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Identification
Name(1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid
Accession NumberDB07189
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: 464.5119
Monoisotopic: 464.173607266
Chemical FormulaC29H24N2O4
InChI KeyBFZXMIUWGSTUAL-ZSOKXDGFSA-N
InChI
InChI=1S/C29H24N2O4/c32-27(33)23-15-29(23)16-26(31-28(29)34)19-10-12-21(13-11-19)35-17-20-14-25(18-6-2-1-3-7-18)30-24-9-5-4-8-22(20)24/h1-14,23,26H,15-17H2,(H,31,34)(H,32,33)/t23-,26+,29-/m1/s1
IUPAC Name
(1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid
SMILES
[H][C@@]1(C[C@@]11C[C@]([H])(NC1=O)C1=CC=C(OCC2=CC(=NC3=C2C=CC=C3)C2=CC=CC=C2)C=C1)C(O)=O
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassPhenylquinolines
Direct ParentPhenylquinolines
Alternative Parents
Substituents
  • Phenylquinoline
  • 2-phenylpyridine
  • 2-phenylpyrrolidine
  • Phenol ether
  • Alkyl aryl ether
  • Benzenoid
  • 2-pyrrolidone
  • Pyrrolidone
  • Pyridine
  • Cyclopropanecarboxylic acid or derivatives
  • Cyclopropanecarboxylic acid
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Pyrrolidine
  • Pyrrole
  • Secondary carboxylic acid amide
  • Lactam
  • Carboxamide group
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Carboxylic acid amide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
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+0.9508
Blood Brain Barrier+0.8294
Caco-2 permeable-0.7845
P-glycoprotein substrateSubstrate0.637
P-glycoprotein inhibitor INon-inhibitor0.9585
P-glycoprotein inhibitor IINon-inhibitor0.7752
Renal organic cation transporterNon-inhibitor0.8173
CYP450 2C9 substrateNon-substrate0.8251
CYP450 2D6 substrateNon-substrate0.782
CYP450 3A4 substrateSubstrate0.5444
CYP450 1A2 substrateNon-inhibitor0.5303
CYP450 2C9 substrateNon-inhibitor0.602
CYP450 2D6 substrateNon-inhibitor0.7299
CYP450 2C19 substrateNon-inhibitor0.7582
CYP450 3A4 substrateNon-inhibitor0.5542
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6544
Ames testNon AMES toxic0.7919
CarcinogenicityNon-carcinogens0.9222
BiodegradationNot ready biodegradable0.9921
Rat acute toxicity2.6694 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9978
hERG inhibition (predictor II)Non-inhibitor0.7502
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.000513 mg/mLALOGPS
logP4.59ALOGPS
logP4.3ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)4.09ChemAxon
pKa (Strongest Basic)3.46ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area88.52 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity129.82 m3·mol-1ChemAxon
Polarizability50.58 Å3ChemAxon
Number of Rings6ChemAxon
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 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. Disintegrin and metalloproteinase domain-containing protein 17

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Disintegrin and metalloproteinase domain-containing protein 17 P78536 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

Comments
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Drug created on September 15, 2010 15:19 / Updated on September 16, 2013 18:05