e-Drug3D

1617

VORTIOXETINE


INN
VORTIOXETINE

cas 508233-74-7
CLASS

NERVOUS SYSTEM
TREATMENT OF MAJOR DEPRESSIVE DISORDER
ENHANCEMENT OF SEROTONERGIC ACTIVITY
INHIBITION OF THE REUPTAKE OF SEROTONIN (5-HT)
SEROTONIN TRANSPORTER INHIBITOR (KI=1.6 NANOMOLAR)
5-HT3 RECEPTOR ANTAGONIST (KI=3.7 NANOMOLAR) AND 5-HT1A RECEPTOR AGONIST (KI=15 NANOMOLAR), 5-HT7 (KI=19 NM), 5-HT1D (KI=54 NM), AND 5-HT1B (KI=33 NM), RECEPTORS AND IS A 5-HT3, 5-HT1D, AND 5-HT7 RECEPTOR ANTAGONIST, 5-HT1B RECEPTOR PARTIAL AGONIST, AND 5-HT1A RECEPTOR AGONIST.

ROUTE (list)

ORAL

ATC code

N06AX26

PK parameters

F 75 PERCENT
VD 2600 LITER
Cl 27.3 LITER / HOUR (EQN)
PPB 98 PERCENT
t1/2 66 HOUR

Solubility

SLIGHTLY SOLUBLE IN WATER


Target

TARGET SEROTONIN TRANSPORTER

PDB
8BLA (HUMAN SEROTONIN 5-HT3A RECEPTOR IN COMPLEX WITH VORTIOXETINE (DETERGENT, ECD ONLY, ACTIVE, DISTORTED CONFORMATION))

Ligand code = VTX (link to the list of PDB complexes)

Download experimental 3D coordinates of VTX with added hydrogens

DrugCentral

Sodium-dependent serotonin transporter UNIPROT P31645 SLC6A4

5-hydroxytryptamine receptor 1A UNIPROT P08908 HTR1A

Download SDF file 1-[2-(2,4-Dimethylphenylsulfanyl)phenyl]piperazine

Formula:
C18H22N2S

Calculated chemical properties:

MW 298.45
NB_atoms 21
XLogP 3.86
PSA 20.107
NB_HD 1
NB_HA 2
fsp3 0.33
Lipinski(0=no;1=yes) 1

FDA
NDA 204447 (label) INN (VORTIOXETINE HYDROBROMIDE) TRINTELLIX (TAKEDA PHARMS USA) APPROVAL= AP YEAR= 2013 NEWMOLECULARENTITY
NDA 211085 (pdf not found) INN (VORTIOXETINE) VORTIOXETINE (CIPLA LTD) APPROVAL= TA YEAR= 2019
NDA 211089 (pdf not found) INN (VORTIOXETINE) VORTIOXETINE (ALKEM LABS LTD) APPROVAL= TA YEAR= 2019
NDA 211101 (pdf not found) INN (VORTIOXETINE HYDROBROMIDE) VORTIOXETINE HYDROBROMIDE (MSN LABORATORIES PRIVATE LTD) APPROVAL= TA YEAR= 2021
NDA 211024 (pdf not found) INN (VORTIOXETINE) VORTIOXETINE (PRINSTON PHARMA INC) APPROVAL= TA YEAR= 2022
NDA 211146 (pdf not found) INN (VORTIOXETINE HYDROBROMIDE) VORTIOXETINE HYDROBROMIDE (ZYDUS PHARMS) APPROVAL= TA YEAR= 2024

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL