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Compound Detail

CHEMBL298019

PIRODAVIR
🧪 Phase II
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🧪 Phase II
CCOC(=O)c1ccc(OCCC2CCN(c3ccc(C)nn3)CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL298019
Name PIRODAVIR
Phase Phase II
Structure Type MOL
InChI Key KCHIOGFOPPOUJC-UHFFFAOYSA-N

Known Names

Pirodavir R 77975 R-77975 R77975
9
Targets
13
Activities
2
Assay Types
2
PK Parameters
20
Publications
4
Known Names
1
Mechanisms

Molecular Properties

369.5
MW (Da)
3.65
ALogP
6
HBA
0
HBD
64.5
PSA (Ų)
0.69
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -vir
USAN Year 1993

Extended Properties

Molecular Formula C21H27N3O3
MW 369.47
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -1.39

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
VP1 capsid protein disrupting agent DISRUPTING AGENT VP1 capsid protein ✓ ✓

Activity Summary

EC50 12 meas. best 8.35
IC50 1 meas. best 7.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Poliovirus 1
CHEMBL613556
 EC50 8.35 8.35 4.5 1
Poliovirus 2
CHEMBL613752
 EC50 8.3 8.3 5.0 1
Poliovirus 3
CHEMBL613557
 EC50 8.1 8.1 8.0 1
HeLa
CHEMBL399
 EC50 7.7 7.7 20.0 1
Enterovirus
CHEMBL613749
 EC50 7.51 7.51 31.0 1
rhinovirus A16
CHEMBL613769
 IC50 7.2 7.2 63.1 1
Enterovirus A71
CHEMBL612436
 EC50 6.52 6.374 300.0 5
Human rhinovirus A protease
CHEMBL2857
 EC50 6.36 6.36 440.0 1
enterovirus D68
CHEMBL613204
 EC50 5.79 5.79 1610.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 150.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 150.0 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Poliovirus 1 EC50 = 4.5 nM 8.35 Antiviral activity against Poliovirus Sabin 1 infected in human HeLa cells asses... 30512950
Poliovirus 2 EC50 = 5.0 nM 8.3 Antiviral activity against Poliovirus Sabin 2 infected in human HeLa cells asses... 30512950
Poliovirus 3 EC50 = 8.0 nM 8.1 Antiviral activity against Poliovirus Sabin 3 infected in human HeLa cells asses... 30512950
HeLa EC50 = 20.0 nM 7.7 Antiviral activity using H1HeLa cells (ATCC) infected with HRV-14 (range) 10794684
Enterovirus EC50 = 31.0 nM 7.51 In vitro antirhinoviral activity against human rhinovirus 25, inactive at 10 uM 14521419
rhinovirus A16 IC50 = 63.1 nM 7.2 Antiviral activity against Human rhinovirus 16 infected in human HeLa Ohio cells... 21907579
Enterovirus A71 EC50 = 300.0 nM 6.52 Antiviral activity against Enterovirus A 71 BrCr infected in human RD cells asse... 31809045
Enterovirus A71 EC50 = 300.0 nM 6.52 Antiviral activity against Enterovirus A71 BrCr infected in human RD cells asses... 34229438
Enterovirus A71 EC50 = 300.0 nM 6.52 Antiviral activity against EV-A71 infected in RD cells assessed as protection ag... 35512567
Human rhinovirus A protease EC50 = 440.0 nM 6.36 Inhibition of HRV Protease 3CP (serotype 14). 11931615
Enterovirus A71 EC50 = 570.0 nM 6.24 Antiviral activity against Enterovirus 71 Tainin/4643/98 infected in Vero 76 cel... 33031923
Enterovirus A71 EC50 = 860.0 nM 6.07 Antiviral activity against Enterovirus 71 Tainin/4643/98 infected in Vero 76 cel... 33031923
enterovirus D68 EC50 = 1610.0 nM 5.79 Antiviral activity against Enterovirus-D68 infected in human HeLa cells assessed... 36254462

Literature References

PubMed DOI Target Context # Activities
15808466 10.1016/j.bmcl.2005.02.054 Human rhinovirus sp. 18
24900468 10.1021/ml2002955 Human rhinovirus sp. 10
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
19091578 10.1016/j.bmc.2008.11.061 Unchecked 4
31809045 10.1021/acs.jmedchem.9b01737 Enterovirus A71 4
12852746 10.1021/jm0202876 rhinovirus A2 3
12852746 10.1021/jm0202876 KB 3
24973816 10.1016/j.bmc.2014.05.066 rhinovirus B14 3
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
11931615 10.1021/jm010469k Human rhinovirus A protease 2
- 10.6019/CHEMBL3301361 ADMET 2
- 10.6019/CHEMBL3301361 No relevant target 2
19091578 10.1016/j.bmc.2008.11.061 rhinovirus A2 2
19091578 10.1016/j.bmc.2008.11.061 rhinovirus B14 2
33031923 10.1016/j.bmcl.2020.127599 Enterovirus A71 2
10794684 10.1021/jm9903242 HeLa 2
19091578 10.1016/j.bmc.2008.11.061 KB 2
24973816 10.1016/j.bmc.2014.05.066 Unchecked 2
12852746 10.1021/jm0202876 rhinovirus B14 2
33031923 10.1016/j.bmcl.2020.127599 Vero 76 2

Data from ChEMBL 36 via Core Engine