Natural Product: NPC244371

Natural Product ID:  NPC244371
Common Name:   4-Methoxy-2,3-Methylenedioxyxanthone
IUPAC Name:   4-methoxy-[1,3]dioxolo[4,5-b]xanthen-10-one
Synonyms:  
Molecular Formula:   C15H10O5
Standard InCHIKey:  VVUQORLQHOKQDW-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H10O5/c1-17-15-13-9(6-11-14(15)19-7-18-11)12(16)8-4-2-3-5-10(8)20-13/h2-6H,7H2,1H3
Canonical SMILES:  COc1c2OCOc2cc2c1oc1ccccc1c2=O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO32798 polygala karensium Species Polygalaceae Eukaryota PMID[22552195]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT493 Individual Protein Neuraminidase Influenza A virus IC50 > 100 ug/ml 17958396
NPT2 Others Unspecified Ratio IC50 = 243 Open TG-GATES in vivo data: Hematology
NPT493 Individual Protein Neuraminidase Influenza A virus IC50 > 100 ug/ml DrugMatrix in vivo data: Hematology

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC244371 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9667 High Similarity NPC258644
0.9662 High Similarity NPC292460
0.9542 High Similarity NPC478199
0.953 High Similarity NPC153008
0.953 High Similarity NPC148497
0.9521 High Similarity NPC231013
0.9477 High Similarity NPC162668
0.9467 High Similarity NPC478213
0.9452 High Similarity NPC224687
0.94 High Similarity NPC68882
0.9392 High Similarity NPC63256
0.9392 High Similarity NPC10304
0.9346 High Similarity NPC257914
0.9346 High Similarity NPC238405
0.9346 High Similarity NPC104459
0.9342 High Similarity NPC155063
0.9338 High Similarity NPC279930
0.9338 High Similarity NPC57211
0.9333 High Similarity NPC279061
0.929 High Similarity NPC273021
0.929 High Similarity NPC18284
0.929 High Similarity NPC469575
0.9286 High Similarity NPC131557
0.9281 High Similarity NPC310206
0.9276 High Similarity NPC284353
0.9276 High Similarity NPC478238
0.9272 High Similarity NPC52623
0.9236 High Similarity NPC113093
0.9231 High Similarity NPC470178
0.9226 High Similarity NPC34376
0.9221 High Similarity NPC215375
0.9221 High Similarity NPC62518
0.9205 High Similarity NPC149614
0.92 High Similarity NPC238366
0.9195 High Similarity NPC205522
0.9189 High Similarity NPC296575
0.9172 High Similarity NPC187923
0.9156 High Similarity NPC167595
0.9139 High Similarity NPC179183
0.9128 High Similarity NPC40818
0.9128 High Similarity NPC110639
0.9128 High Similarity NPC106461
0.9128 High Similarity NPC215932
0.9128 High Similarity NPC14958
0.9108 High Similarity NPC110257
0.9103 High Similarity NPC260640
0.9103 High Similarity NPC295009
0.9097 High Similarity NPC113055
0.9091 High Similarity NPC301897
0.9085 High Similarity NPC271779
0.9085 High Similarity NPC206238
0.9085 High Similarity NPC292214
0.9085 High Similarity NPC186507
0.9085 High Similarity NPC167091
0.9085 High Similarity NPC88645
0.9079 High Similarity NPC474663
0.9079 High Similarity NPC117579
0.9079 High Similarity NPC198615
0.9067 High Similarity NPC85233
0.906 High Similarity NPC136278
0.9057 High Similarity NPC42892
0.9057 High Similarity NPC135345
0.9045 High Similarity NPC125991
0.9045 High Similarity NPC302741
0.9038 High Similarity NPC269906
0.9038 High Similarity NPC285973
0.9038 High Similarity NPC298093
0.9038 High Similarity NPC225624
0.9032 High Similarity NPC19097
0.9026 High Similarity NPC18954
0.902 High Similarity NPC120537
0.902 High Similarity NPC161277
0.902 High Similarity NPC166201
0.902 High Similarity NPC199100
0.902 High Similarity NPC101996
0.902 High Similarity NPC180234
0.902 High Similarity NPC39007
0.9013 High Similarity NPC29056
0.9012 High Similarity NPC66804
0.9006 High Similarity NPC223375
0.9006 High Similarity NPC475825
0.9 High Similarity NPC302408
0.9 High Similarity NPC120924
0.9 High Similarity NPC283002
0.9 High Similarity NPC195919
