Drug Information

Drug General Information
Drug ID
D06AOY
Former ID
DNC006194
Drug Name
3-(indole-3-yl)-4-phenyl-1H-pyrrole-2,5-dione
Drug Type
Small molecular drug
Indication Discovery agent Investigative [528032]
Structure
Download
2D MOL

3D MOL
Formula
C18H12N2O2
Canonical SMILES
C1=CC=C(C=C1)C2=C(C(=O)NC2=O)C3=CNC4=CC=CC=C43
InChI
1S/C18H12N2O2/c21-17-15(11-6-2-1-3-7-11)16(18(22)20-17)13-10-19-14-9-5-4-8-12(13)14/h1-10,19H,(H,20,21,22)
InChIKey
HVQJGNALTWNDMX-UHFFFAOYSA-N
PubChem Compound ID
15422868
Target and Pathway
Target(s) mRNA of HER2 Target Info Inhibitor [528032]
Cell division protein kinase 2 Target Info Inhibitor [528032]
Epidermal growth factor receptor Target Info Inhibitor [528032]
G2/mitotic-specific cyclin B1 Target Info Inhibitor [528032]
Protein kinase C, epsilon type Target Info Inhibitor [528032]
Protein kinase C gamma type Target Info Inhibitor [528032]
G1/S-specific cyclin E1 Target Info Inhibitor [528032]
Cell division control protein 2 homolog Target Info Inhibitor [528032]
G1/S-specific cyclin D1 Target Info Inhibitor [528032]
Cell division protein kinase 4 Target Info Inhibitor [528032]
Protein kinase C, alpha type Target Info Inhibitor [528032]
Angiopoietin 1 receptor Target Info Inhibitor [528032]
KEGG Pathway ErbB signaling pathway
Calcium signaling pathway
HIF-1 signaling pathway
Focal adhesion
Adherens junction
Pathways in cancer
Proteoglycans in cancer
MicroRNAs in cancer
Pancreatic cancer
Endometrial cancer
Prostate cancer
Bladder cancer
Non-small cell lung cancer
Central carbon metabolism in cancerhsa04068:FoxO signaling pathway
Cell cycle
Oocyte meiosis
p53 signaling pathway
PI3K-Akt signaling pathway
Progesterone-mediated oocyte maturation
Hepatitis B
Measles
Herpes simplex infection
Epstein-Barr virus infection
Viral carcinogenesis
Small cell lung cancerhsa04010:MAPK signaling pathway
Ras signaling pathway
Rap1 signaling pathway
Cytokine-cytokine receptor interaction
FoxO signaling pathway
Endocytosis
Dorso-ventral axis formation
Gap junction
Regulation of actin cytoskeleton
GnRH signaling pathway
Estrogen signaling pathway
Oxytocin signaling pathway
Epithelial cell signaling in Helicobacter pylori infection
Hepatitis C
Glioma
Melanoma
Central carbon metabolism in cancer
Choline metabolism in cancerhsa04068:FoxO signaling pathway
Progesterone-mediated oocyte maturationhsa04022:cGMP-PKG signaling pathway
Sphingolipid signaling pathway
Vascular smooth muscle contraction
Tight junction
Fc epsilon RI signaling pathway
Fc gamma R-mediated phagocytosis
Inflammatory mediator regulation of TRP channels
Type II diabetes mellitus
MicroRNAs in cancerhsa04010:MAPK signaling pathway
Phosphatidylinositol signaling system
mTOR signaling pathway
Wnt signaling pathway
VEGF signaling pathway
Natural killer cell mediated cytotoxicity
Leukocyte transendothelial migration
Circadian entrainment
Long-term potentiation
Retrograde endocannabinoid signaling
Glutamatergic synapse
Cholinergic synapse
Serotonergic synapse
GABAergic synapse
Dopaminergic synapse
Long-term depression
Insulin secretion
Melanogenesis
Thyroid hormone synthesis
Thyroid hormone signaling pathway
Aldosterone-regulated sodium reabsorption
Endocrine and other factor-regulated calcium reabsorption
Salivary secretion
Gastric acid secretion
Pancreatic secretion
Amphetamine addiction
Morphine addiction
Vibrio cholerae infection
African trypanosomiasis
