ChemFOnt: Showing chemical card for 2-[carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid (CFc000143300)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:20:38 UTC

Chemfont ID

CFc000143300

Molecule Identification

Common Name

Definition

2-[carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid belongs to the class of organic compounds known as n-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through a N-glycosidic bond. Based on a literature review very few articles have been published on 2-[carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-[Carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate	Generator
2-[Carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulphanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate	Generator
2-[Carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulphanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid	Generator

Chemical Formula

C₂₅H₂₇N₅O₁₄S₃

Average Molecular Weight

717.69

Monoisotopic Molecular Weight

717.071664091

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CO\N=C(/C(O)=NC(C1NC(C(O)=O)=C(CSC(=O)C2=CC=CO2)CS1)C(O)=O)C1=CSC(NC2OC(C(O)C(O)C2O)C(O)=O)=N1

InChI Identifier

InChI=1S/C25H27N5O14S3/c1-42-30-12(9-7-47-25(26-9)29-19-16(33)14(31)15(32)17(44-19)23(39)40)18(34)27-13(22(37)38)20-28-11(21(35)36)8(5-45-20)6-46-24(41)10-3-2-4-43-10/h2-4,7,13-17,19-20,28,31-33H,5-6H2,1H3,(H,26,29)(H,27,34)(H,35,36)(H,37,38)(H,39,40)/b30-12-

InChI Key

AGHRWMLUGFZLDB-FTCYSYDXSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-glucuronides

Alternative Parents

Substituents

1-n-glucuronide
N-glucuronide
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-glycosyl compound
Glycosyl compound
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Furoic acid or derivatives
Secondary aliphatic/aromatic amine
Beta-hydroxy acid
2,4-disubstituted 1,3-thiazole
Meta-thiazine
1,3-thiazol-2-amine
Pyran
Oxane
Hydroxy acid
Monosaccharide
Heteroaromatic compound
Azole
Thiazole
Furan
Amino acid or derivatives
Secondary alcohol
Amino acid
Thiocarboxylic acid ester
Carbothioic s-ester
Oxacycle
Azacycle
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Enamine
Organoheterocyclic compound
Dialkylthioether
Polyol
Secondary amine
Thiocarboxylic acid or derivatives
Thioether
Hemithioaminal
Sulfenyl compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Alcohol
Organic oxide
Amine
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Organosulfur compound
Carbonyl group
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	0.14 g/L	ALOGPS
logP	0.01	ALOGPS
logP	-2.5	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	0.15	ChemAxon
pKa (Strongest Basic)	7.52	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	303.16 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	161.14 m³·mol⁻¹	ChemAxon
Polarizability	66.12 Å³	ChemAxon
Number of Rings	4	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

HMDB0162892

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 2-[carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid (CFc000143300)

MOL for CFc000143300 (2-[carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid)

3D MOL for CFc000143300 (2-[carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid)

3D SDF for CFc000143300 (2-[carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid)

3D-SDF for CFc000143300 (2-[carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid)

PDB for CFc000143300 (2-[carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid)

3D PDB for CFc000143300 (2-[carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid)

SMILES for CFc000143300 (2-[carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid)

INCHI for CFc000143300 (2-[carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid)

Structure for CFc000143300 (2-[carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid)

3D Structure for CFc000143300 (2-[carboxy({[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino})methyl]-5-[(furan-2-carbonylsulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid)