Molecule ID: 42601513

IUPAC Name: (2S)-2-[[(2S)-1-[[(3E,5S,8S,9E)-2,7-dioxo-5-propan-2-yl-1,6-diazacyclododeca-3,9-dien-8-yl]amino]-3-methyl-1-oxobutan-2-yl]carbamoylamino]-3-methylbutanoic acid

Description: The molecule is a syrbactin that has a (3E,9E)-2,7-dioxo-1,6-diazacyclododeca-3,9-diene skeleton that is substituted by an isopropyl group at position 5 and by a [(2S)-2-({[(1S)-1-carboxy-2-methylpropyl]carbamoyl}amino)-3-methylbutanoyl]nitrilo group at the 8-pro-S position. It is produced by the pathogenic bacterium Pseudomonas syringae pv. syringae. It has a role as a bacterial metabolite. It is a member of ureas, a monocarboxylic acid, a syrbactin and a homodetic cyclic peptide.

SMILES: CC(C)[C@H](N=C(O)N[C@H](C(=O)O)C(C)C)C(O)=N[C@H]1/C=C/CCN=C(O)/C=C/[C@H](C(C)C)N=C1O

SELFIES: [C][C][Branch1][C][C][C@H1][Branch2][Ring1][Ring2][N][=C][Branch1][C][O][N][C@H1][Branch1][=Branch1][C][=Branch1][C][=O][O][C][Branch1][C][C][C][C][Branch1][C][O][=N][C@H1][/C][=C][/C][C][N][=C][Branch1][C][O][/C][=C][/C@H1][Branch1][=Branch1][C][Branch1][C][C][C][N][=C][Ring1][S][O]

InChI: InChI=1S/C24H39N5O6/c1-13(2)16-10-11-18(30)25-12-8-7-9-17(21(31)26-16)27-22(32)19(14(3)4)28-24(35)29-20(15(5)6)23(33)34/h7,9-11,13-17,19-20H,8,12H2,1-6H3,(H,25,30)(H,26,31)(H,27,32)(H,33,34)(H2,28,29,35)/b9-7+,11-10+/t16-,17+,19+,20+/m1/s1

Molecular Properties:
- Polar Surface Area: 166.0 Ų
- LogP: 2.3