Doravirine (BioDeep_00000858616)
代谢物信息卡片
Doravirine
化学式: C17H11ClF3N5O3 (425.05024820000006)
中文名称: Doravirine
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CN1C(=NNC1=O)CN2C=CC(=C(C2=O)OC3=CC(=CC(=C3)C#N)Cl)C(F)(F)F
InChI: InChI=1S/C17H11ClF3N5O3/c1-25-13(23-24-16(25)28)8-26-3-2-12(17(19,20)21)14(15(26)27)29-11-5-9(7-22)4-10(18)6-11/h2-6H,8H2,1H3,(H,24,28)
描述信息
J - Antiinfectives for systemic use > J05 - Antivirals for systemic use > J05A - Direct acting antivirals > J05AG - Non-nucleoside reverse transcriptase inhibitors
C471 - Enzyme Inhibitor > C1589 - Reverse Transcriptase Inhibitor > C97453 - Non-nucleoside Reverse Transcriptase Inhibitor
C254 - Anti-Infective Agent > C281 - Antiviral Agent
同义名列表
1 个代谢物同义名
数据库引用编号
5 个数据库交叉引用编号
- KEGGdrug: D10624
- PubChem: 58460047
- DrugBank: DB12301
- ChEMBL: CHEMBL2364608
- CAS: 1338225-97-0
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
- Chloe Orkin, Jean-Michel Molina, Pedro Cahn, Johannes Lombaard, Khuanchai Supparatpinyo, Sushma Kumar, Havilland Campbell, Hong Wan, Valerie Teal, Zhi Jin Xu, Ernest Asante-Appiah, Peter Sklar, Hedy Teppler, Rima Lahoulou. Safety and efficacy of doravirine as first-line therapy in adults with HIV-1: week 192 results from the open-label extensions of the DRIVE-FORWARD and DRIVE-AHEAD phase 3 trials.
The lancet. HIV.
2024 Feb; 11(2):e75-e85. doi:
10.1016/s2352-3018(23)00258-8. [PMID: 38141637] - Leonardo Calza, Vincenzo Colangeli, Giulia Pensalfine, Lucia Appolloni, Salvatore Vitale, Isabella Bon, Pierluigi Viale. Doravirine/lamivudine/tenofovir disoproxil fumarate in virologically suppressed people living with HIV: A real-life experience.
International journal of STD & AIDS.
2023 Aug; ?(?):9564624231195084. doi:
10.1177/09564624231195084. [PMID: 37565832] - Paolo Maggi, Elena Delfina Ricci, Canio Vito Martinelli, Giuseppe Vittorio De Socio, Nicola Squillace, Chiara Molteni, Addolorata Masiello, Giancarlo Orofino, Barbara Menzaghi, Rita Bellagamba, Francesca Vichi, Benedetto Maurizio Celesia, Giordano Madeddu, Giovanni Francesco Pellicanò, Maria Aurora Carleo, Antonio Cascio, Andrea Parisini, Lucia Taramasso, Laura Valsecchi, Leonardo Calza, Stefano Rusconi, Eleonora Sarchi, Salvatore Martini, Olivia Bargiacchi, Katia Falasca, Giovanni Cenderello, Sergio Ferrara, Antonio Di Biagio, Paolo Bonfanti. Lipids and Transaminase in Antiretroviral-Treatment-Experienced People Living with HIV, Switching to a Doravirine-Based vs. a Rilpivirine-Based Regimen: Data from a Real-Life Setting.
Viruses.
2023 07; 15(7):. doi:
10.3390/v15071612. [PMID: 37515298] - Daniela Zizioli, Sara Ferretti, Giorgio Tiecco, Luca Mignani, Eugenio Monti, Francesco Castelli, Eugenia Quiros-Roldan, Isabella Zanella. Comparison of Efavirenz and Doravirine Developmental Toxicity in an Embryo Animal Model.
International journal of molecular sciences.
