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Compound Detail

CHEMBL1668022

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CCCCN1C(=O)[C@H]([C@@H](O)C2CCCCC2)NC(=O)C12CCN(Cc1ccc(Oc3ccc(C(=O)O)cc3)cc1)CC2.Cl

Basic Information

ChEMBL ID CHEMBL1668022
Phase Preclinical
Structure Type MOL
InChI Key QNNBMSGFNQRUEH-OCPPCWRMSA-N
Parent Compound CHEMBL1739500
Active Moiety CHEMBL1739500
1
Targets
4
Activities
1
Assay Types
7
PK Parameters
9
Publications
0
Known Names

Molecular Properties

577.7
MW (Da)
4.58
ALogP
6
HBA
3
HBD
119.4
PSA (Ų)
0.38
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C33H44ClN3O6
MW 614.18
Aromatic Rings 2
Heavy Atoms 42
NP-Likeness -0.18

Activity Summary

IC50 4 meas. best 7.29

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
C-C chemokine receptor type 5
CHEMBL274
IC50 7.29 5.9767 51.0 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 213.0 ng.hr.mL-1 Rattus norvegicus
AUC 988.0 ng.hr.mL-1 Rattus norvegicus
CL 50.9 mL.min-1.kg-1 Rattus norvegicus
Cmax 450.05 nM Rattus norvegicus
F 6.5 % Rattus norvegicus
T1/2 0.32 hr Rattus norvegicus
T1/2 0.27 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
21256008 10.1016/j.bmcl.2010.12.109 Rattus norvegicus 8
21256008 10.1016/j.bmcl.2010.12.109 C-C chemokine receptor type 5 2
21256008 10.1016/j.bmcl.2010.12.109 Liver microsomes 2
21658961 10.1016/j.bmc.2011.05.022 C-C chemokine receptor type 5 2
21256008 10.1016/j.bmcl.2010.12.109 Cytochrome P450 2C9 1
21256008 10.1016/j.bmcl.2010.12.109 Cytochrome P450 2D6 1
21256008 10.1016/j.bmcl.2010.12.109 Cytochrome P450 3A4 1
21256008 10.1016/j.bmcl.2010.12.109 Caco-2 1
21256008 10.1016/j.bmcl.2010.12.109 No relevant target 1

Data from ChEMBL 36 via Core Engine