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

CHEMBL118865

SPIRADOLINE
🧪 Phase II
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
🧪 Phase II
CN(C(=O)Cc1ccc(Cl)c(Cl)c1)C1CCC2(CCCO2)CC1N1CCCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL118865
Name SPIRADOLINE
Phase Phase II
Structure Type MOL
InChI Key NYKCGQQJNVPOLU-UHFFFAOYSA-N

Known Names

Espiradolina Spiradoline
7
Targets
19
Activities
3
Assay Types
0
PK Parameters
15
Publications
2
Known Names
1
Indications

Molecular Properties

425.4
MW (Da)
4.56
ALogP
3
HBA
0
HBD
32.8
PSA (Ų)
0.71
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product
USAN Stem -adol-
USAN Year 1989

Extended Properties

Molecular Formula C22H30Cl2N2O2
MW 425.40
Aromatic Rings 1
Heavy Atoms 28
NP-Likeness -0.12

Indications

Bipolar Disorder

Activity Summary

Ki 12 meas. best 8.95
IC50 5 meas. best 8.08
EC50 2 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Kappa-type opioid receptor
CHEMBL237
 EC50 9.0 8.375 1.0 2
Kappa-type opioid receptor
CHEMBL4329
 Ki 8.95 8.95 1.1 1
Kappa-type opioid receptor
CHEMBL237
 Ki 8.48 8.275 3.3 2
Kappa-type opioid receptor
CHEMBL237
 IC50 8.08 8.08 8.3 1
Kappa-type opioid receptor
CHEMBL3952
 Ki 8.07 7.92 8.6 2
Mu-type opioid receptor
CHEMBL233
 Ki 7.02 7.02 95.0 1
Mu-type opioid receptor
CHEMBL233
 IC50 6.63 6.63 234.0 1
Mu-type opioid receptor
CHEMBL4354
 Ki 6.6 5.895 252.0 2
Unchecked
CHEMBL612545
 Ki 5.55 5.32 2815.0 3
Unchecked
CHEMBL612545
 IC50 5.51 5.2867 3086.0 3
Delta-type opioid receptor
CHEMBL236
 Ki 5.03 5.03 9400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Kappa-type opioid receptor EC50 = 1.01 nM 9.0 Agonist activity at human KOR expressed in CHO cell membranes by beta-arrestin t... 36179400
Kappa-type opioid receptor Ki = 1.13 nM 8.95 Evaluated for the binding affinity at kappa receptor 7932577
Kappa-type opioid receptor Ki = 3.32 nM 8.48 DRUGMATRIX: Opiate kappa (OP2, KOP) radioligand binding (ligand: [3H] Diprenorph... -
Kappa-type opioid receptor IC50 = 8.3 nM 8.08 DRUGMATRIX: Opiate kappa (OP2, KOP) radioligand binding (ligand: [3H] Diprenorph... -
Kappa-type opioid receptor Ki = 8.6 nM 8.07 Binding affinity to KOR receptor (unknown origin) assessed as inhibition constan... 36179400
Kappa-type opioid receptor Ki = 8.6 nM 8.07 Binding affinity against opioid receptor kappa from guinea pig brain membranes u... 1319495
Kappa-type opioid receptor Ki = 17.0 nM 7.77 Binding affinity for the Opioid receptor kappa 1 2832603
Kappa-type opioid receptor EC50 = 18.0 nM 7.75 Incorporation of [35S]GTP-gamma-S, into CHO membranes expressing human Opioid re... 12593663
Mu-type opioid receptor Ki = 95.0 nM 7.02 DRUGMATRIX: Opiate mu (OP3, MOP) radioligand binding (ligand: [3H] Diprenorphine... -
Mu-type opioid receptor IC50 = 234.0 nM 6.63 DRUGMATRIX: Opiate mu (OP3, MOP) radioligand binding (ligand: [3H] Diprenorphine... -
Mu-type opioid receptor Ki = 252.0 nM 6.6 Binding affinity against opioid receptor mu from guinea pig brain membranes usin... 1319495
Unchecked Ki = 2815.0 nM 5.55 DRUGMATRIX: Sodium Channel, Site 2 radioligand binding (ligand: [3H] Batrachotox... -
Unchecked IC50 = 3086.0 nM 5.51 DRUGMATRIX: Sodium Channel, Site 2 radioligand binding (ligand: [3H] Batrachotox... -
Unchecked Ki = 5095.0 nM 5.29 DRUGMATRIX: Calcium Channel Type L, Phenylalkylamine radioligand binding (ligand... -
Unchecked IC50 = 5240.0 nM 5.28 DRUGMATRIX: Calcium Channel Type L, Phenylalkylamine radioligand binding (ligand... -
Mu-type opioid receptor Ki = 6400.0 nM 5.19 Binding affinity for the Opioid receptor mu 1 2832603
Unchecked Ki = 7567.0 nM 5.12 DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:... -
Unchecked IC50 = 8513.0 nM 5.07 DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:... -
Delta-type opioid receptor Ki = 9400.0 nM 5.03 Binding affinity against opioid receptor delta from guinea pig brain membranes u... 1319495

Literature References

PubMed DOI Target Context # Activities
7932577 10.1021/jm00047a006 Mus musculus 3
7932577 10.1021/jm00047a006 Rattus norvegicus 2
12593663 10.1021/jm020429w Kappa-type opioid receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
36179400 10.1016/j.ejmech.2022.114785 Kappa-type opioid receptor 2
2153208 10.1021/jm00163a047 Rattus norvegicus 1
1319495 10.1021/jm00090a015 Mu-type opioid receptor 1
1319495 10.1021/jm00090a015 Kappa-type opioid receptor 1
1319495 10.1021/jm00090a015 Delta-type opioid receptor 1
2832603 10.1021/jm00399a025 Kappa-type opioid receptor 1
2832603 10.1021/jm00399a025 Mu-type opioid receptor 1
2832603 10.1021/jm00399a025 Rattus norvegicus 1
2832603 10.1021/jm00399a025 Opioid receptors; mu & kappa 1
7932577 10.1021/jm00047a006 Kappa-type opioid receptor 1
36179400 10.1016/j.ejmech.2022.114785 Mus musculus 1

Data from ChEMBL 36 via Core Engine