ChemFOnt: Showing chemical card for GMP-N-epsilon-(N-alpha-acetyl lysine methyl ester) 5'-phosphoramidate (CFc000283891)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:35 UTC

Chemfont ID

CFc000283891

Molecule Identification

Common Name

GMP-N-epsilon-(N-alpha-acetyl lysine methyl ester) 5'-phosphoramidate

Definition

Gmp-n-epsilon-(n-alpha-acetyl lysine methyl ester) 5'-phosphoramidate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Gmp-n-epsilon-(n-alpha-acetyl lysine methyl ester) 5'-phosphoramidate can be found in a number of food items such as thistle, wax apple, okra, and hedge mustard, which makes gmp-n-epsilon-(n-alpha-acetyl lysine methyl ester) 5'-phosphoramidate a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N-{6-[({[3,4-dihydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)amino]-1-methoxy-1-oxohexan-2-yl}ethanecarboximidic acid	Generator
GMP-N-Ε-(N-α-acetyl lysine methyl ester) 5'-phosphoramidic acid	Generator

Chemical Formula

C₁₉H₂₉N₇O₁₀P

Average Molecular Weight

546.454

Monoisotopic Molecular Weight

546.17190074

IUPAC Name

{[5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[(5-acetamido-6-methoxy-6-oxohexyl)amino]phosphinate

Traditional Name

[5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(5-acetamido-6-methoxy-6-oxohexyl)aminophosphinate

CAS Registry Number

Not Available

SMILES

COC(=O)C(CCCCNP([O-])(=O)OCC1OC(C(O)C1O)N1C=NC2=C1N=C(N)NC2=O)NC(C)=O

InChI Identifier

InChI=1S/C19H30N7O10P/c1-9(27)23-10(18(31)34-2)5-3-4-6-22-37(32,33)35-7-11-13(28)14(29)17(36-11)26-8-21-12-15(26)24-19(20)25-16(12)30/h8,10-11,13-14,17,28-29H,3-7H2,1-2H3,(H,23,27)(H2,22,32,33)(H3,20,24,25,30)/p-1

InChI Key

CFNHKQLBSCCNGG-UHFFFAOYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Glycosyl compound
N-glycosyl compound
6-oxopurine
Hypoxanthine
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Phosphoric monoester monoamide
Fatty acid ester
Pyrimidone
Organic phosphoric acid derivative
N-substituted imidazole
Fatty acyl
Monosaccharide
Organic phosphoric acid amide
Phosphoric acid ester
Pyrimidine
Imidazole
Tetrahydrofuran
Methyl ester
Azole
Vinylogous amide
Acetamide
Heteroaromatic compound
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
1,2-diol
Secondary alcohol
Lactam
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Oxacycle
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Amine
Primary amine
Alcohol
Organic oxide
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (GMP-LYSINE-PHOSPHORAMIDATE )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.22 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-3.3	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	2.56	ChemAxon
pKa (Strongest Basic)	0.44	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	251.78 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	122.91 m³·mol⁻¹	ChemAxon
Polarizability	52.02 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0304375

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030897

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for GMP-N-epsilon-(N-alpha-acetyl lysine methyl ester) 5'-phosphoramidate (CFc000283891)

MOL for CFc000283891 (GMP-N-epsilon-(N-alpha-acetyl lysine methyl ester) 5'-phosphoramidate)

3D MOL for CFc000283891 (GMP-N-epsilon-(N-alpha-acetyl lysine methyl ester) 5'-phosphoramidate)

3D SDF for CFc000283891 (GMP-N-epsilon-(N-alpha-acetyl lysine methyl ester) 5'-phosphoramidate)

3D-SDF for CFc000283891 (GMP-N-epsilon-(N-alpha-acetyl lysine methyl ester) 5'-phosphoramidate)

PDB for CFc000283891 (GMP-N-epsilon-(N-alpha-acetyl lysine methyl ester) 5'-phosphoramidate)

3D PDB for CFc000283891 (GMP-N-epsilon-(N-alpha-acetyl lysine methyl ester) 5'-phosphoramidate)

SMILES for CFc000283891 (GMP-N-epsilon-(N-alpha-acetyl lysine methyl ester) 5'-phosphoramidate)

INCHI for CFc000283891 (GMP-N-epsilon-(N-alpha-acetyl lysine methyl ester) 5'-phosphoramidate)

Structure for CFc000283891 (GMP-N-epsilon-(N-alpha-acetyl lysine methyl ester) 5'-phosphoramidate)

3D Structure for CFc000283891 (GMP-N-epsilon-(N-alpha-acetyl lysine methyl ester) 5'-phosphoramidate)