Np mrd loader

Record Information
Version2.0
Created at2022-04-27 22:02:45 UTC
Updated at2022-04-27 22:02:45 UTC
NP-MRD IDNP0050702
Secondary Accession NumbersNone
Natural Product Identification
Common NamePuromycin
Description(2R)-2-amino-N-[(2S,3R,4R,5R)-5-[6-(dimethylamino)-9H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid belongs to the class of organic compounds known as purine 3'-deoxyribonucleosides. Purine 3'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 3. Puromycin is found in Streptomyces alboniger. Based on a literature review very few articles have been published on (2R)-2-amino-N-[(2S,3R,4R,5R)-5-[6-(dimethylamino)-9H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid.
Structure
Thumb
Synonyms
ValueSource
(2R)-2-Amino-N-[(2S,3R,4R,5R)-5-[6-(dimethylamino)-9H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidateGenerator
Chemical FormulaC22H29N7O5
Average Mass471.5180 Da
Monoisotopic Mass471.22302 Da
IUPAC Name(2R)-2-amino-N-[(2S,3R,4R,5R)-5-[6-(dimethylamino)-9H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanamide
Traditional Name(2R)-2-amino-N-[(2S,3R,4R,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanamide
CAS Registry NumberNot Available
SMILES
COC1=CC=C(C[C@@H](N)C(=O)N[C@H]2[C@@H](CO)O[C@H]([C@@H]2O)N2C=NC3=C(N=CN=C23)N(C)C)C=C1
InChI Identifier
InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15-,16+,18-,22-/m1/s1
InChI KeyRXWNCPJZOCPEPQ-DYIOZPFISA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Streptomyces albonigerBacteria
Chemical Taxonomy
Description Belongs to the class of organic compounds known as purine 3'-deoxyribonucleosides. Purine 3'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 3.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleosides
Sub ClassPurine 3'-deoxyribonucleosides
Direct ParentPurine 3'-deoxyribonucleosides
Alternative Parents
Substituents
  • Purine 3'-deoxyribonucleoside
  • Phenylalanine or derivatives
  • Alpha-amino acid amide
  • N-glycosyl compound
  • Glycosyl compound
  • 6-alkylaminopurine
  • 6-aminopurine
  • Alpha-amino acid or derivatives
  • Amphetamine or derivatives
  • Pentose monosaccharide
  • Purine
  • Imidazopyrimidine
  • Phenol ether
  • Anisole
  • Phenoxy compound
  • Dialkylarylamine
  • Methoxybenzene
  • Aralkylamine
  • Alkyl aryl ether
  • Aminopyrimidine
  • Pyrimidine
  • Fatty amide
  • Benzenoid
  • Imidolactam
  • Monosaccharide
  • Monocyclic benzene moiety
  • Fatty acyl
  • N-substituted imidazole
  • Heteroaromatic compound
  • Azole
  • Imidazole
  • Oxolane
  • Amino acid or derivatives
  • Secondary alcohol
  • Secondary carboxylic acid amide
  • Tertiary amine
  • Carboxamide group
  • Oxacycle
  • Azacycle
  • Ether
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Organic oxygen compound
  • Primary amine
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Amine
  • Hydrocarbon derivative
  • Primary alcohol
  • Organic oxide
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.1ALOGPS
logP-0.3ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)12.35ChemAxon
pKa (Strongest Basic)8.03ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area160.88 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity122.96 m³·mol⁻¹ChemAxon
Polarizability47.21 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound44120104
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available