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Compound Detail

CHEMBL1518

PROPYLTHIOURACIL
💊 Approved Drug
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💊 Approved Drug
CCCc1cc(=O)[nH]c(=S)[nH]1

Basic Information

ChEMBL ID CHEMBL1518
Name PROPYLTHIOURACIL
Phase Approved
Structure Type MOL
InChI Key KNAHARQHSZJURB-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

NSC-6498 NSC-70461 Propacil Propiltiouracilo Propylthiouracil Propylthiouracile Prothyran Thyreostat ii
5
Targets
9
Activities
2
Assay Types
11
PK Parameters
20
Publications
8
Known Names
6
Indications
2
Mechanisms

Molecular Properties

170.2
MW (Da)
1.38
ALogP
2
HBA
2
HBD
48.6
PSA (Ų)
0.66
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1947
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Stem -racil; -uracil

Extended Properties

Molecular Formula C7H10N2OS
MW 170.24
Aromatic Rings 1
Heavy Atoms 11
NP-Likeness -0.95

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Thyroid peroxidase inhibitor INHIBITOR Thyroid peroxidase
Type I iodothyronine deiodinase (Type-I 5'-deiodinase) (DIOI) (Type 1 DI) (5DI) inhibitor INHIBITOR Type I iodothyronine deiodinase

Indications

Hyperthyroidism Thyroid Diseases Graves Disease Graves Ophthalmopathy Thyrotoxicosis Ischemic Stroke

ATC Classification

H03BA02
propylthiouracil
Level 1: SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
Level 2: THYROID THERAPY

Drug Warnings

Black Box Warning
hepatotoxicity
Country: United States

Activity Summary

IC50 8 meas. best 5.55
EC50 1 meas. best 5.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Taste receptor type 2 member 38
CHEMBL4523248
EC50 5.7 5.7 2000.0 1
Myeloperoxidase
CHEMBL2439
IC50 5.55 5.3567 2810.0 3
Thyroid peroxidase
CHEMBL1839
IC50 5.47 5.47 3380.0 1
Lactoperoxidase
CHEMBL5898
IC50 5.12 5.12 7520.0 1
No relevant target
CHEMBL2362975
IC50 4.02 4.02 95000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.1 mL.min-1.kg-1 Homo sapiens
CL 3.1 mL.min-1.kg-1 Homo sapiens
CL 3.1 mL.min-1.kg-1 Homo sapiens
CL 3.1 mL.min-1.kg-1 Homo sapiens
CL 3.0 mL.min-1.g-1 Homo sapiens
F 78.0 % Homo sapiens
F 85.0 % Homo sapiens
Fu 0.18 - Homo sapiens
Fu 0.18 - Homo sapiens
MRT 1.8 hr Homo sapiens
T1/2 1.3 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 1378
- 10.6019/CHEMBL3885881 Rattus norvegicus 171
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
26509551 10.1021/acs.jmedchem.5b00963 Myeloperoxidase 10
20070106 10.1021/jm901371v Homo sapiens 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
4067996 10.1021/jm00149a026 Thyroxine 5-deiodinase 5
26547692 10.1016/j.bmcl.2015.10.090 Rattus norvegicus 5
18426954 10.1124/dmd.108.020479 ADMET 4
38991154 10.1021/acs.jmedchem.4c00721 Myeloperoxidase 3
- 10.6019/CHEMBL3301361 ADMET 3
27561715 10.1016/j.bmcl.2016.08.025 Rattus norvegicus 3
20014752 10.1021/tx900326k Hepatotoxicity 3
22931300 10.1021/tx300075j Cytochrome P450 3A4 2
22931300 10.1021/tx300075j Liver microsomes 2
26509551 10.1021/acs.jmedchem.5b00963 Thyroid peroxidase 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
38991154 10.1021/acs.jmedchem.4c00721 Neutrophil 2

Data from ChEMBL 36 via Core Engine