ML792 - ≥99% , CAS No.1644342-14-2

CAS: 1644342-14-2 Cat. No.: M414120 Molecular Weight: 551.41 PubChem CID: 86566743

GRADE & PURITY ≥99%

Synonyms

Sulfamic acid,[(1R,​2S,​4R)​-​4-​[[5-​[[1-​[(3-​bromophenyl)​methyl]​-​1H-​pyrazol-​3-​yl]​carbonyl]​-​4-​pyrimidinyl]​amino]​-​2-​hydroxycyclopentyl]​methyl ester

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

SAE/SUMO1 (Cell-free assay); SAE/SUMO2 (Cell-free assay) 3 nM; 11 nM

In vitro

ML-792 is a mechanism-based SUMO-activating enzyme (SAE) inhibitor with nanomolar potency in cellular assays. ML-792 selectively blocks SAE enzyme activity and total SUMOylation, thus decreasing cancer cell proliferation. Induction of the MYC oncogene increases the ML-792-mediated viability effect in cancer cells, thus indicating a potential application of SAE inhibitors in treating MYC-amplified tumors.

Cell Research(from reference)

Cell lines：HCT116 cells 

Concentrations：0.5 μM 

Incubation Time：48 h 

Specifications

Synonyms

Sulfamic acid, [(1R, ​2S, ​4R)​-​4-​[[5-​[[1-​[(3-​bromophenyl)​methyl]​-​1H-​pyrazol-​3-​yl]​carbonyl]​-​4-​pyrimidinyl]​amino]​-​2-​hydroxycyclopentyl]​methyl ester

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

ML-792 is a potent and selective inhibitor of SUMO (small ubiquitin-like modifier)-activating enzyme (SAE). ML-792 inhibits SAE/SUMO1 and SAE/SUMO2 in ATP–inorganic pyrophosphate (PPi) exchange assays with IC50 of 3 nM and 11 nM, respectively.

Storage

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

≥99%

Names and Identifiers

• Pubchem Sid: 528765536
• Canonical Smiles: C1C(CC(C1COS(=O)(=O)N)O)NC2=NC=NC=C2C(=O)C3=NN(C=C3)CC4=CC(=CC=C4)Br
• IUPAC Name: [(1R,2S,4R)-4-[[5-[1-[(3-bromophenyl)methyl]pyrazole-3-carbonyl]pyrimidin-4-yl]amino]-2-hydroxycyclopentyl]methyl sulfamate
• InChIKey: PZCKLTWSXFDLLP-OGWOLHLISA-N
• INCHI: 1S/C21H23BrN6O5S/c22-15-3-1-2-13(6-15)10-28-5-4-18(27-28)20(30)17-9-24-12-25-21(17)26-16-7-14(19(29)8-16)11-33-34(23,31)32/h1-6,9,12,14,16,19,29H,7-8,10-11H2,(H2,23,31,32)(H,24,25,26)/t14-,16-,19+/m1/s1
• Isomeric SMILES: C1[C@H](C[C@@H]([C@H]1COS(=O)(=O)N)O)NC2=NC=NC=C2C(=O)C3=NN(C=C3)CC4=CC(=CC=C4)Br
• PubChem CID: 86566743
• Molecular Weight: 551.41

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrimidines and pyrimidine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidinecarboxylic acids and derivatives
• Alternative Parents: Aryl ketones Secondary alkylarylamines Bromobenzenes Imidolactams Cyclopentanols Alpha-branched alpha,beta-unsaturated ketones Vinylogous amides Organic sulfuric acids and derivatives Heteroaromatic compounds Enones Azoles Acryloyl compounds Cyclic alcohols and derivatives Vinyl bromides Propargyl-type 1,3-dipolar organic compounds Hydrazones Carboximidamides Bromoalkenes Azacyclic compounds Amidines Organopnictogen compounds Organobromides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine-5-carboxylic acid or derivatives - Aryl ketone - Secondary aliphatic/aromatic amine - Halobenzene - Bromobenzene - Imidolactam - Alpha-branched alpha,beta-unsaturated-ketone - Benzenoid - Cyclopentanol - Monocyclic benzene moiety - Heteroaromatic compound - Vinylogous amide - Alpha,beta-unsaturated ketone - Organic sulfuric acid or derivatives - Enone - Cyclic alcohol - Azole - Acryloyl-group - Secondary alcohol - Ketone - Azacycle - Bromoalkene - Haloalkene - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Vinyl halide - Vinyl bromide - Secondary amine - Hydrazone - Amidine - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organobromide - Organohalogen compound - Amine - Alcohol - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidinecarboxylic acids and derivatives. These are compounds containing a pyrimidine ring which bears a carboxylic acid group (or a derivative thereof).
• 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)

CA2 Tclin Carbonic anhydrase II (17698 Activities)

Discover Target: CA2

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

CA1 Tclin Carbonic anhydrase I (13240 Activities)

Discover Target: CA1

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

HCT-116 (91556 Activities)

Explore this target

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

SAE1 Tbio SUMO-activating enzyme (861 Activities)

Discover Target: SAE1

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

UBA3 Tchem NEDD8 activating enzyme (447 Activities)

Discover Target: UBA3

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 (181.35 mM); Water: Insoluble; Ethanol: Insoluble
• Molecular Weight: 551.400 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 9
• Exact Mass: 550.063 Da
• Monoisotopic Mass: 550.063 Da
• Topological Polar Surface Area: 171.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 801.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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