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Compound Detail

CHEMBL333928

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Nc1nc(OCc2ccccc2)c2[nH]nnc2n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL333928
Phase Preclinical
Structure Type MOL
InChI Key ZHTBAYPUCDCQPX-UHFFFAOYSA-N
7
Targets
16
Activities
3
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

242.2
MW (Da)
0.91
ALogP
6
HBA
2
HBD
102.6
PSA (Ų)
0.71
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H10N6O
MW 242.24
Aromatic Rings 3
Heavy Atoms 18
NP-Likeness -1.04

Activity Summary

IC50 14 meas. best 7.82
EC50 1 meas. best 5.0
Kd 1 meas. best 6.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Eosinophil peroxidase
CHEMBL2438
 IC50 7.82 7.795 15.0 2
Methylated-DNA--protein-cysteine methyltransferase
CHEMBL2864
 IC50 7.42 7.42 38.0 1
Eosinophil peroxidase
CHEMBL4295770
 IC50 7.09 7.09 81.0 1
Myeloperoxidase
CHEMBL2439
 IC50 7.08 6.7738 84.0 8
Unchecked
CHEMBL612545
 Kd 6.26 6.26 547.0 1
Myeloperoxidase
CHEMBL2439
 EC50 5.0 5.0 10000.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 4.85 4.85 14000.0 1
Thyroid peroxidase
CHEMBL1839
 IC50 4.38 4.38 42000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 5329.28 ng.hr.mL-1 Mus musculus
AUC 5377.73 ng.hr.mL-1 Mus musculus
Cmax 31000.0 nM Mus musculus
Cmax 30900.0 nM Mus musculus
Fu 0.006 - Homo sapiens
Fu 0.13 - Mus musculus
Ka 1.3 10^3/M.s Homo sapiens
T1/2 2.8 hr -
T1/2 2.8 hr -
T1/2 2.4 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Eosinophil peroxidase IC50 = 15.0 nM 7.82 Inhibition of eosinophil peroxidase (unknown origin)assessed as reduction in H2O... 30108726
Eosinophil peroxidase IC50 = 17.0 nM 7.77 Inhibition of human EPX bromination activity assessed as reduction in H2O2 catal... 30613322
Methylated-DNA--protein-cysteine methyltransferase IC50 = 38.0 nM 7.42 In vitro inhibition of MGMT using cell free extracts from HeLa S3 cells 11708909
Eosinophil peroxidase IC50 = 81.0 nM 7.09 Inhibition of mouse C-terminal His10 tagged MPO (Met16 to Thr718 residues) asses... 30108726
Myeloperoxidase IC50 = 84.0 nM 7.08 Inhibition of human MPO assessed as reduction in enzyme-mediated chlorination by... 30108726
Myeloperoxidase IC50 = 103.0 nM 6.99 Inhibition of recombinant human MPO incubated for 10 mins by amplex red dye base... 33007547
Myeloperoxidase IC50 = 105.0 nM 6.98 Inhibition of recombinant human MPO incubated for 10 mins in presence of 240 mM ... 33007547
Myeloperoxidase IC50 = 110.0 nM 6.96 Inhibition of human MPO assessed as reduction in enzyme-mediated chlorination by... 30108726
Myeloperoxidase IC50 = 110.0 nM 6.96 Inhibition of human MPO peroxidase activity in presence of H2O2 measured at 30 s... 30108726
Myeloperoxidase IC50 = 110.0 nM 6.96 Inhibition of human PMN leukocytes MPO peroxidation activity using H2O2 as subst... 30613322
Myeloperoxidase IC50 = 110.0 nM 6.96 Inhibition of human PMN leukocytes MPO chlorination activity using H2O2 as subst... 30613322
Unchecked Kd = 547.0 nM 6.26 Binding affinity to human neutrophil MPO delta (1-95) measured for 5 mins by SPR... 33007547
Myeloperoxidase IC50 = 5000.0 nM 5.3 Inhibition of MPO in human neutrophils assessed as reduction in PMA-stimulated H... 30108726
Myeloperoxidase EC50 = 10000.0 nM 5.0 Inhibition of human MPO chlorination activity assessed as reduction in ApoA1-med... 30108726
Cytochrome P450 3A4 IC50 = 14000.0 nM 4.85 Inhibition of CYP3A4 (unknown origin) 30108726
Thyroid peroxidase IC50 = 42000.0 nM 4.38 Inhibition of human TPO assessed as reduction in H2O2 catalyzed 3,5-iodo tyrosin... 30613322

Literature References

PubMed DOI Target Context # Activities
33007547 10.1016/j.bmc.2020.115723 ADMET 10
30108726 10.1039/C7MD00268H Myeloperoxidase 8
33007547 10.1016/j.bmc.2020.115723 Unchecked 4
30613322 10.1021/acsmedchemlett.8b00308 ADMET 4
30108726 10.1039/C7MD00268H Unchecked 4
30108726 10.1039/C7MD00268H ADMET 4
30108726 10.1039/C7MD00268H Mus musculus 2
33007547 10.1016/j.bmc.2020.115723 Myeloperoxidase 2
30613322 10.1021/acsmedchemlett.8b00308 Myeloperoxidase 2
30108726 10.1039/C7MD00268H Eosinophil peroxidase 2
30108726 10.1039/C7MD00268H No relevant target 2
7830279 10.1021/jm00002a018 Methylated-DNA--protein-cysteine methyltransferase 2
30108726 10.1039/C7MD00268H Cytochrome P450 3A4 1
11708909 10.1021/jm010006e Methylated-DNA--protein-cysteine methyltransferase 1
30613322 10.1021/acsmedchemlett.8b00308 Lactoperoxidase 1
30613322 10.1021/acsmedchemlett.8b00308 Thyroid peroxidase 1
30613322 10.1021/acsmedchemlett.8b00308 Eosinophil peroxidase 1
30613322 10.1021/acsmedchemlett.8b00308 Methylated-DNA--protein-cysteine methyltransferase 1
33007547 10.1016/j.bmc.2020.115723 No relevant target 1
30108726 10.1039/C7MD00268H Lactoperoxidase 1

Data from ChEMBL 36 via Core Engine