2023 Jul; 24(14):. doi:
10.3390/ijms241411664. [PMID: 37511423] - Valentina Iannone, Rosa Anna Passerotto, Francesco Lamanna, Rebecca Jo Steiner, Francesca Lombardi, Pierluigi Francesco Salvo, Alex Dusina, Damiano Farinacci, Alberto Borghetti, Simona Di Giambenedetto, Arturo Ciccullo. Changes in Metabolic Profile in PLWHIV Switching to Doravirine-Based Regimen.
Viruses.
2023 04; 15(5):. doi:
10.3390/v15051046. [PMID: 37243133] - Paolo Maggi, Elena Delfina Ricci, Stefania Cicalini, Giovanni Francesco Pellicanò, Benedetto Maurizio Celesia, Francesca Vichi, Antonio Cascio, Eleonora Sarchi, Giancarlo Orofino, Nicola Squillace, Giordano Madeddu, Giuseppe Vittorio De Socio, Olivia Bargiacchi, Chiara Molteni, Addolorata Masiello, Annalisa Saracino, Barbara Menzaghi, Katia Falasca, Lucia Taramasso, Antonio Di Biagio, Paolo Bonfanti. Lipids and transaminase elevations in ARV-experienced PLWH switching to a doravirine-based regimen from rilpivirine or other regimens.
BMC infectious diseases.
2023 Apr; 23(1):227. doi:
10.1186/s12879-023-08191-2. [PMID: 37059996] - Maria Mazzitelli, Melania Degli Antoni, Francesco Castelli, Diego Ripamonti, Gianluca Zuglian, Giuseppe Lapadula, Massimiliano Fabbiani, Alice Ferraresi, Cristina Putaggio, Anna Maria Cattelan, Eugenia Quiros-Roldan. Real-life use of Doravirine in treatment-experienced people living with HIV: A multicenter Italian study.
Medicine.
2022 Jul; 101(30):e29855. doi:
10.1097/md.0000000000029855. [PMID: 35905209] - José Moltó, Fredzzia Graterol, Adrian Curran, Natalia Ramos, Arkaitz Imaz, Diego Sandoval, Francisco Pérez, Lucía Bailón, Saye Khoo, Laura Else, Roger Paredes. Removal of doravirine by haemodialysis in people living with HIV with end-stage renal disease.
The Journal of antimicrobial chemotherapy.
2022 06; 77(7):1989-1991. doi:
10.1093/jac/dkac126. [PMID: 35425985] - Juan Tiraboschi, Sofia Scévola, Sujan Dilly Penchala, Elisabeth Challenger, Laura Else, Paula Prieto, Maria Saumoy, Arkaitz Imaz, Ana Silva-Klug, Jordi Niubó, Irene Soriano, Saye Khoo, Raul Rigo-Bonin, Daniel Podzamczer. Total and Unbound Doravirine Concentrations and Viral Suppression in CSF.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America.
2022 05; 74(10):1855-1858. doi:
10.1093/cid/ciab835. [PMID: 34549268] - Alexander J Stockdale, Saye Khoo. Doravirine: its role in HIV treatment.
Current opinion in HIV and AIDS.
2022 01; 17(1):4-14. doi:
10.1097/coh.0000000000000709. [PMID: 34740228] - Maria Mazzitelli, Lolita Sasset, Davide Leoni, Cristina Putaggio, Anna Maria Cattelan. Real life use of dolutegravir doravirine dual regimen in experienced elderly PLWH with multiple comorbidities and on polypharmacy: A retrospective analysis.
Medicine.
2021 Dec; 100(52):e28488. doi:
10.1097/md.0000000000028488. [PMID: 34967394] - Dario Cattaneo, Marta Fusi, Valeria Micheli, Chiara Resnati, Paola Meraviglia, Maria Vittoria Cossu, Stefania Vimercati, Giulia Carlotta Bisinella, Sara Baldelli, Spinello Antinori, Cristina Gervasoni. Tenofovir plasma trough concentrations in people with HIV treated with doravirine versus other antiretroviral regimens.
