HFG

7-bromo-6-chloro-3-{3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl}quinazolin-4(3H)-one

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is present as a standalone ligand in 21 entries

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Chemical Component Summary
Name	7-bromo-6-chloro-3-{3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl}quinazolin-4(3H)-one
Synonyms	Halofuginone
Identifiers	7-bromanyl-6-chloranyl-3-[2-oxidanylidene-3-[(2R,3S)-3-oxidanylpiperidin-2-yl]propyl]quinazolin-4-one
Formula	C₁₆ H₁₇ Br Cl N₃ O₃
Molecular Weight	414.681
Type	NON-POLYMER
Isomeric SMILES	c1c2c(cc(c1Cl)Br)N=CN(C2=O)CC(=O)C[C@@H]3[C@H](CCCN3)O
InChI	InChI=1S/C16H17BrClN3O3/c17-11-6-13-10(5-12(11)18)16(24)21(8-20-13)7-9(22)4-14-15(23)2-1-3-19-14/h5-6,8,14-15,19,23H,1-4,7H2/t14-,15+/m1/s1
InChIKey	LVASCWIMLIKXLA-CABCVRRESA-N

Chemical Details
Formal Charge	0
Atom Count	41
Chiral Atom Count	2
Bond Count	43
Aromatic Bond Count	6

Drug Info: DrugBank

DrugBank ID	DB04866
Name	Halofuginone
Groups	vet_approved investigational
Description	Halofuginone is a low molecular weight quinazolinone alkaloid, and a potent inhibitor of collagen alpha1(I) and matrix metalloproteinase 2 (MMP-2) gene expression. Halofuginone also effectively suppresses tumor progression and metastasis in mice. Collgard Biopharmaceuticals is developing halofuginone for the treatment of scleroderma and received orphan drug designation from the U.S. Food and Drug Administration in March, 2000.
Synonyms	Halofuginone (+/-)-trans-7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidyl)-acetonyl)-4(3H)-quinazolinone Halofuginone lactate Halofuginone hydrobromide
Indication	For the treatment of scleroderma, cancer, and restenosis.
Categories	Angiogenesis Inhibitors Angiogenesis Modulating Agents Anti-Infective Agents Antineoplastic Agents Antiparasitic Agents Antiprotozoals Coccidiostats Enzyme Inhibitors Growth Inhibitors Growth Substances Heterocyclic Compounds, Fused-Ring Protein Synthesis Inhibitors Quinazolines
CAS number	55837-20-2

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Collagen alpha-1(I) chain	MFSFVDLRLLLLLAATALLTHGQEEGQVEGQDEDIPPITCVQNGLRYHDR...	unknown
72 kDa type IV collagenase	MEALMARGALTGPLRALCLLGCLLSHAAAAPSPIIKFPGDVAPKTDKELA...	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