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All rights reserved., copyrightOwner=null, extLink=null, articleAbsUrl=null, sourceXml=null, magXml=null, pdfUrl=null, pdf=null, pdfFileSize=null, pdfExtLink=null, richHtmlUrl=null, mobilePdfUrl=null, reviewReport=null, pdfFirstPage=null, abstractGraph=null, abstractGraphContent=null, abstractVideo=null, citation=null, cebUrl=null, magXmlContent=null, mapNumber=null, authorCompany=null, fund=null, authors=null, authorsList=null), CN=ArticleExt(id=1208402598286177089, articleId=1208402591864697158, tenantId=1146029695717560320, journalId=1189982191388893191, language=CN, title=传统药化和理性设计相结合的艾乐替尼研制, columnId=1190335351748137800, journalTitle=药学学报, columnName=新药发现与研究实例简析, runingTitle=null, highlight=null, articleAbstract=null, correspAuthors=null, authorNote=null, correspAuthorsNote=null, copyrightStatement=版权所有©《药学学报》编辑部2021, copyrightOwner=null, extLink=null, articleAbsUrl=null, sourceXml=uQkbW2pC+n404vgtj0RMcw==, magXml=uJaidoWgPU2og4sBA/GC7A==, pdfUrl=null, pdf=2IwVR7E8RvhSqCDDBaghYg==, pdfFileSize=723132, pdfExtLink=null, richHtmlUrl=null, mobilePdfUrl=null, reviewReport=null, pdfFirstPage=null, abstractGraph=dbynoa/0+myNhMOfZQKNxA==, abstractGraphContent=null, abstractVideo=null, citation=null, cebUrl=null, magXmlContent=YBxbaQAAm3EooKAX+FrieQ==, mapNumber=null, authorCompany=null, fund=null, authors=null, authorsList=郭宗儒)}, authors=[Author(id=1208431483698660088, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, orderNo=0, firstName=null, middleName=null, lastName=null, nameCn=null, orcid=null, stid=null, country=null, authorPic=null, dead=0, email=null, emailSecond=null, emailThird=null, correspondingAuthor=0, authorType=1, ext={CN=AuthorExt(id=1208431483845460740, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, authorId=1208431483698660088, language=CN, stringName=郭宗儒, firstName=宗儒, middleName=null, lastName=郭, prefix=null, suffix=null, authorComment=null, nameInitials=null, affiliation=null, department=null, xref=null, address=中国医学科学院、北京协和医学院药物研究所, 北京 100050, bio=null, bioImg=null, bioContent=null, aboutCorrespAuthor=null)}, companyList=[AuthorCompany(id=1208431480611652329, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, xref=null, ext=[AuthorCompanyExt(id=1208431480620040939, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, companyId=1208431480611652329, language=CN, country=null, province=null, city=null, postcode=null, companyName=null, departmentName=null, remark=中国医学科学院、北京协和医学院药物研究所, 北京 100050)])])], keywords=null, refs=null, funds=null, companyList=[AuthorCompany(id=1208431480611652329, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, xref=null, ext=[AuthorCompanyExt(id=1208431480620040939, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, companyId=1208431480611652329, language=CN, country=null, province=null, city=null, postcode=null, companyName=null, departmentName=null, remark=中国医学科学院、北京协和医学院药物研究所, 北京 100050)])], figs=[ArticleFig(id=1208431484101313299, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=EN, label=null, caption=null, figureFileSmall=DQYRSYSE8qHeCKP6FwOawA==, figureFileBig=4liETPAcOXobEKPGws4Ang==, tableContent=null), ArticleFig(id=1208431484189393695, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=CN, label=Figure 1, caption=
