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Hydroxychloroquine

Athanor · official

C18H26ClN3O · 335.9 g/mol

IUPAC name: 2-[[(4R)-4-[(7-chloroquinolin-4-yl)amino]pentyl]-ethylamino]ethanol

Also called Plaquenil, HCQ, antimalarial, lupus

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The structure of Hydroxychloroquine
Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name
2-[[(4R)-4-[(7-chloroquinolin-4-yl)amino]pentyl]-ethylamino]ethanol
Synonyms
Plaquenil, HCQ, antimalarial
+ 38 more

lupus, (R)-Hydroxychloroquine, Hydroxychloroquine, (R)-, (R)-(-)-Hydroxychloroquine, Hydroxychloroquine, (-)-, UNII-70MN4ZH123, 70MN4ZH123, DTXSID70160180, Ethanol, 2-(((4R)-4-((7-chloro-4-quinolinyl)amino)pentyl)ethylamino)-, Ethanol, 2-((4-((7-chloro-4-quinolinyl)amino)pentyl)ethylamino)-, (R)-, Ethanol, 2-[[(4R)-4-[(7-chloro-4-quinolinyl)amino]pentyl]ethylamino]-, RefChem:147152, DTXCID3082671, 2-[[(4R)-4-[(7-chloroquinolin-4-yl)amino]pentyl]-ethylamino]ethanol, Hydroxychloroquine Sulfate Impurity 21, (R)-2-((4-((7-chloroquinolin-4-yl)amino)pentyl)(ethyl)amino)ethanol, 2-[[(4R)-4-[(7-chloro-4-quinolyl)amino]pentyl]-ethyl-amino]ethanol, (R)-2-((4-((7-Chloroquinolin-4-yl)amino)pentyl)(ethyl)amino)ethan-1-ol, C18H26ClN3O, Hydroxychloroquine R-isomer Impurity, R-Hydroxychloroquine, D-HCQ, SCHEMBL9047, A1H5D, orb1708752, CHEMBL4799846, SCHEMBL30107680, HY-B1370B, AKOS040736163, EBC-251136, DA-57435, CS-0120278, NS00098843, T12622, Q27265876, Z3587851615, (R)-2-[[4-[(7-Chloro-4-quinolinyl)amino]pentyl]ethylamino]ethanol, 2-[{(4R)-4-[(7-Chloroquinolin-4-yl)amino]pentyl}(ethyl)amino]ethan-1-ol

Molecular formula
C18H26ClN3O
Empirical formula
C18H26ClN3O
Molecular weight
335.9 g/mol
Exact mass
335.17644
CAS number
118-42-3
PubChem CID
178395
Canonical SMILES
CCN(CCCC(C)NC1=C2C=CC(=CC2=NC=C1)Cl)CCO
Isomeric SMILES
CCN(CCC[C@@H](C)NC1=C2C=CC(=CC2=NC=C1)Cl)CCO
InChI
InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)/t14-/m1/s1
InChIKey
XXSMGPRMXLTPCZ-CQSZACIVSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
23
Rings
2
Aromatic rings
2
Fraction sp³ carbons (Fsp3)
0.5
H-bond donors
2
H-bond acceptors
4
Rotatable bonds
9
TPSA (Ų)
48.4
Formal charge
0
XLogP3
3.6 PubChem
Complexity
331 PubChem
Stereocenters
1 definedCIP: C10: R
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C64.37%
  • H7.80%
  • Cl10.56%
  • N12.51%
  • O4.76%

Isotope pattern

100%335.17621%336.18034%337.1746.9%338.177339.180

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
3.78 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-4.03 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
2.79 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 335.88
  • log P ≤ 5 (Crippen): 3.78
  • H-bond donors ≤ 5: 2
  • H-bond acceptors ≤ 10: 4

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

No GHS hazard classification was found in the sources.

Safety data sheets on the supplier’s page: AKos Consulting & Solutions, EvitaChem, Ambinter.

Always read the supplier’s safety data sheet before working with it.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  2. ·Literature on PubChem

Data last updated 2026-10-14.