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Details

Stereochemistry ACHIRAL
Molecular Formula C28H33N7O2
Molecular Weight 499.6073
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OSIMERTINIB

SMILES

COC1=C(NC2=NC=CC(=N2)C3=CN(C)C4=CC=CC=C34)C=C(NC(=O)C=C)C(=C1)N(C)CCN(C)C

InChI

InChIKey=DUYJMQONPNNFPI-UHFFFAOYSA-N
InChI=1S/C28H33N7O2/c1-7-27(36)30-22-16-23(26(37-6)17-25(22)34(4)15-14-33(2)3)32-28-29-13-12-21(31-28)20-18-35(5)24-11-9-8-10-19(20)24/h7-13,16-18H,1,14-15H2,2-6H3,(H,30,36)(H,29,31,32)

HIDE SMILES / InChI
Molecular Formula C28H33N7O2
Molecular Weight 499.6073
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:50:58 UTC 2023
Edited
by admin
on Sat Dec 16 08:50:58 UTC 2023
Record UNII
3C06JJ0Z2O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OSIMERTINIB
DASH   INN   USAN   WHO-DD  
USAN   INN  
Official Name English
OSIMERTINIB [MI]
Common Name English
osimertinib [INN]
Common Name English
MERELETINIB
INN  
Official Name English
Osimertinib [WHO-DD]
Common Name English
OSIMERTINIB [USAN]
Common Name English
2-PROPENAMIDE, N-(2-((2-(DIMETHYLAMINO)ETHYL)METHYLAMINO)-4-METHOXY-5-((4-(1-METHYL-1H-INDOL-3-YL)-2-PYRIMIDINYL)AMINO)PHENYL)-
Systematic Name English
AZD9291
Code English
AZD-9291
Code English
AZD-9291 FREE BASE
Code English
Classification Tree Code System Code
NCI_THESAURUS C129825
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
NDF-RT N0000175605
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
FDA ORPHAN DRUG 445214
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
NCI_THESAURUS C2167
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
WHO-ATC L01XE35
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL3353410
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
FDA UNII
3C06JJ0Z2O
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
DRUG BANK
DB09330
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
RXCUI
1721560
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY RxNorm
NDF-RT
N0000191266
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY Cytochrome P450 1A2 Inducers [MoA]
USAN
CD-52
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
INN
10043
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
NDF-RT
N0000175082
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY Kinase Inhibitors [MoA]
LACTMED
Osimertinib
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
NDF-RT
N0000190114
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY Cytochrome P450 3A Inhibitors [MoA]
NDF-RT
N0000185506
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY Cytochrome P450 3A4 Inducers [MoA]
CAS
1421373-65-0
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
WIKIPEDIA
OSIMERTINIB
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
DRUG CENTRAL
5062
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
CHEBI
90943
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
SMS_ID
100000162510
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
DAILYMED
3C06JJ0Z2O
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
NDF-RT
N0000190113
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY Breast Cancer Resistance Protein Inhibitors [MoA]
MERCK INDEX
m11906
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
NCI_THESAURUS
C116377
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
EPA CompTox
DTXSID501025961
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
EVMPD
SUB176340
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
PUBCHEM
71496458
Created by admin on Sat Dec 16 08:50:58 UTC 2023 , Edited by admin on Sat Dec 16 08:50:58 UTC 2023
PRIMARY
Related Record Type Details
CYTOCHROME P450 1A1
METABOLIC ENZYME -> SUBSTRATE
EPIDERMAL GROWTH FACTOR RECEPTOR (EXON 19 DELETION/T790M/C797S MUTANT)
TARGET -> INHIBITOR RESISTANT
CYTOCHROME P450 1A1
METABOLIC ENZYME -> INDUCER
Modulation of CYP1A1/CYP1A2 levels markedly reduced parent drug concentrations, significantly altering metabolite pharmacokinetics (PK) in humanized mice in vivo. Produces three hydroxy impurities where site is not specified.
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
MAJOR
Structure of OSIMERTINIB
EXCRETED UNCHANGED
FECAL; URINE
CYTOCHROME P450 3A5
METABOLIC ENZYME -> SUBSTRATE
MAJOR
EPIDERMAL GROWTH FACTOR RECEPTOR T790M MUTANT
TARGET -> INHIBITOR
EPIDERMAL GROWTH FACTOR RECEPTOR (EXON 19 DELETION/T790M MUTANT)
TARGET -> INHIBITOR
Structure of OSIMERTINIB MESYLATE
SALT/SOLVATE -> PARENT
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Related Record Type Details
Structure of 2-PROPENAMIDE, N-(2-((2-(DIMETHYLOXIDOAMINO)ETHYL)METHYLAMINO)-4-METHOXY-5-((4-(1-METHYL-1H-INDOL-3-YL)-2-PYRIMIDINYL)AMINO)PHENYL)-
METABOLITE -> PARENT
URINE
Structure of N-Hydroxy-osimertinib
METABOLITE -> PARENT
Structure of N-(4-METHOXY-2-(METHYLAMINO)-5-((4-(1-METHYLINDOL-3-YL)PYRIMIDIN-2-YL)AMINO)PHENYL)PROP-2-ENAMIDE
METABOLITE -> PARENT
This metabolite was detected in human hepatocytes.
Structure of AZ-5104
METABOLITE -> PARENT
PLASMA
Structure of AZ-7550
METABOLITE ACTIVE -> PARENT
FECAL; URINE
Structure of (2R)-2-AMINO-3-(3-(2-(2-DIMETHYLAMINOETHYL(METHYL)AMINO)-4-METHOXY-5-((4-(1-METHYLINDOL-3-YL)PYRIMIDIN-2-YL)AMINO)ANILINO)-3-OXO-PROPYL)SULFANYL-PROPANOIC ACID
METABOLITE -> PARENT
Structure of AZ-5104
METABOLITE ACTIVE -> PARENT
FECAL; URINE
Structure of N-Hydroxy-osimertinib
METABOLITE -> PARENT
Related Record Type Details
Structure of OSIMERTINIB
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
Tmax PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC
NIH
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