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Compound Detail

CHEMBL4085181

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CCOC(=O)C1=C(CN2CCO[C@H](CCC(=O)O)C2)NC(c2nccs2)=N[C@H]1c1ccc(F)cc1Br

Basic Information

ChEMBL ID CHEMBL4085181
Phase Preclinical
Structure Type MOL
InChI Key ILFIXUVIBJYIDE-VFNWGFHPSA-N
2
Targets
2
Activities
2
Assay Types
15
PK Parameters
16
Publications
0
Known Names

Molecular Properties

581.5
MW (Da)
3.52
ALogP
9
HBA
2
HBD
113.3
PSA (Ų)
0.43
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H26BrFN4O5S
MW 581.46
Aromatic Rings 2
Heavy Atoms 36
NP-Likeness -1.26

Activity Summary

EC50 1 meas. best 7.41
IC50 1 meas. best 6.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis B virus
CHEMBL613497
EC50 7.41 7.41 39.0 1
Unchecked
CHEMBL612545
IC50 6.85 6.85 140.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 4110.0 ng.hr.mL-1 Rattus norvegicus
AUC 4900.0 ng.hr.mL-1 Rattus norvegicus
AUC 16540.0 ng.hr.mL-1 Canis lupus familiaris
AUC 47900.0 ng.hr.mL-1 Canis lupus familiaris
CL 18.0 mL.min-1.kg-1 Homo sapiens
CL 385.0 mL.min-1.kg-1 Mus musculus
CL 14.0 mL.min-1.kg-1 Canis lupus familiaris
CL 8.11 mL.min-1.kg-1 Rattus norvegicus
CL 1.93 mL.min-1.kg-1 Canis lupus familiaris
Cmax 3525.61 nM Canis lupus familiaris
Cmax 10886.39 nM Canis lupus familiaris
F 47.7 % Rattus norvegicus
F 114.1 % Canis lupus familiaris
T1/2 5.71 hr Canis lupus familiaris
T1/2 5.1 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
29381358 10.1021/acs.jmedchem.7b01914 Canis familiaris 9
29381358 10.1021/acs.jmedchem.7b01914 Rattus norvegicus 5
29381358 10.1021/acs.jmedchem.7b01914 Hepatitis B virus 4
29381358 10.1021/acs.jmedchem.7b01914 Cytochrome P450 3A4 4
29381358 10.1021/acs.jmedchem.7b01914 Liver 4
29381358 10.1021/acs.jmedchem.7b01914 Plasma 3
29381358 10.1021/acs.jmedchem.7b01914 Cytochrome P450 1A2 3
29381358 10.1021/acs.jmedchem.7b01914 Cytochrome P450 2B6 3
29381358 10.1021/acs.jmedchem.7b01914 Unchecked 2
29381358 10.1021/acs.jmedchem.7b01914 Voltage-gated inwardly rectifying potassium channel KCNH2 1
29381358 10.1021/acs.jmedchem.7b01914 Cytochrome P450 2C9 1
29381358 10.1021/acs.jmedchem.7b01914 Cytochrome P450 2D6 1
29381358 10.1021/acs.jmedchem.7b01914 Cytochrome P450 2C19 1
29381358 10.1021/acs.jmedchem.7b01914 HepG2 1
29381358 10.1021/acs.jmedchem.7b01914 Salmonella typhimurium 1
29381358 10.1021/acs.jmedchem.7b01914 Mus musculus 1

Data from ChEMBL 36 via Core Engine