BIRD-PRD_000345: Ac-pTyr-Glu-Glu-Ile, pYEEI

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000345
• Status: Status: REF ONLY
• Name: Ac-pTyr-Glu-Glu-Ile, pYEEI

BIRD information

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

Synonyms

• Ac-pTyr-Glu-Glu-Ile-OH (PDB)
• pYEEI analog (PDB)

Annotation

• Function: Inhibitor of TYROSINE-PROTEIN KINASE TRANSFORMING PROTEIN SRC, EC: 2.7.1.112EC: Inhibitor of TYROSINE-PROTEIN KINASE TRANSFORMING PROTEIN SRC, EC: 2.7.1.112 / Info source: PubMed: 11782172
• Structure: conformationally constrained peptide mimics are cyclopropane-derived isosteres whereby a cyclopropane ring substitutes to the N-Calpha-Cbeta atoms of the phosphotyrosine / Info source: PubMed: 11782172

External info

• PubChem: 23585911

Family

cyclopropane-ring-containing-rigid-pTyr-mimic peptides

Ac-pTyr-Glu-Glu-Ile, pYEEI

Chemical information

Composition

Formula: C₂₈H₃₉N₄O₁₄P / Formula weight: 686.601

• Others: Type: peptide-like

History

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

Details

SMILES

• ACDLabs 12.01: O=C(NC)C2C(c1ccc(OP(=O)(O)O)cc1)C2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)C(C)CC)CCC(=O)O)CCC(=O)O
• CACTVS 3.370: CC[CH](C)[CH](NC(=O)[CH](CCC(O)=O)NC(=O)[CH](CCC(O)=O)NC(=O)[CH]1[CH]([CH]1c2ccc(O[P](O)(O)=O)cc2)C(=O)NC)C(O)=O
• OpenEye OEToolkits 1.7.6: CCC(C)C(C(=O)O)NC(=O)C(CCC(=O)O)NC(=O)C(CCC(=O)O)NC(=O)C1C(C1C(=O)NC)c2ccc(cc2)OP(=O)(O)O

SMILES CANONICAL

• CACTVS 3.370: CC[C@H](C)[C@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H]1[C@@H]([C@@H]1c2ccc(O[P](O)(O)=O)cc2)C(=O)NC)C(O)=O
• OpenEye OEToolkits 1.7.6: CC[C@H](C)[C@@H](C(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H]1[C@H]([C@@H]1C(=O)NC)c2ccc(cc2)OP(=O)(O)O

InChI

• InChI 1.03: InChI=1S/C28H39N4O14P/c1-4-13(2)23(28(41)42)32-25(38)17(10-12-19(35)36)30-24(37)16(9-11-18(33)34)31-27(40)22-20(21(22)26(39)29-3)14-5-7-15(8-6-14)46-47(43,44)45/h5-8,13,16-17,20-23H,4,9-12H2,1-3H3,(H,29,39)(H,30,37)(H,31,40)(H,32,38)(H,33,34)(H,35,36)(H,41,42)(H2,43,44,45)/t13-,16+,17+,20-,21-,22-,23+/m1/s1

InChIKey

• InChI 1.03: ZWWHXCGEWMYEHI-XGTWRLDISA-N

SYSTEMATIC NAME

• ACDLabs 12.01: N-({(1R,2S,3R)-2-(methylcarbamoyl)-3-[4-(phosphonooxy)phenyl]cyclopropyl}carbonyl)-L-alpha-glutamyl-L-alpha-glutamyl-L-isoleucine
• OpenEye OEToolkits 1.7.6: (2S,3S)-3-methyl-2-[[(2S)-2-[[(2S)-2-[[(1R,2S,3S)-2-(methylcarbamoyl)-3-(4-phosphonooxyphenyl)cyclopropyl]carbonylamino]-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]pentanoic acid

PDB entries

Showing all 1 items

PDB-1is0:
Crystal Structure of a Complex of the Src SH2 Domain with Conformationally Constrained Peptide Inhibitor