N-0385   Click here for help

GtoPdb Ligand ID: 11956

Synonyms: example 2 [WO2018112648A1] | Ms-QFR-Kbt | N0385
Comment: In March 2022, N-0385 was reported as a TMPRSS2 inhibitor, that has potential to disrupt infection of human host cells by coronaviruses by blocking TMPRSS2-mediated cleavage of the viral spike glycoprotein [3]. Mechanistically N-0385 operates as an 'entry inhibitor'. It is speculated that this type of inhibitor could offer prophylactic and therapeutic value across a broad range of coronaviruses (pan-coronavirus antiviral) and it appears to retain activity across SARS-CoV-2 variants. Structurally, N-0385 is a modified tripeptide. This chemical structure was claimed in pre-SARS-CoV-2 patents from Neomed Institute as a matriptase inhibitor (e.g. WO2018112648A1 [1] and US2019337981A1 [2]). The patents claim use for treatment or prevention of human coronavirus infections including hCoV-NL63, hCoV-OC43, hCoV-229E, hCoV-HKUI, SARS-CoV (Severe Acute Respiratory Syndrome-Corona Virus), or MERS-CoV (Middle East Respiratory Syndrome virus), in addition for potential to prevent infection by other types of viruses such as human parainfluenza viruses, and further therapeutic applications for hyperproliferative, respiratory and inflammatory disorders.
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2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES NC(=O)CC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)c1nc2c(s1)cccc2)CCCN=C(N)N)Cc1ccccc1)NS(=O)(=O)C
Isomeric SMILES CS(=O)(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCN=C(N)N)C(=O)c1nc2ccccc2s1
InChI InChI=1S/C28H36N8O6S2/c1-44(41,42)36-20(13-14-23(29)37)25(39)34-21(16-17-8-3-2-4-9-17)26(40)33-19(11-7-15-32-28(30)31)24(38)27-35-18-10-5-6-12-22(18)43-27/h2-6,8-10,12,19-21,36H,7,11,13-16H2,1H3,(H2,29,37)(H,33,40)(H,34,39)(H4,30,31,32)/t19-,20-,21-/m0/s1
InChI Key JTHVOFMYRRNGPA-ACRUOGEOSA-N
Classification Click here for help
Compound class Peptide or derivative
IUPAC Name Click here for help
(2S)-N-[(2S)-1-[[(2S)-1-(1,3-benzothiazol-2-yl)-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]-2-(methanesulfonamido)pentanediamide
Synonyms Click here for help
example 2 [WO2018112648A1] | Ms-QFR-Kbt | N0385
Database Links Click here for help
GtoPdb PubChem SID 461663511
PubChem CID 135169285
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