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Compound Detail

CHEMBL51149

GALLOPAMIL
🧪 Phase II
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🧪 Phase II
COc1ccc(CCN(C)CCCC(C#N)(c2cc(OC)c(OC)c(OC)c2)C(C)C)cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL51149
Name GALLOPAMIL
Phase Phase II
Structure Type MOL
InChI Key XQLWNAFCTODIRK-UHFFFAOYSA-N

Known Names

D-600 DL-D-600 Gallopamil Galopamilo LU-30-029
7
Targets
18
Activities
3
Assay Types
0
PK Parameters
20
Publications
5
Known Names
2
Indications

Molecular Properties

484.6
MW (Da)
5.10
ALogP
7
HBA
0
HBD
73.2
PSA (Ų)
0.37
QED
1
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product
USAN Stem -pamil

Extended Properties

Molecular Formula C28H40N2O5
MW 484.64
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness -0.01

Indications

Asthma Cardiovascular Diseases

ATC Classification

C08DA02
gallopamil
Level 1: CARDIOVASCULAR SYSTEM
Level 2: CALCIUM CHANNEL BLOCKERS

Activity Summary

IC50 11 meas. best 7.96
Ki 4 meas. best 8.27
EC50 3 meas. best 7.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Voltage-gated L-type calcium channel
CHEMBL2095229
 Ki 8.27 8.27 5.4 1
Voltage-gated L-type calcium channel
CHEMBL2095229
 IC50 7.96 7.96 11.0 1
Unchecked
CHEMBL612545
 IC50 7.82 7.612 15.0 5
Unchecked
CHEMBL612545
 Ki 7.81 7.72 15.5 3
Voltage-dependent L-type calcium channel subunit alpha-1C
CHEMBL1940
 IC50 7.77 7.77 17.0 1
Rattus norvegicus
CHEMBL376
 EC50 7.66 7.01 21.8 3
Voltage-gated L-type calcium channel
CHEMBL2095177
 IC50 7.64 7.64 23.0 1
Rattus norvegicus
CHEMBL376
 IC50 6.47 6.47 342.0 1
ATP-dependent translocase ABCB1
CHEMBL4302
 IC50 5.5 5.5 3200.0 1
Sodium channel alpha subunits; brain (Types I, II, III)
CHEMBL2096682
 IC50 5.44 5.44 3600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Voltage-gated L-type calcium channel Ki = 5.4 nM 8.27 Binding affinity to L-Ca2+ channel verapamil site (unknown origin) by radioligan... 23466604
Voltage-gated L-type calcium channel IC50 = 11.0 nM 7.96 Binding affinity to L-Ca2+ channel verapamil site (unknown origin) by radioligan... 23466604
Unchecked IC50 = 15.0 nM 7.82 Displacement of [3H]D888 from rat cerebral cortex L-type calcium channel verapam... 26988801
Unchecked IC50 = 15.0 nM 7.82 Displacement of [3H]D888 from rat cerebral cortex calcium channel L type verapam... 27876250
Unchecked Ki = 15.5 nM 7.81 Binding affinity to displace 0.4 nM of [3H]- gallopamil in rat myocardial membra... 2153831
Unchecked Ki = 15.5 nM 7.81 Binding affinity to displace 0.4 nM of [3H]- gallopamil in rat myocardial membra... 2153831
Voltage-dependent L-type calcium channel subunit alpha-1C IC50 = 17.0 nM 7.77 Inhibition of L-type calcium channel measured using 2-electrode voltage-clamp in... 22761000
Unchecked IC50 = 20.0 nM 7.7 Binding affinity to L-type calcium channel verapamil binding site (unknown origi... 23582449
Rattus norvegicus EC50 = 21.8 nM 7.66 Effective concentration for negative inotropic effect in rat myocardial ventricu... 2153831
Rattus norvegicus EC50 = 21.8 nM 7.66 Effective concentration for negative inotropic effect in rat myocardial ventricu... 2153831
Voltage-gated L-type calcium channel IC50 = 23.0 nM 7.64 Inhibition of rat L-type Ca2+ channel verapamil site 20875743
Unchecked Ki = 29.0 nM 7.54 Displacement of radiolabeled D 600 from verapamil site of L-type calcium channel 18983139
Unchecked IC50 = 33.0 nM 7.48 Inhibition of L-type calcium channel 18588282
Unchecked IC50 = 58.0 nM 7.24 Displacement of radiolabeled D 600 from verapamil site of L-type calcium channel 18983139
Rattus norvegicus IC50 = 342.0 nM 6.47 Compound was evaluated for the displacement of [3H]gallopamil from specific bind... 2427721
Rattus norvegicus EC50 = 1950.0 nM 5.71 Compound was evaluated for the concentration dependent negative ionotropic effec... 2427721
ATP-dependent translocase ABCB1 IC50 = 3200.0 nM 5.5 TP_TRANSPORTER: inhibition of Daunorubicin efflux in NIH-3T3-G185 cells 11743742
Sodium channel alpha subunits; brain (Types I, II, III) IC50 = 3600.0 nM 5.44 Inhibition of binding of Batrachotoxinin [3H]BTX-B to high affinity sites on vol... 2579237

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Beta-2 adrenergic receptor 2
23466604 10.1016/j.ejmech.2013.01.044 Voltage-gated L-type calcium channel 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Androgen receptor 2
2579237 10.1021/jm00381a019 Sodium channel alpha subunits; brain (Types I, II, III) 2
37468498 10.1038/s41467-023-40064-9 Beta-1 adrenergic receptor 2
18983139 10.1021/jm8007618 Unchecked 2
2427721 10.1021/jm00159a040 Rattus norvegicus 2
6304312 10.1021/jm00360a001 Oryctolagus cuniculus 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2
6304312 10.1021/jm00360a001 Canis familiaris 2
2153831 10.1021/jm00164a064 Unchecked 2

Data from ChEMBL 36 via Core Engine