Comment: Geldanamycin is a benzoquinone antibacterial that inhibits HSP90 and promotes the proteasomal degradation of oncogenic signaling proteins.
|
|
2D Structure
|
|
Physico-chemical Properties
|
|
Hydrogen bond acceptors
|
11
|
Hydrogen bond donors
|
3
|
Rotatable bonds
|
5
|
Topological polar surface area
|
163.48
|
Molecular weight
|
560.27
|
XLogP
|
1.02
|
No. Lipinski's rules broken
|
1
|
|
SMILES / InChI / InChIKey
|
|
Canonical SMILES
|
COC1CC(C)CC2=C(OC)C(=O)C=C(C2=O)NC(=O)C(=CC=CC(C(C(=CC(C1O)C)C)OC(=O)N)OC)C
|
Isomeric 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+/m1/s1
|
InChI Key
|
QTQAWLPCGQOSGP-KSRBKZBZSA-N
|
|
|