General Information of Drug (ID: DM1AVCZ)

Drug Name
N-oleoyl-dopamine
Synonyms
N-Oleoyldopamine; OLDA; N-Oleoyl dopamine; N-oleoyl-dopamine; 105955-11-1; OLEOYL DOPAMINE; UNII-T87P7X9XSZ; T87P7X9XSZ; N-[2-(3,4-dihydroxyphenyl)ethyl]-9Z-octadecenamide; CHEMBL250711; CHEBI:31883; (Z)-N-[2-(3,4-dihydroxyphenyl)ethyl]octadec-9-enamide; SR-01000076132; AC1NQZHH; Lopac-O-2139; Lopac0_001058; SCHEMBL93916; MLS002153451; N-(9Z-octadecanoyl)-dopamine; GTPL5552; BML3-G02; cid_5282106; (9Z)- N-(2-(3,4-Dihydroxyphenyl)ethyl)-9-octadecenamide; MolPort-003-959-070; QQBPLXNESPTPNU-KTKRTIGZSA-N; HMS3648E03; HMS3263C18
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): 2 Molecular Weight (mw) 417.6
Logarithm of the Partition Coefficient (xlogp) 8.3
Rotatable Bond Count (rotbonds) 18
Hydrogen Bond Donor Count (hbonddonor) 3
Hydrogen Bond Acceptor Count (hbondacc) 3
Chemical Identifiers
Formula
C26H43NO3
IUPAC Name
(Z)-N-[2-(3,4-dihydroxyphenyl)ethyl]octadec-9-enamide
Canonical SMILES
CCCCCCCC/C=C\\CCCCCCCC(=O)NCCC1=CC(=C(C=C1)O)O
InChI
InChI=1S/C26H43NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-26(30)27-21-20-23-18-19-24(28)25(29)22-23/h9-10,18-19,22,28-29H,2-8,11-17,20-21H2,1H3,(H,27,30)/b10-9-
InChIKey
QQBPLXNESPTPNU-KTKRTIGZSA-N
Cross-matching ID
PubChem CID
5282106
ChEBI ID
CHEBI:31883
CAS Number
105955-11-1
TTD ID
D0M4IF

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Bacterial Lethal factor (Bact lef) TTIQSC1 LEF_BACAN Inhibitor [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Transient receptor potential cation channel subfamily V member 1 (TRPV1) OTHHDR03 TRPV1_HUMAN Gene/Protein Processing [3]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction 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: 5552).
2 Inhibitors of anthrax lethal factor. Bioorg Med Chem Lett. 2007 Aug 15;17(16):4575-8.
3 N-oleoyldopamine, a novel endogenous capsaicin-like lipid that produces hyperalgesia. J Biol Chem. 2003 Apr 18;278(16):13633-9. doi: 10.1074/jbc.M211231200. Epub 2003 Feb 4.