Basic Searches
Searches without any special characters (listed below) will return items that contain the exact value(s) entered in the search field. This means that searching for "ASPIRIN CALCIUM" won't return any items that have "ASPIRIN GLYCINE CALCIUM" because the search term doesn't match exactly.
Boolean Operators
OR - searches with terms separated by " OR " will return items that contain any of the terms in the search.
Example: "ASPIRIN" OR "CALCIUM" will return items that have strings like "ASPIRIN GLYCINE" and "GLYCINE CALCIUM" because they contain at least one of the terms in the search.

AND - searches with terms separated by " AND " will return items that contain all the terms in the search.
Example: "ASPIRIN" AND "CALCIUM" won't return items that have strings "ASPIRIN GLYCINE" and "GLYCINE CALCIUM" because neither contain both terms, but it will return "ASPIRIN GLYCINE CALCIUM" because it contains both search terms.
version 2.5
Substance Class Chemical
Record UNII
JJH94R3PWB
Record Status Validated (UNII)
Record Version
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Details

Stereochemistry ACHIRAL
Molecular Formula C30H29ClN6O3
Molecular Weight 557.043
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0
Created by admin on Thu Mar 26 03:16:00 EDT 2020
Edited by admin on Thu Mar 26 03:16:00 EDT 2020
Structure of NERATINIB

Systematic Names:

