(1R)-4-(3-phenoxyphenyl)-1-phosphonobutane-1-sulfonic acid

Identification

Name
(1R)-4-(3-phenoxyphenyl)-1-phosphonobutane-1-sulfonic acid
Accession Number
DB07420
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 386.357
Monoisotopic: 386.058910164
Chemical Formula
C16H19O7PS
InChI Key
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][[email protected]@](CCCC1=CC=CC(OC2=CC=CC=C2)=C1)(P(O)(O)=O)S(O)(=O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UDehydrosqualene synthaseNot AvailableStaphylococcus aureus
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
24748047
PubChem Substance
99443891
ChemSpider
25065193
ChEMBL
CHEMBL1207949
HET
B65
PDB Entries
2zcq / 3lee

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not 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 RuleNoChemAxon
MDDR-like RuleNoChemAxon
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)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This 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.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Diphenylethers
Direct Parent
Diphenylethers
Alternative Parents
Diarylethers / Phenoxy compounds / Phenol ethers / Sulfonyls / Organosulfonic acids / Organic phosphonic acids / Alkanesulfonic acids / Organopnictogen compounds / Organophosphorus compounds / Organic oxides
show 1 more
Substituents
Diphenylether / Diaryl ether / Phenoxy compound / Phenol ether / Organophosphonic acid / Organophosphonic acid derivative / Organic sulfonic acid or derivatives / Organosulfonic acid or derivatives / Organosulfonic acid / Sulfonyl
show 10 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not 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 bios...
Gene Name
crtM
Uniprot ID
A9JQL9
Uniprot Name
Dehydrosqualene synthase
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]

Drug created on September 15, 2010 15:21 / Updated on December 01, 2017 15:50