CSC

4-(3-ACETOXYMETHYL-2-CARBOXY-8-OXO-5-THIA-1-AZA-BICYCLO[4.2.0]OCT-2-EN-7-YLCARBAMOYL)-1-CARBOXY-BUTYL-AMMONIUM

Created: 2003-07-18
Last modified:  2020-06-05

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Chemical Details

Formal Charge1
Atom Count50
Chiral Atom Count3
Bond Count51
Aromatic Bond Count0
2D diagram of CSC
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Chemical Component Summary

Name4-(3-ACETOXYMETHYL-2-CARBOXY-8-OXO-5-THIA-1-AZA-BICYCLO[4.2.0]OCT-2-EN-7-YLCARBAMOYL)-1-CARBOXY-BUTYL-AMMONIUM
SynonymsCEPHALOSPORIN C
Systematic Name (OpenEye OEToolkits)[(2R)-6-[[(6R,7R)-3-(acetyloxymethyl)-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl]amino]-1-hydroxy-1,6-dioxo-hexan-2-yl]azanium
FormulaC16 H22 N3 O8 S
Molecular Weight416.426
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C2N1C(=C(CSC1C2NC(=O)CCCC(C(=O)O)[NH3+])COC(=O)C)C(=O)O
SMILESCACTVS3.341CC(=O)OCC1=C(N2[CH](SC1)[CH](NC(=O)CCC[CH]([NH3+])C(O)=O)C2=O)C(O)=O
SMILESOpenEye OEToolkits1.5.0CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CCCC(C(=O)O)[NH3+])SC1)C(=O)O
Canonical SMILESCACTVS3.341 CC(=O)OCC1=C(N2[C@H](SC1)[C@H](NC(=O)CCC[C@@H]([NH3+])C(O)=O)C2=O)C(O)=O
Canonical SMILESOpenEye OEToolkits1.5.0 CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CCC[C@H](C(=O)O)[NH3+])SC1)C(=O)O
InChIInChI1.03 InChI=1S/C16H21N3O8S/c1-7(20)27-5-8-6-28-14-11(13(22)19(14)12(8)16(25)26)18-10(21)4-2-3-9(17)15(23)24/h9,11,14H,2-6,17H2,1H3,(H,18,21)(H,23,24)(H,25,26)/p+1/t9-,11-,14-/m1/s1
InChIKeyInChI1.03 HOKIDJSKDBPKTQ-GLXFQSAKSA-O

Drug Info: DrugBank

DrugBank IDDB03313 
NameCephalosporin C
Groups experimental
Synonyms
  • Cephalosporin C
  • 7-(5-Amino-5-carboxyvaleramido)cephalosporanic acid
Categories
  • Agents that reduce seizure threshold
  • Amides
  • beta-Lactams
  • Heterocyclic Compounds, Fused-Ring
  • Lactams
CAS number61-24-5

Drug Targets

NameTarget SequencePharmacological ActionActions
Penicillin-binding protein 1bMQNQLNELKRKMLEFFQQKQKNKKSARPGKKGSSTKKSKTLDKSAIFPAI...unknowninhibitor
Penicillin-binding protein 1AMNKPTILRLIKYLSISFLSLVIAAIVLGGGVFFYYVSKAPSLSESKLVAT...unknowninhibitor
Penicillin-binding protein 2BMRKFNSHSIPIRLNLLFSIVILLFMTIIGRLLYMQVLNKDFYEKKLASAS...unknowninhibitor
Penicillin-binding protein 2aMKLDKLFEKFLSLFKKETSELEDSDSTILRRSRSDRKKLAQVGPIRKFWR...unknowninhibitor
Penicillin-binding protein 3MKKIFLTLLTVSLLGGASTAVAQDFTIAAKHAIAVEANTGKILYEKDATQ...unknowninhibitor
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 49866835