BIRD-PRD_000275: Ac-DADE-F(2)Pmp-L-NH(2)

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000275
• Status: Status: REF ONLY
• Name: Ac-DADE-F(2)Pmp-L-NH(2)

BIRD information

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

Synonyms

• (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-4-hydroxy-4-oxobutanoyl]amino]propanoyl]amino]-4-hydroxy-4-oxobutanoyl]amino]-5-[[(2S)-1-[[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]amino]-3-[4-[difluoro(phosphono)methyl]phenyl]-1-oxopropan-2-yl]amino]-5-oxopentanoic acid (PubChem)
• Ac-DADE-F(2)Pmp-L-NH(2) (PDB)
• DADE-pY-L-NH2 (PDB)

Annotation

• Function: Ac-DADE-F(2)Pmp-L-NH(2) is a nonhydrolyzable hexapeptide substrate analogue for Yersinia pestis protein tyrosine phosphatase, EC: 3.1.3.48EC: Ac-DADE-F(2)Pmp-L-NH(2) is a nonhydrolyzable hexapeptide substrate analogue for Yersinia pestis protein tyrosine phosphatase, EC: 3.1.3.48 / Info source: PubMed: 14609321

External info

• ChemSpider: 4534972
• PubChem: 5388923

Family

Phosphotyrosyl mimetic-Containing Hexapeptide

Ac-DADE-F(2)Pmp-L-NH(2)

Chemical information

Composition

Formula: C₃₂H₄₆F₂N₇O₁₅P / Formula weight: 837.716

• Others: Type: peptide-like

History

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

Details

SMILES

• ACDLabs 12.01: O=C(O)CC(N)C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N)CC(C)C)Cc1ccc(cc1)C(F)(F)P(=O)(O)O)CCC(=O)O)CC(=O)O)C
• CACTVS 3.370: CC(C)C[CH](NC(=O)[CH](Cc1ccc(cc1)C(F)(F)[P](O)(O)=O)NC(=O)[CH](CCC(O)=O)NC(=O)[CH](CC(O)=O)NC(=O)C(C)NC(=O)C(N)CC(O)=O)C(N)=O
• OpenEye OEToolkits 1.7.6: CC(C)CC(C(=O)N)NC(=O)C(Cc1ccc(cc1)C(F)(F)P(=O)(O)O)NC(=O)C(CCC(=O)O)NC(=O)C(CC(=O)O)NC(=O)C(C)NC(=O)C(CC(=O)O)N

SMILES CANONICAL

• CACTVS 3.370: CC(C)C[C@H](NC(=O)[C@H](Cc1ccc(cc1)C(F)(F)[P](O)(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(O)=O)NC(=O)C(C)NC(=O)C(N)CC(O)=O)C(N)=O
• OpenEye OEToolkits 1.7.6: C[C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1ccc(cc1)C(F)(F)P(=O)(O)O)C(=O)N[C@@H](CC(C)C)C(=O)N)NC(=O)[C@H](CC(=O)O)N

InChI

• InChI 1.03: InChI=1S/C32H46F2N7O15P/c1-14(2)10-20(26(36)48)39-30(52)21(11-16-4-6-17(7-5-16)32(33,34)57(54,55)56)41-29(51)19(8-9-23(42)43)38-31(53)22(13-25(46)47)40-27(49)15(3)37-28(50)18(35)12-24(44)45/h4-7,14-15,18-22H,8-13,35H2,1-3H3,(H2,36,48)(H,37,50)(H,38,53)(H,39,52)(H,40,49)(H,41,51)(H,42,43)(H,44,45)(H,46,47)(H2,54,55,56)/t15?,18?,19-,20?,21-,22-/m0/s1

InChIKey

• InChI 1.03: NKFDKTIYJICXQQ-RZEGHKJVSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: alpha-aspartylalanyl-L-alpha-aspartyl-L-alpha-glutamyl-4-[difluoro(phosphono)methyl]-L-phenylalanyl-L-leucinamide
• OpenEye OEToolkits 1.7.6: (4S)-5-[[(2S)-1-[[(2S)-1-azanyl-4-methyl-1-oxidanylidene-pentan-2-yl]amino]-3-[4-[bis(fluoranyl)-phosphono-methyl]phenyl]-1-oxidanylidene-propan-2-yl]amino]-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-azanyl-4-oxidanyl-4-oxidanylidene-butanoyl]amino]propanoyl]amino]-4-oxidanyl-4-oxidanylidene-butanoyl]amino]-5-oxidanylidene-pentanoic acid

PDB entries

Showing all 1 items

PDB-1qz0:
Crystal Structure of the Yersinia Pestis Phosphatase YopH in Complex with a Phosphotyrosyl Mimetic-Containing Hexapeptide