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Compound Detail

CHEMBL415324

TRANILAST
🧪 Phase III
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🧪 Phase III
COc1ccc(/C=C/C(=O)Nc2ccccc2C(=O)O)cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL415324
Name TRANILAST
Phase Phase III
Structure Type MOL
InChI Key NZHGWWWHIYHZNX-CSKARUKUSA-N

Known Names

MK-341 NSC-758970 Rizaben Tranilast
9
Targets
16
Activities
2
Assay Types
9
PK Parameters
20
Publications
4
Known Names
4
Indications

Molecular Properties

327.3
MW (Da)
3.05
ALogP
4
HBA
2
HBD
84.9
PSA (Ų)
0.80
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -ast
USAN Year 1985

Extended Properties

Molecular Formula C18H17NO5
MW 327.34
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -0.39

Indications

Pterygium Arthritis, Rheumatoid Sarcoidosis Scleredema Adultorum

Activity Summary

IC50 14 meas. best 6.0
EC50 2 meas. best 6.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vaccinia virus
CHEMBL613493
 EC50 6.1 6.075 800.0 2
ATP-binding cassette sub-family C member 4
CHEMBL1743128
 IC50 6.0 6.0 1000.0 1
Unchecked
CHEMBL612545
 IC50 5.32 5.32 4784.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.1 5.0 7943.3 2
Hematopoietic prostaglandin D synthase
CHEMBL5879
 IC50 4.94 4.94 11600.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.72 4.665 19100.0 2
NACHT, LRR and PYD domains-containing protein 3
CHEMBL3779755
 IC50 4.6 4.6 25000.0 1
Bile salt export pump
CHEMBL6020
 IC50 4.38 4.38 41500.0 1
L02
CHEMBL4296457
 IC50 4.08 4.08 82300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 213425.68 ng.hr.mL-1 Rattus norvegicus
AUC 36007.4 ng.hr.mL-1 Rattus norvegicus
AUC 93085.68 ng.hr.mL-1 Homo sapiens
CL 2.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 118000.0 nM Rattus norvegicus
F 125.0 % Rattus norvegicus
T1/2 0.055 hr Rattus norvegicus
T1/2 3.1 hr Rattus norvegicus
Tmax 1.75 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Vaccinia virus EC50 = 800.0 nM 6.1 Antiviral activity against Vaccinia virus VG9 infected in African green monkey B... 36961984
Vaccinia virus EC50 = 900.0 nM 6.05 Antiviral activity against Vaccinia virus infected in African green monkey BSC-1... 36961984
ATP-binding cassette sub-family C member 4 IC50 = 1000.0 nM 6.0 Inhibition of human MRP4 overexpressed in Sf9 cell membrane vesicles assessed as... 23956101
Unchecked IC50 = 4784.0 nM 5.32 PUBCHEM_BIOASSAY: Anti-Viral Drugs Against Arbovirus Infections, a Confirmatory ... -
Plasmodium falciparum IC50 = 7943.28 nM 5.1 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Hematopoietic prostaglandin D synthase IC50 = 11600.0 nM 4.94 Inhibition of glutathione-S-transferase activity of prostaglandin D2 synthase 18341273
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
NON-PROTEIN TARGET IC50 = 19100.0 nM 4.72 Evaluated for inhibition of proliferation of human coronary artery endothelial c... 11229768
NON-PROTEIN TARGET IC50 = 24500.0 nM 4.61 Inhibition of human coronary artery smooth muscle cells (SMC's) proliferation, i... 11229768
NACHT, LRR and PYD domains-containing protein 3 IC50 = 25000.0 nM 4.6 Inhibition of NLRP3 inflammasome activation in LPS-primed C57BL/6 mouse bone mar... 33984476
Bile salt export pump IC50 = 41500.0 nM 4.38 Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as... 23956101
L02 IC50 = 82300.0 nM 4.08 Antiproliferative activity against human LO2 cells assessed as inhibition of cel... 36037790

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 422
- 10.5281/zenodo.13943903 ADMET 85
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
24169234 10.1016/j.bmcl.2013.09.100 Rattus norvegicus 10
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
- 10.6019/CHEMBL4495565 SARS-CoV-2 6
- 10.1016/S0960-894X(00)80397-2 Rattus norvegicus 6
30878828 10.1016/j.ejmech.2019.02.074 Transient receptor potential cation channel subfamily A member 1 6
30878828 10.1016/j.ejmech.2019.02.074 Transient receptor potential cation channel subfamily M member 8 5
36037790 10.1016/j.ejmech.2022.114685 Mus musculus 4
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 3
20014752 10.1021/tx900326k Hepatotoxicity 3
12951092 10.1016/s0960-894x(03)00710-8 Mus musculus 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
36037790 10.1016/j.ejmech.2022.114685 ADMET 3
23956101 10.1093/toxsci/kft176 Unchecked 2
19879136 10.1016/j.bmcl.2009.09.120 NON-PROTEIN TARGET 2
19734910 10.1038/nchembio.215 Plasmodium falciparum 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
24169234 10.1016/j.bmcl.2013.09.100 Molecular identity unknown 2

Data from ChEMBL 36 via Core Engine