Drug Information

Drug General Information
Drug ID
D0C8UE
Former ID
DCL000077
Drug Name
Capridine-beta
Synonyms
Apremilast; CC 10004; Apremilast (USAN); CC-10004; N-[2-[1-(3-ethoxy-4-methoxy-phenyl)-2-methylsulfonyl-ethyl]-1,3-dioxo-isoindol-4-yl]acetamide
Drug Type
Small molecular drug
Indication Psoriasis [ICD9: 696; ICD10:L40] Discontinued in Phase 4 [533123]
Therapeutic Class
Anticancer Agents
Company
Gardant Pharma; Celgene
Structure
Download
2D MOL

3D MOL
Formula
C23H25NO7S
Canonical SMILES
CCOC1=C(C=CC(=C1)C(CS(=O)(=O)C)N2C(=O)C3=C(C2=O)C(=CC=C<br />3)CC(=O)C)OC
InChI
1S/C23H25NO7S/c1-5-31-20-12-15(9-10-19(20)30-3)18(13-32(4,28)29)24-22(26)17-8-6-7-16(11-14(2)25)21(17)23(24)27/h6-10,12,18H,5,11,13H2,1-4H3/t18-/m1/s1
InChIKey
MUKPBEDSDFRMNQ-GOSISDBHSA-N
CAS Number
CAS 608141-41-9
PubChem Compound ID
44153089
SuperDrug ATC ID
L04AA32
Target and Pathway
Target(s) Cell division protein kinase 2 Target Info Inhibitor [551434]
Cell division protein kinase 6 Target Info Inhibitor [551434]
Cell division protein kinase 4 Target Info Inhibitor [551434]
PDE4 Target Info Inhibitor [536085], [536370]
KEGG Pathway 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 cancerhsa04110:Cell cycle
MicroRNAs in cancer
Pancreatic cancer
Glioma
Melanoma
Chronic myeloid leukemia
Small cell lung cancer
Non-small cell lung cancerhsa04110:Cell cycle
Tight junction
T cell receptor signaling pathway
HTLV-I infection
Bladder cancer
Non-small cell lung cancer
NetPath Pathway TCR Signaling PathwayNetPath_7:TGF_beta_Receptor Signaling PathwayNetPath_11:TCR Signaling Pathway
EGFR1 Signaling Pathway
RANKL Signaling Pathway
PANTHER Pathway p53 pathway
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 proteinp73pathway:p73 transcription factor network
Coregulation of Androgen receptor activity
C-MYB transcription factor network
IL2 signaling events mediated by STAT5
Regulation of retinoblastoma proteinsmad2_3nuclearpathway:Regulation of nuclear SMAD2/3 signaling
Calcineurin-regulated NFAT-dependent transcription in lymphocytes
Validated targets of C-MYC transcriptional activation
ATF-2 transcription factor network
Regulation of retinoblastoma protein
Reactome 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-2559580:Oxidative Stress Induced Senescence
Oncogene Induced Senescence
Cyclin D associated events in G1R-HSA-2559580:Oxidative Stress Induced Senescence
RMTs methylate histone arginines
Transcriptional regulation of white adipocyte differentiation
Ubiquitin-dependent degradation of Cyclin D1
Cyclin D associated events in G1
WikiPathways 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 ResponseWP707:DNA Damage Response
Wnt Signaling Pathway Netpath
Metastatic brain tumor
miR-targeted genes in muscle cell - TarBase
miR-targeted genes in lymphocytes - TarBase
miR-targeted genes in leukocytes - TarBase
miR-targeted genes in epithelium - TarBase
miRNAs involved in DNA damage response
Ovarian Infertility Genes
PPAR Alpha Pathway
Bladder Cancer
Transcriptional Regulation of White Adipocyte Differentiation
miRNA Regulation of DNA Damage Response
References
Ref 5331232014 FDA drug approvals. Nat Rev Drug Discov. 2015 Feb;14(2):77-81.
Ref 536085CC-10004 . Curr Opin Investig Drugs. 2005 May;6(5):518-25.
Ref 536370Highly selective phosphodiesterase 4 inhibitors for the treatment of allergic skin diseases and psoriasis. Inflamm Allergy Drug Targets. 2007 Mar;6(1):17-26.
Ref 551434Agreement signed with Prostagenics to develop prostate cancer treatment. Innovate Oncology, Inc. 2005.

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