Amoebiasis
Choline metabolism in cancerhsa04110:Cell cycle
Small cell lung cancerhsa04110:Cell cycle
Viral carcinogenesishsa04068:FoxO signaling pathway
AMPK signaling pathway
Hippo signaling pathway
Jak-STAT signaling pathway
Prolactin signaling pathway
HTLV-I infection
Colorectal cancer
Thyroid cancer
Chronic myeloid leukemia
Acute myeloid leukemia
Small cell lung cancer
Viral myocarditishsa04110:Cell cycle
T cell receptor signaling pathway
Non-small cell lung cancerhsa04010:MAPK signaling pathway
Adrenergic signaling in cardiomyocytes
Pathogenic Escherichia coli infection
Influenza A
Choline metabolism in cancerhsa04014:Ras signaling pathway
Rheumatoid arthritis
NetPath Pathway TCR Signaling PathwayNetPath_11:TCR Signaling PathwayNetPath_16:IL4 Signaling Pathway
EGFR1 Signaling PathwayNetPath_11:TCR Signaling PathwayNetPath_14:IL2 Signaling PathwayNetPath_14:IL2 Signaling Pathway
TCR Signaling PathwayNetPath_21:RANKL Signaling PathwayNetPath_11:TCR Signaling Pathway
IL2 Signaling Pathway
EGFR1 Signaling Pathway
TGF_beta_Receptor Signaling Pathway
Notch Signaling Pathway
Wnt Signaling PathwayNetPath_11:TCR Signaling Pathway
RANKL Signaling PathwayNetPath_14:IL2 Signaling PathwayNetPath_8:Wnt Signaling Pathway
PANTHER Pathway Cadherin signaling pathway
EGF receptor signaling pathwayP00059:p53 pathway
p53 pathway feedback loops 2P00012:Cadherin signaling pathway
EGF receptor signaling pathwayP00059:p53 pathwayP00002:Alpha adrenergic receptor signaling pathway
Alzheimer disease-amyloid secretase pathway
Angiogenesis
Apoptosis signaling pathway
EGF receptor signaling pathway
Endothelin signaling pathway
FGF signaling pathway
Heterotrimeric G-protein signaling pathway-Gq alpha and Go alpha mediated pathway
Inflammation mediated by chemokine and cytokine signaling pathway
Muscarinic acetylcholine receptor 1 and 3 signaling pathway
VEGF signaling pathway
Wnt signaling pathway
5HT2 type receptor mediated signaling pathway
Histamine H1 receptor mediated signaling pathway
Oxytocin receptor mediated signaling pathway
Thyrotropin-releasing hormone receptor signaling pathway
CCKR signaling map STP00002:Alpha adrenergic receptor signaling pathway
Thyrotropin-releasing hormone receptor signaling pathwayP00013:Cell cycle
Parkinson disease
p53 pathway
p53 pathway feedback loops 2P00048:PI3 kinase pathway
PDGF signaling pathway
Angiotensin II-stimulated signaling through G proteins and beta-arrestin
CCKR signaling map STP00005:Angiogenesis
Pathway Interaction Database ErbB4 signaling events
ErbB2/ErbB3 signaling events
ErbB receptor signaling network
a6b1 and a6b4 Integrin signaling
Validated targets of C-MYC transcriptional repressionsmad2_3nuclearpathway:Regulation of nuclear SMAD2/3 signaling
Signaling events mediated by PRL
p73 transcription factor network
E2F transcription factor network
ATR signaling pathway
mTOR signaling pathway
IL2-mediated signaling events
FoxO family signaling
FOXM1 transcription factor network
BARD1 signaling events
p53 pathway
Regulation of retinoblastoma proteinlysophospholipid_pathway:LPA receptor mediated events
Signaling events mediated by PTP1B
Arf6 signaling events
Signaling events mediated by TCPTP
Thromboxane A2 receptor signaling
SHP2 signaling
Regulation of Telomerase
EGF receptor (ErbB1) signaling pathway
EGFR-dependent Endothelin signaling events
Posttranslational regulation of adherens junction stability and dissassembly
