ChemFOnt: Showing chemical card for (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate (CFc000040756)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:42:24 UTC

Chemfont ID

CFc000040756

Molecule Identification

Common Name

(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate

Definition

This compound belongs to the family of N-acyl-alpha Amino Acids and Derivatives. These are compounds containing an alpha amino acid which bears an acyl group at his terminal nitrogen atom.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinic acid	ChEBI
7-(5-Carboxyl-5-oxopentanyl)-aminocephalosporinate	ChEBI
7-(5-Carboxyl-5-oxopentanyl)-aminocephalosporinic acid	Generator
(7R)-7-(5-Carboxy-5-oxopentanamido)cephalosporanate	HMDB
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate	ChEBI

Chemical Formula

C₁₆H₁₈N₂O₉S

Average Molecular Weight

414.387

Monoisotopic Molecular Weight

414.073300874

IUPAC Name

(6R,7R)-3-[(acetyloxy)methyl]-7-[(5-carboxy-1-hydroxy-5-oxopentylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

(6R,7R)-3-[(acetyloxy)methyl]-7-[(5-carboxy-1-hydroxy-5-oxopentylidene)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(=O)OCC1=C(N2[C@H](SC1)[C@H](N=C(O)CCCC(=O)C(O)=O)C2=O)C(O)=O

InChI Identifier

InChI=1S/C16H18N2O9S/c1-7(19)27-5-8-6-28-14-11(13(22)18(14)12(8)16(25)26)17-10(21)4-2-3-9(20)15(23)24/h11,14H,2-6H2,1H3,(H,17,21)(H,23,24)(H,25,26)/t11-,14-/m1/s1

InChI Key

UKRMDFPJXIVYCZ-BXUZGUMPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cephalosporin 3'-esters. These are cephalosporins that are esterified at the 3'-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Cephalosporin 3'-esters

Alternative Parents

Substituents

Cephalosporin 3'-ester
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Meta-thiazine
Alpha-keto acid
N-acyl-amine
Keto acid
Fatty acyl
Fatty amide
Alpha-hydroxy ketone
Tertiary carboxylic acid amide
Azetidine
Secondary carboxylic acid amide
Ketone
Carboxamide group
Carboxylic acid ester
Azacycle
Carboxylic acid derivative
Dialkylthioether
Carboxylic acid
Hemithioaminal
Thioether
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

cephalosporin (CHEBI:15838 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0060316)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	-0.15	ALOGPS
logP	-0.35	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	2.79	ChemAxon
pKa (Strongest Basic)	0.39	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	170.87 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	93.54 m³·mol⁻¹	ChemAxon
Polarizability	39.35 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0060316

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

C04712

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440452

PDB ID

Not Available

ChEBI ID

15838

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate (CFc000040756)

MOL for CFc000040756 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

3D MOL for CFc000040756 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

3D SDF for CFc000040756 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

3D-SDF for CFc000040756 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

PDB for CFc000040756 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

3D PDB for CFc000040756 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

SMILES for CFc000040756 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

INCHI for CFc000040756 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

Structure for CFc000040756 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)

3D Structure for CFc000040756 ((7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate)