ChemComp-0EM: N-(tert-butoxycarbonyl)-L-phenylalanyl-N-{(1S)-1-[(R)-hydroxy(2-{...

Basic information

• Entry: Database: PDB chemical components / ID: 0EM
• Name: Name: N-(tert-butoxycarbonyl)-L-phenylalanyl-N-{(1S)-1-[(R)-hydroxy(2-{[(2S)-2-methylbutyl]amino}-2-oxoethyl)phosphoryl]-3-methylbutyl}-3-(1H-imidazol-3-ium-4-yl)-L-alaninamide; Synonyms: PD-130,328

BIRD information

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

Synonyms

• L-Histidinamide, N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanyl-N-[1-[hydroxy[2-[(2-methylbutyl)amino]-2-oxoethyl] phosphinyl]-3-methylbutyl]-(9CI) PD 130328 (Scifinder)
• PD-130328 (PDB)

Annotation

• Function: Inhibitor of Endothiapepsin, EC: 3.4.23.22EC: Inhibitor of Endothiapepsin, EC: 3.4.23.22 / Info source: PubMed: 2179568

External info

• PubChem: 445389

Family

Leu phosphinic acid analogue containing inhibitor

N-(tert-butoxycarbonyl)-L-phenylalanyl-N-{(1S)-1-[(R)-hydroxy(2-{[(2S)-2-methylbutyl]amino}-2-oxoethyl)phosphoryl]-3- methylbutyl}-3-(1H-imidazol-3-ium-4-yl)-L-alaninamide

Chemical information

Composition

Formula: C₃₂H₅₂N₆O₇P / Number of atoms: 98 / Formula weight: 663.765 / Formal charge: 1

Others

1gvw

BOC

PHE

HIS

PTA

DCI

Type: peptide-like / PDB classification: HETAIN / Three letter code: 0EM / Ideal coordinates details: Corina / Model coordinates PDB-ID: 1GVW / Model coordinates details: not provided / Subcomponent: BOC, PHE, HIS, PTA, DCI

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(NCC(C)CC)CP(=O)(O)C(NC(=O)C(NC(=O)C(NC(=O)OC(C)(C)C)Cc1ccccc1)Cc2cnc[nH+]2)CC(C)C
• CACTVS 3.341: CC[CH](C)CNC(=O)C[P](O)(=O)[CH](CC(C)C)NC(=O)[CH](Cc1c[nH]c[nH+]1)NC(=O)[CH](Cc2ccccc2)NC(=O)OC(C)(C)C

SMILES CANONICAL

• CACTVS 3.341: CC[C@H](C)CNC(=O)C[P@](O)(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1c[nH]c[nH+]1)NC(=O)[C@H](Cc2ccccc2)NC(=O)OC(C)(C)C

InChI

• InChI 1.03: InChI=1S/C32H51N6O7P/c1-8-22(4)17-34-27(39)19-46(43,44)28(14-21(2)3)38-30(41)26(16-24-18-33-20-35-24)36-29(40)25(15-23-12-10-9-11-13-23)37-31(42)45-32(5,6)7/h9-13,18,20-22,25-26,28H,8,14-17,19H2,1-7H3,(H,33,35)(H,34,39)(H,36,40)(H,37,42)(H,38,41)(H,43,44)/p+1/t22-,25-,26-,28+/m0/s1

InChIKey

• InChI 1.03: ZQDBBPUTYSTPQE-DYYCDWSUSA-O

SYSTEMATIC NAME

• ACDLabs 10.04: N-(tert-butoxycarbonyl)-L-phenylalanyl-N-{(1S)-1-[(R)-hydroxy(2-{[(2S)-2-methylbutyl]amino}-2-oxoethyl)phosphoryl]-3-methylbutyl}-3-(1H-imidazol-3-ium-4-yl)-L-alaninamide
• OpenEye OEToolkits 1.5.0: [(1R)-1-[[(2S)-3-(1H-imidazol-3-ium-4-yl)-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenyl-propanoyl]amino]propanoyl]amino]-3-methyl-butyl]-[2-[[(2S)-2-methylbutyl]amino]-2-oxo-ethyl]phosphinic acid

PDB entries

Showing all 2 items

PDB-1ent:
X-RAY ANALYSES OF ASPARTIC PROTEINASES. THE THREE-DIMENSIONAL STRUCTURE AT 2.1 ANGSTROMS RESOLUTION OF ENDOTHIAPEPSIN

PDB-1gvw:
Endothiapepsin complex with PD-130,328