17-Dimethylaminoethylamino-17-demethoxygeldanamycin

17-Dimethylaminoethylamino-17-demethoxygeldanamycin

Names
Preferred IUPAC name (4E,6Z,8S,9S,10E,12S,13R,14S,16R)-19-{[(Dimethylamino)ethyl]amino}-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate
Other names 17-DMAG; Alvespimycin
Identifiers
CAS Number	467214-20-6  Y[ FDA ]
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:65324  N
ChEMBL	ChEMBL383824  Y
ChemSpider	16744073  Y
PubChem CID	5288674
UNII	001L2FE0M3  Y
CompTox Dashboard (EPA)	DTXSID00963646
InChI InChI=1S/C32H48N4O8/c1-18-14-22-27(34-12-13-36(5)6)24(37)17-23(29(22)39)35-31(40)19(2)10-9-11-25(42-7)30(44-32(33)41)21(4)16-20(3)28(38)26(15-18)43-8/h9-11,16-18,20,25-26,28,30,34,38H,12-15H2,1-8H3,(H2,33,41)(H,35,40)/b11-9-,19-10+,21-16+/t18-,20+,25+,26+,28-,30+/m1/s1 Y Key: KUFRQPKVAWMTJO-LMZWQJSESA-N Y InChI=1/C32H48N4O8/c1-18-14-22-27(34-12-13-36(5)6)24(37)17-23(29(22)39)35-31(40)19(2)10-9-11-25(42-7)30(44-32(33)41)21(4)16-20(3)28(38)26(15-18)43-8/h9-11,16-18,20,25-26,28,30,34,38H,12-15H2,1-8H3,(H2,33,41)(H,35,40)/b11-9-,19-10+,21-16+/t18-,20+,25+,26+,28-,30+/m1/s1 Key: KUFRQPKVAWMTJO-LMZWQJSEBL
SMILES C[C@H]1C[C@@H]([C@@H]([C@H](/C=C(/[C@@H]([C@H](/C=C\C=C(\C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCCN(C)C)/C)OC)OC(=O)N)\C)C)O)OC C[C@H]1C[C@@H]([C@@H]([C@H](/C=C(/[C@@H]([C@H](/C=C\C=C(\C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCCN(C)C)/C)OC)OC(=O)N)\C)C)O)OC
Properties
Chemical formula	C32H48N4O8
Molar mass	616.756 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N  verify  (what is  YN ?) Infobox references

17-Dimethylaminoethylamino-17-demethoxygeldanamycin (17-DMAG) is a chemical compound which is a semi-synthetic derivative of the antibiotic geldanamycin. ^{[1] [2]} It is being studied for the possibility of treating cancer. ^[3]

References

1. WOapplication 2002079167,Snader, Kenneth M.; Vishnuvajjala, B. Rao; Hollingshead, Melinda G.; Sausville, Edward A.,"Preparation of geldanamycin derivatives for the treatment of cancer",published 2002 
2. Rastelli, Giulio; Tian, Zong-Qiang; Wang, Zhan; Myles, David; Liu, Yaoquan (2005). "Structure-based design of 7-carbamate analogs of geldanamycin". Bioorganic & Medicinal Chemistry Letters. 15 (22): 5016–5021. doi:10.1016/j.bmcl.2005.08.013. hdl: 11380/304137 . PMID   16165354.
3. Sausville, E. A.; Tomaszewski, J. E.; Ivy, P. (2003). "Clinical development of 17-allylamino, 17-demethoxygeldanamycin". Curr. Cancer Drug Targets. 3 (5): 377–83. doi:10.2174/1568009033481831. PMID   14529389.