BIRD-PRD_000306: KPFS-(CH2-NH)-LQF peptidomimetic inhibitor of PfPM1

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000306
• Status: Status: REF ONLY
• Name: KPFS-(CH2-NH)-LQF peptidomimetic inhibitor of PfPM1

BIRD information

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

Synonyms

• (2S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2,6-diaminohexanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoyl]amino]-3-hydroxypropanoyl]amino]-4-methylpentyl]amino]-4-methylpentanoyl] amino]-5-oxopentanoyl]amino]-3-phenylpropanoic acid (PubChem)
• KPFS-L(CH2-NH)-LQF (PDB)

Annotation

• Function: Inhibts plasmepsin 1 from Plasmodium falciparum, EC: 3.4.23.39EC: Inhibts plasmepsin 1 from Plasmodium falciparum, EC: 3.4.23.39 / Info source: DOI:10.1021/bi802059r

External info

• PubChem: 17756734

Family

Leu-Leu reduced peptide containing inhibitor

KPFS-(CH2-NH)-LQF peptidomimetic inhibitor of PfPM1

Chemical information

Composition

Formula: C₄₉H₇₇N₁₀O₁₀ / Formula weight: 966.197

• 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(CC(C)C)CNC(C(=O)NC(C(=O)NC(C(=O)O)Cc1ccccc1)CCC(=O)N)CC(C)C)CO)Cc2ccccc2)C3N(C(=O)C(N)CCCC[NH3+])CCC3
• CACTVS 3.370: CC(C)C[CH](CN[CH](CC(C)C)C(=O)N[CH](CCC(N)=O)C(=O)N[CH](Cc1ccccc1)C(O)=O)NC(=O)[CH](CO)NC(=O)[CH](Cc2ccccc2)NC(=O)[CH]3CCCN3C(=O)[CH](N)CCCC[NH3+]
• OpenEye OEToolkits 1.7.6: CC(C)CC(CNC(CC(C)C)C(=O)NC(CCC(=O)N)C(=O)NC(Cc1ccccc1)C(=O)O)NC(=O)C(CO)NC(=O)C(Cc2ccccc2)NC(=O)C3CCCN3C(=O)C(CCCC[NH3+])N

SMILES CANONICAL

• CACTVS 3.370: CC(C)C[C@@H](CN[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](Cc1ccccc1)C(O)=O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H]3CCCN3C(=O)[C@@H](N)CCCC[NH3+]
• OpenEye OEToolkits 1.7.6: CC(C)C[C@@H](CN[C@@H](CC(C)C)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](Cc1ccccc1)C(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H]3CCCN3C(=O)[C@H](CCCC[NH3+])N

InChI

• InChI 1.03: InChI=1S/C49H76N10O10/c1-30(2)24-34(28-53-37(25-31(3)4)44(63)55-36(20-21-42(52)61)43(62)57-39(49(68)69)27-33-16-9-6-10-17-33)54-46(65)40(29-60)58-45(64)38(26-32-14-7-5-8-15-32)56-47(66)41-19-13-23-59(41)48(67)35(51)18-11-12-22-50/h5-10,14-17,30-31,34-41,53,60H,11-13,18-29,50-51H2,1-4H3,(H2,52,61)(H,54,65)(H,55,63)(H,56,66)(H,57,62)(H,58,64)(H,68,69)/p+1

InChIKey

• InChI 1.03: BUPNOZSDCJWABK-UHFFFAOYSA-O

SYSTEMATIC NAME

• ACDLabs 12.01: (5S)-5-amino-6-[(2R)-2-{[(2S,5R,8S,11R,14S,17R)-5-(3-amino-3-oxopropyl)-2-carboxy-14-(hydroxymethyl)-8,11-bis(2-methylpropyl)-4,7,13,16-tetraoxo-1,18-diphenyl-3,6,9,12,15-pentaazaoctadecan-17-yl]carbamoyl}pyrrolidin-1-yl]-6-oxohexan-1-aminium (non-preferred name)
• OpenEye OEToolkits 1.7.6: [(5S)-5-azanyl-6-[(2S)-2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-5-azanyl-1,5-bis(oxidanylidene)-1-[[(2S)-1-oxidanyl-1-oxidanylidene-3-phenyl-propan-2-yl]amino]pentan-2-yl]amino]-4-methyl-1-oxidanylidene-pentan-2-yl]amino]-4-methyl-pentan-2-yl]amino]-3-oxidanyl-1-oxidanylidene-propan-2-yl]amino]-1-oxidanylidene-3-phenyl-propan-2-yl]carbamoyl]pyrrolidin-1-yl]-6-oxidanylidene-hexyl]azanium

PDB entries

Showing all 1 items

PDB-2r9b:
Structural Analysis of Plasmepsin 2 from Plasmodium falciparum complexed with a peptide-based inhibitor