Compound Detail
CHEMBL1194
PRILOCAINE 💊 Approved Drug
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💊 Approved Drug
Basic Information
| ChEMBL ID | CHEMBL1194 |
| Name | PRILOCAINE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | MVFGUOIZUNYYSO-UHFFFAOYSA-N |
| Therapeutic | ✓ Yes |
2
Targets
3
Activities
1
Assay Types
15
PK Parameters
20
Publications
9
Known Names
8
Indications
1
Mechanisms
Molecular Properties
220.3
MW (Da)
2.32
ALogP
2
HBA
2
HBD
41.1
PSA (Ų)
0.80
QED
0
Ro5 Violations
5
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1965 |
| Availability | Prescription |
| Chirality | Racemic |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Sodium channel alpha subunit blocker | BLOCKER | Sodium channel alpha subunit | ✓ | ✓ |
Indications
Pain Neuralgia, Postherpetic Pregnancy Premature Ejaculation Skin Diseases Carcinoma, Squamous Cell Chronic Pain Keratosis, Actinic
ATC Classification
N01BB04
prilocaine
Level 1: NERVOUS SYSTEM
Level 2: ANESTHETICS
N01BB54
prilocaine, combinations
Level 1: NERVOUS SYSTEM
Level 2: ANESTHETICS
Activity Summary
IC50 3 meas. best 4.27
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Sodium channel alpha subunits; brain (Types I, II, III) CHEMBL2096682 | IC50 | 4.27 | 4.27 | 54000.0 | 1 |
| Unchecked CHEMBL612545 | IC50 | 4.27 | 4.27 | 53700.0 | 2 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| C | 40.0 | ng/mL | Homo sapiens |
| C | 2.5 | ng/mL | Homo sapiens |
| CL | 29.0 | mL.min-1.kg-1 | Homo sapiens |
| CL | 38.0 | mL.min-1.kg-1 | Homo sapiens |
| Cmax | 317.72 | nM | Homo sapiens |
| Cmax | 635.44 | nM | Homo sapiens |
| Fu | 0.72 | - | Homo sapiens |
| MRT | 2.2 | hr | Homo sapiens |
| PPB | 55.0 | % | Homo sapiens |
| T1/2 | 1.8 | hr | Homo sapiens |
| T1/2 | 1.167 | hr | Homo sapiens |
| Tmax | 4.0 | hr | Homo sapiens |
| Tmax | 10.0 | hr | Homo sapiens |
| Tmax | 0.35 | hr | Homo sapiens |
| Vdss | 2.6 | L.kg-1 | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Sodium channel alpha subunits; brain (Types I, II, III) | IC50 | = | 54000.0 | nM | 4.27 | Inhibition of binding of Batrachotoxinin [3H]BTX-B to high affinity sites on vol... | 2579237 |
| Unchecked | IC50 | = | 53700.0 | nM | 4.27 | Displacement of [3H]-BTX-B from neuronal voltage-gated sodium channel in rat cer... | 19346132 |
| Unchecked | IC50 | = | 53703.18 | nM | 4.27 | Displacement of [3H]-BTX-B from neuronal voltage-gated sodium channel in rat cer... | 19346132 |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| 19397318 | 10.1021/jm9003945 | No relevant target | 4 |
| 18426954 | 10.1124/dmd.108.020479 | ADMET | 4 |
| 37468498 | 10.1038/s41467-023-40064-9 | Nuclear receptor subfamily 1 group I member 2 | 3 |
| 2579237 | 10.1021/jm00381a019 | Sodium channel alpha subunits; brain (Types I, II, III) | 3 |
| - | 10.6019/CHEMBL4651402 | SARS-CoV-2 | 2 |
| 18189348 | 10.1021/jm7014809 | No relevant target | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Muscarinic acetylcholine receptor M2 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 2B | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Cannabinoid receptor 1 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 1A | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Progesterone receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Peroxisome proliferator-activated receptor gamma | 2 |
| - | 10.6019/CHEMBL4808148 | Histone deacetylase 6 | 2 |
| 19346132 | 10.1016/j.bmc.2008.10.031 | Unchecked | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 2A | 2 |
| 18834112 | 10.1021/jm800656v | Amine oxidase [flavin-containing] A | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Alpha-1A adrenergic receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Androgen receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Alpha-2A adrenergic receptor | 2 |
Data from ChEMBL 36 via Core Engine