BIRD-PRD_000995: D-peptide inhibitor DPMI-delta

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000995
• Status: Status: REF ONLY
• Name: D-peptide inhibitor DPMI-delta

BIRD information

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

Synonyms

• trifluoromethylated D-peptide inhibitor (PDB)

Annotation

• Function: inhibitor of p53-MDM2 interaction, candidate of anticancer therapeutic development / Info source: PubMed: 22694121

Family

D-peptide inhibitor

D-peptide inhibitor DPMI-delta / D-peptide inhibitor / D-peptide inhibitor

Chemical information

Composition

Formula: C₇₃H₁₀₆F₃N₁₈O₁₈ / Formula weight: 1580.728

• Others: Type: peptide-like

History

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

Details

SMILES

• ACDLabs 12.01: O=C(NC(C(=O)O)CCCNC(=[NH2+])/N)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(N)C(O)C)C)Cc2c1ccccc1nc2)Cc3ccc(O)cc3)C)CC(=O)N)Cc4ccc(cc4)C(F)(F)F)CCC(=O)O)CCCCN)CC(C)C)CC(C)C
• CACTVS 3.370: CC(C)C[CH](NC(=O)[CH](CCCCN)NC(=O)[CH](CCC(O)=O)NC(=O)[CH](Cc1ccc(cc1)C(F)(F)F)NC(=O)[CH](CC(N)=O)NC(=O)[CH](C)NC(=O)[CH](Cc2ccc(O)cc2)NC(=O)[CH](Cc3c[nH]c4ccccc34)NC(=O)[CH](C)NC(=O)C(N)C(C)O)C(=O)N[CH](CC(C)C)C(=O)N[CH](CCCNC(N)=[NH2+])C(O)=O
• OpenEye OEToolkits 1.7.6: CC(C)CC(C(=O)NC(CC(C)C)C(=O)NC(CCCNC(=[NH2+])N)C(=O)O)NC(=O)C(CCCCN)NC(=O)C(CCC(=O)O)NC(=O)C(Cc1ccc(cc1)C(F)(F)F)NC(=O)C(CC(=O)N)NC(=O)C(C)NC(=O)C(Cc2ccc(cc2)O)NC(=O)C(Cc3c[nH]c4c3cccc4)NC(=O)C(C)NC(=O)C(C(C)O)N

SMILES CANONICAL

• CACTVS 3.370: CC(C)C[C@@H](NC(=O)[C@@H](CCCCN)NC(=O)[C@@H](CCC(O)=O)NC(=O)[C@@H](Cc1ccc(cc1)C(F)(F)F)NC(=O)[C@@H](CC(N)=O)NC(=O)[C@@H](C)NC(=O)[C@@H](Cc2ccc(O)cc2)NC(=O)[C@@H](Cc3c[nH]c4ccccc34)NC(=O)[C@@H](C)NC(=O)C(N)C(C)O)C(=O)N[C@H](CC(C)C)C(=O)N[C@H](CCCNC(N)=[NH2+])C(O)=O
• OpenEye OEToolkits 1.7.6: C[C@@H]([C@H](C(=O)N[C@H](C)C(=O)N[C@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@H](Cc3ccc(cc3)O)C(=O)N[C@H](C)C(=O)N[C@H](CC(=O)N)C(=O)N[C@H](Cc4ccc(cc4)C(F)(F)F)C(=O)N[C@H](CCC(=O)O)C(=O)N[C@H](CCCCN)C(=O)N[C@H](CC(C)C)C(=O)N[C@H](CC(C)C)C(=O)N[C@H](CCCNC(=[NH2+])N)C(=O)O)N)O

InChI

• InChI 1.03: InChI=1S/C73H105F3N18O18/c1-36(2)29-51(65(105)88-50(71(111)112)16-12-28-82-72(80)81)92-66(106)52(30-37(3)4)91-62(102)48(15-10-11-27-77)86-63(103)49(25-26-58(98)99)87-67(107)54(31-41-17-21-44(22-18-41)73(74,75)76)94-69(109)56(34-57(78)97)90-60(100)38(5)84-64(104)53(32-42-19-23-45(96)24-20-42)93-68(108)55(33-43-35-83-47-14-9-8-13-46(43)47)89-61(101)39(6)85-70(110)59(79)40(7)95/h8-9,13-14,17-24,35-40,48-56,59,83,95-96H,10-12,15-16,25-34,77,79H2,1-7H3,(H2,78,97)(H,84,104)(H,85,110)(H,86,103)(H,87,107)(H,88,105)(H,89,101)(H,90,100)(H,91,102)(H,92,106)(H,93,108)(H,94,109)(H,98,99)(H,111,112)(H4,80,81,82)/p+1/t38?,39?,40?,48?,49?,50-,51-,52-,53?,54?,55?,56?,59?/m1/s1

InChIKey

• InChI 1.03: HCQJUIWZWMGJRQ-VHGNHKOXSA-O

SYSTEMATIC NAME

• ACDLabs 12.01: threonyl-D-alanyl-D-tryptophyl-D-tyrosyl-D-alanyl-D-asparaginyl-4-(trifluoromethyl)-D-phenylalanyl-D-alpha-glutamyl-D-lysyl-D-leucyl-D-leucyl-N~5~-[amino(iminio)methyl]-D-ornithine
• OpenEye OEToolkits 1.7.6: [azanyl-[[(4R)-4-[[(2R)-2-[[(2R)-2-[[(2R)-6-azanyl-2-[[(2R)-2-[[(2R)-2-[[(2R)-4-azanyl-2-[[(2R)-2-[[(2R)-2-[[(2R)-2-[[(2R)-2-[[(2R,3S)-2-azanyl-3-oxidanyl-butanoyl]amino]propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]-4-oxidanylidene-butanoyl]amino]-3-[4-(trifluoromethyl)phenyl]propanoyl]amino]-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]hexanoyl]amino]-4-methyl-pentanoyl]amino]-4-methyl-pentanoyl]amino]-5-oxidanyl-5-oxidanylidene-pentyl]amino]methylidene]azanium

PDB entries

Showing all 1 items

PDB-3tpx:
Crystal structure of human MDM2 in complex with a trifluoromethylated D-peptide inhibitor