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Identification
Name(3aS)-3a-hydroxy-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one
Accession NumberDB07470
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: 278.3053
Monoisotopic: 278.105527702
Chemical FormulaC17H14N2O2
InChI KeyInChIKey=DOMYOVZXZIZTRD-QGZVFWFLSA-N
InChI
InChI=1S/C17H14N2O2/c20-15-13-8-4-5-9-14(13)18-16-17(15,21)10-11-19(16)12-6-2-1-3-7-12/h1-9,21H,10-11H2/t17-/m1/s1
IUPAC Name
(3aS)-3a-hydroxy-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one
SMILES
O[C@@]12CCN(C1=NC1=C(C=CC=C1)C2=O)C1=CC=CC=C1
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as pyrroloquinolines. These are compounds containing a pyrroloquinoline moiety, which consists of a pyrrole ring fused to a quinoline.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassPyrroloquinolines
Direct ParentPyrroloquinolines
Alternative Parents
Substituents
  • Pyrroloquinoline
  • 1-phenylpyrrolidine
  • Aminoquinoline
  • Aryl alkyl ketone
  • Aryl ketone
  • Imidolactam
  • Benzenoid
  • Monocyclic benzene moiety
  • Tertiary alcohol
  • Pyrrolidine
  • Pyrrole
  • Tertiary amine
  • Ketone
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboxylic acid amidine
  • Amidine
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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+0.9924
Blood Brain Barrier+0.9844
Caco-2 permeable+0.5232
P-glycoprotein substrateSubstrate0.6188
P-glycoprotein inhibitor IInhibitor0.7161
P-glycoprotein inhibitor IIInhibitor0.8146
Renal organic cation transporterNon-inhibitor0.5079
CYP450 2C9 substrateNon-substrate0.6713
CYP450 2D6 substrateNon-substrate0.6813
CYP450 3A4 substrateSubstrate0.6483
CYP450 1A2 substrateInhibitor0.8982
CYP450 2C9 inhibitorInhibitor0.8544
CYP450 2D6 inhibitorNon-inhibitor0.5705
CYP450 2C19 inhibitorInhibitor0.8544
CYP450 3A4 inhibitorInhibitor0.738
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7456
Ames testNon AMES toxic0.6252
CarcinogenicityNon-carcinogens0.9351
BiodegradationNot ready biodegradable0.9912
Rat acute toxicity2.8044 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9763
hERG inhibition (predictor II)Non-inhibitor0.648
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 Solubility0.257 mg/mLALOGPS
logP1.82ALOGPS
logP2.37ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)11.54ChemAxon
pKa (Strongest Basic)2.25ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.9 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity82.2 m3·mol-1ChemAxon
Polarizability29.32 Å3ChemAxon
Number of Rings4ChemAxon
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
Human
Pharmacological action
unknown
General Function:
Microfilament motor activity
Specific Function:
Cellular myosin that appears to play a role in cytokinesis, cell shape, and specialized functions such as secretion and capping.
Gene Name:
MYH14
Uniprot ID:
Q7Z406
Molecular Weight:
227868.56 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 15:22 / Updated on September 16, 2013 18:06