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Identification
Name(1R)-4-(3-phenoxyphenyl)-1-phosphonobutane-1-sulfonic acid
Accession NumberDB07420
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 386.357
Monoisotopic: 386.058910164
Chemical FormulaC16H19O7PS
InChI KeyInChIKey=RCGCZPXSRLLKCK-MRXNPFEDSA-N
InChI
InChI=1S/C16H19O7PS/c17-24(18,19)16(25(20,21)22)11-5-7-13-6-4-10-15(12-13)23-14-8-2-1-3-9-14/h1-4,6,8-10,12,16H,5,7,11H2,(H2,17,18,19)(H,20,21,22)/t16-/m1/s1
IUPAC Name
(1R)-4-(3-phenoxyphenyl)-1-phosphonobutane-1-sulfonic acid
SMILES
[H][C@@](CCCC1=CC=CC(OC2=CC=CC=C2)=C1)(P(O)(O)=O)S(O)(=O)=O
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylethers
Direct ParentDiphenylethers
Alternative Parents
Substituents
  • Diphenylether
  • Diaryl ether
  • Alkanesulfonic acid
  • Sulfonyl
  • Sulfonic acid derivative
  • Sulfonic acid
  • Organophosphonic acid derivative
  • Organophosphonic acid
  • Ether
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organophosphorus compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
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-0.564
Blood Brain Barrier+0.9056
Caco-2 permeable-0.6302
P-glycoprotein substrateNon-substrate0.7038
P-glycoprotein inhibitor INon-inhibitor0.783
P-glycoprotein inhibitor IINon-inhibitor0.9451
Renal organic cation transporterNon-inhibitor0.8392
CYP450 2C9 substrateNon-substrate0.6126
CYP450 2D6 substrateNon-substrate0.8117
CYP450 3A4 substrateNon-substrate0.582
CYP450 1A2 substrateNon-inhibitor0.7324
CYP450 2C9 inhibitorNon-inhibitor0.7655
CYP450 2D6 inhibitorNon-inhibitor0.8832
CYP450 2C19 inhibitorNon-inhibitor0.7466
CYP450 3A4 inhibitorNon-inhibitor0.9499
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7835
Ames testNon AMES toxic0.767
CarcinogenicityCarcinogens 0.5493
BiodegradationReady biodegradable0.8003
Rat acute toxicity2.2335 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.5924
hERG inhibition (predictor II)Non-inhibitor0.6469
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.535 mg/mLALOGPS
logP0.94ALOGPS
logP2.27ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)-1.1ChemAxon
pKa (Strongest Basic)-8.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area121.13 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity92.11 m3·mol-1ChemAxon
Polarizability35.9 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot 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

Kind
Protein
Organism
Staphylococcus aureus
Pharmacological action
unknown
General Function:
Transferase activity, transferring alkyl or aryl (other than methyl) groups
Specific Function:
Catalyzes the head-to-head condensation of two molecules of farnesyl diphosphate (FPP) into the colorless C(30) carotenoid dehydrosqualene (4,4'-diapophytoene). This is the initial step in the biosynthesis of staphyloxanthin, an orange carotenoid present in most staphylococci strains.
Gene Name:
crtM
Uniprot ID:
A9JQL9
Molecular Weight:
34312.78 Da
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:10592235 ]
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Drug created on September 15, 2010 15:21 / Updated on September 16, 2013 18:06