Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1005

REMIFENTANIL
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CCC(=O)N(c1ccccc1)C1(C(=O)OC)CCN(CCC(=O)OC)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1005
Name REMIFENTANIL
Phase Approved
Structure Type MOL
InChI Key ZTVQQQVZCWLTDF-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

GI 87084X IDS-NR-005 Ramifentanyl Remifentanil Remifentanilo Remifentanyl Ultiva-
3
Targets
3
Activities
2
Assay Types
6
PK Parameters
14
Publications
7
Known Names
18
Indications

Molecular Properties

376.4
MW (Da)
2.00
ALogP
6
HBA
0
HBD
76.2
PSA (Ų)
0.68
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1996
Availability Prescription
Chirality Achiral

Routes of Administration

Parenteral

Flags

Black Box Warning Natural Product
USAN Stem -fentanil
USAN Year 1992

Extended Properties

Molecular Formula C20H28N2O5
MW 376.45
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness -0.53

Indications

Breast Diseases Ear Neoplasms Heart Diseases Intelligence Neoplasms Neuralgia, Postherpetic Opioid-Related Disorders Opioid-Related Disorders Pain Shock, Septic Stroke Brain Neoplasms Obesity, Morbid Respiratory Insufficiency Respiratory Insufficiency Premature Birth Sleep Apnea, Obstructive Sleep Apnea Syndromes

ATC Classification

N01AH06
remifentanil
Level 1: NERVOUS SYSTEM
Level 2: ANESTHETICS

Activity Summary

IC50 2 meas. best 9.22
EC50 1 meas. best 8.45

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL270
 IC50 9.22 9.22 0.6 1
Cavia porcellus
CHEMBL369
 EC50 8.45 8.45 3.5 1
Voltage-dependent L-type calcium channel subunit alpha-1C
CHEMBL1940
 IC50 4.41 4.41 38900.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 37.0 mL.min-1.kg-1 Homo sapiens
CL 37.0 mL.min-1.kg-1 Homo sapiens
Fu 0.3 - Homo sapiens
MRT 0.18 hr Homo sapiens
T1/2 0.6167 hr Homo sapiens
T1/2 0.8 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mu-type opioid receptor IC50 = 0.6 nM 9.22 Displacement of [3H]DAMGO from rat brain mu opioid receptor incubated for 60 min... 31391893
Cavia porcellus EC50 = 3.55 nM 8.45 Inhibition of electrically evoked contraction in guinea pig ileum determined in ... 2066993
Voltage-dependent L-type calcium channel subunit alpha-1C IC50 = 38900.0 nM 4.41 Inhibition of Cav1.2 calcium current measured using whole cell patch clamp in hu... -

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
18426954 10.1124/dmd.108.020479 ADMET 4
2066993 10.1021/jm00111a041 Rattus norvegicus 2
19445515 10.1021/jm900403j Homo sapiens 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
31391893 10.1039/C9MD00222G Sigma non-opioid intracellular receptor 1 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
2066993 10.1021/jm00111a041 Cavia porcellus 1
2066993 10.1021/jm00111a041 Homo sapiens 1
17962026 10.1016/j.bmc.2007.10.030 Mu-opioid receptor 1
18426954 10.1124/dmd.108.020479 NON-PROTEIN TARGET 1
- 10.1007/s00044-012-9977-1 Whole blood 1
31391893 10.1039/C9MD00222G Mu-type opioid receptor 1

Data from ChEMBL 36 via Core Engine