Identification
NameFAMOXADONE
Accession NumberDB07778
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients 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
Categories
UNIIV1C07OR6II
CAS numberNot Available
WeightAverage: 374.3893
Monoisotopic: 374.126657074
Chemical FormulaC22H18N2O4
InChI KeyPCCSBWNGDMYFCW-QFIPXVFZSA-N
InChI
InChI=1S/C22H18N2O4/c1-22(16-12-14-19(15-13-16)27-18-10-6-3-7-11-18)20(25)24(21(26)28-22)23-17-8-4-2-5-9-17/h2-15,23H,1H3/t22-/m0/s1
IUPAC Name
(5S)-5-methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-1,3-oxazolidine-2,4-dione
SMILES
C[C@]1(OC(=O)N(NC2=CC=CC=C2)C1=O)C1=CC=C(OC2=CC=CC=C2)C=C1
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Cytochrome c1, heme protein, mitochondrialProteinunknownNot AvailableHumanP08574 details
Cytochrome bProteinunknownNot AvailableHumanP00156 details
Cytochrome b-c1 complex subunit 1, mitochondrialProteinunknownNot AvailableHumanP31930 details
Cytochrome b-c1 complex subunit 2, mitochondrialProteinunknownNot AvailableHumanP22695 details
Cytochrome b-c1 complex subunit 6, mitochondrialProteinunknownNot AvailableHumanP07919 details
Cytochrome b-c1 complex subunit 8ProteinunknownNot AvailableHumanO14949 details
Cytochrome b-c1 complex subunit Rieske, mitochondrialProteinunknownNot AvailableHumanP47985 details
Cytochrome b-c1 complex subunit 10ProteinunknownNot AvailableHumanO14957 details
Cytochrome b-c1 complex subunit 7ProteinunknownNot AvailableHumanP14927 details
Cytochrome b-c1 complex subunit 9ProteinunknownNot AvailableHumanQ9UDW1 details
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
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00215 mg/mLALOGPS
logP4.81ALOGPS
logP5.25ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)14.26ChemAxon
pKa (Strongest Basic)-8.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area67.87 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity104.09 m3·mol-1ChemAxon
Polarizability37.34 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9458
Caco-2 permeable-0.5439
P-glycoprotein substrateNon-substrate0.7923
P-glycoprotein inhibitor INon-inhibitor0.6046
P-glycoprotein inhibitor IINon-inhibitor0.6839
Renal organic cation transporterNon-inhibitor0.9511
CYP450 2C9 substrateNon-substrate0.7088
CYP450 2D6 substrateNon-substrate0.8609
CYP450 3A4 substrateSubstrate0.5421
CYP450 1A2 substrateNon-inhibitor0.8363
CYP450 2C9 inhibitorInhibitor0.5759
CYP450 2D6 inhibitorNon-inhibitor0.8903
CYP450 2C19 inhibitorNon-inhibitor0.5304
CYP450 3A4 inhibitorNon-inhibitor0.6906
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6547
Ames testNon AMES toxic0.5395
CarcinogenicityNon-carcinogens0.7751
BiodegradationNot ready biodegradable0.9972
Rat acute toxicity2.2681 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9732
hERG inhibition (predictor II)Non-inhibitor0.8941
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassBenzene and substituted derivatives
Direct ParentDiphenylethers
Alternative ParentsDiarylethers / Phenylhydrazines / Phenoxy compounds / Phenol ethers / Oxazolidinediones / Dicarboximides / Carboxylic acid hydrazides / Oxacyclic compounds / Azacyclic compounds / Organopnictogen compounds
SubstituentsDiphenylether / Diaryl ether / Phenol ether / Phenylhydrazine / Phenoxy compound / Oxazolidinedione / Oxazolidinone / Dicarboximide / Oxazolidine / Carboxylic acid hydrazide
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors5-methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-1,3-oxazolidine-2,4-dione (CHEBI:106738 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Metal ion binding
Specific Function:
This is the heme-containing component of the cytochrome b-c1 complex, which accepts electrons from Rieske protein and transfers electrons to cytochrome c in the mitochondrial respiratory chain.
Gene Name:
CYC1
Uniprot ID:
P08574
Uniprot Name:
Cytochrome c1, heme protein, mitochondrial
Molecular Weight:
35421.61 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Ubiquinol-cytochrome-c reductase activity
Specific Function:
Component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is a respiratory chain that generates an electrochemical potential coupled to ATP synthesis.
Gene Name:
MT-CYB
Uniprot ID:
P00156
Uniprot Name:
Cytochrome b
Molecular Weight:
42717.055 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Zinc ion binding
Specific Function:
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This protein may mediate formation of the complex between cytochromes c and c1.
Gene Name:
UQCRC1
Uniprot ID:
P31930
Uniprot Name:
Cytochrome b-c1 complex subunit 1, mitochondrial
Molecular Weight:
52645.305 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Zinc ion binding
Specific Function:
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. The core protein 2 is required for the assembly of the complex.
Gene Name:
UQCRC2
Uniprot ID:
P22695
Uniprot Name:
Cytochrome b-c1 complex subunit 2, mitochondrial
Molecular Weight:
48442.6 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Ubiquinol-cytochrome-c reductase activity
Specific Function:
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This protein may mediate formation of the complex between cytochromes c and c1.
Gene Name:
UQCRH
Uniprot ID:
P07919
Uniprot Name:
Cytochrome b-c1 complex subunit 6, mitochondrial
Molecular Weight:
10738.68 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Ubiquinol-cytochrome-c reductase activity
Specific Function:
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This subunit, together with cytochrome b, binds to ubiquinone.
Gene Name:
UQCRQ
Uniprot ID:
O14949
Uniprot Name:
Cytochrome b-c1 complex subunit 8
Molecular Weight:
9906.315 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Ubiquinol-cytochrome-c reductase activity
Specific Function:
Component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is a respiratory chain that generates an electrochemical potential coupled to ATP synthesis.The transit peptide of the Rieske protein seems to form part of the bc1 complex and is considered to be the subunit 11/IX of that complex.
Gene Name:
UQCRFS1
Uniprot ID:
P47985
Uniprot Name:
Cytochrome b-c1 complex subunit Rieske, mitochondrial
Molecular Weight:
29667.695 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Ubiquinol-cytochrome-c reductase activity
Specific Function:
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain.This protein may be closely linked to the iron-sulfur protein in the complex and function as an iron-sulfur protein binding factor.
Gene Name:
UQCR11
Uniprot ID:
O14957
Uniprot Name:
Cytochrome b-c1 complex subunit 10
Molecular Weight:
6569.655 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Not Available
Specific Function:
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This component is involved in redox-linked proton pumping.
Gene Name:
UQCRB
Uniprot ID:
P14927
Uniprot Name:
Cytochrome b-c1 complex subunit 7
Molecular Weight:
13530.34 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Ubiquinol-cytochrome-c reductase activity
Specific Function:
This is a component of the ubiquinol-cytochrome c reductase complex (complex III or cytochrome b-c1 complex), which is part of the mitochondrial respiratory chain. This subunit interacts with cytochrome c1 (By similarity).
Gene Name:
UQCR10
Uniprot ID:
Q9UDW1
Uniprot Name:
Cytochrome b-c1 complex subunit 9
Molecular Weight:
7308.42 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 15:25 / Updated on August 02, 2017 17:20