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Compound Detail

CHEMBL1457

HYDROCODONE
💊 Approved Drug
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💊 Approved Drug
COc1ccc2c3c1O[C@H]1C(=O)CC[C@H]4[C@@H](C2)N(C)CC[C@]314

Basic Information

ChEMBL ID CHEMBL1457
Name HYDROCODONE
Phase Approved
Structure Type MOL
InChI Key LLPOLZWFYMWNKH-CMKMFDCUSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL398707

Known Names

Hidrocodona Hydrocodone Hydrocodone cii NSC-19044 Oxycodone hydrochloride, hydrocodone-
3
Targets
5
Activities
3
Assay Types
0
PK Parameters
20
Publications
5
Known Names
12
Indications

Molecular Properties

299.4
MW (Da)
1.93
ALogP
4
HBA
0
HBD
38.8
PSA (Ų)
0.79
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1943
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning Natural Product Prodrug
USAN Year 1963

Extended Properties

Molecular Formula C18H21NO3
MW 299.37
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness 1.74

Indications

Cough Chronic Pain Low Back Pain Nausea Osteoarthritis Pain Vomiting Eye Diseases Neoplasms Rotator Cuff Injuries Wounds and Injuries Ankle Fractures

ATC Classification

R05DA03
hydrocodone
Level 1: RESPIRATORY SYSTEM
Level 2: COUGH AND COLD PREPARATIONS

Activity Summary

EC50 2 meas. best 4.96
Ki 2 meas. best 8.02
IC50 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL233
Ki 8.02 8.02 9.5 1
Kappa-type opioid receptor
CHEMBL237
Ki 6.58 6.58 260.0 1
Mas-related G-protein coupled receptor member X2
CHEMBL5849
EC50 4.96 4.845 10964.8 2

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 4
31597043 10.1021/acs.jmedchem.9b01301 Solute carrier family 22 member 1 4
28288109 10.1038/nchembio.2334 Mas-related G-protein coupled receptor member X2 4
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Beta-2 adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 2
17725338 10.1021/jm070375w No relevant target 2
22439881 10.1021/jm3001086 Unchecked 2
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 2
37468498 10.1038/s41467-023-40064-9 Histamine H2 receptor 2
22931300 10.1021/tx300075j Cytochrome P450 3A4 2
22931300 10.1021/tx300075j Liver microsomes 2
6166748 10.1021/jm00138a015 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine