General Information of the Compound
Compound ID
CP0116990
Compound Name
AP-26113
    Show/Hide
Synonyms
1197953-54-0
AC-29958
AKOS030257612
ALUNBRIG
Alunbrig (TN)
BDBM50185140
Brigatiib
Brigatinib
Brigatinib (AP26113)
Brigatinib (USAN)
Brigatinib [USAN:INN]
Brigatinib [USAN]
CS-4278
DB12267
EX-A775
HY-12857
HYW8DB273J
KS-00000TSQ
MolPort-044-561-640
SCHEMBL11916361
UNII-HYW8DB273J
ZINC148723177
    Show/Hide
Structure
Formula
C29H39ClN7O2P
Molecular Weight
584.105
Canonical SMILES
COc1cc(ccc1Nc1ncc(Cl)c(Nc2ccccc2P(C)(C)=O)n1)N1CCC(CC1)N1CCN(C)CC1
    Show/Hide
InChI
InChI=1S/C29H39ClN7O2P/c1-35-15-17-37(18-16-35)21-11-13-36(14-12-21)22-9-10-24(26(19-22)39-2)33-29-31-20-23(30)28(34-29)32-25-7-5-6-8-27(25)40(3,4)38/h5-10,19-21H,11-18H2,1-4H3,(H2,31,32,33,34)
    Show/Hide
InChIKey
AILRADAXUVEEIR-UHFFFAOYSA-N
CAS
1197953-54-0
Physicochemical Property
logP
5.09
Rotatable Bonds
8
Heavy Atom Count
40
Polar Areas
85.86
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
9
Complexity
40

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

    Show/Hide
Click to Show/Hide the External Link(s) of This Compound
PubChem ID
CID: 68165256
ChEMBL ID
CHEMBL3545311
DrugBank ID
DB12267
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00922, Epidermal growth factor receptor
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000077 Ba/F3
 Cell Line Info 
Mus musculus (Mouse)  1
1
GI50 = 67.2 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000013 Sf9
 Cell Line Info 
Spodoptera frugiperda (Fall armyworm)  3
1
IC50 = 1 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 3 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
3
IC50 = 130 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 0.7 nM
2 IC50 = 0.82 nM
3 IC50 = 1.5 nM
4 IC50 = 2.5 nM
5 IC50 = 3.38 nM
6 IC50 = 3.9 nM
7 IC50 = 4.9 nM
8 IC50 = 6.6 nM
9 IC50 = 10.5 nM
10 IC50 = 12.5 nM
11 IC50 = 17.2 nM
12 IC50 = 18.5 nM
13 IC50 = 21 nM
14 IC50 = 28.3 nM
15 IC50 = 37.6 nM
16 IC50 = 38.3 nM
17 IC50 = 48.3 nM
18 IC50 = 50.9 nM
19 IC50 = 53 nM
20 IC50 = 74.8 nM
21 IC50 = 76.6 nM
22 IC50 = 139.7 nM
23 IC50 = 261.3 nM
Cell Viability or Cytotoxicity Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000157 NCI-H1975
 Cell Line Info 
Homo sapiens (Human)  2
1
IC50 = 620 nM
   TI
   LI
   LO
   TS
2
IC50 = 640 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Brigatinib )
Drug Name Brigatinib
Company Ariad Pharmaceuticals/Takeda
Indication
Non-small-cell lung cancer
Approved
Anaplastic large cell lymphoma
Approved
Non-small-cell lung cancer
Approved
Non-small-cell lung cancer
Phase 3
Target(s)
ALK tyrosine kinase receptor (ALK)
 Target Info 
Inhibitor