compound 5a [PMID: 20690647]   Click here for help

GtoPdb Ligand ID: 8615

Synonyms: Cbz-Leu-D,L-Phe-CONH-(CH(2))(3)-adenin-9-yl
Compound class: Synthetic organic
Comment: Compound 5a is reported as an inhibitor of calpain 2 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 4
Rotatable bonds 19
Topological polar surface area 183.22
Molecular weight 614.3
XLogP 3.64
No. Lipinski's rules broken 2
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Canonical SMILES CC(CC(C(=O)NC(C(=O)C(=O)NCCCn1cnc2c1ncnc2N)Cc1ccccc1)NC(=O)OCc1ccccc1)C
Isomeric SMILES CC(C[C@@H](C(=O)NC(C(=O)C(=O)NCCCn1cnc2c1ncnc2N)Cc1ccccc1)NC(=O)OCc1ccccc1)C
InChI InChI=1S/C32H38N8O5/c1-21(2)16-25(39-32(44)45-18-23-12-7-4-8-13-23)30(42)38-24(17-22-10-5-3-6-11-22)27(41)31(43)34-14-9-15-40-20-37-26-28(33)35-19-36-29(26)40/h3-8,10-13,19-21,24-25H,9,14-18H2,1-2H3,(H,34,43)(H,38,42)(H,39,44)(H2,33,35,36)/t24?,25-/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
benzyl N-[(2S)-1-[[4-[3-(6-aminopurin-9-yl)propylamino]-3,4-dioxo-1-phenylbutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate
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Database Links Click here for help
ChEMBL Ligand CHEMBL1240872
GtoPdb PubChem SID 252166816
PubChem CID 46930721
Search Google for chemical match using the InChIKey OVLNPOAZKHQAAD-BBMPLOMVSA-N
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UniChem Compound Search for chemical match using the InChIKey OVLNPOAZKHQAAD-BBMPLOMVSA-N
UniChem Connectivity Search for chemical match using the InChIKey OVLNPOAZKHQAAD-BBMPLOMVSA-N