0001642lymphoid neoplasm3ClinicalTrials
Hematoma, Subdural, IntracranialD046648EFO:1001801intracranial subdural hematoma3ClinicalTrials
Placenta PreviaD010923EFO:0007442placenta praevia3ClinicalTrials
Placenta AccretaD010921EFO:0007440placenta accreta3ClinicalTrials
ThrombocytopeniaD013921HP:0001873thrombocytopenia3ClinicalTrials
von Willebrand DiseasesD014842Orphanet:903Von Willebrand disease3ClinicalTrials
Angioedemas, HereditaryD054179Orphanet:91378Hereditary angioedema3ClinicalTrials
Fractures, BoneD050723EFO:0003931bone fracture3ClinicalTrials
Pelvic Organ ProlapseD056887EFO:0004710pelvic organ prolapse3ClinicalTrials
Wounds and InjuriesD014947EFO:0000546injury3ClinicalTrials
Head and Neck NeoplasmsD006258EFO:0004284upper aerodigestive tract neoplasm3ClinicalTrials
Hip FracturesD006620EFO:0003964hip fracture3ClinicalTrials
Subarachnoid HemorrhageD013345EFO:0000713subarachnoid hemorrhage2ClinicalTrials
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease3ClinicalTrials
Femoral Neck FracturesD005265EFO:1001792femoral neck fracture3ClinicalTrials
Gastrointestinal HemorrhageD006471HP:0002239gastrointestinal hemorrhage3ClinicalTrials
Telangiectasia, Hereditary HemorrhagicD013683Orphanet:774Hereditary hemorrhagic telangiectasia3ClinicalTrials

Clinical Data

ClinicalTrials.gov TRANEXAMIC ACID
The Cochrane Collaboration TRANEXAMIC 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 CHEMBL877. 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
CHEMBL1075284 Diacylglycerol O-acyltransferase 1 Mus musculus 0.998
CHEMBL4441 C-X-C chemokine receptor type 3 Homo sapiens 0.995
CHEMBL2820 Coagulation factor XI Homo sapiens 0.994
CHEMBL6009 Diacylglycerol O-acyltransferase 1 Homo sapiens 0.993
CHEMBL1801 Plasminogen Homo sapiens 0.851
CHEMBL1075145 Transitional endoplasmic reticulum ATPase Homo sapiens 0.840
CHEMBL284 Dipeptidyl peptidase IV Homo sapiens 0.444



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1075284 Diacylglycerol O-acyltransferase 1 Mus musculus 0.998
CHEMBL4441 C-X-C chemokine receptor type 3 Homo sapiens 0.997
CHEMBL2820 Coagulation factor XI Homo sapiens 0.997
CHEMBL1075145 Transitional endoplasmic reticulum ATPase Homo sapiens 0.995
CHEMBL6009 Diacylglycerol O-acyltransferase 1 Homo sapiens 0.995
CHEMBL1801 Plasminogen Homo sapiens 0.985
CHEMBL284 Dipeptidyl peptidase IV Homo sapiens 0.677
CHEMBL3553 Tyrosine-protein kinase TYK2 Homo sapiens 0.238
CHEMBL2274 Sphingosine 1-phosphate receptor Edg-8 Homo sapiens 0.215
CHEMBL2000 Plasma kallikrein Homo sapiens 0.214

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
157.2 157.1103 0.84 2 63.32 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 2 0 3 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.65 10.27 .5 -2 0 11 0.62

Structural Alerts

There are no structural alerts for CHEMBL877

Compound Cross References

ATC B - BLOOD AND BLOOD FORMING ORGANS
B02 - ANTIHEMORRHAGICS
B02A - ANTIFIBRINOLYTICS
B02AA - Amino acids
B02AA02 - tranexamic acid

ChemSpider ChemSpider:GYDJEQRTZSCIOI-LJGSYFOKSA-N
DailyMed tranexamic acid
Wikipedia Tranexamic_acid

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL877



BindingDB 50428067
ChEBI 48669
ChemicalBook CB2948513 CB1117189
DrugBank DB00302
DrugCentral 2713
eMolecules 476513
FDA SRS 6T84R30KC1
Guide to Pharmacology 6573
Human Metabolome Database HMDB0014447
IBM Patent System 052BDAD2DF46BDE276518EF77BF2E152
LINCS LSM-5332
Mcule MCULE-6087008336
MolPort MolPort-002-512-008
Nikkaji J3.664A
PDBe AMH
PubChem: Thomson Pharma 15321700
Selleck tranexamic-acid-transamin
SureChEMBL SCHEMBL16974
ZINC ZINC000100071256

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