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Compound Detail

CHEMBL1201770

METHYLNALTREXONE BROMIDE
💊 Approved Drug
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💊 Approved Drug
C[N+]1(CC2CC2)CC[C@]23c4c5ccc(O)c4O[C@H]2C(=O)CC[C@@]3(O)[C@H]1C5.[Br-]

Basic Information

ChEMBL ID CHEMBL1201770
Name METHYLNALTREXONE BROMIDE
Phase Approved
Structure Type MOL
InChI Key IFGIYSGOEZJNBE-KNLJMPJLSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL1186579
Active Moiety CHEMBL1186579

Known Names

Bromure de methylnaltrexone Bromuro de metilnaltrexona Methylnaltrexone bromide Moa-728 MOA728 MRZ 2663BR MRZ-2663BR MRZ2663BR N-methylnaltrexone bromide Naltrexone methobromide Naltrexone methylbromide Relistor
3
Targets
5
Activities
1
Assay Types
10
PK Parameters
10
Publications
12
Known Names
4
Indications
1
Mechanisms

Molecular Properties

356.4
MW (Da)
1.67
ALogP
4
HBA
2
HBD
66.8
PSA (Ų)
0.79
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2008
Availability Prescription
Chirality Racemic

Routes of Administration

Oral Parenteral

Flags

Natural Product
USAN Year 2006

Extended Properties

Molecular Formula C21H26BrNO4
MW 436.35
Aromatic Rings 1
Heavy Atoms 26
NP-Likeness 1.89

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Mu opioid receptor antagonist ANTAGONIST Mu-type opioid receptor

Indications

Constipation Opioid-Related Disorders Ileus Pancreatic Neoplasms

ATC Classification

A06AH01
methylnaltrexone bromide
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS FOR CONSTIPATION

Activity Summary

Ki 5 meas. best 8.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL233
Ki 8.26 8.18 5.5 2
Kappa-type opioid receptor
CHEMBL3952
Ki 7.7 7.7 19.9 1
Delta-type opioid receptor
CHEMBL236
Ki 6.3 5.88 501.2 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 490.0 ng.hr.mL-1 Rattus norvegicus
Cmax 1599.15 nM Rattus norvegicus
F 1.0 % Homo sapiens
F 2.6 % Rattus norvegicus
Ke 56.0 nM Homo sapiens
Ke 1080.0 nM Homo sapiens
T1/2 2.8 hr Rattus norvegicus
T1/2 1.5 hr Homo sapiens
T1/2 1.5 hr Canis lupus familiaris
T1/2 1.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
31857840 10.1021/acsmedchemlett.9b00406 ADMET 9
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
30446313 10.1016/j.bmcl.2018.11.007 Mu-type opioid receptor 2
30446313 10.1016/j.bmcl.2018.11.007 Delta-type opioid receptor 2
30446313 10.1016/j.bmcl.2018.11.007 Rattus norvegicus 2
31857840 10.1021/acsmedchemlett.9b00406 Mus musculus 2
31857840 10.1021/acsmedchemlett.9b00406 Mu-type opioid receptor 2
30446313 10.1016/j.bmcl.2018.11.007 Mustela putorius furo 1
31857840 10.1021/acsmedchemlett.9b00406 Kappa-type opioid receptor 1
31857840 10.1021/acsmedchemlett.9b00406 Delta-type opioid receptor 1

Data from ChEMBL 36 via Core Engine