TN4

(1R,2S,3S,4R)-4-hydroxy-2-methoxy-4-methyl-3-[(2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl (chloroacetyl)carbamate


Toggle HydrogenToggle Labels

Chemical Component Summary

Name(1R,2S,3S,4R)-4-hydroxy-2-methoxy-4-methyl-3-[(2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]cyclohexyl (chloroacetyl)carbamate
SynonymsTNP-470 (Open form)
Identifiers[(1R,2S,3S,4R)-2-methoxy-4-methyl-3-[(3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-4-oxidanyl-cyclohexyl] N-(2-chloranylethanoyl)carbamate
FormulaC19 H30 Cl N O6
Molecular Weight403.898
TypeNON-POLYMER
Isomeric SMILESCC(=CC[C@@H]1C(O1)(C)[C@H]2[C@@H]([C@@H](CC[C@@]2(C)O)OC(=O)NC(=O)CCl)OC)C
InChIInChI=1S/C19H30ClNO6/c1-11(2)6-7-13-19(4,27-13)16-15(25-5)12(8-9-18(16,3)24)26-17(23)21-14(22)10-20/h6,12-13,15-16,24H,7-10H2,1-5H3,(H,21,22,23)/t12-,13-,15-,16+,18-,19+/m1/s1
InChIKeyOUUSPVSSNHLIGE-AGYLCKTBSA-N

Chemical Details

Formal Charge0
Atom Count57
Chiral Atom Count6
Bond Count58
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB08633 
NameTNP-470
Groups investigational
DescriptionO-(chloroacetylcarbamoyl)fumagillol (TNP-470) has been used in trials studying the treatment of HIV Infections, Sarcoma, Kaposi, and Pancreatic Neoplasms.
Synonyms
  • O-chloroacetylcarbamoylfumagillol
  • O-(chloroacetylcarbamoyl)fumagillol
  • TNP-470
Categories
  • Angiogenesis Inhibitors
  • Angiogenesis Modulating Agents
  • Antibiotics, Antineoplastic
  • Antineoplastic Agents
  • Cyclohexanes
CAS number129298-91-5

Drug Targets

NameTarget SequencePharmacological ActionActions
Methionine aminopeptidase 2MAGVEEVAASGSHLNGDLDPDDREEGAASTAEEAAKKKRRKKKKSKGPSA...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

Related Resource References

Resource NameReference
PubChem 5326425