Amitriptyline hydrochlorideProduct ingredient for Amitriptyline

Name
Amitriptyline hydrochloride
Drug Entry
Amitriptyline

Amitriptyline is a tricyclic antidepressant that has been used to treat depression for decades. ELAVIL, a previously approved branded product of amitriptyline, was first approved by the FDA in 1961.11 Amitriptyline has been investigated in the treatment of pain-related conditions, attributed to its analgesic properties.6

Accession Number
DBSALT000009
Structure
Synonyms
Amitriptyline HCl
UNII
26LUD4JO9K
CAS Number
549-18-8
Weight
Average: 313.864
Monoisotopic: 313.15972748
Chemical Formula
C20H24ClN
InChI Key
KFYRPLNVJVHZGT-UHFFFAOYSA-N
InChI
InChI=1S/C20H23N.ClH/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20;/h3-6,8-12H,7,13-15H2,1-2H3;1H
IUPAC Name
dimethyl(3-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene}propyl)amine hydrochloride
SMILES
Cl.CN(C)CCC=C1C2=CC=CC=C2CCC2=CC=CC=C12
PubChem Compound
11065
ChemSpider
10594
ChEBI
2667
ChEMBL
CHEMBL1200964
Wikipedia
Amitriptyline
Predicted Properties
PropertyValueSource
Water Solubility0.0045 mg/mLALOGPS
logP5.1ALOGPS
logP4.81Chemaxon
logS-4.8ALOGPS
pKa (Strongest Basic)9.76Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count1Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area3.24 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity101.51 m3·mol-1Chemaxon
Polarizability33.5 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon