apstatin   

GtoPdb Ligand ID: 8803

Compound class: Synthetic organic
Comment: Apstatin is a tri-peptide-like inhibitor of membrane bound aminopeptidase P (mAPP; XPNPEP2) [1], which inhibits mAPP-induced degradation of bradykinin [2].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 10
Hydrogen bond donors 4
Rotatable bonds 11
Topological polar surface area 159.06
Molecular weight 459.25
XLogP -1.07
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CC(C(=O)N)NC(=O)C1CCCN1C(=O)C1CCCN1C(=O)C(C(Cc1ccccc1)N)O
Isomeric SMILES C[C@@H](C(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)[C@H]([C@@H](Cc1ccccc1)N)O
InChI InChI=1S/C23H33N5O5/c1-14(20(25)30)26-21(31)17-9-5-11-27(17)22(32)18-10-6-12-28(18)23(33)19(29)16(24)13-15-7-3-2-4-8-15/h2-4,7-8,14,16-19,29H,5-6,9-13,24H2,1H3,(H2,25,30)(H,26,31)/t14-,16+,17-,18-,19-/m0/s1
InChI Key YVUUZAPYLPWFHE-HXFGRODQSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(2S)-1-[(2S)-1-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]pyrrolidine-2-carbonyl]-N-[(2S)-1-amino-1-oxopropan-2-yl]pyrrolidine-2-carboxamide
Database Links
ChEMBL Ligand CHEMBL311875
GtoPdb PubChem SID 252827461
PubChem CID 447280
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