Molecule ID: 11165999

IUPAC Name: (1S,2S,10S,13S,14R)-1,2,16-trichloro-10-(chloromethyl)-13-methyl-2,11,12,14-tetrahydro-1H-cyclopenta[a]phenanthrene-7,15-dione

Description: The molecule is an androstanoid that is androsta-3,5,8,16-tetraene substituted by chloro groups at positions 1, 2, 16 and 19 and oxo groups at positions 7 and 15 (the 1beta,2alpha stereoisomer). It is isolated from burrowing sponge Cliona nigricans and exhibits cytotoxic efficacy. It has a role as a metabolite and an antineoplastic agent. It is a 15-oxo steroid, a 7-oxo steroid, an androstanoid and a chlorinated steroid.

SMILES: C[C@@]12C=C(Cl)C(=O)[C@H]1C1=C(CC2)[C@]2(CCl)C(=CC1=O)C=C[C@H](Cl)[C@H]2Cl

SELFIES: [C][C@@][C][=C][Branch1][C][Cl][C][=Branch1][C][=O][C@H1][Ring1][#Branch1][C][=C][Branch1][Branch1][C][C][Ring1][O][C@][Branch1][Ring1][C][Cl][C][=Branch1][=Branch1][=C][C][Ring1][#Branch2][=O][C][=C][C@H1][Branch1][C][Cl][C@H1][Ring1][N][Cl]

InChI: InChI=1S/C19H16Cl4O2/c1-18-5-4-10-14(15(18)16(25)12(22)7-18)13(24)6-9-2-3-11(21)17(23)19(9,10)8-20/h2-3,6-7,11,15,17H,4-5,8H2,1H3/t11-,15+,17+,18+,19-/m0/s1

Molecular Properties:
- Polar Surface Area: 34.1 Ų
- LogP: 4.3