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name Structure Reference Source Properties Activities Metabolism

(2R,4S,5R,6S,7R)-4,5,6-trihydroxy-13,15-dioxa-8-azatetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadeca-1(10),11,16-trien-9-one

AlkaPlorer ID: AK019199

Synonym: None

IUPAC Name: (2S,3R,4S,4aR,11bR)-2,3,4-trihydroxy-2,3,4,4a,5,11b-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridin-6-one

Structure

SMILES: OC1=N[C@H]2[C@H](O)[C@H](O)[C@@H](O)C[C@@H]2C2=CC3=C(C=C12)OCO3

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InChI: InChI=1S/C14H15NO6/c16-8-1-6-5-2-9-10(21-4-20-9)3-7(5)14(19)15-11(6)13(18)12(8)17/h2-3,6,8,11-13,16-18H,1,4H2,(H,15,19)/t6-,8+,11-,12-,13+/m1/s1

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InChIKey: KKAHUDOWKGIGAA-IAWGOJCDSA-N

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Properties Information

Molecule Weight: 293.27500000000003

TPSA？: 111.74000000000002

MolLogP？: -0.3279000000000005

Number of H-Donors: 4

Number of H-Acceptors: 6

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
dengue virus type 4 dengue virus type 4 IC50 0.5 ug.mL-1 10.1021/np50089a003
Hepacivirus hominis Hepatitis C virus EC50 680.0 nM 10.1016/j.bmcl.2013.02.089
Homo sapiens A498 GI50 229.09 nM 10.1021/np50100a004
Homo sapiens A498 LC50 9332.54 nM 10.1021/np50100a004
Homo sapiens A498 TGI 1096.48 nM 10.1021/np50100a004
Homo sapiens A549 GI50 100.0 nM 10.1021/np50100a004
Homo sapiens A549 LC50 100000.0 nM 10.1021/np50100a004
Homo sapiens A549 TGI 1288.25 nM 10.1021/np50100a004
Homo sapiens Acetylcholinesterase Activity nan None 10.1021/np0702077
Homo sapiens ACHN GI50 81.28 nM 10.1021/np50100a004
Homo sapiens ACHN LC50 10964.78 nM 10.1021/np50100a004
Homo sapiens ACHN TGI 794.33 nM 10.1021/np50100a004
Homo sapiens BXPC-3 GI 0.036 ug ml-1 10.1021/np058068l
Homo sapiens BXPC-3 GI50 0.046 ug.mL-1 10.1021/np0304518
Homo sapiens CAKI-1 GI50 190.55 nM 10.1021/np50100a004
Homo sapiens CAKI-1 LC50 100000.0 nM 10.1021/np50100a004
Homo sapiens CAKI-1 TGI 1412.54 nM 10.1021/np50100a004
Homo sapiens CCRF-CEM GI50 34.67 nM 10.1021/np50100a004
Homo sapiens CCRF-CEM LC50 100000.0 nM 10.1021/np50100a004
Homo sapiens CCRF-CEM TGI 524.81 nM 10.1021/np50100a004
Homo sapiens COLO 205 GI50 53.7 nM 10.1021/np50100a004
Homo sapiens COLO 205 LC50 457.09 nM 10.1021/np50100a004
Homo sapiens COLO 205 TGI 199.53 nM 10.1021/np50100a004
Homo sapiens DLD-1 GI50 43.65 nM 10.1021/np50100a004
Homo sapiens DLD-1 LC50 100000.0 nM 10.1021/np50100a004
Homo sapiens DLD-1 TGI 831.76 nM 10.1021/np50100a004
Homo sapiens DMS-114 GI50 50.12 nM 10.1021/np50100a004
Homo sapiens DMS-114 LC50 14125.38 nM 10.1021/np50100a004
Homo sapiens DMS-114 TGI 512.86 nM 10.1021/np50100a004
Homo sapiens DMS-273 GI50 61.66 nM 10.1021/np50100a004
