BIRD-PRD_000387: N-(tert-butoxycarbonyl)-L-alanyl-L-alanyl-N-{(1R)-1-[(S)-[(1S)-2-...

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000387
• Status: Status: REF ONLY
• Name: N-(tert-butoxycarbonyl)-L-alanyl-L-alanyl-N-{(1R)-1-[(S)-[(1S)-2-{[(1R)-1-carboxyethyl]amino}-1-methyl-2-oxoethoxy](hyd roxy)phosphoryl]-2-methylpropyl}-L-prolinamide

BIRD information

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

Synonyms

• [(2S)-1-[[(2S)-1-hydroxy-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]oxy-[(1R)-2-methyl-1-[[(2S)-1-[(2S)-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]propanoyl]pyrrolidine-2-carbonyl]amino]propyl]-oxophosphanium (PubChem)

Annotation

• Function: Inhibitor of ALPHA-LYTIC PROTEASE, EC: 3.4.21.12EC: Inhibitor of ALPHA-LYTIC PROTEASE, EC: 3.4.21.12 / Info source: PubMed: 1998685

External info

• ChemSpider: 4593504
• PubChem: 5496793

Family

Val-phosphonate containing inhibitor

N-(tert-butoxycarbonyl)-L-alanyl-L-alanyl-N-{(1R)-1-[(S)-[(1S)-2-{[(1R)-1-carboxyethyl]amino}-1-methyl-2-oxoethoxy](hyd roxy)phosphoryl]-2-methylpropyl}-L-prolinamide / BOC ALA ALA PRO PVA

Chemical information

Composition

Formula: C₂₆H₄₆N₅O₁₁P / Formula weight: 635.644

• Others: Type: peptide-like

History

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

Details

SMILES

• ACDLabs 12.01: O=C(NC(C(C)C)P(=O)(OC(C(=O)NC(C(=O)O)C)C)O)C1N(C(=O)C(NC(=O)C(NC(=O)OC(C)(C)C)C)C)CCC1
• CACTVS 3.370: CC(C)[CH](NC(=O)[CH]1CCCN1C(=O)[CH](C)NC(=O)[CH](C)NC(=O)OC(C)(C)C)[P](O)(=O)O[CH](C)C(=O)N[CH](C)C(O)=O
• OpenEye OEToolkits 1.7.6: CC(C)C(NC(=O)C1CCCN1C(=O)C(C)NC(=O)C(C)NC(=O)OC(C)(C)C)P(=O)(O)OC(C)C(=O)NC(C)C(=O)O

SMILES CANONICAL

• CACTVS 3.370: CC(C)[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)OC(C)(C)C)[P](O)(=O)O[C@@H](C)C(=O)N[C@@H](C)C(O)=O
• OpenEye OEToolkits 1.7.6: C[C@@H](C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)P(=O)(O)O[C@@H](C)C(=O)N[C@@H](C)C(=O)O)NC(=O)OC(C)(C)C

InChI

• InChI 1.03: InChI=1S/C26H46N5O11P/c1-13(2)22(43(39,40)42-17(6)20(33)28-16(5)24(36)37)30-21(34)18-11-10-12-31(18)23(35)15(4)27-19(32)14(3)29-25(38)41-26(7,8)9/h13-18,22H,10-12H2,1-9H3,(H,27,32)(H,28,33)(H,29,38)(H,30,34)(H,36,37)(H,39,40)/t14-,15?,16+,17-,18+,22+/m0/s1

InChIKey

• InChI 1.03: HNTUQMKXIPFXNH-NPYIXMRJSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: N-(tert-butoxycarbonyl)-L-alanyl-L-alanyl-N-{(1R)-1-[(S)-{[(2S)-1-{[(1R)-1-carboxyethyl]amino}-1-oxopropan-2-yl]oxy}(hydroxy)phosphoryl]-2-methylpropyl}-L-prolinamide
• OpenEye OEToolkits 1.7.6: (2S)-2-[[(2S)-2-[[(1R)-2-methyl-1-[[(2S)-1-[(2S)-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]propanoyl]pyrrolidin-2-yl]carbonylamino]propyl]-oxidanyl-phosphoryl]oxypropanoyl]amino]propanoic acid

PDB entries

Showing all 2 items

PDB-1p11:
CRYSTAL STRUCTURES OF ALPHA-LYTIC PROTEASE COMPLEXES WITH IRREVERSIBLY BOUND PHOSPHONATE ESTERS

PDB-1p12:
CRYSTAL STRUCTURES OF ALPHA-LYTIC PROTEASE COMPLEXES WITH IRREVERSIBLY BOUND PHOSPHONATE ESTERS