LIFIRAFENIB MALEATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	2C25H17F3N4O3.3C4H4O4
Molecular Weight	1305.0619
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	3
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)\C=C/C(O)=O.OC(=O)\C=C/C(O)=O.OC(=O)\C=C/C(O)=O.[H][C@]12OC3=CC=C(OC4=CC=NC5=C4CCC(=O)N5)C=C3[C@@]1([H])[C@@H]2C6=NC7=C(N6)C=C(C=C7)C(F)(F)F.[H][C@]89OC%10=CC=C(OC%11=CC=NC%12=C%11CCC(=O)N%12)C=C%10[C@@]8([H])[C@@H]9C%13=NC%14=C(N%13)C=C(C=C%14)C(F)(F)F

InChI

InChIKey=CETNPISTLYWCDC-SWWFIDOGSA-N

InChI=1S/2C25H17F3N4O3.3C4H4O4/c2*26-25(27,28)11-1-4-15-16(9-11)31-24(30-15)21-20-14-10-12(2-5-17(14)35-22(20)21)34-18-7-8-29-23-13(18)3-6-19(33)32-23;3*5-3(6)1-2-4(7)8/h2*1-2,4-5,7-10,20-22H,3,6H2,(H,30,31)(H,29,32,33);3*1-2H,(H,5,6)(H,7,8)/b;;3*2-1-/t2*20-,21-,22-;;;/m00.../s1

HIDE SMILES / InChI

Molecular Formula	C25H17F3N4O3
Molecular Weight	478.4227
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	C4H4O4
Molecular Weight	116.0722
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/30599278 | https://www.beigene.com/science-and-product-portfolio/pipeline/lifirafenib

Lifirafenib (BGB-283 or BEIGENE-283), a dual inhibitor targeting BRAF kinase and EGFR, was studied for the treatment of different cancer types harboring mutations in BRAF, KRAS, and NRAS. Lifirafenib participates in Phase II clinical trial in combination with PD-0325901 to treat the patients with solid tumor.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Serine/threonine-protein kinase B-raf 20 Target ID: CHEMBL5145 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26208524	Inhibitor 8297	32.0 nM [IC50]
Serine/threonine-protein kinase A-Raf 3 Target ID: CHEMBL1169596 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26208524	Inhibitor 8297	5.6 nM [IC50]
Epidermal growth factor receptor 46 Target ID: CHEMBL2363049 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26208524	Inhibitor 8297	29.0 nM [IC50]

PubMed

Title	Date	PubMed
Targeting oncogenic Raf protein-serine/threonine kinases in human cancers.	2018 Sep	30118796

Sample Use Guides

In Vivo Use Guide

BGB-283 (lifirafenib) 5 or mg once a day

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Sat Dec 16 14:20:43 UTC 2023` Edited by `admin` on `Sat Dec 16 14:20:43 UTC 2023`
Record UNII	9VU33DC00T
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

LIFIRAFENIB MALEATE

Official Name

English

1,8-NAPHTHYRIDIN-2(1H)-ONE, 5-(((1R,1AS,6BR)-1A,6B-DIHYDRO-1-(6-(TRIFLUOROMETHYL)-1H-BENZIMIDAZOL-2-YL)-1H-CYCLOPROPA(B)BENZOFURAN-5-YL)OXY)-3,4-DIHYDRO-, (2Z)-2-BUTENEDIOATE (2:3)

Systematic Name

English

5-(((1R,1AS,6BR)-1-(5-(TRIFLUOROMETHYL)-1H-BENZIMIDAZOL-2-YL)-1A,6B-DIHYDRO-1H-CYCLOPROPA(B)(1)BENZOFURAN-5-YL)OXY)-3,4-DIHYDRO-1,8-NAPHTHYRIDIN-2(1H)-ONEMALEIC ACID (2:3)

Systematic Name

English

BGB-283 SESQUI-MALEATE

Code

English

LIFIRAFENIB MALEATE [USAN]

Common Name

English

LIFIRAFENIB SESQUIMALEATE

Common Name

English

Code System Code Type Description

NCI_THESAURUS

C174591