Epacadostat (BioDeep_00000702642)

   


代谢物信息卡片


4-[[2-[(Aminosulfonyl)amino]ethyl]amino]-N-(3-bromo-4-fluorophenyl)-N-hydroxy-1,2,5-oxadiazole-3-carboximidamide

化学式: C11H13BrFN7O4S (436.99170900000007)
中文名称: 艾卡哚司他
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=C(C=C1N=C(C2=NON=C2NCCNS(=O)(=O)N)NO)Br)F
InChI: InChI=1S/C11H13BrFN7O4S/c12-7-5-6(1-2-8(7)13)17-11(18-21)9-10(20-24-19-9)15-3-4-16-25(14,22)23/h1-2,5,16,21H,3-4H2,(H,15,20)(H,17,18)(H2,14,22,23)

描述信息

C308 - Immunotherapeutic Agent > C129820 - Antineoplastic Immunomodulating Agent
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents
C308 - Immunotherapeutic Agent > C141144 - Immune Checkpoint Modulator
C471 - Enzyme Inhibitor > C141137 - IDO1 Inhibitor
C274 - Antineoplastic Agent

同义名列表

3 个代谢物同义名

4-[[2-[(Aminosulfonyl)amino]ethyl]amino]-N-(3-bromo-4-fluorophenyl)-N-hydroxy-1,2,5-oxadiazole-3-carboximidamide; Epacadostat(INCB024360); Epacadostat



