peptide 4 [PMID: 18294843]   Click here for help

GtoPdb Ligand ID: 8582

Compound class: Synthetic organic
Comment: Peptide 4 is reported as an inhibitor of tripeptidyl peptidase II (TPP2) [1]. TPP2 is vital for essential processes such as antigen processing, apoptosis and cell division, with inhibitors predicted to have clinical potential in muscle wasting diseases, obesity, and cancer [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 8
Rotatable bonds 18
Topological polar surface area 244.12
Molecular weight 484.28
XLogP -3.96
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES NC(=NCCCC(C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC(C(=O)O)C)C(C)C)C)N)N
Isomeric SMILES NC(=NCCC[C@@H](C(=O)N[C@H](C(=O)NC(=C)C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C)C(C)C)C)N)N
InChI InChI=1S/C20H36N8O6/c1-9(2)14(18(32)27-12(5)19(33)34)28-16(30)11(4)25-15(29)10(3)26-17(31)13(21)7-6-8-24-20(22)23/h9-10,12-14H,4,6-8,21H2,1-3,5H3,(H,25,29)(H,26,31)(H,27,32)(H,28,30)(H,33,34)(H4,22,23,24)/t10-,12-,13-,14-/m0/s1
InChI Key VZQHRKZCAZCACO-PYJNHQTQSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-2-[[(2S)-2-[2-[[(2S)-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]propanoyl]amino]prop-2-enoylamino]-3-methylbutanoyl]amino]propanoic acid
Database Links Click here for help
ChEMBL Ligand CHEMBL263633
GtoPdb PubChem SID 252166783
PubChem CID 44450050
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