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

Identification

Generic Name
2-amino-6-[2-(1H-indol-6-yl)ethyl]pyrimidin-4(3H)-one
DrugBank Accession Number
DB07535
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 254.2872
Monoisotopic: 254.11676109
Chemical Formula
C14H14N4O
Synonyms
Not Available

Pharmacology

Indication

Not Available

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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

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 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
Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Indole / Organic nitrogen compound
show 10 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
O6FBI5EK8D
CAS number
Not Available
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

References

General References
Not Available
PubChem Compound
11651760
PubChem Substance
99444006
ChemSpider
9826498
BindingDB
50226445
ChEMBL
CHEMBL236777
ZINC
ZINC000028826876
PDBe Ligand
C8C
PDB Entries
2va5

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 Solubility0.129 mg/mLALOGPS
logP1.45ALOGPS
logP1.62Chemaxon
logS-3.3ALOGPS
pKa (Strongest Acidic)8.15Chemaxon
pKa (Strongest Basic)2.6Chemaxon
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-MSsplash10-0fir-1940000000-89bbc199409130b4cf22
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0090000000-bfe83f61e502d35199eb
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0090000000-8903b7549b83f8976020
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0090000000-fa1f2358cfc0c3a104db
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udr-1290000000-c5fb5f402e5a01b1d120
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-014r-1940000000-fb0d2955523d46be11b1
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-7900000000-5d5328e728ffcfd6f6a9
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]-159.0367
predicted
DeepCCS 1.0 (2019)
[M+H]+161.3947
predicted
DeepCCS 1.0 (2019)
[M+Na]+167.48785
predicted
DeepCCS 1.0 (2019)

Targets

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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. [Article]

Drug created at September 15, 2010 21:23 / Updated at June 12, 2020 16:52