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Details

Stereochemistry ACHIRAL
Molecular Formula C29H29F3N8O
Molecular Weight 562.5888
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUMBATINIB

SMILES

CN1CCN(CC2=CC=C(C=C2C(F)(F)F)C(=O)NC3=CC(NC4=NC=CC(=N4)C5=CC=CN=C5)=C(C)N=C3)CC1

InChI

InChIKey=BJCJYEYYYGBROF-UHFFFAOYSA-N
InChI=1S/C29H29F3N8O/c1-19-26(38-28-34-9-7-25(37-28)21-4-3-8-33-16-21)15-23(17-35-19)36-27(41)20-5-6-22(24(14-20)29(30,31)32)18-40-12-10-39(2)11-13-40/h3-9,14-17H,10-13,18H2,1-2H3,(H,36,41)(H,34,37,38)

HIDE SMILES / InChI
Molecular Formula C29H29F3N8O
Molecular Weight 562.5888
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/20478851 | http://adisinsight.springer.com/drugs/800035564

Flumatinib (HHGV678) is an orally bioavailable antineoplastic tyrosine kinase inhibitor. Flumatinib inhibits the wild-type forms of Bcr-Abl, platelet-derived growth factor receptor (PDGFR) and mast/stem cell growth factor receptor (SCFR; c-Kit) and forms of these proteins with certain point mutations. Flumatinib was extensively metabolized after oral administration, and the major metabolic pathways observed were amide hydrolysis, demethylation, oxidation, and glucuronide conjugation. It is in phase III clinical trials for the treatment of Chronic myeloid leukemia (in China).

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 1.2 nM [IC50]
Inhibitor
8297
 308.0 nM [IC50]
Inhibitor
8297
 665.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Phase III
656
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Patents