AIDS (London, England).
2021 12; 35(15):2551-2553. doi:
10.1097/qad.0000000000003045. [PMID: 34870935] - Randolph P Matthews, Deanne Jackson Rudd, Kerry L Fillgrove, Saijuan Zhang, Charles Tomek, S Aubrey Stoch, Marian Iwamoto. A Phase 1 Study to Evaluate the Drug Interaction Between Islatravir (MK-8591) and Doravirine in Adults Without HIV.
Clinical drug investigation.
2021 Jul; 41(7):629-638. doi:
10.1007/s40261-021-01046-1. [PMID: 34151413] - Jean-Michel Molina, Yazdan Yazdanpanah, Alejandro Afani Saud, Christopher Bettacchi, Carolina Chahin Anania, Edwin DeJesus, Stephanie Olsen Klopfer, Anjana Grandhi, Karen Eves, Michael N Robertson, Todd Correll, Carey Hwang, George J Hanna, Peter Sklar. Islatravir in combination with doravirine for treatment-naive adults with HIV-1 infection receiving initial treatment with islatravir, doravirine, and lamivudine: a phase 2b, randomised, double-blind, dose-ranging trial.
The lancet. HIV.
2021 06; 8(6):e324-e333. doi:
10.1016/s2352-3018(21)00021-7. [PMID: 34000227] - Mizuki Kobayashi, Miria Chinen, Atsushi Hirano, Tsunefusa Hayashida, Koji Watanabe, Junichi Masuda. Successful treatment by doravirine with cobicistat-boosted darunavir for end-stage renal failure under chronic haemodialysis.
The Journal of antimicrobial chemotherapy.
2021 04; 76(5):1370-1372. doi:
10.1093/jac/dkab001. [PMID: 33491079] - Mark Nelson, Alan Winston, Andrew Hill, Rosie Mngqibisa, Ayesha Bassa, Chloe Orkin, Mohammed Rassool, Anthony Rodgers, Valerie Teal, Sushma Kumar, Hedy Teppler. Efficacy, safety and central nervous system effects after switch from efavirenz/tenofovir/emtricitabine to doravirine/tenofovir/lamivudine.
AIDS (London, England).
2021 04; 35(5):759-767. doi:
10.1097/qad.0000000000002804. [PMID: 33587439] - Edwin Lam, Joseph Schaefer, Richard Zheng, Tingting Zhan, Walter K Kraft. Twice-Daily Doravirine Overcomes the Interaction Effect from Once-Weekly Rifapentine and Isoniazid in Healthy Volunteers.
Clinical and translational science.
2020 11; 13(6):1244-1250. doi:
10.1111/cts.12810. [PMID: 32407548] - L Ryom, A Cotter, R De Miguel, C Béguelin, D Podlekareva, J R Arribas, C Marzolini, Pgm Mallon, A Rauch, O Kirk, J M Molina, G Guaraldi, A Winston, S Bhagani, P Cinque, J D Kowalska, S Collins, M Battegay. 2019 update of the European AIDS Clinical Society Guidelines for treatment of people living with HIV version 10.0.
HIV medicine.
2020 11; 21(10):617-624. doi:
10.1111/hiv.12878. [PMID: 32885559] - Sauzanne Khalilieh, Ka Lai Yee, Rosa Sanchez, S Aubrey Stoch, Larissa Wenning, Marian Iwamoto. Clinical Pharmacokinetics of the Novel HIV-1 Non-Nucleoside Reverse Transcriptase Inhibitor Doravirine: An Assessment of the Effect of Patient Characteristics and Drug-Drug Interactions.
Clinical drug investigation.
2020 Oct; 40(10):927-946. doi:
10.1007/s40261-020-00934-2. [PMID: 32816220] - Ka Lai Yee, Sachin Mittal, Li Fan, Ilias Triantafyllou, Marissa F Dockendorf, Paul H Fackler, S Aubrey Stoch, Sauzanne G Khalilieh, Marian Iwamoto. Pharmacokinetics, safety and tolerability of long-acting parenteral intramuscular injection formulations of doravirine.
