nortriptyline   

GtoPdb Ligand ID: 2404

Synonyms: Aventyl® | nortriptyline hydrochloride | Pamelor®
nortriptyline is an approved drug (FDA (1964))
Compound class: Synthetic organic
Comment: Nortriptyline is a second-generation tricyclic antidepressant (TCA).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 12.03
Molecular weight 263.17
XLogP 4.69
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CNCCC=C1c2ccccc2CCc2c1cccc2
Isomeric SMILES CNCCC=C1c2ccccc2CCc2c1cccc2
InChI InChI=1S/C19H21N/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19/h2-5,7-11,20H,6,12-14H2,1H3
InChI Key PHVGLTMQBUFIQQ-UHFFFAOYSA-N
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Kir4.1 Hs Channel blocker Antagonist 4.4 – 4.8 pKd - 4
pKd 4.4 – 4.8 [4]
Voltage: -110.0 – 30.0 mV
Kir3.2 Mm Channel blocker Antagonist 3.9 pIC50 - 3
pIC50 3.9 [3]
Voltage: -70.0 mV
Kir3.4 Mm Channel blocker Antagonist 3.4 pIC50 - 3
pIC50 3.4 [3]
Voltage: -70.0 mV
Selectivity at transporters
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
NET Hs Inhibitor Inhibition 8.2 pKi - 2
pKi 8.2 (Ki 6.3x10-9 M) [2]
SERT Hs Inhibitor Inhibition 8.2 pKi - 1
pKi 8.2 (Ki 6.98x10-9 M) [1]