Drug General Information
Drug ID
D0W0BL
Former ID
DNC006930
Drug Name
3-((3,5-diamino-1H-pyrazol-4-yl)diazenyl)phenol
Drug Type
Small molecular drug
Indication Discovery agent Investigative [528490]
Structure
Download
2D MOL

3D MOL

Formula
C9H10N6O
Canonical SMILES
C1=CC(=CC(=C1)O)NN=C2C(=NN=C2N)N
InChI
1S/C9H10N6O/c10-8-7(9(11)15-14-8)13-12-5-2-1-3-6(16)4-5/h1-4,12,16H,(H4,10,11,13,14,15)
InChIKey
LCQNXRGFMXJDJJ-UHFFFAOYSA-N
PubChem Compound ID
Target and Pathway
Target(s) Cell division protein kinase 9 Target Info Inhibitor [528490]
Cell division protein kinase 2 Target Info Inhibitor [528490]
Cyclin-A2 Target Info Inhibitor [528490]
G1/S-specific cyclin E1 Target Info Inhibitor [528490]
KEGG Pathway Transcriptional misregulation 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
Pathways in cancer
Viral carcinogenesis
Prostate cancer
Small cell lung cancerhsa03030:DNA replication
Base excision repair
Nucleotide excision repair
Mismatch repair
HTLV-I infectionhsa04110:Cell cycle
MicroRNAs in cancer
Small cell lung cancer
NetPath Pathway EGFR1 Signaling PathwayNetPath_11:TCR Signaling PathwayNetPath_14:IL2 Signaling Pathway
TCR Signaling Pathway
PANTHER Pathway p53 pathway
p53 pathway feedback loops 2P00013:Cell cycle
Parkinson disease
p53 pathway feedback loops 2
Pathway Interaction Database 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 proteinprlsignalingeventspathway:Signaling events mediated by PRL
PLK3 signaling events
Regulation of retinoblastoma protein
PathWhiz Pathway Nucleotide Excision Repair
Reactome SMAD2/SMAD3:SMAD4 heterotrimer regulates transcriptionR-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-113510:E2F mediated regulation of DNA replication
G0 and Early G1
Cdc20:Phospho-APC/C mediated degradation of Cyclin A
Mismatch repair (MMR) directed by MSH2:MSH6 (MutSalpha)
Mismatch repair (MMR) directed by MSH2:MSH3 (MutSbeta)
HDR through Homologous Recombination (HRR)
Dual Incision in GG-NER
Dual incision in TC-NER
Gap-filling DNA repair synthesis and ligation in TC-NER
G1/S-Specific Transcription
Cyclin A:Cdk2-associated events at S phase entryR-HSA-113510:E2F mediated regulation of DNA replication
WikiPathways Cardiac Hypertrophic Response
Transcriptional activity of SMAD2/SMAD3:SMAD4 heterotrimer
Host Interactions of HIV factors
HIV Life Cycle
IL-9 Signaling Pathway
RNA Polymerase II Transcription
MicroRNAs in cardiomyocyte hypertrophyWP707: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
Integrated Pancreatic Cancer Pathway
Oncostatin M Signaling Pathway
Prostate Cancer
Signaling Pathways in Glioblastoma
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 ResponseWP615:Senescence and Autophagy in Cancer
Mismatch repair
EGF/EGFR Signaling Pathway
Nifedipine Activity
Primary Focal Segmental Glomerulosclerosis FSGS
Nucleotide Excision Repair
Telomere Maintenance
Base Excision RepairWP707:DNA Damage Response
Parkinsons Disease Pathway
Parkin-Ubiquitin Proteasomal System pathway
miRNAs involved in DNA damage response
miRNA Regulation of DNA Damage Response
Androgen receptor signaling pathway
References
Ref 528490J Med Chem. 2006 Nov 2;49(22):6500-9.4-arylazo-3,5-diamino-1H-pyrazole CDK inhibitors: SAR study, crystal structure in complex with CDK2, selectivity, and cellular effects.
Ref 528490J Med Chem. 2006 Nov 2;49(22):6500-9.4-arylazo-3,5-diamino-1H-pyrazole CDK inhibitors: SAR study, crystal structure in complex with CDK2, selectivity, and cellular effects.

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