Molecule ID: 9798121

IUPAC Name: N-[(2S)-3-hydroxy-1-[[1-[2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopent-4-en-2-yl]amino]-1-oxopropan-2-yl]butanamide

Description: The molecule is an epoxide that is oxiran-2-ylmethanol which is acylated at position 2 by N-butanoyl-L-seryl-4-methylidenenorvalinyl group. It is a proteasome inhibitor isolated from Streptomyces. It has a role as a proteasome inhibitor, an antineoplastic agent, an antimicrobial agent and a bacterial metabolite. It is an epoxide, a ketone, a primary alcohol, a secondary alcohol, a diol and a monocarboxylic acid amide.

SMILES: C=C(C)CC(N=C(O)[C@H](CO)N=C(O)CCC)C(=O)C1(CO)CO1

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

InChI: InChI=1S/C16H26N2O6/c1-4-5-13(21)17-12(7-19)15(23)18-11(6-10(2)3)14(22)16(8-20)9-24-16/h11-12,19-20H,2,4-9H2,1,3H3,(H,17,21)(H,18,23)/t11?,12-,16?/m0/s1

Molecular Properties:
- Polar Surface Area: 128.0 Ų
- LogP: -0.6