Details of the Drug

General Information of Drug (ID: DMLQVTJ)

Drug Name
Octopamine
Synonyms
Analet; Norden; Norfen; Norphen; Norsympathol; Norsympatol; Norsynephrine; Octapamine; Octopamin; Octopamina; Octopaminum; Octopamina [Spanish]; Octopamine [INN]; Octopamine hydrochloride; Octopaminum [Latin]; Paraoxyphenyl aminoethanol; ND 50; TBB066518; WIN 5512; WV 569; Beta-hydroxytyramine; Octopamina [INN-Spanish]; Octopaminum [INN-Latin]; P-Hydroxyphenylethanolamine; P-Norsynephrin; P-Octopamine; Para-Octopamine; Alpha-Aminoethyl-4-hydroxybenzylalkohol; Alpha-(Aminoethyl)-4-hydroxybenzenemethanol; Alpha-(Aminoethyl)-p-hydroxybenzyl alcohol; Alpha-(Aminomethyl)-p-hydroxybenzyl alcohol; Alpha-(aminomethyl)-4-hydroxybenzenemethanol; 1-(p-Hydroxyphenyl)-2-aminoethanol; 4-(2-Amino-1-hydroxyethyl)phenol; 4-Octopamine
Indication
Disease Entry ICD 11 Status REF
Thrombosis DB61-GB90 Discontinued in Phase 2a [1]
ATC Code
C01CA18: Octopamine
C01CA: Adrenergic and dopaminergic agents
C01C: CARDIAC STIMULANTS EXCL. CARDIAC GLYCOSIDES
C01: CARDIAC THERAPY
C: CARDIOVASCULAR SYSTEM
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 153.18
Logarithm of the Partition Coefficient (xlogp) -1.1
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 3
Hydrogen Bond Acceptor Count (hbondacc) 3
Chemical Identifiers
Formula
C8H11NO2
IUPAC Name
4-(2-amino-1-hydroxyethyl)phenol
Canonical SMILES
C1=CC(=CC=C1C(CN)O)O
InChI
InChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2
InChIKey
QHGUCRYDKWKLMG-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
4581
ChEBI ID
CHEMBL53929
CAS Number
104-14-3
UNII
14O50WS8JD
DrugBank ID
DB13251
TTD ID
D0L9YS
INTEDE ID
DR1184
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Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Coagulation factor Xa (F10) TTCIHJA FA10_HUMAN Inhibitor [2]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4) DE4LYSA CP3A4_HUMAN Substrate [3]
Cytochrome P450 2D6 (CYP2D6) DECB0K3 CP2D6_HUMAN Substrate [4]
Cytochrome P450 3A5 (CYP3A5) DEIBDNY CP3A5_HUMAN Substrate [5]
RNA cytidine acetyltransferase (hALP) DEZV4AP NAT10_HUMAN Substrate [6]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Thrombosis
ICD Disease Classification DB61-GB90
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Coagulation factor Xa (F10) DTT F10 4.84E-02 -0.28 -0.9
RNA cytidine acetyltransferase (hALP) DME NAT10 2.06E-02 4.22E-01 9.87E-01
Cytochrome P450 3A5 (CYP3A5) DME CYP3A5 3.51E-02 1.53E+00 1.16E+00
Cytochrome P450 2D6 (CYP2D6) DME CYP2D6 8.59E-01 -4.51E-02 -1.36E-01
Cytochrome P450 3A4 (CYP3A4) DME CYP3A4 5.84E-01 -1.61E-01 -3.61E-01
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: 2149).
2 Description of the chemical and pharmacological characteristics of a new hemisynthetic ultra-low-molecular-weight heparin, AVE5026. J Thromb Haemost. 2009 Jul;7(7):1143-51.
3 Seville (sour) orange juice: synephrine content and cardiovascular effects in normotensive adults. J Clin Pharmacol. 2001 Oct;41(10):1059-63.
4 Dopamine formation from tyramine by CYP2D6. Biochem Biophys Res Commun. 1998 Aug 28;249(3):838-43.
5 Pharmacogenomics as molecular autopsy for forensic toxicology: genotyping cytochrome P450 3A4*1B and 3A5*3 for 25 fentanyl cases. J Anal Toxicol. 2005 Oct;29(7):590-8.
6 [N-acetylation of biogenic amines in Drosophila virilis]. Genetika. 1997 Jun;33(6):788-92.