数据库引用编号

7 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

0 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Cui Huo, Zongyuan Luo, Xiangli Ning, Xin Kang, Qin Yan, Yuying Guo, Guobo Li, Zhouyu Wang, Yuzhi Li, Shan Qian. 4,6-Disubstituted-1H-Indazole-4-Amine derivatives with immune-chemotherapy effect and in vivo antitumor activity. European journal of medicinal chemistry. 2022 Nov; 241(?):114625. doi: 10.1016/j.ejmech.2022.114625. [PMID: 35952399]
  • Jiangxin Liu, Jian Ren, Kun Yang, Shuang Chen, Xinni Yang, Qin-Shi Zhao. Discovery and biological evaluation of tanshinone derivatives as potent dual inhibitors of indoleamine 2, 3-dioxygenase 1 and tryptophan 2, 3-dioxygenase. European journal of medicinal chemistry. 2022 May; 235(?):114294. doi: 10.1016/j.ejmech.2022.114294. [PMID: 35358772]
  • Aung Naing, John D Powderly, John J Nemunaitis, Jason J Luke, Aaron S Mansfield, Wells A Messersmith, Solmaz Sahebjam, Patricia M LoRusso, Ignacio Garrido-Laguna, Lance Leopold, Ryan Geschwindt, Kai Ding, Michael Smith, Jordan D Berlin. Exploring the safety, effect on the tumor microenvironment, and efficacy of itacitinib in combination with epacadostat or parsaclisib in advanced solid tumors: a phase I study. Journal for immunotherapy of cancer. 2022 03; 10(3):. doi: 10.1136/jitc-2021-004223. [PMID: 35288468]
  • Yumu Zhang, Xin Li, Yufei Sun, Xinghua Liu, Wenyan Wang, Jingwei Tian. Pharmacokinetics of S-epacadostat, an indoleamine 2,3-dioxygenase 1 inhibitor, in dog plasma and identification of its metabolites in vivo and in vitro. Biomedical chromatography : BMC. 2021 Dec; 35(12):e5226. doi: 10.1002/bmc.5226. [PMID: 34388261]
  • Xiang-Li Ning, Yu-Zhi Li, Cui Huo, Ji Deng, Cheng Gao, Kai-Rong Zhu, Miao Wang, Yu-Xiang Wu, Jun-Lin Yu, Ya-Li Ren, Zong-Yuan Luo, Gen Li, Yang Chen, Si-Yao Wang, Cheng Peng, Ling-Ling Yang, Zhou-Yu Wang, Yong Wu, Shan Qian, Guo-Bo Li. X-ray Structure-Guided Discovery of a Potent, Orally Bioavailable, Dual Human Indoleamine/Tryptophan 2,3-Dioxygenase (hIDO/hTDO) Inhibitor That Shows Activity in a Mouse Model of Parkinson's Disease. Journal of medicinal chemistry. 2021 06; 64(12):8303-8332. doi: 10.1021/acs.jmedchem.1c00303. [PMID: 34110158]
  • Lei Gao, Tingting Gao, Ting Zeng, Peng Huang, Nai-Kei Wong, Zhaoyang Dong, Yunjia Li, Guanghui Deng, Zhiyong Wu, Zhiping Lv. Blockade of Indoleamine 2, 3-dioxygenase 1 ameliorates hippocampal neurogenesis and BOLD-fMRI signals in chronic stress precipitated depression. Aging. 2021 02; 13(4):5875-5891. doi: 10.18632/aging.202511. [PMID: 33591947]
  • Marta Serafini, Enza Torre, Silvio Aprile, Erika Del Grosso, Alessandro Gesù, Alessia Griglio, Giorgia Colombo, Cristina Travelli, Salvatore Paiella, Annalisa Adamo, Elena Orecchini, Alice Coletti, Maria Teresa Pallotta, Stefano Ugel, Alberto Massarotti, Tracey Pirali, Silvia Fallarini. Discovery of Highly Potent Benzimidazole Derivatives as Indoleamine 2,3-Dioxygenase-1 (IDO1) Inhibitors: From Structure-Based Virtual Screening to in Vivo Pharmacodynamic Activity. Journal of medicinal chemistry. 2020 03; 63(6):3047-3065. doi: 10.1021/acs.jmedchem.9b01809. [PMID: 32150677]
  • Wenyan Wang, Xuhui Zhuang, Heyuan Sun, Lina Dong, Zongliang Liu, Guangying Du, Liang Ye, Jingwei Tian. Pharmacokinetics of S-EPA, and its inhibition on indoleamine 2,3-dioxgenase: a case of sulfur-substitution affecting distributions in blood cells. Xenobiotica; the fate of foreign compounds in biological systems. 2019 Nov; 49(11):1338-1343. doi: 10.1080/00498254.2018.1546024. [PMID: 30507339]
  • Ailin Li, Hampartsoum B Barsoumian, Jonathan E Schoenhals, Mauricio S Caetano, Xiaohong Wang, Hari Menon, David R Valdecanas, Sharareh Niknam, Ahmed I Younes, Maria Angelica Cortez, James W Welsh. IDO1 Inhibition Overcomes Radiation-Induced 'Rebound Immune Suppression' by Reducing Numbers of IDO1-Expressing Myeloid-Derived Suppressor Cells in the Tumor Microenvironment. International journal of radiation oncology, biology, physics. 2019 07; 104(4):903-912. doi: 10.1016/j.ijrobp.2019.03.022. [PMID: 30905636]