Molecular docking diagram of compound <strong>23</strong> and ALK crystal structure , figureFileSmall=DQYRSYSE8qHeCKP6FwOawA==, figureFileBig=4liETPAcOXobEKPGws4Ang==, tableContent=null), ArticleFig(id=1208431484302639919, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=EN, label=null, caption=null, figureFileSmall=null, figureFileBig=null, tableContent=
 |
| Compd. | R | ALK IC50/μmol·L-1 | | Compd. | R | ALK IC50/μmol·L-1 |
| 4 | OC2H5 | 1.34 | | 8 | Br | 0.77 |
| 5 | OCH3 | 2.08 | 9 | Cl | 0.66 |
| 6 | OC3H7-n | 2.47 | 10 | CF3 | 3.47 |
| 7 | F | 0.85 | |
), ArticleFig(id=1208431484420080447, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=CN, label=Table 1, caption=
3-Substituted tetracyclic compounds and their activities against ALK
, figureFileSmall=null, figureFileBig=null, tableContent=
|
| Compd. | R | ALK IC50/μmol·L-1 | | Compd. | R | ALK IC50/μmol·L-1 |
| 4 | OC2H5 | 1.34 | | 8 | Br | 0.77 |
| 5 | OCH3 | 2.08 | 9 | Cl | 0.66 |
| 6 | OC3H7-n | 2.47 | 10 | CF3 | 3.47 |
| 7 | F | 0.85 | |
), ArticleFig(id=1208431484516549451, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=EN, label=null, caption=null, figureFileSmall=null, figureFileBig=null, tableContent=
 |
| Compd. | R | IC50/μmol·L-1 |
| ALK | KARPAS-299 |
| 11 | Br | 0.10 | 0.68 |
| 12 | NO2 | 0.08 | 0.57 |
| 13 | Cl | 0.04 | 0.49 |
| 14 | CN | 0.008 | 0.06 |
), ArticleFig(id=1208431484638184278, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=CN, label=Table 2, caption=
Activities of compounds containing indole fragments in the framework
, figureFileSmall=null, figureFileBig=null, tableContent=
|
| Compd. | R | IC50/μmol·L-1 |
| ALK | KARPAS-299 |
| 11 | Br | 0.10 | 0.68 |
| 12 | NO2 | 0.08 | 0.57 |
| 13 | Cl | 0.04 | 0.49 |
| 14 | CN | 0.008 | 0.06 |
), ArticleFig(id=1208431484743041891, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=EN, label=null, caption=null, figureFileSmall=null, figureFileBig=null, tableContent=
 |
| Compd. | R | IC50/nmol·L-1 | | CL/μL·min-1·mg-1 |
| ALK | KARPAS-299 | Mouse | Human |
| 14 |  | 57.6 | 61.4 | | 51.4 | 54.5 |
| 15 |  | 3.7 | 87.5 | 24.9 | 67.0 |
| 16 |  | 11.6 | 397 | 14.1 | 4.2 |
| 17 |  | 26.2 | 2 306 | 6.8 | 4.0 |
| 18 |  | 33.4 | 331 | 58.9 | 39.5 |
| 19 |  | 18.5 | 134 | 8.1 | 33.6 |
| 20 |  | 11.4 | 115 | 24.6 | 7.1 |
| 21 |  | 37.4 | 263 | 15.8 | 19.2 |
| 22 |  | 1.8 | 33.6 | 23.1 | 82.7 |
| 23 |  | 27.0 | 47.9 | 15.1 | 9.6 |
| 24 |  | 1.5 | 21.4 | 10.4 | 10.2 |
), ArticleFig(id=1208431484864676718, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=CN, label=Table 3, caption=
Activities of compounds with changed 8-position side chain
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|
| Compd. | R | IC50/nmol·L-1 | | CL/μL·min-1·mg-1 |
| ALK | KARPAS-299 | Mouse | Human |
| 14 | | 57.6 | 61.4 | | 51.4 | 54.5 |
| 15 | | 3.7 | 87.5 | 24.9 | 67.0 |
| 16 | | 11.6 | 397 | 14.1 | 4.2 |
| 17 | | 26.2 | 2 306 | 6.8 | 4.0 |
| 18 | | 33.4 | 331 | 58.9 | 39.5 |