0.9 High Similarity NPC216314
0.8993 High Similarity NPC293201
0.8993 High Similarity NPC113089
0.8993 High Similarity NPC23955
0.8981 High Similarity NPC94155
0.8961 High Similarity NPC472915
0.8961 High Similarity NPC472408
0.8957 High Similarity NPC156635
0.8954 High Similarity NPC171010
0.8954 High Similarity NPC251110
0.8951 High Similarity NPC72455
0.8947 High Similarity NPC474648
0.8947 High Similarity NPC69752
0.8944 High Similarity NPC44558
0.8944 High Similarity NPC105511
0.8944 High Similarity NPC212748
0.894 High Similarity NPC46941
0.894 High Similarity NPC117463
0.894 High Similarity NPC470511
0.8938 High Similarity NPC76482
0.8933 High Similarity NPC165512
0.8933 High Similarity NPC471590
0.8926 High Similarity NPC70853
0.8926 High Similarity NPC9966
0.8919 High Similarity NPC58229
0.891 High Similarity NPC210084
0.891 High Similarity NPC181960
0.891 High Similarity NPC99597
0.8903 High Similarity NPC472909
0.8903 High Similarity NPC37392
0.8903 High Similarity NPC2928
0.8896 High Similarity NPC35544
0.8896 High Similarity NPC104728
0.8889 High Similarity NPC475155
0.8889 High Similarity NPC307518
0.8889 High Similarity NPC61620
0.8889 High Similarity NPC29231
0.8889 High Similarity NPC475964
0.8889 High Similarity NPC62042
0.8889 High Similarity NPC205076
0.8889 High Similarity NPC306821
0.8889 High Similarity NPC48773
0.8889 High Similarity NPC248102
0.8889 High Similarity NPC259058
0.8889 High Similarity NPC234152
0.8889 High Similarity NPC201547
0.8882 High Similarity NPC41853
0.8882 High Similarity NPC476342
0.8882 High Similarity NPC211309
0.8882 High Similarity NPC472381
0.8882 High Similarity NPC183236
0.8882 High Similarity NPC472383
0.8867 High Similarity NPC182842
0.8859 High Similarity NPC29536
0.8859 High Similarity NPC214919
0.8859 High Similarity NPC124467
0.8854 High Similarity NPC16935
0.8846 High Similarity NPC235165
0.8846 High Similarity NPC255106
0.8846 High Similarity NPC45131
0.8846 High Similarity NPC472916
0.8846 High Similarity NPC303255
0.8839 High Similarity NPC128961
0.8839 High Similarity NPC280937
0.8831 High Similarity NPC226973
0.8831 High Similarity NPC208043
0.8831 High Similarity NPC308451
0.8827 High Similarity NPC34287
0.8827 High Similarity NPC474434
0.8827 High Similarity NPC21190
0.8827 High Similarity NPC293004
0.8827 High Similarity NPC22195
0.8827 High Similarity NPC183357
0.8827 High Similarity NPC471416
0.8827 High Similarity NPC224462
0.8824 High Similarity NPC294502
0.8824 High Similarity NPC200221
0.8824 High Similarity NPC181250
0.882 High Similarity NPC93099
0.882 High Similarity NPC167479
0.8816 High Similarity NPC299923
0.8812 High Similarity NPC165720
0.879 High Similarity NPC474208
0.879 High Similarity NPC474836
0.879 High Similarity NPC78225
0.879 High Similarity NPC36852
0.879 High Similarity NPC472913
0.879 High Similarity NPC476981
0.879 High Similarity NPC262286
0.879 High Similarity NPC472910
0.879 High Similarity NPC475267
0.879 High Similarity NPC48208
0.879 High Similarity NPC472914
0.879 High Similarity NPC245758
0.879 High Similarity NPC472911
0.879 High Similarity NPC474990
0.879 High Similarity NPC162869
0.879 High Similarity NPC96167
0.879 High Similarity NPC222814
0.879 High Similarity NPC156057
0.8788 High Similarity NPC67302
0.8782 High Similarity NPC34725
0.8782 High Similarity NPC31018
0.8782 High Similarity NPC256612
0.8782 High Similarity NPC276059
0.8782 High Similarity NPC255807
0.8782 High Similarity NPC122623
0.8782 High Similarity NPC241774
0.8782 High Similarity NPC20830
0.878 High Similarity NPC290304
0.878 High Similarity NPC236327
0.878 High Similarity NPC472607
0.8774 High Similarity NPC222830
0.8774 High Similarity NPC275722
0.8774 High Similarity NPC256283

