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Compound Detail

CHEMBL569

PROCAINE
💊 Approved Drug
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💊 Approved Drug
CCN(CC)CCOC(=O)c1ccc(N)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL569
Name PROCAINE
Phase Approved
Structure Type MOL
InChI Key MFDFERRIHVXMIY-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

NSC-169497 Procaina Procaine Solution of novocain
1
Targets
4
Activities
2
Assay Types
11
PK Parameters
20
Publications
4
Known Names
2
Indications

Molecular Properties

236.3
MW (Da)
1.77
ALogP
4
HBA
1
HBD
55.6
PSA (Ų)
0.60
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1954
Availability Discontinued
Chirality Achiral

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem -caine

Extended Properties

Molecular Formula C13H20N2O2
MW 236.31
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness -0.84

Indications

Hemorrhoids Osteomyelitis

ATC Classification

C05AD05
procaine
Level 1: CARDIOVASCULAR SYSTEM
Level 2: VASOPROTECTIVES
N01BA02
procaine
Level 1: NERVOUS SYSTEM
Level 2: ANESTHETICS
N01BA52
procaine, combinations
Level 1: NERVOUS SYSTEM
Level 2: ANESTHETICS
S01HA05
procaine
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

IC50 3 meas.
EC50 1 meas. best 7.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 7.85 7.85 14.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.5 hr Homo sapiens
T1/2 0.03333 hr Homo sapiens
T1/2 0.001833 hr Homo sapiens
T1/2 0.001833 hr Mus musculus
T1/2 0.1638 hr Mus musculus
T1/2 0.075 hr Macaca mulatta
T1/2 0.02333 hr Homo sapiens
T1/2 0.08333 hr Mus musculus
T1/2 0.01867 hr Homo sapiens
T1/2 0.01167 hr Homo sapiens
T1/2 0.01867 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET EC50 = 14.0 nM 7.85 Negative inotropic activity in guinea pig left atria assessed as decrease of 1 H... 22191686

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 332
35091071 10.1016/j.bmcl.2022.128587 ADMET 21
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
31995375 10.1021/acs.jmedchem.0c00046 Albumin 7
38775356 10.1021/acs.jmedchem.4c00131 ADMET 7
31520926 10.1016/j.ejmech.2019.111684 ADMET 4
36367749 10.1021/acs.jmedchem.2c01170 ADMET 4
33999621 10.1021/acs.jmedchem.1c00230 ADMET 4
19397318 10.1021/jm9003945 No relevant target 4
38069817 10.1021/acs.jmedchem.3c00104 ADMET 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37531746 10.1016/j.ejmech.2023.115678 ADMET 3
22191686 10.1021/jm201197z NON-PROTEIN TARGET 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
22756 10.1021/jm00199a012 Felis catus 3
19256501 10.1021/jm801441s No relevant target 2
19346132 10.1016/j.bmc.2008.10.031 Unchecked 2
35091071 10.1016/j.bmcl.2022.128587 Mus musculus 2

Data from ChEMBL 36 via Core Engine