General Information of the Compound
Compound ID
CP0329823
Compound Name
2-Acetylfuranonaphthoquinone
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Synonyms
2-Acetyl-4H,9H-naphtho[2,3-b]furan-4,9-dione
2-Acetylfuranonaphthoquinone
2-Acetylfuro-1,4-naphthoquinone
2-Acetylnaphtho(2,3-b)furan-4,9-dione
2-acetylnaphtho[2,3-b]furan-4,9-dione
83280-65-3
ACN-053294
AKOS027470201
CHEMBL64130
CS-1747
DB12155
DPHUWDIXHNQOSY-UHFFFAOYSA-N
EX-A1314
HY-13919
MolPort-039-101-321
Napabucasin
Napabucasin (BBI608)
Napabucasin (JAN/USAN/INN)
Napabucasin - BBI 608/ FNQ
Napabucasin [USAN:INN]
SCHEMBL1883845
UNII-Z1HHM49K7O
Z1HHM49K7O
ZINC13306865
s7977
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Structure
Formula
C14H8O4
Molecular Weight
240.214
Canonical SMILES
CC(=O)c1cc2c(o1)C(=O)c1ccccc1C2=O
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InChI
InChI=1S/C14H8O4/c1-7(15)11-6-10-12(16)8-4-2-3-5-9(8)13(17)14(10)18-11/h2-6H,1H3
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InChIKey
DPHUWDIXHNQOSY-UHFFFAOYSA-N
CAS
83280-65-3
Physicochemical Property
logP
2.2576
Rotatable Bonds
1
Heavy Atom Count
18
Polar Areas
64.35
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
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: 10331844
SID: 15342159
ChEMBL ID
CHEMBL64130
DrugBank ID
DB12155
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: PT01503, Signal transducer and activator of transcription 3
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 3200 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Cell Viability or Cytotoxicity Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000002 K-562
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 1000 nM
   TI
   LI
   LO
   TS
CL000083 MCF-7
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 240 nM
   TI
   LI
   LO
   TS
CL000111 MDA-MB-231
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 2100 nM
   TI
   LI
   LO
   TS
CL000448 BxPC-3
 Cell Line Info 
Homo sapiens (Human)  2
1
IC50 = 1300 nM
   TI
   LI
   LO
   TS
2
IC50 = 1400 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Napabucasin )
Drug Name Napabucasin
Company Boston Biomedical Cambridge, MA
Indication
Solid tumour/cancer
Phase 3
Pancreatic cancer
Phase 3
Colorectal cancer
Phase 3
Advanced malignancy
Phase 1/2
Gastrointestinal cancer
Phase 1/2
Hepatocellular carcinoma
Phase 1/2
Recurring respiratory infection
Phase 1/2
Solid tumour/cancer
Phase 1/2
Recurrent glioblastoma
Phase 1/2
Solid tumour/cancer
Phase 1
Haematological malignancy
Phase 1
Target(s)
Signal transducer and activator of transcription 3 (STAT3)
 Target Info 
Inhibitor