Research Progress of Discoid Domain Receptor 1 (DDR1) Inhibitors

doi:10.6023/cjoc202204023

Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (9): 2760-2773.DOI: 10.6023/cjoc202204023 Previous Articles Next Articles

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盘状结构域受体1 (DDR1)激酶抑制剂的研究进展

葛天鹏^a^,^b, 杨彦辰^b^,^c, 李淳朴^b, 张剑^a^,^*(), 柳红^a^,^b^,^*()

a 潍坊医学院药学院潍坊 261053
b 中国科学院上海药物研究所新药研究国家重点实验室上海 201203
c 中国药科大学药学院南京 211198

收稿日期:2022-04-08 修回日期:2022-05-19 发布日期:2022-06-08
通讯作者: 张剑, 柳红
作者简介:
^† 共同第一作者
基金资助:
国家自然科学基金(81620108027); 国家自然科学基金(21632008); 国家自然科学基金(21907102); 国家自然科学基金(82103969); 国家自然科学基金(81903434); 国家重点研发计划(2020YFC0841400)

Research Progress of Discoid Domain Receptor 1 (DDR1) Inhibitors

Tianpeng Ge^a^,^b, Yanchen Yang^b^,^c, Chunpu Li^b, Jian Zhang^a(), Hong Liu^a^,^b()

a School of Pharmacy, Weifang Medical University, Weifang 261053
b State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203
c School of Pharmacy, China Pharmaceutical University, Nanjing 211198

Received:2022-04-08 Revised:2022-05-19 Published:2022-06-08
Contact: Jian Zhang, Hong Liu
About author:
^† These authors contributed equally to this work
Supported by:
National Natural Science Foundation of China(81620108027); National Natural Science Foundation of China(21632008); National Natural Science Foundation of China(21907102); National Natural Science Foundation of China(82103969); National Natural Science Foundation of China(81903434); National Key R & D Program of China(2020YFC0841400)

Discoid domain receptor 1 (DDR1) is a collagen-activated receptor tyrosine kinase that plays a key role in regulating important processes, such as cell differentiation, proliferation, adhesion, migration, invasion and matrix remodeling. Overexpression or activation of DDR1 is closely related to the occurrence and development of inflammation, as well as tumor invasion and metastasis. Therefore, DDR1 is a potential target for the treatment of diseases, such as inflammation, fibrosis and malignancy. Since the early 1990s, a variety of DDR1 small molecule inhibitors have been reported successively. This article focuses on the structure, function, mechanism and signaling pathways of DDR1, and the design, structure-activity relationship and pharmacological activity of DDR1 small molecule inhibitors from the perspective of medicinal chemistry are reviewed.

Key words: discoid domain receptor 1 (DDR1), inhibitor, collagen

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Tianpeng Ge, Yanchen Yang, Chunpu Li, Jian Zhang, Hong Liu. Research Progress of Discoid Domain Receptor 1 (DDR1) Inhibitors[J]. Chinese Journal of Organic Chemistry, 2022, 42(9): 2760-2773.

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Fig. & Tab. 15

Figure 1. Domain structure of DDRs

Figure 2. Schematic representation of DDRs pathways

Figure 3. Structures of DDR1 and Abl multi-target inhibitors

Figure 4. (A) Kinase domain of DDR1; (B) structures of dasatinib bound to DDR1; (C) structures of imatinib bound to DDR1

Figure 5. Structures of DDR1 and other multi-target inhibitors

Figure 6. Structure of compound 15 and crystalline complex with DDR1

Figure 7. Structure of a DDR1/2 multi-target inhibitors

Figure 8. Schematic representation of the structural modification process of compound 19-25 and their binding interaction with DDR1

Figure 9. Schematic representation of the structural modification process of compound 26~32 and their binding interaction with DDR1

Figure 10. (A) Crystalline complex structure of compound 26 with DDR1; (B) Crystalline complex structure of compound 31 with DDR1

Figure 11. (A) Structure of the compound 33 and 34;(B) Crystalline complex structure of compound 34 with DDR1

Figure 12. Structure modification process of the compound 35~37

Figure 13. Schematic representation of the structural modification process of compound 38 and their binding interaction with DDR1

Figure 14. Structure of the compound 39

Figure 15. (A) Structure of the compound 40 and compound 41; (B) Schematic representation of the virtual docking of compound 41 with DDR1

