NAV

2-(1H-imidazol-1-yl)-9-methoxy-8-(2-methoxyethoxy)benzo[c][2,7]naphthyridin-4-amine

Identification

Generic Name
2-(1H-imidazol-1-yl)-9-methoxy-8-(2-methoxyethoxy)benzo[c][2,7]naphthyridin-4-amine
DrugBank Accession Number
DB07300
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 365.3859
Monoisotopic: 365.148789499
Chemical Formula
C19H19N5O3
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
U3-phosphoinositide-dependent protein kinase 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 naphthyridines. These are compounds containing a naphthyridine moiety, a naphthalene in which a carbon atom has been replaced by a nitrogen in each of the two rings. The naphthyridine skeleton can also be described as an assembly two fused pyridine rings, which do not share their nitrogen atom.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazanaphthalenes
Sub Class
Naphthyridines
Direct Parent
Naphthyridines
Alternative Parents
Quinolines and derivatives / Anisoles / Aminopyridines and derivatives / Alkyl aryl ethers / N-substituted imidazoles / Imidolactams / Heteroaromatic compounds / Dialkyl ethers / Azacyclic compounds / Primary amines
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Substituents
Alkyl aryl ether / Amine / Aminopyridine / Anisole / Aromatic heteropolycyclic compound / Azacycle / Azole / Benzenoid / Dialkyl ether / Ether
show 14 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
QSSGYSRUMIOURP-UHFFFAOYSA-N
InChI
InChI=1S/C19H19N5O3/c1-25-5-6-27-17-9-15-13(7-16(17)26-2)12-8-18(24-4-3-21-11-24)23-19(20)14(12)10-22-15/h3-4,7-11H,5-6H2,1-2H3,(H2,20,23)
IUPAC Name
2-(1H-imidazol-1-yl)-9-methoxy-8-(2-methoxyethoxy)benzo[c]2,7-naphthyridin-4-amine
SMILES
COCCOC1=C(OC)C=C2C(=C1)N=CC1=C(N)N=C(C=C21)N1C=CN=C1

References

General References
Not Available
PubChem Compound
44176356
PubChem Substance
99443771
ChemSpider
24634980
BindingDB
32422
ChEMBL
CHEMBL571159
ZINC
ZINC000045256308
PDBe Ligand
9BD
PDB Entries
3h9o

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 Solubility0.0562 mg/mLALOGPS
logP2.14ALOGPS
logP1.66Chemaxon
logS-3.8ALOGPS
pKa (Strongest Basic)6.14Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area97.31 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity111.52 m3·mol-1Chemaxon
Polarizability39.09 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9876
Caco-2 permeable+0.6215
P-glycoprotein substrateSubstrate0.6251
P-glycoprotein inhibitor INon-inhibitor0.6471
P-glycoprotein inhibitor IIInhibitor0.6644
Renal organic cation transporterNon-inhibitor0.5967
CYP450 2C9 substrateNon-substrate0.842
CYP450 2D6 substrateNon-substrate0.7594
CYP450 3A4 substrateSubstrate0.606
CYP450 1A2 substrateInhibitor0.7247
CYP450 2C9 inhibitorNon-inhibitor0.6269
CYP450 2D6 inhibitorInhibitor0.5471
CYP450 2C19 inhibitorNon-inhibitor0.5356
CYP450 3A4 inhibitorInhibitor0.7598
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.747
Ames testNon AMES toxic0.5
CarcinogenicityNon-carcinogens0.9372
BiodegradationNot ready biodegradable0.9965
Rat acute toxicity2.2350 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8577
hERG inhibition (predictor II)Non-inhibitor0.5407
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/MSsplash10-05r0-9004000000-cf192a9f1c8b43699168
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0btc-4019000000-7cfa84d37b166da9e363
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0api-2009000000-3272f2496964c6603467
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0059000000-5c7bf0e73aa93fc91472
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0039000000-0ac1dbe4330b33e17c4f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-052f-8094000000-4034002152d9462378e5
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]-189.55827
predicted
DeepCCS 1.0 (2019)
[M+H]+192.12561
predicted
DeepCCS 1.0 (2019)
[M+Na]+199.89264
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. 3-phosphoinositide-dependent protein kinase 1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein serine/threonine kinase activity
Specific Function
Serine/threonine kinase which acts as a master kinase, phosphorylating and activating a subgroup of the AGC family of protein kinases. Its targets include: protein kinase B (PKB/AKT1, PKB/AKT2, PKB...
Gene Name
PDPK1
Uniprot ID
O15530
Uniprot Name
3-phosphoinositide-dependent protein kinase 1
Molecular Weight
63151.305 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 21:20 / Updated at June 12, 2020 16:52