Journal of clinical pharmacy and therapeutics.
2020 Oct; 45(5):1098-1105. doi:
10.1111/jcpt.13182. [PMID: 32501541] - Perrine Courlet, Susana Alves Saldanha, Matthias Cavassini, Catia Marzolini, Eva Choong, Chantal Csajka, Huldrych F Günthard, Pascal André, Thierry Buclin, Vincent Desfontaine, Laurent Arthur Decosterd. Development and validation of a multiplex UHPLC-MS/MS assay with stable isotopic internal standards for the monitoring of the plasma concentrations of the antiretroviral drugs bictegravir, cabotegravir, doravirine, and rilpivirine in people living with HIV.
Journal of mass spectrometry : JMS.
2020 Jun; 55(6):e4506. doi:
10.1002/jms.4506. [PMID: 32160389] - Melanie Thompson, Chloe Orkin, Jean-Michel Molina, Paul Sax, Pedro Cahn, Kathleen Squires, Xia Xu, Anthony Rodgers, Sushma Kumar, Hedy Teppler, Elizabeth Martin, George Hanna, Carey Hwang. Once-daily Doravirine for Initial Treatment of Adults Living With Human Immunodeficiency Virus-1: An Integrated Safety Analysis.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America.
2020 03; 70(7):1336-1343. doi:
10.1093/cid/ciz423. [PMID: 31121013] - Chloe Orkin, Jean-Michel Molina, Johan Lombaard, Edwin DeJesus, Anthony Rodgers, Sushma Kumar, Elizabeth Martin, George Hanna, Carey Hwang. Once-daily Doravirine in Human Immunodeficiency Virus Type 1-Infected, Antiretroviral-naive Adults: An Integrated Efficacy Analysis.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America.
2020 03; 70(7):1344-1352. doi:
10.1093/cid/ciz424. [PMID: 31121015] - Sauzanne Khalilieh, Ka L Yee, Rosa I Sanchez, Kate Vaynshteyn, Li Fan, Shawn Searle, Mohammed Bouhajib, Marian Iwamoto. Evaluation of the Pharmacokinetic Interaction Between Doravirine and Methadone.
Clinical pharmacology in drug development.
2020 02; 9(2):151-161. doi:
10.1002/cpdd.699. [PMID: 31120195] - Carey Hwang, Ming-Tain Lai, Daria Hazuda. Rational Design of Doravirine: From Bench to Patients.
ACS infectious diseases.
2020 01; 6(1):64-73. doi:
10.1021/acsinfecdis.9b00178. [PMID: 31621289] - Rosa I Sanchez, Ka Lai Yee, Li Fan, Dawn Cislak, Maureen Martell, Heather R Jordan, Marian Iwamoto, Sauzanne Khalilieh. Evaluation of the Pharmacokinetics of Metformin Following Coadministration With Doravirine in Healthy Volunteers.
Clinical pharmacology in drug development.
2020 01; 9(1):107-114. doi:
10.1002/cpdd.685. [PMID: 30973682] - Jean-Michel Molina, Kathleen Squires, Paul E Sax, Pedro Cahn, Johan Lombaard, Edwin DeJesus, Ming-Tain Lai, Anthony Rodgers, Lisa Lupinacci, Sushma Kumar, Peter Sklar, George J Hanna, Carey Hwang, Elizabeth Anne Martin. Doravirine versus ritonavir-boosted darunavir in antiretroviral-naive adults with HIV-1 (DRIVE-FORWARD): 96-week results of a randomised, double-blind, non-inferiority, phase 3 trial.
The lancet. HIV.
2020 01; 7(1):e16-e26. doi:
10.1016/s2352-3018(19)30336-4. [PMID: 31740348] - Alison Boyle, Catherine E Moss, Catia Marzolini, Saye Khoo. Clinical Pharmacodynamics, Pharmacokinetics, and Drug Interaction Profile of Doravirine.
