6-PHENYL[5H]PYRROLO[2,3-B]PYRAZINE

Identification

Name
6-PHENYL[5H]PYRROLO[2,3-B]PYRAZINE
Accession Number
DB07364
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: 267.3257
Monoisotopic: 267.137162181
Chemical Formula
C16H17N3O
InChI Key
PRIGRJPRGZCFAS-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

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCyclin-dependent kinase 5Not AvailableHuman
UCyclin-dependent kinase 5 activator 1Not AvailableHuman
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
5326843
PubChem Substance
99443835
ChemSpider
20120246
BindingDB
7377
ChEMBL
CHEMBL75680
HET
ALH
PDB Entries
1ung

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 Solubility0.0361 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 RuleNoChemAxon
MDDR-like RuleNoChemAxon
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 inhibitorInhibitor0.6109
CYP450 2D6 inhibitorInhibitor0.5705
CYP450 2C19 inhibitorInhibitor0.6297
CYP450 3A4 inhibitorNon-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
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 GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
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 phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyrroles
Sub Class
Substituted pyrroles
Direct Parent
Phenylpyrroles
Alternative Parents
Pyrrolopyrazines / 1-hydroxy-2-unsubstituted benzenoids / Pyrazines / Benzene and substituted derivatives / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds / Hydrocarbon derivatives
Substituents
2-phenylpyrrole / Pyrrolopyrazine / Phenol / 1-hydroxy-2-unsubstituted benzenoid / Monocyclic benzene moiety / Pyrazine / Benzenoid / Heteroaromatic compound / Azacycle / Organonitrogen compound
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Details
1. Cyclin-dependent kinase 5
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Tau-protein kinase activity
Specific Function
Proline-directed serine/threonine-protein kinase essential for neuronal cell cycle arrest and differentiation and may be involved in apoptotic cell death in neuronal diseases by triggering abortive...
Gene Name
CDK5
Uniprot ID
Q00535
Uniprot Name
Cyclin-dependent-like kinase 5
Molecular Weight
33304.125 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
Protein serine/threonine kinase activator activity
Specific Function
p35 is a neuron specific activator of CDK5. The complex p35/CDK5 is required for neurite outgrowth and cortical lamination. Involved in dendritic spine morphogenesis by mediating the EFNA1-EPHA4 si...
Gene Name
CDK5R1
Uniprot ID
Q15078
Uniprot Name
Cyclin-dependent kinase 5 activator 1
Molecular Weight
34059.85 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 15:20 / Updated on December 01, 2017 15:49