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Also known as: 2254145-43-0, Andamertinib [inn], 5x3kag7zbw, Orb3028552, Schembl21871533, Gtpl13732

Molecular Formula

C₃₁H₃₆N₈O₃

Molecular Weight

568.7 g/mol

InChI Key

KKPCZGCBAIJCOU-UHFFFAOYSA-N

FDA UNII

5X3KAG7ZBW

Andamertinib is an orally bioavailable, mono-anilino-pyrimidine, mutant-selective epidermal growth factor receptor (EGFR) inhibitor, with potential antineoplastic activity. Upon oral administration, andamertinib targets, binds to and irreversibly inhibits the activity of various EGFR mutations, including exon 20 insertion (Ex20ins) activating mutations, the gatekeeper mutation T790M, ExDel19, and L858R. This prevents EGFR-mediated signaling, induces cell death and inhibits tumor growth in tumor cells expressing these EGFR mutations. EGFR, a receptor tyrosine kinase mutated in many tumor cell types, plays a key role in tumor cell proliferation and tumor vascularization.

1 2D Structure

Andamertinib

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-[4-methoxy-2-[4-(3-methoxyazetidin-1-yl)piperidin-1-yl]-5-[[6-(1-methylindazol-5-yl)pyrimidin-4-yl]amino]phenyl]prop-2-enamide

2.1.2 InChI

InChI=1S/C31H36N8O3/c1-5-31(40)36-25-13-26(29(42-4)15-28(25)38-10-8-22(9-11-38)39-17-23(18-39)41-3)35-30-14-24(32-19-33-30)20-6-7-27-21(12-20)16-34-37(27)2/h5-7,12-16,19,22-23H,1,8-11,17-18H2,2-4H3,(H,36,40)(H,32,33,35)

2.1.3 InChI Key

KKPCZGCBAIJCOU-UHFFFAOYSA-N

2.2 Other Identifiers

2.2.1 UNII

5X3KAG7ZBW

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 2254145-43-0

2. Andamertinib [inn]

3. 5x3kag7zbw

4. Orb3028552

5. Schembl21871533

6. Gtpl13732

7. Plb1004

8. Plb-1004

9. Compound 206 [wo2018228446a1]

10. 2-propenamide, N-[4-methoxy-2-[4-(3-methoxy-1-azetidinyl)-1-piperidinyl]-5-[[6-(1-methyl-1h-indazol-5-yl)-4-pyrimidinyl]amino]phenyl]-

11. N-(4-methoxy-2-[4-(3-methoxyazetidin-1-yl)piperidin-1-yl]-5-{[6-(1-methyl-1h-indazol-5-yl)pyrimidin-4-yl]amino}phenyl)prop-2-enamide

12. N-[4-methoxy-2-[4-(3-methoxy-1-azetidinyl)-1-piperidinyl]-5-[[6-(1-methyl-1h-indazol-5-yl)-4-pyrimidinyl]amino]phenyl]-2-propenamide

13. N-[4-methoxy-2-[4-(3-methoxyazetidin-1-yl)piperidin-1-yl]-5-[[6-(1-methylindazol-5-yl)pyrimidin-4-yl]amino]phenyl]prop-2-enamide

2.4 Create Date

2020-06-27

3 Chemical and Physical Properties

Molecular Formula	C₃₁H₃₆N₈O₃
Molecular Weight	568.7 g/mol
XLogP3	3.5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	9
Exact Mass	Da
Monoisotopic Mass	Da
Topological Polar Surface Area	110
Heavy Atom Count	42
Formal Charge	0
Complexity	913
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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