Clinical pharmacokinetics.
2019 12; 58(12):1553-1565. doi:
10.1007/s40262-019-00806-9. [PMID: 31388941] - Sauzanne G Khalilieh, Ka Lai Yee, Rosa I Sanchez, Li Fan, Kate Vaynshteyn, Kathleen Deschamps, Maureen Martell, Heather R Jordan, Marian Iwamoto. A Study to Evaluate Doravirine Pharmacokinetics When Coadministered With Acid-Reducing Agents.
Journal of clinical pharmacology.
2019 08; 59(8):1093-1098. doi:
10.1002/jcph.1399. [PMID: 30817001] - Rajesh Desai, Brad Roadcap, Dina Goykhman, Eric Woolf. Determination of doravirine in human plasma using liquid-liquid extraction and HPLC-MS/MS.
Bioanalysis.
2019 Aug; 11(16):1495-1508. doi:
10.4155/bio-2019-0116. [PMID: 31502859] - Rosa I Sanchez, Kerry L Fillgrove, Ka Lai Yee, Yuexia Liang, Bing Lu, Aditya Tatavarti, Rachael Liu, Matt S Anderson, Martin O Behm, Li Fan, Yun Li, Joan R Butterton, Marian Iwamoto, Sauzanne G Khalilieh. Characterisation of the absorption, distribution, metabolism, excretion and mass balance of doravirine, a non-nucleoside reverse transcriptase inhibitor in humans.
Xenobiotica; the fate of foreign compounds in biological systems.
2019 Apr; 49(4):422-432. doi:
10.1080/00498254.2018.1451667. [PMID: 29557716] - Kelly Bleasby, Kerry L Fillgrove, Robert Houle, Bing Lu, Jairam Palamanda, Deborah J Newton, Meihong Lin, Grace Hoyee Chan, Rosa I Sanchez. In Vitro Evaluation of the Drug Interaction Potential of Doravirine.
Antimicrobial agents and chemotherapy.
2019 04; 63(4):. doi:
10.1128/aac.02492-18. [PMID: 30745395] - Matt S Anderson, Jocelyn Gilmartin, Li Fan, Ka Lai Yee, Walter K Kraft, Ilias Triantafyllou, Christina Reitmann, Ying Guo, Rachael Liu, Marian Iwamoto. No meaningful drug interactions with doravirine, lamivudine and tenofovir disoproxil fumarate coadministration.
Antiviral therapy.
2019; 24(6):443-450. doi:
10.3851/imp3324. [PMID: 31433304] - Wendy Ankrom, Ka Lai Yee, Rosa I Sanchez, Adedayo Adedoyin, Li Fan, Thomas Marbury, Richard A Preston, Marian Iwamoto, Sauzanne G Khalilieh. Severe Renal Impairment Has Minimal Impact on Doravirine Pharmacokinetics.
Antimicrobial agents and chemotherapy.
2018 08; 62(8):. doi:
10.1128/aac.00326-18. [PMID: 29891610] - Jean-Michel Molina, Kathleen Squires, Paul E Sax, Pedro Cahn, Johan Lombaard, Edwin DeJesus, Ming-Tain Lai, Xia Xu, Anthony Rodgers, Lisa Lupinacci, Sushma Kumar, Peter Sklar, Bach-Yen Nguyen, George J Hanna, Carey Hwang. Doravirine versus ritonavir-boosted darunavir in antiretroviral-naive adults with HIV-1 (DRIVE-FORWARD): 48-week results of a randomised, double-blind, phase 3, non-inferiority trial.
The lancet. HIV.
2018 05; 5(5):e211-e220. doi:
10.1016/s2352-3018(18)30021-3. [PMID: 29592840] - Josep M Llibre, Hortensia Álvarez, Miguel Yzusqui. Clinical Impact of Virological Failure and Resistance Analysis Definitions used in Pivotal Clinical Trials of Initial Antiretroviral Treatment: A Systematic Review.
