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Compound Detail

CHEMBL139367

PERAMIVIR ANHYDROUS
💊 Approved Drug
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💊 Approved Drug
CCC(CC)[C@H](NC(C)=O)[C@@H]1[C@H](O)[C@@H](C(=O)O)C[C@H]1NC(=N)N

Basic Information

ChEMBL ID CHEMBL139367
Name PERAMIVIR ANHYDROUS
Phase Approved
Structure Type MOL
InChI Key XRQDFNLINLXZLB-CKIKVBCHSA-N
Therapeutic ✓ Yes

Known Names

Peramivir anhydrous RWJ-270201 RWJ-270201-162 ANHYDROUS
14
Targets
124
Activities
3
Assay Types
7
PK Parameters
20
Publications
3
Known Names
2
Indications

Molecular Properties

328.4
MW (Da)
-0.14
ALogP
4
HBA
6
HBD
148.5
PSA (Ų)
0.28
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2014
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem -vir
USAN Year 2002

Extended Properties

Molecular Formula C15H28N4O4
MW 328.41
Aromatic Rings 0
Heavy Atoms 23
NP-Likeness 0.70

Indications

Virus Diseases Influenza, Human

ATC Classification

J05AH03
peramivir
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIVIRALS FOR SYSTEMIC USE

Activity Summary

IC50 103 meas. best 10.15
Ki 11 meas. best 9.52
EC50 10 meas. best 8.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuraminidase
CHEMBL6135
IC50 10.15 8.1877 0.1 13
Influenza A virus
CHEMBL613740
IC50 10.1 8.3098 0.1 65
Unchecked
CHEMBL612545
IC50 9.8 8.016 0.2 10
Neuraminidase
CHEMBL1667684
IC50 9.52 8.63 0.3 2
Unchecked
CHEMBL612545
Ki 9.52 8.7638 0.3 8
Neuraminidase
CHEMBL1287610
IC50 9.4 9.36 0.4 2
Neuraminidase
CHEMBL1795169
Ki 9.08 9.08 0.8 1
Neuraminidase
CHEMBL2051
IC50 8.85 8.85 1.4 1
Influenza A virus
CHEMBL613740
EC50 8.82 6.31 1.5 9
Neuraminidase
CHEMBL6015
IC50 8.7 8.7 2.0 1
Influenza B virus
CHEMBL613129
IC50 8.52 8.52 3.0 1
Neuraminidase
CHEMBL1795169
IC50 8.47 8.47 3.4 1
Neuraminidase
CHEMBL3377
IC50 8.3 8.13 5.0 2
Neuraminidase
CHEMBL1667686
IC50 6.84 6.595 146.0 2
unidentified influenza virus
CHEMBL613128
IC50 5.08 5.08 8400.0 1
Sialidase
CHEMBL5189
IC50 4.4 4.4 39600.0 1
Sialidase-2
CHEMBL3200
Ki 4.25 4.25 56000.0 1
Sialidase-2
CHEMBL3200
IC50 4.16 4.16 70000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 53835.15 nM Mus musculus
Cmax 89.22 nM Mus musculus
Cmax 30449.74 nM Homo sapiens
F 2.5 % Mustela putorius furo
F 2.5 % Rattus norvegicus
T1/2 24.0 hr Influenza A virus (A/WSN/1933(H1N1))
T1/2 1.25 hr Influenza A virus (A/WSN/1933(H1N1))

