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Identification
NameFARNESYL
Accession NumberDB07752
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 206.3669
Monoisotopic: 206.203450832
Chemical FormulaC15H26
InChI KeyJXBSHSBNOVLGHF-BUJBXKITSA-N
InChI
InChI=1S/C15H26/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9,12H,7-8,10-11H2,1-5H3/b14-6+,15-12+
IUPAC Name
(6E,10E)-2,6,10-trimethyldodeca-2,6,10-triene
SMILES
C\C=C(/C)CC\C=C(/C)CCC=C(C)C
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentSesquiterpenoids
Alternative Parents
Substituents
  • Farsesane sesquiterpenoid
  • Sesquiterpenoid
  • Alkatriene
  • Acyclic olefin
  • Olefin
  • Hydrocarbon
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9895
Blood Brain Barrier+0.9442
Caco-2 permeable+0.6999
P-glycoprotein substrateNon-substrate0.6068
P-glycoprotein inhibitor INon-inhibitor0.723
P-glycoprotein inhibitor IIInhibitor0.596
Renal organic cation transporterNon-inhibitor0.8449
CYP450 2C9 substrateNon-substrate0.8412
CYP450 2D6 substrateNon-substrate0.8065
CYP450 3A4 substrateNon-substrate0.5543
CYP450 1A2 substrateNon-inhibitor0.7354
CYP450 2C9 substrateNon-inhibitor0.9099
CYP450 2D6 substrateNon-inhibitor0.9491
CYP450 2C19 substrateNon-inhibitor0.9168
CYP450 3A4 substrateNon-inhibitor0.9716
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6923
Ames testNon AMES toxic0.9518
CarcinogenicityCarcinogens 0.5631
BiodegradationReady biodegradable0.7909
Rat acute toxicity1.5057 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7689
hERG inhibition (predictor II)Non-inhibitor0.8587
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0219 mg/mLALOGPS
logP6.08ALOGPS
logP5.44ChemAxon
logS-4ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity73.21 m3·mol-1ChemAxon
Polarizability27.82 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis Reference

Sheo B. Singh, George M. Garrity, Olga Genillourd, Russell B. Lingham, Isabel Martin, Mary Nallin-Omstead, Keith C. Silverman, Deborah L. Zink, “Inhibitor compounds of farnesyl-protein transferase and chemotherapeutic compositions containing the same, produced by strain ATCC 55532.” U.S. Patent US5627057, issued October, 1991.

US5627057
General ReferenceNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Guanine nucleotide-binding protein G(T) subunit gamma-T1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Guanine nucleotide-binding protein G(T) subunit gamma-T1 P63211 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

2. Guanine nucleotide-binding protein G(I)/G(S)/G(T) subunit beta-1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Guanine nucleotide-binding protein G(I)/G(S)/G(T) subunit beta-1 P62873 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

3. Phosducin

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Phosducin P20941 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

4. GTPase KRas

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
GTPase KRas P01116 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

5. Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

6. Protein farnesyltransferase subunit beta

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Protein farnesyltransferase subunit beta P49356 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

7. Geranylgeranyl transferase type-2 subunit alpha

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Geranylgeranyl transferase type-2 subunit alpha Q92696 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

8. Geranylgeranyl transferase type-2 subunit beta

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Geranylgeranyl transferase type-2 subunit beta P53611 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

9. Rab proteins geranylgeranyltransferase component A 1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Rab proteins geranylgeranyltransferase component A 1 P24386 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

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Drug created on September 15, 2010 15:25 / Updated on September 16, 2013 18:07