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Compound Detail

CHEMBL1583158

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Cc1cccn2c(=O)c3cc(C(=O)NCc4cccnc4)c(=N)n(CC4CCCO4)c3nc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1583158
Phase Preclinical
Structure Type MOL
InChI Key XPXWHWPEIBBBCJ-UHFFFAOYSA-N
6
Targets
9
Activities
2
Assay Types
3
PK Parameters
4
Publications
0
Known Names

Molecular Properties

444.5
MW (Da)
1.94
ALogP
8
HBA
2
HBD
114.4
PSA (Ų)
0.46
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 C24H24N6O3
MW 444.50
Aromatic Rings 4
Heavy Atoms 33
NP-Likeness -1.56

Activity Summary

Ki 6 meas. best 8.05
Kd 3 meas. best 7.07

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Chitinase
CHEMBL4523313
 Ki 8.05 8.05 9.0 1
Chitinase B
CHEMBL5348
 Ki 7.24 7.24 58.0 1
Chitinase
CHEMBL4523313
 Kd 7.07 7.07 85.0 1
Chitinase B
CHEMBL5348
 Kd 6.72 6.72 190.0 1
Chitotriosidase-1
CHEMBL3080
 Kd 5.95 5.95 1120.0 1
Chitotriosidase-1
CHEMBL3080
 Ki 5.95 5.95 1120.0 1
Acidic mammalian chitinase
CHEMBL2052027
 Ki 5.86 5.86 1380.0 1
Chitotriosidase-1
CHEMBL4105845
 Ki 5.71 5.71 1940.0 1
Acidic mammalian chitinase
CHEMBL1293197
 Ki 5.01 5.01 9720.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 117000000.0 M Ostrinia furnacalis
Ka 5110000.0 M Serratia marcescens
Ka 895000.0 M Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Chitinase Ki = 9.0 nM 8.05 Inhibition of Ostrinia furnacalis chitinase h catalytic domain overexpressed in ... 31928006
Chitinase B Ki = 58.0 nM 7.24 Inhibition of Serratia marcescens chitinase b catalytic domain overexpressed in ... 31928006
Chitinase Kd = 85.0 nM 7.07 Binding affinity to Ostrinia furnacalis chitinase h catalytic domain overexpress... 31928006
Chitinase B Kd = 190.0 nM 6.72 Binding affinity to Serratia marcescens chitinase b catalytic domain overexpress... 31928006
Chitotriosidase-1 Kd = 1120.0 nM 5.95 Binding affinity to human CHIT1 catalytic domain overexpressed in Pichia pastori... 31928006
Chitotriosidase-1 Ki = 1120.0 nM 5.95 Inhibition of human CHIT1 catalytic domain overexpressed in Pichia pastoris usin... 31928006
Acidic mammalian chitinase Ki = 1380.0 nM 5.86 Inhibition of mouse acidic mammalian chitinase catalytic domain overexpressed in... 31928006
Chitotriosidase-1 Ki = 1940.0 nM 5.71 Inhibition of mouse CHIT1 catalytic domain overexpressed in Pichia pastoris usin... 31928006
Acidic mammalian chitinase Ki = 9720.0 nM 5.01 Inhibition of human acidic mammalian chitinase catalytic domain overexpressed in... 31928006

Literature References

PubMed DOI Target Context # Activities
31928006 10.1021/acs.jmedchem.9b01154 Chitotriosidase-1 5
31928006 10.1021/acs.jmedchem.9b01154 Chitinase 4
31928006 10.1021/acs.jmedchem.9b01154 Chitinase B 4
31928006 10.1021/acs.jmedchem.9b01154 Acidic mammalian chitinase 3

Data from ChEMBL 36 via Core Engine