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MLN4924

CAS No.:
905579-51-3
Catalog Number:
AG00GU4G
Molecular Formula:
C21H25N5O4S
Molecular Weight:
443.5193
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
98%
1 week
United States
$140
- +
5mg
98%
1 week
United States
$223
- +
10mg
98%
1 week
United States
$307
- +
50mg
98%
1 week
United States
$807
- +
100mg
98%
1 week
United States
$1390
- +
200mg
98%
1 week
United States
$2390
- +
Product Description
Catalog Number:
AG00GU4G
Chemical Name:
MLN4924
CAS Number:
905579-51-3
Molecular Formula:
C21H25N5O4S
Molecular Weight:
443.5193
MDL Number:
MFCD17215201
IUPAC Name:
[(1S,2S,4R)-4-[4-[[(1S)-2,3-dihydro-1H-inden-1-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]-2-hydroxycyclopentyl]methyl sulfamate
InChI:
InChI=1S/C21H25N5O4S/c22-31(28,29)30-11-14-9-15(10-19(14)27)26-8-7-17-20(23-12-24-21(17)26)25-18-6-5-13-3-1-2-4-16(13)18/h1-4,7-8,12,14-15,18-19,27H,5-6,9-11H2,(H2,22,28,29)(H,23,24,25)/t14-,15+,18-,19-/m0/s1
InChI Key:
MPUQHZXIXSTTDU-QXGSTGNESA-N
SMILES:
O[C@H]1C[C@@H](C[C@H]1COS(=O)(=O)N)n1ccc2c1ncnc2N[C@H]1CCc2c1cccc2
UNII:
S3AZD8D215
Properties
Complexity:
734  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
443.163g/mol
Formal Charge:
0
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
443.522g/mol
Monoisotopic Mass:
443.163g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
141A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.7  
Literature
Title Journal
Thalidomide promotes degradation of SALL4, a transcription factor implicated in Duane Radial Ray syndrome. eLife 20180101
Rictor Undergoes Glycogen Synthase Kinase 3 (GSK3)-dependent, FBXW7-mediated Ubiquitination and Proteasomal Degradation. The Journal of biological chemistry 20150529
The Nedd8-activating enzyme inhibitor MLN4924 thwarts microenvironment-driven NF-κB activation and induces apoptosis in chronic lymphocytic leukemia B cells. Clinical cancer research : an official journal of the American Association for Cancer Research 20140315
NEDD8 overexpression results in neddylation of ubiquitin substrates by the ubiquitin pathway. Journal of molecular biology 20120803
Initial testing of the investigational NEDD8-activating enzyme inhibitor MLN4924 by the pediatric preclinical testing program. Pediatric blood & cancer 20120801
The Nedd8-activating enzyme inhibitor MLN4924 induces autophagy and apoptosis to suppress liver cancer cell growth. Cancer research 20120701
Inhibition of NEDD8-conjugation pathway by novel molecules: potential approaches to anticancer therapy. Molecular oncology 20120601
A gatekeeper residue for NEDD8-activating enzyme inhibition by MLN4924. Cell reports 20120419
Treatment-emergent mutations in NAEβ confer resistance to the NEDD8-activating enzyme inhibitor MLN4924. Cancer cell 20120320
The ubiquitin E1 enzyme Ube1 mediates NEDD8 activation under diverse stress conditions. Cell cycle (Georgetown, Tex.) 20120315
Characterization of MRFAP1 turnover and interactions downstream of the NEDD8 pathway. Molecular & cellular proteomics : MCP 20120301
Inhibition of the Nedd8 system sensitizes cells to DNA interstrand cross-linking agents. Molecular cancer research : MCR 20120301
Radiosensitization of human pancreatic cancer cells by MLN4924, an investigational NEDD8-activating enzyme inhibitor. Cancer research 20120101
The p21-dependent radiosensitization of human breast cancer cells by MLN4924, an investigational inhibitor of NEDD8 activating enzyme. PloS one 20120101
The NEDD8-activating enzyme inhibitor, MLN4924, cooperates with TRAIL to augment apoptosis through facilitating c-FLIP degradation in head and neck cancer cells. Molecular cancer therapeutics 20111201
Quantitative proteomic analysis of cellular protein modulation upon inhibition of the NEDD8-activating enzyme by MLN4924. Molecular & cellular proteomics : MCP 20111101
Multimodal imaging with (18)F-FDG PET and Cerenkov luminescence imaging after MLN4924 treatment in a human lymphoma xenograft model. Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20111101
Global identification of modular cullin-RING ligase substrates. Cell 20111014
MLN4924 is an efficient inhibitor of NEDD8 conjugation in plants. Plant physiology 20110601
Induction of p21-dependent senescence by an NAE inhibitor, MLN4924, as a mechanism of growth suppression. Neoplasia (New York, N.Y.) 20110601
Stereoselective synthesis of MLN4924, an inhibitor of NEDD8-activating enzyme. The Journal of organic chemistry 20110506
The steady-state repertoire of human SCF ubiquitin ligase complexes does not require ongoing Nedd8 conjugation. Molecular & cellular proteomics : MCP 20110501
Inhibition of NEDD8-activating enzyme induces rereplication and apoptosis in human tumor cells consistent with deregulating CDT1 turnover. Cancer research 20110415
A natural product-like inhibitor of NEDD8-activating enzyme. Chemical communications (Cambridge, England) 20110307
Inactivation of SAG E3 ubiquitin ligase blocks embryonic stem cell differentiation and sensitizes leukemia cells to retinoid acid. PloS one 20110101
NEDD8-targeting drug MLN4924 elicits DNA rereplication by stabilizing Cdt1 in S phase, triggering checkpoint activation, apoptosis, and senescence in cancer cells. Cancer research 20101215
Dynamics of cullin-RING ubiquitin ligase network revealed by systematic quantitative proteomics. Cell 20101210
MLN4924, a NEDD8-activating enzyme inhibitor, is active in diffuse large B-cell lymphoma models: rationale for treatment of NF-{kappa}B-dependent lymphoma. Blood 20100902
Biochemical and cellular effects of inhibiting Nedd8 conjugation. Biochemical and biophysical research communications 20100730
Inhibition of NEDD8-activating enzyme: a novel approach for the treatment of acute myeloid leukemia. Blood 20100506
SUMO, Ubiquitin, UBL Proteins: Implications For Human Diseases - Fifth International Conference. IDrugs : the investigational drugs journal 20100401
Substrate-assisted inhibition of ubiquitin-like protein-activating enzymes: the NEDD8 E1 inhibitor MLN4924 forms a NEDD8-AMP mimetic in situ. Molecular cell 20100115
Targeting NEDD8-activated cullin-RING ligases for the treatment of cancer. Clinical cancer research : an official journal of the American Association for Cancer Research 20090615
An inhibitor of NEDD8-activating enzyme as a new approach to treat cancer. Nature 20090409
Properties