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Compound Detail

CHEMBL5618151

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COc1ccc(-c2c(C)nn3c(NCc4cccc(S(C)(=O)=O)c4)ccnc23)cc1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5618151
Phase Preclinical
Structure Type MOL
InChI Key XFBOOHCJLJFJPY-UHFFFAOYSA-N
28
Targets
31
Activities
2
Assay Types
13
PK Parameters
20
Publications
0
Known Names

Molecular Properties

440.5
MW (Da)
3.87
ALogP
7
HBA
1
HBD
85.6
PSA (Ų)
0.49
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H21FN4O3S
MW 440.50
Aromatic Rings 4
Heavy Atoms 31
NP-Likeness -1.91

Activity Summary

EC50 30 meas. best 8.22
IC50 1 meas. best 7.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
rhinovirus B86
CHEMBL612480
 EC50 8.22 8.22 6.0 1
enterovirus D68
CHEMBL613204
 EC50 7.82 7.82 15.0 1
rhinovirus B91
CHEMBL6066671
 EC50 7.68 7.68 21.0 1
rhinovirus A51
CHEMBL612607
 EC50 7.64 7.64 23.0 1
Enterovirus A71
CHEMBL612436
 EC50 7.54 7.54 29.0 1
Coxsackievirus B4
CHEMBL612320
 EC50 7.48 7.48 33.0 1
rhinovirus B27
CHEMBL6066669
 EC50 7.46 7.46 35.0 1
Coxsackievirus B3
CHEMBL613554
 EC50 7.43 7.43 37.0 1
Coxsackievirus B5
CHEMBL613555
 EC50 7.42 7.42 38.0 1
rhinovirus B14
CHEMBL613759
 EC50 7.36 7.36 44.0 1
rhinovirus A33
CHEMBL6066665
 EC50 7.36 7.36 44.0 1
Unchecked
CHEMBL612545
 EC50 7.36 7.125 44.0 4
rhinovirus A98
CHEMBL6066668
 EC50 7.34 7.34 46.0 1
Coxsackievirus B6
CHEMBL612778
 EC50 7.33 7.33 47.0 1
rhinovirus A73
CHEMBL6066667
 EC50 7.31 7.31 49.0 1
Phosphatidylinositol 4-kinase beta
CHEMBL3268
 IC50 7.24 7.24 57.0 1
rhinovirus A16
CHEMBL613769
 EC50 7.18 7.18 66.0 1
rhinovirus B93
CHEMBL6066672
 EC50 7.1 7.1 80.0 1
rhinovirus A21
CHEMBL612371
 EC50 7.08 7.08 83.0 1
Coxsackievirus B1
CHEMBL612677
 EC50 7.04 7.04 92.0 1
rhinovirus A2
CHEMBL612678
 EC50 6.99 6.99 103.0 1
rhinovirus A63
CHEMBL612478
 EC50 6.98 6.98 104.0 1
rhinovirus A45
CHEMBL612464
 EC50 6.92 6.92 119.0 1
rhinovirus B37
CHEMBL6066670
 EC50 6.89 6.89 128.0 1
rhinovirus A1B
CHEMBL613713
 EC50 6.88 6.88 133.0 1
rhinovirus A23
CHEMBL6066663
 EC50 6.83 6.83 149.0 1
rhinovirus A68
CHEMBL6066666
 EC50 6.82 6.82 150.0 1
Coxsackievirus B2
CHEMBL613202
 EC50 6.57 6.57 267.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 12540.0 ng.hr.mL-1 Rattus norvegicus
AUC 13150.0 ng.hr.mL-1 Rattus norvegicus
AUC 12540.0 ng.hr.mL-1 Rattus norvegicus
AUC 13150.0 ng.hr.mL-1 Rattus norvegicus
CL 8.0 mL.min-1.kg-1 Rattus norvegicus
CL - - Rattus norvegicus
Cmax - - Rattus norvegicus
Cmax 3.87 ug.mL-1 Rattus norvegicus
F 52.4 % Rattus norvegicus
T1/2 3.2 hr Rattus norvegicus
T1/2 2.85 hr Rattus norvegicus
Tmax - - Rattus norvegicus
Tmax 1.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
rhinovirus B86 EC50 = 6.0 nM 8.22 Antiviral activity against Human rhinovirus 86 infected in human H1-HeLa cells a... 39032404
enterovirus D68 EC50 = 15.0 nM 7.82 Antiviral activity against Enterovirus D68 infected in human RD cells assessed a... 39032404
rhinovirus B91 EC50 = 21.0 nM 7.68 Antiviral activity against Human rhinovirus B91 infected in human H1-HeLa cells ... 39032404
rhinovirus A51 EC50 = 23.0 nM 7.64 Antiviral activity against Human rhinovirus A51 infected in human H1-HeLa cells ... 39032404
Enterovirus A71 EC50 = 29.0 nM 7.54 Antiviral activity against Enterovirus A71 infected in human RD cells assessed a... 39032404
Coxsackievirus B4 EC50 = 33.0 nM 7.48 Antiviral activity against coxsackievirus B4 infected in human H1-HeLa cells ass... 39032404
rhinovirus B27 EC50 = 35.0 nM 7.46 Antiviral activity against Human rhinovirus B27 infected in human H1-HeLa cells ... 39032404
Coxsackievirus B3 EC50 = 37.0 nM 7.43 Antiviral activity against coxsackievirus B3 infected in human H1-HeLa cells ass... 39032404
Coxsackievirus B5 EC50 = 38.0 nM 7.42 Antiviral activity against coxsackievirus B5 infected in human H1-HeLa cells ass... 39032404
rhinovirus B14 EC50 = 44.0 nM 7.36 Antiviral activity against Human rhinovirus B14 infected in human H1-HeLa cells ... 39032404
rhinovirus A33 EC50 = 44.0 nM 7.36 Antiviral activity against Human rhinovirus A33 infected in human H1-HeLa cells ... 39032404
Unchecked EC50 = 44.0 nM 7.36 Antiviral activity against Human rhinovirus A100 infected in human H1-HeLa cells... 39032404
rhinovirus A98 EC50 = 46.0 nM 7.34 Antiviral activity against Human rhinovirus A98 infected in human H1-HeLa cells ... 39032404
Coxsackievirus B6 EC50 = 47.0 nM 7.33 Antiviral activity against coxsackievirus B6 infected in human H1-HeLa cells ass... 39032404
rhinovirus A73 EC50 = 49.0 nM 7.31 Antiviral activity against Human rhinovirus A73 infected in human H1-HeLa cells ... 39032404
Phosphatidylinositol 4-kinase beta IC50 = 57.0 nM 7.24 Inhibition of Phosphatidylinositol 4-Kinase III beta (unknown origin) preincubat... 39032404
Unchecked EC50 = 65.0 nM 7.19 Antiviral activity against Human rhinovirus A13 infected in human H1-HeLa cells ... 39032404
rhinovirus A16 EC50 = 66.0 nM 7.18 Antiviral activity against Human rhinovirus A16 infected in human H1-HeLa cells ... 39032404
rhinovirus B93 EC50 = 80.0 nM 7.1 Antiviral activity against Human rhinovirus B93 infected in human H1-HeLa cells ... 39032404
rhinovirus A21 EC50 = 83.0 nM 7.08 Antiviral activity against Human rhinovirus A21 infected in human H1-HeLa cells ... 39032404

