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

Identification

Generic Name
6-PHENYL[5H]PYRROLO[2,3-B]PYRAZINE
DrugBank Accession Number
DB07364
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 267.3257
Monoisotopic: 267.137162181
Chemical Formula
C16H17N3O
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCyclin-dependent kinase 5Not AvailableHumans
UCyclin-dependent kinase 5 activator 1Not AvailableHumans
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
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
1-hydroxy-2-unsubstituted benzenoid / 2-phenylpyrrole / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Heteroaromatic compound / Hydrocarbon derivative / Monocyclic benzene moiety / Organic nitrogen compound / Organic oxygen compound
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
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

References

General References
Not Available
PubChem Compound
5326843
PubChem Substance
99443835
ChemSpider
20120246
BindingDB
7377
ChEMBL
CHEMBL75680
ZINC
ZINC000002540737
PDBe Ligand
ALH
PDB Entries
1ung

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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)1.46Chemaxon
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-MSsplash10-002f-7190000000-61b5a79881e15879e43c
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0090000000-59288e82f37ac47f0749
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0090000000-70bd56a930f0d53a410b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0090000000-19211db14472139d34a0
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-1390000000-c438040c267c2bedd552
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-02ft-0490000000-c8fcc8e4a5a46a91c1ba
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00dl-2890000000-b61b16206875b759374a
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-170.325
predicted
DeepCCS 1.0 (2019)
[M+H]+172.683
predicted
DeepCCS 1.0 (2019)
[M+Na]+178.77612
predicted
DeepCCS 1.0 (2019)

Targets

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Details
1. Cyclin-dependent kinase 5
Kind
Protein
Organism
Humans
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. [Article]
Kind
Protein
Organism
Humans
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. [Article]

Drug created at September 15, 2010 21:20 / Updated at June 12, 2020 16:52