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Compound Detail

CHEMBL535396

RIMANTADINE HYDROCHLORIDE
💊 Approved Drug
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💊 Approved Drug
CC(N)C12CC3CC(CC(C3)C1)C2.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL535396
Name RIMANTADINE HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key OZBDFBJXRJWNAV-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL959
Active Moiety CHEMBL959

Known Names

EXP 126 EXP-126 Flumadine Meradan NSC-206764 Rimantadine hcl Rimantadine hydrochloride Roflual
3
Targets
7
Activities
2
Assay Types
0
PK Parameters
20
Publications
8
Known Names
2
Indications
1
Mechanisms

Molecular Properties

179.3
MW (Da)
2.55
ALogP
1
HBA
1
HBD
26.0
PSA (Ų)
0.66
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1993
Availability Prescription
Chirality Racemic

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -mantadine
USAN Year 1966

Extended Properties

Molecular Formula C12H22ClN
MW 215.77
Aromatic Rings 0
Heavy Atoms 13
NP-Likeness 0.19

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Influenza virus A matrix protein M2 inhibitor INHIBITOR Matrix protein 2 ✓ ✓

Indications

Infections Influenza, Human

Activity Summary

EC50 6 meas. best 6.82
IC50 1 meas. best 5.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 6.82 5.6933 150.0 3
Influenza A virus
CHEMBL613740
 EC50 5.29 5.0433 5100.0 3
Trypanosoma brucei
CHEMBL612849
 IC50 5.15 5.15 7040.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET EC50 = 150.0 nM 6.82 Antiviral activity against Influenza A virus (A/HK/7/87(H3N2)) harboring wild ty... 24941437
NON-PROTEIN TARGET EC50 = 810.0 nM 6.09 Antiviral activity against Influenza A virus (A/HK/7/87(H3N2)) harboring wild ty... 24941437
Influenza A virus EC50 = 5100.0 nM 5.29 Antiviral activity against Influenza A virus (A/PR/8/34(H1N1)) harboring M2 S31N... 24941437
Trypanosoma brucei IC50 = 7040.0 nM 5.15 Antitrypanosomal activity against Trypanosoma brucei 427 at pH 7.4 18281929
Influenza A virus EC50 = 7600.0 nM 5.12 Antiviral activity against Influenza A virus (A/PR/8/34(H1N1)) harboring M2 S31N... 24941437
Influenza A virus EC50 = 19100.0 nM 4.72 Antiviral activity against influenza A virus (H3N2)-induced cytopathogenicity in... 17113287
NON-PROTEIN TARGET EC50 = 67000.0 nM 4.17 Antiviral activity against Influenza virus A/California/07/09 (H1N1)pdm09 infect... 23993669

Literature References

PubMed DOI Target Context # Activities
27823881 10.1016/j.ejmech.2016.10.035 Unchecked 3
24941437 10.1021/jm5005804 NON-PROTEIN TARGET 3
- 10.6019/CHEMBL4513161 Pseudomonas aeruginosa 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
24941437 10.1021/jm5005804 MDCK 2
24941437 10.1021/jm5005804 Influenza A virus 2
18281929 10.1021/jm7014292 Trypanosoma brucei 2
24631360 10.1016/j.bmc.2014.02.038 MDCK 1
24631360 10.1016/j.bmc.2014.02.038 NON-PROTEIN TARGET 1
24631360 10.1016/j.bmc.2014.02.038 Unchecked 1
23993669 10.1016/j.bmc.2013.08.014 MDCK 1
23993669 10.1016/j.bmc.2013.08.014 NON-PROTEIN TARGET 1
23993669 10.1016/j.bmc.2013.08.014 Unchecked 1
24941437 10.1021/jm5005804 Influenza B virus 1
27823881 10.1016/j.ejmech.2016.10.035 MDCK 1
27823881 10.1016/j.ejmech.2016.10.035 Influenza A virus 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
31413797 10.1021/acsmedchemlett.9b00155 A549 1
- 10.6019/CHEMBL4513161 HEK293 1
17113287 10.1016/j.bmcl.2006.10.092 MDCK 1

Data from ChEMBL 36 via Core Engine