BIRD-PRD_000246: N~2~-acetyl-N~5~-[amino(iminio)methyl]-L-ornithyl-L-alpha-glutamy...

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000246
• Status: Status: REF ONLY
• Name: N~2~-acetyl-N~5~-[amino(iminio)methyl]-L-ornithyl-L-alpha-glutamyl-N-[(1S)-5-amino-1-(chloroacetyl)pentyl]-N~5~- [amino(iminio)methyl]-L-ornithinamide

BIRD information

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

Synonyms

• Ac-R-E-R-K-chloromethyl ketone inhibitor (PDB)

Annotation

• Function: inhibitor or Kexin, EC: 3.4.21.61EC: inhibitor or Kexin, EC: 3.4.21.61 / Info source: PubMed: 17426142

Family

RERK-chloromethylketone inhibitor

N~2~-acetyl-N~5~-[amino(iminio)methyl]-L-ornithyl-L-alpha-glutamyl-N-[(1S)-5-amino-1-(chloroacetyl)pentyl]-N~5~- [amino(iminio)methyl]-L-ornithinamide

Chemical information

Composition

Formula: C₂₆H₅₂ClN₁₁O₇ / Formula weight: 666.214

• Others: Type: peptide-like

History

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

Details

SMILES

• ACDLabs 12.01: O=C(NC(CCCCN)C(O)CCl)C(NC(=O)C(NC(=O)C(NC(=O)C)CCCNC(=[NH2+])\N)CCC(=O)O)CCCNC(=[NH2+])/N
• CACTVS 3.370: CC(=O)N[CH](CCCNC(N)=[NH2+])C(=O)N[CH](CCC(O)=O)C(=O)N[CH](CCCNC(N)=[NH2+])C(=O)N[CH](CCCCN)[CH](O)CCl
• OpenEye OEToolkits 1.7.6: CC(=O)NC(CCCNC(=[NH2+])N)C(=O)NC(CCC(=O)O)C(=O)NC(CCCNC(=[NH2+])N)C(=O)NC(CCCCN)C(CCl)O

SMILES CANONICAL

• CACTVS 3.370: CC(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)N[C@@H](CCCCN)[C@H](O)CCl
• OpenEye OEToolkits 1.7.6: CC(=O)N[C@@H](CCCNC(=[NH2+])N)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCNC(=[NH2+])N)C(=O)N[C@@H](CCCCN)C(CCl)O

InChI

• InChI 1.03: InChI=1S/C26H50ClN11O7/c1-15(39)35-17(7-4-12-33-25(29)30)22(43)38-19(9-10-21(41)42)24(45)37-18(8-5-13-34-26(31)32)23(44)36-16(20(40)14-27)6-2-3-11-28/h16-20,40H,2-14,28H2,1H3,(H,35,39)(H,36,44)(H,37,45)(H,38,43)(H,41,42)(H4,29,30,33)(H4,31,32,34)/p+2/t16-,17+,18+,19?,20-/m1/s1

InChIKey

• InChI 1.03: KUBFPIMEUSMNBI-YTNAJCSRSA-P

SYSTEMATIC NAME

• ACDLabs 12.01: N~2~-acetyl-N~5~-[amino(iminio)methyl]-L-ornithyl-L-alpha-glutamyl-N-[(2S,3R)-7-amino-1-chloro-2-hydroxyheptan-3-yl]-N~5~-[amino(iminio)methyl]-L-ornithinamide
• OpenEye OEToolkits 1.7.6: [[[(4S)-4-acetamido-5-[[(2S)-1-[[(2S)-5-[[azaniumylidene(azanyl)methyl]amino]-1-[[(3S)-7-azanyl-1-chloranyl-2-oxidanyl-heptan-3-yl]amino]-1-oxidanylidene-pentan-2-yl]amino]-5-oxidanyl-1,5-bis(oxidanylidene)pentan-2-yl]amino]-5-oxidanylidene-pentyl]amino]-azanyl-methylidene]azanium

PDB entries

Showing all 1 items

PDB-2id4:
The 1.9 A structure of Kex2 in complex with an Ac-R-E-R-K-chloromethyl ketone inhibitor.