MILTEFOSINE

Search structure
Trade Names:
Synonyms:
Status: Approved (2014)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: P01CX04
UNII: 53EY29W7EC

Structure
InChI Key PQLXHQMOHUQAKB-UHFFFAOYSA-N
Smile CCCCCCCCCCCCCCCCOP(=O)([O-])OCC[N+](C)(C)C
InChI
InChI=1S/C21H46NO4P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-25-27(23,24)26-21-19-22(2,3)4/h5-21H2,1-4H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H46NO4P
Molecular Weight 407.58
AlogP 5.68
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 20.0
Polar Surface Area 58.59
Molecular species ACID
Aromatic Rings 0.0
Heavy Atoms 27.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- - - - 8
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- - - - 31
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - - 8
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase AKT family
- 9600 - - -
Enzyme Phosphatase Protein Phosphatase Serine/threonine/tyrosine protein phosphatase
- 25000 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 89
Unclassified protein
- - - - 65-79

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Leishmaniasis 4 D007896 ClinicalTrials
Leishmaniasis, Visceral 4 D007898 ClinicalTrials
Leishmaniasis, Cutaneous 4 D016773 ClinicalTrials
Urticaria 2 D014581 ClinicalTrials

Related Entries

MCS

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Injury, poisoning and procedural complications
28.0
General disorders and administration site conditions
17.0
Gastrointestinal disorders
16.0
Eye disorders
9.0
Investigations
8.0
Metabolism and nutrition disorders
6.0
Renal and urinary disorders
4.0
Psychiatric disorders
3.0

Cross References

Resources Reference
CAS NUMBER 58066-85-6
ChEBI 75283
ChEMBL CHEMBL125
DrugBank DB09031
DrugCentral 1810
EPA CompTox DTXSID7045942
FDA SRS 53EY29W7EC
KEGG D02494
PubChem 3599
SureChEMBL SCHEMBL26215
ZINC ZINC14087743
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