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Leurosidine

AlkaPlorer ID: AK001517

Synonym: "(2ALPHA,2'BETA,3BETA,4ALPHA,5BETA)-VINCALEUKOBLASTINE", '', 'Vinrosidine', 'Vinblastine', 'Leurosidine', 'VLB', 'vincaleukoblastine'

IUPAC Name: methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

Structure

SMILES: CC[C@]1(O)C[C@H]2CN(CCC3=C(NC4=CC=CC=C34)[C@@](C(=O)OC)(C3=CC4=C(C=C3OC)N(C)[C@H]3[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]5(CC)C=CCN6CC[C@]43[C@@H]65)C2)C1

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InChI: InChI=1S/C46H58N4O9/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1

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InChIKey: JXLYSJRDGCGARV-XQKSVPLYSA-N

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Properties Information

Molecule Weight: 810.9889999999998

TPSA？: 154.10000000000002

MolLogP？: 3.990900000000003

Number of H-Donors: 3

Number of H-Acceptors: 12

RingCount: 9

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus Tubulin Inhibition nan % 10.1016/j.ejmech.2019.111583
Bos taurus Tubulin OD 0.2 None 10.1016/j.ejmech.2019.111583
Homo sapiens A2780 IC50 0.5 nM 10.1016/j.ejmech.2018.11.004
Homo sapiens A2780S IC50 15.73 nM 10.1016/j.ejmech.2018.05.003
Homo sapiens A2780S IC50 22.5 nM 10.1021/acs.jmedchem.6b00158
Homo sapiens A2780/Taxol IC50 6899.0 nM 10.1021/acs.jmedchem.6b00158
Homo sapiens A2780/Taxol IC50 16890.22 nM 10.1016/j.ejmech.2018.05.003
Homo sapiens A549 IC50 7.7 nM 10.1016/j.bmcl.2018.02.006
Homo sapiens A549 IC50 10.0 nM 10.1021/acs.jnatprod.9b01160
Homo sapiens A549 IC50 19.51 nM 10.1016/j.ejmech.2018.05.003
Homo sapiens A549 IC50 21.0 nM 10.1021/acs.jnatprod.9b00768
Homo sapiens A549 IC50 21.0 nM 10.1021/acsmedchemlett.0c00119
Homo sapiens A549 IC50 23.0 nM 10.1021/acs.jnatprod.7b00949
Homo sapiens A549/TR IC50 248.27 nM 10.1016/j.ejmech.2018.05.003
Homo sapiens Bile salt export pump IC50 133000.0 nM 10.1093/toxsci/kft176
Homo sapiens Bile salt export pump IC50 135000.0 nM 10.1093/toxsci/kfq269
Homo sapiens CAL-27 IC50 1.03 nM 10.1016/j.ejmech.2022.114450
Homo sapiens Canalicular multispecific organic anion transporter 1 IC50 133000.0 nM 10.1093/toxsci/kft176
Homo sapiens Canalicular multispecific organic anion transporter 2 IC50 133000.0 nM 10.1093/toxsci/kft176
Homo sapiens CCRF-CEM IC50 1.41 nM 10.1016/j.ejmech.2020.112516
Homo sapiens CCRF-CEM IC50 1.41 nM 10.1021/acs.jmedchem.0c01733
Homo sapiens CCRF-CEM IC50 1.5 nM 10.1016/j.ejmech.2017.11.038
Homo sapiens CCRF-CEM IC50 9.4 nM 10.1021/acs.jnatprod.8b00309
Homo sapiens CCRF-CEM IC50 285.0 nM 10.1016/j.ejmech.2017.11.038
