NAV

N(4)-Adenosyl-N(4)-methyl-2,4-diaminobutanoic acid

Identification

Generic Name
N(4)-Adenosyl-N(4)-methyl-2,4-diaminobutanoic acid
DrugBank Accession Number
DB03458
Background

N(4)-adenosyl-n(4)-methyl-2,4-diaminobutanoic acid is a solid. This compound belongs to the purine nucleosides and analogues. These are compounds comprising a purine base attached to a sugar.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 381.387
Monoisotopic: 381.176066881
Chemical Formula
C15H23N7O5
Synonyms
  • 5'-{[(3S)-3-Amino-3-carboxypropyl](methyl)amino}-5'-deoxyadenosine
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as 5'-deoxyribonucleosides. These are nucleosides in which the oxygen atom at the 5'position of the ribose moiety has been replaced by another atom. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
5'-deoxyribonucleosides
Sub Class
Not Available
Direct Parent
5'-deoxyribonucleosides
Alternative Parents
Glycosylamines / Pentoses / 6-aminopurines / L-alpha-amino acids / Aminopyrimidines and derivatives / Amino fatty acids / Hydroxy fatty acids / N-substituted imidazoles / Imidolactams / Tetrahydrofurans
show 14 more
Substituents
1,2-diol / 5'-deoxyribonucleoside / 6-aminopurine / Alcohol / Alpha-amino acid / Alpha-amino acid or derivatives / Amine / Amino acid / Amino acid or derivatives / Amino fatty acid
show 37 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
AC4E80KX81
CAS number
111770-79-7
InChI Key
JISVTSUBJCPLSV-TWBCTODHSA-N
InChI
InChI=1S/C15H23N7O5/c1-21(3-2-7(16)15(25)26)4-8-10(23)11(24)14(27-8)22-6-20-9-12(17)18-5-19-13(9)22/h5-8,10-11,14,23-24H,2-4,16H2,1H3,(H,25,26)(H2,17,18,19)/t7-,8+,10+,11+,14+/m0/s1
IUPAC Name
(2S)-2-amino-4-({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)amino)butanoic acid
SMILES
CN(CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=CN=C12

References

General References
Not Available
PubChem Compound
188380
PubChem Substance
46507477
ChemSpider
163729
BindingDB
50381264
ChEMBL
CHEMBL1235825
PDBe Ligand
SA8
PDB Entries
1z3c / 2c4t / 2h2e / 4gol / 6wtf

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 Solubility6.81 mg/mLALOGPS
logP-2.7ALOGPS
logP-4.8Chemaxon
logS-1.8ALOGPS
pKa (Strongest Acidic)1.9Chemaxon
pKa (Strongest Basic)9.24Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count11Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area185.87 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity93.57 m3·mol-1Chemaxon
Polarizability37.71 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9622
Blood Brain Barrier-0.8877
Caco-2 permeable-0.7767
P-glycoprotein substrateSubstrate0.8389
P-glycoprotein inhibitor INon-inhibitor0.9326
P-glycoprotein inhibitor IINon-inhibitor0.9872
Renal organic cation transporterNon-inhibitor0.9084
CYP450 2C9 substrateNon-substrate0.8469
CYP450 2D6 substrateNon-substrate0.8345
CYP450 3A4 substrateSubstrate0.6025
CYP450 1A2 substrateNon-inhibitor0.9062
CYP450 2C9 inhibitorNon-inhibitor0.8919
CYP450 2D6 inhibitorNon-inhibitor0.933
CYP450 2C19 inhibitorNon-inhibitor0.8946
CYP450 3A4 inhibitorNon-inhibitor0.9873
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9719
Ames testNon AMES toxic0.7459
CarcinogenicityNon-carcinogens0.9484
BiodegradationNot ready biodegradable0.972
Rat acute toxicity2.6735 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9691
hERG inhibition (predictor II)Non-inhibitor0.8127
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/MSsplash10-0f8j-0019000000-efbab3cc1f4e39cc9f33
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0219000000-07179d2bf8b94895c804
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kr-1339000000-f92429c8a7c50b53d598
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00e9-1915000000-866aab4ab44d8fd3ad8d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-6911000000-7710f2ff1afcfdf73fd6
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-2901000000-1ade15910f7b5af3bbb3
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]-180.28487
predicted
DeepCCS 1.0 (2019)
[M+H]+182.6804
predicted
DeepCCS 1.0 (2019)
[M+Na]+188.57591
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52