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Compound Detail

CHEMBL4281335

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C=CC(=O)N[C@H]1CCN(c2ccc(C(N)=O)c(Nc3ccc(N4C[C@@H](C)O[C@@H](C)C4)cc3)n2)C1

Basic Information

ChEMBL ID CHEMBL4281335
Phase Preclinical
Structure Type MOL
InChI Key YQBSMRRMOZCNRZ-SCTDSRPQSA-N
1
Targets
6
Activities
1
Assay Types
15
PK Parameters
11
Publications
0
Known Names

Molecular Properties

464.6
MW (Da)
2.42
ALogP
7
HBA
3
HBD
112.8
PSA (Ų)
0.54
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H32N6O3
MW 464.57
Aromatic Rings 2
Heavy Atoms 34
NP-Likeness -1.36

Activity Summary

IC50 6 meas. best 9.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase BTK
CHEMBL5251
IC50 9.22 8.1217 0.6 6

Pharmacokinetic Data

Parameter Value Units Species
AUC 14.0 ng.hr.mL-1 Mus musculus
CL 10.0 uL/min Homo sapiens
CL 18.0 uL/min Mus musculus
CL 10.0 uL/min Rattus norvegicus
CL 26.67 mL.min-1.kg-1 Mus musculus
CL 10.0 mL.min-1.g-1 Homo sapiens
CL 18.0 mL.min-1.g-1 Mus musculus
CL 10.0 mL.min-1.g-1 Rattus norvegicus
F 5.0 % Mus musculus
F 5.0 % Mus musculus
Fu 0.031 - Rattus norvegicus
Fu 0.056 - Mus musculus
Fu 0.03 - Homo sapiens
T1/2 1.2 hr Mus musculus
T1/2 1.2 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
30290988 10.1016/j.bmcl.2018.09.033 ADMET 8
30243592 10.1016/j.bmcl.2018.09.018 ADMET 5
30243592 10.1016/j.bmcl.2018.09.018 Mus musculus 4
30290988 10.1016/j.bmcl.2018.09.033 Mus musculus 4
30243592 10.1016/j.bmcl.2018.09.018 Tyrosine-protein kinase BTK 3
30290988 10.1016/j.bmcl.2018.09.033 Tyrosine-protein kinase BTK 3
30243592 10.1016/j.bmcl.2018.09.018 Voltage-gated inwardly rectifying potassium channel KCNH2 1
30290988 10.1016/j.bmcl.2018.09.033 Cytochrome P450 2C9 1
30290988 10.1016/j.bmcl.2018.09.033 Voltage-gated inwardly rectifying potassium channel KCNH2 1
30290988 10.1016/j.bmcl.2018.09.033 Cytochrome P450 2D6 1
30290988 10.1016/j.bmcl.2018.09.033 Hepatocyte 1

Data from ChEMBL 36 via Core Engine