A1874 - ≥98% , CAS No.2064292-12-0

CAS: 2064292-12-0 Cat. No.: A414180 Formula: C₅₈H₆₂Cl₃F₂N₉O₇S Molecular Weight: 1173.59

GRADE & PURITY ≥98%

Synonyms

(2R,3S,4R,5S)-3-(3-Chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-N-(4-((1-((S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)-2-oxo-6,9,12-trioxa-3-azatetradecan-14-yl)carbamoyl)-2-methoxyphenyl)-4-cyano-

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Application

PROTAC

Overview

Information

A1874 is a much improved nutlin-based, BRD4-degrading PROTAC and is able to degrade its target protein by 98% with nanomolar potency.

Targets

BRD4

In vitro

In HCT116 cells, A1874 causes a 97% decrease in viability and in A375 cells, A1874 causes a 98% loss of viability.A1874 reduced viability of Daudi cells by 70% and of MOLM-13 cells by 95%.

Cell Research(from reference)

Cell lines：HCT116 cell lines 

Concentrations：0-10 μM 

Incubation Time：24 h 

Specifications

Synonyms

(2R,3S,4R,5S)-3-(3-Chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-N-(4-((1-((S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)-2-oxo-6,9,12-trioxa-3-azatetradecan-14-yl)carbamoyl)-2-methoxyphenyl)-4-cyano-

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

A1874 is a much improved nutlin-based, BRD4-degrading PROTAC and is able to degrade its target protein by 98% with nanomolar potency.

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

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

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

Pubchem Sid

528762994

Canonical Smiles

CC1=C(SC2=C1C(=NC(C3=NN=C(N32)C)CC(=O)NCCOCCOCCOCCNC(=O)C4=CC(=C(C=C4)NC(=O)C5C(C(C(N5)CC(C)(C)C)(C#N)C6=C(C=C(C=C6)Cl)F)C7=C(C(=CC=C7)Cl)F)OC)C8=CC=C(C=C8)Cl)C

IUPAC Name

(2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-N-[4-[2-[2-[2-[2-[[2-[(9S)-7-(4-chlorophenyl)-4,5,13-trimethyl-3-thia-1,8,11,12-tetrazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaen-9-yl]acetyl]amino]ethoxy]ethoxy]ethoxy]ethylcarbamoyl]-2-methoxyphenyl]-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carboxamide

InChIKey

IPNTVOAQOGRLQB-JJMBTQCASA-N

INCHI

1S/C58H62Cl3F2N9O7S/c1-32-33(2)80-56-48(32)51(35-11-14-37(59)15-12-35)67-44(53-71-70-34(3)72(53)56)29-47(73)65-19-21-77-23-25-79-26-24-78-22-20-66-54(74)36-13-18-43(45(27-36)76-7)68-55(75)52-49(39-9-8-10-41(61)50(39)63)58(31-64,46(69-52)30-57(4,5)6)40-17-16-38(60)28-42(40)62/h8-18,27-28,44,46,49,52,69H,19-26,29-30H2,1-7H3,(H,65,73)(H,66,74)(H,68,75)/t44-,46-,49-,52+,58-/m0/s1

Isomeric SMILES

CC1=C(SC2=C1C(=N[C@H](C3=NN=C(N32)C)CC(=O)NCCOCCOCCOCCNC(=O)C4=CC(=C(C=C4)NC(=O)[C@H]5[C@@H]([C@@]([C@@H](N5)CC(C)(C)C)(C#N)C6=C(C=C(C=C6)Cl)F)C7=C(C(=CC=C7)Cl)F)OC)C8=CC=C(C=C8)Cl)C

Molecular Weight

1173.59

Reaxy-Rn

56712075

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=56712075&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Stilbenes

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Stilbenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Stilbenes
• Alternative Parents: Proline and derivatives Acylaminobenzoic acid and derivatives Alpha amino acid amides Phenylpyrrolidines Thienodiazepines Benzamides Methoxyanilines Anilides Pyrrolidinecarboxamides Phenoxy compounds Benzoyl derivatives Methoxybenzenes N-arylamides Anisoles 1,4-diazepines Fluorobenzenes Alkyl aryl ethers Chlorobenzenes Aralkylamines Aryl fluorides Aryl chlorides Pyrroles Triazoles Thiophenes Heteroaromatic compounds Secondary carboxylic acid amides Ketimines Dialkylamines Azacyclic compounds Propargyl-type 1,3-dipolar organic compounds Nitriles Dialkyl ethers Hydrocarbon derivatives Organic oxides Organochlorides Organofluorides Organopnictogen compounds Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Stilbene - Acylaminobenzoic acid or derivatives - Proline or derivatives - Alpha-amino acid amide - 3-phenylpyrrolidine - Thieno-para-diazepine - Alpha-amino acid or derivatives - Benzamide - Anilide - Methoxyaniline - Benzoic acid or derivatives - Pyrrolidine carboxylic acid or derivatives - Phenol ether - Pyrrolidine-2-carboxamide - Benzoyl - Methoxybenzene - Anisole - Phenoxy compound - N-arylamide - Aralkylamine - Chlorobenzene - Fluorobenzene - Halobenzene - Alkyl aryl ether - Para-diazepine - Aryl fluoride - Benzenoid - Monocyclic benzene moiety - Aryl halide - Aryl chloride - Heteroaromatic compound - 1,2,4-triazole - Azole - Thiophene - Pyrrolidine - Pyrrole - Ketimine - Amino acid or derivatives - Carboxamide group - Secondary carboxylic acid amide - Nitrile - Carbonitrile - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Ether - Secondary aliphatic amine - Dialkyl ether - Azacycle - Secondary amine - Carboxylic acid derivative - Organoheterocyclic compound - Organic nitrogen compound - Carbonyl group - Imine - Organohalogen compound - Organochloride - Organofluoride - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Amine - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
• 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(Human)

SUD4 (402 Activities)

Explore this target

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

BRD4 Tchem Bromodomain-containing protein 4 (13122 Activities)

Discover Target: BRD4

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

BRD4 Tchem von Hippel-Lindau disease tumor suppressor/Bromodomain-containing protein 4 (105 Activities)

Discover Target: BRD4

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 100 mg/mL (85.2 mM); Ethanol: 100 mg/mL (85.2 mM); Water: Insoluble
• Sensitivity: light sensitive
• Molecular Weight: 1173.600 g/mol
• XLogP3: 8.900
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 23
• Exact Mass: 1171.35 Da
• Monoisotopic Mass: 1171.35 Da
• Topological Polar Surface Area: 231.000 Ų
• Heavy Atom Count: 80
• Formal Charge: 0
• Complexity: 2140.000
• 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