TRANILAST

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Synonyms
Status
Molecule Category UNKNOWN
UNII HVF50SMY6E
EPA CompTox DTXSID7023693

Structure

InChI Key NZHGWWWHIYHZNX-CSKARUKUSA-N
Smiles COc1ccc(/C=C/C(=O)Nc2ccccc2C(=O)O)cc1OC
InChI
InChI=1S/C18H17NO5/c1-23-15-9-7-12(11-16(15)24-2)8-10-17(20)19-14-6-4-3-5-13(14)18(21)22/h3-11H,1-2H3,(H,19,20)(H,21,22)/b10-8+

Physicochemical Descriptors

Property Name Value
Molecular Formula C18H17NO5
Molecular Weight 327.34
AlogP 3.05
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 6.0
Polar Surface Area 84.86
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 24.0
Assay Description Organism Bioactivity Reference
Compound was evaluated for the inhibition of biosynthesis of prostaglandins at a concentration of 10e3 M Rattus norvegicus 0.0 %
Compound was evaluated for the inhibition of biosynthesis of prostaglandins at a concentration of 10e4 M Rattus norvegicus 0.0 %
Compound was evaluated for the inhibition of biosynthesis of prostaglandins at a concentration of 10e5 M Rattus norvegicus 0.0 %
Compound was evaluated for the inhibition of histamine release from rat peritoneal exudate cells induced by antigen-antibody reaction at 2 x 10 e 4 M concentration of the compound Rattus norvegicus 42.2 %
Antiallergic activity in ddY mouse ear at 200 mg/kg, po by passive cutaneous anaphylaxis reaction Mus musculus 72.4 %
Antifibrotic activity in rat 1097 cells assessed as inhibition of TGF-beta-stimulated [3H]proline incorporation in to collagen at 100 uM Rattus norvegicus 70.0 %
Antifibrotic activity in rat 1097 cells assessed as inhibition of TGF-beta-stimulated [3H]proline incorporation in to collagen at 30 uM Rattus norvegicus 40.0 %
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 55.59 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 71.26 %
Antifibrotic activity in rat renal mesangial cells assessed as inhibition of TGF-beta1-induced [3H]-proline incorporation into collagen at 30 uM treated 4 hrs before TGF-beta1 addition measured after 44 hrs by liquid scintillation counting Rattus norvegicus 40.0 %
Antifibrotic activity in rat renal mesangial cells assessed as inhibition of TGF-beta1-induced [3H]-proline incorporation into collagen at 10 uM treated 4 hrs before TGF-beta1 addition measured after 44 hrs by liquid scintillation counting Rattus norvegicus 15.0 %
Antibacterial activity against Staphylococcus aureus MRSA ATCC 43300 (CO-ADD:GP_020); MIC in CAMBH media, using NBS plates, by OD(600) Staphylococcus aureus subsp. aureus 8.38 %
Antibacterial activity against Escherichia coli ATCC 25922 (CO-ADD:GN_001); MIC in CAMBH media using NBS plates, by OD(600) Escherichia coli -3.33 %
Antibacterial activity against Klebsiella pneumoniae MDR ATCC 70063 (CO-ADD:GN_003); MIC in CAMBH media using NBS plates, by OD(600) Klebsiella pneumoniae 8.22 %
Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 (CO-ADD:GN_042); MIC in CAMBH media using NBS plates, by OD(600) Pseudomonas aeruginosa 3.06 %
Antibacterial activity against Acinetobacter baumannii ATCC 19606 (CO-ADD:GN_034); MIC in CAMBH media using NBS plates, by OD600 Acinetobacter baumannii 26.4 %
Antifungal activity against Candida albicans ATCC 90028 (CO-ADD:FG_001); MIC in YNB media using NBS plates, by OD630 Candida albicans 4.95 %
Antifungal activity against Cryptococcus neoformans H99 ATCC 208821 (CO-ADD:FG_002); MIC in YNB media using NBS plates, by Resazurin OD(600-570) Cryptococcus neoformans 4.45 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens -5.19 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 27.54 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 27.45 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 15.33 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.06 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.06 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.15 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.15 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.06 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.06 %

Cross References

Resources Reference
ChEBI 77572
ChEMBL CHEMBL415324
DrugBank DB07615
DrugCentral 2714
FDA SRS HVF50SMY6E
Guide to Pharmacology 6326
PDB D27
PubChem 5282230
SureChEMBL SCHEMBL29875
ZINC ZINC000000000797
CONTENTS