Homo sapiens CCRF-CEM IC50 1410.0 nM 10.1021/acs.jmedchem.8b01689
Homo sapiens CEM-VLB IC50 392.48 nM 10.1021/acs.jmedchem.0c01733
Homo sapiens CEM-VLB IC50 392.5 nM 10.1016/j.ejmech.2020.112516
Homo sapiens Cytochrome P450 3A4 Activity 33.0 % 10.1021/acs.jmedchem.0c02245
Homo sapiens FaDu IC50 4.48 nM 10.1016/j.ejmech.2022.114450
Homo sapiens HCT-116 IC50 0.5 nM 10.1021/acs.jnatprod.9b01160
Homo sapiens HCT-116 IC50 6.8 nM 10.1016/j.bmcl.2017.05.058
Homo sapiens HCT-116 IC50 6.8 nM 10.1016/j.bmcl.2018.06.044
Homo sapiens HCT-116 IC50 6.8 nM 10.1016/j.bmcl.2019.03.036
Homo sapiens HCT-116 IC50 6.8 nM 10.1021/acs.jmedchem.7b00958
Homo sapiens HCT-116 IC50 8.7 nM 10.1021/acs.jnatprod.8b00309
Homo sapiens HCT-116 IC50 50.0 nM 10.1021/acs.jnatprod.6b00782
Homo sapiens HCT-116 IC50 300.0 nM 10.1021/acs.jnatprod.2c00594
Homo sapiens HCT-116/VM46 IC50 2.0 nM 10.1016/j.ejmech.2020.113034
Homo sapiens HCT-116/VM46 IC50 600.0 nM 10.1016/j.bmcl.2017.05.058
Homo sapiens HCT-116/VM46 IC50 600.0 nM 10.1016/j.bmcl.2018.06.044
Homo sapiens HCT-116/VM46 IC50 600.0 nM 10.1016/j.bmcl.2019.03.036
Homo sapiens HCT-15 IC50 2.0 nM 10.1021/acs.jnatprod.6b00953
Homo sapiens HCT-15 IC50 11.0 nM 10.1021/acs.jnatprod.8b00908
Homo sapiens HCT-15 IC50 60.0 nM 10.1021/acs.jnatprod.6b00782
Homo sapiens HCT-8 IC50 14.77 nM 10.1021/acs.jmedchem.6b00158
Homo sapiens HCT-8 IC50 20.2 nM 10.1016/j.ejmech.2017.07.040
Homo sapiens HCT-8 IC50 5205.0 nM 10.1021/acs.jmedchem.6b00158
Homo sapiens HEK293 IC50 27.0 nM 10.1021/acs.jnatprod.8b00309
Homo sapiens HEL IC50 15980.0 nM 10.1016/j.ejmech.2019.111898
Homo sapiens HeLa Activity nan None 10.1016/j.bmcl.2019.03.036
Homo sapiens HeLa Activity nan None 10.1016/j.ejmech.2018.04.042
Homo sapiens HeLa IC50 1.0 nM 10.1021/acs.jnatprod.6b00953
Homo sapiens HeLa IC50 2.0 nM 10.1021/acs.jnatprod.6b00782
Homo sapiens HeLa IC50 4.0 nM 10.1021/acs.jnatprod.2c00594
Homo sapiens HeLa IC50 7.8 nM 10.1016/j.bmcl.2019.03.036
Homo sapiens HeLa IC50 11.0 nM 10.1021/acs.jnatprod.8b00908
Homo sapiens HEp-2 IC50 7.0 nM 10.1021/acs.jnatprod.6b00953
Homo sapiens HepG2 IC50 4.6 ug.mL-1 10.1016/j.ejmech.2019.02.055
Homo sapiens HepG2 IC50 9.3 nM 10.1021/acs.jnatprod.9b00768
Homo sapiens Homo sapiens DILI_Concern nan None 10.1016/j.drudis.2016.02.015
Homo sapiens Homo sapiens DILI_severity_class 0.0 None 10.1016/j.drudis.2016.02.015
Homo sapiens HT-29 IC50 3184.0 nM 10.1016/j.bmc.2020.115960
Homo sapiens K562 IC50 9490.0 nM 10.1016/j.ejmech.2019.111898
Homo sapiens KB IC50 4.4 nM 10.1021/acs.jnatprod.7b00949
Homo sapiens KB IC50 6.0 nM 10.1021/acs.jnatprod.6b00953