Homo sapiens DMS-273 LC50 12022.64 nM 10.1021/np50100a004
Homo sapiens DMS-273 TGI 602.56 nM 10.1021/np50100a004
Homo sapiens DU-145 GI50 0.025 ug.mL-1 10.1021/np058068l
Homo sapiens DU-145 GI50 0.04 ug.mL-1 10.1021/np0304518
Homo sapiens EKVX GI50 331.13 nM 10.1021/np50100a004
Homo sapiens EKVX LC50 81283.05 nM 10.1021/np50100a004
Homo sapiens EKVX TGI 3715.35 nM 10.1021/np50100a004
Homo sapiens HCC 2998 GI50 77.62 nM 10.1021/np50100a004
Homo sapiens HCC 2998 LC50 15848.93 nM 10.1021/np50100a004
Homo sapiens HCC 2998 TGI 812.83 nM 10.1021/np50100a004
Homo sapiens HCT-116 GI50 33.11 nM 10.1021/np50100a004
Homo sapiens HCT-116 LC50 23988.33 nM 10.1021/np50100a004
Homo sapiens HCT-116 TGI 398.11 nM 10.1021/np50100a004
Homo sapiens HCT-15 GI50 85.11 nM 10.1021/np50100a004
Homo sapiens HCT-15 LC50 85113.8 nM 10.1021/np50100a004
Homo sapiens HCT-15 TGI 1202.26 nM 10.1021/np50100a004
Homo sapiens HL-60 GI50 32.36 nM 10.1021/np50100a004
Homo sapiens HL-60 LC50 30199.52 nM 10.1021/np50100a004
Homo sapiens HL-60 TGI 190.55 nM 10.1021/np50100a004
Homo sapiens HOP-18 GI50 158.49 nM 10.1021/np50100a004
Homo sapiens HOP-18 LC50 79432.82 nM 10.1021/np50100a004
Homo sapiens HOP-18 TGI 1698.24 nM 10.1021/np50100a004
Homo sapiens HOP-62 GI50 64.57 nM 10.1021/np50100a004
Homo sapiens HOP-62 LC50 10000.0 nM 10.1021/np50100a004
Homo sapiens HOP-62 TGI 501.19 nM 10.1021/np50100a004
Homo sapiens HOP-92 GI50 75.86 nM 10.1021/np50100a004
Homo sapiens HOP-92 LC50 100000.0 nM 10.1021/np50100a004
Homo sapiens HOP-92 TGI 741.31 nM 10.1021/np50100a004
Homo sapiens HT-29 GI50 61.66 nM 10.1021/np50100a004
Homo sapiens HT-29 LC50 100000.0 nM 10.1021/np50100a004
Homo sapiens HT-29 TGI 812.83 nM 10.1021/np50100a004
Homo sapiens IGROV-1 GI50 141.25 nM 10.1021/np50100a004
Homo sapiens IGROV-1 LC50 67608.3 nM 10.1021/np50100a004
Homo sapiens IGROV-1 TGI 1096.48 nM 10.1021/np50100a004
Homo sapiens K562 GI50 46.77 nM 10.1021/np50100a004
Homo sapiens K562 LC50 100000.0 nM 10.1021/np50100a004
Homo sapiens K562 TGI 1096.48 nM 10.1021/np50100a004
Homo sapiens KM12 GI50 46.77 nM 10.1021/np50100a004
Homo sapiens KM12 LC50 23988.33 nM 10.1021/np50100a004
Homo sapiens KM12 TGI 912.01 nM 10.1021/np50100a004
Homo sapiens KM-20L2 GI50 0.028 ug.mL-1 10.1021/np058068l
Homo sapiens KM-20L2 GI50 0.051 ug.mL-1 10.1021/np0304518
Homo sapiens KM-20L2 GI50 51.29 nM 10.1021/np50100a004
Homo sapiens KM-20L2 LC50 66069.34 nM 10.1021/np50100a004
Homo sapiens KM-20L2 TGI 912.01 nM 10.1021/np50100a004
Homo sapiens LOX IMVI GI50 33.11 nM 10.1021/np50100a004
Homo sapiens LOX IMVI LC50 707.95 nM 10.1021/np50100a004
Homo sapiens LOX IMVI TGI 158.49 nM 10.1021/np50100a004
Homo sapiens M14 GI50 64.57 nM 10.1021/np50100a004
Homo sapiens M14 LC50 1698.24 nM 10.1021/np50100a004
Homo sapiens M14 TGI 346.74 nM 10.1021/np50100a004
