CBL

CHLORAMBUCIL

Created:	1999-07-08
Last modified:	2011-06-04

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1 entries where CBL is found as a standalone ligand

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

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Chemical Component Summary
Name	CHLORAMBUCIL
Systematic Name (OpenEye OEToolkits)	4-[4-[bis(2-chloroethyl)amino]phenyl]butanoic acid
Formula	C₁₄ H₁₉ Cl₂ N O₂
Molecular Weight	304.212
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	ClCCN(c1ccc(cc1)CCCC(=O)O)CCCl
SMILES	CACTVS	3.341	OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
SMILES	OpenEye OEToolkits	1.5.0	c1cc(ccc1CCCC(=O)O)N(CCCl)CCCl
Canonical SMILES	CACTVS	3.341	OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1cc(ccc1CCCC(=O)O)N(CCCl)CCCl
InChI	InChI	1.03	InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
InChIKey	InChI	1.03	JCKYGMPEJWAADB-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB00291
Name	Chlorambucil
Groups	approved
Description	A nitrogen mustard alkylating agent used as antineoplastic agent for the treatment of various malignant and nonmalignant diseases. Although it is less toxic than most other nitrogen mustards, it has been listed as a known carcinogen in the Fourth Annual Report on Carcinogens (NTP 85-002, 1985). (Merck Index, 11th ed)
Synonyms	Clorambucilo 4-[p-[bis(2-chloroethyl)amino]phenyl]butyric acid Chloraminophen gamma-[p-di(2-chloroethyl)aminophenyl]butyric acid γ-[p-di(2-chloroethyl)aminophenyl]butyric acid 4-(p-bis(beta-chloroethyl)aminophenyl)butyric acid Chlorambucil 4-(p-bis(β-chloroethyl)aminophenyl)butyric acid N,N-di-2-chloroethyl-gamma-p-aminophenylbutyric acid N,N-di-2-chloroethyl-γ-p-aminophenylbutyric acid Phenylbutyric acid nitrogen mustard Ambochlorin
Brand Names	Leukeran
Indication	For treatment of chronic lymphatic (lymphocytic) leukemia, childhood minimal-change nephrotic syndrome, and malignant lymphomas including lymphosarcoma, giant follicular lymphoma, Hodgkin's disease, non-Hodgkin's lymphomas, and Waldenström’s Macroglobulinemia.
Categories	Agents that reduce seizure threshold Alkylating Activity Alkylating Drugs Antineoplastic Agents Antineoplastic Agents, Alkylating Antineoplastic and Immunomodulating Agents Hydrocarbons, Halogenated Immunosuppressive Agents Mustard Compounds Myelosuppressive Agents Narrow Therapeutic Index Drugs Nitrogen Mustard Analogues Nitrogen Mustard Compounds Noxae Toxic Actions
ATC-Code	L01AA02
CAS number	305-03-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
DNA	-	unknown	cross-linking/alkylation
Glutathione S-transferase P	MPPYTVVYFPVRGRCAALRMLLADQGQSWKEEVVTVETWQEGSLKASCLY...	unknown	substrate
Glutathione S-transferases (Cytosolic)	MAEKPKLHYFNARGRMESTRWLLAAAGVEFEEKFIKSAEDLDKLRNDGYL...	unknown	substrate
Solute carrier organic anion transporter family member 1A2	MGETEKRIETHRIRCLSKLKMFLLAITCAFVSKTLSGSYMNSMLTQIERQ...	unknown

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