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC244371 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.9038 High Similarity NPD5494 Approved
0.882 High Similarity NPD3818 Discontinued
0.8718 High Similarity NPD2801 Approved
0.8693 High Similarity NPD6980 Clinical (unspecified phase)
0.8654 High Similarity NPD1934 Approved
0.8625 High Similarity NPD1247 Approved
0.8491 Intermediate Similarity NPD3882 Suspended
0.8485 Intermediate Similarity NPD7074 Phase 3
0.8443 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8428 Intermediate Similarity NPD3817 Phase 2
0.8424 Intermediate Similarity NPD7054 Approved
0.8385 Intermediate Similarity NPD919 Approved
0.8377 Intermediate Similarity NPD1511 Approved
0.8373 Intermediate Similarity NPD7472 Approved
0.8365 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8323 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8293 Intermediate Similarity NPD3926 Phase 2
0.8278 Intermediate Similarity NPD2796 Approved
0.8269 Intermediate Similarity NPD1512 Approved
0.8255 Intermediate Similarity NPD1933 Approved
0.8225 Intermediate Similarity NPD7808 Phase 3
0.8214 Intermediate Similarity NPD6797 Phase 2
0.817 Intermediate Similarity NPD1549 Phase 2
0.8166 Intermediate Similarity NPD7251 Discontinued
0.8133 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD6166 Phase 2
0.8105 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8105 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8101 Intermediate Similarity NPD920 Approved
0.8059 Intermediate Similarity NPD6559 Discontinued
0.8037 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD7819 Suspended
0.8025 Intermediate Similarity NPD6799 Approved
0.8025 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD1243 Approved
0.7988 Intermediate Similarity NPD5844 Phase 1
0.7975 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7975 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7974 Intermediate Similarity NPD1510 Phase 2
0.7947 Intermediate Similarity NPD1240 Approved
0.7914 Intermediate Similarity NPD1465 Phase 2
0.7911 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7904 Intermediate Similarity NPD6232 Discontinued
0.7882 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD7075 Discontinued
0.787 Intermediate Similarity NPD7473 Discontinued
0.7866 Intermediate Similarity NPD5402 Approved
0.7848 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7844 Intermediate Similarity NPD7199 Phase 2
0.7843 Intermediate Similarity NPD1607 Approved
0.784 Intermediate Similarity NPD6599 Discontinued
0.784 Intermediate Similarity NPD4380 Phase 2
0.7791 Intermediate Similarity NPD7411 Suspended
0.7778 Intermediate Similarity NPD447 Suspended
0.7771 Intermediate Similarity NPD3749 Approved
0.7751 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7744 Intermediate Similarity NPD6801 Discontinued
0.7742 Intermediate Similarity NPD3748 Approved
0.7712 Intermediate Similarity NPD943 Approved
0.764 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD37 Approved
0.7616 Intermediate Similarity NPD3751 Discontinued
0.7607 Intermediate Similarity NPD1653 Approved
0.7605 Intermediate Similarity NPD4967 Phase 2
0.7605 Intermediate Similarity NPD4965 Approved
0.7605 Intermediate Similarity NPD4966 Approved
0.7595 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD2935 Discontinued
0.7568 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD2800 Approved
0.7545 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD5401 Approved
0.7515 Intermediate Similarity NPD6234 Discontinued
0.75 Intermediate Similarity NPD3750 Approved
0.75 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD3787 Discontinued
0.7472 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD1551 Phase 2
0.7459 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD5242 Approved
0.7439 Intermediate Similarity NPD5403 Approved
0.7436 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD230 Phase 1
0.7427 Intermediate Similarity NPD6959 Discontinued
0.7423 Intermediate Similarity NPD2532 Approved
0.7423 Intermediate Similarity NPD2534 Approved
0.7423 Intermediate Similarity NPD2533 Approved
0.7421 Intermediate Similarity NPD2344 Approved
0.7421 Intermediate Similarity NPD2346 Discontinued
0.7399 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.738 Intermediate Similarity NPD5005 Approved
0.738 Intermediate Similarity NPD5006 Approved
0.7372 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD1613 Approved
0.7355 Intermediate Similarity NPD2313 Discontinued
0.7355 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD3226 Approved
0.7338 Intermediate Similarity NPD6832 Phase 2
0.7337 Intermediate Similarity NPD5353 Approved
0.7329 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD2798 Approved
