4-Thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 6-((1R)-1-hydroxyethyl)-7-oxo-3-(((1R,3S)-tetrahydro-1-oxido-3-thienyl)thio)-, (2-ethyl-1-oxobutoxy)methyl ester, (5R,6S)- , Bacterial penicillin-binding protein inhibitor, CAS No.49785800, Bacterial penicillin-binding protein inhibitor

CAS: 49785800 Cat. No.: T671207 Molecular Weight: 477.6 PubChem CID: 49785800

Synonyms

PF03709270 | 4-Thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 6-((1R)-1-hydroxyethyl)-7-oxo-3-(((1R,3S)-tetrahydro-1-oxido-3-thienyl)thio)-, (2-ethyl-1-oxobutoxy)methyl ester, (5R,6S)- | 492M3I304T | UNII-492M3I304T | SCHEMBL22338479 | PF-03709270

Storage

Room temperature

Specifications

Synonyms

PF03709270 | 4-Thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 6-((1R)-1-hydroxyethyl)-7-oxo-3-(((1R, 3S)-tetrahydro-1-oxido-3-thienyl)thio)-, (2-ethyl-1-oxobutoxy)methyl ester, (5R, 6S)- | 492M3I304T | UNII-492M3I304T | SCHEMBL22338479 | PF-03709270

Storage

Room temperature

Action Type

INHIBITOR

Mechanism of action

Bacterial penicillin-binding protein inhibitor

Product Properties

• ALogP: 2.1

Names and Identifiers

• Canonical Smiles: CCC(CC)C(=O)OCOC(=O)C1=C(SC2N1C(=O)C2C(C)O)SC3CCS(=O)C3
• IUPAC Name: 2-ethylbutanoyloxymethyl (5R,6S)-6-[(1R)-1-hydroxyethyl]-7-oxo-3-[(3S)-1-oxothiolan-3-yl]sulfanyl-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• InChIKey: NBPVNGWRLGHULH-JKOUTOBWSA-N
• INCHI: 1S/C19H27NO7S3/c1-4-11(5-2)17(23)26-9-27-18(24)14-19(28-12-6-7-30(25)8-12)29-16-13(10(3)21)15(22)20(14)16/h10-13,16,21H,4-9H2,1-3H3/t10-,12+,13+,16-,30?/m1/s1
• Isomeric SMILES: CCC(CC)C(=O)OCOC(=O)C1=C(S[C@H]2N1C(=O)[C@@H]2[C@@H](C)O)S[C@H]3CCS(=O)C3
• PubChem CID: 49785800
• Molecular Weight: 477.6

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Alpha amino acids and derivatives
• Alternative Parents: Thiazolecarboxylic acids and derivatives Penems Acylals Fatty acid esters Vinylogous thioesters Dicarboxylic acids and derivatives Thiolanes Thiazolines Tertiary carboxylic acid amides Enoate esters Azetidines Sulfoxides Secondary alcohols Sulfenyl compounds Sulfinyl compounds Thiohemiaminal derivatives Acetals Azacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Alpha-amino acid or derivatives - Penem - Thiazolecarboxylic acid or derivatives - Fatty acid ester - Acylal - Dicarboxylic acid or derivatives - Fatty acyl - Vinylogous thioester - Beta-lactam - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Thiolane - Meta-thiazoline - Thiazole - Tertiary carboxylic acid amide - Azetidine - Carboxamide group - Carboxylic acid ester - Lactam - Secondary alcohol - Sulfoxide - Azacycle - Organoheterocyclic compound - Sulfenyl compound - Sulfinyl compound - Acetal - Hemithioaminal - Organic oxygen compound - Alcohol - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organopnictogen compound - Organic oxide - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y