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Identification
Name6-PHENYL[5H]PYRROLO[2,3-B]PYRAZINE
Accession NumberDB07364
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: 267.3257
Monoisotopic: 267.137162181
Chemical FormulaC16H17N3O
InChI KeyPRIGRJPRGZCFAS-UHFFFAOYSA-N
InChI
InChI=1S/C16H17N3O/c1-2-3-4-13-14(11-5-7-12(20)8-6-11)19-16-15(13)17-9-10-18-16/h5-10,20H,2-4H2,1H3,(H,18,19)
IUPAC Name
4-{7-butyl-5H-pyrrolo[2,3-b]pyrazin-6-yl}phenol
SMILES
CCCCC1=C(NC2=NC=CN=C12)C1=CC=C(O)C=C1
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrroles
Sub ClassSubstituted pyrroles
Direct ParentPhenylpyrroles
Alternative Parents
Substituents
  • 2-phenylpyrrole
  • Pyrrolopyrazine
  • Phenol
  • Benzenoid
  • Pyrazine
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Azacycle
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • 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
Metabolism
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+1.0
Blood Brain Barrier+0.8593
Caco-2 permeable-0.6426
P-glycoprotein substrateSubstrate0.72
P-glycoprotein inhibitor INon-inhibitor0.9245
P-glycoprotein inhibitor IINon-inhibitor0.6801
Renal organic cation transporterNon-inhibitor0.7496
CYP450 2C9 substrateNon-substrate0.7311
CYP450 2D6 substrateNon-substrate0.771
CYP450 3A4 substrateNon-substrate0.6061
CYP450 1A2 substrateInhibitor0.8898
CYP450 2C9 substrateInhibitor0.6109
CYP450 2D6 substrateInhibitor0.5705
CYP450 2C19 substrateInhibitor0.6297
CYP450 3A4 substrateNon-inhibitor0.6126
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9038
Ames testNon AMES toxic0.5106
CarcinogenicityNon-carcinogens0.9536
BiodegradationNot ready biodegradable0.9944
Rat acute toxicity2.7682 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9067
hERG inhibition (predictor II)Non-inhibitor0.7338
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0361 mg/mLALOGPS
logP3.35ALOGPS
logP3.5ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)10.03ChemAxon
pKa (Strongest Basic)2.82ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area61.8 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity78.25 m3·mol-1ChemAxon
Polarizability30.03 Å3ChemAxon
Number of Rings3ChemAxon
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. Cyclin-dependent kinase 5

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Cyclin-dependent kinase 5 Q00535 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

2. Cyclin-dependent kinase 5 activator 1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Cyclin-dependent kinase 5 activator 1 Q15078 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

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Drug created on September 15, 2010 15:20 / Updated on September 16, 2013 18:06