(8S,9S,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

• ChemBase ID: 130442
• Molecular Formular: C32H48N4O8
• Molecular Mass: 616.74552
• Monoisotopic Mass: 616.34721452
• 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
• Canonical SMILES: CO[C@H]1C[C@H](C)CC2=C(NCCN(C)C)C(=O)C=C(C2=O)NC(=O)/C(=C/C=C\[C@@H]([C@@H](/C(=C/[C@@H]([C@H]1O)C)/C)OC(=O)N)OC)/C
• 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)/t18-,20+,25+,26+,28-,30+/m1/s1
• InChIKey: KUFRQPKVAWMTJO-LVKYINPESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (8S,9S,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
• IUPAC Traditional name: (8S,9S,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
• Synonyms: 17-DMAG; Alvespimycin; 17-Dimethylaminoethylamino-17-demethoxygeldanamycin

Database IDs

• CAS Number: 467214-20-6
• PubChem SID: 162224721
• PubChem CID: 5288674
• CHEMBL: 383824
• Chemspider ID: 16744073
• Wikipedia Title: 17-Dimethylaminoethylamino-17-demethoxygeldanamycin

CALCULATED PROPERTIES

• Acid pKa: 12.775154
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 0.041767485
• LogD (pH = 7.4): 1.5928986
• Log P: 1.8524113
• Molar Refractivity: 172.3793 cm^3
• Polarizability: 64.97228 Å^3
• Polar Surface Area: 169.52 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false