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Details

Stereochemistry ACHIRAL
Molecular Formula C27H31N7O2
Molecular Weight 485.5818
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-(2-((2-(DIMETHYLAMINO)ETHYL)METHYLAMINO)-5-((4-(1H-INDOL-3-YL)-2-PYRIMIDINYL)AMINO)-4-METHOXYPHENYL)-2-PROPENAMIDE

SMILES

C=CC(=Nc1cc(c(cc1N(C)CCN(C)C)OC)Nc2nccc(-c3c[nH]c4ccccc34)n2)O

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

Molecular Formula C27H31N7O2
Molecular Weight 485.5818
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Gene Symbol: EGFR
Target Organism: Homo sapiens (Human)
25 nM [IC50]
Conditions

Conditions

PubMed

PubMed

TitleDatePubMed
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.
Substance Class Chemical
Created
by admin
on Sat Jun 26 10:57:23 UTC 2021
Edited
by admin
on Sat Jun 26 10:57:23 UTC 2021
Record UNII
2DWZ6SE1E1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
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
AZ-5104
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 Jun 26 10:57:23 UTC 2021 , Edited by admin on Sat Jun 26 10:57:23 UTC 2021
PRIMARY
PUBCHEM
71496460
Created by admin on Sat Jun 26 10:57:23 UTC 2021 , Edited by admin on Sat Jun 26 10:57:23 UTC 2021
PRIMARY
FDA UNII
2DWZ6SE1E1
Created by admin on Sat Jun 26 10:57:23 UTC 2021 , Edited by admin on Sat Jun 26 10:57:23 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> METABOLITE ACTIVE
FECAL; URINE
PARENT -> METABOLITE
PLASMA
Name Property Type Amount Referenced Substance Defining Parameters References
Tmax PHARMACOKINETIC