ChemFOnt: Showing chemical card for 6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000146063)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:25:23 UTC

Chemfont ID

CFc000146063

Molecule Identification

Common Name

6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. Based on a literature review very few articles have been published on 6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₁₅H₂₁N₅O₁₂

Average Molecular Weight

463.356

Monoisotopic Molecular Weight

463.118671136

IUPAC Name

6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

NC1=C(C(NC2OC(CO)C(OC3OC(C(O)C(O)C3O)C(O)=O)C2O)=NC=N1)N(=O)=O

InChI Identifier

InChI=1S/C15H21N5O12/c16-11-4(20(28)29)12(18-2-17-11)19-13-8(25)9(3(1-21)30-13)31-15-7(24)5(22)6(23)10(32-15)14(26)27/h2-3,5-10,13,15,21-25H,1H2,(H,26,27)(H3,16,17,18,19)

InChI Key

HRQOUHGIYJZHJD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

O-glucuronide
1-o-glucuronide
O-glycosyl compound
Disaccharide
Glycosyl compound
N-glycosyl compound
Nitroaromatic compound
Secondary aliphatic/aromatic amine
Aminopyrimidine
Beta-hydroxy acid
Pyran
Pyrimidine
Oxane
Imidolactam
Hydroxy acid
Tetrahydrofuran
Heteroaromatic compound
Amino acid
Organic nitro compound
C-nitro compound
Amino acid or derivatives
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
Secondary amine
Polyol
Organic oxide
Carbonyl group
Alcohol
Amine
Organic zwitterion
Hydrocarbon derivative
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Primary alcohol
Primary amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	17.1 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-3	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	-2.9	ChemAxon
pKa (Strongest Basic)	3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	275.79 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	99.55 m³·mol⁻¹	ChemAxon
Polarizability	40.43 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

HMDB0165655

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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 6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000146063)

MOL for CFc000146063 (6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000146063 (6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000146063 (6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000146063 (6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000146063 (6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000146063 (6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000146063 (6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000146063 (6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000146063 (6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000146063 (6-({5-[(6-amino-5-nitropyrimidin-4-yl)amino]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)