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Compound Detail

CHEMBL205338

FR-900098
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CC(=O)N(O)CCCP(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL205338
Name FR-900098
Phase Preclinical
Structure Type MOL
InChI Key PKMNDDZSIHLLLI-UHFFFAOYSA-N
6
Targets
39
Activities
2
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

197.1
MW (Da)
-0.21
ALogP
3
HBA
3
HBD
98.1
PSA (Ų)
0.33
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C5H12NO5P
MW 197.13
Aromatic Rings 0
Heavy Atoms 12
NP-Likeness 0.81

Activity Summary

IC50 32 meas. best 8.4
Ki 7 meas. best 7.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.4 7.5738 4.0 8
Unchecked
CHEMBL612545
 Ki 7.96 7.555 11.0 6
1-deoxy-D-xylulose 5-phosphate reductoisomerase, apicoplastic
CHEMBL4295619
 IC50 7.66 7.66 22.0 1
1-deoxy-D-xylulose 5-phosphate reductoisomerase
CHEMBL4091
 IC50 7.55 7.47 28.2 5
Plasmodium falciparum
CHEMBL364
 IC50 7.05 6.5731 90.0 13
1-deoxy-D-xylulose 5-phosphate reductoisomerase
CHEMBL5630
 Ki 6.89 6.89 130.0 1
1-deoxy-D-xylulose 5-phosphate reductoisomerase
CHEMBL5630
 IC50 6.8 6.19 160.0 4
1-deoxy-D-xylulose 5-phosphate reductoisomerase
CHEMBL2010623
 IC50 6.5 6.5 320.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 7.14 10'6/M Escherichia coli
Ka 1.28 10'7/M Plasmodium falciparum
Ka 1.79 10'6/M Mycobacterium tuberculosis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 4.0 nM 8.4 Inhibition of Escherichia coli His6-tagged DXR preincubated for 2 mins in presen... 27955925
Unchecked Ki = 11.0 nM 7.96 Inhibition of His6-tagged Plasmodium falciparum DXR expressed in Escherichia col... 23050057
Unchecked IC50 = 15.11 nM 7.82 Inhibition of Escherichia coli DXR assessed as reduction of NADPH in NADP+ by sp... 23215035
Unchecked IC50 = 15.0 nM 7.82 Inhibition of recombinant Plasmodium falciparum IspC using [3,4,5-13C3]1-Deoxy-D... 25633870
Unchecked IC50 = 18.0 nM 7.75 Inhibition of Plasmodium falciparum DXR using DXP as substrate measured every 5 ... 23819803
Unchecked Ki = 19.05 nM 7.72 Inhibition of Escherichia coli recombinant DXR using DXP as substrate and MgCl2 ... 21561155
Unchecked Ki = 19.0 nM 7.72 Inhibition of Escherichia coli recombinant DXR using DXP as substrate and MgCl2 ... 21561155
Unchecked Ki = 19.0 nM 7.72 Inhibition of Escherichia coli DXR using DXP as substrate preincubated for 5 min... 23050057
1-deoxy-D-xylulose 5-phosphate reductoisomerase, apicoplastic IC50 = 22.0 nM 7.66 Inhibition of Plasmodium falciparum DXR 39026652
1-deoxy-D-xylulose 5-phosphate reductoisomerase IC50 = 28.18 nM 7.55 Inhibitory concentration against DOXP reductoisomerase 15887963
1-deoxy-D-xylulose 5-phosphate reductoisomerase IC50 = 30.0 nM 7.52 Inhibition of recombinant Escherichia coli DXR 16439126
1-deoxy-D-xylulose 5-phosphate reductoisomerase IC50 = 30.0 nM 7.52 Inhibition of Escherichia coli DXR 21379374
1-deoxy-D-xylulose 5-phosphate reductoisomerase IC50 = 30.0 nM 7.52 Inhibition of recombinant Escherichia coli DXR in presence of NADPH by microplat... 33303239
Unchecked IC50 = 32.0 nM 7.5 Inhibition of Escherichia coli DXR 17583502
Unchecked Ki = 48.0 nM 7.32 Inhibition of recombinant Toxoplasma gondii DXR catalytic domain (68 to 513) exp... 23428849
Unchecked IC50 = 51.0 nM 7.29 Inhibition of Escherichia coli DXR using DXP as substrate measured every 5 secs ... 23819803
1-deoxy-D-xylulose 5-phosphate reductoisomerase IC50 = 58.0 nM 7.24 Inhibition of recombinant Escherichia coli DXR 16610809
Unchecked IC50 = 62.0 nM 7.21 Inhibition of Escherichia coli DXR 18158249
Plasmodium falciparum IC50 = 90.0 nM 7.05 Antimalarial activity against Plasmodium falciparum Dd2 assessed as reduction in... 26791529
1-deoxy-D-xylulose 5-phosphate reductoisomerase Ki = 130.0 nM 6.89 Inhibition of Mycobacterium tuberculosis recombinant DXR expressed in Escherichi... 21561155

Literature References

PubMed DOI Target Context # Activities
23050057 10.1021/ml300071w Unchecked 6
25633870 10.1021/jm5019719 Plasmodium falciparum 3
25781377 10.1021/jm5014264 Escherichia coli 3
20568776 10.1021/jm100211e Plasmodium berghei 3
23215035 10.1021/jm301577q Plasmodium falciparum 2
28154750 10.1039/C6MD00365F Unchecked 2
23819803 10.1021/jm4006498 Unchecked 2
21561155 10.1021/jm200363d Unchecked 2
25781377 10.1021/jm5014264 Mycolicibacterium smegmatis 2
33303239 10.1016/j.ejmech.2020.113055 1-deoxy-D-xylulose 5-phosphate reductoisomerase 2
16439126 10.1016/j.bmcl.2005.12.082 Plasmodium falciparum 2
16610809 10.1021/jm051177c Plasmodium falciparum 2
20568776 10.1021/jm100211e No relevant target 1
18158249 10.1016/j.bmc.2007.12.001 Plasmodium falciparum 1
21379374 10.1021/ml100243r 1-deoxy-D-xylulose 5-phosphate reductoisomerase 1
21561155 10.1021/jm200363d 1-deoxy-D-xylulose 5-phosphate reductoisomerase 1
39026652 10.1039/d3md00642e Mycobacterium tuberculosis 1
17583502 10.1016/j.bmcl.2007.06.026 Unchecked 1
22405649 10.1016/j.ejmech.2012.02.031 1-deoxy-D-xylulose 5-phosphate reductoisomerase 1
16439126 10.1016/j.bmcl.2005.12.082 1-deoxy-D-xylulose 5-phosphate reductoisomerase 1

Data from ChEMBL 36 via Core Engine