20080312251
2
8183242
2
CN1972917 B
2
US8183242 B2
2

Sample Use Guides

In Vivo Use Guide
400 mg once daily or 600 mg once daily
Route of Administration: Oral
In Vitro Use Guide
Flumatinib of 10.0 micromol/L induced cell apoptosis of 40.06% and 33.32% in K562R and 32Dp210(T315I) cell lines
Substance Class Chemical
Created
by admin
on Sat Dec 16 04:59:40 GMT 2023
Edited
by admin
on Sat Dec 16 04:59:40 GMT 2023
Record UNII
R4009Y24AI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FLUMBATINIB
INN  
Official Name English
HH-GV678
Code English
flumbatinib [INN]
Common Name English
Flumatinib [WHO-DD]
Common Name English
4-(4-METHYL-PIPERAZIN-1-YLMETHYL)-N-(6-METHYL-5-(4-PYRIDIN-3-YL-PYRIMIDIN-2-YLAMINO)-PYRIDIN-3-YL)-3-TRIFLUOROMETHYL-BENZAMIDE
Systematic Name English
FLUMATINIB
Common Name English
BENZAMIDE, 4-((4-METHYL-1-PIPERAZINYL)METHYL)-N-(6-METHYL-5-((4-(3-PYRIDINYL)-2-PYRIMIDINYL)AMINO)-3-PYRIDINYL)-3-(TRIFLUOROMETHYL)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C129825
Created by admin on Sat Dec 16 04:59:40 GMT 2023 , Edited by admin on Sat Dec 16 04:59:40 GMT 2023
NCI_THESAURUS C1967
Created by admin on Sat Dec 16 04:59:40 GMT 2023 , Edited by admin on Sat Dec 16 04:59:40 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C138991
Created by admin on Sat Dec 16 04:59:40 GMT 2023 , Edited by admin on Sat Dec 16 04:59:40 GMT 2023
PRIMARY
PUBCHEM
46848036
Created by admin on Sat Dec 16 04:59:40 GMT 2023 , Edited by admin on Sat Dec 16 04:59:40 GMT 2023
PRIMARY
INN
11831
Created by admin on Sat Dec 16 04:59:40 GMT 2023 , Edited by admin on Sat Dec 16 04:59:40 GMT 2023
PRIMARY
FDA UNII
R4009Y24AI
Created by admin on Sat Dec 16 04:59:40 GMT 2023 , Edited by admin on Sat Dec 16 04:59:40 GMT 2023
PRIMARY
CAS
895519-90-1
Created by admin on Sat Dec 16 04:59:40 GMT 2023 , Edited by admin on Sat Dec 16 04:59:40 GMT 2023
PRIMARY
DRUG BANK
DB11904
Created by admin on Sat Dec 16 04:59:40 GMT 2023 , Edited by admin on Sat Dec 16 04:59:40 GMT 2023
PRIMARY
EPA CompTox
DTXSID60237779
Created by admin on Sat Dec 16 04:59:40 GMT 2023 , Edited by admin on Sat Dec 16 04:59:40 GMT 2023
PRIMARY
ChEMBL
CHEMBL3545413
Created by admin on Sat Dec 16 04:59:40 GMT 2023 , Edited by admin on Sat Dec 16 04:59:40 GMT 2023
PRIMARY
SMS_ID
300000039112
Created by admin on Sat Dec 16 04:59:40 GMT 2023 , Edited by admin on Sat Dec 16 04:59:40 GMT 2023
PRIMARY
Related Record Type Details
BCR-ABL KINASE
TARGET -> INHIBITOR
Related Record Type Details
Structure of 4-((4-METHYL-1-PIPERAZINYL)METHYL)-3-(TRIFLUOROMETHYL)BENZOIC ACID
METABOLITE -> PARENT
PLASMA; URINE
Structure of (2S,3S,4S,5R,6S)-3,4,5-TRIHYDROXY-6-(4-((4-METHYLPIPERAZIN-1-YL)METHYL)-3-(TRIFLUOROMETHYL)BENZOYL)OXY-TETRAHYDROPYRAN-2-CARBOXYLIC ACID
METABOLITE -> PARENT
URINE
Structure of N-(6-METHYL-5-((4-(3-PYRIDYL)PYRIMIDIN-2-YL)AMINO)-3-PYRIDYL)ACETAMIDE
METABOLITE -> PARENT
PLASMA; URINE
Structure of 4-(1-PIPERAZINYLMETHYL)-3-(TRIFLUOROMETHYL)BENZOIC ACID
METABOLITE -> PARENT
PLASMA; URINE
Structure of N-OXIDE FLUMATINIB
METABOLITE -> PARENT
FECAL; PLASMA; URINE
Structure of 4-((4-ACETYLPIPERAZIN-1-YL)METHYL)-N-(6-METHYL-5-((4-(3-PYRIDYL)PYRIMIDIN-2-YL)AMINO)-3-PYRIDYL)-3-(TRIFLUOROMETHYL)BENZAMIDE
METABOLITE -> PARENT
FECAL
Structure of N-(6-METHYL-5-((4-(3-PYRIDYL)PYRIMIDIN-2-YL)AMINO)-3-PYRIDYL)HYDROXYLAMINE
METABOLITE -> PARENT
URINE
Structure of 2-METHYL-N3-(4-(3-PYRIDINYL)-2-PYRIMIDINYL)-3,5-PYRIDINEDIAMINE
METABOLITE -> PARENT
PLASMA; URINE
Structure of 4-((4-METHYL-4-OXIDO-PIPERAZIN-4-IUM-1-YL)METHYL)-3-(TRIFLUOROMETHYL)BENZOIC ACID
METABOLITE -> PARENT
PLASMA; URINE
Structure of N-DESMETHYL FLUMATINIB
METABOLITE -> PARENT
FECAL; PLASMA; URINE
Structure of 3-AMINO-6-METHYL-5-((4-(3-PYRIDYL)PYRIMIDIN-2-YL)AMINO)PYRIDIN-2-OL
METABOLITE -> PARENT
PLASMA; URINE
Related Record Type Details
Structure of FLUMBATINIB
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