Drug Details

General Information of the Drug (ID: DR2477)
Name
Napabucasin
Synonyms
Napabucasin; 83280-65-3; BBI608; 2-acetylnaphtho[2,3-b]furan-4,9-dione; 2-Acetylfuro-1,4-naphthoquinone; BBI-608; 2-acetylbenzo[f][1]benzofuran-4,9-dione; UNII-Z1HHM49K7O; BBI 608; 2-Acetylfuranonaphthoquinone; Z1HHM49K7O; 2-Acetyl-4H,9H-naphtho[2,3-b]furan-4,9-dione; 2-Acetylnaphtho(2,3-b)furan-4,9-dione; Napabucasin [USAN:INN]; FNQ; Napabucasin; BBI608; Napabucasin (BBI608); CHEMBL64130; Napabucasin (JAN/USAN/INN); SCHEMBL1883845; GTPL11358; AMY27812; BCP07628; EX-A1314; BDBM50366597; MFCD28155270; NSC788900; s7977; ZINC13306865; AKOS027470201; ACN-053294; CCG-266871; CS-1747; DB12155; NSC-788900; AC-32935; AK547981; AS-60519; HY-13919; 2-Acetyl-naphtho[2,3-b]furan-4,9-dione; A13474; D10717; Q27294876
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Molecular Type
Small molecule
Disease Pancreatic cancer [ICD-11: 2C10] Phase 3 [1]
Structure
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2D MOL

3D MOL

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Formula
C14H8O4
PubChem CID
10331844
Canonical SMILES
CC(=O)C1=CC2=C(O1)C(=O)C3=CC=CC=C3C2=O
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
InChIKey
DPHUWDIXHNQOSY-UHFFFAOYSA-N
CAS Number
CAS 83280-65-3
TTD Drug ID
D01IGZ
DrugBank ID
DB12155
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Paclitaxel      Taxus brevifolia     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Down-regulation Phosphorylation STAT3  Molecule Info 
Pathway MAP
                    In-vitro Model A2780 CVCL_0134 Ovarian endometrioid adenocarcinoma Homo sapiens
SK-OV-3 CVCL_0532 Ovarian serous cystadenocarcinoma Homo sapiens
                    Experimental
                    Result(s)		 Paclitaxel combined BBI608 results in increased apoptosis in epithelial ovarian cancer cells and a reduced tumour burden.
Target and Pathway
Target(s) STAT factor 3 (STAT3)  Molecule Info  [1]
KEGG Pathway Chemokine signaling pathway Click to Show/Hide
2 HIF-1 signaling pathway
3 FoxO signaling pathway
4 Signaling pathways regulating pluripotency of stem cells
5 Jak-STAT signaling pathway
6 Prolactin signaling pathway
7 Adipocytokine signaling pathway
8 Toxoplasmosis
9 Hepatitis C
10 Hepatitis B
11 Measles
12 Epstein-Barr virus infection
13 Pathways in cancer
14 Viral carcinogenesis
15 Proteoglycans in cancer
16 MicroRNAs in cancer
17 Pancreatic cancer
18 Acute myeloid leukemia
19 Inflammatory bowel disease (IBD)
Panther Pathway Angiogenesis Click to Show/Hide
2 EGF receptor signaling pathway
3 Inflammation mediated by chemokine and cytokine signaling pathway
4 Interleukin signaling pathway
5 JAK/STAT signaling pathway
6 PDGF signaling pathway
7 Ras Pathway
8 CCKR signaling map ST
Pathway Interaction Database GMCSF-mediated signaling events Click to Show/Hide
2 IL27-mediated signaling events
3 Signaling events mediated by PTP1B
4 IL12-mediated signaling events
5 Signaling events mediated by TCPTP
6 Signaling events mediated by HDAC Class I
7 IL2-mediated signaling events
8 CXCR4-mediated signaling events
9 EGF receptor (ErbB1) signaling pathway
10 IFN-gamma pathway
11 ErbB1 downstream signaling
12 ErbB2/ErbB3 signaling events
13 IL6-mediated signaling events
14 PDGFR-beta signaling pathway
15 Neurotrophic factor-mediated Trk receptor signaling
16 IL23-mediated signaling events
17 Signaling events mediated by Stem cell factor receptor (c-Kit)
18 FGF signaling pathway
19 RAC1 signaling pathway
20 Notch-mediated HES/HEY network
21 IL12 signaling mediated by STAT4
Reactome Interleukin-6 signaling Click to Show/Hide
2 Senescence-Associated Secretory Phenotype (SASP)
3 POU5F1 (OCT4), SOX2, NANOG activate genes related to proliferation
4 Transcriptional regulation of pluripotent stem cells
5 Growth hormone receptor signaling
WikiPathways Serotonin Receptor 2 and STAT3 Signaling Click to Show/Hide
2 Notch Signaling Pathway
3 Interferon type I signaling pathways
4 EPO Receptor Signaling
5 TGF Beta Signaling Pathway
6 IL-2 Signaling Pathway
7 EGF/EGFR Signaling Pathway
8 IL-4 Signaling Pathway
9 IL-6 signaling pathway
10 Signaling of Hepatocyte Growth Factor Receptor
11 Kit receptor signaling pathway
12 Nuclear Receptors Meta-Pathway
13 Estrogen Receptor Pathway
14 TCA Cycle Nutrient Utilization and Invasiveness of Ovarian Cancer
15 IL-3 Signaling Pathway
16 Dopaminergic Neurogenesis
17 Transcriptional regulation of pluripotent stem cells
18 Mammary gland development pathway - Involution (Stage 4 of 4)
19 Signaling by SCF-KIT
20 Interleukin-6 signaling
21 Growth hormone receptor signaling
22 JAK/STAT
23 PDGF Pathway
24 BDNF signaling pathway
25 Oncostatin M Signaling Pathway
26 Adipogenesis
27 Interleukin-11 Signaling Pathway
28 AGE/RAGE pathway
29 Prostate Cancer
30 TSLP Signaling Pathway
31 IL-9 Signaling Pathway
32 IL17 signaling pathway
33 IL-7 Signaling Pathway
34 Regulation of Microtubule Cytoskeleton
35 Leptin signaling pathway
36 TSH signaling pathway
37 Cell Differentiation - Index
38 Cell Differentiation - meta
39 Signaling by PDGF
40 NGF signalling via TRKA from the plasma membrane
41 TFs Regulate miRNAs related to cardiac hypertrophy
42 MicroRNAs in cardiomyocyte hypertrophy
43 Physiological and Pathological Hypertrophy of the Heart
44 Androgen receptor signaling pathway
45 IL-5 Signaling Pathway
References
Reference 1 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
Reference 2 Targeted activation of Stat3 in combination with paclitaxel results in increased apoptosis in epithelial ovarian cancer cells and a reduced tumour burden. Cell Prolif. 2020 Jan;53(1):e12719.
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