| 19 | | 18.5 | 134 | 8.1 | 33.6 |
| 20 | | 11.4 | 115 | 24.6 | 7.1 |
| 21 | | 37.4 | 263 | 15.8 | 19.2 |
| 22 | | 1.8 | 33.6 | 23.1 | 82.7 |
| 23 | | 27.0 | 47.9 | 15.1 | 9.6 |
| 24 | | 1.5 | 21.4 | 10.4 | 10.2 |
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| Kinase | E0 | Portal residues | Hinge area |
| ALK | Ala1200 | Gly1201 | Leu1190 | Glu1197 | Leu1198 | Met1199 |
| KIT | Cys674 | Tyr675 | Thr670 | Glu671 | Tyr672 | Cys673 |
| KDR | Lys920 | Phe921 | Val916 | Glu917 | Phe918 | Cys919 |
| MET | Lys1161 | His1162 | Leu1157 | Phe1158 | Tyr1159 | Met1160 |
), ArticleFig(id=1208431486366237568, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=CN, label=Table 4, caption=
Composition of important sites and E0 of ALK and related kinases
, figureFileSmall=null, figureFileBig=null, tableContent=
| Kinase | E0 | Portal residues | Hinge area |
| ALK | Ala1200 | Gly1201 | Leu1190 | Glu1197 | Leu1198 | Met1199 |
| KIT | Cys674 | Tyr675 | Thr670 | Glu671 | Tyr672 | Cys673 |
| KDR | Lys920 | Phe921 | Val916 | Glu917 | Phe918 | Cys919 |
| MET | Lys1161 | His1162 | Leu1157 | Phe1158 | Tyr1159 | Met1160 |
), ArticleFig(id=1208431486513038228, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=EN, label=null, caption=null, figureFileSmall=null, figureFileBig=null, tableContent=
 |
| Compd. | R | IC50/nmol·L-1 | | CL/μL·min-1·mg-1 |
| ALK | KDR | KIT | MET | KARPAS-299 | Human | Mouse |
| 24 | H | 27.0 | 137 | 83.9 | > 5 000 | 47.9 | | 9.6 | 15.1 |
| 25 | CH3 | 10.6 | 60.8 | 49.8 | > 5 000 | 14.8 | 22.6 | 7.0 |
| 26 | C≡CH | 2.7 | 455 | 2 422 | > 5 000 | 4.2 | 18.9 | 2.1 |
| 27 | C2H5 | 2.9 | > 5 000 | > 5 000 | > 5 000 | 12.8 | 17.0 | 4.5 |
| 28 | n-C3H7 | 15.1 | > 5 000 | > 5 000 | > 5 000 | 25.3 | 19.4 | 4.7 |
| 29 | i-C3H7 | 66.4 | > 5 000 | > 5 000 | > 5 000 | 118 | 17.4 | 4.1 |
| 30 | Cyclopentyl ethyl | 186 | > 5 000 | > 5 000 | > 5 000 | 544 | 17.8 | 44.7 |
), ArticleFig(id=1208431486626284447, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=CN, label=Table 5, caption=
Activities of compounds with 9-position substitution
, figureFileSmall=null, figureFileBig=null, tableContent=
|
| Compd. | R | IC50/nmol·L-1 | | CL/μL·min-1·mg-1 |
| ALK | KDR | KIT | MET | KARPAS-299 | Human | Mouse |
| 24 | H | 27.0 | 137 | 83.9 | > 5 000 | 47.9 | | 9.6 | 15.1 |
| 25 | CH3 | 10.6 | 60.8 | 49.8 | > 5 000 | 14.8 | 22.6 | 7.0 |
| 26 | C≡CH | 2.7 | 455 | 2 422 | > 5 000 | 4.2 | 18.9 | 2.1 |
| 27 | C2H5 | 2.9 | > 5 000 | > 5 000 | > 5 000 | 12.8 | 17.0 | 4.5 |
| 28 | n-C3H7 | 15.1 | > 5 000 | > 5 000 | > 5 000 | 25.3 | 19.4 | 4.7 |
| 29 | i-C3H7 | 66.4 | > 5 000 | > 5 000 | > 5 000 | 118 | 17.4 | 4.1 |
| 30 | Cyclopentyl ethyl | 186 | > 5 000 | > 5 000 | > 5 000 | 544 | 17.8 | 44.7 |
), ArticleFig(id=1208431486752113583, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=EN, label=null, caption=null, figureFileSmall=null, figureFileBig=null, tableContent=
 |
| Compd. | R | IC50/nmol·L-1 | | CL/μL·min-1·mg-1 |
| ALK | KDR | KIT | MET | KARPAS-299 | Human | Mouse |
| 31 |  | 44.0 | 882 | > 5 000 | > 5 000 | 121 | | 59.1 | 20.0 |
| 32 |  | 67.0 | 2 521 | > 5 000 | > 5 000 | 86.9 | 38.6 | 38.6 |
