2-Amino-1-methyl-6-phenylimidazo(4,5-b)pyridine

Targets (2)

Identification

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Name
2-Amino-1-methyl-6-phenylimidazo(4,5-b)pyridine
Accession Number
DB08398  (DB12735)
Type
Small Molecule
Groups
Investigational
Description

PhIP (2-Amino-1-methyl-6-phenylimidazo(4,5-b)pyridine) has been used in trials studying the basic science of Pancreas Cancer.

Structure
Thumb
3D
Similar Structures
Synonyms
  • 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine
  • PhIP
Categories
UNII
909C6UN66T
CAS number
105650-23-5
Weight
Average: 224.2612
Monoisotopic: 224.106196404
Chemical Formula
C13H12N4
InChI Key
UQVKZNNCIHJZLS-UHFFFAOYSA-N
InChI
InChI=1S/C13H12N4/c1-17-11-7-10(9-5-3-2-4-6-9)8-15-12(11)16-13(17)14/h2-8H,1H3,(H2,14,15,16)
IUPAC Name
1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine
SMILES
CN1C(N)=NC2=NC=C(C=C12)C1=CC=CC=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UEstrogen receptor alphaNot AvailableHumans
UNuclear receptor coactivator 2Not AvailableHumans
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Additional Data Available
Adverse Effects

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Additional Data Available
Contraindications

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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
Human Metabolome Database
HMDB0041008
KEGG Compound
C16038
PubChem Compound
1530
PubChem Substance
99444869
ChemSpider
1476
ChEBI
76290
ChEMBL
CHEMBL1213271
HET
PIQ
Wikipedia
2-Amino-1-methyl-6-phenylimidazo(4,5-b)pyridine
PDB Entries
1hz0 / 2qxm

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1WithdrawnBasic ScienceMalignant Neoplasm of Pancreas1

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 Solubility0.416 mg/mLALOGPS
logP2.27ALOGPS
logP2.09ChemAxon
logS-2.7ALOGPS
pKa (Strongest Basic)5.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area56.73 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity68.59 m3·mol-1ChemAxon
Polarizability24.68 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+0.925
Caco-2 permeable+0.8867
P-glycoprotein substrateNon-substrate0.6643
P-glycoprotein inhibitor INon-inhibitor0.7789
P-glycoprotein inhibitor IINon-inhibitor0.6297
Renal organic cation transporterNon-inhibitor0.7021
CYP450 2C9 substrateNon-substrate0.8413
CYP450 2D6 substrateNon-substrate0.8509
CYP450 3A4 substrateNon-substrate0.5971
CYP450 1A2 substrateInhibitor0.9493
CYP450 2C9 inhibitorNon-inhibitor0.946
CYP450 2D6 inhibitorInhibitor0.7174
CYP450 2C19 inhibitorInhibitor0.5665
CYP450 3A4 inhibitorInhibitor0.5987
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.601
Ames testAMES toxic0.883
CarcinogenicityNon-carcinogens0.9431
BiodegradationNot ready biodegradable0.9883
Rat acute toxicity2.4617 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9194
hERG inhibition (predictor II)Non-inhibitor0.5736
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
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-00di-0090000000-efb76bf58f3994016cf1
MS/MS Spectrum - APCI-ITFT , negativeLC-MS/MSsplash10-0a4i-0090000000-b8fb35b55ad155cc7927
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-004i-0090000000-f3cfae76fa7ac8760463
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-004i-0090000000-19ebcab9e92cf28fe665
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-004i-0090000000-d014b289386a8225dce2

Taxonomy

Description
This compound belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyridines and derivatives
Sub Class
Phenylpyridines
Direct Parent
Phenylpyridines
Alternative Parents
Imidazopyridines / N-substituted imidazoles / Benzene and substituted derivatives / Aminoimidazoles / Heteroaromatic compounds / Azacyclic compounds / Primary amines / Organopnictogen compounds / Hydrocarbon derivatives
Substituents
3-phenylpyridine / Imidazopyridine / Aminoimidazole / Monocyclic benzene moiety / Benzenoid / N-substituted imidazole / Azole / Heteroaromatic compound / Imidazole / Azacycle
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
primary amino compound, imidazopyridine (CHEBI:76290)

Targets

Details1. Estrogen receptor alpha
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Nuclear hormone receptor. The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissu...
Gene Name
ESR1
Uniprot ID
P03372
Uniprot Name
Estrogen receptor
Molecular Weight
66215.45 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]
Details2. Nuclear receptor coactivator 2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Transcription coactivator activity
Specific Function
Transcriptional coactivator for steroid receptors and nuclear receptors. Coactivator of the steroid binding domain (AF-2) but not of the modulating N-terminal domain (AF-1). Required with NCOA1 to ...
Gene Name
NCOA2
Uniprot ID
Q15596
Uniprot Name
Nuclear receptor coactivator 2
Molecular Weight
159155.645 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 15:31 / Updated on May 01, 2019 10:38