References 73

[1]	Elkamhawy, A.; Lu, Q.; Nada, H.; Woo, J.; Quan, G.; Lee, K. Int. J. Mol. Sci. 2021, 22, 1. doi: 10.3390/ijms22010001
[2]	Borza, C. M.; Pozzi, A. Matrix Biol. 2014, 34, 185. doi: 10.1016/j.matbio.2013.12.002
[3]	Shrivastava, A.; Radziejewski, C.; Campbell, E.; Kovac, L.; Mc- Glynn, M.; Ryan, T. E.; Davis, S.; Goldfarb, M. P.; Glass, D. J.; Lemke, G.; Yancopoulos, G. D. Mol. Cell. 1997, 1, 25. pmid: 9659900
[4]	Agarwal, G.; Kovac, L.; Radziejewski, C.; Samuelsson, S. J. Biochemistry. 2002, 41, 11091. pmid: 12220173
[5]	Matada, G. S. P.; Das, A.; Dhiwar, P. S.; Ghara, A. Med. Chem. Res. 2021, 30, 535. doi: 10.1007/s00044-020-02694-2
[6]	Carafoli, F.; Mayer, M. C.; Shiraishi, K.; Pecheva, M. A.; Chan, L. Y.; Nan, R.; Leitinger, B.; Hohenester, E. Structure. 2012, 20, 688. doi: 10.1016/j.str.2012.02.011
[7]	Noordeen, N. A.; Carafoli, F.; Hohenester, E.; Horton, M. A.; Leitinger, B. J. Biol. Chem. 2006, 281, 22744. doi: 10.1074/jbc.M603233200 pmid: 16774916
[8]	Leitinger, B. Annu. Rev. Cell Dev. Biol. 2011, 27, 265. doi: 10.1146/annurev-cellbio-092910-154013 pmid: 21568710
[9]	Carafoli, F.; Hohenester, E. Biochim. Biophys. Acta, Proteins Proteomics 2013, 1834, 2187. doi: 10.1016/j.bbapap.2012.10.014
[10]	Alves, F.; Saupe, S.; Ledwon, M.; Schaub, F.; Hiddemann, W.; Vogel, W. FASEB J. 2001, 15, 1321. pmid: 11344127
[11]	Playford, M. P.; Butler, R. J.; Wang, X. C.; Katso, R. M.; Cooke, I. E.; Ganesan, T. S. Genome Res. 1996, 6, 620. pmid: 8796349
[12]	Leitinger, B. J. Biol. Chem. 2003, 278, 16761. doi: 10.1074/jbc.M301370200 pmid: 12611880
[13]	Leitinger, B.; Kwan, A. P. L. Matrix Biol. 2006, 25, 355. pmid: 16806867
[14]	Hou, G.; Vogel, W.; Bendeck, M. P. J. Clin. Invest. 2001, 107, 727. pmid: 11254672
[15]	Ongusaha, P. P.; Kim, J. il; Fang, L.; Wong, T. W.; Yancopoulos, G. D.; Aaronson, S. A.; Lee, S. W. EMBO J. 2003, 22, 1289. pmid: 12628922
[16]	Das, S.; Ongusaha, P. P.; Yang, Y. S.; Park, J. M.; Aaronson, S. A.; Lee, S. W. Cancer Res. 2006, 66, 8123. doi: 10.1158/0008-5472.CAN-06-1215
[17]	Kim, H. G.; Hwang, S. Y.; Aaronson, S. A.; Mandinova, A.; Lee, S. W. J. Biol. Chem. 2011, 286, 17672. doi: 10.1074/jbc.M111.236612
[18]	Huang, Y.; Arora, P.; McCulloch, C. A.; Vogel, W. F. J. Cell Sci. 2009, 122, 1637. doi: 10.1242/jcs.046219 pmid: 19401332
[19]	Hidalgo-Carcedo, C.; Hooper, S.; Chaudhry, S. I.; Williamson, P.; Harrington, K.; Leitinger, B.; Sahai, E. Nat. Cell Biol. 2011, 13, 49. doi: 10.1038/ncb2133 pmid: 21170030
[20]	Jönsson, M.; Andersson, T. J. Cell Sci. 2001, 114, 2043. doi: 10.1242/jcs.114.11.2043 pmid: 11493640
