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Compound Detail

CHEMBL3634342

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C[C@]1(c2cc(NC(=O)c3ccc(C#N)cn3)ccc2F)N=C(N)CO[C@@H]1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3634342
Phase Preclinical
Structure Type MOL
InChI Key XHHSQAOCTYSLLM-ZWKOTPCHSA-N
3
Targets
6
Activities
1
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

371.4
MW (Da)
2.24
ALogP
6
HBA
2
HBD
113.4
PSA (Ų)
0.86
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H15F2N5O2
MW 371.35
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -1.50

Activity Summary

IC50 6 meas. best 8.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-secretase 1
CHEMBL4822
 IC50 8.14 8.1075 7.2 4
Cytochrome P450 2D6
CHEMBL289
 IC50 5.37 5.37 4300.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.1 5.1 8000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 1537.63 nM Canis lupus familiaris
Cmax 1279.12 nM Cavia porcellus
Fu 0.039 - Rattus norvegicus
Fu 0.41 - Homo sapiens
Fu 0.3 - Mus musculus
Fu 0.42 - Canis lupus familiaris
T1/2 25.0 hr Canis lupus familiaris
Tmax 2.5 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-secretase 1 IC50 = 7.2 nM 8.14 Inhibition of BACE1 (1 to 454 residues) (unknown origin) using APP derived polyp... 29809004
Beta-secretase 1 IC50 = 7.6 nM 8.12 Inhibition of BACE1 (unknown origin) using APP Swedish mutant harboring Lys-Met/... 26378740
Beta-secretase 1 IC50 = 8.1 nM 8.09 Inhibition of BACE1 in human SKNBE2 cells expressing wild type human APP695 asse... 26378740
Beta-secretase 1 IC50 = 8.3 nM 8.08 Inhibition of BACE1 in human SKNBE2 cells transfected with APP695 protein assess... 29809004
Cytochrome P450 2D6 IC50 = 4300.0 nM 5.37 Inhibition of human recombinant CYP2D6 by fluorescence assay 26378740
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 8000.0 nM 5.1 Inhibition of human ERG expressed in HEK293 cell membranes by radioligand bindin... 29809004

Literature References

PubMed DOI Target Context # Activities
29809004 10.1021/acs.jmedchem.8b00304 Cavia porcellus 5
29809004 10.1021/acs.jmedchem.8b00304 ADMET 5
29809004 10.1021/acs.jmedchem.8b00304 Canis familiaris 4
26378740 10.1021/acs.jmedchem.5b01101 ADMET 4
26378740 10.1021/acs.jmedchem.5b01101 Canis familiaris 4
29809004 10.1021/acs.jmedchem.8b00304 Lewis lung carcinoma cell line 3
26378740 10.1021/acs.jmedchem.5b01101 Plasma 3
26378740 10.1021/acs.jmedchem.5b01101 Beta-secretase 1 2
29809004 10.1021/acs.jmedchem.8b00304 Voltage-gated inwardly rectifying potassium channel KCNH2 2
29809004 10.1021/acs.jmedchem.8b00304 Beta-secretase 1 2
26378740 10.1021/acs.jmedchem.5b01101 Cytochrome P450 2D6 2
26378740 10.1021/acs.jmedchem.5b01101 Brain 2
26378740 10.1021/acs.jmedchem.5b01101 Liver microsome 2
26378740 10.1021/acs.jmedchem.5b01101 Cytochrome P450 3A4 1
26378740 10.1021/acs.jmedchem.5b01101 Voltage-gated inwardly rectifying potassium channel KCNH2 1
26378740 10.1021/acs.jmedchem.5b01101 Nucleic Acid 1
26378740 10.1021/acs.jmedchem.5b01101 Mus musculus 1
26378740 10.1021/acs.jmedchem.5b01101 Cytochrome P450 2C19 1
26378740 10.1021/acs.jmedchem.5b01101 Cytochrome P450 2C9 1
26378740 10.1021/acs.jmedchem.5b01101 Cytochrome P450 1A2 1

Data from ChEMBL 36 via Core Engine