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Compound Detail

CHEMBL477121

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c1ccc(CNCc2ccc(CN3CCCNCCNCCCNCC3)cc2)nc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL477121
Phase Preclinical
Structure Type MOL
InChI Key CWJJHESJXJQCJA-UHFFFAOYSA-N
2
Targets
61
Activities
3
Assay Types
2
PK Parameters
16
Publications
0
Known Names

Molecular Properties

410.6
MW (Da)
1.74
ALogP
6
HBA
4
HBD
64.2
PSA (Ų)
0.58
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C24H38N6
MW 410.61
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -1.30

Activity Summary

Ki 42 meas. best 8.0
IC50 16 meas. best 8.06
EC50 3 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
 EC50 9.0 8.3667 1.0 3
C-X-C chemokine receptor type 4
CHEMBL2107
 IC50 8.06 7.985 8.7 2
C-X-C chemokine receptor type 4
CHEMBL2107
 Ki 8.0 6.5431 10.0 39
Human immunodeficiency virus 1
CHEMBL378
 IC50 7.43 5.6475 37.0 12

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.56 hr Canis lupus familiaris
Tmax 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 EC50 = 1.0 nM 9.0 Antiviral activity against HIV1 infected in human MT4 cells assessed as reductio... 26974376
C-X-C chemokine receptor type 4 IC50 = 8.7 nM 8.06 Inhibition of CXCR4 receptor (unknown origin) 38879970
Human immunodeficiency virus 1 EC50 = 9.0 nM 8.05 Antiviral activity against HIV1 3B infected in human MT4 cells assessed as inhib... 20043638
Human immunodeficiency virus 1 EC50 = 9.0 nM 8.05 Antiviral activity against HIV1 assessed as inhibition of virus induced cytopath... 29500940
C-X-C chemokine receptor type 4 Ki = 10.0 nM 8.0 Antagonist activity at human CXCR4 L120F mutant expressed in COS7 cells coexpres... 17599916
C-X-C chemokine receptor type 4 Ki = 10.0 nM 8.0 Antagonist activity at human wild type CXCR4 expressed in COS7 cells coexpressin... 17599916
C-X-C chemokine receptor type 4 Ki = 10.0 nM 8.0 Antagonist activity at human CXCR4 F172A mutant expressed in COS7 cells coexpres... 17599916
C-X-C chemokine receptor type 4 Ki = 10.0 nM 8.0 Binding affinity to CXCR4 (unknown origin) assessed as inhibition constant 28165741
C-X-C chemokine receptor type 4 Ki = 10.0 nM 8.0 Antagonist activity at human CXCR4 T287A mutant expressed in COS7 cells coexpres... 17599916
C-X-C chemokine receptor type 4 IC50 = 12.4 nM 7.91 Antagonist activity at CXCR4 21381769
C-X-C chemokine receptor type 4 Ki = 20.0 nM 7.7 Antagonist activity at human CXCR4 Y255A mutant expressed in COS7 cells coexpres... 17599916
C-X-C chemokine receptor type 4 Ki = 30.0 nM 7.52 Antagonist activity at human CXCR4 I284A mutant expressed in COS7 cells coexpres... 17599916
C-X-C chemokine receptor type 4 Ki = 30.0 nM 7.52 Antagonist activity at transmembrane domain 6 of human CXCR4 I259A mutant expres... 17599916
Human immunodeficiency virus 1 IC50 = 37.0 nM 7.43 Antiviral activity against HIV1 NDK infected in U87.CD4 cells expressing human C... 17599916
Human immunodeficiency virus 1 IC50 = 38.0 nM 7.42 Antiviral activity against HIV1 NL43 infected in U87.CD4 cells expressing human ... 17599916
C-X-C chemokine receptor type 4 Ki = 40.0 nM 7.4 Displacement of [125I]12G5 antibody from extracellular loop 2 of human CXCR4 D18... 17599916
C-X-C chemokine receptor type 4 Ki = 40.0 nM 7.4 Antagonist activity at human CXCR4 H203A mutant expressed in COS7 cells coexpres... 17599916
C-X-C chemokine receptor type 4 Ki = 80.0 nM 7.1 Antagonist activity at human CXCR4 I259W mutant expressed in COS7 cells coexpres... 17599916
C-X-C chemokine receptor type 4 Ki = 100.0 nM 7.0 Displacement of [125I]12G5 antibody from extracellular loop 2 of human CXCR4 N17... 17599916
C-X-C chemokine receptor type 4 Ki = 110.0 nM 6.96 Displacement of [125I]12G5 antibody from human wild type CXCR4 expressed in COS7... 17599916

Literature References

PubMed DOI Target Context # Activities
17599916 10.1074/jbc.m704739200 C-X-C chemokine receptor type 4 85
17599916 10.1074/jbc.m704739200 Human immunodeficiency virus 1 18
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
20043638 10.1021/jm901530b Human immunodeficiency virus 1 1
20043638 10.1021/jm901530b MT4 1
20043638 10.1021/jm901530b ADMET 1
21381769 10.1021/jm1012374 C-X-C chemokine receptor type 4 1
26974376 10.1016/j.ejmech.2016.02.051 Human immunodeficiency virus 1 1
26974376 10.1016/j.ejmech.2016.02.051 Mus musculus 1
26974376 10.1016/j.ejmech.2016.02.051 Canis familiaris 1
29500940 10.1016/j.ejmech.2018.02.043 Human immunodeficiency virus 1 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
28165741 10.1021/acs.jmedchem.6b01309 C-X-C chemokine receptor type 4 1
38879970 10.1016/j.ejmech.2024.116594 C-X-C chemokine receptor type 4 1

Data from ChEMBL 36 via Core Engine