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Compound Detail

CHEMBL398707

HYDROMORPHONE
💊 Approved Drug
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💊 Approved Drug
CN1CC[C@]23c4c5ccc(O)c4O[C@H]2C(=O)CC[C@H]3[C@H]1C5

Basic Information

ChEMBL ID CHEMBL398707
Name HYDROMORPHONE
Phase Approved
Structure Type MOL
InChI Key WVLOADHCBXTIJK-YNHQPCIGSA-N
Therapeutic ✓ Yes

Known Names

Dimorphone Hidromorfona Hydromorphon Hydromorphone IDS-NH-004 Jurnista N02AA03 Novolaudon NSC-19046
3
Targets
6
Activities
3
Assay Types
6
PK Parameters
20
Publications
9
Known Names
16
Indications

Molecular Properties

285.3
MW (Da)
1.63
ALogP
4
HBA
1
HBD
49.8
PSA (Ų)
0.79
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1984
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral Parenteral

Flags

Black Box Warning Natural Product

Extended Properties

Molecular Formula C17H19NO3
MW 285.34
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness 2.07

Indications

Pain Anemia, Sickle Cell Cancer Pain Chronic Pain Heroin Dependence Ileus Low Back Pain Mucositis Osteoarthritis, Hip Osteoarthritis, Knee Constipation Kidney Neoplasms Kidney Neoplasms Opioid-Related Disorders Opioid-Related Disorders Wounds and Injuries

ATC Classification

N02AA03
hydromorphone
Level 1: NERVOUS SYSTEM
Level 2: ANALGESICS

Activity Summary

Ki 3 meas. best 9.55
EC50 2 meas. best 8.59
IC50 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL233
Ki 9.55 9.55 0.3 1
Mu-type opioid receptor
CHEMBL233
EC50 8.59 8.59 2.6 1
Kappa-type opioid receptor
CHEMBL237
Ki 8.55 8.55 2.8 1
Kappa-type opioid receptor
CHEMBL237
EC50 7.96 7.96 11.0 1
Delta-type opioid receptor
CHEMBL236
Ki 7.42 7.42 38.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 28.0 mL.min-1.kg-1 Homo sapiens
Cmax 40.0 nM Homo sapiens
F 24.0 % Homo sapiens
Fu 0.86 - Homo sapiens
MRT 2.6 hr Homo sapiens
T1/2 2.3 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
31597043 10.1021/acs.jmedchem.9b01301 Solute carrier family 22 member 1 10
31597043 10.1021/acs.jmedchem.9b01301 Unchecked 8
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 2B7 6
19282177 10.1016/j.bmcl.2009.02.078 Kappa-type opioid receptor 5
19282177 10.1016/j.bmcl.2009.02.078 Mu-type opioid receptor 5
18426954 10.1124/dmd.108.020479 ADMET 4
31597043 10.1021/acs.jmedchem.9b01301 ADMET 3
22931300 10.1021/tx300075j Cytochrome P450 3A4 2
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 1A10 2
22931300 10.1021/tx300075j Liver microsomes 2
31597043 10.1021/acs.jmedchem.9b01301 Solute carrier family 22 member 3 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 1A8 2
19282177 10.1016/j.bmcl.2009.02.078 Unchecked 2
7192744 10.1021/jm00186a025 Mus musculus 1
7192744 10.1021/jm00186a025 Rattus norvegicus 1
7310822 10.1021/jm00144a015 Rattus norvegicus 1
7310822 10.1021/jm00144a015 Mus musculus 1

Data from ChEMBL 36 via Core Engine