CLS

CEPHALOTHIN

Created:	2002-02-07
Last modified:	2021-03-01

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3 entries where CLS is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	42
Chiral Atom Count	2
Bond Count	44
Aromatic Bond Count	5

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Chemical Component Summary
Name	CEPHALOTHIN
Synonyms	3-ACETOXYMETHYL-8-OXO-7-(2-THIOPHEN-2-YL-ACETYLAMINO)-5-THIA-1-AZA-BICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID
Systematic Name (OpenEye OEToolkits)	(6R,7R)-3-(acetyloxymethyl)-8-oxo-7-(2-thiophen-2-ylethanoylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Formula	C₁₆ H₁₆ N₂ O₆ S₂
Molecular Weight	396.438
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C2N1C(=C(CSC1C2NC(=O)Cc3sccc3)COC(=O)C)C(=O)O
SMILES	CACTVS	3.341	CC(=O)OCC1=C(N2[CH](SC1)[CH](NC(=O)Cc3sccc3)C2=O)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)Cc3cccs3)SC1)C(=O)O
Canonical SMILES	CACTVS	3.341	CC(=O)OCC1=C(N2[C@H](SC1)[C@H](NC(=O)Cc3sccc3)C2=O)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)Cc3cccs3)SC1)C(=O)O
InChI	InChI	1.03	InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1
InChIKey	InChI	1.03	XIURVHNZVLADCM-IUODEOHRSA-N

Drug Info: DrugBank

DrugBank ID	DB00456
Name	Cefalotin
Groups	approved vet_approved investigational
Description	Cefalotin is a cephalosporin antibiotic.
Synonyms	Cefalotin sodium Cefalotinum Cephalotin Cefalotina Cephalothin 7-(2-Thienylacetamido)cephalosporanic acid Céfalotine Cefalotin Cefalothin CET 3-Acetoxymethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylic acid 7-(Thiophene-2-acetamido)cephalosporin 7-(2'-thienylacetamido)cephalosporanic acid
Brand Names	Keflin Add-vantage Inj 1gm/vial Keflin Neutral Inj 2gm/vial Ceporacin Keflin Neutral Inj 1gm
Indication	Used to prevent infection during surgery and to treat many kinds of infections of the blood, bone or joints, respiratory tract, skin, and urinary tract.
Categories	Agents that reduce seizure threshold Amides Anti-Bacterial Agents Anti-Infective Agents Antibacterials for Systemic Use Antiinfectives for Systemic Use beta-Lactams Cephacetrile Cephalosporins First-Generation Cephalosporins Heterocyclic Compounds, Fused-Ring Lactams Nephrotoxic agents OAT1/SLC22A6 inhibitors OAT3/SLC22A8 Inhibitors Sulfur Compounds Thiazines
ATC-Code	J01DB03
CAS number	153-61-7

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
D-alanyl-D-alanine carboxypeptidase	MVSGTVGRGTALGAVLLALLAVPAQAGTAAAADLPAPDDTGLQAVLHTAL...	unknown	inhibitor
Penicillin-binding protein 1A	MNKPTILRLIKYLSISFLSLVIAAIVLGGGVFFYYVSKAPSLSESKLVAT...	unknown	inhibitor
Penicillin-binding protein 1b	MQNQLNELKRKMLEFFQQKQKNKKSARPGKKGSSTKKSKTLDKSAIFPAI...	unknown	inhibitor
Penicillin-binding protein 3	MKKIFLTLLTVSLLGGASTAVAQDFTIAAKHAIAVEANTGKILYEKDATQ...	unknown	inhibitor
Penicillin-binding protein 2a	MKLDKLFEKFLSLFKKETSELEDSDSTILRRSRSDRKKLAQVGPIRKFWR...	unknown	inhibitor
Penicillin-binding protein 2B	MRKFNSHSIPIRLNLLFSIVILLFMTIIGRLLYMQVLNKDFYEKKLASAS...	unknown	inhibitor
Penicillin-binding protein 1A	MTERKREHKDRKQNKNSPKNQSKVTKFLKWFFIGILLLGITAVTVVGIYV...	unknown	inhibitor
Beta-lactamase	MFKTTLCALLITASCSTFAAPQQINDIVHRTITPLIEQQKIPGMAVAVIY...	unknown	potentiator
Serum albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	binder
Solute carrier family 22 member 5	MRDYDEVTAFLGEWGPFQRLIFFLLSASIIPNGFTGLSSVFLIATPEHRC...	unknown	inhibitor
Solute carrier family 15 member 1	MGMSKSHSFFGYPLSIFFIVVNEFCERFSYYGMRAILILYFTNFISWDDN...	unknown	inhibitor
Solute carrier family 15 member 2	MNPFQKNESKETLFSPVSIEEVPPRPPSPPKKPSPTICGSNYPLSIAFIV...	unknown	inhibitor
Solute carrier family 22 member 6	MAFNDLLQQVGGVGRFQQIQVTLVVLPLLLMASHNTLQNFTAAIPTHHCR...	unknown	inhibitor
Solute carrier family 22 member 8	MTFSEILDRVGSMGHFQFLHVAILGLPILNMANHNLLQIFTAATPVHHCR...	unknown	inhibitor
Solute carrier family 22 member 11	MAFSKLLEQAGGVGLFQTLQVLTFILPCLMIPSQMLLENFSAAIPGHRCW...	unknown	inhibitor
Solute carrier family 22 member 7	MGFEELLEQVGGFGPFQLRNVALLALPRVLLPLHFLLPIFLAAVPAHRCA...	unknown	inhibitor
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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