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

CHEMBL223807

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
Cc1ccc2c(c1)COP(=O)(OC[C@@H]1C=C[C@H](n3cc(C)c(=O)[nH]c3=O)O1)O2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL223807
Phase Preclinical
Structure Type MOL
InChI Key XCQZHNHBKUHUEJ-NIGMZYBYSA-N
5
Targets
11
Activities
2
Assay Types
11
PK Parameters
16
Publications
0
Known Names

Molecular Properties

406.3
MW (Da)
2.34
ALogP
8
HBA
1
HBD
108.8
PSA (Ų)
0.61
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 C18H19N2O7P
MW 406.33
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness 0.39

Activity Summary

EC50 9 meas. best 7.68
IC50 2 meas. best 5.34

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MT4
CHEMBL388
 EC50 7.68 7.61 21.0 2
CCRF-CEM
CHEMBL382
 EC50 6.75 6.68 180.0 4
Human immunodeficiency virus 1
CHEMBL378
 EC50 6.34 6.34 460.0 1
Human immunodeficiency virus 2
CHEMBL380
 EC50 6.34 6.12 460.0 2
Cholinesterase
CHEMBL1914
 IC50 5.34 5.34 4600.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 28.3 hr -
T1/2 8.0 hr -
T1/2 1.3 hr -
T1/2 8.9 hr -
T1/2 8.4 hr -
T1/2 28.3 hr -
T1/2 7.1 hr -
T1/2 1.3 hr -
T1/2 6.2 hr -
T1/2 6.2 hr -
T1/2 5.1 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MT4 EC50 = 21.0 nM 7.68 Antiviral activity was measured on HIV-1 in MT-4 cells 9554875
MT4 EC50 = 29.0 nM 7.54 Antiviral activity was measured on HIV-2 in MT-4 cells 9554875
CCRF-CEM EC50 = 180.0 nM 6.75 Antiviral activity was measured on HIV-1 in wild-type CEM/O cells 9554875
CCRF-CEM EC50 = 180.0 nM 6.75 Antiviral activity was measured on HIV-2 in mutant thymidine kinase-deficient CE... 9554875
CCRF-CEM EC50 = 180.0 nM 6.75 Anti-HIV-1 activity tested in human lymphocytic CEM cells 15139762
CCRF-CEM EC50 = 340.0 nM 6.47 Antiviral activity was measured on HIV-2 in wild-type CEM/O cells 9554875
Human immunodeficiency virus 1 EC50 = 460.0 nM 6.34 Antiviral activity against HIV1 in CEM/0 cells 17328534
Human immunodeficiency virus 2 EC50 = 460.0 nM 6.34 Antiviral activity against H1V2 in CEM/0 cells 17328534
Human immunodeficiency virus 2 EC50 = 1250.0 nM 5.9 Antiviral activity against H1V2 in TK-deficient CEM cells 17328534
Cholinesterase IC50 = 4600.0 nM 5.34 Inhibitory activity towards human butyrylcholinesterase 15139762
Cholinesterase IC50 = 4600.0 nM 5.34 Inhibition of human serum BChE 17328534

Literature References

PubMed DOI Target Context # Activities
9554875 10.1021/jm970664s ADMET 6
9554875 10.1021/jm970664s CCRF-CEM 4
- 10.1016/S0960-894X(96)00597-5 ADMET 3
- 10.1016/S0960-894X(96)00597-5 CCRF-CEM 3
9554875 10.1021/jm970664s MT4 2
17328534 10.1021/jm0611713 Human immunodeficiency virus 2 2
15139762 10.1021/jm031032a Acetylcholinesterase 1
15139762 10.1021/jm031032a Cholinesterase 1
15139762 10.1021/jm031032a CCRF-CEM 1
- 10.1016/S0960-894X(96)00597-5 No relevant target 1
17328534 10.1021/jm0611713 No relevant target 1
17328534 10.1021/jm0611713 Cholinesterase 1
17328534 10.1021/jm0611713 Human immunodeficiency virus 1 1
17328534 10.1021/jm0611713 ADMET 1
18834186 10.1021/jm800853p No relevant target 1
19438207 10.1021/jm900164g No relevant target 1

Data from ChEMBL 36 via Core Engine