Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL4126289

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CC1(C)OCCn2c1nc(C(=O)NCc1ccc(F)cc1)c(O)c2=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4126289
Phase Preclinical
Structure Type MOL
InChI Key PYYHHGCMPCSNFK-UHFFFAOYSA-N
3
Targets
10
Activities
2
Assay Types
24
PK Parameters
19
Publications
0
Known Names

Molecular Properties

347.4
MW (Da)
1.28
ALogP
6
HBA
2
HBD
93.5
PSA (Ų)
0.87
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 C17H18FN3O4
MW 347.35
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.79

Activity Summary

EC50 9 meas. best 8.7
IC50 1 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus type 1 integrase
CHEMBL3471
 EC50 8.7 8.0233 2.0 3
Human immunodeficiency virus type 1 integrase
CHEMBL3471
 IC50 8.52 8.52 3.0 1
Human immunodeficiency virus 1
CHEMBL378
 EC50 8.52 7.2967 3.0 3
Human immunodeficiency virus
CHEMBL613758
 EC50 8.52 7.2967 3.0 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 6634.39 ng.hr.mL-1 Rattus norvegicus
AUC 6669.12 ng.hr.mL-1 Macaca fascicularis
AUC 56270.7 ng.hr.mL-1 Canis lupus familiaris
CL 9.6 mL.min-1.kg-1 Rattus norvegicus
CL 9.7 mL.min-1.kg-1 Rattus norvegicus
CL 6.8 mL.min-1.kg-1 Macaca fascicularis
CL 2.0 mL.min-1.kg-1 Canis lupus familiaris
Cmax 4510.0 nM Rattus norvegicus
Cmax 6120.0 nM Macaca fascicularis
Cmax 72800.0 nM Canis lupus familiaris
Cmax 192889.02 nM Canis lupus familiaris
F 86.0 % Rattus norvegicus
F 56.0 % Macaca fascicularis
F 129.0 % Canis lupus familiaris
T1/2 2.0 hr Rattus norvegicus
T1/2 1.6 hr Macaca fascicularis
T1/2 1.783 hr Canis lupus familiaris
T1/2 1.833 hr Homo sapiens
T1/2 4.0 hr Rattus norvegicus
T1/2 6.5 hr Macaca fascicularis
T1/2 6.0 hr Canis lupus familiaris
Tmax 0.25 hr Rattus norvegicus
Tmax 0.25 hr Macaca fascicularis
Tmax 0.25 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus type 1 integrase EC50 = 2.0 nM 8.7 Inhibition of HIV-1 integrase strand transfer activity assessed as reduction in ... 29779976
Human immunodeficiency virus 1 EC50 = 3.0 nM 8.52 Antiviral activity against HIV1 NL4-3 by cellular assay 31761656
Human immunodeficiency virus EC50 = 3.0 nM 8.52 Antiviral activity against wild type HIV-1 integrase 34425310
Human immunodeficiency virus type 1 integrase IC50 = 3.0 nM 8.52 Inhibition of HIV1 integrase strand transfer activity 29779976
Human immunodeficiency virus type 1 integrase EC50 = 17.0 nM 7.77 Inhibition of HIV-1 integrase strand transfer activity assessed as reduction in ... 29779976
Human immunodeficiency virus type 1 integrase EC50 = 25.2 nM 7.6 Inhibition of HIV-1 integrase strand transfer activity assessed as reduction in ... 29779976
Human immunodeficiency virus 1 EC50 = 140.0 nM 6.85 Antiviral activity against HIV1 NL4-3 harboring N155H mutant by cellular assay 31761656
Human immunodeficiency virus EC50 = 140.0 nM 6.85 Antiviral activity against HIV-1 harboring integrase N155H mutant 34425310
Human immunodeficiency virus 1 EC50 = 300.0 nM 6.52 Antiviral activity against HIV1 NL4-3 harboring Q148R mutant by cellular assay 31761656
Human immunodeficiency virus EC50 = 300.0 nM 6.52 Antiviral activity against HIV-1 harboring integrase Q148R mutant 34425310

Literature References

PubMed DOI Target Context # Activities
29779976 10.1016/j.bmcl.2018.05.027 Canis familiaris 9
29779976 10.1016/j.bmcl.2018.05.027 Rattus norvegicus 8
31761656 10.1016/j.bmcl.2019.126784 Human immunodeficiency virus 1 7
29779976 10.1016/j.bmcl.2018.05.027 Cynomolgus monkey 7
29779976 10.1016/j.bmcl.2018.05.027 Unchecked 7
29779976 10.1016/j.bmcl.2018.05.027 ADMET 6
29779976 10.1016/j.bmcl.2018.05.027 No relevant target 6
34425310 10.1016/j.ejmech.2021.113787 Human immunodeficiency virus 4
29779976 10.1016/j.bmcl.2018.05.027 Human immunodeficiency virus type 1 integrase 4
29779976 10.1016/j.bmcl.2018.05.027 Salmonella typhimurium 4
29779976 10.1016/j.bmcl.2018.05.027 Nuclear receptor subfamily 1 group I member 2 3
29779976 10.1016/j.bmcl.2018.05.027 Homo sapiens 3
29779976 10.1016/j.bmcl.2018.05.027 CHO 2
29779976 10.1016/j.bmcl.2018.05.027 Cytochrome P450 3A4 1
29779976 10.1016/j.bmcl.2018.05.027 Cytochrome P450 2D6 1
29779976 10.1016/j.bmcl.2018.05.027 Cytochrome P450 2C19 1
29779976 10.1016/j.bmcl.2018.05.027 Cytochrome P450 2C9 1
29779976 10.1016/j.bmcl.2018.05.027 Cytochrome P450 1A2 1
29779976 10.1016/j.bmcl.2018.05.027 HepG2 1

Data from ChEMBL 36 via Core Engine