General
Preferred name
CLOMIPRAMINE
Synonyms
CLOMIPRAMINE HYDROCHLORIDE ()
Clomipramine D3 ()
Clomipramine HCl ()
Anafranil ()
CHLORIMIPRAMINE ()
Chlorimipramine (hydrochloride) ()
G-34586 (hydrochloride) ()
NSC-169865 (hydrochloride) ()
G-34586 ()
NSC-169865 ()
VR-776 ()
Clomipramine (hydrochloride) ()
NSC-759323 ()
Clomicalm ()
Tranquax ()
G 34586 ()
Anafranil Sr ()
3-chloro-iminodibenzyl ()
Anapramine ()
Clomipramina ()
Clomipramine-d3 (hydrochloride) ()
Clomipramine (hydrochloride) (CRM) ()
P&D ID
PD009943
CAS
17321-77-6
303-49-1
1398065-86-5
Tags
available
drug
Approved by
FDA
First approval
1989
Drug indication
Depression
Premature ejaculation
Antidepressant
Drug Status
approved
vet_approved
investigational
Max Phase
4.0
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
INDICATION May be used to treat obsessive-compulsive disorder and disorders with an obsessive-compulsive component (e.g. depression, schizophrenia, Tourette’s disorder).; Unlabeled indications include: depression, panic disorder, chronic pain (e.g. central pain, idiopathic pain disorder, tension headache, diabetic peripheral neuropathy, neuropathic pain), cataplexy and associated narcolepsy (limited evidence), autistic disorder (limited evidence), trichotillomania (limited evidence), onchophagia (limited evidence), stuttering (limited evidence), premature ejaculation, and premenstrual syndrome.
TOXICITY Signs and symptoms vary in severity depending upon factors such as the amount of drug absorbed, the age of the patient, and the time elapsed since drug ingestion. Critical manifestations of overdose include cardiac dysrhythmias, severe hypotension, convulsions, and CNS depression including coma. Changes in the electrocardiogram, particularly in QRS axis or width, are clinically significant indicators of tricyclic toxicity. In U.S. clinical trials, 2 deaths occurred in 12 reported cases of acute overdosage with Anafranil either alone or in combination with other drugs. One death involved a patient suspected of ingesting a dose of 7000 mg. The second death involved a patient suspected of ingesting a dose of 5750 mg.; Side effects include: sedation, hypotension, blurred vision, dry mouth, constipation, urinary retention, postural hypotension, tachycardia, hypertension, ECG changes, heart failure, impaired memory and delirium, and precipitation of hypomanic or manic episodes in bipolar depression. ; Withdrawal symptoms include gastrointestinal disturbances, anxiety, and insomnia.
DESCRIPTION Clomipramine is a tricyclic antidepressant. (GtoPdb)
DESCRIPTION Serotonin reuptake inhibitor; antidepressant (LOPAC library)
DESCRIPTION 5-HT re-uptake inhibitor (Tocriscreen Total)
Cell lines
0
Organisms
8
Compound Sets
36
AdooQ Bioactive Compound Library
A10231
Cayman Chemical Bioactives
15884
40430
15803
ChEMBL Approved Drugs
CHEMBL1200710
CHEMBL415
ChEMBL Drugs
CHEMBL1200710
CHEMBL415
Concise Guide to Pharmacology 2017/18
2398
Concise Guide to Pharmacology 2019/20
2398
Concise Guide to Pharmacology 2021/22
2398
Concise Guide to Pharmacology 2023/24
2398
CZ-OPENSCREEN Bioactive Library
Drug Repurposing Hub
DrugBank
DB01242
DrugBank Approved Drugs
DB01242
DrugCentral
701
DrugCentral Approved Drugs
701
DrugMAP
DMFQWNI
DMINRKW
DrugMAP Approved Drugs
DMINRKW
DrugMatrix
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
EOS101580
Guide to Pharmacology
2398
Ki Database
CHLORIMIPRAMINE
CLOMIPRAMINE
LOPAC library
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL415
Mcule NIBR MoA Box Subset
MCULE-6443168248
MedChem Express Bioactive Compound Library
HY-B0457
HY-B0457A
NCATS Inxight Approved Drugs
NUV44L116D
NIH Clinical Collections (NCC)
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
Other bioactive compounds
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
Clomipramine-hydrochloride-Anafranil
TargetMol Bioactive Compound Library
T0255
The Spectrum Collection
Tocriscreen Total
External IDs
74
Properties
(calculated by RDKit )
Molecular Weight
314.15
Hydrogen Bond Acceptors
2
Hydrogen Bond Donors
0
Rotatable Bonds
4
Ring Count
3
Aromatic Ring Count
2
cLogP
4.53
TPSA
6.48
Fraction CSP3
0.37
Chiral centers
0.0
Largest ring
7.0
QED
0.82
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Selectivity
Reuptake
Target
Serotonin Transporter
5-HT
Sert (Sodium-dependent)
GSTP
Noradrenaline transporter (Sodium-dependent)
dopamine transporter (DAT)
Dopamine Receptor
GSTP1, HTR2A, HTR2B, HTR2C, SLC6A2, SLC6A3, SLC6A4
Pathway
Neuronal Signaling
GPCR/G protein
Neuroscience
oxidation-reduction
Member status
member
MOA
Serotonin Transporter (SERT) Inhibitors
serotonin transporter (SERT) inhibitor
Indication
obsessive compulsive disorder (OCD)
Therapeutic Class
Antidepressants
Source data