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Compound Detail

CHEMBL174588

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CO[C@H]1CC[C@@H](C(=O)c2ccc3nc4c(cc3c2)CCCO4)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL174588
Phase Preclinical
Structure Type MOL
InChI Key QOTAQTRFJWLFCR-XFHMXUHZSA-N
3
Targets
8
Activities
2
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

325.4
MW (Da)
3.95
ALogP
4
HBA
0
HBD
48.4
PSA (Ų)
0.80
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 C20H23NO3
MW 325.41
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -0.27

Activity Summary

IC50 7 meas. best 9.26
Ki 1 meas. best 9.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 1
CHEMBL3772
 Ki 9.47 9.47 0.3 1
Metabotropic glutamate receptor 1
CHEMBL3772
 IC50 9.26 8.3833 0.6 3
Metabotropic glutamate receptor 1
CHEMBL4477
 IC50 8.52 7.935 3.0 2
Homo sapiens
CHEMBL372
 IC50 7.14 7.125 73.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 91.67 mL.min-1.kg-1 Rattus norvegicus
T1/2 0.32 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Metabotropic glutamate receptor 1 Ki = 0.34 nM 9.47 Binding affinity to mGluR1 21172734
Metabotropic glutamate receptor 1 IC50 = 0.55 nM 9.26 Inhibitory concentration against human metabotropic glutamate receptor 15771457
Metabotropic glutamate receptor 1 IC50 = 1.21 nM 8.92 Antagonist activity at human mGlu1 receptor 17489573
Metabotropic glutamate receptor 1 IC50 = 3.0 nM 8.52 Inhibitory concentration against rat metabotropic glutamate receptor 1 15771457
Metabotropic glutamate receptor 1 IC50 = 45.0 nM 7.35 Inhibitory concentration against rat metabotropic glutamate receptor 1 15771457
Homo sapiens IC50 = 73.0 nM 7.14 In vitro metabolic stability of compound was tested in human liver microsomes 15771457
Homo sapiens IC50 = 77.0 nM 7.11 In vitro metabolic stability of compound was tested in human liver microsomes 15771457
Metabotropic glutamate receptor 1 IC50 = 106.0 nM 6.97 Inhibitory concentration against human metabotropic glutamate receptor 15771457

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5058564 U2OS 16
- 10.6019/CHEMBL5058564 Fibroblast 10
- 10.6019/CHEMBL5058564 HEK-293T 8
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 7
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 7
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 7
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 7
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 7
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 7
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 7
- 10.6019/CHEMBL5209801 Apelin receptor 7
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 7
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 7
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 7
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 7
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL5209801 G-protein coupled receptor 35 4
15771457 10.1021/jm049499o Metabotropic glutamate receptor 1 4
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL5060014 Aurora kinase A 2

Data from ChEMBL 36 via Core Engine