NAV

N~3~-[5-(1H-INDOL-6-YL)-2-(PYRIDIN-2-YLMETHOXY)BENZYL]PYRIDINE-2,3-DIAMINE

Identification

Generic Name
N~3~-[5-(1H-INDOL-6-YL)-2-(PYRIDIN-2-YLMETHOXY)BENZYL]PYRIDINE-2,3-DIAMINE
DrugBank Accession Number
DB07994
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 421.4937
Monoisotopic: 421.190260383
Chemical Formula
C26H23N5O
Synonyms
Not Available
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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 / Phenoxy compounds / Phenol ethers / Benzylamines / Secondary alkylarylamines / Aralkylamines / Aminopyridines and derivatives / Alkyl aryl ethers / Imidolactams / Pyrroles
show 5 more
Substituents
Alkyl aryl ether / Amine / Aminopyridine / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Benzylamine / Ether / Heteroaromatic compound
show 17 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
KMBPJSHPAXOXBT-UHFFFAOYSA-N
InChI
InChI=1S/C26H23N5O/c27-26-23(5-3-12-30-26)31-16-21-14-19(20-7-6-18-10-13-29-24(18)15-20)8-9-25(21)32-17-22-4-1-2-11-28-22/h1-15,29,31H,16-17H2,(H2,27,30)
IUPAC Name
N3-{[5-(1H-indol-6-yl)-2-[(pyridin-2-yl)methoxy]phenyl]methyl}pyridine-2,3-diamine
SMILES
NC1=NC=CC=C1NCC1=C(OCC2=NC=CC=C2)C=CC(=C1)C1=CC2=C(C=CN2)C=C1

References

General References
Not Available
PubChem Compound
11633167
PubChem Substance
99444465
ChemSpider
9807912
BindingDB
15787
ChEMBL
CHEMBL220428
ZINC
ZINC000011726159
PDBe Ligand
IP7
PDB Entries
2ohu

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 Solubility0.000865 mg/mLALOGPS
logP4.71ALOGPS
logP3.89Chemaxon
logS-5.7ALOGPS
pKa (Strongest Acidic)16.3Chemaxon
pKa (Strongest Basic)7.1Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area88.85 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity128.34 m3·mol-1Chemaxon
Polarizability47.19 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9913
Blood Brain Barrier+0.9665
Caco-2 permeable-0.6183
P-glycoprotein substrateSubstrate0.6139
P-glycoprotein inhibitor INon-inhibitor0.8963
P-glycoprotein inhibitor IIInhibitor0.5675
Renal organic cation transporterNon-inhibitor0.5109
CYP450 2C9 substrateNon-substrate0.8637
CYP450 2D6 substrateNon-substrate0.6976
CYP450 3A4 substrateNon-substrate0.632
CYP450 1A2 substrateInhibitor0.8288
CYP450 2C9 inhibitorNon-inhibitor0.8177
CYP450 2D6 inhibitorInhibitor0.6092
CYP450 2C19 inhibitorInhibitor0.6075
CYP450 3A4 inhibitorInhibitor0.7172
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8431
Ames testNon AMES toxic0.5355
CarcinogenicityNon-carcinogens0.8976
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5762 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.6606
hERG inhibition (predictor II)Inhibitor0.7269
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, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0205900000-706cafe3f9dbbd235526
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-2200900000-f36dcca46b9527f9628f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-2103900000-c8b8fa6f16daf1c290c5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00fr-0049200000-a546d0f0115a6c2bbc07
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-072a-7569100000-e514d5bbc5acf4b4302a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-006x-9158100000-be957672bb778d33a30e
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]-197.1545
predicted
DeepCCS 1.0 (2019)
[M+H]+199.5125
predicted
DeepCCS 1.0 (2019)
[M+Na]+205.81822
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Beta-secretase 1
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