Homo sapiens M19-MEL GI50 39.81 nM 10.1021/np50100a004
Homo sapiens M19-MEL LC50 5248.07 nM 10.1021/np50100a004
Homo sapiens M19-MEL TGI 512.86 nM 10.1021/np50100a004
Homo sapiens Malme-3M GI50 75.86 nM 10.1021/np50100a004
Homo sapiens Malme-3M LC50 8511.38 nM 10.1021/np50100a004
Homo sapiens Malme-3M TGI 416.87 nM 10.1021/np50100a004
Homo sapiens MCF7 GI50 0.03 ug.mL-1 10.1021/np058068l
Homo sapiens MCF7 GI50 0.034 ug.mL-1 10.1021/np0304518
Homo sapiens MOLT-4 GI50 44.67 nM 10.1021/np50100a004
Homo sapiens MOLT-4 LC50 100000.0 nM 10.1021/np50100a004
Homo sapiens MOLT-4 TGI 1905.46 nM 10.1021/np50100a004
Homo sapiens NCI-H226 GI50 151.36 nM 10.1021/np50100a004
Homo sapiens NCI-H226 LC50 8709.64 nM 10.1021/np50100a004
Homo sapiens NCI-H226 TGI 758.58 nM 10.1021/np50100a004
Homo sapiens NCI-H23 GI50 53.7 nM 10.1021/np50100a004
Homo sapiens NCI-H23 LC50 6456.54 nM 10.1021/np50100a004
Homo sapiens NCI-H23 TGI 363.08 nM 10.1021/np50100a004
Homo sapiens NCI-H322M GI50 70.79 nM 10.1021/np50100a004
Homo sapiens NCI-H322M LC50 57543.99 nM 10.1021/np50100a004
Homo sapiens NCI-H322M TGI 707.95 nM 10.1021/np50100a004
Homo sapiens NCI-H460 GI50 0.037 ug.mL-1 10.1021/np058068l
Homo sapiens NCI-H460 GI50 0.043 ug.mL-1 10.1021/np0304518
Homo sapiens NCI-H460 GI50 38.9 nM 10.1021/np50100a004
Homo sapiens NCI-H460 LC50 52480.75 nM 10.1021/np50100a004
Homo sapiens NCI-H460 TGI 812.83 nM 10.1021/np50100a004
Homo sapiens NCI-H522 GI50 37.15 nM 10.1021/np50100a004
Homo sapiens NCI-H522 LC50 3801.89 nM 10.1021/np50100a004
Homo sapiens NCI-H522 TGI 239.88 nM 10.1021/np50100a004
Homo sapiens OVCAR-3 GI50 83.18 nM 10.1021/np50100a004
Homo sapiens OVCAR-3 LC50 45708.82 nM 10.1021/np50100a004
Homo sapiens OVCAR-3 TGI 501.19 nM 10.1021/np50100a004
Homo sapiens OVCAR-4 GI50 36.31 nM 10.1021/np50100a004
Homo sapiens OVCAR-4 LC50 16982.44 nM 10.1021/np50100a004
Homo sapiens OVCAR-4 TGI 426.58 nM 10.1021/np50100a004
Homo sapiens OVCAR-5 GI50 323.59 nM 10.1021/np50100a004
Homo sapiens OVCAR-5 LC50 100000.0 nM 10.1021/np50100a004
Homo sapiens OVCAR-5 TGI 2398.83 nM 10.1021/np50100a004
Homo sapiens OVCAR-8 GI50 70.79 nM 10.1021/np50100a004
Homo sapiens OVCAR-8 LC50 72443.6 nM 10.1021/np50100a004
Homo sapiens OVCAR-8 TGI 2290.87 nM 10.1021/np50100a004
Homo sapiens RPMI-8226 GI50 95.5 nM 10.1021/np50100a004
Homo sapiens RPMI-8226 LC50 100000.0 nM 10.1021/np50100a004
Homo sapiens RPMI-8226 TGI 776.25 nM 10.1021/np50100a004
Homo sapiens RXF 393 GI50 72.44 nM 10.1021/np50100a004
Homo sapiens RXF 393 LC50 2511.89 nM 10.1021/np50100a004
Homo sapiens RXF 393 TGI 416.87 nM 10.1021/np50100a004
Homo sapiens SF-268 GI50 0.059 ug.mL-1 10.1021/np0304518
Homo sapiens SF-268 GI50 70.79 nM 10.1021/np50100a004
Homo sapiens SF-268 LC50 63095.73 nM 10.1021/np50100a004
Homo sapiens SF-268 TGI 1513.56 nM 10.1021/np50100a004
