CL8

CHLORAMPHENICOL SUCCINATE

Created:	2008-08-28
Last modified:	2011-06-04

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2 entries where CL8 is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	43
Chiral Atom Count	2
Bond Count	43
Aromatic Bond Count	6

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Chemical Component Summary
Name	CHLORAMPHENICOL SUCCINATE
Systematic Name (OpenEye OEToolkits)	4-[(2R,3R)-2-(2,2-dichloroethanoylamino)-3-hydroxy-3-(4-nitrophenyl)propoxy]-4-oxo-butanoic acid
Formula	C₁₅ H₁₆ Cl₂ N₂ O₈
Molecular Weight	423.202
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	ClC(Cl)C(=O)NC(C(O)c1ccc([N+]([O-])=O)cc1)COC(=O)CCC(=O)O
SMILES	CACTVS	3.341	O[CH]([CH](COC(=O)CCC(O)=O)NC(=O)C(Cl)Cl)c1ccc(cc1)[N+]([O-])=O
SMILES	OpenEye OEToolkits	1.5.0	c1cc(ccc1C(C(COC(=O)CCC(=O)O)NC(=O)C(Cl)Cl)O)[N+](=O)[O-]
Canonical SMILES	CACTVS	3.341	O[C@@H]([C@@H](COC(=O)CCC(O)=O)NC(=O)C(Cl)Cl)c1ccc(cc1)[N+]([O-])=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1cc(ccc1[C@H]([C@@H](COC(=O)CCC(=O)O)NC(=O)C(Cl)Cl)O)[N+](=O)[O-]
InChI	InChI	1.03	InChI=1S/C15H16Cl2N2O8/c16-14(17)15(24)18-10(7-27-12(22)6-5-11(20)21)13(23)8-1-3-9(4-2-8)19(25)26/h1-4,10,13-14,23H,5-7H2,(H,18,24)(H,20,21)/t10-,13-/m1/s1
InChIKey	InChI	1.03	LIRCDOVJWUGTMW-ZWNOBZJWSA-N

Drug Info: DrugBank

DrugBank ID	DB07565
Name	Chloramphenicol succinate
Groups	approved
Description	Chloramphenicol succinate is an ester prodrug of [chloramphenicol].[A192987] Chloramphenicol is a bacteriostatic antibiotic.[A204065] Use of chloramphenicol succinate and chloramphenicol has decreased due to the risk of potentially fatal blood dyscrasias.[L14174] Chloramphenicol succinate was granted FDA approval on 20 February 1959.[L12711]
Synonyms	Chloramphenicol succinate Chloramphenicol hemisuccinate Chloramphenicol sodium succinate
Brand Names	Chloromycetin Sodium Succinate Chloromycetin Succinate Injection Chloramphenicol Sodium Succinate
Indication	Chloramphenicol succinate is indicated to treat serious and susceptible bacterial infections where less dangerous drugs are ineffective or contraindicated.[L12711]
Categories	Alcohols Anti-Bacterial Agents Anti-Infective Agents Benzene Derivatives Glycols Narrow Therapeutic Index Drugs Nitro Compounds Nitrobenzenes P-glycoprotein substrates P-glycoprotein substrates with a Narrow Therapeutic Index Propylene Glycols
CAS number	3544-94-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Dr hemagglutinin structural subunit	MKKLAIMAAASMVFAVSSAHAGFTPSGTTGTTKLTVTEECQVRVGDLTVA...	unknown	inhibitor
Chloramphenicol acetyltransferase 3	MNYTKFDVKNWVRREHFEFYRHRLPCGFSLTSKIDITTLKKSLDDSAYKF...	unknown	substrate
Serum albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	binder
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	substrate

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