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Compound Detail

CHEMBL574580

1-HYDROXY-5-PHENYLPYRIDIN-2(1H)-ONE
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O=c1ccc(-c2ccccc2)cn1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL574580
Name 1-HYDROXY-5-PHENYLPYRIDIN-2(1H)-ONE
Phase Preclinical
Structure Type MOL
InChI Key ISVJDQZSLLHGNB-UHFFFAOYSA-N
4
Targets
9
Activities
2
Assay Types
5
PK Parameters
13
Publications
0
Known Names

Molecular Properties

187.2
MW (Da)
1.75
ALogP
3
HBA
1
HBD
42.2
PSA (Ų)
0.69
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H9NO2
MW 187.20
Aromatic Rings 2
Heavy Atoms 14
NP-Likeness -0.21

Activity Summary

Ki 7 meas. best 6.16
IC50 2 meas. best 5.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 6.16 5.282 700.0 5
1-deoxy-D-xylulose 5-phosphate reductoisomerase
CHEMBL4091
 IC50 5.85 5.85 1400.0 1
Unchecked
CHEMBL612545
 IC50 5.85 5.85 1400.0 1
1-deoxy-D-xylulose 5-phosphate reductoisomerase
CHEMBL5630
 Ki 4.66 4.66 21800.0 1
Isocitrate dehydrogenase [NADP] cytoplasmic
CHEMBL2007625
 Ki 4.3 4.3 50000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 1.72 10'5/M Escherichia coli
Ka 2.69 10'5/M Plasmodium falciparum
Ka 3.42 10'5/M Mycobacterium tuberculosis
Ka 2.55 10'5/M Escherichia coli
Ka 2.87 10'5/M Escherichia coli

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 700.0 nM 6.16 Inhibition of Escherichia coli recombinant DXR using DXP as substrate and MgCl2 ... 21561155
Unchecked Ki = 700.0 nM 6.16 Inhibition of Escherichia coli DXR using DXP as substrate preincubated for 5 min... 23050057
Unchecked IC50 = 1400.0 nM 5.85 Inhibition of Escherichia coli M15 DXR 19888756
1-deoxy-D-xylulose 5-phosphate reductoisomerase IC50 = 1400.0 nM 5.85 Inhibition of Escherichia coli DXR 21379374
Unchecked Ki = 14600.0 nM 4.84 Inhibition of His6-tagged Plasmodium falciparum DXR expressed in Escherichia col... 23050057
1-deoxy-D-xylulose 5-phosphate reductoisomerase Ki = 21800.0 nM 4.66 Inhibition of Mycobacterium tuberculosis recombinant DXR expressed in Escherichi... 21561155
Unchecked Ki = 21800.0 nM 4.66 Inhibition of Mycobacterium tuberculosis DXR using DXP as substrate preincubated... 23050057
Unchecked Ki = 25600.0 nM 4.59 Inhibition of recombinant Toxoplasma gondii DXR catalytic domain (68 to 513) exp... 23428849
Isocitrate dehydrogenase [NADP] cytoplasmic Ki = 50000.0 nM 4.3 Inhibition of human IDH1 R132H mutant expressed in Escherichia coli BL21-CodonPl... 25271760

Literature References

PubMed DOI Target Context # Activities
23050057 10.1021/ml300071w Unchecked 8
35635945 10.1016/j.ejmech.2022.114443 Human alphaherpesvirus 2 3
19888756 10.1021/jm9012592 ADMET 2
19888756 10.1021/jm9012592 Escherichia coli 1
19888756 10.1021/jm9012592 Pseudomonas aeruginosa 1
19888756 10.1021/jm9012592 Bacillus anthracis 1
19888756 10.1021/jm9012592 Micrococcus luteus 1
19888756 10.1021/jm9012592 Unchecked 1
21379374 10.1021/ml100243r 1-deoxy-D-xylulose 5-phosphate reductoisomerase 1
21561155 10.1021/jm200363d Unchecked 1
21561155 10.1021/jm200363d 1-deoxy-D-xylulose 5-phosphate reductoisomerase 1
23428849 10.1016/j.bmcl.2013.01.097 Unchecked 1
25271760 10.1021/jm500660f Isocitrate dehydrogenase [NADP] cytoplasmic 1

Data from ChEMBL 36 via Core Engine