NAV

N-butyl-3-{[6-(9H-purin-6-ylamino)hexanoyl]amino}benzamide

Identification

Generic Name
N-butyl-3-{[6-(9H-purin-6-ylamino)hexanoyl]amino}benzamide
DrugBank Accession Number
DB07801
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 423.5114
Monoisotopic: 423.238273207
Chemical Formula
C22H29N7O2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAurora kinase ANot 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 acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Acylaminobenzoic acid and derivatives
Alternative Parents
6-alkylaminopurines / Anilides / Benzamides / N-arylamides / Benzoyl derivatives / Secondary alkylarylamines / Aminopyrimidines and derivatives / Imidolactams / Fatty amides / Imidazoles
show 8 more
Substituents
6-alkylaminopurine / 6-aminopurine / Acylaminobenzoic acid or derivatives / Amine / Amino acid or derivatives / Aminopyrimidine / Anilide / Aromatic heteropolycyclic compound / Azacycle / Azole
show 25 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
WOYITRCGMUXUDE-UHFFFAOYSA-N
InChI
InChI=1S/C22H29N7O2/c1-2-3-11-24-22(31)16-8-7-9-17(13-16)29-18(30)10-5-4-6-12-23-20-19-21(26-14-25-19)28-15-27-20/h7-9,13-15H,2-6,10-12H2,1H3,(H,24,31)(H,29,30)(H2,23,25,26,27,28)
IUPAC Name
N-butyl-3-{6-[(9H-purin-6-yl)amino]hexanamido}benzamide
SMILES
CCCCNC(=O)C1=CC=CC(NC(=O)CCCCCNC2=C3N=CNC3=NC=N2)=C1

References

General References
Not Available
PubChem Compound
24893974
PubChem Substance
99444272
ChemSpider
22377201
BindingDB
50251960
ChEMBL
CHEMBL521105
ZINC
ZINC000040933824
PDBe Ligand
FXG
PDB Entries
3daj

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 Solubility0.0148 mg/mLALOGPS
logP2.34ALOGPS
logP2.5Chemaxon
logS-4.5ALOGPS
pKa (Strongest Acidic)9.87Chemaxon
pKa (Strongest Basic)4.07Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area124.69 Å2Chemaxon
Rotatable Bond Count12Chemaxon
Refractivity122.96 m3·mol-1Chemaxon
Polarizability46.11 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9966
Blood Brain Barrier+0.915
Caco-2 permeable-0.6133
P-glycoprotein substrateSubstrate0.8048
P-glycoprotein inhibitor IInhibitor0.6389
P-glycoprotein inhibitor IINon-inhibitor0.7524
Renal organic cation transporterNon-inhibitor0.6776
CYP450 2C9 substrateNon-substrate0.8218
CYP450 2D6 substrateNon-substrate0.7667
CYP450 3A4 substrateNon-substrate0.5231
CYP450 1A2 substrateInhibitor0.574
CYP450 2C9 inhibitorNon-inhibitor0.5965
CYP450 2D6 inhibitorNon-inhibitor0.8771
CYP450 2C19 inhibitorNon-inhibitor0.6025
CYP450 3A4 inhibitorNon-inhibitor0.6455
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5957
Ames testNon AMES toxic0.7056
CarcinogenicityNon-carcinogens0.887
BiodegradationNot ready biodegradable0.9774
Rat acute toxicity2.6272 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8927
hERG inhibition (predictor II)Inhibitor0.5994
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/MSsplash10-00di-0012900000-bd76f894185295aa3a62
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0uk9-0206900000-ab359ffade5dde6bd667
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f89-1069000000-817d120348c397f173e6
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00si-3849300000-a58b0820f77d227e4f6c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-008i-1986100000-f7de054bb402cdfdedd4
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000x-6529300000-457f0c90031a17751046
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]-207.58733
predicted
DeepCCS 1.0 (2019)
[M+H]+210.14066
predicted
DeepCCS 1.0 (2019)
[M+Na]+217.63058
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Aurora kinase A
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein serine/threonine/tyrosine kinase activity
Specific Function
Mitotic serine/threonine kinases that contributes to the regulation of cell cycle progression. Associates with the centrosome and the spindle microtubules during mitosis and plays a critical role i...
Gene Name
AURKA
Uniprot ID
O14965
Uniprot Name
Aurora kinase A
Molecular Weight
45809.03 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 21:26 / Updated at June 12, 2020 16:52