[21]	Hansen, C.; Greengard, P.; Nairn, A. C.; Andersson, T.; Vogel, W. F. Exp. Cell Res. 2006, 312, 4011. doi: 10.1016/j.yexcr.2006.09.003
[22]	Shintani, Y.; Fukumoto, Y.; Chaika, N.; Svoboda, R.; Wheelock, M. J.; Johnson, K. R. J. Cell Biol. 2008, 180, 1277. doi: 10.1083/jcb.200708137 pmid: 18362184
[23]	Payne, L. S.; Huang, P. H. J. Thorac. Oncol. 2014, 9, 900. doi: 10.1097/JTO.0000000000000164 pmid: 24828669
[24]	Iwai, L. K.; Chang, F.; Huang, P. H. Cell Adhes. Migr. 2013, 7, 161. doi: 10.4161/cam.22572 pmid: 23154445
[25]	Iwai, L. K.; Payne, L. S.; Luczynski, M. T.; Chang, F.; Xu, H.; Clinton, R. W.; Paul, A.; Esposito, E. A.; Gridley, S.; Leitinger, B.; Naegle, K. M.; Huang, P. H. Biochem. J. 2013, 454, 501. doi: 10.1042/BJ20121750 pmid: 23822953
[26]	Kerroch, M.; Guerrot, D.; Vandermeersch, S.; Placier, S.; Mesnard, L.; Jouanneau, C.; Rondeau, E.; Ronco, P.; Boffa, J. J.; Chatziantoniou, C.; Dussaule, J. C. FASEB J. 2012, 26, 4079. doi: 10.1096/fj.11-194902
[27]	Foehr, E. D.; Tatavos, A.; Tanabe, E.; Raffioni, S.; Goetz, S.; Dimarco, E.; De LUCA, M.; Bradshaw, R. A. FASEB J. 2000, 14, 973. pmid: 10783152
[28]	Gremmels, H.; Bevers, L. M.; Fledderus, J. O.; Braam, B.; Jan Van Zonneveld, A.; Verhaar, M. C.; Joles, J. A. Eur. J. Pharmacol. 2015, 751, 67. doi: 10.1016/j.ejphar.2015.01.005 pmid: 25595727
[29]	Kamohara, H.; Yamashiro, S.; Galligan, C.; Yoshimura, T. FASEB J. 2001, 15, 2724. pmid: 11606478
[30]	Ferri, N.; Carragher, N. O.; Raines, E. W. Am. J. Pathol. 2004, 164, 1575. doi: 10.1016/S0002-9440(10)63716-9
[31]	Lu, X.; Yu, L.; Zhang, Z.; Ren, X.; Smaill, J. B.; Ding, K. Med. Res. Rev. 2018, 38, 1550. doi: 10.1002/med.21488
[32]	Ford, C. E.; Lau, S. K.; Zhu, C. Q.; Andersson, T.; Tsao, M. S.; Vogel, W. F. Br. J. Cancer 2007, 96, 808. doi: 10.1038/sj.bjc.6603614
[33]	Castro-Sanchez, L.; Soto-Guzman, A.; Navarro-Tito, N.; Martinez- Orozco, R.; Salazar, E. P. Eur. J. Cell Biol. 2010, 89, 843. doi: 10.1016/j.ejcb.2010.07.004 pmid: 20709424
[34]	Castro-Sanchez, L.; Soto-Guzman, A.; Guaderrama-Diaz, M.; Cortes-Reynosa, P.; Salazar, E. P. Clin. Exp. Metastasis 2011, 28, 463. doi: 10.1007/s10585-011-9385-9
[35]	Sun, X.; Wu, B.; Chiang, H. C.; Deng, H.; Zhang, X.; Xiong, W.; Liu, J.; Rozeboom, A. M.; Harris, B. T.; Blommaert, E.; Gomez, A.; Garcia, R. E.; Zhou, Y.; Mitra, P.; Prevost, M.; Zhang, D.; Banik, D.; Isaacs, C.; Berry, D.; Lai, C.; Chaldekas, K.; Latham, P. S.; Brantner, C. A.; Popratiloff, A.; Jin, V. X.; Zhang, N.; Hu, Y.; Pujana, M. A.; Curiel, T. J.; An, Z.; Li, R. Nature 2021, 599, 673. doi: 10.1038/s41586-021-04057-2