Homo sapiens LNCaP IC50 3.2 nM 10.1021/acs.jnatprod.5b00509
Homo sapiens LNCaP IC50 5.1 nM 10.1021/acs.jmedchem.7b00958
Homo sapiens LS174T IC50 20.0 nM 10.1021/acs.jmedchem.7b00958
Homo sapiens MCF-10A IC50 25860.0 nM 10.1016/j.ejmech.2019.111583
Homo sapiens MCF7 IC50 0.36 nM 10.1021/acs.jmedchem.8b00986
Homo sapiens MCF7 IC50 1.0 nM 10.1021/acs.jnatprod.9b01160
Homo sapiens MCF7 IC50 3.0 nM 10.1016/j.ejmech.2017.02.022
Homo sapiens MCF7 IC50 4.0 nM 10.1021/acs.jnatprod.6b00953
Homo sapiens MCF7 IC50 7.3 nM 10.1021/acs.jnatprod.7b00949
Homo sapiens MCF7 IC50 12.0 nM 10.1021/acs.jnatprod.8b00908
Homo sapiens MCF7 IC50 35.0 nM 10.1021/acs.jnatprod.2c00594
Homo sapiens MCF7 IC50 54.7 nM 10.1021/acs.jmedchem.6b00158
Homo sapiens MCF7 IC50 60.0 nM 10.1021/acs.jnatprod.6b00782
Homo sapiens MCF7 IC50 230.0 nM 10.1016/j.bmc.2020.115960
Homo sapiens MCF7 IC50 500.0 nM 10.1021/acs.jnatprod.7b00105
Homo sapiens MCF7 IC50 1100.0 nM 10.1021/acs.jnatprod.6b00782
Homo sapiens MCF7 IC50 1300.0 nM 10.1021/acs.jnatprod.6b00782
Homo sapiens MCF7 IC50 15000.0 nM 10.1016/j.ejmech.2019.111583
Homo sapiens MCF7 IC50 37490.0 nM 10.1016/j.ejmech.2019.111898
Homo sapiens MCF7 IC50 nan None 10.1016/j.ejmech.2018.04.042
Homo sapiens MCF7-VP IC50 1630.0 nM 10.1021/acs.jnatprod.2c00594
Homo sapiens MDA-MB-231 Activity 49.0 % 10.1021/acs.jnatprod.7b00954
Homo sapiens MDA-MB-231 IC50 8.78 nM 10.1021/acs.jnatprod.5b00688
Homo sapiens MDA-MB-231 IC50 8.8 nM 10.1016/j.bmc.2017.07.041
Homo sapiens MDA-MB-231 IC50 10.0 nM 10.1021/acs.jnatprod.6b00782
Homo sapiens MDA-MB-231 IC50 24.0 nM 10.1016/j.ejmech.2020.112948
Homo sapiens MDA-MB-231 IC50 31.0 nM 10.1021/acs.jnatprod.8b00309
Homo sapiens MDA-MB-231 IC50 32.0 nM 10.1021/acs.jnatprod.7b00949
Homo sapiens MDA-MB-231 IC50 42.5 nM 10.1021/acs.jnatprod.9b00768
Homo sapiens MDA-MB-231 IC50 17740.0 nM 10.1016/j.ejmech.2019.111898
Homo sapiens MDA-MB-231 IC50 31640.0 nM 10.1016/j.ejmech.2019.111583
Homo sapiens MDA-MB-435 Activity 49.0 % 10.1021/acs.jnatprod.7b00954
Homo sapiens MDA-MB-435 IC50 0.49 nM 10.1021/acs.jnatprod.5b00688
Homo sapiens MDA-MB-435 IC50 0.5 nM 10.1016/j.bmc.2017.07.041
Homo sapiens MDA-MB-468 IC50 14.0 nM 10.1021/acs.jmedchem.7b00958
Homo sapiens MES-SA RatioGI50 1000.0 None 10.1016/j.ejmech.2016.05.004
Homo sapiens Multidrug resistance-associated protein 4 IC50 35100.0 nM 10.1093/toxsci/kft176
Homo sapiens NCI/ADR-RES IC50 10.6 nM 10.1016/j.ejmech.2017.02.022
Homo sapiens NCI/ADR-RES IC50 96.0 nM 10.1021/acs.jmedchem.8b00986
Homo sapiens NCI/ADR-RES IC50 200.0 nM 10.1016/j.ejmech.2018.04.042