0.7314 Intermediate Similarity NPD7228 Approved
0.7312 Intermediate Similarity NPD1471 Phase 3
0.7299 Intermediate Similarity NPD2403 Approved
0.7296 Intermediate Similarity NPD2799 Discontinued
0.7294 Intermediate Similarity NPD7768 Phase 2
0.7262 Intermediate Similarity NPD6385 Approved
0.7262 Intermediate Similarity NPD6386 Approved
0.7258 Intermediate Similarity NPD4420 Approved
0.7247 Intermediate Similarity NPD7685 Pre-registration
0.7239 Intermediate Similarity NPD2309 Approved
0.7222 Intermediate Similarity NPD2654 Approved
0.72 Intermediate Similarity NPD17 Approved
0.7193 Intermediate Similarity NPD5019 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD6776 Approved
0.7181 Intermediate Similarity NPD6781 Approved
0.7181 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD6780 Approved
0.7181 Intermediate Similarity NPD6778 Approved
0.7181 Intermediate Similarity NPD6777 Approved
0.7181 Intermediate Similarity NPD6782 Approved
0.7181 Intermediate Similarity NPD6779 Approved
0.7178 Intermediate Similarity NPD4628 Phase 3
0.7167 Intermediate Similarity NPD8313 Approved
0.7167 Intermediate Similarity NPD8312 Approved
0.7151 Intermediate Similarity NPD7240 Approved
0.7143 Intermediate Similarity NPD1203 Approved
0.7114 Intermediate Similarity NPD5536 Phase 2
0.7105 Intermediate Similarity NPD3705 Approved
0.7097 Intermediate Similarity NPD1019 Discontinued
0.7095 Intermediate Similarity NPD5953 Discontinued
0.7079 Intermediate Similarity NPD7286 Phase 2
0.7068 Intermediate Similarity NPD7697 Approved
0.7068 Intermediate Similarity NPD7435 Discontinued
0.7068 Intermediate Similarity NPD7696 Phase 3
0.7068 Intermediate Similarity NPD7698 Approved
0.7066 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD1608 Approved
0.7059 Intermediate Similarity NPD9717 Approved
0.7051 Intermediate Similarity NPD9494 Approved
0.7049 Intermediate Similarity NPD8434 Phase 2
0.7044 Intermediate Similarity NPD4307 Phase 2
0.7041 Intermediate Similarity NPD7458 Discontinued
0.7037 Intermediate Similarity NPD6099 Approved
0.7037 Intermediate Similarity NPD6100 Approved
0.7032 Intermediate Similarity NPD3267 Approved
0.7032 Intermediate Similarity NPD3266 Approved
0.7031 Intermediate Similarity NPD7870 Phase 2
0.7031 Intermediate Similarity NPD7871 Phase 2
0.7025 Intermediate Similarity NPD1296 Phase 2
0.7018 Intermediate Similarity NPD6844 Discontinued
0.7017 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.6989 Remote Similarity NPD5710 Approved
0.6989 Remote Similarity NPD5711 Approved
0.6989 Remote Similarity NPD7229 Phase 3
0.6974 Remote Similarity NPD8151 Discontinued
0.697 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6962 Remote Similarity NPD3027 Phase 3
0.6959 Remote Similarity NPD7584 Approved
0.6959 Remote Similarity NPD1241 Discontinued
0.6948 Remote Similarity NPD3972 Approved
0.6943 Remote Similarity NPD3018 Phase 2
0.6936 Remote Similarity NPD5978 Approved
0.6936 Remote Similarity NPD5977 Approved
0.6928 Remote Similarity NPD6190 Approved
0.6927 Remote Similarity NPD6823 Phase 2
0.6927 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7701 Phase 2
0.6919 Remote Similarity NPD6280 Approved
0.6919 Remote Similarity NPD6279 Approved
0.6918 Remote Similarity NPD411 Approved
0.6915 Remote Similarity NPD6534 Approved
0.6915 Remote Similarity NPD6535 Approved
0.691 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6908 Remote Similarity NPD9268 Approved
0.6905 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6904 Remote Similarity NPD7783 Phase 2
0.6904 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6901 Remote Similarity NPD7028 Phase 2
0.6893 Remote Similarity NPD6808 Phase 2
0.689 Remote Similarity NPD2353 Approved
0.689 Remote Similarity NPD2343 Clinical (unspecified phase)
0.689 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6883 Remote Similarity NPD1610 Phase 2
0.6882 Remote Similarity NPD4287 Approved
0.6879 Remote Similarity NPD8455 Phase 2
0.6871 Remote Similarity NPD7033 Discontinued
0.6871 Remote Similarity NPD4308 Phase 3
0.6859 Remote Similarity NPD1876 Approved
0.6853 Remote Similarity NPD7874 Approved
0.6853 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6852 Remote Similarity NPD6651 Approved
0.6845 Remote Similarity NPD4357 Discontinued

Structure

External Identifiers

PubChem CID   70687907
ChEMBL   CHEMBL2029862
ZINC  

Physicochemical Properties

Molecular Weight:  270.05
ALogP:  -0.7724
MLogP:  2.56
XLogP:  2.309
# Rotatable Bonds:  2
Polar Surface Area:  53.99
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  20

Download Data

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General Info & Identifiers & Properties  
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Biological Activities  
Similar NPs/Drugs