[36]	Jin, H.; Ham, I. H.; Oh, H. J.; Bae, C. A.; Lee, D.; Kim, Y. B.; Son, S. Y.; Chwae, Y. J.; Han, S. U.; Brekken, R. A.; Hur, H. Mol. Cancer Res. 2018, 16, 1590. doi: 10.1158/1541-7786.MCR-17-0710
[37]	Van Cutsem, E.; Sagaert, X.; Topal, B.; Haustermans, K.; Prenen, H. Lancet 2016, 388, 2654. doi: S0140-6736(16)30354-3 pmid: 27156933
[38]	Lee, J. H.; Poudel, B.; Ki, H. H.; Nepali, S.; Lee, Y. M.; Shin, J. S.; Kim, D. K. Sci. Rep. 2018, 8, 1.
[39]	Park, H. S.; Kim, K. R.; Lee, H. J.; Choi, H. N.; Kim, D. K.; Kim, B. T.; Moon, W. S. Oncol. Rep. 2007, 18, 1435.
[40]	Shimada, K.; Nakamura, M.; Ishida, E.; Higuchi, T.; Yamamoto, H.; Tsujikawa, K.; Konishi, N. Cancer Sci. 2008, 99, 39.
[41]	Deng, Y.; Zhao, F.; Hui, L.; Li, X.; Zhang, D.; Lin, W.; Chen, Z.; Ning, Y. J. Ovarian Res. 2017, 10, 1. doi: 10.1186/s13048-016-0301-4
[42]	Jeitany, M.; Leroy, C.; Tosti, P.; Lafitte, M.; Le Guet, J.; Simon, V.; Bonenfant, D.; Robert, B.; Grillet, F.; Mollevi, C.; El Messaoudi, S.; Otandault, A.; Canterel‐Thouennon, L.; Busson, M.; Thierry, A. R.; Martineau, P.; Pannequin, J.; Roche, S.; Sirvent, A. EMBO Mol. Med. 2018, 10, 1. doi: 10.15252/emmm.201708365
[43]	Kumari, N.; Saxena, S.; Agrawal, U. J. Egypt. Natl. Cancer Inst. 2015, 27, 51.
[44]	Krazinski, B. E.; Kiewisz, J.; Sliwinska-Jewsiewicka, A.; Kowalczyk, A. E.; Grzegrzolka, J.; Godlewski, J.; Kwiatkowski, P.; Dziegiel, P.; Kmiec, Z. Cancer Genomics Proteomics 2019, 16, 179. doi: 10.21873/cgp.20124
[45]	Reger de Moura, C.; Battistella, M.; Sohail, A.; Caudron, A.; Feugeas, J. P.; Podgorniak, M. P.; Pages, C.; Mazouz Dorval, S.; Marco, O.; Menashi, S.; Fridman, R.; Lebbé, C.; Mourah, S.; Jouenne, F. Pigm. Cell Melanoma Res. 2019, 32, 697.
[46]	Ram, R.; Lorente, G.; Nikolich, K.; Urfer, R.; Foehr, E.; Nagavarapu, U. J. Neurooncol. 2006, 76, 239. doi: 10.1007/s11060-005-6874-1
[47]	Prakoura, N.; Chatziantoniou, C. Front. Med. 2017, 4, 1.
[48]	Guerrot, D.; Kerroch, M.; Placier, S.; Vandermeersch, S.; Trivin, C.; Mael-Ainin, M.; Chatziantoniou, C.; Dussaule, J. C. Am. J. Pathol. 2011, 179, 83. doi: 10.1016/j.ajpath.2011.03.023
[49]	Kothiwale, S.; Borza, C. M.; Lowe, E. W.; Pozzi, A.; Meiler, J. Drug Discovery Today 2015, 20, 255. doi: 10.1016/j.drudis.2014.09.025
[50]	Day, E.; Waters, B.; Spiegel, K.; Alnadaf, T.; Manley, P. W.; Buchdunger, E.; Walker, C.; Jarai, G. Eur. J. Pharmacol. 2008, 599, 44. doi: 10.1016/j.ejphar.2008.10.014