| 33 |  | 233 | > 5 000 | > 5 000 | > 5 000 | 238 | 16.4 | 24.9 |
| 34 |  | 69.3 | > 5 000 | > 5 000 | > 5 000 | 151 | 14.2 | 20.6 |
), ArticleFig(id=1208431488861848512, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=CN, label=Table 6, caption=
Activity, selectivity and metabolic stability of 9-substituted compound
, figureFileSmall=null, figureFileBig=null, tableContent=
|
| Compd. | R | IC50/nmol·L-1 | | CL/μL·min-1·mg-1 |
| ALK | KDR | KIT | MET | KARPAS-299 | Human | Mouse |
| 31 | | 44.0 | 882 | > 5 000 | > 5 000 | 121 | | 59.1 | 20.0 |
| 32 | | 67.0 | 2 521 | > 5 000 | > 5 000 | 86.9 | 38.6 | 38.6 |
| 33 | | 233 | > 5 000 | > 5 000 | > 5 000 | 238 | 16.4 | 24.9 |
| 34 | | 69.3 | > 5 000 | > 5 000 | > 5 000 | 151 | 14.2 | 20.6 |
), ArticleFig(id=1208431489151255498, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=EN, label=null, caption=null, figureFileSmall=null, figureFileBig=null, tableContent=
 |
| Compd. | R | IC50/nmol·L-1 | | CL/μL·min-1·mg-1 |
| ALK | KDR | KIT | MET | KARPAS-299 | Human | Mouse |
| 27 |  | 2.9 | > 5000 | > 5000 | > 5000 | 12.8 | | 17.0 | 4.5 |
| 35 |  | 5.2 | 4210 | > 5000 | > 5000 | 45.8 | 22.1 | 3.3 |
| 36 |  | 2.4 | 3212 | > 5000 | > 5000 | 22.4 | 15.6 | 4.4 |
| 1 |  | 1.9 | 1400 | > 5000 | > 5000 | 3.0 | 17.7 | 8.7 |
), ArticleFig(id=1208431489331610588, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=CN, label=Table 7, caption=
Activities of 8-substituted 9-ethyl compounds
, figureFileSmall=null, figureFileBig=null, tableContent=
|
| Compd. | R | IC50/nmol·L-1 | | CL/μL·min-1·mg-1 |
| ALK | KDR | KIT | MET | KARPAS-299 | Human | Mouse |
| 27 | | 2.9 | > 5000 | > 5000 | > 5000 | 12.8 | | 17.0 | 4.5 |
| 35 | | 5.2 | 4210 | > 5000 | > 5000 | 45.8 | 22.1 | 3.3 |
| 36 | | 2.4 | 3212 | > 5000 | > 5000 | 22.4 | 15.6 | 4.4 |
| 1 | | 1.9 | 1400 | > 5000 | > 5000 | 3.0 | 17.7 | 8.7 |
), ArticleFig(id=1208431489440662496, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=EN, label=null, caption=null, figureFileSmall=null, figureFileBig=null, tableContent=
 |
| Compd. | R | IC50/nmol·L-1 | | CL/μL·min-1·mg-1 |
| ALK | KDR | KIT | MET | KARPAS-299 | Human | Mouse |
| 1 | C2H5 | 1.9 | 1 400 | > 5 000 | > 5 000 | 3.0 | | 17.7 | 8.7 |
| 37 | H | 16.0 | 759 | 2 991 | > 5 000 | 26.5 | 106.4 | 72.0 |
| 38 | CH3 | 1.1 | 186 | 1 057 | > 5 000 | 4.8 | 23.0 | 15.8 |
| 39 | n-C3H7 | 1.1 | > 5 000 | > 5 000 | > 5 000 | 26.1 | 17.1 | 58.5 |
), ArticleFig(id=1208431489587463154, tenantId=1146029695717560320, journalId=1189982191388893191, articleId=1208402591864697158, language=CN, label=Table 8, caption=
Activity of 9-position analogue of compound 1
, figureFileSmall=null, figureFileBig=null, tableContent=
|
| Compd. | R | IC50/nmol·L-1 | | CL/μL·min-1·mg-1 |
| ALK | KDR | KIT | MET | KARPAS-299 | Human | Mouse |
| 1 | C2H5 | 1.9 | 1 400 | > 5 000 | > 5 000 | 3.0 | | 17.7 | 8.7 |
| 37 | H | 16.0 | 759 | 2 991 | > 5 000 | 26.5 | 106.4 | 72.0 |
| 38 | CH3 | 1.1 | 186 | 1 057 | > 5 000 | 4.8 | 23.0 | 15.8 |
| 39 | n-C3H7 | 1.1 | > 5 000 | > 5 000 | > 5 000 | 26.1 | 17.1 | 58.5 |
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