Alvespimycin hydrochlorideProduct ingredient for Alvespimycin
- Name
- Alvespimycin hydrochloride
- Drug Entry
- Alvespimycin
Alvespimycin is a derivative of geldanamycin and heat shock protein (HSP) 90 inhibitor. It has been used in trials studying the treatment of solid tumor in various cancer as an antitumor agent. In comparison to the first HSP90 inhibitor tanespimycin, it exhibits some pharmacologically desirable properties such as reduced metabolic liability, lower plasma protein binding, increased water solubility, higher oral bioavailability, reduced hepatotoxicity and superior antitumor activity 1.
- Accession Number
- DBSALT002385
- Structure
- Synonyms
- 17-DMAG HCl / Alvespimycin HCl / Alvespimycin hydrochloride
- External IDs
- BMS-826476
- UNII
- 612K359T69
- CAS Number
- 467214-21-7
- Weight
- Average: 653.21
Monoisotopic: 652.3238923 - Chemical Formula
- C32H49ClN4O8
- InChI Key
- DFSYBWLNYPEFJK-IHLRWNDRSA-N
- InChI
- InChI=1S/C32H48N4O8.ClH/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);1H/b11-9-,19-10+,21-16+;/t18-,20+,25+,26+,28-,30+;/m1./s1
- IUPAC Name
- (4E,6Z,8S,9S,10E,12S,13R,14S,16R)-19-{[2-(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 hydrochloride
- SMILES
- Cl.CO[C@H]1C[C@H](C)CC2=C(NCCN(C)C)C(=O)C=C(NC(=O)\C(C)=C\C=C/[C@H](OC)[C@@H](OC(N)=O)\C(C)=C\[C@H](C)[C@H]1O)C2=O
- External Links
- ChemSpider
- 21396132
- ChEMBL
- CHEMBL2105630
- Predicted Properties
Property Value Source Water Solubility 0.0211 mg/mL ALOGPS logP 1.84 ALOGPS logP 1.85 Chemaxon logS -4.5 ALOGPS pKa (Strongest Acidic) 12.78 Chemaxon pKa (Strongest Basic) 8.56 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 9 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 169.52 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 172.38 m3·mol-1 Chemaxon Polarizability 66.39 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon