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Compound Detail

CHEMBL408962

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CN(C)C(=O)C(=O)N(C)[C@H]1CCCCn2c1nc(C(=O)NCc1ccc(F)cc1)c(O)c2=O

Basic Information

ChEMBL ID CHEMBL408962
Phase Preclinical
Structure Type MOL
InChI Key WBQCKUNNRLRPOG-HNNXBMFYSA-N
2
Targets
2
Activities
1
Assay Types
15
PK Parameters
15
Publications
0
Known Names

Molecular Properties

459.5
MW (Da)
0.79
ALogP
7
HBA
2
HBD
124.8
PSA (Ų)
0.65
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H26FN5O5
MW 459.48
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -1.02

Activity Summary

IC50 2 meas. best 7.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 7.92 7.92 12.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 4.12 4.12 75000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 6432.72 ng.hr.mL-1 Macaca mulatta
AUC 17000.76 ng.hr.mL-1 Rattus norvegicus
AUC 14243.88 ng.hr.mL-1 Canis lupus familiaris
CL 7.0 mL.min-1.kg-1 Rattus norvegicus
CL 7.5 mL.min-1.kg-1 Canis lupus familiaris
CL 8.0 mL.min-1.kg-1 Macaca mulatta
Cmax 27000.0 nM Canis lupus familiaris
Cmax 25000.0 nM Canis lupus familiaris
Cmax 10000.0 nM Macaca mulatta
F 64.0 % Rattus norvegicus
F 61.0 % Canis lupus familiaris
F 31.0 % Macaca mulatta
T1/2 7.4 hr Rattus norvegicus
T1/2 2.1 hr Canis lupus familiaris
T1/2 2.6 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 12.0 nM 7.92 Inhibition of recombinant HIV1 integrase strand transfer activity 18217703
Cytochrome P450 2C9 IC50 = 75000.0 nM 4.12 Inhibition of CYP2C9 18217703

Literature References

PubMed DOI Target Context # Activities
18217703 10.1021/jm701164t Canis familiaris 7
18217703 10.1021/jm701164t Rhesus monkey 6
18217703 10.1021/jm701164t Rattus norvegicus 5
18217703 10.1021/jm701164t Unchecked 3
18217703 10.1021/jm701164t Plasma 3
18217703 10.1021/jm701164t Human immunodeficiency virus 1 2
18217703 10.1021/jm701164t Liver microsomes 2
18217703 10.1021/jm701164t Liver 1
18217703 10.1021/jm701164t DNA polymerase alpha catalytic subunit 1
18217703 10.1021/jm701164t DNA polymerase beta 1
18217703 10.1021/jm701164t Voltage-gated inwardly rectifying potassium channel KCNH2 1
18217703 10.1021/jm701164t Cytochrome P450 3A4 1
18217703 10.1021/jm701164t Cytochrome P450 2D6 1
18217703 10.1021/jm701164t Cytochrome P450 2C19 1
18217703 10.1021/jm701164t Cytochrome P450 2C9 1

Data from ChEMBL 36 via Core Engine