lisinopril-tryptophan   Click here for help

GtoPdb Ligand ID: 7893

PDB Ligand
Compound class: Synthetic organic
Comment: Lisinopril-tryptophan (LisW-S), an analogue of the ACE inhibitor lisinopril, is highly selective for the C-domain corresponding to 631-1232. Note there is a crystal structure for the ligand in 2X95 but in the Drosophila, not the human enzyme.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 6
Rotatable bonds 16
Topological polar surface area 157.54
Molecular weight 494.25
XLogP 0.4
No. Lipinski's rules broken 2
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Canonical SMILES NCCCCC(C(=O)NC(C(=O)O)Cc1c[nH]c2c1cccc2)NC(C(=O)O)CCc1ccccc1
Isomeric SMILES NCCCC[C@@H](C(=O)N[C@@H](C(=O)O)Cc1c[nH]c2c1cccc2)N[C@H](C(=O)O)CCc1ccccc1
InChI InChI=1S/C27H34N4O5/c28-15-7-6-12-22(30-23(26(33)34)14-13-18-8-2-1-3-9-18)25(32)31-24(27(35)36)16-19-17-29-21-11-5-4-10-20(19)21/h1-5,8-11,17,22-24,29-30H,6-7,12-16,28H2,(H,31,32)(H,33,34)(H,35,36)/t22-,23-,24+/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-2-[[(2S)-6-amino-1-[[(1R)-1-carboxy-2-(1H-indol-3-yl)ethyl]amino]-1-oxohexan-2-yl]amino]-4-phenylbutanoic acid
Database Links Click here for help
GtoPdb PubChem SID 223366216
PubChem CID 45480144
RCSB PDB Ligand X95
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