Homo sapiens SF-295 GI50 141.25 nM 10.1021/np50100a004
Homo sapiens SF-295 LC50 41686.94 nM 10.1021/np50100a004
Homo sapiens SF-295 TGI 912.01 nM 10.1021/np50100a004
Homo sapiens SF-539 GI50 60.26 nM 10.1021/np50100a004
Homo sapiens SF-539 LC50 1412.54 nM 10.1021/np50100a004
Homo sapiens SF-539 TGI 281.84 nM 10.1021/np50100a004
Homo sapiens SK-MEL-2 GI50 38.02 nM 10.1021/np50100a004
Homo sapiens SK-MEL-2 LC50 5495.41 nM 10.1021/np50100a004
Homo sapiens SK-MEL-2 TGI 331.13 nM 10.1021/np50100a004
Homo sapiens SK-MEL-28 GI50 81.28 nM 10.1021/np50100a004
Homo sapiens SK-MEL-28 LC50 44668.36 nM 10.1021/np50100a004
Homo sapiens SK-MEL-28 TGI 645.65 nM 10.1021/np50100a004
Homo sapiens SK-MEL-5 GI50 45.71 nM 10.1021/np50100a004
Homo sapiens SK-MEL-5 LC50 1202.26 nM 10.1021/np50100a004
Homo sapiens SK-MEL-5 TGI 208.93 nM 10.1021/np50100a004
Homo sapiens SK-OV-3 GI50 91.2 nM 10.1021/np50100a004
Homo sapiens SK-OV-3 LC50 100000.0 nM 10.1021/np50100a004
Homo sapiens SK-OV-3 TGI 1096.48 nM 10.1021/np50100a004
Homo sapiens SN12C GI50 141.25 nM 10.1021/np50100a004
Homo sapiens SN12C LC50 18197.01 nM 10.1021/np50100a004
Homo sapiens SN12C TGI 1819.7 nM 10.1021/np50100a004
Homo sapiens SNB-19 GI50 41.69 nM 10.1021/np50100a004
Homo sapiens SNB-19 LC50 93325.43 nM 10.1021/np50100a004
Homo sapiens SNB-19 TGI 1000.0 nM 10.1021/np50100a004
Homo sapiens SNB-75 GI50 60.26 nM 10.1021/np50100a004
Homo sapiens SNB-75 LC50 23988.33 nM 10.1021/np50100a004
Homo sapiens SNB-75 TGI 436.52 nM 10.1021/np50100a004
Homo sapiens SNB-78 GI50 87.1 nM 10.1021/np50100a004
Homo sapiens SNB-78 LC50 83176.38 nM 10.1021/np50100a004
Homo sapiens SNB-78 TGI 912.01 nM 10.1021/np50100a004
Homo sapiens SR GI50 52.48 nM 10.1021/np50100a004
Homo sapiens SR LC50 56234.13 nM 10.1021/np50100a004
Homo sapiens SR TGI 3235.94 nM 10.1021/np50100a004
Homo sapiens SW-620 GI50 64.57 nM 10.1021/np50100a004
Homo sapiens SW-620 LC50 100000.0 nM 10.1021/np50100a004
Homo sapiens SW-620 TGI 2398.83 nM 10.1021/np50100a004
Homo sapiens TK-10 GI50 251.19 nM 10.1021/np50100a004
Homo sapiens TK-10 LC50 100000.0 nM 10.1021/np50100a004
Homo sapiens TK-10 TGI 1905.46 nM 10.1021/np50100a004
Homo sapiens U-251 GI50 47.86 nM 10.1021/np50100a004
Homo sapiens U-251 LC50 37153.52 nM 10.1021/np50100a004
Homo sapiens U-251 TGI 1288.25 nM 10.1021/np50100a004
Homo sapiens UACC-257 GI50 141.25 nM 10.1021/np50100a004
Homo sapiens UACC-257 LC50 45708.82 nM 10.1021/np50100a004
Homo sapiens UACC-257 TGI 1819.7 nM 10.1021/np50100a004
Homo sapiens UACC-62 GI50 100.0 nM 10.1021/np50100a004
Homo sapiens UACC-62 LC50 10964.78 nM 10.1021/np50100a004
Homo sapiens UACC-62 TGI 562.34 nM 10.1021/np50100a004
Homo sapiens UO-31 GI50 100.0 nM 10.1021/np50100a004
Homo sapiens UO-31 LC50 44668.36 nM 10.1021/np50100a004
