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Compound Detail

CHEMBL543113

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CN1C2CCC1CC(OC(c1ccc(F)cc1)c1ccc(F)cc1)C2.Cl

Basic Information

ChEMBL ID CHEMBL543113
Phase Preclinical
Structure Type MOL
InChI Key YOORVSGDAHWVMC-UHFFFAOYSA-N
Parent Compound CHEMBL317757
Active Moiety CHEMBL317757
23
Targets
23
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

343.4
MW (Da)
4.70
ALogP
2
HBA
0
HBD
12.5
PSA (Ų)
0.80
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H24ClF2NO
MW 379.88
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.11

Activity Summary

Ki 20 meas. best 8.23
IC50 3 meas. best 7.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M3
CHEMBL245
Ki 8.23 8.23 5.8 1
Muscarinic acetylcholine receptor M1
CHEMBL216
Ki 8.01 8.01 9.7 1
Sodium-dependent dopamine transporter
CHEMBL338
Ki 7.93 7.93 11.8 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 7.76 7.76 17.4 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 7.66 7.66 22.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 7.35 7.35 44.9 1
Alpha-1D adrenergic receptor
CHEMBL223
Ki 7.24 7.24 58.2 1
Rattus norvegicus
CHEMBL376
IC50 7.15 7.15 71.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
Ki 7.0 7.0 98.8 1
D(3) dopamine receptor
CHEMBL234
Ki 6.94 6.94 115.8 1
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 6.9 6.9 126.2 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 6.63 6.63 235.5 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 6.62 6.62 242.3 1
Alpha-1B adrenergic receptor
CHEMBL232
Ki 6.58 6.58 263.4 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 6.43 6.43 373.6 1
D(1B) dopamine receptor
CHEMBL1850
Ki 6.41 6.41 392.9 1
Histamine H2 receptor
CHEMBL1941
Ki 6.23 6.23 593.8 1
D(2) dopamine receptor
CHEMBL217
Ki 6.12 6.12 767.4 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 6.11 6.11 768.8 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
Ki 5.95 5.95 1128.9 1
5-hydroxytryptamine receptor 3A
CHEMBL1899
Ki 5.68 5.68 2066.8 1
CX3C chemokine receptor 1
CHEMBL4843
IC50 5.48 5.48 3341.6 1
Muscarinic acetylcholine receptor M2
CHEMBL211
IC50 5.38 5.38 4175.1 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor M3 Ki = 5.82 nM 8.23 PDSP Secondary Binding target: CHRM3 - Compounds are tested at 10 uM concentrati... -
Muscarinic acetylcholine receptor M1 Ki = 9.74 nM 8.01 PDSP Secondary Binding target: CHRM1 - Compounds are tested at 10 uM concentrati... -
Sodium-dependent dopamine transporter Ki = 11.8 nM 7.93 Compound was evaluated for its ability to displace [3H]WIN-35428 binding in rat ... 8057273
5-hydroxytryptamine receptor 2A Ki = 17.38 nM 7.76 PDSP Secondary Binding target: HTR2A - Compounds are tested at 10 uM concentrati... -
Sodium-dependent dopamine transporter Ki = 22.01 nM 7.66 PDSP Secondary Binding target: SLC6A3 - Compounds are tested at 10 uM concentrat... -
Alpha-2C adrenergic receptor Ki = 44.87 nM 7.35 PDSP Secondary Binding target: ADRA2C - Compounds are tested at 10 uM concentrat... -
Alpha-1D adrenergic receptor Ki = 58.21 nM 7.24 PDSP Secondary Binding target: ADRA1D - Compounds are tested at 10 uM concentrat... -
Rattus norvegicus IC50 = 71.0 nM 7.15 Compound was evaluated for its ability to block the [3H]-Dopamine uptake in rat ... 8057273
Sigma non-opioid intracellular receptor 1 Ki = 98.75 nM 7.0 PDSP Secondary Binding target: SIGMAR1 - Compounds are tested at 10 uM concentra... -
D(3) dopamine receptor Ki = 115.8 nM 6.94 PDSP Secondary Binding target: DRD3 - Compounds are tested at 10 uM concentratio... -
5-hydroxytryptamine receptor 7 Ki = 126.22 nM 6.9 PDSP Secondary Binding target: HTR7 - Compounds are tested at 10 uM concentratio... -
Alpha-2B adrenergic receptor Ki = 235.5 nM 6.63 PDSP Secondary Binding target: ADRA2B - Compounds are tested at 10 uM concentrat... -
Alpha-2A adrenergic receptor Ki = 242.27 nM 6.62 PDSP Secondary Binding target: ADRA2A - Compounds are tested at 10 uM concentrat... -
Alpha-1B adrenergic receptor Ki = 263.45 nM 6.58 PDSP Secondary Binding target: ADRA1B - Compounds are tested at 10 uM concentrat... -
5-hydroxytryptamine receptor 6 Ki = 373.63 nM 6.43 PDSP Secondary Binding target: HTR6 - Compounds are tested at 10 uM concentratio... -
D(1B) dopamine receptor Ki = 392.92 nM 6.41 PDSP Secondary Binding target: DRD5 - Compounds are tested at 10 uM concentratio... -
Histamine H2 receptor Ki = 593.75 nM 6.23 PDSP Secondary Binding target: HRH2 - Compounds are tested at 10 uM concentratio... -
D(2) dopamine receptor Ki = 767.36 nM 6.12 PDSP Secondary Binding target: DRD2 - Compounds are tested at 10 uM concentratio... -
Sodium-dependent noradrenaline transporter Ki = 768.78 nM 6.11 PDSP Secondary Binding target: SLC6A2 - Compounds are tested at 10 uM concentrat... -
5-hydroxytryptamine receptor 1D Ki = 1128.89 nM 5.95 PDSP Secondary Binding target: HTR1D - Compounds are tested at 10 uM concentrati... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 HEK-293T 345
- 10.6019/CHEMBL4689842 Fibroblast 344
- 10.6019/CHEMBL4689842 U2OS 343
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 5
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 5
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 5
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 5
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 5
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 5
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 5
- 10.6019/CHEMBL5209801 Apelin receptor 5
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 5
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 5
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 5
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 5
- 10.6019/CHEMBL5209801 G-protein coupled receptor 35 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL5665443 Uracil-DNA glycosylase 1
- 10.6019/CHEMBL5060014 Cyclin-dependent kinase 2 1
- 10.6019/CHEMBL5060014 Peregrin 1

Data from ChEMBL 36 via Core Engine