AIDS reviews.
2018; 20(3):158-170. doi:
10.24875/aidsrev.18000006. [PMID: 30264825] - Sauzanne G Khalilieh, Ka Lai Yee, Li Fan, Rachael Liu, Walter Heber, Elise Dunzo, Ilias Triantafyllou, Azra Hussaini, Marian Iwamoto. A Randomized Trial to Assess the Effect of Doravirine on the QTc Interval Using a Single Supratherapeutic Dose in Healthy Adult Volunteers.
Clinical drug investigation.
2017 Oct; 37(10):975-984. doi:
10.1007/s40261-017-0552-x. [PMID: 28785879] - Ka Lai Yee, Sauzanne G Khalilieh, Rosa I Sanchez, Rachael Liu, Matt S Anderson, Helen Manthos, Timothy Judge, John Brejda, Joan R Butterton. The Effect of Single and Multiple Doses of Rifampin on the Pharmacokinetics of Doravirine in Healthy Subjects.
Clinical drug investigation.
2017 Jul; 37(7):659-667. doi:
10.1007/s40261-017-0513-4. [PMID: 28353169] - Martin O Behm, Ka Lai Yee, Rachael Liu, Vanessa Levine, Deborah Panebianco, Paul Fackler. The Effect of Food on Doravirine Bioavailability: Results from Two Pharmacokinetic Studies in Healthy Subjects.
Clinical drug investigation.
2017 Jun; 37(6):571-579. doi:
10.1007/s40261-017-0512-5. [PMID: 28349328] - Matt S Anderson, Sauzanne Khalilieh, Ka Lai Yee, Rachael Liu, Li Fan, Matthew L Rizk, Vedangi Shah, Azra Hussaini, Ivy Song, Lisa L Ross, Joan R Butterton. A Two-Way Steady-State Pharmacokinetic Interaction Study of Doravirine (MK-1439) and Dolutegravir.
Clinical pharmacokinetics.
2017 06; 56(6):661-669. doi:
10.1007/s40262-016-0458-4. [PMID: 27699622] - Ka Lai Yee, Rosa I Sanchez, Patrice Auger, Rachael Liu, Li Fan, Ilias Triantafyllou, Ming-Tain Lai, Mike Di Spirito, Marian Iwamoto, Sauzanne G Khalilieh. Evaluation of Doravirine Pharmacokinetics When Switching from Efavirenz to Doravirine in Healthy Subjects.
Antimicrobial agents and chemotherapy.
2017 02; 61(2):. doi:
10.1128/aac.01757-16. [PMID: 27872069] - Martin O Behm, Ka L Yee, Li Fan, Paul Fackler. Effect of gender and age on the relative bioavailability of doravirine: results of a Phase I trial in healthy subjects.
Antiviral therapy.
2017; 22(4):337-344. doi:
10.3851/imp3142. [PMID: 28206979] - Dirk Schürmann, Christian Sobotha, Jocelyn Gilmartin, Martine Robberechts, Inge De Lepeleire, Ka Lai Yee, Ying Guo, Rachael Liu, Frank Wagner, John A Wagner, Joan R Butterton, Matt S Anderson. A randomized, double-blind, placebo-controlled, short-term monotherapy study of doravirine in treatment-naive HIV-infected individuals.
AIDS (London, England).
2016 Jan; 30(1):57-63. doi:
10.1097/qad.0000000000000876. [PMID: 26372481] - Matt S Anderson, Jocelyn Gilmartin, Caroline Cilissen, Inge De Lepeleire, Luc Van Bortel, Marissa F Dockendorf, Ernestina Tetteh, June K Ancona, Rachael Liu, Ying Guo, John A Wagner, Joan R Butterton. Safety, tolerability and pharmacokinetics of doravirine, a novel HIV non-nucleoside reverse transcriptase inhibitor, after single and multiple doses in healthy subjects.
Antiviral therapy.
2015; 20(4):397-405. doi:
10.3851/imp2920. [PMID: 25470746]