AFATINIB

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H25ClFN5O3
Molecular Weight	485.938
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure of AFATINIB

Structure Search

SMILES

CN(C)C\C=C\C(=O)NC1=CC2=C(C=C1O[C@H]3CCOC3)N=CN=C2NC4=CC(Cl)=C(F)C=C4

InChI

InChIKey=ULXXDDBFHOBEHA-CWDCEQMOSA-N

InChI=1S/C24H25ClFN5O3/c1-31(2)8-3-4-23(32)30-21-11-17-20(12-22(21)34-16-7-9-33-13-16)27-14-28-24(17)29-15-5-6-19(26)18(25)10-15/h3-6,10-12,14,16H,7-9,13H2,1-2H3,(H,30,32)(H,27,28,29)/b4-3+/t16-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C24H25ClFN5O3
Molecular Weight	485.938
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	1
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:25:09 UTC 2023` Edited by `admin` on `Fri Dec 15 17:25:09 UTC 2023`
Record UNII	41UD74L59M
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

AFATINIB

Official Name

English

Afatinib [WHO-DD]

Common Name

English

AFATINIB [MI]

Common Name

English

TOVOK

Brand Name

English

AFATINIB [USAN]

Common Name

English

BIBW 2992

Common Name

English

AFATINIB [VANDF]

Common Name

English

(2E)-N-(4-(3-CHLORO-4-FLUOROANILINO)-7-(((3S)-OXOLAN-3-YL)OXY)QUINOXAZOLIN-6-YL)-4-(DIMETHYLAMINO)BUT-2-ENAMIDE

Common Name

English

TOMTOVOK

Brand Name

English

BIBW2992

Code

English

afatinib [INN]

Common Name

English

BIBW-2992

Code

English

AFATINIB [MART.]

Common Name

English

NSC-750691

Code

English

2-BUTENAMIDE, N-(4-((3-CHLORO-4-FLUOROPHENYL)AMINO)-7-(((3S)-TETRAHYDRO-3-FURANYL)OXY)- 6-QUINAZOLINYL)-4-(DIMETHYLAMINO)-, (2E)-

Common Name

English

Classification Tree Code System Code

NDF-RT

N0000175605

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

WHO-VATC

QL01XE13

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

WHO-ATC

L01XE13

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

FDA ORPHAN DRUG

484115

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

NCI_THESAURUS

C2167

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

EU-Orphan Drug

EU/3/18/2110

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

EMA ASSESSMENT REPORTS

GIOTRIF(AUTHORIZED: CARCINOMA, NON-SMALL-CELL LUNG)

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

FDA ORPHAN DRUG

375712

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

FDA ORPHAN DRUG

690419

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

FDA ORPHAN DRUG

433414

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

FDA ORPHAN DRUG

781420

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

NCI_THESAURUS

C129825

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

Code System Code Type Description

CAS

439081-18-2

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

NON-SPECIFIC STEREOCHEMISTRY

WIKIPEDIA

AFATINIB

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

PUBCHEM

10184653

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

DRUG BANK

DB08916

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

NSC

750691

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

NCI_THESAURUS

C66940

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

FDA UNII

41UD74L59M

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

ChEMBL

CHEMBL1173655

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

MERCK INDEX

m1439

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

Merck Index

SMS_ID

100000124505

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

CHEBI

61390

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

CAS

850140-72-6

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

DAILYMED

41UD74L59M

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

RXCUI

1430438

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

RxNorm

INN

9230

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

EPA CompTox

DTXSID20893451

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

EVMPD

SUB32268

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

DRUG CENTRAL

4318

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

USAN

YY-16

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

IUPHAR

5667

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

LACTMED

Afatinib

Created by admin on Fri Dec 15 17:25:09 UTC 2023 , Edited by admin on Fri Dec 15 17:25:09 UTC 2023

PRIMARY

Related Record Type Details


					RO03J093CP

EPIDERMAL GROWTH FACTOR RECEPTOR

TARGET -> INHIBITOR

Interaction Type:

IRREVERSIBLE INHIBITOR


					3M5IJI39XM

RECEPTOR TYROSINE-PROTEIN KINASE ERBB-4

TARGET -> INHIBITOR

Interaction Type:

IRREVERSIBLE INHIBITOR


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					7J9Y28299R

RECEPTOR TYROSINE-PROTEIN KINASE ERBB-2

TARGET -> INHIBITOR

Interaction Type:

IRREVERSIBLE INHIBITOR


					UN0FN8L6YG

TARGET -> INHIBITOR

Comments:

a case of successful treatment of a patient aged >80 years with lung adenocarcinoma positive for the uncommon EGFR L861Q mutation with low‐dose afatinib. An 83‐year‐old woman presented with cough and dyspnea. A chest computed tomography (CT) scan revealed tumors in the left upper lobe, left pleural effusion, and multiple lung metastases in both lungs. The patient was diagnosed with lung adenocarcinoma with an EGFR L861Q mutation based on cytological findings. The patient received 30 mg/day of afatinib and experienced no severe adverse events.

Amount:


					V1T5K7RZ0B

AFATINIB DIMALEATE

SALT/SOLVATE -> PARENT

Related Record Type Details


					Q58L53U44Y

4,6-QUINAZOLINEDIAMINE, N4-(3-CHLORO-4-FLUOROPHENYL)-7-(((3S)-TETRAHYDRO-3-FURANYL)OXY)-

METABOLITE -> PARENT

Comments:

minor metabolite

Interaction Type:

MINOR

Qualification:

URINE

AFATINIB N-ACETYLCYSTEINYL METABOLITE

METABOLITE -> PARENT


					43KI824L19

N-DESMETHYL AFATINIB

METABOLITE LESS ACTIVE -> PARENT


					F3S5OLD39D

AFATINIB N-OXIDE

METABOLITE -> PARENT

Related Record Type Details


					41UD74L59M

AFATINIB

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC

Cmax	PHARMACOKINETIC

Volume of Distribution	PHARMACOKINETIC