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MedKoo Cat#: 125631 | Name: Simnotrelvir

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Simnotrelvir, also known as SIM0417 and SSD8432, is an orally coronavirus main proteinase (3CLpro) inhibitor (IC50 = 34 nM) with potential anti-SARS-CoV-2 activity. Simnotrelvir plus ritonavir was approved for the treatment of COVID-19 in China.

Chemical Structure

Simnotrelvir
Simnotrelvir
CAS#2920904-06-7

Theoretical Analysis

MedKoo Cat#: 125631

Name: Simnotrelvir

CAS#: 2920904-06-7

Chemical Formula: C22H30F3N5O4S2

Exact Mass: 549.1700

Molecular Weight: 549.63

Elemental Analysis: C, 48.08; H, 5.50; F, 10.37; N, 12.74; O, 11.64; S, 11.67

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
2920904-06-7
Synonym
Simnotrelvir; SIM0417; SIM-0417; SIM 0417; SSD8432; SSD-8432; SSD 8432;
IUPAC/Chemical Name
(S)-N-((S)-1-cyano-2-((S)-2-oxopyrrolidin-3-yl)ethyl)-7-((S)-3,3-dimethyl-2-(2,2,2-trifluoroacetamido)butanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamide
InChi Key
LQBRGTAIBBFUJJ-AVOUXACISA-N
InChi Code
InChI=1S/C22H30F3N5O4S2/c1-20(2,3)15(29-19(34)22(23,24)25)18(33)30-11-21(35-6-7-36-21)9-14(30)17(32)28-13(10-26)8-12-4-5-27-16(12)31/h12-15H,4-9,11H2,1-3H3,(H,27,31)(H,28,32)(H,29,34)/t12-,13?,14-,15+/m0/s1
SMILES Code
O=C(N[C@@H](C(C)(C)C)C(N1CC2(SCCS2)C[C@H]1C(N[C@@H](C[C@@H]3CCNC3=O)C#N)=O)=O)C(F)(F)F
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 549.63 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Zhou C, Li T, Xia M, Wu Z, Zhong X, Li A, Rashid HK, Ma C, Zhou R, Duan H, Zhang X, Peng J, Li L. Bcl-2 Antagonist Obatoclax Reactivates Latent HIV-1 via the NF-κB Pathway and Induces Latent Reservoir Cell Apoptosis in Latently Infected Cells. ACS Infect Dis. 2023 Nov 10;9(11):2105-2118. doi: 10.1021/acsinfecdis.3c00218. Epub 2023 Oct 5. PMID: 37796279. 2: Castillo Bautista CM, Eismann K, Gentzel M, Pelucchi S, Mertens J, Walters HE, Yun MH, Sterneckert J. Obatoclax Rescues FUS-ALS Phenotypes in iPSC-Derived Neurons by Inducing Autophagy. Cells. 2023 Sep 11;12(18):2247. doi: 10.3390/cells12182247. PMID: 37759469; PMCID: PMC10527391. 3: Espona-Fiedler M, Manuel-Manresa P, Benítez-García C, Fontova P, Quesada R, Soto-Cerrato V, Pérez-Tomás R. Antimetastatic Properties of Prodigiosin and the BH3-Mimetic Obatoclax (GX15-070) in Melanoma. Pharmaceutics. 2022 Dec 28;15(1):97. doi: 10.3390/pharmaceutics15010097. PMID: 36678726; PMCID: PMC9862601. 4: Wang X, Li Y, Jia F, Cui X, Pan Z, Wu Y. Boosting nutrient starvation- dominated cancer therapy through curcumin-augmented mitochondrial Ca2+ overload and obatoclax-mediated autophagy inhibition as supported by a novel nano-modulator GO-Alg@CaP/CO. J Nanobiotechnology. 2022 May 12;20(1):225. doi: 10.1186/s12951-022-01439-0. PMID: 35551609; PMCID: PMC9097046. 