  • None recorded
  • {{name}}

SMILES

CCOC1=C(NC(=O)\C=C\CN(C)C)C=C2C(=C1)N=CC(C#N)=C2NC3=CC=C(OCC4=NC=CC=C4)C(Cl)=C3

InChI

JWNPDZNEKVCWMY-VQHVLOKHSA-N
InChI=1S/C30H29ClN6O3/c1-4-39-28-16-25-23(15-26(28)36-29(38)9-7-13-37(2)3)30(20(17-32)18-34-25)35-21-10-11-27(24(31)14-21)40-19-22-8-5-6-12-33-22/h5-12,14-16,18H,4,13,19H2,1-3H3,(H,34,35)(H,36,38)/b9-7+
Name Type Language Details References
NERATINIB
Domain Jurisdiction Naming Organization
drug  
INN   USAN  
INN   MART.   MI   USAN   WHO-DD  
Official Name
English  
2-BUTENAMIDE, N-(4-((3-CHLORO-4-(2-PYRIDINYLMETHOXY)PHENYL)AMINO)-3-CYANO-7-ETHOXY-6-QUINOLINYL)-4-(DIMETHYLAMINO)-, (2E)-
Systematic Name
English  
HKI-272
Code
English  
CDP-820
Code
English  
NERATINIB [WHO-DD]
Common Name
English  
NERATINIB [MART.]
Common Name
English  
NERATINIB [MI]
Common Name
English  
NERATINIB [USAN]
Common Name
English  
NERATINIB [INN]
Common Name
English  
(2E)-N-(4-((3-CHLORO-4-((PYRIDIN-2-YL)METHOXY)PHENYL)AMINO)-3-CYANO-7-ETHOXYQUINOLIN-6-YL)-4-(DIMETHYLAMINO)BUT-2-ENAMIDE
Systematic Name
English  
Classification Tree Code System Code References
NCI_THESAURUS C1967
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
NCI_THESAURUS C129825
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
WHO-ATC L01XE45
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
NDF-RT N0000175605
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
Code System Code Type Description References
WIKIPEDIA
NERATINIB
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
PRIMARY
ChEMBL
CHEMBL180022
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
PRIMARY
PUBCHEM
9915743
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
PRIMARY
EVMPD
SUB32232
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
PRIMARY
EPA CompTox
698387-09-6
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
PRIMARY
INN
8878
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
PRIMARY
RXCUI
1940643
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
PRIMARY
CAS
698387-09-6
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
PRIMARY
NCI_THESAURUS
C49094
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
PRIMARY
MERCK INDEX
M7827
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
PRIMARY Merck Index
Related Record Type Details References
TARGET -> INHIBITOR
Mediator Substance Details
none
INHIBITOR
Neratinib concentration at 10 microM
Percent inhibition of specific binding
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
SALT/SOLVATE -> PARENT
none
none
Mediator Substance Details
none
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
BINDING
Radioligand binding assay
IC50
Created by admin on Thu Mar 26 03:16:02 EDT 2020 , Edited by admin on Thu Mar 26 03:16:02 EDT 2020
METABOLIC ENZYME -> SUBSTRATE
none
Mediator Substance Details
none
Created by admin on Thu Mar 26 03:16:02 EDT 2020 , Edited by admin on Thu Mar 26 03:16:02 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
BINDING
Radioligand binding assay
IC50
Created by admin on Thu Mar 26 03:16:02 EDT 2020 , Edited by admin on Thu Mar 26 03:16:02 EDT 2020
BINDER->LIGAND
Mediator Substance Details
none
BINDING
ex vivo protein binding of neratinib in human plasma samples from clinical study in healthy subjects as determined using ult racentrifugation was 88%
Created by admin on Thu Mar 26 03:16:11 EDT 2020 , Edited by admin on Thu Mar 26 03:16:11 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
BINDING
Radioligand binding assay
IC50
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
OFF-TARGET->INHIBITOR
Mediator Substance Details
none
INHIBITOR
Neratinib concentration at 10 microM
Percent inhibition of specific binding
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
TRANSPORTER -> SUBSTRATE
none
Mediator Substance Details
none
Created by admin on Thu Mar 26 03:16:11 EDT 2020 , Edited by admin on Thu Mar 26 03:16:11 EDT 2020
OFF-TARGET->INHIBITOR
Mediator Substance Details
none
INHIBITOR
Neratinib concentration at 10 microM
Percent inhibition of specific binding
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
CUMULATIVE EXCRETION
Mediator Substance Details
none
URINE
Created by admin on Thu Mar 26 03:16:11 EDT 2020 , Edited by admin on Thu Mar 26 03:16:11 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
BINDING
Radioligand binding assay
IC50
Created by admin on Thu Mar 26 03:16:02 EDT 2020 , Edited by admin on Thu Mar 26 03:16:02 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
Neratinib concentration at 10 microM
Percent inhibition of specific binding
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
OFF-TARGET->INHIBITOR
Mediator Substance Details
none
BINDING
Radioligand binding assay
IC50
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
INHIBITOR
Cyclin D1 expression in BT474 cells
IC50
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
CELL->INHIBITOR
Mediator Substance Details
none
CELL PROLIFERATION
IC50
Created by admin on Thu Mar 26 03:16:11 EDT 2020 , Edited by admin on Thu Mar 26 03:16:11 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
Created by admin on Thu Mar 26 03:16:12 EDT 2020 , Edited by admin on Thu Mar 26 03:16:12 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
IRREVERSIBLE INHIBITOR
HER2 ligand-independent receptor phosphorylation in BT474
IC50
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
OFF-TARGET->INHIBITOR
Mediator Substance Details
none
INHIBITOR
Neratinib concentration at 10 microM
Percent inhibition of specific binding
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
INHIBITOR
Neratinib concentration at 10 microM
