ChemFOnt: Showing chemical card for 7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CFc000143311)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:20:40 UTC

Chemfont ID

CFc000143311

Molecule Identification

Common Name

Definition

7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-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 7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulphanyl)methyl]-1,8-dioxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulphanyl)methyl]-1,8-dioxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	Generator
7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulphanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulphanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	Generator

Chemical Formula

C₂₅H₂₅N₅O₁₄S₃

Average Molecular Weight

715.68

Monoisotopic Molecular Weight

715.056014027

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CO\N=C(/C(O)=NC1C2SCC(CSC(=O)C3=CC=CO3)=C(C(O)=O)N2(=O)C1=O)C1=CSC(NC2OC(C(O)C(O)C2O)C(O)=O)=N1

InChI Identifier

InChI=1S/C25H25N5O14S3/c1-42-29-11(9-7-47-25(26-9)28-19-16(33)14(31)15(32)17(44-19)23(38)39)18(34)27-12-20(35)30(41)13(22(36)37)8(5-45-21(12)30)6-46-24(40)10-3-2-4-43-10/h2-4,7,12,14-17,19,21,31-33H,5-6H2,1H3,(H,26,28)(H,27,34)(H,36,37)(H,38,39)/b29-11-

InChI Key

XIWZUGBPQXEFHN-KYMQWJLESA-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-glycosyl compound
Glycosyl compound
Alpha-amino acid or derivatives
Cephem
Furoic acid or derivatives
2,4-disubstituted 1,3-thiazole
Secondary aliphatic/aromatic amine
Beta-hydroxy acid
Meta-thiazine
Oxane
Pyran
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
1,3-thiazol-2-amine
Thiazole
Azole
Furan
Heteroaromatic compound
Beta-lactam
Amino acid
Thiocarboxylic acid ester
Lactam
Amino acid or derivatives
Azetidine
Secondary alcohol
Carbothioic s-ester
N-oxide
Oxacycle
Azacycle
Organoheterocyclic compound
Dialkylthioether
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Secondary amine
Thiocarboxylic acid or derivatives
Thioether
Trisubstituted n-oxide
Sulfenyl compound
Alcohol
Organic oxide
Organic zwitterion
Organic nitrogen compound
Carbonyl group
Amine
Hydrocarbon derivative
Organopnictogen compound
Organosulfur compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.094 g/L	ALOGPS
logP	0.99	ALOGPS
logP	-3.2	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	-0.027	ChemAxon
pKa (Strongest Basic)	7.32	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	297.78 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	160.5 m³·mol⁻¹	ChemAxon
Polarizability	66.99 Å³	ChemAxon
Number of Rings	5	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

HMDB0162903

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 7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CFc000143311)

MOL for CFc000143311 (7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D MOL for CFc000143311 (7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D SDF for CFc000143311 (7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D-SDF for CFc000143311 (7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

PDB for CFc000143311 (7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D PDB for CFc000143311 (7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

SMILES for CFc000143311 (7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

INCHI for CFc000143311 (7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

Structure for CFc000143311 (7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D Structure for CFc000143311 (7-{[(2Z)-2-{2-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)amino]-1,3-thiazol-4-yl}-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(furan-2-carbonylsulfanyl)methyl]-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)