2-amino-6-[2-(1H-indol-6-yl)ethyl]pyrimidin-4(3H)-one

Identification

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Name
2-amino-6-[2-(1H-indol-6-yl)ethyl]pyrimidin-4(3H)-one
Accession Number
DB07535
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: 254.2872
Monoisotopic: 254.11676109
Chemical Formula
C14H14N4O
InChI Key
VRAZIAJSKFRSIP-UHFFFAOYSA-N
InChI
InChI=1S/C14H14N4O/c15-14-17-11(8-13(19)18-14)4-2-9-1-3-10-5-6-16-12(10)7-9/h1,3,5-8,16H,2,4H2,(H3,15,17,18,19)
IUPAC Name
2-amino-6-[2-(1H-indol-6-yl)ethyl]-3,4-dihydropyrimidin-4-one
SMILES
NC1=NC(CCC2=CC3=C(C=CN3)C=C2)=CC(=O)N1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UBeta-secretase 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
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
11651760
PubChem Substance
99444006
ChemSpider
9826498
BindingDB
50226445
ChEMBL
CHEMBL236777
HET
C8C
PDB Entries
2va5

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 Solubility0.129 mg/mLALOGPS
logP1.45ALOGPS
logP1.62ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)11.45ChemAxon
pKa (Strongest Basic)4.42ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.27 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity74.27 m3·mol-1ChemAxon
Polarizability27.37 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9767
Blood Brain Barrier+0.9837
Caco-2 permeable-0.617
P-glycoprotein substrateNon-substrate0.6456
P-glycoprotein inhibitor INon-inhibitor0.8441
P-glycoprotein inhibitor IINon-inhibitor0.6673
Renal organic cation transporterInhibitor0.5
CYP450 2C9 substrateNon-substrate0.7729
CYP450 2D6 substrateNon-substrate0.7586
CYP450 3A4 substrateNon-substrate0.5799
CYP450 1A2 substrateNon-inhibitor0.5229
CYP450 2C9 inhibitorNon-inhibitor0.7883
CYP450 2D6 inhibitorNon-inhibitor0.7328
CYP450 2C19 inhibitorNon-inhibitor0.6666
CYP450 3A4 inhibitorNon-inhibitor0.6071
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5909
Ames testNon AMES toxic0.6053
CarcinogenicityNon-carcinogens0.9664
BiodegradationNot ready biodegradable0.9875
Rat acute toxicity2.3788 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8788
hERG inhibition (predictor II)Non-inhibitor0.8117
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 indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indoles
Direct Parent
Indoles
Alternative Parents
Pyrimidones / Aminopyrimidines and derivatives / Hydropyrimidines / Benzenoids / Vinylogous amides / Pyrroles / Heteroaromatic compounds / Azacyclic compounds / Primary amines / Organopnictogen compounds
show 3 more
Substituents
Indole / Aminopyrimidine / Pyrimidone / Hydropyrimidine / Pyrimidine / Benzenoid / Heteroaromatic compound / Vinylogous amide / Pyrrole / Azacycle
show 10 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Peptidase activity
Specific Function
Responsible for the proteolytic processing of the amyloid precursor protein (APP). Cleaves at the N-terminus of the A-beta peptide sequence, between residues 671 and 672 of APP, leads to the genera...
Gene Name
BACE1
Uniprot ID
P56817
Uniprot Name
Beta-secretase 1
Molecular Weight
55710.28 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 15:23 / Updated on June 04, 2019 06:42