General Information of the Compound
Compound ID
CP0015521
Compound Name
5-[[3-methoxy-4-[(4-methoxyphenyl)methoxy]phenyl]methyl]pyrimidine-2,4-diamine
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Synonyms
GW-2580
GW2580
GW632580X
PMID28270010-Compound-Figure24-a
cFMS receptor tyrosine kinase inhibitor
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Structure
Formula
C20H22N4O3
Molecular Weight
366.421
Canonical SMILES
COc1ccc(COc2ccc(Cc3cnc(N)nc3N)cc2OC)cc1
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InChI
InChI=1S/C20H22N4O3/c1-25-16-6-3-13(4-7-16)12-27-17-8-5-14(10-18(17)26-2)9-15-11-23-20(22)24-19(15)21/h3-8,10-11H,9,12H2,1-2H3,(H4,21,22,23,24)
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InChIKey
MYQAUKPBNJWPIE-UHFFFAOYSA-N
Physicochemical Property
logP
2.828
Rotatable Bonds
7
Heavy Atom Count
27
Polar Areas
105.51
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
7
Complexity
27

"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).

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PubChem ID
CID: 11617559
SID: 16720475
ChEMBL ID
CHEMBL261849
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: PT01008, Macrophage colony-stimulating factor 1 receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000012 Sf21 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 3 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 30 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 30 nM
2 IC50 = 60 nM
3 IC50 = 470 nM
4 Kd = 1.6 nM
5 Kd = 2.2 nM
Protein ID: PT02032, Macrophage colony-stimulating factor 1 receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000124 NFS-60 Mus musculus (Mouse)  1
1
IC50 = 392 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( GW-2580 )
Drug Name GW-2580
Target(s)
CSF1R messenger RNA (CSF1R mRNA)
Inhibitor
Drug 2 ( PMID28270010-Compound-Figure24-a )
Drug Name PMID28270010-Compound-Figure24-a
Target(s)
Tropomyosin-related kinase A (TrkA)
Inhibitor
Macrophage colony-stimulating factor 1 receptor (CSF1R)
Inhibitor