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Compound Detail

CHEMBL1170878

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CCCCN1C(=O)[C@H](CC2CCCCC2)NC(=O)C12CCN(Cc1ccc(Oc3ccc(C(=O)O)cc3)cc1)CC2.Cl

Basic Information

ChEMBL ID CHEMBL1170878
Phase Preclinical
Structure Type MOL
InChI Key YOZKWQSSNGTVAW-JMAPEOGHSA-N
Parent Compound CHEMBL1200019
Active Moiety CHEMBL1200019
4
Targets
7
Activities
1
Assay Types
14
PK Parameters
12
Publications
0
Known Names

Molecular Properties

561.7
MW (Da)
5.61
ALogP
5
HBA
2
HBD
99.2
PSA (Ų)
0.39
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C33H44ClN3O5
MW 598.18
Aromatic Rings 2
Heavy Atoms 41
NP-Likeness -0.27

Activity Summary

IC50 7 meas. best 7.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
C-C chemokine receptor type 5
CHEMBL274
IC50 7.89 7.6133 13.0 3
Human immunodeficiency virus 1
CHEMBL378
IC50 7.41 7.41 39.0 2
Cytochrome P450 2C9
CHEMBL3397
IC50 5.06 5.06 8800.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 4.6 4.6 24900.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 10532.0 ng.hr.mL-1 Rattus norvegicus
AUC 3091.0 ng.hr.mL-1 Rattus norvegicus
AUC 3091.0 ng.hr.mL-1 Rattus norvegicus
AUC 10532.0 ng.hr.mL-1 Rattus norvegicus
CL 16.0 mL.min-1.kg-1 Rattus norvegicus
CL 16.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 4272.59 nM Rattus norvegicus
Cmax 4272.59 nM Rattus norvegicus
F 34.0 % Rattus norvegicus
F 34.0 % Rattus norvegicus
T1/2 0.8067 hr Rattus norvegicus
T1/2 0.185 hr Rattus norvegicus
T1/2 0.185 hr Rattus norvegicus
T1/2 0.8067 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
21658961 10.1016/j.bmc.2011.05.022 Rattus norvegicus 8
21658961 10.1016/j.bmc.2011.05.022 Human immunodeficiency virus 1 3
20542438 10.1016/j.bmc.2010.05.057 Caco-2 2
21256008 10.1016/j.bmcl.2010.12.109 C-C chemokine receptor type 5 2
20542438 10.1016/j.bmc.2010.05.057 C-C chemokine receptor type 5 1
20542438 10.1016/j.bmc.2010.05.057 Liver microsomes 1
20542438 10.1016/j.bmc.2010.05.057 No relevant target 1
20542438 10.1016/j.bmc.2010.05.057 Human immunodeficiency virus 1 1
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

Data from ChEMBL 36 via Core Engine