Binding Mode
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Mobocertinib

Binding Mode
Product Name
Mobocertinib
CAS No.
1847461-43-1
Chemical Name
Mobocertinib
Synonyms
Mobocertinib;Isopropyl 2-((5-acrylamido-4-((2-(dimethylamino)ethyl)(methyl)amino)-2-methoxyphenyl)amino)-4-(1-methyl-1H-indol-3-yl)pyrimidine-5-carboxylate;Mobocertinib (TAK788);5-Pyrimidinecarboxylic acid, 2-[[4-[[2-(dimethylamino)ethyl]methylamino]-2-methoxy-5-[(1-oxo-2-propen-1-yl)amino]phenyl]amino]-4-(1-methyl-1H-indol-3-yl)-, 1-methylethyl ester;TAK-788;Mobutinib;TAK788 TAK-788;ak-788 Mobotinib;Mobutinib TAK788;AP32788, MOBOCERTINIB
CBNumber
CB74676602
Molecular Formula
C32H39N7O4
Formula Weight
585.71
MOL File
1847461-43-1.mol
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Mobocertinib Property

storage temp. 
Store at -20°C
solubility 
DMF: 10 mg/ml,DMF:PBS (pH 7.2) (1:8): 0.11 mg/ml
form 
A crystalline solid
color 
Off-white to light yellow
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ChemScene
Product number
CS-0114256
Product name
Mobocertinib
Purity
98.92%
Packaging
10mg
Price
$60
Updated
2021/12/16
ChemScene
Product number
CS-0114256
Product name
Mobocertinib
Purity
98.92%
Packaging
100mg
Price
$250
Updated
2021/12/16
ChemScene
Product number
CS-0114256
Product name
Mobocertinib
Purity
98.92%
Packaging
500mg
Price
$950
Updated
2021/12/16
DC Chemicals
Product number
013004
Product name
Mobocertinib(TAK-788)
Packaging
001
Price
$450
Updated
2021/12/16
DC Chemicals
Product number
013004
Product name
Mobocertinib(TAK-788)
Packaging
003
Price
$1800
Updated
2021/12/16
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Mobocertinib Chemical Properties,Usage,Production

Binding Mode

In the co-crystal structure of moboceritinib in complex with EGFRT790M+V948R, the aminopyrimidine scaffold occupies the ATP-binding site, forming two critical hydrogen bonds with Met793 of the hinge, and the isopropyl ester occupies a selectivity pocket in the vicinity of αC helix. The ester carbonyl group interacts with Gln791 backbone carbonyl via a bound water molecule. Most importantly, the inhibitor forms the expected covalent bond with Cys797 at the edge of the active site cleft and the acrylamide Michael--acceptor group, making binding irreversible. The co-crystal structure of wt EGFR kinase in complex with moboceritinib shows that the ester group is slightly tilted to enable a hydrogen bond between the Thr790 gatekeeper side chain hydroxyl group and the ester carbonyl oxygen. However, a comparison of the wt and mutant proteins with moboceritinib reveals that the binding pockets are similar despite differences in overall kinase conformation.

Description

Mobocertinib is derived from osimertinib, a second-generation TKI which exhibits only limited activity against several resistant EGFRex20ins mutants. Both inhibitors are structurally identical except that the pyrimidine ring of moboceritinib incorporates a snugly fitting isopropyl ester group that targets a previously unoccupied pocket, resulting in expanded coverage of EGFRex20ins mutations as well as improved selectivity over wildtype EGFR vs. osimertinib.

