Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL322251

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
Cc1cc[n+]([O-])c(C)c1C(=O)N1CCC(C)(N2CCN([C@@H](C)c3ccc(C(F)(F)F)cc3)[C@@H](C)C2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL322251
Phase Preclinical
Structure Type MOL
InChI Key RQDGBNLSKUOAJD-SFTDATJTSA-N
5
Targets
9
Activities
2
Assay Types
10
PK Parameters
14
Publications
0
Known Names

Molecular Properties

518.6
MW (Da)
4.72
ALogP
4
HBA
0
HBD
53.7
PSA (Ų)
0.43
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H37F3N4O2
MW 518.62
Aromatic Rings 2
Heavy Atoms 37
NP-Likeness -0.55

Activity Summary

Ki 6 meas. best 8.15
IC50 3 meas. best 10.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
BaF3
CHEMBL614524
 IC50 10.0 10.0 0.1 1
U-87 MG
CHEMBL614247
 IC50 9.0 8.85 1.0 2
C-C chemokine receptor type 5
CHEMBL274
 Ki 8.15 8.15 7.0 3
Muscarinic acetylcholine receptor M2
CHEMBL211
 Ki 6.6 6.6 250.0 2
Muscarinic acetylcholine receptor M1
CHEMBL216
 Ki 6.46 6.46 350.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 9243.0 ng.hr.mL-1 Rattus norvegicus
AUC 3240.0 0-24hr Canis lupus familiaris
AUC 6290.0 0-24hr Canis lupus familiaris
AUC 2610.0 0-24hr Macaca fascicularis
AUC 15400.0 0-24hr Macaca fascicularis
Cmax 1330.45 nM Canis lupus familiaris
Cmax 2738.04 nM Simiiformes
T1/2 6.0 hr Canis lupus familiaris
T1/2 4.0 hr Simiiformes
Tmax 2.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
BaF3 IC50 = 0.1 nM 10.0 Inhibition of 0.1 nM of MIP-1beta induced migration of recombinant mouse pro-B c... 12565973
U-87 MG IC50 = 1.0 nM 9.0 Inhibition of the entry of HIV-1 reporter virus (ADA) into U-87 cells 11585438
U-87 MG IC50 = 2.0 nM 8.7 Compound was tested for inhibiting HIV (ADA) entry into U-87 cells; range is 2-2... 12565973
C-C chemokine receptor type 5 Ki = 7.0 nM 8.15 Ability to inhibit [125I]-labeled RANTES binding to the CCR5 receptor expressed ... 12565973
C-C chemokine receptor type 5 Ki = 7.0 nM 8.15 Binding affinity at C-C chemokine receptor type 5 11585438
C-C chemokine receptor type 5 Ki = 7.0 nM 8.15 Inhibition of RANTES binding to the human C-C chemokine receptor type 5 (CCR5) 14521412
Muscarinic acetylcholine receptor M2 Ki = 250.0 nM 6.6 Binding affinity towards muscarinic receptor M2 12565973
Muscarinic acetylcholine receptor M2 Ki = 250.0 nM 6.6 Binding affinity against muscarinic acetylcholine receptor M2 11585438
Muscarinic acetylcholine receptor M1 Ki = 350.0 nM 6.46 Binding affinity towards muscarinic receptor M1 12565973

Literature References

PubMed DOI Target Context # Activities
11585438 10.1021/jm0155401 Canis familiaris 5
11585438 10.1021/jm0155401 Rattus norvegicus 3
11585438 10.1021/jm0155401 ADMET 3
12565973 10.1016/s0960-894x(02)00918-6 Rattus norvegicus 2
11585438 10.1021/jm0155401 Cynomolgus monkey 2
12565973 10.1016/s0960-894x(02)00918-6 C-C chemokine receptor type 5 1
12565973 10.1016/s0960-894x(02)00918-6 Muscarinic acetylcholine receptor M1 1
12565973 10.1016/s0960-894x(02)00918-6 Muscarinic acetylcholine receptor M2 1
12565973 10.1016/s0960-894x(02)00918-6 U-87 MG 1
12565973 10.1016/s0960-894x(02)00918-6 BaF3 1
11585438 10.1021/jm0155401 C-C chemokine receptor type 5 1
11585438 10.1021/jm0155401 Muscarinic acetylcholine receptor M2 1
11585438 10.1021/jm0155401 U-87 MG 1
14521412 10.1021/jm030265z C-C chemokine receptor type 5 1

Data from ChEMBL 36 via Core Engine