thiorphan   Click here for help

GtoPdb Ligand ID: 5278

PDB Ligand
Compound class: Synthetic organic
Comment: The active metabolite of anti-diarrheal drug racecadotril
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 105.2
Molecular weight 253.08
XLogP 1.33
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES SCC(C(=O)NCC(=O)O)Cc1ccccc1
Isomeric SMILES SC[C@H](C(=O)NCC(=O)O)Cc1ccccc1
InChI InChI=1S/C12H15NO3S/c14-11(15)7-13-12(16)10(8-17)6-9-4-2-1-3-5-9/h1-5,10,17H,6-8H2,(H,13,16)(H,14,15)/t10-/m1/s1
InChI Key LJJKNPQAGWVLDQ-SNVBAGLBSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-[(2S)-2-benzyl-3-sulfanylpropanamido]acetic acid
Database Links Click here for help
CAS Registry No. 76721-89-6
ChEMBL Ligand CHEMBL298827
DrugBank Ligand DB08626
GtoPdb PubChem SID 178101961
PubChem CID 4369380
RCSB PDB Ligand TIO
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Wikipedia Thiorphan