Homo sapiens NCI/ADR-RES IC50 5846.0 nM 10.1021/acs.jmedchem.6b00158
Homo sapiens NCI-H520 IC50 4.5 nM 10.1021/acs.jmedchem.7b00958
Homo sapiens OVCAR-3 IC50 1.8 nM 10.1016/j.bmc.2017.07.041
Homo sapiens OVCAR-8 IC50 15.0 nM 10.1016/j.ejmech.2018.04.042
Homo sapiens PA-1 IC50 4.6 nM 10.1021/acs.jmedchem.7b00958
Homo sapiens PC-3 IC50 1.0 nM 10.1021/acs.jnatprod.6b00953
Homo sapiens P-glycoprotein 1 Activity 87.0 % 10.1021/acs.jmedchem.7b00958
Homo sapiens Proteasome component C5 IC50 4280.0 nM 10.1016/j.ejmech.2018.01.045
Homo sapiens Proteasome component C5 IC50 40000.0 nM 10.1016/j.ejmech.2018.01.045
Homo sapiens Proteasome Macropain subunit IC50 4900.0 nM 10.1016/j.ejmech.2018.01.045
Homo sapiens Proteasome Macropain subunit IC50 14500.0 nM 10.1016/j.ejmech.2018.01.045
Homo sapiens Proteasome Macropain subunit MB1 IC50 4580.0 nM 10.1016/j.ejmech.2018.01.045
Homo sapiens Proteasome Macropain subunit MB1 IC50 40000.0 nM 10.1016/j.ejmech.2018.01.045
Homo sapiens SK-HEP1 GI50 37.8 nM 10.1021/acs.jmedchem.0c02026
Homo sapiens SK-MEL-28 IC50 73.3 nM 10.1021/acs.jnatprod.9b00768
Homo sapiens SW1573 GI50 0.8 nM 10.1016/j.ejmech.2019.06.073
Homo sapiens SW1573 GI50 0.9 nM 10.1016/j.ejmech.2019.06.073
Homo sapiens SW1573 GI50 1.0 nM 10.1016/j.ejmech.2019.06.073
Homo sapiens SW1573 GI50 800.0 nM 10.1021/acs.jnatprod.9b00117
Homo sapiens SW1573 GI50 900.0 nM 10.1021/acs.jnatprod.9b00117
Homo sapiens SW1573 GI50 1000.0 nM 10.1021/acs.jnatprod.9b00117
Homo sapiens SW1573 GI50 2051.0 nM 10.1016/j.ejmech.2019.06.073
Homo sapiens SW1573 GI50 2051000.0 nM 10.1021/acs.jnatprod.9b00117
Homo sapiens SW1573 RatioGI50 1.0 None 10.1016/j.ejmech.2019.06.073
Homo sapiens SW1573 RatioGI50 1.3 None 10.1021/acs.jnatprod.9b00117
Homo sapiens SW1573 RatioGI50 2388.0 None 10.1016/j.ejmech.2019.06.073
Homo sapiens SW1573 RatioGI50 2388.0 None 10.1021/acs.jnatprod.9b00117
Homo sapiens SW480 IC50 32.5 nM 10.1021/acs.jnatprod.9b00768
Homo sapiens T47D IC50 10.3 nM 10.1021/acs.jnatprod.9b00768
Homo sapiens Tubulin Activity nan None 10.1016/j.bmcl.2019.03.036
Homo sapiens Tubulin IC50 740.0 nM 10.1016/j.ejmech.2022.114450
Homo sapiens Tubulin Inhibition 66.0 % 10.1016/j.ejmech.2022.114232
Homo sapiens Tubulin Inhibition nan % 10.1016/j.bmc.2020.115874
Homo sapiens Tubulin Inhibition nan % 10.1016/j.bmcl.2021.128327
Homo sapiens Tubulin alpha Activity nan None 10.1016/j.bmcl.2019.03.036
Homo sapiens U-251 IC50 8.1 nM 10.1021/acs.jnatprod.8b00309
Mus musculus L1210 IC50 6.0 nM 10.1016/j.bmcl.2017.05.058
Mus musculus L1210 IC50 6.0 nM 10.1016/j.bmcl.2018.06.044
Mus musculus L1210 IC50 6.0 nM 10.1016/j.bmcl.2019.03.036
