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Compound Detail

CHEMBL490329

PROTOLICHESTERINIC ACID
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C=C1C(=O)O[C@@H](CCCCCCCCCCCCC)[C@@H]1C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL490329
Name PROTOLICHESTERINIC ACID
Phase Preclinical
Structure Type MOL
InChI Key WZYZDHVPSZCEEP-DLBZAZTESA-N
5
Targets
9
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

324.5
MW (Da)
4.87
ALogP
3
HBA
1
HBD
63.6
PSA (Ų)
0.30
QED
0
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C19H32O4
MW 324.46
Aromatic Rings 0
Heavy Atoms 23
NP-Likeness 1.19

Activity Summary

IC50 7 meas. best 5.13
Ki 2 meas. best 5.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 Ki 5.15 5.075 7100.0 2
DNA polymerase beta
CHEMBL2392
 IC50 5.13 5.13 7400.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.07 5.07 8600.0 1
PMNL
CHEMBL613706
 IC50 5.05 5.05 9000.0 1
Unchecked
CHEMBL612545
 IC50 4.66 4.4067 21900.0 3
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 4.61 4.61 24300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus type 1 reverse transcriptase Ki = 7100.0 nM 5.15 Inhibition of HIV1 reverse transcriptase p66/p51 using TTP substrate by non-comp... 7561895
DNA polymerase beta IC50 = 7400.0 nM 5.13 Inhibition of DNA polymerase beta 7561895
NON-PROTEIN TARGET IC50 = 8600.0 nM 5.07 Cytotoxicity against human A375M cells after 4 days by MTT assay 25027935
PMNL IC50 = 9000.0 nM 5.05 Inhibition of LTB4 biosynthesis in A-23187-stimulated bovine PMNL cells 10395494
Human immunodeficiency virus type 1 reverse transcriptase Ki = 10000.0 nM 5.0 Inhibition of HIV1 reverse transcriptase p66/p51 using template-primer [oligo(dT... 7561895
Unchecked IC50 = 21900.0 nM 4.66 Inhibition of AMV reverse transcriptase 7561895
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 24300.0 nM 4.61 Inhibition of HIV1 reverse transcriptase p66/p51 7561895
Unchecked IC50 = 29600.0 nM 4.53 Inhibition of HIV2 reverse transcriptase p66/p51 7561895
Unchecked IC50 = 92800.0 nM 4.03 Inhibition of RNA polymerase 7561895

Literature References

PubMed DOI Target Context # Activities
7561895 10.1021/np50121a006 Human immunodeficiency virus type 1 reverse transcriptase 6
7561895 10.1021/np50121a006 Unchecked 3
10395494 10.1021/np9803777 Unchecked 2
10395495 10.1021/np980378z HaCaT 2
7561895 10.1021/np50121a006 DNA polymerase beta 1
7561895 10.1021/np50121a006 KB 1
7561895 10.1021/np50121a006 Lu1 1
7561895 10.1021/np50121a006 LNCaP 1
7561895 10.1021/np50121a006 ZR-75-1 1
7561895 10.1021/np50121a006 DNA 1
10395494 10.1021/np9803777 PMNL 1
10395494 10.1021/np9803777 Radical scavenging activity 1
25027935 10.1016/j.bmcl.2014.06.062 NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine