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Compound Detail

CHEMBL1908368

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CC(C)[N+]1(C)C2CCC1CC(OC(=O)C(CO)c1ccccc1)C2.O.[Br-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1908368
Phase Preclinical
Structure Type MOL
InChI Key KEWHKYJURDBRMN-UHFFFAOYSA-M
Parent Compound CHEMBL1615433
Active Moiety CHEMBL1615433
8
Targets
22
Activities
2
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

332.5
MW (Da)
2.85
ALogP
3
HBA
1
HBD
46.5
PSA (Ų)
0.67
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H32BrNO4
MW 430.38
Aromatic Rings 1
Heavy Atoms 24
NP-Likeness 0.73

Activity Summary

Ki 16 meas. best 9.74
IC50 6 meas. best 8.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M3
CHEMBL320
 Ki 9.74 9.74 0.2 1
Muscarinic acetylcholine receptor M3
CHEMBL245
 Ki 9.72 9.502 0.2 5
Muscarinic acetylcholine receptor M1
CHEMBL276
 Ki 9.54 9.54 0.3 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
 Ki 9.42 9.42 0.4 1
Muscarinic acetylcholine receptor M2
CHEMBL211
 Ki 9.38 9.1475 0.4 4
Muscarinic acetylcholine receptor M1
CHEMBL216
 Ki 9.36 9.09 0.4 2
Muscarinic acetylcholine receptor M2
CHEMBL309
 Ki 9.11 9.11 0.8 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
 Ki 8.98 8.98 1.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
 IC50 8.77 8.725 1.7 2
Muscarinic acetylcholine receptor M2
CHEMBL211
 IC50 8.7 8.675 2.0 2
Muscarinic acetylcholine receptor M1
CHEMBL216
 IC50 8.58 8.56 2.6 2

Pharmacokinetic Data

Parameter Value Units Species
CL 7.0 mL.min-1.g-1 Homo sapiens
T1/2 1.0 hr Homo sapiens
T1/2 1.0 hr -
T1/2 0.2833 hr Homo sapiens
T1/2 0.1967 hr Homo sapiens
T1/2 0.25 hr Homo sapiens
T1/2 0.25 hr Homo sapiens
T1/2 0.25 hr Homo sapiens
T1/2 0.65 hr Homo sapiens
T1/2 0.07333 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor M3 Ki = 0.18 nM 9.74 Displacement of [3H]-NMS from Sprague-Dawley rat muscarinic M3 receptor in subma... 24837158
Muscarinic acetylcholine receptor M3 Ki = 0.19 nM 9.72 Antagonist activity at human recombinant M3 receptor expressed in CHO-K1 cells a... 21870878
Muscarinic acetylcholine receptor M3 Ki = 0.213 nM 9.67 Displacement of [3H]-NMS from human recombinant M3 receptor expressed in CHO cel... 21870878
Muscarinic acetylcholine receptor M3 Ki = 0.29 nM 9.54 Displacement of [3H]-NMS from human recombinant M3 receptor expressed in CHO cel... 21870878
Muscarinic acetylcholine receptor M1 Ki = 0.29 nM 9.54 Displacement of [3H]-NMS from Sprague-Dawley rat muscarinic M1 receptor in corte... 24837158
Muscarinic acetylcholine receptor M3 Ki = 0.3162 nM 9.5 Displacement of [3H]N-methylscopolamine from human recombinant muscarinic M3 rec... 18359633
Muscarinic acetylcholine receptor M4 Ki = 0.382 nM 9.42 Displacement of [3H]-NMS from human recombinant M4 receptor expressed in CHO cel... 21870878
Muscarinic acetylcholine receptor M2 Ki = 0.413 nM 9.38 Displacement of [3H]-NMS from human recombinant M2 receptor expressed in CHO cel... 21870878
Muscarinic acetylcholine receptor M1 Ki = 0.433 nM 9.36 Displacement of [3H]-NMS from human recombinant M1 receptor expressed in CHO cel... 21870878
Muscarinic acetylcholine receptor M2 Ki = 0.48 nM 9.32 Displacement of [3H]-NMS from human recombinant M2 receptor expressed in CHO cel... 21870878
Muscarinic acetylcholine receptor M2 Ki = 0.78 nM 9.11 Displacement of [3H]-NMS from Sprague-Dawley rat muscarinic M2 receptor in heart 24837158
Muscarinic acetylcholine receptor M3 Ki = 0.83 nM 9.08 Binding affinity to muscarinic M3 receptor 19653626
Muscarinic acetylcholine receptor M2 Ki = 1.02 nM 8.99 Binding affinity to muscarinic M2 receptor 19653626
Muscarinic acetylcholine receptor M5 Ki = 1.04 nM 8.98 Displacement of [3H]-NMS from human recombinant M5 receptor expressed in CHO cel... 21870878
Muscarinic acetylcholine receptor M2 Ki = 1.259 nM 8.9 Displacement of [3H]N-methylscopolamine from human recombinant muscarinic M2 rec... 18359633
Muscarinic acetylcholine receptor M1 Ki = 1.51 nM 8.82 Binding affinity to muscarinic M1 receptor 19653626
Muscarinic acetylcholine receptor M3 IC50 = 1.7 nM 8.77 Displacement of [3H]NMS from human M3 receptor expressed in CHOK1 cell membranes... 25800115
Muscarinic acetylcholine receptor M2 IC50 = 2.0 nM 8.7 Displacement of [3H]NMS from human M2 receptor expressed in CHOK1 cell membranes... 25800115
Muscarinic acetylcholine receptor M3 IC50 = 2.07 nM 8.68 Displacement of [3H]NMS from human muscarinic M3 receptor expressed in CHOK1 cel... 19653626
Muscarinic acetylcholine receptor M2 IC50 = 2.24 nM 8.65 Displacement of [3H]NMS from human muscarinic M2 receptor expressed in CHOK1 cel... 19653626

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
21870878 10.1021/jm200884j Muscarinic acetylcholine receptor M3 9
24837158 10.1016/j.bmc.2014.04.031 Rattus norvegicus 4
19653626 10.1021/jm900132z Plasma 4
21870878 10.1021/jm200884j Muscarinic acetylcholine receptor M2 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
21870878 10.1021/jm200884j Muscarinic acetylcholine receptor M5 2
24837158 10.1016/j.bmc.2014.04.031 Muscarinic acetylcholine receptor M3 2
21870878 10.1021/jm200884j Muscarinic acetylcholine receptor M1 2
21870878 10.1021/jm200884j Muscarinic acetylcholine receptor M4 2
25800115 10.1016/j.bmcl.2015.02.065 Cavia porcellus 2
18359633 10.1016/j.bmcl.2008.03.024 Muscarinic acetylcholine receptor M3 2
19653626 10.1021/jm900132z Cavia porcellus 2
19653626 10.1021/jm900132z Muscarinic acetylcholine receptor M1 2
19653626 10.1021/jm900132z Muscarinic acetylcholine receptor M2 2
19653626 10.1021/jm900132z Muscarinic acetylcholine receptor M3 2
25800115 10.1016/j.bmcl.2015.02.065 Unchecked 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
20185316 10.1016/j.bmc.2010.01.068 Trypanosoma brucei brucei 1

Data from ChEMBL 36 via Core Engine