Mus musculus L1210 IC50 6.0 nM 10.1021/acs.jmedchem.7b00958
Mus musculus NIH3T3 IC50 1.0 nM 10.1016/j.ejmech.2018.11.004
Mus musculus NIH3T3 IC50 70.4 nM 10.1016/j.ejmech.2018.11.004
Mus musculus P388 ILS 83.0 % 10.1039/C7MD00067G
Sus scrofa Tubulin Activity 31.0 % 10.1016/j.bmcl.2019.03.036
Sus scrofa Tubulin Inhibition nan % 10.1016/j.ejmech.2019.01.011
None ADMET IC50 3.8 nM 10.1021/acs.jnatprod.5b00509
None ADMET IC50 4.2 nM 10.1021/acs.jnatprod.5b00509
None ADMET Papp 6.21 nm/s 10.1016/j.ejmech.2018.12.059
None ADMET Papp 38.2 ucm/s 10.1021/acs.jmedchem.7b00958
None ADMET Papp 130.68 nm/s 10.1016/j.ejmech.2018.12.059
None ADMET Ratio 2.7 None 10.1021/acs.jmedchem.7b00958
None ADMET Ratio 16.2 None 10.1021/acs.jmedchem.7b00958
None ADMET Ratio 21.05 None 10.1016/j.ejmech.2018.12.059
None NON-PROTEIN TARGET Activity 26.0 % None
None NON-PROTEIN TARGET Activity nan None 10.1021/acs.jmedchem.5b01312
None NON-PROTEIN TARGET Activity nan None 10.1021/acs.jmedchem.6b00525
None NON-PROTEIN TARGET IC50 0.49 nM 10.1021/acs.jnatprod.6b00289
None NON-PROTEIN TARGET IC50 0.5 nM None
None NON-PROTEIN TARGET IC50 1.82 nM 10.1021/acs.jnatprod.5b00688
None NON-PROTEIN TARGET IC50 1.82 nM 10.1021/acs.jnatprod.6b00289
None NON-PROTEIN TARGET IC50 2.4 nM 10.1021/acs.jnatprod.5b00509
None NON-PROTEIN TARGET IC50 2.6 nM None
None NON-PROTEIN TARGET IC50 2.8 nM None
None NON-PROTEIN TARGET IC50 3.0 nM None
None NON-PROTEIN TARGET IC50 3.7 nM 10.1021/acs.jnatprod.5b00509
None NON-PROTEIN TARGET IC50 4.0 nM 10.1021/acs.jmedchem.6b00525
None NON-PROTEIN TARGET IC50 8.78 nM 10.1021/acs.jnatprod.6b00289
None NON-PROTEIN TARGET IC50 480.0 nM 10.1021/acs.jmedchem.6b00525
None NON-PROTEIN TARGET Ratio IC50 120.0 None 10.1021/acs.jmedchem.6b00525
None Unchecked Activity 5.3 % 10.1016/j.bmc.2016.09.026
None Unchecked Activity 127.1 % 10.1016/j.bmc.2016.09.026
None Unchecked Activity nan None 10.1016/j.bmcl.2019.03.036
None Unchecked CC50 10.0 nM 10.1016/j.bmcl.2019.126779
None Unchecked EC150 0.074 uM 10.1021/acs.jmedchem.9b01100
None Unchecked EC50 48.0 nM 10.1021/acs.jmedchem.8b00035
None Unchecked Flu intensity 0.42 None 10.1021/acs.jmedchem.6b00525
None Unchecked Flu intensity 1.2 None 10.1021/acs.jmedchem.6b00525
None Unchecked IC50 0.83 nM 10.1016/j.ejmech.2022.114450
None Unchecked IC50 6.7 nM 10.1016/j.bmcl.2018.02.006
None Unchecked IC50 37.0 nM 10.1021/acs.jmedchem.7b00958
None Unchecked IC50 44.0 nM 10.1016/j.ejmech.2018.11.004
None Unchecked IC50 110.0 nM 10.1021/acs.jmedchem.7b00958
None Unchecked IC50 2059.0 nM 10.1016/j.ejmech.2017.07.040
