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Compound Detail

CHEMBL498

CHLORPROPAMIDE
💊 Approved Drug
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💊 Approved Drug
CCCNC(=O)NS(=O)(=O)c1ccc(Cl)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL498
Name CHLORPROPAMIDE
Phase Approved
Structure Type MOL
InChI Key RKWGIWYCVPQPMF-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Chlorpropamide Clorpropamida Diabemide Diabinese Glucamide Glymese Melitase NSC-44634 NSC-626720
1
Targets
3
Activities
1
Assay Types
17
PK Parameters
20
Publications
9
Known Names
2
Indications
1
Mechanisms

Molecular Properties

276.8
MW (Da)
1.74
ALogP
3
HBA
2
HBD
75.3
PSA (Ų)
0.88
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1958
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -pamide

Extended Properties

Molecular Formula C10H13ClN2O3S
MW 276.75
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness -1.74

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Sulfonylurea receptor 1, Kir6.2 blocker BLOCKER Sulfonylurea receptor 1, Kir6.2 ✓ ✓

Indications

Diabetes Mellitus Diabetes Mellitus, Type 2

ATC Classification

A10BB02
chlorpropamide
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS USED IN DIABETES

Activity Summary

Ki 3 meas. best 4.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Solute carrier family 22 member 6
CHEMBL1777665
 Ki 4.4 4.4 39500.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 0.045 mL.min-1.kg-1 Homo sapiens
CL 0.036 mL.min-1.kg-1 Homo sapiens
CL 0.045 mL.min-1.kg-1 Homo sapiens
CL 0.045 mL.min-1.kg-1 Homo sapiens
F 80.0 % Homo sapiens
Fu 0.03 - Homo sapiens
Fu 0.03 - Homo sapiens
Fu 1.0 - Homo sapiens
Fu 0.583 - Homo sapiens
Fu 0.699 - Macaca fascicularis
Fu 1.827 - Canis lupus familiaris
Fu 0.65 - Cavia porcellus
Fu 0.441 - Mus musculus
Fu 0.668 - Rattus norvegicus
Fu 0.223 - Rattus norvegicus
MRT 70.0 hr Homo sapiens
T1/2 46.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Solute carrier family 22 member 6 Ki = 39500.0 nM 4.4 Inhibition of rat Oat1 expressed in Xenopus oocytes 21571536
Solute carrier family 22 member 6 Ki = 39500.0 nM 4.4 TP_TRANSPORTER: inhibition of PAH uptake in Xenopus laevis oocytes 10854830

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 1393
- 10.6019/CHEMBL3885881 Rattus norvegicus 199
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20070106 10.1021/jm901371v Homo sapiens 8
21474681 10.1124/dmd.111.038778 Brain 5
2657066 10.1021/jm00126a032 Aldehyde dehydrogenase, mitochondrial 4
20869876 10.1016/j.bmc.2010.08.052 Albumin 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
1271411 10.1021/jm00227a023 Rattus norvegicus 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
20014752 10.1021/tx900326k Hepatotoxicity 3
10891117 10.1021/jm0000564 No relevant target 2
18396854 10.1021/jm701587d No relevant target 2
19445515 10.1021/jm900403j Homo sapiens 2

Data from ChEMBL 36 via Core Engine