Direct p53 effectors
ErbB1 downstream signaling
Urokinase-type plasminogen activator (uPA) and uPAR-mediated signaling
E-cadherin signaling in keratinocytes
Internalization of ErbB1
Stabilization and expansion of the E-cadherin adherens junction
Syndecan-3-mediated signaling eventsp73pathway:p73 transcription factor network
Validated targets of C-MYC transcriptional activation
PLK1 signaling events
C-MYB transcription factor networkendothelinpathway:Endothelins
LPA receptor mediated events
TCR signaling in na&#xef
LPA4-mediated signaling events
CDC42 signaling events
TCR signaling in na&#xef
Role of Calcineurin-dependent NFAT signaling in lymphocytes
PDGFR-beta signaling pathway
IL8- and CXCR1-mediated signaling events
Regulation of Ras family activation
Downstream signaling in na&#xef
Endothelins
Retinoic acid receptors-mediated signaling
IL8- and CXCR2-mediated signaling events
PAR1-mediated thrombin signaling events
IL8- and CXCR1-mediated signaling eventsprlsignalingeventspathway:Signaling events mediated by PRL
PLK3 signaling events
Regulation of retinoblastoma proteinp73pathway:p73 transcription factor network
AP-1 transcription factor network
Retinoic acid receptors-mediated signalingnotch_pathway:Notch signaling pathway
Coregulation of Androgen receptor activity
Validated transcriptional targets of AP1 family members Fra1 and Fra2
Presenilin action in Notch and Wnt signaling
Integrin-linked kinase signaling
E-cadherin signaling in the nascent adherens junction
ATF-2 transcription factor network
Neurotrophic factor-mediated Trk receptor signaling
C-MYB transcription factor network
Validated nuclear estrogen receptor alpha network
Signaling mediated by p38-gamma and p38-delta
Regulation of nuclear beta catenin signaling and target gene transcription
Validated targets of C-MYC transcriptional repression
Trk receptor signaling mediated by PI3K and PLC-gamma
Regulation of retinoblastoma protein
Signaling events mediated by focal adhesion kinasesmad2_3nuclearpathway:Regulation of nuclear SMAD2/3 signaling
Calcineurin-regulated NFAT-dependent transcription in lymphocytes
Regulation of retinoblastoma proteinendothelinpathway:Endothelins
Canonical NF-kappaB pathway
Signaling events regulated by Ret tyrosine kinase
Ras signaling in the CD4+ TCR pathway
Syndecan-4-mediated signaling events
VEGFR1 specific signals
Signaling events mediated by VEGFR1 and VEGFR2
Angiopoietin receptor Tie2-mediated signaling
PathWhiz Pathway Phosphatidylinositol Phosphate MetabolismPW000453:Fc Epsilon Receptor I Signaling in Mast Cells
Activation of PKC through G protein coupled receptor
Reactome SHC1 events in ERBB2 signaling
PLCG1 events in ERBB2 signaling
PIP3 activates AKT signaling
GRB2 events in ERBB2 signaling
PI3K events in ERBB2 signaling
Constitutive Signaling by Aberrant PI3K in Cancer
Sema4D induced cell migration and growth-cone collapse
RAF/MAP kinase cascadeR-HSA-1538133:G0 and Early G1
Activation of ATR in response to replication stress
Regulation of APC/C activators between G1/S and early anaphase
SCF(Skp2)-mediated degradation of p27/p21
Senescence-Associated Secretory Phenotype (SASP)
DNA Damage/Telomere Stress Induced Senescence
Processing of DNA double-strand break ends
G2 Phase
Orc1 removal from chromatin
Cyclin E associated events during G1/S transition
Cyclin A/B1 associated events during G2/M transition
