N~3~-[3-(1H-INDOL-6-YL)BENZYL]PYRIDINE-2,3-DIAMINE

Identification

Generic Name
N~3~-[3-(1H-INDOL-6-YL)BENZYL]PYRIDINE-2,3-DIAMINE
DrugBank Accession Number
DB07993
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 314.3837
Monoisotopic: 314.153146596
Chemical Formula
C20H18N4
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
Phenylmethylamines / Benzylamines / Secondary alkylarylamines / Aralkylamines / Aminopyridines and derivatives / Imidolactams / Pyrroles / Heteroaromatic compounds / Azacyclic compounds / Primary amines
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Substituents
Amine / Aminopyridine / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Benzylamine / Heteroaromatic compound / Hydrocarbon derivative / Imidolactam
show 11 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
LPQUIIHPUGDHJK-UHFFFAOYSA-N
InChI
InChI=1S/C20H18N4/c21-20-18(5-2-9-23-20)24-13-14-3-1-4-16(11-14)17-7-6-15-8-10-22-19(15)12-17/h1-12,22,24H,13H2,(H2,21,23)
IUPAC Name
N3-{[3-(1H-indol-6-yl)phenyl]methyl}pyridine-2,3-diamine
SMILES
NC1=NC=CC=C1NCC1=CC=CC(=C1)C1=CC2=C(C=CN2)C=C1

References

General References
Not Available
PubChem Compound
11507920
PubChem Substance
99444464
ChemSpider
9682717
BindingDB
15785
ChEMBL
CHEMBL220896
ZINC
ZINC000011525589
PDBe Ligand
IP6
PDB Entries
2oht

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 Solubility0.00197 mg/mLALOGPS
logP3.93ALOGPS
logP3.46Chemaxon
logS-5.2ALOGPS
pKa (Strongest Acidic)16.29Chemaxon
pKa (Strongest Basic)7.12Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area66.73 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity99.94 m3·mol-1Chemaxon
Polarizability35.81 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9858
Blood Brain Barrier+0.9746
Caco-2 permeable-0.5878
P-glycoprotein substrateSubstrate0.5
P-glycoprotein inhibitor INon-inhibitor0.901
P-glycoprotein inhibitor IINon-inhibitor0.7484
Renal organic cation transporterNon-inhibitor0.6835
CYP450 2C9 substrateNon-substrate0.8777
CYP450 2D6 substrateNon-substrate0.8234
CYP450 3A4 substrateNon-substrate0.7103
CYP450 1A2 substrateInhibitor0.8704
CYP450 2C9 inhibitorNon-inhibitor0.8152
CYP450 2D6 inhibitorNon-inhibitor0.6346
CYP450 2C19 inhibitorInhibitor0.5538
CYP450 3A4 inhibitorInhibitor0.5201
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7726
Ames testNon AMES toxic0.5753
CarcinogenicityNon-carcinogens0.8818
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5213 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9464
hERG inhibition (predictor II)Inhibitor0.5629
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0019000000-c174e1d310a550cfcf9c
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0059000000-8c8ec77f6af79f370c6c
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-066r-0059000000-56fdd0e8d3a546c4c38b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-08fr-0093000000-1767689c4a8c191c4294
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0290000000-ad58e48fed04e5f3850b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-05tg-1190000000-38af70787926601679c9
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]-175.2204
predicted
DeepCCS 1.0 (2019)
[M+H]+177.5784
predicted
DeepCCS 1.0 (2019)
[M+Na]+184.52245
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 21:27 / Updated at June 12, 2020 16:52