958772-66-2
958772-66-2 structure
- Name: SID 26681509
- Chemical Name: S-{2-[(2-Ethylphenyl)amino]-2-oxoethyl} 2-[(2S)-3-(1H-indol-3-yl) -2-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)propanoyl]hydrazine carbothioate (non-preferred name)
- CAS Number: 958772-66-2
- Molecular Formula: C27H33N5O5S
- Molecular Weight: 539.64600
- Catalog: Signaling Pathways Metabolic Enzyme/Protease Cathepsin
- Create Date: 2016-03-26 12:49:08
- Modify Date: 2024-01-02 16:47:35
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SID 26681509 is a potent, reversible, competitive, and selective inhibitor of human cathepsin L with an IC50 of 56 nM. SID 26681509 inhibits in vitro propagation of malaria parasite Plasmodium falciparum and inhibits Leishmania major with IC50s of 15.4 μM and 12.5 μM, respectively. SID 26681509 shows no inhibitory activity against cathepsin G[1].
| Name | S-{2-[(2-Ethylphenyl)amino]-2-oxoethyl} 2-[(2S)-3-(1H-indol-3-yl) -2-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)propanoyl]hydrazine carbothioate (non-preferred name) |
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| Synonyms |
Sibutramina [Spanish]
Medaria N,N-dimethyl-1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutylamine Sibutramina S-[2-[(2-ethylphenyl)amino]-2-oxoethyl] [2-[(2S)-3-(1H-indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]hydrazinyl]methanethioate Sibutraminum Reductil N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-N,N-dimethylamine Sibutraminum [Latin] Butramin Meridia sibutramine |
| Description | SID 26681509 is a potent, reversible, competitive, and selective inhibitor of human cathepsin L with an IC50 of 56 nM. SID 26681509 inhibits in vitro propagation of malaria parasite Plasmodium falciparum and inhibits Leishmania major with IC50s of 15.4 μM and 12.5 μM, respectively. SID 26681509 shows no inhibitory activity against cathepsin G[1]. |
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| Related Catalog | |
| Target |
IC50: 56 nM (Human cathepsin L), 15.4 μM (Plasmodium falciparum), 12.5 μM (Leishmania major)[1] |
| In Vitro | After a 4 hr preincubation with cathepsin L, SID 26681509 becomes more potent, demonstrating an IC50 of 1.0 nM. SID 26681509 is determined to be a slow-binding and slowly reversible competitive inhibitor. Through a transient kinetic analysis for single-step reversibility, inhibition rate constants are kon = 24,000 M-1s-1 and koff = 2.2 × 10-5 s-1 (Ki = 0.89 nM). Molecular docking studies are undertaken using the experimentally-derived X-ray crystal structure of papain/CLIK-148[1]. SID 26681509 inhibits papain and cathepsins B, K, S, and V with IC50 values determined after one hour ranging from 618 nM to 8.442 μM. SID 26681509 shows no inhibitory activity against the serine protease cathepsin G[1]. |
| In Vivo | SID 26681509 treatment significantly improves survival in murine models of sepsis and reduces liver damage following warm liver ischemia/reperfusion (I/R) models[2]. |
| References |
| Molecular Formula | C27H33N5O5S |
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| Molecular Weight | 539.64600 |
| Exact Mass | 539.22000 |
| PSA | 180.68000 |
| LogP | 6.17740 |
| Hazard Codes | Xi |
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