General Information of the Compound
Compound ID
CP0008706
Compound Name
(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-2,3-dihydro-1H-indol-2-one
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Synonyms
Romiplostim
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Structure
Formula
C15H14N2O
Molecular Weight
238.29
Canonical SMILES
Cc1cc(C)c(\C=C2/C(=O)Nc3ccccc23)[nH]1
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InChI
InChI=1S/C15H14N2O/c1-9-7-10(2)16-14(9)8-12-11-5-3-4-6-13(11)17-15(12)18/h3-8,16H,1-2H3,(H,17,18)/b12-8-
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InChIKey
WUWDLXZGHZSWQZ-WQLSENKSSA-N
CAS
204005-46-9
194413-58-6
Physicochemical Property
logP
3.12424
Rotatable Bonds
1
Heavy Atom Count
18
Polar Areas
44.89
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
1
Complexity
18

"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: 5329098
SID: 14847387
ChEMBL ID
CHEMBL276711
DrugBank ID
DB06436
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: PT06109, Geminin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480 Homo sapiens (Human)  1
1
Potency ~ 1258.9 nM
   TI
   LI
   LO
   TS
Protein ID: PT00844, Platelet-derived growth factor receptor beta
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000117 SF539 Homo sapiens (Human)  1
1
IC50 = 2400 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 68 nM
2 IC50 = 400 nM
3 IC50 = 680 nM
4 IC50 = 10100 nM
5 IC50 = 10500 nM
6 IC50 = 20260 nM
7 IC50 = 22900 nM
Protein ID: PT00951, Proto-oncogene tyrosine-protein kinase receptor Ret
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 170 nM
   TI
   LI
   LO
   TS
Protein ID: PT01065, Serine/threonine-protein kinase mTOR
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL001056 MEF-1 [Mouse fibroblast] Mus musculus (Mouse)  1
1
Potency = 1309.2 nM
   TI
   LI
   LO
   TS
Protein ID: PT00846, Tyrosine-protein kinase ZAP-70
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 20700 nM
   TI
   LI
   LO
   TS
Protein ID: PT00864, Vascular endothelial growth factor receptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
ED50 = 930 nM
   TI
   LI
   LO
   TS
2
IC50 = 884 nM
   TI
   LI
   LO
   TS
CL000118 U-251MG Homo sapiens (Human)  3
1
IC50 = 2430 nM
   TI
   LI
   LO
   TS
2
IC50 = 12000 nM
   TI
   LI
   LO
   TS
3
IC50 = 12900 nM
   TI
   LI
   LO
   TS
CL000052 A-431 Homo sapiens (Human)  1
1
IC50 = 12900 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 110 nM
2 IC50 = 200 nM
3 IC50 = 220 nM
4 IC50 = 230 nM
5 IC50 = 700 nM
6 IC50 = 1000 nM
7 IC50 = 1230 nM
8 IC50 = 10600 nM
9 IC50 = 12900 nM
Clinical Information about the Compound
Drug 1 ( Romiplostim )
Drug Name Romiplostim
Company Amgen
Indication
Thrombocytopenia
Approved
Multiple myeloma
Phase 2
Myelodysplastic syndrome
Phase 2
Target(s)
Tyrosine-protein kinase Kit (KIT)
Inhibitor
VEGFR1 messenger RNA (VEGFR1 mRNA)
Inhibitor
Fibroblast growth factor receptor 1 (FGFR1)
Inhibitor
Vascular endothelial growth factor receptor 2 (KDR)
Inhibitor
Platelet-derived growth factor receptor beta (PDGFRB)
Inhibitor
Platelet-derived growth factor receptor alpha (PDGFRA)
Inhibitor
Thrombopoietin receptor (MPL)
Modulator
Proto-oncogene c-Ret (RET)
Inhibitor
Aryl hydrocarbon receptor (AHR)
Modulator