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Details

Stereochemistry ACHIRAL
Molecular Formula C27H31N7O2
Molecular Weight 485.5807
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AZ-5104

SMILES

COC1=C(NC2=NC=CC(=N2)C3=CNC4=CC=CC=C34)C=C(NC(=O)C=C)C(=C1)N(C)CCN(C)C

InChI

InChIKey=IQNVEOMHJHBNHC-UHFFFAOYSA-N
InChI=1S/C27H31N7O2/c1-6-26(35)30-22-15-23(25(36-5)16-24(22)34(4)14-13-33(2)3)32-27-28-12-11-21(31-27)19-17-29-20-10-8-7-9-18(19)20/h6-12,15-17,29H,1,13-14H2,2-5H3,(H,30,35)(H,28,31,32)

HIDE SMILES / InChI
AZ5104 is a demethylated metabolite of Osimertinib. AZ5104 potently and irreversibly inhibits both wild-type and mutant (exon 19 and L858R) EGFR and demonstrates good anti-cancer effect in both cell-based and in vivo experiments. Although AZ5104 was tested on preclinical models of lung cancer, it is used only in the prodrug form.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P00533|||Q9GZX1
Gene ID: 1956.0
Gene Symbol: EGFR
Target Organism: Homo sapiens (Human)
25.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Irreversible Inhibition of EGFR: Modeling the Combined Pharmacokinetic-Pharmacodynamic Relationship of Osimertinib and Its Active Metabolite AZ5104.
2016 Oct
Patents

Sample Use Guides

In preclinical sudy AZ5104 was given orally at a dose 5 mg/kg/day.
Route of Administration: Oral
H1781 cells, which contain a VC insertion at G776 in exon 20 of HER2, were treated with AZ5104 (0-10 uM) for 5 days to test the effect of the drug on cells growth.
Name Type Language
AZ-5104
Code English
N-(2-((2-(DIMETHYLAMINO)ETHYL)METHYLAMINO)-5-((4-(1H-INDOL-3-YL)-2-PYRIMIDINYL)AMINO)-4-METHOXYPHENYL)-2-PROPENAMIDE
Systematic Name English
OSIMERTINIB METABOLITE M6
Common Name English
AZ5104
Code English
2-PROPENAMIDE, N-(2-((2-(DIMETHYLAMINO)ETHYL)METHYLAMINO)-5-((4-(1H-INDOL-3-YL)-2-PYRIMIDINYL)AMINO)-4-METHOXYPHENYL)-
Systematic Name English
Code System Code Type Description
CAS
1421373-98-9
Created by admin on Sat Dec 16 14:37:13 GMT 2023 , Edited by admin on Sat Dec 16 14:37:13 GMT 2023
PRIMARY
PUBCHEM
71496460
Created by admin on Sat Dec 16 14:37:13 GMT 2023 , Edited by admin on Sat Dec 16 14:37:13 GMT 2023
PRIMARY
FDA UNII
2DWZ6SE1E1
Created by admin on Sat Dec 16 14:37:13 GMT 2023 , Edited by admin on Sat Dec 16 14:37:13 GMT 2023
PRIMARY