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Compound Detail

CHEMBL449298

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Nc1ccc(O)c2ncccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL449298
Phase Preclinical
Structure Type MOL
InChI Key YDEUKNRKEYICTH-UHFFFAOYSA-N
8
Targets
17
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

160.2
MW (Da)
1.52
ALogP
3
HBA
2
HBD
59.1
PSA (Ų)
0.45
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C9H8N2O
MW 160.18
Aromatic Rings 2
Heavy Atoms 12
NP-Likeness -0.21

Activity Summary

IC50 17 meas. best 6.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Proteasome Macropain subunit MB1
CHEMBL4662
 IC50 6.22 6.22 600.0 8
Indoleamine 2,3-dioxygenase 1
CHEMBL1075294
 IC50 6.0 6.0 1000.0 1
Heat shock protein HSP90
CHEMBL2095165
 IC50 5.81 5.185 1560.0 2
Replicase polyprotein 1ab
CHEMBL4523582
 IC50 5.69 5.69 2050.0 1
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 IC50 5.52 5.52 3000.0 2
Tryptophan 2,3-dioxygenase
CHEMBL1075307
 IC50 5.3 5.3 5000.0 1
HL-60
CHEMBL383
 IC50 4.86 4.86 13800.0 1
Catechol O-methyltransferase
CHEMBL2372
 IC50 4.53 4.53 29512.1 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Proteasome Macropain subunit MB1 IC50 = 600.0 nM 6.22 Inhibition of human 20S proteasome chymotryptic-like activity using Suc-LLVY-AMC... 27112450
Proteasome Macropain subunit MB1 IC50 = 600.0 nM 6.22 Inhibition of human 20S proteasome chymotryptic-like activity using Suc-LLVY-AMC... 27112450
Proteasome Macropain subunit MB1 IC50 = 600.0 nM 6.22 Inhibition of human 20S proteasome chymotryptic-like activity using Suc-LLVY-AMC... 27112450
Proteasome Macropain subunit MB1 IC50 = 600.0 nM 6.22 Inhibition of human 20S proteasome chymotryptic-like activity using Suc-LLVY-AMC... 27112450
Proteasome Macropain subunit MB1 IC50 = 600.0 nM 6.22 Inhibition of human 20S proteasome chymotryptic-like activity using Suc-LLVY-AMC... 27112450
Proteasome Macropain subunit MB1 IC50 = 600.0 nM 6.22 Inhibition of human 20S proteasome chymotryptic-like activity using Suc-LLVY-AMC... 27112450
Proteasome Macropain subunit MB1 IC50 = 600.0 nM 6.22 Inhibition of human 20S proteasome chymotryptic-like activity using Suc-LLVY-AMC... 27112450
Proteasome Macropain subunit MB1 IC50 = 600.0 nM 6.22 Inhibition of human 20S proteasome chymotryptic-like activity using Suc-LLVY-AMC... 27112450
Indoleamine 2,3-dioxygenase 1 IC50 = 1000.0 nM 6.0 Inhibition of mouse recombinant IDO expressed in mouse P815B cells assessed as b... 20055453
Heat shock protein HSP90 IC50 = 1560.0 nM 5.81 PUBCHEM_BIOASSAY: Tumor Hsp90 Inhibitors Dose Response Confirmation. (Class of a... -
Replicase polyprotein 1ab IC50 = 2050.0 nM 5.69 SARS-CoV-2 3CL-Pro protease inhibition IC50 determined by FRET kind of response ... -
Indoleamine 2,3-dioxygenase 1 IC50 = 3000.0 nM 5.52 Inhibition of human recombinant IDO expressed in Escherichia coli BL21 AI 20055453
Indoleamine 2,3-dioxygenase 1 IC50 = 3000.0 nM 5.52 Inhibition of IDO1 in HEK293 cells 33341650
Tryptophan 2,3-dioxygenase IC50 = 5000.0 nM 5.3 Inhibition of mouse recombinant TDO expressed in mouse P815B cells assessed as b... 20055453
HL-60 IC50 = 13800.0 nM 4.86 Cytotoxicity against human HL60 cells after 48 hrs by MTT assay 26276433
Heat shock protein HSP90 IC50 = 27605.74 nM 4.56 PUBCHEM_BIOASSAY: Tumor Hsp90 Inhibitors Dose Response Confirmation. (Class of a... -
Catechol O-methyltransferase IC50 = 29512.09 nM 4.53 Inhibition of Sprague-Dawley rat liver COMT after 10 mins using 0.05 uCi [14CH3]... 817025

Literature References

PubMed DOI Target Context # Activities
27112450 10.1016/j.bmc.2016.04.005 Proteasome Macropain subunit MB1 8
20055453 10.1021/jm9014718 Indoleamine 2,3-dioxygenase 1 3
26276433 10.1016/j.ejmech.2015.07.040 ADMET 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
20055453 10.1021/jm9014718 ADMET 2
21215618 10.1016/j.bmcl.2010.12.058 Candida tropicalis 1
26276433 10.1016/j.ejmech.2015.07.040 HL-60 1
817025 10.1021/jm00226a025 Catechol O-methyltransferase 1
21215618 10.1016/j.bmcl.2010.12.058 Aspergillus flavus 1
21215618 10.1016/j.bmcl.2010.12.058 Aspergillus niger 1
21215618 10.1016/j.bmcl.2010.12.058 Cryptococcus neoformans 1
21215618 10.1016/j.bmcl.2010.12.058 Pichia kudriavzevii 1
19010669 10.1016/j.bmcl.2008.10.131 Candida albicans 1
33341650 10.1016/j.ejmech.2020.113071 Indoleamine 2,3-dioxygenase 1 1
20055453 10.1021/jm9014718 HEK293 1
20055453 10.1021/jm9014718 Tryptophan 2,3-dioxygenase 1
19010669 10.1016/j.bmcl.2008.10.131 Aspergillus niger 1
19010669 10.1016/j.bmcl.2008.10.131 Cryptococcus neoformans 1
19010669 10.1016/j.bmcl.2008.10.131 Pichia kudriavzevii 1

Data from ChEMBL 36 via Core Engine