p53-Dependent G1 DNA Damage Response
Cyclin A:Cdk2-associated events at S phase entry
Meiotic recombination
Factors involved in megakaryocyte development and platelet productionR-HSA-1236382:Constitutive Signaling by Ligand-Responsive EGFR Cancer Variants
GRB2 events in EGFR signaling
GAB1 signalosome
SHC1 events in EGFR signaling
EGFR downregulation
EGFR Transactivation by Gastrin
Constitutive Signaling by EGFRvIII
RAF/MAP kinase cascadeR-HSA-156711:Polo-like kinase mediated events
Golgi Cisternae Pericentriolar Stack Reorganization
Phosphorylation of the APC/C
Phosphorylation of Emi1
Condensation of Prophase Chromosomes
MASTL Facilitates Mitotic Progression
Resolution of Sister Chromatid Cohesion
Condensation of Prometaphase Chromosomes
Regulation of PLK1 Activity at G2/M Transition
Activation of NIMA Kinases NEK9, NEK6, NEK7
Recruitment of NuMA to mitotic centrosomes
Depolymerisation of the Nuclear Lamina
G2/M DNA replication checkpoint
Chk1/Chk2(Cds1) mediated inactivation of Cyclin B:Cdk1 complexR-HSA-114508:Effects of PIP2 hydrolysis
DAG and IP3 signaling
Role of phospholipids in phagocytosis
G alpha (z) signalling eventsR-HSA-111933:Calmodulin induced events
Disinhibition of SNARE formation
Trafficking of GluR2-containing AMPA receptors
G alpha (z) signalling events
WNT5A-dependent internalization of FZD4
Response to elevated platelet cytosolic Ca2+R-HSA-113510:E2F mediated regulation of DNA replication
G0 and Early G1
G1/S-Specific Transcription
p53-Dependent G1 DNA Damage ResponseR-HSA-110056:MAPK3 (ERK1) activation
E2F mediated regulation of DNA replication
Cyclin B2 mediated events
Cdc20:Phospho-APC/C mediated degradation of Cyclin A
Loss of Nlp from mitotic centrosomes
Recruitment of mitotic centrosome proteins and complexes
Loss of proteins required for interphase microtubule organization?from the centrosome
Anchoring of the basal body to the plasma membrane
MAPK6/MAPK4 signaling
Chk1/Chk2(Cds1) mediated inactivation of Cyclin B:Cdk1 complexR-HSA-1912408:Pre-NOTCH Transcription and Translation
RMTs methylate histone arginines
Ubiquitin-dependent degradation of Cyclin D1
Cyclin D associated events in G1R-HSA-2559580:Oxidative Stress Induced Senescence
Oncogene Induced Senescence
Transcriptional regulation of white adipocyte differentiation
Cyclin D associated events in G1
Meiotic recombinationR-HSA-111933:Calmodulin induced events
Regulation of KIT signaling
Inactivation, recovery and regulation of the phototransduction cascade
Syndecan interactions
Acetylcholine regulates insulin secretion
Ca2+ pathway
HuR (ELAVL1) binds and stabilizes mRNA
VEGFR2 mediated cell proliferation
Response to elevated platelet cytosolic Ca2+R-HSA-210993:Tie2 Signaling
RAF/MAP kinase cascade
WikiPathways DNA Damage Response (only ATM dependent)
ErbB Signaling Pathway
EGF/EGFR Signaling Pathway
Extracellular vesicle-mediated signaling in recipient cells
Bladder Cancer
Signaling by ERBB2
Integrated Pancreatic Cancer Pathway
Signaling Pathways in Glioblastoma
Leptin signaling pathway
miR-targeted genes in muscle cell - TarBase
Semaphorin interactionsWP707:DNA Damage Response
ID signaling pathway
DNA Replication
G1 to S cell cycle control
M/G1 Transition
S Phase
Meiotic Recombination
Aryl Hydrocarbon Receptor
ATM Signaling Pathway
Retinoblastoma (RB) in Cancer
Spinal Cord Injury
Oncostatin M Signaling Pathway
Prostate Cancer
TSH signaling pathway