None Unchecked IC50 2480.0 nM 10.1021/acs.jnatprod.7b00949
None Unchecked IC50 9200.0 nM 10.1021/acs.jnatprod.7b00105
None Unchecked IC50 392480.0 nM 10.1021/acs.jmedchem.8b01689
None Unchecked Inhibition 50.0 % 10.1021/acs.jmedchem.7b00958
None Unchecked Inhibition nan % 10.1016/j.bmc.2016.12.010
None Unchecked Inhibition nan % 10.1016/j.bmc.2017.09.004
None Unchecked Inhibition nan % 10.1016/j.bmcl.2017.03.089
None Unchecked Inhibition nan % 10.1016/j.bmcl.2019.03.036
None Unchecked Inhibition nan % 10.1021/acs.jmedchem.6b01840
None Unchecked Inhibition nan % 10.1021/acs.jmedchem.9b01100
None Unchecked Inhibition nan % 10.1021/acsmedchemlett.6b00483
None Unchecked Ki 178.0 nM 10.1016/j.ejmech.2019.111691
None Unchecked Ratio 0.7 None 10.1021/acs.jmedchem.6b00525
None Unchecked Ratio 0.9 None 10.1021/acs.jmedchem.6b00525
None Unchecked Ratio IC50 1.0 None 10.1016/j.bmcl.2018.02.006
None Unchecked Ratio IC50 12.72 None 10.1016/j.ejmech.2018.05.003
None Unchecked Ratio IC50 70.4 None 10.1016/j.ejmech.2018.11.004
None Unchecked Ratio IC50 88.0 None 10.1016/j.ejmech.2018.11.004
None Unchecked Ratio IC50 88.0 None 10.1021/acs.jmedchem.7b00958
None Unchecked Ratio IC50 101.8 None 10.1016/j.ejmech.2017.07.040
None Unchecked Ratio IC50 106.8 None 10.1021/acs.jmedchem.6b00158
None Unchecked Ratio IC50 267.0 None 10.1021/acs.jmedchem.8b00986
None Unchecked Ratio IC50 278.0 None 10.1016/j.ejmech.2020.112516
None Unchecked Ratio IC50 278.3 None 10.1021/acs.jmedchem.0c01733
None Unchecked Ratio IC50 307.3 None 10.1021/acs.jmedchem.6b00158
None Unchecked Ratio IC50 352.4 None 10.1021/acs.jmedchem.6b00158
None Unchecked Ratio IC50 1073.76 None 10.1016/j.ejmech.2018.05.003
None Unchecked Ratio IC50 75278.3 None 10.1021/acs.jmedchem.8b01689

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT007320 CCC1=C[C@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C(=O)OC)(c3cc4c(cc3OC)N(C)[C@H]3[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]5(CC)C=CCN6CC[C@]43[C@@H]65)C2)C1>>CC[C@]1(O)C[C@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C(=O)OC)(c3cc4c(cc3OC)N(C)[C@H]3[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]5(CC)C=CCN6CC[C@]43[C@@H]65)C2)C1 RXN-12023
AKRT010305 CC[C@]1(O)C[C@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C(=O)OC)(c3cc4c(cc3OC)N(C)[C@H]3[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]5(CC)C=CCN6CC[C@]43[C@@H]65)C2)C1>>CC[C@]1(O)C[C@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C(=O)OC)(c3cc4c(cc3OC)N(C=O)[C@H]3[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]5(CC)C=CCN6CC[C@]43[C@@H]65)C2)C1 RXN-18625