BIRD-PRD_000807: hydrocinnamoyl-derivatized PLHSpTA peptide

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000807
• Status: Status: REF ONLY
• Name: hydrocinnamoyl-derivatized PLHSpTA peptide

BIRD information

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

Annotation

• Function: inhibitor of polo-box domain binding / Info source: PubMed: 22961729

Family

PLHSpTA based peptide inhibitors

hydrocinnamoyl-derivatized PLHSpTA peptide / LDPPLHSpTA phosphopeptide / 3-(1-benzothiophen-2-yl)propanoyl-derivatized DPPLHSpTA peptide

Chemical information

Composition

Formula: C₃₆H₅₅N₉O₁₂P / Formula weight: 836.849

• Others: Type: peptide-like

History

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

Details

SMILES

• ACDLabs 12.01: O=C(NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N)C)C(OP(=O)(O)O)C)CO)Cc1[nH+]cnc1)CC(C)C)C3N(C(=O)CCc2ccccc2)CCC3
• CACTVS 3.370: CC(C)C[CH](NC(=O)[CH]1CCCN1C(=O)CCc2ccccc2)C(=O)N[CH](Cc3c[nH]c[nH+]3)C(=O)N[CH](CO)C(=O)N[CH]([CH](C)O[P](O)(O)=O)C(=O)N[CH](C)C(N)=O
• OpenEye OEToolkits 1.7.6: CC(C)CC(C(=O)NC(Cc1c[nH]c[nH+]1)C(=O)NC(CO)C(=O)NC(C(C)OP(=O)(O)O)C(=O)NC(C)C(=O)N)NC(=O)C2CCCN2C(=O)CCc3ccccc3

SMILES CANONICAL

• CACTVS 3.370: CC(C)C[C@H](NC(=O)[C@@H]1CCCN1C(=O)CCc2ccccc2)C(=O)N[C@@H](Cc3c[nH]c[nH+]3)C(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)O[P](O)(O)=O)C(=O)N[C@@H](C)C(N)=O
• OpenEye OEToolkits 1.7.6: C[C@H]([C@@H](C(=O)N[C@@H](C)C(=O)N)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]c[nH+]1)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H]2CCCN2C(=O)CCc3ccccc3)OP(=O)(O)O

InChI

• InChI 1.03: InChI=1S/C36H54N9O12P/c1-20(2)15-25(42-35(52)28-11-8-14-45(28)29(47)13-12-23-9-6-5-7-10-23)32(49)41-26(16-24-17-38-19-39-24)33(50)43-27(18-46)34(51)44-30(22(4)57-58(54,55)56)36(53)40-21(3)31(37)48/h5-7,9-10,17,19-22,25-28,30,46H,8,11-16,18H2,1-4H3,(H2,37,48)(H,38,39)(H,40,53)(H,41,49)(H,42,52)(H,43,50)(H,44,51)(H2,54,55,56)/p+1/t21-,22+,25+,26-,27-,28+,30+/m0/s1

InChIKey

• InChI 1.03: HRXYPSYWHYHRGP-BWELTKAOSA-O

SYSTEMATIC NAME

• ACDLabs 12.01: 1-(3-phenylpropanoyl)-L-prolyl-L-leucyl-3-(1H-imidazol-3-ium-4-yl)-L-alanyl-L-seryl-O-phosphono-L-threonyl-L-alaninamide
• OpenEye OEToolkits 1.7.6: [(2R,3S)-4-[[(2S)-1-azanyl-1-oxidanylidene-propan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-(1H-imidazol-3-ium-4-yl)-2-[[(2S)-4-methyl-2-[[(2S)-1-(3-phenylpropanoyl)pyrrolidin-2-yl]carbonylamino]pentanoyl]amino]propanoyl]amino]-3-oxidanyl-propanoyl]amino]-4-oxidanylidene-butan-2-yl] dihydrogen phosphate

PDB entries

Showing all 1 items

PDB-4e67:
The structure of the polo-box domain (PBD) of polo-like kinase 1 (Plk1) in complex with hydrocinnamoyl-derivatized PLHSpTA peptide