Ziritaxestat (BioDeep_00000179444)

   

human metabolite blood metabolite


代谢物信息卡片


2-[(2-ethyl-6-{4-[2-(3-hydroxyazetidin-1-yl)-2-oxoethyl]piperazin-1-yl}-8-methylimidazo[1,2-a]pyridin-3-yl)(methyl)amino]-4-(4-fluorophenyl)-1,3-thiazole-5-carbonitrile

化学式: C30H33FN8O2S (588.243109)
中文名称: GLPG1690
谱图信息: 最多检出来源 Homo sapiens(blood) 96.88%

分子结构信息

SMILES: CCC1=C(N(C)C2=NC(=C(S2)C#N)C2=CC=C(F)C=C2)N2C=C(C=C(C)C2=N1)N1CCN(CC(=O)N2CC(O)C2)CC1
InChI: InChI=1S/C30H33FN8O2S/c1-4-24-29(35(3)30-34-27(25(14-32)42-30)20-5-7-21(31)8-6-20)39-15-22(13-19(2)28(39)33-24)37-11-9-36(10-12-37)18-26(41)38-16-23(40)17-38/h5-8,13,15,23,40H,4,9-12,16-18H2,1-3H3

描述信息

C78273 - Agent Affecting Respiratory System

同义名列表

4 个代谢物同义名

2-[(2-ethyl-6-{4-[2-(3-hydroxyazetidin-1-yl)-2-oxoethyl]piperazin-1-yl}-8-methylimidazo[1,2-a]pyridin-3-yl)(methyl)amino]-4-(4-fluorophenyl)-1,3-thiazole-5-carbonitrile; 2-((2-Ethyl-6-(4-(2-(3-hydroxyazetidin-1-yl)-2-oxoethyl)piperazin-1-yl)-8-methylimidazo(1,2-a)pyridin-3-yl)methylamino)-4-(4-fluorophenyl)thiazole-5-carbonitrile; Ziritaxestat; GLPG1690



数据库引用编号

6 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)

