General Information of the Compound
Compound ID
CP0039199
Compound Name
(E)-N-[4-(3-chloro-4-fluoro-anilino)-3-cyano-7-ethoxy-6-quinolyl]-4-(dimethylamino)but-2-enamide
    Show/Hide
Synonyms
EKB-569
EKI-569
Pelitinib
WAY-EKB-569
    Show/Hide
Structure
Formula
C24H23ClFN5O2
Molecular Weight
467.932
Canonical SMILES
CCOc1cc2ncc(C#N)c(Nc3ccc(F)c(Cl)c3)c2cc1NC(=O)\C=C\CN(C)C
    Show/Hide
InChI
InChI=1S/C24H23ClFN5O2/c1-4-33-22-12-20-17(11-21(22)30-23(32)6-5-9-31(2)3)24(15(13-27)14-28-20)29-16-7-8-19(26)18(25)10-16/h5-8,10-12,14H,4,9H2,1-3H3,(H,28,29)(H,30,32)/b6-5+
    Show/Hide
InChIKey
WVUNYSQLFKLYNI-AATRIKPKSA-N
CAS
257933-82-7
Physicochemical Property
logP
5.09758
Rotatable Bonds
8
Heavy Atom Count
33
Polar Areas
90.28
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
6
Complexity
33

"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: 6445562
SID: 12015456
ChEMBL ID
CHEMBL607707
DrugBank ID
DB05524
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
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000052 A-431 Homo sapiens (Human)  2
1
IC50 = 8.02 nM
   TI
   LI
   LO
   TS
2
IC50 = 39 nM
   TI
   LI
   LO
   TS
CL000254 DiFi Homo sapiens (Human)  1
1
IC50 = 79.43 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 0.24 nM
2 IC50 = 0.6 nM
3 IC50 = 14.5 nM
4 IC50 = 34.9 nM
5 IC50 = 38.5 nM
6 IC50 = 39 nM
7 IC50 = 80 nM
8 IC50 = 83 nM
9 IC50 = 97.6 nM
10 IC50 = 79983.43 nM
11 Kd = 0.23 nM
12 Kd = 0.24 nM
13 Kd = 0.27 nM
14 Kd = 0.33 nM
15 Kd = 0.38 nM
16 Kd = 0.41 nM
17 Kd = 0.42 nM
18 Kd = 0.44 nM
19 Kd = 1 nM
Clinical Information about the Compound
Drug 1 ( Pelitinib )
Drug Name Pelitinib
Company Wyeth
Indication
Lymphoma
Phase 2
Target(s)
Epidermal growth factor receptor (EGFR)
Modulator