Details of the Drug

General Information of Drug (ID: DMZBNH0)

Drug Name
NISOXETINE
Synonyms
Nisoxetine; 3-(2-Methoxyphenoxy)-N-methyl-3-phenylpropylamine; Compound 89218; 3-(2-methoxyphenoxy)-N-methyl-3-phenylpropan-1-amine; Nisoxetine [USAN:INN]; 3-(o-Methoxyphenoxy)-N-methyl-3-phenylpropylamine; N-Methyl-gamma-(2-methylphenoxy)phenylpropanolamine; Lilly 94939; 57226-61-6; DL-N-Methyl-3-(o-methoxyphenoxy)-N-methyl-3-phenylpropylamine; CHEMBL295467; 53179-07-0; CHEBI:73410; ITJNARMNRKSWTA-UHFFFAOYSA-N; 57754-86-6; NCGC00015715-04; Nisoxetine Inhibitor; DSSTox_RID_80724; DSSTox_CID_25175; DSSTox_GSID_45175
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 271.35
Logarithm of the Partition Coefficient (xlogp) 3.1
Rotatable Bond Count (rotbonds) 7
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 3
Chemical Identifiers
Formula
C17H21NO2
IUPAC Name
3-(2-methoxyphenoxy)-N-methyl-3-phenylpropan-1-amine
Canonical SMILES
CNCCC(C1=CC=CC=C1)OC2=CC=CC=C2OC
InChI
InChI=1S/C17H21NO2/c1-18-13-12-15(14-8-4-3-5-9-14)20-17-11-7-6-10-16(17)19-2/h3-11,15,18H,12-13H2,1-2H3
InChIKey
ITJNARMNRKSWTA-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
4500
ChEBI ID
CHEBI:73410
CAS Number
53179-07-0
DrugBank ID
DB09186
TTD ID
D02YOO
VARIDT ID
DR00935

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Dopamine transporter (DAT) TTVBI8W SC6A3_HUMAN Inhibitor [2]
Norepinephrine transporter (NET) TTAWNKZ SC6A2_HUMAN Inhibitor [3]
Serotonin transporter (SERT) TT3ROYC SC6A4_HUMAN Inhibitor [4]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Discovery agent
ICD Disease Classification N.A.
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Dopamine transporter (DAT) DTT SLC6A3 1.08E-03 -3.08 -1.99
Serotonin transporter (SERT) DTT SLC6A4 8.76E-01 7.18E-05 6.19E-04
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 4637).
2 Discovery of a potent, selective, and less flexible selective norepinephrine reuptake inhibitor (sNRI). Bioorg Med Chem Lett. 2008 Jul 15;18(14):4224-7.
3 Synthesis and activity of 1-(3-amino-1-phenylpropyl)indolin-2-ones: a new class of selective norepinephrine reuptake inhibitors. Bioorg Med Chem Lett. 2008 Sep 15;18(18):4929-31.
4 1-Naphthyl and 4-indolyl arylalkylamines as selective monoamine reuptake inhibitors. Bioorg Med Chem Lett. 2009 Jan 1;19(1):58-61.