Molecule ID: 90659900

IUPAC Name: (2S)-2-[[(2S)-3-azaniumyl-2-[[(2R,3R)-3-carbamoyloxirane-2-carbonyl]amino]propanoyl]amino]-3-methylbutanoate

Description: The molecule is a peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of dapdiamide C; major species at pH 7.3. NB Although the relative configuration of the epoxide moiety has been assigned as trans, it has not yet been established whether the absolute configuration is R,R (as drawn) or S,S. It has a role as a bacterial metabolite. It is a tautomer of a dapdiamide E.

SMILES: CC(C)[C@H](N=C(O)[C@H](CN)N=C(O)[C@@H]1O[C@H]1C(=N)O)C(=O)O

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

InChI: InChI=1S/C12H20N4O6/c1-4(2)6(12(20)21)16-10(18)5(3-13)15-11(19)8-7(22-8)9(14)17/h4-8H,3,13H2,1-2H3,(H2,14,17)(H,15,19)(H,16,18)(H,20,21)/t5-,6-,7+,8+/m0/s1

Molecular Properties:
- Polar Surface Area: 182.0 Ų
- LogP: -4.0