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Compound Detail

CHEMBL644

TRIMIPRAMINE
💊 Approved Drug
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💊 Approved Drug
CC(CN(C)C)CN1c2ccccc2CCc2ccccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL644
Name TRIMIPRAMINE
Phase Approved
Structure Type MOL
InChI Key ZSCDBOWYZJWBIY-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

7162 RP 7162-RP IL 6001 IL-6001 Trimeproprimine Trimipramina Trimipramine
2
Targets
2
Activities
1
Assay Types
15
PK Parameters
20
Publications
7
Known Names
5
Indications

Molecular Properties

294.4
MW (Da)
4.12
ALogP
2
HBA
0
HBD
6.5
PSA (Ų)
0.84
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1979
Availability Prescription
Chirality Racemic

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Stem -pramine
USAN Year 1966

Extended Properties

Molecular Formula C20H26N2
MW 294.44
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -0.60

Indications

Depressive Disorder Depressive Disorder Anxiety Dementia Schizophrenia

ATC Classification

N06AA06
trimipramine
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOANALEPTICS

Activity Summary

IC50 2 meas. best 4.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Voltage-dependent N-type calcium channel subunit alpha-1B
CHEMBL4478
 IC50 4.96 4.96 11000.0 1
Solute carrier family 22 member 1
CHEMBL5685
 IC50 4.56 4.56 27700.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 16.0 mL.min-1.kg-1 Homo sapiens
CL 1344.0 mL.min-1.kg-1 Homo sapiens
CL 196.0 uL.min-1.(10^6cells)-1 Homo sapiens
CL 15.9 mL.min-1.kg-1 Homo sapiens
Fu 0.05 - Homo sapiens
Fu 0.051 - Homo sapiens
Fu 0.4 - Homo sapiens
Fu 0.037 - Not specified
Fu 0.052 - Not specified
Fu 0.054 - Not specified
Fu 0.106 - Not specified
Fu 0.051 - Not specified
Fu 0.322 - Homo sapiens
MRT 17.0 hr Homo sapiens
T1/2 23.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Voltage-dependent N-type calcium channel subunit alpha-1B IC50 = 11000.0 nM 4.96 Inhibition of endogenous human CaV2.2 in human SH-SY5Y cells in presence of nife... 35308021
Solute carrier family 22 member 1 IC50 = 27700.0 nM 4.56 Inhibition of 4-(4-(dimethylamino)styryl)-N-methylpyridinium uptake at human OCT... 18788725

Literature References

PubMed DOI Target Context # Activities
- 10.5281/zenodo.13943903 ADMET 89
31158845 10.1038/s41586-019-1291-3 ADMET 68
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
21098647 10.1124/dmd.110.036988 ADMET 5
18426954 10.1124/dmd.108.020479 ADMET 4
24249037 10.1007/s11095-013-1232-z No relevant target 3
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
14971904 10.1021/jm030408h ADMET 2
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 2
18788725 10.1021/jm8003152 Solute carrier family 22 member 1 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
21998403 10.1124/dmd.111.042309 ADMET 2
10447960 10.1021/jm9910369 No relevant target 2
10447960 10.1021/jm9910369 ADMET 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2

Data from ChEMBL 36 via Core Engine