ChemComp-0EL: 6-ammonio-N-[(2R,4R,5R)-5-{[N-(tert-butoxycarbonyl)-L-phenylalany...

Basic information

• Entry: Database: PDB chemical components / ID: 0EL
• Name: Name: 6-ammonio-N-[(2R,4R,5R)-5-{[N-(tert-butoxycarbonyl)-L-phenylalanyl-3-(1H-imidazol-3-ium-4-yl)-L-alanyl]amino}-6-cyclohexyl-4-hydroxy-2-(2-methylpropyl)hexanoyl]-L-norleucylphenylalanine

BIRD information

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

Annotation

• Function: inhibitor of Endothiapepsin, EC: 3.4.23.22EC: inhibitor of Endothiapepsin, EC: 3.4.23.22 / Info source: PubMed: 6381096

External info

• PubChem: 23586186

Family

ALC-Leu hydroxyethylene isostere containing inhibitor

6-ammonio-N-[(2R,4R,5R)-5-{[N-(tert-butoxycarbonyl)-L-phenylalanyl-3-(1H-imidazol-3-ium-4-yl)-L-alanyl]amino}-6- cyclohexyl-4-hydroxy-2-(2-methylpropyl)hexanoyl]-L-norleucylphenylalanine

Chemical information

Composition

Formula: C₅₁H₇₈N₈O₉ / Number of atoms: 146 / Formula weight: 947.213 / Formal charge: 2

Others

3er3

BOC

PHE

HIS

CAL

LYS

PHE

Type: peptide-like / PDB classification: HETAIN / Three letter code: 0EL / Ideal coordinates details: Corina / Model coordinates PDB-ID: 3ER3 / Model coordinates details: not provided / Subcomponent: BOC, PHE, HIS, CAL, LYS, PHE

History

Create component	Jan 12, 2009
Modify aromatic flag	Jun 4, 2011
Modify descriptor	Jun 4, 2011

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

Details

SMILES

• ACDLabs 10.04: O=C(O)C(NC(=O)C(NC(=O)C(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)C[CH](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)NC(Cc4ccccc4)C(O)=O

SMILES CANONICAL

• CACTVS 3.341: CC(C)C[C@H](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)NC(Cc4ccccc4)C(O)=O

InChI

• InChI 1.03: InChI=1S/C51H76N8O9/c1-33(2)25-37(45(61)55-39(23-15-16-24-52)46(62)58-43(49(65)66)28-36-21-13-8-14-22-36)29-44(60)40(26-34-17-9-6-10-18-34)56-48(64)42(30-38-31-53-32-54-38)57-47(63)41(27-35-19-11-7-12-20-35)59-50(67)68-51(3,4)5/h7-8,11-14,19-22,31-34,37,39-44,60H,6,9-10,15-18,23-30,52H2,1-5H3,(H,53,54)(H,55,61)(H,56,64)(H,57,63)(H,58,62)(H,59,67)(H,65,66)/p+2/t37-,39+,40+,41+,42+,43?,44+/m1/s1

InChIKey

• InChI 1.03: YHLJEWZZOJLRNJ-OBSKRNKISA-P

SYSTEMATIC NAME

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

PDB entries

Showing all 1 items

PDB-3er3:
The active site of aspartic proteinases