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuraminidase IC50 = 0.07 nM 10.15 Inhibition of oseltamivir-resistant Influenza A virus A/WSN/1933(H1N1) recombina... 27167096
Influenza A virus IC50 = 0.08 nM 10.1 Antiviral activity against influenza A (A/North Carolina/02/2009 (H1N1)) virus a... 20585136
Neuraminidase IC50 = 0.1 nM 10.0 Inhibition of influenza virus neuraminidase -
Influenza A virus IC50 = 0.11 nM 9.96 Antiviral activity against influenza A (A/Washington/10/2008 (H1N1)) virus after... 20585136
Influenza A virus IC50 = 0.11 nM 9.96 Antiviral activity against influenza A (A/Singapore/91/2009 (H1N1)) virus after ... 20585136
Influenza A virus IC50 = 0.12 nM 9.92 Antiviral activity against influenza A (A/New York/18/2009 (H1N1)) virus after 3... 20585136
Influenza A virus IC50 = 0.12 nM 9.92 Antiviral activity against NP40-inactivated Influenza A virus (A/Brisbane/59/200... 22001088
Influenza A virus IC50 = 0.14 nM 9.85 Antiviral activity against influenza A (A/Washington/29/2009 (H1N1)) virus after... 20585136
Influenza A virus IC50 = 0.14 nM 9.85 Antiviral activity against influenza A (A/Singapore/91/2009 (H1N1)) virus after ... 20585136
Unchecked IC50 = 0.16 nM 9.8 Inhibition of influenza virus neuraminidase 36252951
Influenza A virus IC50 = 0.18 nM 9.74 Antiviral activity against influenza A (A/Washington/10/2008 (H1N1)) virus after... 20585136
Influenza A virus IC50 = 0.19 nM 9.72 Antiviral activity against influenza A (A/North Carolina/02/2009 (H1N1)) virus a... 20585136
Influenza A virus IC50 = 0.2 nM 9.7 Antiviral activity against influenza A (A/Washington/29/2009 (H1N1)) virus after... 20585136
Influenza A virus IC50 = 0.2 nM 9.7 Antiviral activity against Influenza A virus A/New Caledonia/20/99 (H1N1)) harbo... 19651908
Influenza A virus IC50 = 0.2 nM 9.7 Antiviral activity against Influenza A virus A/New Caledonia/20/99 (H1N1)) harbo... 19651908
Influenza A virus IC50 = 0.28 nM 9.55 Antiviral activity against Influenza A virus (A/Washington/01/2007 (H3N2)) measu... 20194700
Influenza A virus IC50 = 0.3 nM 9.52 Antiviral activity against Influenza A virus (A/Chicken/Laos/26/2006(H5N1)) harb... 19651908
Influenza A virus IC50 = 0.3 nM 9.52 Antiviral activity against Influenza A virus (A/Chicken/Laos/26/2006(H5N1)) harb... 19651908
Influenza A virus IC50 = 0.3 nM 9.52 Antiviral activity against Influenza A virus A/New Caledonia/20/99 (H1N1)) harbo... 19651908
Neuraminidase IC50 = 0.3 nM 9.52 Inhibition of Influenza A virus (A/Vietnam/1194/2004 (H5N1)) recombinant neurami... 29324342

Literature References

PubMed DOI Target Context # Activities
20585136 10.1128/aac.00581-10 Influenza A virus 60
20713668 10.1128/aac.00474-10 Homo sapiens 50
19651908 10.1128/aac.00334-09 Influenza A virus 31
20695427 10.1021/jm100621s Unchecked 28
20404128 10.1128/aac.01681-09 Influenza A virus 14
29324342 10.1016/j.ejmech.2017.12.072 Neuraminidase 10
20404128 10.1128/aac.01681-09 Mus musculus 10
20194700 10.1128/aac.01608-09 Influenza A virus 9
20713668 10.1128/aac.00474-10 unidentified influenza virus 8
27167096 10.1021/acs.jmedchem.6b00029 Neuraminidase 8
20713668 10.1128/aac.00474-10 Influenza A virus 7
20713668 10.1128/aac.00474-10 Plasma 6
22001088 10.1016/j.bmcl.2011.09.076 Neuraminidase 6
36521178 10.1021/acs.jmedchem.2c00857 Influenza A virus 6
11000002 10.1021/jm0002679 Mus musculus 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
20404128 10.1128/aac.01681-09 Neuraminidase 2
29324342 10.1016/j.ejmech.2017.12.072 Influenza A virus 2
11728184 10.1021/jm010277p Neuraminidase 2
11000002 10.1021/jm0002679 Neuraminidase 2

Data from ChEMBL 36 via Core Engine