1 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

  • Elli-Anna Stylianaki, Christiana Magkrioti, Eleni M Ladopoulou, Konstantinos D Papavasileiou, Panagiotis Lagarias, Georgia Melagraki, Martina Samiotaki, George Panayotou, Skarlatos G Dedos, Antreas Afantitis, Vassilis Aidinis, Alexios N Matralis. "Hit" to lead optimization and chemoinformatic studies for a new series of Autotaxin inhibitors. European journal of medicinal chemistry. 2023 Mar; 249(?):115130. doi: 10.1016/j.ejmech.2023.115130. [PMID: 36702053]
  • Eric Helmer, Ashley Willson, Christopher Brearley, Mark Westerhof, Stephane Delage, Iain Shaw, Ray Cooke, Sharan Sidhu. Pharmacokinetics and Metabolism of Ziritaxestat (GLPG1690) in Healthy Male Volunteers Following Intravenous and Oral Administration. Clinical pharmacology in drug development. 2022 02; 11(2):246-256. doi: 10.1002/cpdd.1021. [PMID: 34633152]
  • Hongrui Lei, Changtao Li, Yu Yang, Fang Jia, Ming Guo, Minglin Zhu, Nan Jiang, Xin Zhai. Structure guided design of potent indole-based ATX inhibitors bearing hydrazone moiety with tumor suppression effects. European journal of medicinal chemistry. 2020 Sep; 201(?):112456. doi: 10.1016/j.ejmech.2020.112456. [PMID: 32535330]
  • Jing Chen, Zhenhua Guan, Na Dong, Xueliang Li. A novel LC-MS/MS method for the determination of ziritaxestat in rat plasma and its pharmacokinetic study. Biomedical chromatography : BMC. 2020 Aug; 34(8):e4863. doi: 10.1002/bmc.4863. [PMID: 32329073]
  • John W Cuozzo, Matthew A Clark, Anthony D Keefe, Anna Kohlmann, Mark Mulvihill, Haihong Ni, Louis M Renzetti, Daniel I Resnicow, Frank Ruebsam, Eric A Sigel, Heather A Thomson, Ce Wang, Zhifeng Xie, Ying Zhang. Novel Autotaxin Inhibitor for the Treatment of Idiopathic Pulmonary Fibrosis: A Clinical Candidate Discovered Using DNA-Encoded Chemistry. Journal of medicinal chemistry. 2020 07; 63(14):7840-7856. doi: 10.1021/acs.jmedchem.0c00688. [PMID: 32584034]
  • Hongrui Lei, Ming Guo, Xiaopeng Li, Fang Jia, Changtao Li, Yu Yang, Meng Cao, Nan Jiang, Enlong Ma, Xin Zhai. Discovery of Novel Indole-Based Allosteric Highly Potent ATX Inhibitors with Great In Vivo Efficacy in a Mouse Lung Fibrosis Model. Journal of medicinal chemistry. 2020 07; 63(13):7326-7346. doi: 10.1021/acs.jmedchem.0c00506. [PMID: 32479084]
  • You Feng, William J Mischler, Ashish C Gurung, Taylor R Kavanagh, Grigoriy Androsov, Peter M Sadow, Zachary T Herbert, Carmen Priolo. Therapeutic Targeting of the Secreted Lysophospholipase D Autotaxin Suppresses Tuberous Sclerosis Complex-Associated Tumorigenesis. Cancer research. 2020 07; 80(13):2751-2763. doi: 10.1158/0008-5472.can-19-2884. [PMID: 32393662]
  • Matthew G K Benesch, Xiaoyun Tang, David N Brindley. Autotaxin and Breast Cancer: Towards Overcoming Treatment Barriers and Sequelae. Cancers. 2020 Feb; 12(2):. doi: 10.3390/cancers12020374. [PMID: 32041123]
  • Ellen van der Aar, Julie Desrivot, Sonia Dupont, Bertrand Heckmann, Ann Fieuw, Simone Stutvoet, Liesbeth Fagard, Karen Van de Wal, Eric Helmer. Safety, Pharmacokinetics, and Pharmacodynamics of the Autotaxin Inhibitor GLPG1690 in Healthy Subjects: Phase 1 Randomized Trials. Journal of clinical pharmacology. 2019 10; 59(10):1366-1378. doi: 10.1002/jcph.1424. [PMID: 31012984]
  • Toby M Maher, Ellen M van der Aar, Olivier Van de Steen, Lisa Allamassey, Julie Desrivot, Sonia Dupont, Liesbeth Fagard, Paul Ford, Ann Fieuw, Wim Wuyts. Safety, tolerability, pharmacokinetics, and pharmacodynamics of GLPG1690, a novel autotaxin inhibitor, to treat idiopathic pulmonary fibrosis (FLORA): a phase 2a randomised placebo-controlled trial. The Lancet. Respiratory medicine. 2018 08; 6(8):627-635. doi: 10.1016/s2213-2600(18)30181-4. [PMID: 29792287]
  • Nicolas Desroy, Christopher Housseman, Xavier Bock, Agnès Joncour, Natacha Bienvenu, Laëtitia Cherel, Virginie Labeguere, Emilie Rondet, Christophe Peixoto, Jean-Marie Grassot, Olivier Picolet, Denis Annoot, Nicolas Triballeau, Alain Monjardet, Emanuelle Wakselman, Veronique Roncoroni, Sandrine Le Tallec, Roland Blanque, Celine Cottereaux, Nele Vandervoort, Thierry Christophe, Patrick Mollat, Marieke Lamers, Marielle Auberval, Boska Hrvacic, Jovica Ralic, Line Oste, Ellen van der Aar, Reginald Brys, Bertrand Heckmann. Discovery of 2-[[2-Ethyl-6-[4-[2-(3-hydroxyazetidin-1-yl)-2-oxoethyl]piperazin-1-yl]-8-methylimidazo[1,2-a]pyridin-3-yl]methylamino]-4-(4-fluorophenyl)thiazole-5-carbonitrile (GLPG1690), a First-in-Class Autotaxin Inhibitor Undergoing Clinical Evaluation for the Treatment of Idiopathic Pulmonary Fibrosis. Journal of medicinal chemistry. 2017 05; 60(9):3580-3590. doi: 10.1021/acs.jmedchem.7b00032. [PMID: 28414242]
  • Souvik Banerjee, Derek D Norman, Sue Chin Lee, Abby L Parrill, Truc Chi T Pham, Daniel L Baker, Gabor J Tigyi, Duane D Miller. Highly Potent Non-Carboxylic Acid Autotaxin Inhibitors Reduce Melanoma Metastasis and Chemotherapeutic Resistance of Breast Cancer Stem Cells. Journal of medicinal chemistry. 2017 02; 60(4):1309-1324. doi: 10.1021/acs.jmedchem.6b01270. [PMID: 28112925]
  • Gretchen Bain, Kristen E Shannon, Fei Huang, Janice Darlington, Lance Goulet, Patricia Prodanovich, Gina L Ma, Angelina M Santini, Adam J Stein, Dave Lonergan, Christopher D King, Imelda Calderon, Andiliy Lai, John H Hutchinson, Jilly F Evans. Selective Inhibition of Autotaxin Is Efficacious in Mouse Models of Liver Fibrosis. The Journal of pharmacology and experimental therapeutics. 2017 Jan; 360(1):1-13. doi: 10.1124/jpet.116.237156. [PMID: 27754931]
  • Gye Young Park, Yong Gyu Lee, Evgeny Berdyshev, Sharmilee Nyenhuis, Jian Du, Panfeng Fu, Irina A Gorshkova, Yongchao Li, Sangwoon Chung, Manjula Karpurapu, Jing Deng, Ravi Ranjan, Lei Xiao, H Ari Jaffe, Susan J Corbridge, Elizabeth A B Kelly, Nizar N Jarjour, Jerold Chun, Glenn D Prestwich, Eleanna Kaffe, Ioanna Ninou, Vassilis Aidinis, Andrew J Morris, Susan S Smyth, Steven J Ackerman, Viswanathan Natarajan, John W Christman. Autotaxin production of lysophosphatidic acid mediates allergic asthmatic inflammation. American journal of respiratory and critical care medicine. 2013 Oct; 188(8):928-40. doi: 10.1164/rccm.201306-1014oc. [PMID: 24050723]
  • Yutong Zhao, Viswanathan Natarajan. Lysophosphatidic acid (LPA) and its receptors: role in airway inflammation and remodeling. Biochimica et biophysica acta. 2013 Jan; 1831(1):86-92. doi: 10.1016/j.bbalip.2012.06.014. [PMID: 22809994]