(4Z,6Z,8R,9R,10Z,12R,13R,14R,16S)-13-hydroxy-8,14,19-trimethoxy-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: 2162
• Molecular Formular: C29H40N2O9
• Molecular Mass: 560.6359
• Monoisotopic Mass: 560.27338087
• SMILES: CO[C@@H]1C[C@@H](C)CC2=C(OC)C(=O)C=C(NC(=O)/C(=C\C=C/[C@@H](OC)[C@H](OC(=O)N)/C(=C\[C@@H](C)[C@H]1O)/C)/C)C2=O
• Canonical SMILES: CO[C@@H]1C[C@@H](C)CC2=C(OC)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/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,16-9-,18-13-/t15-,17+,22+,23+,24+,26+/m0/s1
• InChIKey: QTQAWLPCGQOSGP-GBTDJJJQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4Z,6Z,8R,9R,10Z,12R,13R,14R,16S)-13-hydroxy-8,14,19-trimethoxy-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: @geldanamycin
• Synonyms: Geldanamycin

Database IDs

• CAS Number: 30562-34-6
• PubChem SID: 160965616; 46505674
• PubChem CID: 46936377

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.766906
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 2.1511946
• LogD (pH = 7.4): 2.151193
• Log P: 2.1511946
• Molar Refractivity: 152.6793 cm^3
• Polarizability: 57.511158 Å^3
• Polar Surface Area: 163.48 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.54
• LOG S: -4.95
• Solubility (Water): 6.34e-03 g/l

DETAILS

DrugBank - DB02424

• Drug Groups: experimental
• External Links: Wikipedia