Uses

Mobocertinib (TAK-788) is an orally active and irreversible EGFR/HER2 inhibitor. Mobocertinib effectively inhibits oncogenic variants containing mutations that activate the EGFRex20ins, with selectivity superior to that of wild-type EGFR. Mobocertinib is FDA-approved for the treatment of patients with non-small cell lung cancer (NSCLC) who have a HER2 mutation or an EGFR mutation, including an exon 20 insertion mutation. Mobocertinib is approved by the FDA for the treatment of patients with non-small cell lung cancer (NSCLC) who have HER2 mutations or EGFR mutations, including exon 20 insertion mutations.

brand name

ExkivityTM

General Description

Class: receptor tyrosine kinase
Treatment: NSCLC with EGFR alterations
Oral bioavailability = 37%
Elimination half-life = 18 h

Biological Activity

In NSCLC cell lines, mobocertinib was highly active against common EGFR-activating mutations (exon 19 deletions and L858R) (IC50 = 1.3–4.0 nM) or with a gatekeeper T790M mutant (IC50 = 9.8 nM), as well as selective for wt EGFR (IC50 = 35 nM). In Ba/F3 cells, mobocertinib displayed activity against 14 EGFR mutations with IC50 values ranging from 2.7 to 22.5 nM, vs. 34.5 nM for wt EGFR. More specifically, mobocertinib inhibited all five variants of EGFRex20ins mutations with IC50 ranging from 4.3 nM to 22.5 nM.

target

EGFR, HER2-4

Metabolism

Moboceritinib undergoes CYP450-mediated metabolism to give two primary N-demethylated metabolites, AP32914 and AP32960, whose IC50 values are within 2-fold of mobocertinib for both wt and mutant EGFR. It is likely that these metabolites also contribute to the pharmacologic activity of mobocertinib. Interestingly, the typically labile isopropyl ester appears resistant to esterase-induced hydrolysis.

Mobocertinib Preparation Products And Raw materials

Raw materials

Preparation Products

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Mobocertinib Suppliers

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View Lastest Price from Mobocertinib manufacturers

HangZhou RunYan Pharma Technology Co.,LTD.
Product
TAK788;Mobocertinib 1847461-43-1
Price
US $0.00-0.00/mk
Min. Order
10mk
Purity
99% HPLC
Supply Ability
10000
Release date
2024-09-08
Zibo Hangyu Biotechnology Development Co., Ltd
Product
TAK-788 1847461-43-1
Price
US $80.00-800.00/kg
Min. Order
10kg
Purity
0.99
Supply Ability
20tons
Release date
2023-10-30

1847461-43-1, MobocertinibRelated Search:


  • TAK-788
  • AP32788, MOBOCERTINIB
  • Mobocertinib
  • 5-Pyrimidinecarboxylic acid, 2-[[4-[[2-(dimethylamino)ethyl]methylamino]-2-methoxy-5-[(1-oxo-2-propen-1-yl)amino]phenyl]amino]-4-(1-methyl-1H-indol-3-yl)-, 1-methylethyl ester
  • Mobocertinib (TAK788)
  • Isopropyl 2-((5-acrylamido-4-((2-(dimethylamino)ethyl)(methyl)amino)-2-methoxyphenyl)amino)-4-(1-methyl-1H-indol-3-yl)pyrimidine-5-carboxylate
  • Mobocertinib (TAK788, AP32788)
  • propan-2-yl 2-[4-[2-(dimethylamino)ethyl-methylamino]-2-methoxy-5-(prop-2-enoylamino)anilino]-4-(1-methylindol-3-yl)pyrimidine-5-carboxylate
  • TAK-788 (MOBOCERTINIB)
  • TAK788 TAK-788
  • ak-788 Mobotinib
  • propan-2-yl 2-[(4-{[2-(dimethylamino)ethyl](methyl)amino}-2-methoxy-5-(prop-2-enamido)phenyl)amino]-4-(1-methyl-1H-indol-3-yl)pyrimidine-5-carboxylate
  • Mobutinib
  • 1-Methylethyl 2-[[4-[[2-(dimethylamino)ethyl]methylamino]-2-methoxy-5-[(1-oxo-2-propen-1-yl)amino]phenyl]amino]-4-(1-methyl-1H-indol-3-yl)-5-pyrimidinecarboxylate
  • Mobutinib TAK788
  • 1847461-43-1
  • C32H39N7O4
  • API