Literature References

PubMed DOI Target Context # Activities
39032404 10.1016/j.ejmech.2024.116690 ADMET 47
39032404 10.1016/j.ejmech.2024.116690 Unchecked 4
39032404 10.1016/j.ejmech.2024.116690 rhinovirus B14 3
39032404 10.1016/j.ejmech.2024.116690 rhinovirus A31 1
39032404 10.1016/j.ejmech.2024.116690 Phosphatidylinositol 4-kinase alpha 1
39032404 10.1016/j.ejmech.2024.116690 rhinovirus B37 1
39032404 10.1016/j.ejmech.2024.116690 rhinovirus B27 1
39032404 10.1016/j.ejmech.2024.116690 rhinovirus A98 1
39032404 10.1016/j.ejmech.2024.116690 rhinovirus A73 1
39032404 10.1016/j.ejmech.2024.116690 rhinovirus A68 1
39032404 10.1016/j.ejmech.2024.116690 rhinovirus A63 1
39032404 10.1016/j.ejmech.2024.116690 rhinovirus A51 1
39032404 10.1016/j.ejmech.2024.116690 rhinovirus A45 1
39032404 10.1016/j.ejmech.2024.116690 rhinovirus A33 1
39032404 10.1016/j.ejmech.2024.116690 Phosphatidylinositol 4-kinase beta 1
39032404 10.1016/j.ejmech.2024.116690 rhinovirus A23 1
39032404 10.1016/j.ejmech.2024.116690 rhinovirus A2 1
39032404 10.1016/j.ejmech.2024.116690 rhinovirus A1B 1
39032404 10.1016/j.ejmech.2024.116690 rhinovirus A21 1
39032404 10.1016/j.ejmech.2024.116690 rhinovirus A16 1

Data from ChEMBL 36 via Core Engine