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Compound Detail

CHEMBL2164256

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Cc1ccc(C(CCC(=O)N(C)O)P(=O)(O)O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2164256
Phase Preclinical
Structure Type MOL
InChI Key YBVPWURHYFIQDS-UHFFFAOYSA-N
4
Targets
10
Activities
1
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

287.2
MW (Da)
1.84
ALogP
3
HBA
3
HBD
98.1
PSA (Ų)
0.44
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 C12H18NO5P
MW 287.25
Aromatic Rings 1
Heavy Atoms 19
NP-Likeness -0.16

Activity Summary

IC50 10 meas. best 8.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.0 7.56 10.0 4
Plasmodium falciparum
CHEMBL364
 IC50 6.68 6.5667 210.0 3
1-deoxy-D-xylulose 5-phosphate reductoisomerase
CHEMBL4091
 IC50 6.54 6.54 290.0 1
1-deoxy-D-xylulose 5-phosphate reductoisomerase
CHEMBL5630
 IC50 5.75 5.75 1800.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 10.0 nM 8.0 Inhibition of Plasmodium falciparum IspC using 1-deoxy-D-xylulose 5-phosphate as... 25254502
Unchecked IC50 = 14.0 nM 7.85 Inhibition of recombinant Plasmodium falciparum recombinant IspC using [3,4,5-13... 22731758
Unchecked IC50 = 14.0 nM 7.85 Inhibition of Plasmodium falciparum IspC expressed in recombinant Escherichia co... 24032981
Plasmodium falciparum IC50 = 210.0 nM 6.68 Antimicrobial activity against chloroquine-sensitive Plasmodium falciparum 3D7 a... 25254502
Plasmodium falciparum IC50 = 250.0 nM 6.6 Antimicrobial activity against chloroquine-resistant Plasmodium falciparum Dd2 a... 25254502
Unchecked IC50 = 286.0 nM 6.54 Inhibition of Escherichia coli IspC by photometric assay 24032981
1-deoxy-D-xylulose 5-phosphate reductoisomerase IC50 = 290.0 nM 6.54 Inhibition of Escherichia coli M15 recombinant IspC using 1-deoxy-D-xylulose 5-p... 25254502
Plasmodium falciparum IC50 = 380.0 nM 6.42 Antimicrobial activity against multidrug-resistant Plasmodium falciparum FCR3 as... 25254502
1-deoxy-D-xylulose 5-phosphate reductoisomerase IC50 = 1800.0 nM 5.75 Inhibition of Mycobacterium tuberculosis IspC by photometric assay 24032981
1-deoxy-D-xylulose 5-phosphate reductoisomerase IC50 = 1800.0 nM 5.75 Inhibition of Mycobacterium tuberculosis IspC using 1-deoxy-D-xylulose 5-phospha... 25254502

Literature References

PubMed DOI Target Context # Activities
25254502 10.1021/jm500850y Plasmodium falciparum 3
22731758 10.1021/jm300652f Plasmodium falciparum 2
24032981 10.1021/jm4012559 Plasmodium falciparum 2
24032981 10.1021/jm4012559 Unchecked 2
25254502 10.1021/jm500850y 1-deoxy-D-xylulose 5-phosphate reductoisomerase 2
22731758 10.1021/jm300652f Unchecked 1
24032981 10.1021/jm4012559 1-deoxy-D-xylulose 5-phosphate reductoisomerase 1
25254502 10.1021/jm500850y Unchecked 1

Data from ChEMBL 36 via Core Engine