BIRD-PRD_000108: HCO-(D-NLE-L-NLE)3-D-MENLE-L-NLE-D-NLE-L-NLE-OME

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000108
• Status: Status: REF ONLY
• Name: HCO-(D-NLE-L-NLE)3-D-MENLE-L-NLE-D-NLE-L-NLE-OME

BIRD information

• Type: Polypeptide / Antibiotic
• Downloads: Molecular definition / Chemical definition / Family definition

Annotation

• Structure: designed to study the conformational analysis of beta-helical oligopeptides / Info source: PubMed: 14755580
• Function: beta-helices can be associated with the transmembrane ion-conducting channel activity in some natural antibacterial peptides / Info source: PubMed: 14755580

Family

DL_AlternatingPeptides

BOC-(D-NLE-L-NLE)4-D-NLE(METHYL)-L-NLE-D-NLE-L-NLE METHYL ESTER / H-(L-TYR-D-TYR)4-LYS-OH / HCO-(D-NLE-L-NLE)3-D-MENLE-L-NLE-D-NLE-L-NLE-OME / BOC-L-NLE-(D-NLE-L-NLE)5-D-NLE(METHYL)-L-NLE-D-NLE-L-NLE METHYL ESTER

Chemical information

Composition

Formula: C₆₃H₁₁₆N₁₀O₁₂ / Formula weight: 1205.655

• Others: Type: peptide-like

History

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

Details

SMILES

• ACDLabs 12.01: O=CNC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N(C)C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)OC)CCCC)CCCC)CCCC)CCCC)CCCC)CCCC)CCCC)CCCC)CCCC)CCCC
• CACTVS 3.370: CCCC[CH](NC=O)C(=O)N[CH](CCCC)C(=O)N[CH](CCCC)C(=O)N[CH](CCCC)C(=O)N[CH](CCCC)C(=O)N[CH](CCCC)C(=O)N(C)[CH](CCCC)C(=O)N[CH](CCCC)C(=O)N[CH](CCCC)C(=O)N[CH](CCCC)C(=O)OC
• OpenEye OEToolkits 1.7.6: CCCCC(C(=O)NC(CCCC)C(=O)NC(CCCC)C(=O)NC(CCCC)C(=O)NC(CCCC)C(=O)NC(CCCC)C(=O)N(C)C(CCCC)C(=O)NC(CCCC)C(=O)NC(CCCC)C(=O)NC(CCCC)C(=O)OC)NC=O

SMILES CANONICAL

• CACTVS 3.370: CCCC[C@@H](NC=O)C(=O)N[C@@H](CCCC)C(=O)N[C@H](CCCC)C(=O)N[C@@H](CCCC)C(=O)N[C@H](CCCC)C(=O)N[C@@H](CCCC)C(=O)N(C)[C@H](CCCC)C(=O)N[C@@H](CCCC)C(=O)N[C@H](CCCC)C(=O)N[C@@H](CCCC)C(=O)OC
• OpenEye OEToolkits 1.7.6: CCCC[C@H](C(=O)N[C@@H](CCCC)C(=O)N[C@H](CCCC)C(=O)N[C@@H](CCCC)C(=O)N[C@H](CCCC)C(=O)N[C@@H](CCCC)C(=O)N(C)[C@H](CCCC)C(=O)N[C@@H](CCCC)C(=O)N[C@H](CCCC)C(=O)N[C@@H](CCCC)C(=O)OC)NC=O

InChI

• InChI 1.03: InChI=1S/C63H116N10O12/c1-13-23-33-44(64-43-74)54(75)65-45(34-24-14-2)55(76)66-46(35-25-15-3)56(77)67-47(36-26-16-4)57(78)68-48(37-27-17-5)59(80)71-51(40-30-20-8)62(83)73(11)53(42-32-22-10)61(82)70-50(39-29-19-7)58(79)69-49(38-28-18-6)60(81)72-52(41-31-21-9)63(84)85-12/h43-53H,13-42H2,1-12H3,(H,64,74)(H,65,75)(H,66,76)(H,67,77)(H,68,78)(H,69,79)(H,70,82)(H,71,80)(H,72,81)/t44-,45+,46-,47+,48-,49-,50+,51+,52+,53-/m1/s1

InChIKey

• InChI 1.03: HTFTYEBBIOFICB-FTTHONBCSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: methyl N-formyl-D-norleucyl-L-norleucyl-D-norleucyl-L-norleucyl-D-norleucyl-L-norleucyl-N-methyl-D-norleucyl-L-norleucyl-D-norleucyl-L-norleucinate
• OpenEye OEToolkits 1.7.6: methyl (2S)-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-formamidohexanoyl]amino]hexanoyl]amino]hexanoyl]amino]hexanoyl]amino]hexanoyl]amino]hexanoyl]-methyl-amino]hexanoyl]amino]hexanoyl]amino]hexanoyl]amino]hexanoate

PDB entries

Showing all 1 items

PDB-1s4a:
NMR Structure of a D,L alternating decamer of norleucine: double antiparallel beta-helix