ChemComp-0EK: 6-ammonio-N-{[(2R,3R)-3-{[N-(tert-butoxycarbonyl)-L-phenylalanyl-...

Basic information

• Entry: Database: PDB chemical components / ID: 0EK
• Name: Name: 6-ammonio-N-{[(2R,3R)-3-{[N-(tert-butoxycarbonyl)-L-phenylalanyl-3-(1H-imidazol-3-ium-4-yl)-L-alanyl]amino}-4-cyclohexyl-2-hydroxybutyl](2-methylpropyl)carbamoyl}-L-norleucyl-L-phenylalanine; Synonyms: CP-69,799

BIRD information

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

Synonyms

• (S-(R*,R*))-N-(N2-(((4-Cyclohexyl-3-((N-(N-((1,1-dimethylethoxy)carbonyl)-L-phenylalanyl)-L-histidyl)amino)-2-hydroxybutyl)(1-methylethyl)amino)carbonyl)-L-lysyl)-L-phenylalanine (PubChem)
• 105116-61-8 (PubChem)
• CP 69799 (Scifinder, PubChem)
• CP-69,799 (PDB, PubChem, ChemSpider)
• L-Phenylalanine, N-(N2-(((4-cyclohexyl-3-((N-(N-((1,1-dimethylethoxy)carbonyl)-L-phenylalanyl)-L-histidyl)amino)-2-hydroxybutyl)(1-methylethyl)amino)carbonyl)-L-lysyl)-, (S-(R*,R*))- (PubChem)

Annotation

• Function: inhibitor of aspartate proteinases / Info source: PubChem

External info

• ChemSpider: 114138
• PubChem: 128801
• CAS: 105116-61-8
• [MeSH_Unique_ID] MeSH: C061358

Family

azahomostatine oligopeptide inhibitor

6-ammonio-N-{[(2R,3R)-3-{[N-(tert-butoxycarbonyl)-L-phenylalanyl-3-(1H-imidazol-3-ium-4-yl)-L-alanyl]amino}-4- cyclohexyl-2-hydroxybutyl](2-methylpropyl)carbamoyl}-L-norleucyl-L-phenylalanine

Chemical information

Composition

Formula: C₅₀H₇₇N₉O₉ / Number of atoms: 145 / Formula weight: 948.201 / Formal charge: 2

Others

5er2

BOC

PHE

HIS

AHS

LYS

PHE

Type: peptide-like / PDB classification: HETAIN / Three letter code: 0EK / Ideal coordinates details: Corina / Model coordinates PDB-ID: 5ER2 / Model coordinates details: not provided / Subcomponent: BOC, PHE, HIS, AHS, LYS, PHE

History

Create component	Sep 14, 2008
Modify aromatic flag	Jun 4, 2011
Modify descriptor	Jun 4, 2011
Modify synonyms	Mar 13, 2021

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

Details

SMILES

• ACDLabs 10.04: O=C(O)C(NC(=O)C(NC(=O)N(CC(C)C)CC(O)C(NC(=O)C(NC(=O)C(NC(=O)OC(C)(C)C)Cc1ccccc1)Cc2cnc[nH+]2)CC3CCCCC3)CCCC[NH3+])Cc4ccccc4
• CACTVS 3.341: CC(C)CN(C[CH](O)[CH](CC1CCCCC1)NC(=O)[CH](Cc2c[nH]c[nH+]2)NC(=O)[CH](Cc3ccccc3)NC(=O)OC(C)(C)C)C(=O)N[CH](CCCC[NH3+])C(=O)N[CH](Cc4ccccc4)C(O)=O

SMILES CANONICAL

• CACTVS 3.341: CC(C)CN(C[C@H](O)[C@H](CC1CCCCC1)NC(=O)[C@H](Cc2c[nH]c[nH+]2)NC(=O)[C@H](Cc3ccccc3)NC(=O)OC(C)(C)C)C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H](Cc4ccccc4)C(O)=O

InChI

• InChI 1.03: InChI=1S/C50H75N9O9/c1-33(2)30-59(48(66)57-38(23-15-16-24-51)44(61)56-42(47(64)65)27-36-21-13-8-14-22-36)31-43(60)39(25-34-17-9-6-10-18-34)54-46(63)41(28-37-29-52-32-53-37)55-45(62)40(26-35-19-11-7-12-20-35)58-49(67)68-50(3,4)5/h7-8,11-14,19-22,29,32-34,38-43,60H,6,9-10,15-18,23-28,30-31,51H2,1-5H3,(H,52,53)(H,54,63)(H,55,62)(H,56,61)(H,57,66)(H,58,67)(H,64,65)/p+2/t38-,39-,40-,41-,42-,43-/m0/s1

InChIKey

• InChI 1.03: QBCYEBFUOBJJAC-KHVQSSSXSA-P

SYSTEMATIC NAME

• ACDLabs 10.04: 6-ammonio-N-{[(2R,3R)-3-{[N-(tert-butoxycarbonyl)-L-phenylalanyl-3-(1H-imidazol-3-ium-4-yl)-L-alanyl]amino}-4-cyclohexyl-2-hydroxybutyl](2-methylpropyl)carbamoyl}-L-norleucyl-L-phenylalanine
• OpenEye OEToolkits 1.5.0: [(5S)-5-[[[(2S,3S)-4-cyclohexyl-2-hydroxy-3-[[(2S)-3-(1H-imidazol-3-ium-4-yl)-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenyl-propanoyl]amino]propanoyl]amino]butyl]-(2-methylpropyl)carbamoyl]amino]-6-[[(2S)-1-hydroxy-1-oxo-3-phenyl-propan-2-yl]amino]-6-oxo-hexyl]azanium

PDB entries

Showing all 1 items

PDB-5er2:
High-resolution X-ray diffraction study of the complex between endothiapepsin and an oligopeptide inhibitor. the analysis of the inhibitor binding and description of the rigid body shift in the enzyme