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Compound Detail

CHEMBL2164259

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CN(O)C(=O)COC(c1cccc2ccccc12)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2164259
Phase Preclinical
Structure Type MOL
InChI Key RZCGPVVICRPZKJ-UHFFFAOYSA-N
3
Targets
8
Activities
1
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

325.3
MW (Da)
1.88
ALogP
4
HBA
3
HBD
107.3
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 C14H16NO6P
MW 325.26
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -0.36

Activity Summary

IC50 8 meas. best 7.41

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 7.41 6.72 39.0 3
Plasmodium falciparum
CHEMBL364
 IC50 6.46 6.37 350.0 4
1-deoxy-D-xylulose 5-phosphate reductoisomerase
CHEMBL5630
 IC50 4.82 4.82 15000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 39.0 nM 7.41 Inhibition of recombinant Plasmodium falciparum recombinant IspC using [3,4,5-13... 22731758
Unchecked IC50 = 39.0 nM 7.41 Inhibition of Plasmodium falciparum IspC expressed in recombinant Escherichia co... 24032981
Plasmodium falciparum IC50 = 350.0 nM 6.46 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Dd2 ... 22731758
Plasmodium falciparum IC50 = 350.0 nM 6.46 Antimicrobial activity against chloroquine-resistant blood stage forms of Plasmo... 24032981
Plasmodium falciparum IC50 = 520.0 nM 6.28 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D7 ... 22731758
Plasmodium falciparum IC50 = 520.0 nM 6.28 Antimicrobial activity against chloroquine-sensitive blood stage forms of Plasmo... 24032981
Unchecked IC50 = 4600.0 nM 5.34 Inhibition of Escherichia coli IspC by photometric assay 24032981
1-deoxy-D-xylulose 5-phosphate reductoisomerase IC50 = 15000.0 nM 4.82 Inhibition of Mycobacterium tuberculosis IspC by photometric assay 24032981

Literature References

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

Data from ChEMBL 36 via Core Engine