BIRD-PRD_001018: Cepafungin I

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_001018
• Status: Status: REF ONLY
• Name: Cepafungin I

BIRD information

• Type: Peptide-like / Inhibitor
• Downloads: Molecular definition / Chemical definition / Family definition

Synonyms

• 1,6-Diazacyclododecane, 2,4-dodecadienamide deriv. (Scifinder)
• 2,4-Dodecadienamide, N-[(1S,2R)-2-hydroxy-1-[[[(3E,5S,8S,10S)-10-hydroxy-5-methyl-2,7-dioxo-1,6-diazacyclododec-3-en-8-yl]amino]carbonyl]propyl]-11-methyl-, (2E,4E)- (Scifinder)
• 2,4-Dodecadienamide, N-[2-hydroxy-1-[[(10-hydroxy-5-methyl-2,7-dioxo-1,6-diazacyclododec-3-en-8-yl)amino]carbonyl]propyl]-11-methyl-, [5S-[3E,5R*,8R*[1R*(2E,4E),2S*],10R*]]- (Scifinder)

Annotation

• Function: inhibitor of Proteasome, EC: 3.4.25.1EC: inhibitor of Proteasome, EC: 3.4.25.1 / Info source: PubMed: 20875739

Source

• Saccharomyces cerevisiae (brewer's yeast), :

External info

• PubChem: 135086853
• CAS: 130743-08-7

Family

Syrbactin

(2E,4E)-N-[(2R,3S)-1-{[(5S,8S,9E)-2,7-dioxo-5-(propan-2-yl)-1,6-diazacyclododec-9-en-8-yl]amino}-3-hydroxy-1-oxobutan-2-yl]dodeca-2,4-dienamide / Cepafungin I / Glidobactin

Chemical information

Composition

Formula: C₂₈H₄₈N₄O₆ / Formula weight: 536.704

• Others: Type: peptide-like

History

• External links: UniChem / ChemSpider / Wikipedia search / Google search

Details

SMILES

• ACDLabs 12.01: O=C(\C=C\C=C/CCCCCC(C)C)NC(C(=O)NC1C(=O)NC(CCC(=O)NCCC(O)C1)C)C(O)C
• CACTVS 3.370: CC(C)CCCCCC=CC=CC(=O)N[CH]([CH](C)O)C(=O)N[CH]1C[CH](O)CCNC(=O)CC[CH](C)NC1=O
• OpenEye OEToolkits 1.7.6: CC1CCC(=O)NCCC(CC(C(=O)N1)NC(=O)C(C(C)O)NC(=O)C=CC=CCCCCCC(C)C)O

SMILES CANONICAL

• CACTVS 3.370: CC(C)CCCCC/C=C/C=C/C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@H]1C[C@@H](O)CCNC(=O)CC[C@H](C)NC1=O
• OpenEye OEToolkits 1.7.6: C[C@H]1CCC(=O)NCC[C@@H](C[C@@H](C(=O)N1)NC(=O)[C@H]([C@@H](C)O)NC(=O)/C=C/C=C/CCCCCC(C)C)O

InChI

• InChI 1.03: InChI=1S/C28H48N4O6/c1-19(2)12-10-8-6-5-7-9-11-13-25(36)32-26(21(4)33)28(38)31-23-18-22(34)16-17-29-24(35)15-14-20(3)30-27(23)37/h7,9,11,13,19-23,26,33-34H,5-6,8,10,12,14-18H2,1-4H3,(H,29,35)(H,30,37)(H,31,38)(H,32,36)

InChIKey

• InChI 1.03: PTTDGJXJAAVFQV-UHFFFAOYSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: (2E,4E)-N-[(2R,3S)-3-hydroxy-1-{[(5R,8S,10S)-10-hydroxy-5-methyl-2,7-dioxo-1,6-diazacyclododecan-8-yl]amino}-1-oxobutan-2-yl]-11-methyldodeca-2,4-dienamide
• OpenEye OEToolkits 1.7.6: (2E,4E)-11-methyl-N-[(2S,3R)-1-[[(5S,8S,10S)-5-methyl-10-oxidanyl-2,7-bis(oxidanylidene)-1,6-diazacyclododec-8-yl]amino]-3-oxidanyl-1-oxidanylidene-butan-2-yl]dodeca-2,4-dienamide

PDB entries

Showing all 1 items

PDB-4fzc:
20S yeast proteasome in complex with cepafungin I