Integrated Breast Cancer Pathway
Integrated Cancer pathway
Synthesis of DNA
Regulation of DNA replication
Mitotic G2-G2/M phases
Mitotic G1-G1/S phases
Factors involved in megakaryocyte development and platelet production
Cell Cycle
APC/C-mediated degradation of cell cycle proteins
Cell Cycle Checkpoints
miRNA Regulation of DNA Damage ResponseWP673:ErbB Signaling Pathway
Regulation of Actin Cytoskeleton
MAPK Signaling Pathway
Focal Adhesion
Aryl Hydrocarbon Receptor Pathway
TCA Cycle Nutrient Utilization and Invasiveness of Ovarian Cancer
Hair Follicle Development: Cytodifferentiation (Part 3 of 3)
Hair Follicle Development: Induction (Part 1 of 3)
Signaling by ERBB4
Gastrin-CREB signalling pathway via PKC and MAPK
PIP3 activates AKT signaling
Nanoparticle-mediated activation of receptor signaling
Gastric cancer network 2
AGE/RAGE pathway
Arylhydrocarbon receptor (AhR) signaling pathway
miR-targeted genes in lymphocytes - TarBase
miR-targeted genes in epithelium - TarBase
Signaling by EGFR
L1CAM interactionsWP707:DNA Damage Response
Mitotic Prophase
Mitotic Prometaphase
miRNA Regulation of DNA Damage Response
AMPK SignalingWP666:Hypothetical Network for Drug Addiction
Calcium Regulation in the Cardiac Cell
Wnt Signaling Pathway
Wnt Signaling Pathway and Pluripotency
G Protein Signaling Pathways
Myometrial Relaxation and Contraction Pathways
miRs in Muscle Cell Differentiation
GPCR downstream signaling
Effects of PIP2 hydrolysis
Physiological and Pathological Hypertrophy of the HeartWP536:Calcium Regulation in the Cardiac Cell
Wnt Signaling Pathway Netpath
DAG and IP3 signaling
Opioid Signalling
Response to elevated platelet cytosolic Ca2+WP707:DNA Damage Response
Parkinsons Disease Pathway
Parkin-Ubiquitin Proteasomal System pathway
miRNAs involved in DNA damage response
Androgen receptor signaling pathwayWP707:DNA Damage Response
TGF beta Signaling Pathway
PPAR Alpha Pathway
MAP kinase activation in TLR cascade
RAF/MAP kinase cascade
BMI1
Regulation of Microtubule Cytoskeleton
miRNA Regulation of DNA Damage ResponseWP710:DNA Damage Response (only ATM dependent)
DNA Damage Response
Notch Signaling Pathway
Copper homeostasis
Mesodermal Commitment Pathway
Hair Follicle Development: Organogenesis (Part 2 of 3)
Pre-NOTCH Expression and Processing
Polycystic Kidney Disease Pathway
IL-7 Signaling Pathway
Ovarian Infertility Genes
Transcriptional Regulation of White Adipocyte Differentiation
Insulin Signaling
Kit receptor signaling pathway
Transcriptional activation by NRF2
Human Complement System
Cardiac Hypertrophic Response
Syndecan interactions
Regulation of mRNA Stability by Proteins that Bind AU-rich Elements
Signaling by SCF-KIT
T-Cell Receptor and Co-stimulatory Signaling
Alpha 6 Beta 4 signaling pathway
Corticotropin-releasing hormone
Pathogenic Escherichia coli infection
Endothelin Pathways
FSH signaling pathway
Response to elevated platelet cytosolic Ca2+
Integration of energy metabolism
TOR SignalingWP363:Wnt Signaling Pathway Netpath
Cell surface interactions at the vascular wall
Angiogenesis
References
Ref 528032J Med Chem. 2006 Feb 23;49(4):1271-81.Design, synthesis, and biological evaluation of 3,4-diarylmaleimides as angiogenesis inhibitors.
Ref 528032J Med Chem. 2006 Feb 23;49(4):1271-81.Design, synthesis, and biological evaluation of 3,4-diarylmaleimides as angiogenesis inhibitors.

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