Halofantrine hydrochlorideProduct ingredient for Halofantrine

Show full entry for Halofantrine
Name
Halofantrine hydrochloride
Drug Entry
Halofantrine

Halofantrine is an antimalarial. It belongs to the phenanthrene class of compounds that includes quinine and lumefantrine. It appears to inhibit polymerisation of heme molecules (by the parasite enzyme "heme polymerase"), resulting in the parasite being poisoned by its own waste. Halofantrine has been shown to preferentially block open and inactivated HERG channels leading to some degree of cardiotoxicity.

See full entry for Halofantrine
Accession Number
DBSALT001186
Structure
Similar Structures
Synonyms
Halofantrine HCl
UNII
H77DL0Y630
CAS Number
36167-63-2
Weight
Average: 536.89
Monoisotopic: 535.1423322
Chemical Formula
C26H31Cl3F3NO
InChI Key
WANGFTDWOFGECH-UHFFFAOYSA-N
InChI
InChI=1S/C26H30Cl2F3NO.ClH/c1-3-5-10-32(11-6-4-2)12-9-25(33)23-16-22-21(14-18(27)15-24(22)28)20-13-17(26(29,30)31)7-8-19(20)23;/h7-8,13-16,25,33H,3-6,9-12H2,1-2H3;1H
IUPAC Name
3-(dibutylamino)-1-[1,3-dichloro-6-(trifluoromethyl)phenanthren-9-yl]propan-1-ol hydrochloride
SMILES
Cl.CCCCN(CCCC)CCC(O)C1=C2C=CC(=CC2=C2C=C(Cl)C=C(Cl)C2=C1)C(F)(F)F
ChemSpider
34302
ChEMBL
CHEMBL1200901
Wikipedia
Halofantrine
Predicted Properties
PropertyValueSource
Water Solubility0.000111 mg/mLALOGPS
logP7.34ALOGPS
logP8.06Chemaxon
logS-6.7ALOGPS
pKa (Strongest Acidic)14.47Chemaxon
pKa (Strongest Basic)10.05Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area23.47 Å2Chemaxon
Rotatable Bond Count11Chemaxon
Refractivity131.66 m3·mol-1Chemaxon
Polarizability51.57 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon