Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	43596
Common Name:	Hydroxychloroquine
Systematic Name:	2-({4-[(7-chloroquinolin-4-yl)amino]pentyl}(ethyl)amino)ethan-1-ol
RefMet Name:	Hydroxychloroquine
Synonyms:	[PubChem Synonyms]
Exact Mass:	335.1764 (neutral)    Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C18H26ClN3O
InChIKey:	XXSMGPRMXLTPCZ-UHFFFAOYSA-N
ClassyFire superclass:	Organoheterocyclic compounds [C0000002]
ClassyFire class:	Quinolines and derivatives [C0001253]
ClassyFire subclass:	Aminoquinolines and derivatives [C0000053]
ClassyFire direct parent:	4-aminoquinolines [C0004537]
Massbank MS spectra:	View MS spectra
SMILES:	CCN(CCCC(C)Nc1ccnc2cc(ccc12)Cl)CCO
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	3652
CHEBI ID:	5801
HMDB ID:	HMDB0015549
KEGG ID:	C07043
Chemspider ID:	3526
EPA CompTox DB:	DTXCID403135
Plant Metabolite Hub(Pmhub):	MS000014666

Calculated physicochemical properties (?):

Heavy Atoms:	23
Rings:	2
Aromatic Rings:	2
Rotatable Bonds:	9
van der Waals Molecular volume:	317.24 Å3 molecule-1
Toplogical Polar Sufrace Area:	48.39 Å2 molecule-1
Hydrogen Bond Donors:	2
Hydrogen Bond Acceptors:	3
logP:	5.21
Molar Refractivity:	100.74
Fraction sp3 Carbons:	0.50
sp3 Carbons:	9

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y