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Chloroquine

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C18H26ClN3 · 319.9 g/mol

IUPAC name: (4R)-4-N-(7-chloroquinolin-4-yl)-1-N,1-N-diethylpentane-1,4-diamine

Also called Aralen, antimalarial, 4-aminoquinoline

DrugsRings
Open in Athanor
The structure of Chloroquine
Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name
(4R)-4-N-(7-chloroquinolin-4-yl)-1-N,1-N-diethylpentane-1,4-diamine
Synonyms
Aralen, antimalarial, 4-aminoquinoline
+ 38 more

(R)-chloroquine, (-)-Chloroquine, Chloroquine, (R)-, WE58C2WV1T, (4R)-4-N-(7-chloroquinolin-4-yl)-1-N,1-N-diethylpentane-1,4-diamine, UNII-WE58C2WV1T, N4-(7-CHLORO-QUINOLIN-4-YL)-N1,N1-DIETHYL-PENTANE-1,4-DIAMINE, CHEBI:48811, (-)-N(4)-(7-chloro-4-quinolinyl)-N(1),N(1)-diethyl-1,4-pentanediamine, (4R)-N(4)-(7-chloro-4-quinolinyl)-N(1),N(1)-diethyl-1,4-pentanediamine, (4R)-N(4)-(7-chloroquinolin-4-yl)-N(1),N(1)-diethylpentane-1,4-diamine, (R)-N(4)-(7-chloro-4-quinolinyl)-N(1),N(1)-diethyl-1,4-pentanediamine, 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-, (-)-, 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-, (R)-, RefChem:67766, (R)-(-)-Chloroquine, Hydroxychloroquine sulfate Impurity 23, (R)-N4-(7-chloroquinolin-4-yl)-N1,N1-diethylpentane-1,4-diamine, 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-, (4R)-, (4R)-N~4~-(7-chloroquinolin-4-yl)-N~1~,N~1~-diethylpentane-1,4-diamine, CLQ, 1cet, BIDD:GT0138, SCHEMBL134500, Hydroxychloroquine Impurity 50, CHEMBL252715, orb3143429, SCHEMBL29429108, DTXSID401316905, TYD-02748, 7-CHLORO-N-[(2R)-5-(DIETHYLAMINO)PENTAN-2-YL]QUINOLIN-4-AMINE, EBC-611112, HY-W614112, DA-74345, CS-0698037, NS00096430, E80614, Q27104631

Molecular formula
C18H26ClN3
Empirical formula
C18H26ClN3
Molecular weight
319.9 g/mol
Exact mass
319.18153
CAS number
54-05-9
PubChem CID
444810
Canonical SMILES
CCN(CC)CCCC(C)NC1=C2C=CC(=CC2=NC=C1)Cl
Isomeric SMILES
CCN(CC)CCC[C@@H](C)NC1=C2C=CC(=CC2=NC=C1)Cl
InChI
InChI=1S/C18H26ClN3/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21)/t14-/m1/s1
InChIKey
WHTVZRBIWZFKQO-CQSZACIVSA-N
Molfile

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

Calculated

Heavy atoms
22
Rings
2
Aromatic rings
2
Fraction sp³ carbons (Fsp3)
0.5
H-bond donors
1
H-bond acceptors
3
Rotatable bonds
8
TPSA (Ų)
28.2
Formal charge
0
XLogP3
4.6 PubChem
Complexity
309 PubChem
Stereocenters
1 definedCIP: C9: 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

  • C67.59%
  • H8.19%
  • Cl11.08%
  • N13.14%

Isotope pattern

100%319.18221%320.18534%321.1796.8%322.182323.185

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
4.81 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-4.66 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
2.67 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 319.88
  • log P ≤ 5 (Crippen): 4.81
  • H-bond donors ≤ 5: 1
  • H-bond acceptors ≤ 10: 3

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: AstaTech, Inc., SynHet - Synthetic Heterocycles, 10X CHEM.

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.