8XI

Cefaclor

Created:	2021-11-08
Last modified:	2023-05-17

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1 entries where 8XI is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	38
Chiral Atom Count	3
Bond Count	40
Aromatic Bond Count	6

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Chemical Component Summary
Name	Cefaclor
Synonyms	(6R,7R)-7-[[(2R)-2-azanyl-2-phenyl-ethanoyl]amino]-3-chloranyl-8-oxidanylidene-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Systematic Name (OpenEye OEToolkits)	(6~{R},7~{R})-7-[[(2~{R})-2-azanyl-2-phenyl-ethanoyl]amino]-3-chloranyl-8-oxidanylidene-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Formula	C₁₅ H₁₄ Cl N₃ O₄ S
Molecular Weight	367.807
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	CACTVS	3.385	N[CH](C(=O)N[CH]1[CH]2SCC(=C(N2C1=O)C(O)=O)Cl)c3ccccc3
SMILES	OpenEye OEToolkits	2.0.7	c1ccc(cc1)C(C(=O)NC2C3N(C2=O)C(=C(CS3)Cl)C(=O)O)N
Canonical SMILES	CACTVS	3.385	N[C@@H](C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(O)=O)Cl)c3ccccc3
Canonical SMILES	OpenEye OEToolkits	2.0.7	c1ccc(cc1)[C@H](C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)Cl)C(=O)O)N
InChI	InChI	1.06	InChI=1S/C15H14ClN3O4S/c16-8-6-24-14-10(13(21)19(14)11(8)15(22)23)18-12(20)9(17)7-4-2-1-3-5-7/h1-5,9-10,14H,6,17H2,(H,18,20)(H,22,23)/t9-,10-,14-/m1/s1
InChIKey	InChI	1.06	QYIYFLOTGYLRGG-GPCCPHFNSA-N

Drug Info: DrugBank

DrugBank ID	DB00833
Name	Cefaclor
Groups	approved
Description	Semisynthetic, broad-spectrum antibiotic derivative of cephalexin.
Synonyms	Cefaclorum Cefaclor anhydrous CCL Cefaclor monohydrate Céfaclor Céfeaclor Cefaclor 3-Chloro-7-D-(2-phenylglycinamido)-3-cephem-4-carboxylic acid Cephaclor
Brand Names	Nu-cefaclor Capsules 250mg Dom-cefaclor 250-sus 50mg/ml PMS-cefaclor Cefaclor Capsules PMS-cefaclor 125 - Pws 25mg/ml Cefaclor Dom-cefaclor 375 B.I.D. Cefaclor-375 Cefaclor-125 Novo-cefaclor Ceclor Cefaclor-250 Cefaclor-500 PMS-cefaclor 375 B.I.D. Cefaclor Suspension Nu-cefaclor Apo-cefaclor Dom-cefaclor 125 - Sus 25mg/ml PMS-cefaclor 250 - Pws 50mg/ml
Indication	For the treatment of certain infections caused by bacteria such as pneumonia and ear, lung, skin, throat, and urinary tract infections.
Categories	Amides Anti-Bacterial Agents Anti-Infective Agents Antibacterials for Systemic Use Antiinfectives for Systemic Use beta-Lactams BSEP/ABCB11 Substrates Cephalosporins Drugs that are Mainly Renally Excreted Heterocyclic Compounds, Fused-Ring Lactams Nephrotoxic agents OAT3/SLC22A8 Inhibitors OAT3/SLC22A8 Substrates Second-Generation Cephalosporins Sulfur Compounds Thiazines
ATC-Code	J01DC04
CAS number	53994-73-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Penicillin-binding protein 3	MKKIFLTLLTVSLLGGASTAVAQDFTIAAKHAIAVEANTGKILYEKDATQ...	unknown	inhibitor
Penicillin-binding protein 1A	MTERKREHKDRKQNKNSPKNQSKVTKFLKWFFIGILLLGITAVTVVGIYV...	unknown	inhibitor
Myeloperoxidase	MGVPFFSSLRCMVDLGPCWAGGLTAEMKLLLALAGLLAILATPQPSEGAA...	unknown	inducer
Solute carrier family 15 member 1	MGMSKSHSFFGYPLSIFFIVVNEFCERFSYYGMRAILILYFTNFISWDDN...	unknown	inhibitor
Solute carrier family 15 member 2	MNPFQKNESKETLFSPVSIEEVPPRPPSPPKKPSPTICGSNYPLSIAFIV...	unknown	inhibitor
Solute carrier family 22 member 8	MTFSEILDRVGSMGHFQFLHVAILGLPILNMANHNLLQIFTAATPVHHCR...	unknown	substrate,inhibitor
Bile salt export pump	MSDSVILRSIKKFGEENDGFESDKSYNNDKKSRLQDEKKGDGVRVGFFQL...	unknown	substrate
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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