ChemFOnt: Showing chemical card for 3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CFc000143296)

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

CFc000143296

Molecule Identification

Common Name

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

Definition

3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-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-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. Based on a literature review very few articles have been published on 3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-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
3-[(Furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
3-[(Furan-2-carbonylsulphanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
3-[(Furan-2-carbonylsulphanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	Generator
3-[(Furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
3-[(Furan-2-carbonylsulphanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
3-[(Furan-2-carbonylsulphanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	Generator

Chemical Formula

C₁₉H₁₇N₅O₈S₃

Average Molecular Weight

539.55

Monoisotopic Molecular Weight

539.023926049

IUPAC Name

3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1lambda5-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-3H-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1lambda5-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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(=N)N1

InChI Identifier

InChI=1S/C19H17N5O8S3/c1-31-23-11(9-7-35-19(20)21-9)14(25)22-12-15(26)24(30)13(17(27)28)8(5-33-16(12)24)6-34-18(29)10-3-2-4-32-10/h2-4,7,12,16H,5-6H2,1H3,(H2,20,21)(H,22,25)(H,27,28)/b23-11-

InChI Key

VCVVZGVFHXNTIY-KSEXSDGBSA-N

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

N-acyl-alpha amino acid or derivatives
Cephem
Furoic acid or derivatives
Meta-thiazine
Azole
Beta-lactam
Heteroaromatic compound
Furan
Thiazole
Azetidine
Isothiourea
Lactam
Carbothioic s-ester
Thiocarboxylic acid ester
N-oxide
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Dialkylthioether
Organic 1,3-dipolar compound
Thiocarboxylic acid or derivatives
Sulfenyl compound
Trisubstituted n-oxide
Thioether
Propargyl-type 1,3-dipolar organic compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Carbonyl group
Organic nitrogen compound
Organic zwitterion
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	0.11 g/L	ALOGPS
logP	0.9	ALOGPS
logP	1.16	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	2.59	ChemAxon
pKa (Strongest Basic)	0.71	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	201.52 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	140.27 m³·mol⁻¹	ChemAxon
Polarizability	51.29 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

HMDB0162888

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 3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CFc000143296)

MOL for CFc000143296 (3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D MOL for CFc000143296 (3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D SDF for CFc000143296 (3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D-SDF for CFc000143296 (3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

PDB for CFc000143296 (3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D PDB for CFc000143296 (3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

SMILES for CFc000143296 (3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

INCHI for CFc000143296 (3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

Structure for CFc000143296 (3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)

3D Structure for CFc000143296 (3-[(furan-2-carbonylsulfanyl)methyl]-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-1,8-dioxo-5-thia-1λ⁵-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)