  • Lauranne Poncelet, Rima Ait-Belkacem, Reece Marillier, Bruno Gomes, Jonathan Stauber. Target exposure and pharmacodynamics study of the indoleamine 2,3-dioxygenase-1 (IDO-1) inhibitor epacadostat in the CT26 mouse tumor model. Journal of pharmaceutical and biomedical analysis. 2019 Jun; 170(?):220-227. doi: 10.1016/j.jpba.2019.02.038. [PMID: 30933897]
  • Lingling Yang, Yang Chen, Junlin He, Emmanuel Mfotie Njoya, Jianjun Chen, Siyan Liu, Congqiang Xie, Wenze Huang, Fei Wang, Zhouyu Wang, Yuzhi Li, Shan Qian. 4,6-Substituted-1H-Indazoles as potent IDO1/TDO dual inhibitors. Bioorganic & medicinal chemistry. 2019 03; 27(6):1087-1098. doi: 10.1016/j.bmc.2019.02.014. [PMID: 30773421]
  • Liangkun Pan, Qiang Zheng, Yu Chen, Rui Yang, Yanyan Yang, Zhongjun Li, Xiangbao Meng. Design, synthesis and biological evaluation of novel naphthoquinone derivatives as IDO1 inhibitors. European journal of medicinal chemistry. 2018 Sep; 157(?):423-436. doi: 10.1016/j.ejmech.2018.08.013. [PMID: 30103191]
  • Kun Fang, Guoqiang Dong, Yu Li, Shipeng He, Ying Wu, Shanchao Wu, Wei Wang, Chunquan Sheng. Discovery of Novel Indoleamine 2,3-Dioxygenase 1 (IDO1) and Histone Deacetylase (HDAC) Dual Inhibitors. ACS medicinal chemistry letters. 2018 Apr; 9(4):312-317. doi: 10.1021/acsmedchemlett.7b00487. [PMID: 29670692]
  • Gregory L Beatty, Peter J O'Dwyer, Jason Clark, Jack G Shi, Kevin J Bowman, Peggy A Scherle, Robert C Newton, Richard Schaub, Janet Maleski, Lance Leopold, Thomas F Gajewski. First-in-Human Phase I Study of the Oral Inhibitor of Indoleamine 2,3-Dioxygenase-1 Epacadostat (INCB024360) in Patients with Advanced Solid Malignancies. Clinical cancer research : an official journal of the American Association for Cancer Research. 2017 07; 23(13):3269-3276. doi: 10.1158/1078-0432.ccr-16-2272. [PMID: 28053021]
  • Jack G Shi, Kevin J Bowman, Xuejun Chen, Janet Maleski, Lance Leopold, Swamy Yeleswaram. Population Pharmacokinetic and Pharmacodynamic Modeling of Epacadostat in Patients With Advanced Solid Malignancies. Journal of clinical pharmacology. 2017 06; 57(6):720-729. doi: 10.1002/jcph.855. [PMID: 27990653]
  • Qiang Zhang, Yan Zhang, Jason Boer, Jack G Shi, Peidi Hu, Sharon Diamond, Swamy Yeleswaram. In Vitro Interactions of Epacadostat and its Major Metabolites with Human Efflux and Uptake Transporters: Implications for Pharmacokinetics and Drug Interactions. Drug metabolism and disposition: the biological fate of chemicals. 2017 06; 45(6):612-623. doi: 10.1124/dmd.116.074609. [PMID: 28283500]
  • Vinay Dhiman, Kalpesh Kumar Giri, Suresh P S, Mohd Zainuddin, Sriram Rajagopal, Ramesh Mullangi. Determination of epacadostat, a novel IDO1 inhibitor in mouse plasma by LC-MS/MS and its application to a pharmacokinetic study in mice. Biomedical chromatography : BMC. 2017 Feb; 31(2):. doi: 10.1002/bmc.3794. [PMID: 27451018]
  • Jason Boer, Ruth Young-Sciame, Fiona Lee, Kevin J Bowman, Xiaoqing Yang, Jack G Shi, Frank M Nedza, William Frietze, Laurine Galya, Andrew P Combs, Swamy Yeleswaram, Sharon Diamond. Roles of UGT, P450, and Gut Microbiota in the Metabolism of Epacadostat in Humans. Drug metabolism and disposition: the biological fate of chemicals. 2016 10; 44(10):1668-74. doi: 10.1124/dmd.116.070680. [PMID: 27457784]
  • Xiangdong Liu, Niu Shin, Holly K Koblish, Gengjie Yang, Qian Wang, Kathy Wang, Lynn Leffet, Michael J Hansbury, Beth Thomas, Mark Rupar, Paul Waeltz, Kevin J Bowman, Padmaja Polam, Richard B Sparks, Eddy W Yue, Yanlong Li, Richard Wynn, Jordan S Fridman, Timothy C Burn, Andrew P Combs, Robert C Newton, Peggy A Scherle. Selective inhibition of IDO1 effectively regulates mediators of antitumor immunity. Blood. 2010 Apr; 115(17):3520-30. doi: 10.1182/blood-2009-09-246124. [PMID: 20197554]
  • Eddy W Yue, Brent Douty, Brian Wayland, Michael Bower, Xiangdong Liu, Lynn Leffet, Qian Wang, Kevin J Bowman, Michael J Hansbury, Changnian Liu, Min Wei, Yanlong Li, Richard Wynn, Timothy C Burn, Holly K Koblish, Jordan S Fridman, Brian Metcalf, Peggy A Scherle, Andrew P Combs. Discovery of potent competitive inhibitors of indoleamine 2,3-dioxygenase with in vivo pharmacodynamic activity and efficacy in a mouse melanoma model. Journal of medicinal chemistry. 2009 Dec; 52(23):7364-7. doi: 10.1021/jm900518f. [PMID: 19507862]