Details of the Drug

General Information of Drug (ID: DM6BIWK)

Drug Name
1-naphthylpiperazine
Synonyms
1-(1-Naphthyl)piperazine; 1-Naphthylpiperazine; 57536-86-4; 1-(naphthalen-1-yl)piperazine; 1-naphthalen-1-ylpiperazine; 1-Naphthalen-1-yl-piperazine; CHEMBL277120; Piperazine, 1-(1-naphthalenyl)-; Piperazine,1-(1-naphthalenyl)-; 4-(naphth-1-yl)piperazine; Naphthylpiperazine; GTPL3; Lopac-S-003; AC1Q1INU; N-(1-naphthyl)piperazine; 4-(1-naphthyl)piperazine; Biomol-NT_000100; N-(1- naphthyl)piperazine; N-(1-naphthyl)-piperazine; N-(1-naphthyl) piperazine; AC1L1B9K; 4-(1-naphthyl) piperazine; 1-(naphth-1-yl)piperazine; Oprea1_621306; 1-NP
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) 212.29
Logarithm of the Partition Coefficient (xlogp) 2.6
Rotatable Bond Count (rotbonds) 1
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 2
Chemical Identifiers
Formula
C14H16N2
IUPAC Name
1-naphthalen-1-ylpiperazine
Canonical SMILES
C1CN(CCN1)C2=CC=CC3=CC=CC=C32
InChI
InChI=1S/C14H16N2/c1-2-6-13-12(4-1)5-3-7-14(13)16-10-8-15-9-11-16/h1-7,15H,8-11H2
InChIKey
VNICFCQJUVFULD-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
1342
ChEBI ID
CHEBI:108599
CAS Number
57536-86-4
TTD ID
D03TDN

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
5-HT 1A receptor (HTR1A) TTSQIFT 5HT1A_HUMAN Agonist [2]
5-HT 1B receptor (HTR1B) TTK8CXU 5HT1B_HUMAN Agonist [3]
5-HT 1D receptor (HTR1D) TT6MSOK 5HT1D_HUMAN Agonist [4]
5-HT 1E receptor (HTR1E) TTCPG9S 5HT1E_HUMAN Antagonist [5]
5-HT 1F receptor (HTR1F) TT0MI3F 5HT1F_HUMAN Antagonist [6]
5-HT 2A receptor (HTR2A) TTJQOD7 5HT2A_HUMAN Inhibitor [7]
5-HT 2B receptor (HTR2B) TT0K1SC 5HT2B_HUMAN Antagonist [8]
5-HT 6 receptor (HTR6) TTJS8PY 5HT6R_HUMAN Agonist [9]
5-HT 7 receptor (HTR7) TTO9X1H 5HT7R_HUMAN Agonist [10]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Prostaglandin G/H synthase 2 (PTGS2) OT75U9M4 PGH2_HUMAN Gene/Protein Processing [11]
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
5-HT 1A receptor (HTR1A) DTT HTR1A 2.18E-01 -0.11 -0.51
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: 3).
2 5-HT1B receptor antagonist properties of novel arylpiperazide derivatives of 1-naphthylpiperazine. J Med Chem. 1997 Nov 21;40(24):3974-8.
3 Two amino acid differences in the sixth transmembrane domain are partially responsible for the pharmacological differences between the 5-HT1D beta and 5-HT1E 5-hydroxytryptamine receptors. J Neurochem. 1996 Nov;67(5):2096-103.
4 Human serotonin 1D receptor is encoded by a subfamily of two distinct genes: 5-HT1D alpha and 5-HT1D beta. Proc Natl Acad Sci U S A. 1992 Apr 15;89(8):3630-4.
5 Molecular cloning and pharmacological characterization of the guinea pig 5-HT1E receptor. Eur J Pharmacol. 2004 Jan 26;484(2-3):127-39.
6 Cloning and characterization of the guinea pig 5-HT1F receptor subtype: a comparison of the pharmacological profile to the human species homolog. Neuropharmacology. 1997 Apr-May;36(4-5):569-76.
7 5-HT1 and 5-HT2 binding characteristics of some quipazine analogues. J Med Chem. 1986 Nov;29(11):2375-80.
8 Pharmacological characteristics of the newly cloned rat 5-hydroxytryptamine2F receptor. Mol Pharmacol. 1993 Mar;43(3):419-26.
9 Cloning and expression of a novel serotonin receptor with high affinity for tricyclic psychotropic drugs. Mol Pharmacol. 1993 Mar;43(3):320-7.
10 Cloning of a novel human serotonin receptor (5-HT7) positively linked to adenylate cyclase. J Biol Chem. 1993 Nov 5;268(31):23422-6.
11 Cytotoxic effect of the serotonergic drug 1-(1-Naphthyl)piperazine against melanoma cells. Toxicol In Vitro. 2018 Mar;47:72-78.