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Compound Detail

CHEMBL205052

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CC(=O)N(O)CCC(c1ccccc1)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL205052
Phase Preclinical
Structure Type MOL
InChI Key DTLBAEVDNCUSMB-UHFFFAOYSA-N
3
Targets
9
Activities
3
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

273.2
MW (Da)
1.53
ALogP
3
HBA
3
HBD
98.1
PSA (Ų)
0.43
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H16NO5P
MW 273.23
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness 0.32

Activity Summary

IC50 5 meas. best 6.55
EC50 2 meas. best 5.77
Ki 2 meas. best 7.07

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 7.07 6.55 85.0 2
1-deoxy-D-xylulose 5-phosphate reductoisomerase
CHEMBL4091
 IC50 6.55 6.53 281.8 2
Plasmodium falciparum
CHEMBL364
 IC50 6.46 6.36 350.0 2
Plasmodium falciparum
CHEMBL364
 EC50 5.77 5.615 1700.0 2
Unchecked
CHEMBL612545
 IC50 5.13 5.13 7400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 85.0 nM 7.07 Inhibition of Plasmodium falciparum recombinant DXR using DXP as substrate prein... 23795240
1-deoxy-D-xylulose 5-phosphate reductoisomerase IC50 = 281.84 nM 6.55 Inhibitory concentration against DOXP reductoisomerase 15887963
1-deoxy-D-xylulose 5-phosphate reductoisomerase IC50 = 311.0 nM 6.51 Inhibition of recombinant Escherichia coli DXR 16439126
Plasmodium falciparum IC50 = 350.0 nM 6.46 Antimalarial activity against Plasmodium falciparum Dd2 16439126
Plasmodium falciparum IC50 = 550.0 nM 6.26 Antimalarial activity against Plasmodium falciparum 3D7 16439126
Unchecked Ki = 930.0 nM 6.03 Inhibition of Escherichia coli recombinant DXR using DXP as substrate preincubat... 23795240
Plasmodium falciparum EC50 = 1700.0 nM 5.77 Antimalarial activity against Plasmodium falciparum Dd2 after 3 days by SYBR gre... 23795240
Plasmodium falciparum EC50 = 3500.0 nM 5.46 Antimalarial activity against Plasmodium falciparum 3D7 after 3 days by SYBR gre... 23795240
Unchecked IC50 = 7400.0 nM 5.13 Inhibition of Mycobacterium tuberculosis DXR-catalyzed NADPH-dependent rearrange... 21678907

Literature References

PubMed DOI Target Context # Activities
16439126 10.1016/j.bmcl.2005.12.082 Plasmodium falciparum 2
21678907 10.1021/jm2000085 Unchecked 2
23795240 10.1021/ml300419r Plasmodium falciparum 2
23795240 10.1021/ml300419r Unchecked 2
15887963 10.1021/jm0491501 1-deoxy-D-xylulose 5-phosphate reductoisomerase 1
16439126 10.1016/j.bmcl.2005.12.082 1-deoxy-D-xylulose 5-phosphate reductoisomerase 1
21678907 10.1021/jm2000085 Mycobacterium tuberculosis 1

Data from ChEMBL 36 via Core Engine