Homo sapiens UO-31 TGI 954.99 nM 10.1021/np50100a004
Homo sapiens XF498 GI50 81.28 nM 10.1021/np50100a004
Homo sapiens XF498 LC50 20892.96 nM 10.1021/np50100a004
Homo sapiens XF498 TGI 724.44 nM 10.1021/np50100a004
Human alphaherpesvirus 1 Human alphaherpesvirus 1 Activity nan None 10.1021/acsmedchemlett.5b00318
Human alphaherpesvirus 1 Human alphaherpesvirus 1 EC50 100.0 nM 10.1021/acsmedchemlett.5b00318
Human alphaherpesvirus 1 Human alphaherpesvirus 1 FC 1.6 None 10.1021/acsmedchemlett.5b00318
Human alphaherpesvirus 1 Human alphaherpesvirus 1 FC 2.1 None 10.1021/acsmedchemlett.5b00318
Human alphaherpesvirus 1 Human alphaherpesvirus 1 FC 2.5 None 10.1021/acsmedchemlett.5b00318
Human alphaherpesvirus 1 Human alphaherpesvirus 1 FC 2.9 None 10.1021/acsmedchemlett.5b00318
Human alphaherpesvirus 1 Human alphaherpesvirus 1 FC 19.6 None 10.1021/acsmedchemlett.5b00318
Human alphaherpesvirus 1 Human alphaherpesvirus 1 FC 28.0 None 10.1021/acsmedchemlett.5b00318
Human alphaherpesvirus 1 Human alphaherpesvirus 1 FC 1800.0 None 10.1021/acsmedchemlett.5b00318
Human alphaherpesvirus 3 Human alphaherpesvirus 3 EC50 150.0 nM 10.1021/acsmedchemlett.5b00318
Human alphaherpesvirus 3 Human alphaherpesvirus 3 FC 220.0 None 10.1021/acsmedchemlett.5b00318
Japanese encephalitis virus Japanese encephalitis virus IC50 0.039 ug.mL-1 10.1021/np50089a003
Mus musculus P388 ED50 0.01 ug ml-1 10.1021/np058068l
Mus musculus P388 ED50 0.02 ug ml-1 10.1021/np50100a004
Mus musculus P388 ED50 0.029 ug ml-1 10.1021/np0304518
Punta Toro virus Punta Toro virus IC50 0.057 ug.mL-1 10.1021/np50089a003
Rift Valley fever virus Rift Valley fever virus IC50 0.25 ug.mL-1 10.1021/np50089a003
Sandfly fever Sicilian virus Sandfly fever Sicilian virus IC50 nan None 10.1021/np50089a003
Tobacco mosaic virus Tobacco mosaic virus IC50 1800.0 nM 10.1021/np0702077
Yellow fever virus Yellow fever virus IC50 0.037 ug.mL-1 10.1021/np50089a003
None ADMET Activity nan None 10.1021/acsmedchemlett.5b00318
None ADMET CC50 23000.0 nM 10.1016/j.bmcl.2013.02.089
None ADMET TI 2.0 None 10.1021/np50089a003
None ADMET TI 5.0 None 10.1021/np50089a003
None ADMET TI 5.6 None 10.1021/np50089a003
None ADMET TI 5.9 None 10.1021/np50089a003
None ADMET TI 7.5 None 10.1021/np50089a003
None NON-PROTEIN TARGET GI50 0.03 ug.mL-1 10.1021/np058068l
None NON-PROTEIN TARGET GI50 46.77 nM 10.1021/np50100a004
None NON-PROTEIN TARGET GI50 109.65 nM 10.1021/np50100a004
None NON-PROTEIN TARGET LC50 26915.35 nM 10.1021/np50100a004
None NON-PROTEIN TARGET LC50 57543.99 nM 10.1021/np50100a004
None NON-PROTEIN TARGET TGI 707.95 nM 10.1021/np50100a004
None NON-PROTEIN TARGET TGI 2089.3 nM 10.1021/np50100a004
None No relevant target Solubility 1000.0 ug.mL-1 10.1021/np0304518
None Unchecked Ratio CC50/EC50 33.82 None 10.1016/j.bmcl.2013.02.089

Metabolism Information