[51]	Rix, U.; Remsing Rix, L. L.; Terker, A. S.; Fernbach, N. V.; Hantschel, O.; Planyavsky, M.; Breitwieser, F. P.; Herrmann, H.; Colinge, J.; Bennett, K. L.; Augustin, M.; Till, J. H.; Heinrich, M. C.; Valent, P.; Superti-Furga, G. Leukemia 2010, 24, 44. doi: 10.1038/leu.2009.228 pmid: 19890374
[52]	Fowler, A. J.; Hebron, M.; Missner, A. A.; Wang, R.; Gao, X.; Kurd-Misto, B. T.; Liu, X.; Moussa, C. E. H. Drugs R&D 2019, 19, 149.
[53]	Ren, X.; Pan, X.; Zhang, Z.; Wang, D.; Lu, X.; Li, Y.; Wen, D.; Long, H.; Luo, J.; Feng, Y.; Zhuang, X.; Zhang, F.; Liu, J.; Leng, F.; Lang, X.; Bai, Y.; She, M.; Tu, Z.; Pan, J.; Ding, K. J. Med. Chem. 2013, 56, 879. doi: 10.1021/jm301581y
[54]	Canning, P.; Tan, L.; Chu, K.; Lee, S. W.; Gray, N. S.; Bullock, A. N. J. Mol. Biol. 2014, 426, 2457. doi: 10.1016/j.jmb.2014.04.014 pmid: 24768818
[55]	El-Damasy, A. K.; Cho, N. C.; Nam, G.; Pae, A. N.; Keum, G. ChemMedChem 2016, 11, 1587. doi: 10.1002/cmdc.201600224 pmid: 27405013
[56]	Li, Y.; Lu, X.; Ren, X.; Ding, K. J. Med. Chem. 2015, 58, 3287. doi: 10.1021/jm5012319
[57]	Davis, M. I.; Hunt, J. P.; Herrgard, S.; Ciceri, P.; Wodicka, L. M.; Pallares, G.; Hocker, M.; Treiber, D. K.; Zarrinkar, P. P. Nat. Biotechnol. 2011, 29, 1046. doi: 10.1038/nbt.1990
[58]	Sun, X.; Phan, T. N.; Jung, S. H.; Kim, S. Y.; Cho, J. U.; Lee, H.; Woo, S. H.; Park, T. K.; Yang, B. S. J. Pharmacol. Exp. Ther. 2012, 340, 510. doi: 10.1124/jpet.111.187328
[59]	Dou, X.; Huang, H.; Jiang, L.; Zhu, G.; Jin, H.; Jiao, N.; Zhang, L.; Liu, Z.; Zhang, L. Eur. J. Med. Chem. 2020, 201, 112445. doi: 10.1016/j.ejmech.2020.112445
[60]	Kim, H. G.; Tan, L.; Weisberg, E. L.; Liu, F.; Canning, P.; Choi, H. G.; Ezell, S. A.; Wu, H.; Zhao, Z.; Wang, J.; Mandinova, A.; Griffin, J. D.; Bullock, A. N.; Liu, Q.; Lee, S. W.; Gray, N. S. ACS Chem. Biol. 2013, 8, 2145. doi: 10.1021/cb400430t
[61]	Kim, H. G.; Tan, L.; Weisberg, E. L.; Liu, F.; Canning, P.; Choi, H. G.; Ezell, S.; Zhao, Z.; Wu, H.; Wang, J.; Mandinova, A.; Bullock, A. N.; Liu, Q.; Lee, S. W.; Gray, N. S. ACS Chem. Biol. 2014, 9, 840. doi: 10.1021/cb5000949
[62]	Jeffries, D. E.; Borza, C. M.; Blobaum, A. L.; Pozzi, A.; Lindsley, C. W. ACS Med. Chem. Lett. 2020, 11, 29. doi: 10.1021/acsmedchemlett.9b00382 pmid: 31938459
[63]	Wang, Q.; Tang, B.; Sun, D.; Dong, Y.; Ji, Y.; Shi, H.; Zhou, L.; Yang, Y.; Luo, M.; Tan, Q.; Chen, L.; Dong, Y.; Li, C.; Xie, R.; Zang, Y.; Shen, J.; Xiong, B.; Li, J.; Chen, D. Acta Pharm. Sin. B 2022, 12, 1943. doi: 10.1016/j.apsb.2021.11.012 pmid: 35847490
[64]	Gao, M.; Duan, L.; Luo, J.; Zhang, L.; Lu, X.; Zhang, Y.; Zhang, Z.; Tu, Z.; Xu, Y.; Ren, X.; Ding, K. J. Med. Chem. 2013, 56, 3281. doi: 10.1021/jm301824k
