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Identification
NameFARNESYL DIPHOSPHATE
Accession NumberDB07780
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 382.3261
Monoisotopic: 382.131026274
Chemical FormulaC15H28O7P2
InChI KeyVWFJDQUYCIWHTN-YFVJMOTDSA-N
InChI
InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11+
IUPAC Name
{[hydroxy({[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy})phosphoryl]oxy}phosphonic acid
SMILES
CC(C)=CCC\C(C)=C\CC\C(C)=C\CO[P@@](=O)(O)OP(=O)(O)O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassLipids
ClassPrenol Lipids
SubclassSesquiterpenes
Direct parentSesquiterpenes
Alternative parentsIsoprenoid Phosphates; Organic Pyrophosphates; Organophosphate Esters; Organic Phosphoric Acids; Polyamines
Substituentsorganic phosphate; phosphoric acid ester; polyamine
Classification descriptionThis compound belongs to the sesquiterpenes. These are terpenes with three consecutive isoprene units.
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
Property Value Probability
Human Intestinal Absorption - 0.681
Blood Brain Barrier + 0.7921
Caco-2 permeable - 0.5967
P-glycoprotein substrate Substrate 0.5257
P-glycoprotein inhibitor I Non-inhibitor 0.8021
P-glycoprotein inhibitor II Non-inhibitor 0.6218
Renal organic cation transporter Non-inhibitor 0.9235
CYP450 2C9 substrate Non-substrate 0.8276
CYP450 2D6 substrate Non-substrate 0.828
CYP450 3A4 substrate Non-substrate 0.5088
CYP450 1A2 substrate Non-inhibitor 0.8244
CYP450 2C9 substrate Non-inhibitor 0.7835
CYP450 2D6 substrate Non-inhibitor 0.8795
CYP450 2C19 substrate Non-inhibitor 0.7799
CYP450 3A4 substrate Non-inhibitor 0.8565
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8918
Ames test Non AMES toxic 0.7621
Carcinogenicity Non-carcinogens 0.6
Biodegradation Ready biodegradable 0.6376
Rat acute toxicity 2.4092 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.7452
hERG inhibition (predictor II) Non-inhibitor 0.8614
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility8.07e-02 g/lALOGPS
logP2.4ALOGPS
logP3.62ChemAxon
logS-3.7ALOGPS
pKa (strongest acidic)1.77ChemAxon
physiological charge-2ChemAxon
hydrogen acceptor count5ChemAxon
hydrogen donor count3ChemAxon
polar surface area113.29ChemAxon
rotatable bond count11ChemAxon
refractivity96.73ChemAxon
polarizability37.92ChemAxon
number of rings0ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound445713
PubChem Substance99444251
ChemSpider393270
ChEBI50277
ChEMBL
HETFPP
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. 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

2. 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

3. 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

4. 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase

Kind: protein

Organism: Shewanella oneidensis (strain MR-1)

Pharmacological action: unknown

Components

Name UniProt ID Details
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q8EBR3 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. Farnesyl pyrophosphate synthase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Farnesyl pyrophosphate synthase P14324 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. Ditrans,polycis-undecaprenyl-diphosphate synthase ((2E,6E)-farnesyl-diphosphate specific)

Kind: protein

Organism: Escherichia coli (strain K12)

Pharmacological action: unknown

Components

Name UniProt ID Details
Ditrans,polycis-undecaprenyl-diphosphate synthase ((2E,6E)-farnesyl-diphosphate specific) P60472 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. Lantibiotic nisin-Z

Kind: protein

Organism: Lactococcus lactis subsp. lactis

Pharmacological action: unknown

Components

Name UniProt ID Details
Lantibiotic nisin-Z P29559 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 pyrophosphate synthase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Geranylgeranyl pyrophosphate synthase O95749 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. (2Z,6E)-farnesyl diphosphate synthase

Kind: protein

Organism: Mycobacterium tuberculosis

Pharmacological action: unknown

Components

Name UniProt ID Details
(2Z,6E)-farnesyl diphosphate synthase O53434 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

10. 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

11. 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

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