ChemComp-EP2: methyl N-[(2S)-4-{[(1S)-1-{[(2S)-2-carboxypyrrolidin-1-yl]carbony...

Basic information

• Entry: Database: PDB chemical components / ID: EP2
• Name: Name: methyl N-[(2S)-4-{[(1S)-1-{[(2S)-2-carboxypyrrolidin-1-yl]carbonyl}-3-methylbutyl]amino}-2-hydroxy-4-oxobutanoyl]-L-leucylglycylglycinate; Synonyms: NS-134

BIRD information

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

Synonyms

• Glycine, N-[[(2S,3S)-3-carboxy-2-oxiranyl]carbonyl]-L-leucylglycyl-, 3-methyl ester, (1->1')-amide with L-leucyl-L-proline (Scifinder)
• Glycine, N-[[(2S,3S)-3-carboxyoxiranyl]carbonyl]-L-leucylglycyl-, 3-methyl ester, (1->1')-amide with L-leucyl-L-proline (9CI) (Scifinder)
• NS 134 (Scifinder)
• NS-134 (PDB)
• epoxysuccinyl derivative NS134 (PubChem)

Annotation

• Function: Inhibitor of CATHEPSIN B, EC: 3.4.22.1EC: Inhibitor of CATHEPSIN B, EC: 3.4.22.1 / Info source: PubMed: 15084146

External info

• BindingDB: 16511
• ChemSpider: 8433187
• PubChem: 10257704
• CAS: 204569-40-4

Family

NS-134

NS-134 TWO HEADED EPOXYSUCCINYL INHIBITOR

Chemical information

Composition

Formula: C₂₆H₄₁N₅O₁₀ / Number of atoms: 82 / Formula weight: 583.631 / Formal charge: 0

Others

1sp4

MEU

GLY

LEU

EPO

LEU

PRO

Type: peptide-like / PDB classification: HETAIN / Three letter code: EP2 / Ideal coordinates details: Corina / Model coordinates PDB-ID: 1SP4 / Model coordinates details: not provided / Subcomponent: MEU, GLY, LEU, EPO, LEU, PRO

History

Create component	Mar 25, 2008
Modify descriptor	Jun 4, 2011
Modify synonyms	Mar 1, 2021

• External links: UniChem / ChemSpider / BindingDB / Brenda / ChEMBL / PubChem / PubChem_TPharma / ZINC / Wikipedia search / Google search

Details

SMILES

• ACDLabs 10.04: O=C(NC(C(=O)N1C(C(=O)O)CCC1)CC(C)C)C2OC2C(=O)NC(C(=O)NCC(=O)NCC(=O)OC)CC(C)C
• CACTVS 3.341: COC(=O)CNC(=O)CNC(=O)[CH](CC(C)C)NC(=O)[CH]1O[CH]1C(=O)N[CH](CC(C)C)C(=O)N2CCC[CH]2C(O)=O
• OpenEye OEToolkits 1.5.0: CC(C)CC(C(=O)NCC(=O)NCC(=O)OC)NC(=O)C1C(O1)C(=O)NC(CC(C)C)C(=O)N2CCCC2C(=O)O

SMILES CANONICAL

• CACTVS 3.341: COC(=O)CNC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@H]1O[C@@H]1C(=O)N[C@@H](CC(C)C)C(=O)N2CCC[C@H]2C(O)=O
• OpenEye OEToolkits 1.5.0: CC(C)C[C@@H](C(=O)NCC(=O)NCC(=O)OC)NC(=O)[C@@H]1[C@H](O1)C(=O)N[C@@H](CC(C)C)C(=O)N2CCC[C@H]2C(=O)O

InChI

• InChI 1.03: InChI=1S/C26H41N5O10/c1-13(2)9-15(22(34)28-11-18(32)27-12-19(33)40-5)29-23(35)20-21(41-20)24(36)30-16(10-14(3)4)25(37)31-8-6-7-17(31)26(38)39/h13-17,20-21H,6-12H2,1-5H3,(H,27,32)(H,28,34)(H,29,35)(H,30,36)(H,38,39)/t15-,16-,17-,20-,21-/m0/s1

InChIKey

• InChI 1.03: LLLKOFOBLVPXQZ-RNEDXHKXSA-N

SYSTEMATIC NAME

• ACDLabs 10.04: methyl N-{[(2S,3S)-3-{[(1S)-1-{[(2S)-2-carboxypyrrolidin-1-yl]carbonyl}-3-methylbutyl]carbamoyl}oxiran-2-yl]carbonyl}-L-leucylglycylglycinate
• OpenEye OEToolkits 1.5.0: (2S)-1-[(2S)-2-[[(2S,3S)-3-[[(2S)-1-[[2-[(2-methoxy-2-oxo-ethyl)amino]-2-oxo-ethyl]amino]-4-methyl-1-oxo-pentan-2-yl]carbamoyl]oxiran-2-yl]carbonylamino]-4-methyl-pentanoyl]pyrrolidine-2-carboxylic acid

PDB entries

Showing all 1 items

PDB-1sp4:
Crystal structure of NS-134 in complex with bovine cathepsin B: a two headed epoxysuccinyl inhibitor extends along the whole active site cleft