[65]	Mo, C.; Zhang, Z.; Li, Y.; Huang, M.; Zou, J.; Luo, J.; Tu, Z. C.; Xu, Y.; Ren, X.; Ding, K.; Lu, X. ACS Med. Chem. Lett. 2020, 11, 379. doi: 10.1021/acsmedchemlett.9b00495
[66]	Wang, Z.; Bian, H.; Bartual, S. G.; Du, W.; Luo, J.; Zhao, H.; Zhang, S.; Mo, C.; Zhou, Y.; Xu, Y.; Tu, Z.; Ren, X.; Lu, X.; Brekken, R. A.; Yao, L.; Bullock, A. N.; Su, J.; Ding, K. J. Med. Chem. 2016, 59, 5911. doi: 10.1021/acs.jmedchem.6b00140
[67]	Wang, Z.; Zhang, Y.; Bartual, S. G.; Luo, J.; Xu, T.; Du, W.; Xun, Q.; Tu, Z.; Brekken, R. A.; Ren, X.; Bullock, A. N.; Liang, G.; Lu, X.; Ding, K. ACS Med. Chem. Lett. 2017, 8, 327. doi: 10.1021/acsmedchemlett.6b00497
[68]	Zhu, D.; Huang, H.; Pinkas, D. M.; Luo, J.; Ganguly, D.; Fox, A. E.; Arner, E.; Xiang, Q.; Tu, Z. C.; Bullock, A. N.; Brekken, R. A.; Ding, K.; Lu, X. J. Med. Chem. 2019, 62, 7431. doi: 10.1021/acs.jmedchem.9b00365
[69]	Wang, Z.; Zhang, Y.; Pinkas, D. M.; Fox, A. E.; Luo, J.; Huang, H.; Cui, S.; Xiang, Q.; Xu, T.; Xun, Q.; Zhu, D.; Tu, Z.; Ren, X.; Brekken, R. A.; Alex, N. Bullock, A. N.; Liang, G.; Ding, K.; Lu, X. J. Med. Chem. 2018, 61, 7977. doi: 10.1021/acs.jmedchem.8b01045
[70]	Richter, H.; Satz, A. L.; Bedoucha, M.; Buettelmann, B.; Petersen, A. C.; Harmeier, A.; Hermosilla, R.; Hochstrasser, R.; Burger, D.; Gsell, B.; Gasser, R.; Huber, S.; Hug, M. N.; Kocer, B.; Kuhn, B.; Ritter, M.; Rudolph, M. G.; Weibel, F.; Molina-David, J.; Kim, J. J.; Santos, J. V.; Stihle, M.; Georges, G. J.; Bonfil, R. D.; Fridman, R.; Uhles, S.; Moll, S.; Faul, C.; Fornoni, A.; Prunotto, M. ACS Chem. Biol. 2019, 14, 37. doi: 10.1021/acschembio.8b00866 pmid: 30452219
[71]	Dong, R.; Zhou, X.; Wang, M.; Li, W.; Zhang, J. Y.; Zheng, X.; Tang, K. X.; Sun, L. P. Bioorg. Med. Chem. 2021, 29, 115876. doi: 10.1016/j.bmc.2020.115876
[72]	Zhavoronkov, A.; Ivanenkov, Y. A.; Aliper, A.; Veselov, M. S.; Aladinskiy, V. A.; Aladinskaya, A. V.; Terentiev, V. A.; Polykovskiy, D. A.; Kuznetsov, M. D.; Asadulaev, A.; Volkov, Y.; Zholus, A.; Shayakhmetov, R.; Zhebrak, A.; Minaeva, L. I.; Zagribelnyy, B. A.; Lee, L. H.; Soll, R.; Madge, D.; Xing, L.; Guo, T.; Aspuru-Guzik, A. Nat. Biotechnol. 2019, 37, 1038. doi: 10.1038/s41587-019-0224-x pmid: 31477924
[73]	Tan, X.; Li, C.; Yang, R.; Zhao, S.; Li, F.; Li, X.; Chen, L.; Wan, X.; Liu, X.; Yang, T.; Tong, X.; Xu, T.; Cui, R.; Jiang, H.; Zhang, S.; Liu, H.; Zheng, M. J. Med. Chem. 2022, 65, 103. doi: 10.1021/acs.jmedchem.1c01205

盘状结构域受体1 (DDR1)激酶抑制剂的研究进展

Research Progress of Discoid Domain Receptor 1 (DDR1) Inhibitors

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