Molecule ID: 135563720

IUPAC Name: (5S,8S,9S,10R,13R,14R)-14-methoxycarbonyl-4,4,8,10,12,13,16-heptamethyl-3,15-dioxo-1,2,5,6,7,9-hexahydrocyclopenta[a]phenanthren-17-olate

Description: The molecule is an enolate anion resulting from the deprotonation of the enol of andrastin D.Major species at pH 7.3. Published in http://dx.doi.org/10.1016/j.tet.2013.07.029 It has a role as an EC 2.5.1.58 (protein farnesyltransferase) inhibitor. It is a conjugate base of an andrastin D.

SMILES: COC(=O)[C@@]12C(=O)C(C)=C([O-])[C@]1(C)C(C)=C[C@H]1[C@]3(C)CCC(=O)C(C)(C)[C@H]3CC[C@@]12C

SELFIES: [C][O][C][=Branch1][C][=O][C@@][C][=Branch1][C][=O][C][Branch1][C][C][=C][Branch1][C][O-1][C@][Ring1][Branch2][Branch1][C][C][C][Branch1][C][C][=C][C@H1][C@][Branch1][C][C][C][C][C][=Branch1][C][=O][C][Branch1][C][C][Branch1][C][C][C@H1][Ring1][#Branch2][C][C][C@@][Ring1][=C][Ring2][Ring1][#Branch2][C]

InChI: InChI=1S/C26H36O5/c1-14-13-17-23(5)11-10-18(27)22(3,4)16(23)9-12-24(17,6)26(21(30)31-8)20(29)15(2)19(28)25(14,26)7/h13,16-17,28H,9-12H2,1-8H3/p-1/t16-,17+,23-,24+,25+,26-/m1/s1

Molecular Properties:
- Polar Surface Area: 83.5 Ų
- LogP: 4.9