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Pevonedistat

Pevonedistat structure

CAS No:
905579-51-3
Formula:
C21H25N5O4S
Chemical Name:
Pevonedistat
Synonyms:
Sulfamic acid,[(1S,2S,4R)-4-[4-[[(1S)-2,3-dihydro-1H-inden-1-yl]amino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]-2-hydroxycyclopentyl]methyl ester;MLN 4924;Pevonedistat
Categories:
Organic Chemistry > Amides

Description

MLN4924 is a potent and selective NEDD8-activating enzyme (NAE) inhibitor with an IC50 of 4.7 nM.

Pevonedistat is a pyrrolopyrimidine that is 7H-pyrrolo[2,3-d]pyrimidine which is substituted by a (1S)-2,3-dihydro-1H-inden-1-ylnitrilo group at position 4 and by a (1S,3S,4S)-3-hydroxy-4-[(sulfamoyloxy)methyl]cyclopentyl group at position 7. It is a potent and selective NEDD8-activating enzyme inhibitor with an IC50 of 4.7 nM, and currently under clinical investigation for the treatment of acute myeloid leukemia (AML) and myelodysplastic syndromes. It has a role as an apoptosis inducer and an antineoplastic agent. It is a pyrrolopyrimidine, a secondary amino compound, a member of cyclopentanols, a sulfamidate and a member of indanes.|Pevonedistat has been used in trials studying the treatment of Lymphoma, Solid Tumors, Multiple Myeloma, Hodgkin Lymphoma, and Metastatic Melanoma, among others.|Pevonedistat is a small molecule inhibitor of Nedd8 activating enzyme (NAE) with potential antineoplastic activity. Pevonedistat binds to and inhibits NAE, which may result in the inhibition of tumor cell proliferation and survival. NAE activates Nedd8 (Neural precursor cell expressed, developmentally down-regulated 8), an ubiquitin-like (UBL) protein that modifies cellular targets in a pathway that is parallel to but distinct from the ubiquitin-proteasome pathway (UPP). Functioning in diverse regulatory activities, proteins conjugated to UBLs like Nedd8 typically are not targeted for proteasomal degradation.

Pevonedistat Basic Attributes

Molecular Weight：

443.5193

Exact Mass：

443.52

UNII：

S3AZD8D215

NCI Thesaurus Code：

C77906

Characteristics

PSA：

140.74000

XLogP3：

3.91690

Density：

1.6±0.1 g/cm3

Melting Point：

161-163°C

Flash Point：

389.9±35.7 °C

Refractive Index：

1.769

Storage Conditions：

-20°C Freezer

Drug Information

Drug Indication：

Treatment of acute myeloid leukaemia, Treatment of myelodysplastic syndromes

MeSH：

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

MeSH Entry Terms：

((1S,2S,4R)-4-(4-((1S)-2,3-dihydro-1H-inden-1-ylamino)-7H-pyrrolo(2,3-d)pyrimidin-7-yl)-2-hydroxycyclopentyl)methyl sulfamate

Pevonedistat Use and Manufacturing

Uses

A potent and selective inhibitor of NAE.

Use Classification：

Human drugs -> Rare disease (orphan)|Human Drugs -> EU pediatric investigation plans

Computed Properties

Molecular Weight:443.5
XLogP3:1.7
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:6
Exact Mass:443.16272547
Monoisotopic Mass:443.16272547
Topological Polar Surface Area:141
Heavy Atom Count:31
Complexity:734
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of Pevonedistat

Shaanxi Dideu Medichem Co. Ltd Contact Supplier

CN
5 YRS

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MLN4924.

CAS No.: 905579-51-3

Grade: Pharmaceutical Grade

Content: 99%

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