5: Parkhurst A, Wang SZ, Findlay TR, Malebranche KJ, Odabas A, Alt J, Maxwell MJ, Kaur H, Peer CJ, Figg WD, Warren KE, Slusher BS, Eberhart CG, Raabe EH, Rubens JA. Dual mTORC1/2 inhibition compromises cell defenses against exogenous stress potentiating Obatoclax-induced cytotoxicity in atypical teratoid/rhabdoid tumors. Cell Death Dis. 2022 Apr 28;13(4):410. doi: 10.1038/s41419-022-04868-9. PMID: 35484114; PMCID: PMC9050713. 6: Mao B, Le-Trilling VTK, Wang K, Mennerich D, Hu J, Zhao Z, Zheng J, Deng Y, Katschinski B, Xu S, Zhang G, Cai X, Hu Y, Wang J, Lu M, Huang A, Tang N, Trilling M, Lin Y. Obatoclax inhibits SARS-CoV-2 entry by altered endosomal acidification and impaired cathepsin and furin activity in vitro. Emerg Microbes Infect. 2022 Dec;11(1):483-497. doi: 10.1080/22221751.2022.2026739. PMID: 34989664; PMCID: PMC8843317. 7: Li J, Xu J, Li Z. Obatoclax, the pan-Bcl-2 inhibitor sensitizes hepatocellular carcinoma cells to promote the anti-tumor efficacy in combination with immune checkpoint blockade. Transl Oncol. 2021 Aug;14(8):101116. doi: 10.1016/j.tranon.2021.101116. Epub 2021 May 8. PMID: 33975180; PMCID: PMC8131730. 8: Lima K, Vicari HP, Carlos JAEG, da Silva JCL, Figueiredo-Pontes LL, Rego EM, Machado-Neto JA. Obatoclax reduces cell viability of acute myeloid leukemia cell lines independently of their sensitivity to venetoclax. Hematol Transfus Cell Ther. 2022 Jan-Mar;44(1):124-127. doi: 10.1016/j.htct.2021.01.004. Epub 2021 Mar 13. PMID: 33753045; PMCID: PMC8885367. 9: Varghese FS, van Woudenbergh E, Overheul GJ, Eleveld MJ, Kurver L, van Heerbeek N, van Laarhoven A, Miesen P, den Hartog G, de Jonge MI, van Rij RP. Berberine and Obatoclax Inhibit SARS-Cov-2 Replication in Primary Human Nasal Epithelial Cells In Vitro. Viruses. 2021 Feb 11;13(2):282. doi: 10.3390/v13020282. PMID: 33670363; PMCID: PMC7918080. 10: Yin YP, Shi WH, Deng K, Liu XL, Li H, Lv XT, Lui VWY, Ding C, Hong B, Lin WC. Combinations of proteasome inhibitors with obatoclax are effective for small cell lung cancer. Acta Pharmacol Sin. 2021 Aug;42(8):1298-1310. doi: 10.1038/s41401-020-00544-w. Epub 2020 Nov 2. PMID: 33139838; PMCID: PMC8285499. 11: Song HY, Zhang YM, Lian H, Zhou L. [Effects of obatoclax combined with gemcitabine on breast cancer cells under hypoxia condition]. Zhongguo Ying Yong Sheng Li Xue Za Zhi. 2020 May;36(3):268-272. Chinese. doi: 10.12047/j.cjap.5955.2020.059. PMID: 32981284. 12: Chen S, Ren Y, Duan P. Biomimetic nanoparticle loading obatoclax mesylate for the treatment of non-small-cell lung cancer (NSCLC) through suppressing Bcl-2 signaling. Biomed Pharmacother. 2020 Sep;129:110371. doi: 10.1016/j.biopha.2020.110371. Epub 2020 Jun 18. PMID: 32563984. 13: Opydo-Chanek M, Cichoń I, Rak A, Kołaczkowska E, Mazur L. The pan-Bcl-2 inhibitor obatoclax promotes differentiation and apoptosis of acute myeloid leukemia cells. Invest New Drugs. 2020 Dec;38(6):1664-1676. doi: 10.1007/s10637-020-00931-4. Epub 2020 May 4. PMID: 32367199; PMCID: PMC7575496. 14: Ehrenkaufer G, Li P, Stebbins EE, Kangussu-Marcolino MM, Debnath A, White CV, Moser MS, DeRisi J, Gisselberg J, Yeh E, Wang SC, Company AH, Monti L, Caffrey CR, Huston CD, Wang B, Singh U. Identification of anisomycin, prodigiosin and obatoclax as compounds with broad-spectrum anti-parasitic activity. PLoS Negl Trop Dis. 2020 Mar 20;14(3):e0008150. doi: 10.1371/journal.pntd.0008150. PMID: 32196500; PMCID: PMC7112225. 15: Or CR, Huang CW, Chang CC, Lai YC, Chen YJ, Chang CC. Obatoclax, a Pan-BCL-2 Inhibitor, Downregulates Survivin to Induce Apoptosis in Human Colorectal Carcinoma Cells Via Suppressing WNT/β-catenin Signaling. Int J Mol Sci. 2020 Mar 5;21(5):1773. doi: 10.3390/ijms21051773. PMID: 32150830; PMCID: PMC7084590. 16: Cournoyer S, Addioui A, Belounis A, Beaunoyer M, Nyalendo C, Le Gall R, Teira P, Haddad E, Vassal G, Sartelet H. GX15-070 (Obatoclax), a Bcl-2 family proteins inhibitor engenders apoptosis and pro-survival autophagy and increases Chemosensitivity in neuroblastoma. BMC Cancer. 2019 Oct 29;19(1):1018. doi: 10.1186/s12885-019-6195-y. PMID: 31664947; PMCID: PMC6819521. 17: Andersen PI, Krpina K, Ianevski A, Shtaida N, Jo E, Yang J, Koit S, Tenson T, Hukkanen V, Anthonsen MW, Bjoras M, Evander M, Windisch MP, Zusinaite E, Kainov DE. Novel Antiviral Activities of Obatoclax, Emetine, Niclosamide, Brequinar, and Homoharringtonine. Viruses. 2019 Oct 18;11(10):964. doi: 10.3390/v11100964. PMID: 31635418; PMCID: PMC6832696. 18: Dasmahapatra G, Lembersky D, Son MP, Patel H, Peterson D, Attkisson E, Fisher RI, Friedberg JW, Dent P, Grant S. Retraction: Obatoclax Interacts Synergistically with the Irreversible Proteasome Inhibitor Carfilzomib in GC- and ABC-DLBCL Cells In Vitro and In Vivo. Mol Cancer Ther. 2019 Jun;18(6):1180. doi: 10.1158/1535-7163.MCT-19-0470. PMID: 31160510; PMCID: PMC6613568. 19: Zhou D, Dai L, Liu X, Que F, Xu Y, Luo X, Zhu Y, Liu S, Li Y, Yu L. [Bortezomib and obatoclax for dual blockade of protein degradation pathways show synergistic anti-tumor effect in human acute T lymphoblastic leukemia cells]. Nan Fang Yi Ke Da Xue Xue Bao. 2019 Apr 30;39(4):401-408. Chinese. doi: 10.12122/j.issn.1673-4254.2019.04.04. PMID: 31068282; PMCID: PMC6743991. 20: Steele TM, Talbott GC, Sam A, Tepper CG, Ghosh PM, Vinall RL. Obatoclax, a BH3 Mimetic, Enhances Cisplatin-Induced Apoptosis and Decreases the Clonogenicity of Muscle Invasive Bladder Cancer Cells via Mechanisms That Involve the Inhibition of Pro-Survival Molecules as Well as Cell Cycle Regulators. Int J Mol Sci. 2019 Mar 14;20(6):1285. doi: 10.3390/ijms20061285. PMID: 30875757; PMCID: PMC6470498.