TMC310911 - ≥99% , CAS No.1000287-05-7

CAS: 1000287-05-7 Cat. No.: T650777 Molecular Weight: 755.99 PubChem CID: 53361968

GRADE & PURITY ≥99%

Synonyms

[(4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(1S,2R)-1-benzyl-3-[[2-[(1-cyclopentyl-4-piperidyl)amino]-1,3-benzothiazol-6-yl]sulfonyl-isobutyl-amino]-2-hydroxy-propyl]carbamate | Q27456657 | (3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-yl ((2S,3

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

TMC310911 is a potent and orally active HIV type-1 (HIV-1) protease inhibitor with EC 50 values ranged from 2.2 nM to 14.2 nM for wild-type HIV-1 . TMC310911 has potent activity against a wide spectrum of recombinant HIV-1 isolates. TMC310911 has strong antiviral activity

In Vitro

For a panel of 2,011 recombinant isolates with decreased susceptibility to at least one of the currently approved protease inhibitors (PIs), the FC in TMC310911 EC 50 is ≤4 for 82% of isolates and ≤10 for 96% of isolates. The fold change (FC) in TMC310911 EC 50 is ≤4 and ≤10 for 72% and 94% of isolates with decreased susceptibility to Darunavir, respectively. In vitro resistance selection (IVRS) performed with r13025, a multiple-PI-resistant recombinant isolate, and TMC310911 selected for mutations L10F, I47V, and L90M (FC in TMC310911 EC 50 = 16). The TMC310911 EC 50 values against HIV-1/LAI and HIV-2/ROD in MT4 cells with EC 50 values of 14.2 nM and 2 nM, respectively, and HIV-1/LAI and HIV-1/SF2 in PBMCs with EC 50 values of 2.2 nM and 2.3 nM, respectively, and HIV-1/BaL in M/M cells with an EC 50 value of 13.9 nM. And the corresponding EC 90 values ranged from 5.0 to 94.7 nM. The TMC310911 CC 50 for MT4 cells is 9.9 μM. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:EC50: 2.2-14.2 nM (Wild-type HIV-1)

Specifications

Synonyms

[(4R, 6aR)-2, 3, 3a, 4, 5, 6a-hexahydrofuro[2, 3-b]furan-4-yl] N-[(1S, 2R)-1-benzyl-3-[[2-[(1-cyclopentyl-4-piperidyl)amino]-1, 3-benzothiazol-6-yl]sulfonyl-isobutyl-amino]-2-hydroxy-propyl]carbamate | Q27456657 | (3R, 3aS, 6aR)-Hexahydrofuro[2, 3-b]furan-3-yl ((2S, 3

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

TMC310911 is a potent and orally active HIV type-1 (HIV-1) protease inhibitor with EC 50 values ranged from 2.2 nM to 14.2 nM for wild-type HIV-1 . TMC310911 has potent activity against a wide spectrum of recombinant HIV-1 isolates. TMC310911 has strong a

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC(C)CN(CC(C(CC1=CC=CC=C1)NC(=O)OC2COC3C2CCO3)O)S(=O)(=O)C4=CC5=C(C=C4)N=C(S5)NC6CCN(CC6)C7CCCC7
• IUPAC Name: [(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(2S,3R)-4-[[2-[(1-cyclopentylpiperidin-4-yl)amino]-1,3-benzothiazol-6-yl]sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl]carbamate
• InChIKey: JQUNFHFWXCXPRK-AMMMHQJVSA-N
• INCHI: 1S/C38H53N5O7S2/c1-25(2)22-43(23-33(44)32(20-26-8-4-3-5-9-26)41-38(45)50-34-24-49-36-30(34)16-19-48-36)52(46,47)29-12-13-31-35(21-29)51-37(40-31)39-27-14-17-42(18-15-27)28-10-6-7-11-28/h3-5,8-9,12-13,21,25,27-28,30,32-34,36,44H,6-7,10-11,14-20,22-24H2,1-2H3,(H,39,40)(H,41,45)/t30-,32-,33+,34-,36+/m0/s1
• Isomeric SMILES: CC(C)CN(C[C@H]([C@H](CC1=CC=CC=C1)NC(=O)O[C@H]2CO[C@@H]3[C@H]2CCO3)O)S(=O)(=O)C4=CC5=C(C=C4)N=C(S5)NC6CCN(CC6)C7CCCC7
• Alternate CAS: 1000287-05-7
• PubChem CID: 53361968
• MeSH Entry Terms: ((3aS,4R,6aR)-2,3,3a,4,5,6a-Hexahydrofuro(2,3-b)furan-4-yl) N-((1S,2R)-1-benzyl-3-((2-((1-cyclopentyl-4-piperidyl)amino)-1,3-benzothiazol-6-yl)sulfonyl-isobutyl-amino)-2-hydroxy-propyl)carbamate;ASC-09;ASC09;TMC-310911;TMC310911
• Molecular Weight: 755.99

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Phenylbutylamines

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenylbutylamines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylbutylamines
• Alternative Parents: Amphetamines and derivatives Benzothiazoles Furofurans Secondary alkylarylamines 2-amino-1,3-thiazoles Piperidines Organosulfonamides Aminosulfonyl compounds Oxolanes Carbamate esters Heteroaromatic compounds Trialkylamines Secondary alcohols Oxacyclic compounds Acetals Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenylbutylamine - Amphetamine or derivatives - 1,3-benzothiazole - Furofuran - Secondary aliphatic/aromatic amine - Piperidine - Organosulfonic acid amide - 1,3-thiazol-2-amine - Azole - Oxolane - Heteroaromatic compound - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Sulfonyl - Thiazole - Carbamic acid ester - Aminosulfonyl compound - Tertiary aliphatic amine - Secondary alcohol - Tertiary amine - Azacycle - Organoheterocyclic compound - Acetal - Oxacycle - Organic nitrogen compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Alcohol - Organic oxide - Hydrocarbon derivative - Organic oxygen compound - Amine - Carbonyl group - Organopnictogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylbutylamines. These are compounds containing a phenylbutylamine moiety, which consists of a phenyl group substituted at the fourth carbon by an butan-1-amine.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

SARS-CoV-2 (38078 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 100 mg/mL (132.28 mM; Need ultrasonic)
• Molecular Weight: 756.000 g/mol
• XLogP3: 6.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 15
• Exact Mass: 755.339 Da
• Monoisotopic Mass: 755.339 Da
• Topological Polar Surface Area: 179.000 Ų
• Heavy Atom Count: 52
• Formal Charge: 0
• Complexity: 1250.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xiao Shujuan, Lu Xiaohui, Liu Hui, Gu Jiantao, Yu Shouwu, Tan Xiaoyao.  (2022)  High-flux nanofiltration membrane with modified highly dispersed MOF particles as nano filler.  WATER SCIENCE AND TECHNOLOGY,  86  (10): (2642-2657).  [PMID:] [10.2166/wst.2022.357]