compound 5 {PMID: 24900446]   Click here for help

GtoPdb Ligand ID: 8655

Compound class: Synthetic organic
Comment: Compound 5 is reported to inhibit the serine protease, human kallikrein 6 [1]. Kallikrein 6 inhibitors are being investigated for their potential therapeutic value in treating inflammatory demyelinating diseases such as multiple sclerosis (MS).
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 153.41
Molecular weight 548.16
XLogP 3.57
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES COc1ccc2c(c1)cc(cc2)S(=O)(=O)N(C1CCN(C1=O)Cc1ccc(s1)C(=N)N)Cc1ccccc1
Isomeric SMILES COc1ccc2c(c1)cc(cc2)S(=O)(=O)N([C@H]1CCN(C1=O)Cc1ccc(s1)C(=N)N)Cc1ccccc1
InChI InChI=1S/C28H28N4O4S2/c1-36-22-9-7-20-8-11-24(16-21(20)15-22)38(34,35)32(17-19-5-3-2-4-6-19)25-13-14-31(28(25)33)18-23-10-12-26(37-23)27(29)30/h2-12,15-16,25H,13-14,17-18H2,1H3,(H3,29,30)/t25-/m0/s1
InChI Key KKFJNRXJRRYNRJ-VWLOTQADSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
5-[[(3S)-3-[benzyl-(7-methoxynaphthalen-2-yl)sulfonylamino]-2-oxopyrrolidin-1-yl]methyl]thiophene-2-carboximidamide
Database Links Click here for help
ChEMBL Ligand CHEMBL2047313
GtoPdb PubChem SID 252166855
PubChem CID 18392356
Search Google for chemical match using the InChIKey KKFJNRXJRRYNRJ-VWLOTQADSA-N
Search Google for chemicals with the same backbone KKFJNRXJRRYNRJ
Search UniChem for chemical match using the InChIKey KKFJNRXJRRYNRJ-VWLOTQADSA-N
Search UniChem for chemicals with the same backbone KKFJNRXJRRYNRJ