Percent inhibition of specific binding
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
BINDING
Radioligand binding assay
IC50
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
EGFR-dependent receptor phosphorylation in A431 cells
IC50
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
OFF-TARGET->INHIBITOR
Mediator Substance Details
none
BINDING
Radioligand binding assay
IC50
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
METABOLIC ENZYME -> NON-INDUCER
none
Mediator Substance Details
none
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
TRANSPORTER -> INHIBITOR
Mediator Substance Details
IC50
Created by admin on Thu Mar 26 03:16:12 EDT 2020 , Edited by admin on Thu Mar 26 03:16:12 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
BINDING
Radioligand binding assay
IC50
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
BINDING
Radioligand binding assay
IC50
Created by admin on Thu Mar 26 03:16:02 EDT 2020 , Edited by admin on Thu Mar 26 03:16:02 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
INHIBITOR
Neratinib concentration at 10 microM
Percent inhibition of specific binding
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
INHIBITOR
Neratinib concentration at 10 microM
Percent inhibition of specific binding
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
METABOLIC ENZYME -> NON-INHIBITOR
Mediator Substance Details
none
IC50
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
IC50
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
IC50
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
CUMULATIVE EXCRETION
Mediator Substance Details
none
FECAL
Created by admin on Thu Mar 26 03:16:11 EDT 2020 , Edited by admin on Thu Mar 26 03:16:11 EDT 2020
BINDER->LIGAND
Mediator Substance Details
none
BINDING
In vitro, neratinib was highly bound (N 99 %) to human plasma proteins at cl inica l exposures. click to edit
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
INHIBITOR
Neratinib concentration at 10 microM
Percent inhibition of specific binding
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
TRANSPORTER -> INHIBITOR
Mediator Substance Details
none
INHIBITOR
Neratinib concentration at 10 microM
Percent inhibition of specific binding
Created by admin on Thu Mar 26 03:16:04 EDT 2020 , Edited by admin on Thu Mar 26 03:16:04 EDT 2020
TARGET -> INHIBITOR
Mediator Substance Details
none
BINDING
Radioligand binding assay
IC50
Created by admin on Thu Mar 26 03:16:02 EDT 2020 , Edited by admin on Thu Mar 26 03:16:02 EDT 2020
Related Record Type Details References
METABOLITE LESS ACTIVE -> PARENT
none
none
Mediator Substance Details
none
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
METABOLITE ACTIVE -> PARENT
none
Mediator Substance Details
none
INHIBITOR
Inhibition of HER2 kinase activity (Neratinib IC50 = 17 nM)
IC50
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
METABOLITE LESS ACTIVE -> PARENT
none
Mediator Substance Details
none
INHIBITOR
IC50 for HER2 kinase activity was up to 19 fold higher when compared to neratinib.
IC50
Created by admin on Thu Mar 26 03:16:11 EDT 2020 , Edited by admin on Thu Mar 26 03:16:11 EDT 2020
Related Record Type Details References
ACTIVE MOIETY
none
none
Mediator Substance Details
none
Created by admin on Thu Mar 26 03:16:01 EDT 2020 , Edited by admin on Thu Mar 26 03:16:01 EDT 2020
Name Property Type Amount Referenced Substance Defining Parameters References
Tmax PHARMACOKINETIC Dose
PHARMACOKINETIC
Route of Administration
PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC Route of Administration
PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC Dose
PHARMACOKINETIC
Route of Administration
PHARMACOKINETIC
Cmax PHARMACOKINETIC Dose
PHARMACOKINETIC
Route of Administration
PHARMACOKINETIC
Note References
[Validation]WARNING:Structure has 1 possible duplicate:
[9RM7XY23ZS]NERATINIB MALEATE
[Validation]WARNING:Code 'N0000175605'[NDF-RT] collides (possible duplicate) with existing code & codeSystem for substance:
[0VUA21238F]LAPATINIB
[Validation]WARNING:Code 'M7827'[MERCK INDEX] collides (possible duplicate) with existing code & codeSystem for substance:
[9RM7XY23ZS]NERATINIB MALEATE
Created Thu Mar 26 03:16:00 EDT 2020
Created By admin
Last Edited Thu Mar 26 03:16:00 EDT 2020
Last Edited By admin
Index Source Text / Citation Source Type Tags Date Accessed File
1 GSRS System-generated Validation messages VALIDATION_MESSAGE Thu Mar 26 03:15:57 EDT 2020
2 Generated from relationship on:'MUSCARINIC ACETYLCHOLINE RECEPTOR M2' SYSTEM
3 SYSTEM
4 STN STN (SCIFINDER)
5 USAN COUN 2006 USANCOUN NOMEN PUBLIC_DOMAIN_RELEASE
6 SRS import [JJH94R3PWB] SRS NOMEN Fri Apr 28 14:45:22 EDT 2017
7 NERATINIB [USAN] SRS_LOCATOR
8 USP DICTIONARY 2011 SRS NOMEN
9 WEBSITE WEBSITE NOMEN PUBLIC_DOMAIN_RELEASE
10 NERATINIB [INN] SRS_LOCATOR
11 WHO-DD SRS NOMEN
12 NERATINIB [WHO-DD] SRS_LOCATOR
13 MERCK SRS NOMEN
14 INN 2010 SRS NOMEN
15 GSRS System-generated Validation messages VALIDATION_MESSAGE Thu Mar 26 03:15:57 EDT 2020
16 NERATINIB [MART.] SRS_LOCATOR
17 NERATINIB [MI] SRS_LOCATOR
18 CHEMBL SRS NOMEN
19 https://www.accessdata.fda.gov/drugsatfda_docs/nda/2017/208051Orig1s000MultidisciplineR.pdf NDA PUBLIC REVIEW PUBLIC_DOMAIN_RELEASE
20 USP Dictionary 2010 SRS NOMEN PUBLIC_DOMAIN_RELEASE AUTO_SELECTED
21 SRS CODE IMPORT SRS NOMEN Fri Apr 28 14:45:22 EDT 2017
22 https://www.accessdata.fda.gov/drugsatfda_docs/nda/2017/208051Orig1s000MultidisciplineR.pdf NDA PUBLIC REVIEW
23 MARTINDALE 2011 SRS NOMEN

Molecular Formula C30H29ClN6O3
Molecular Weight 557.043
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE