Natural Product: NPC71274

Natural Product ID:  NPC71274
Common Name:   (8E,13Z,18R,20Z)-Strobilinin
IUPAC Name:   (5Z)-5-[(2R,5Z,9E)-13-(furan-3-yl)-2,6,10-trimethyltrideca-5,9-dienylidene]-4-hydroxy-3-methylfuran-2-one
Synonyms:   (8E,13Z,18R,20Z)-Strobilinin
Molecular Formula:   C25H34O4
Standard InCHIKey:  IBYNQQZMPJJRJJ-QBZUXMSOSA-N
Standard InCHI:  InChI=1S/C25H34O4/c1-18(8-5-9-19(2)11-7-13-22-14-15-28-17-22)10-6-12-20(3)16-23-24(26)21(4)25(27)29-23/h9-10,14-17,20,26H,5-8,11-13H2,1-4H3/b18-10-,19-9+,23-16-/t20-/m1/s1
Canonical SMILES:  C/C(=C/CC[C@H](/C=C/1OC(=O)C(=C1O)C)C)/CC/C=C(/CCCc1cocc1)C
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
NPO33102 psammocinia sp. Species Irciniidae Eukaryota PMID[15270579]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT146 Cell Line SK-OV-3 Homo sapiens ED50 = 7.5 ug/ml 22901391
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 5.8 ug/ml 22901391
NPT81 Cell Line A549 Homo sapiens ED50 = 10.5 ug/ml 22853996
NPT6068 Organism Simian virus 40 Simian virus 40 Inhibition = 100 % 18359631
NPT2 Others Unspecified IC50 = 10000 nM 18359631
NPT148 Cell Line HCT-15 Homo sapiens ED50 = 11 ug/ml 18359631
NPT574 Cell Line XF498 Homo sapiens ED50 = 8.7 ug/ml 18359631
NPT6068 Organism Simian virus 40 Simian virus 40 Inhibition = 60 % 18194870
NPT6068 Organism Simian virus 40 Simian virus 40 Inhibition = 30 % 9548875
NPT2 Others Unspecified IC50 = 5000 nM 25978960

  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 NPC71274 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
1.0 High Similarity NPC75557
0.9829 High Similarity NPC476351
0.975 High Similarity NPC474438
0.975 High Similarity NPC474279
0.9748 High Similarity NPC329694
0.9748 High Similarity NPC81912
0.9748 High Similarity NPC329922
0.9748 High Similarity NPC474260
0.9744 High Similarity NPC289911
0.9744 High Similarity NPC283284
0.9658 High Similarity NPC474136
0.9504 High Similarity NPC476016
0.9496 High Similarity NPC475818
0.9344 High Similarity NPC474830
0.9322 High Similarity NPC473969
0.9244 High Similarity NPC474817
0.918 High Similarity NPC474829
0.9153 High Similarity NPC131801
0.9153 High Similarity NPC208906
0.9153 High Similarity NPC144745
0.907 High Similarity NPC170604
0.907 High Similarity NPC215109
0.8976 High Similarity NPC97740
0.8915 High Similarity NPC14650
0.8898 High Similarity NPC17681
0.8871 High Similarity NPC471559
0.8837 High Similarity NPC288209
0.8828 High Similarity NPC45358
0.8803 High Similarity NPC105249
0.879 High Similarity NPC243269
0.876 High Similarity NPC474425
0.876 High Similarity NPC474407
0.876 High Similarity NPC474426
0.873 High Similarity NPC471573
0.873 High Similarity NPC471501
0.873 High Similarity NPC137570
0.873 High Similarity NPC473355
0.873 High Similarity NPC471554
0.8729 High Similarity NPC1811
0.8729 High Similarity NPC26157
0.8629 High Similarity NPC471549
0.8629 High Similarity NPC473379
0.8561 High Similarity NPC303217
0.8547 High Similarity NPC471521
0.8547 High Similarity NPC473356
0.8512 High Similarity NPC28054
0.8492 Intermediate Similarity NPC65735
0.8492 Intermediate Similarity NPC118853
0.8492 Intermediate Similarity NPC188377
0.8467 Intermediate Similarity NPC218712
0.8467 Intermediate Similarity NPC267004
0.8467 Intermediate Similarity NPC307346
0.8467 Intermediate Similarity NPC261733
0.8455 Intermediate Similarity NPC21831
0.8455 Intermediate Similarity NPC187547
0.84 Intermediate Similarity NPC1848
0.8387 Intermediate Similarity NPC4898
0.8372 Intermediate Similarity NPC207294
0.8372 Intermediate Similarity NPC112706
0.837 Intermediate Similarity NPC107571
0.8359 Intermediate Similarity NPC138139
0.8359 Intermediate Similarity NPC46536
0.8333 Intermediate Similarity NPC477967
0.8321 Intermediate Similarity NPC89133
0.8319 Intermediate Similarity NPC177331
0.8295 Intermediate Similarity NPC83178
0.8281 Intermediate Similarity NPC179354
0.8268 Intermediate Similarity NPC16922
0.8226 Intermediate Similarity NPC312525
0.8226 Intermediate Similarity NPC217180
0.8222 Intermediate Similarity NPC473268
0.8209 Intermediate Similarity NPC159786
0.8203 Intermediate Similarity NPC477965
0.8203 Intermediate Similarity NPC477038
0.8189 Intermediate Similarity NPC263870
0.8189 Intermediate Similarity NPC317217
0.816 Intermediate Similarity NPC243704
0.8145 Intermediate Similarity NPC45536
0.812 Intermediate Similarity NPC471545
0.812 Intermediate Similarity NPC473344
0.812 Intermediate Similarity NPC471817
0.812 Intermediate Similarity NPC471544
0.8102 Intermediate Similarity NPC90953
0.808 Intermediate Similarity NPC227660
0.8077 Intermediate Similarity NPC74612
0.8077 Intermediate Similarity NPC23086
0.8065 Intermediate Similarity NPC150895
0.8065 Intermediate Similarity NPC205523
0.806 Intermediate Similarity NPC470740
0.8045 Intermediate Similarity NPC298190
0.8045 Intermediate Similarity NPC136340
0.8016 Intermediate Similarity NPC291619
0.8016 Intermediate Similarity NPC254958
0.8015 Intermediate Similarity NPC319140
0.8015 Intermediate Similarity NPC95567
0.8 Intermediate Similarity NPC80635
0.8 Intermediate Similarity NPC476031
0.8 Intermediate Similarity NPC476014
0.8 Intermediate Similarity NPC254198
0.7985 Intermediate Similarity NPC473982
0.7969 Intermediate Similarity NPC79557
0.7958 Intermediate Similarity NPC104924
0.7956 Intermediate Similarity NPC186626
0.7955 Intermediate Similarity NPC477123
0.7955 Intermediate Similarity NPC477039
0.7955 Intermediate Similarity NPC477966
0.7955 Intermediate Similarity NPC477040
0.7941 Intermediate Similarity NPC92941
0.7941 Intermediate Similarity NPC476947
0.7926 Intermediate Similarity NPC218838
0.7917 Intermediate Similarity NPC234494
0.791 Intermediate Similarity NPC475092
0.7887 Intermediate Similarity NPC34056
0.7883 Intermediate Similarity NPC146872
0.7877 Intermediate Similarity NPC33938
0.7874 Intermediate Similarity NPC293424
0.7868 Intermediate Similarity NPC106247
0.7842 Intermediate Similarity NPC202260
0.7836 Intermediate Similarity NPC21460
0.7836 Intermediate Similarity NPC476925
0.7826 Intermediate Similarity NPC470742
0.782 Intermediate Similarity NPC476917
0.782 Intermediate Similarity NPC327527
0.7817 Intermediate Similarity NPC137295
0.7803 Intermediate Similarity NPC88403
0.7803 Intermediate Similarity NPC216810
0.7801 Intermediate Similarity NPC121158
0.7793 Intermediate Similarity NPC125182
0.7793 Intermediate Similarity NPC69647
0.7786 Intermediate Similarity NPC130275
0.7786 Intermediate Similarity NPC56197
0.7778 Intermediate Similarity NPC255414
0.7778 Intermediate Similarity NPC61788
0.7778 Intermediate Similarity NPC477645
0.777 Intermediate Similarity NPC236532
0.7769 Intermediate Similarity NPC36255
0.7762 Intermediate Similarity NPC195920
0.7761 Intermediate Similarity NPC223063
0.7761 Intermediate Similarity NPC208389
0.7761 Intermediate Similarity NPC120836
0.7755 Intermediate Similarity NPC294511
0.7755 Intermediate Similarity NPC121615
0.7755 Intermediate Similarity NPC474378
0.7755 Intermediate Similarity NPC474219
0.7746 Intermediate Similarity NPC22248
0.7746 Intermediate Similarity NPC267632
0.7746 Intermediate Similarity NPC476946
0.7744 Intermediate Similarity NPC474476
0.7744 Intermediate Similarity NPC290955
0.774 Intermediate Similarity NPC470997
0.774 Intermediate Similarity NPC228842
0.7727 Intermediate Similarity NPC473885
0.7727 Intermediate Similarity NPC230979
0.7727 Intermediate Similarity NPC471074
0.7724 Intermediate Similarity NPC7388
0.7717 Intermediate Similarity NPC76844
0.7717 Intermediate Similarity NPC474987
0.7708 Intermediate Similarity NPC346
0.7703 Intermediate Similarity NPC253201
0.7703 Intermediate Similarity NPC237259
0.7703 Intermediate Similarity NPC34421
0.7703 Intermediate Similarity NPC302054
0.7703 Intermediate Similarity NPC98206
0.7698 Intermediate Similarity NPC42400
0.7698 Intermediate Similarity NPC310830
0.7698 Intermediate Similarity NPC64157
0.7698 Intermediate Similarity NPC307401
0.7698 Intermediate Similarity NPC278832
0.7692 Intermediate Similarity NPC251865
0.7692 Intermediate Similarity NPC476944
0.7687 Intermediate Similarity NPC329707
0.7687 Intermediate Similarity NPC279877
0.7687 Intermediate Similarity NPC26532
0.768 Intermediate Similarity NPC22678
0.7674 Intermediate Similarity NPC137710
0.7667 Intermediate Similarity NPC472778
0.7667 Intermediate Similarity NPC472776
0.7667 Intermediate Similarity NPC472777
0.766 Intermediate Similarity NPC282973
0.766 Intermediate Similarity NPC148374
0.7655 Intermediate Similarity NPC71821
0.7655 Intermediate Similarity NPC250228
0.7655 Intermediate Similarity NPC471174
0.7655 Intermediate Similarity NPC216755
0.7652 Intermediate Similarity NPC83115
0.7651 Intermediate Similarity NPC155939
0.7651 Intermediate Similarity NPC141538
0.7651 Intermediate Similarity NPC296807
0.7643 Intermediate Similarity NPC476943
0.7643 Intermediate Similarity NPC220094
0.7638 Intermediate Similarity NPC11821
0.7635 Intermediate Similarity NPC44577
0.7635 Intermediate Similarity NPC472672
0.7635 Intermediate Similarity NPC268905
0.763 Intermediate Similarity NPC198904
0.7626 Intermediate Similarity NPC204592
0.7623 Intermediate Similarity NPC42471
0.7622 Intermediate Similarity NPC110305
0.7622 Intermediate Similarity NPC223415
0.7616 Intermediate Similarity NPC472779

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC71274 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
0.7589 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7431 Intermediate Similarity NPD4628 Phase 3
0.7372 Intermediate Similarity NPD6832 Phase 2
0.7357 Intermediate Similarity NPD6355 Discontinued
0.7313 Intermediate Similarity NPD9717 Approved
0.7226 Intermediate Similarity NPD5647 Approved
0.7154 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD2797 Approved
0.7143 Intermediate Similarity NPD6798 Discontinued
0.7123 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD2799 Discontinued
0.7078 Intermediate Similarity NPD5761 Phase 2
0.7078 Intermediate Similarity NPD5760 Phase 2
0.7077 Intermediate Similarity NPD1241 Discontinued
0.7063 Intermediate Similarity NPD6653 Approved
0.7047 Intermediate Similarity NPD6799 Approved
0.7029 Intermediate Similarity NPD1203 Approved
0.7021 Intermediate Similarity NPD3268 Approved
0.7008 Intermediate Similarity NPD1358 Approved
0.7 Intermediate Similarity NPD7843 Approved
0.6993 Remote Similarity NPD447 Suspended
0.6992 Remote Similarity NPD9092 Discovery
0.6978 Remote Similarity NPD1019 Discontinued
0.6977 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6972 Remote Similarity NPD4062 Phase 3
0.6972 Remote Similarity NPD6233 Phase 2
0.6966 Remote Similarity NPD4308 Phase 3
0.6953 Remote Similarity NPD2684 Approved
0.694 Remote Similarity NPD9545 Approved
0.6933 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6929 Remote Similarity NPD9494 Approved
0.6929 Remote Similarity NPD3134 Approved
0.6918 Remote Similarity NPD1551 Phase 2
0.6913 Remote Similarity NPD3887 Approved
0.6913 Remote Similarity NPD2354 Approved
0.6912 Remote Similarity NPD3496 Discontinued
0.6908 Remote Similarity NPD5403 Approved
0.6901 Remote Similarity NPD2313 Discontinued
0.6883 Remote Similarity NPD6599 Discontinued
0.6875 Remote Similarity NPD1933 Approved
0.6871 Remote Similarity NPD6004 Phase 3
0.6871 Remote Similarity NPD2344 Approved
0.6871 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6871 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6871 Remote Similarity NPD6005 Phase 3
0.6871 Remote Similarity NPD6002 Phase 3
0.6867 Remote Similarity NPD7440 Discontinued
0.6861 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6859 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6857 Remote Similarity NPD2798 Approved
0.6845 Remote Similarity NPD8434 Phase 2
0.6842 Remote Similarity NPD6273 Approved
0.6842 Remote Similarity NPD7157 Approved
0.6835 Remote Similarity NPD7075 Discontinued
0.6818 Remote Similarity NPD7458 Discontinued
0.6815 Remote Similarity NPD1894 Discontinued
0.6812 Remote Similarity NPD1608 Approved
0.6806 Remote Similarity NPD4307 Phase 2
0.6803 Remote Similarity NPD2935 Discontinued
0.6797 Remote Similarity NPD920 Approved
0.6795 Remote Similarity NPD6801 Discontinued
0.6791 Remote Similarity NPD9493 Approved
0.6786 Remote Similarity NPD6362 Approved
0.6786 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6786 Remote Similarity NPD3266 Approved
0.6786 Remote Similarity NPD3267 Approved
0.6783 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6783 Remote Similarity NPD411 Approved
0.6776 Remote Similarity NPD5401 Approved
0.6769 Remote Similarity NPD2067 Discontinued
0.6759 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6757 Remote Similarity NPD2353 Approved
0.6757 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6755 Remote Similarity NPD643 Clinical (unspecified phase)
0.6747 Remote Similarity NPD6765 Approved
0.6747 Remote Similarity NPD6764 Approved
0.6747 Remote Similarity NPD6559 Discontinued
0.6733 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6733 Remote Similarity NPD4110 Phase 3
0.6732 Remote Similarity NPD5049 Phase 3
0.6715 Remote Similarity NPD17 Approved
0.6714 Remote Similarity NPD1876 Approved
0.6713 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6713 Remote Similarity NPD7095 Approved
0.6711 Remote Similarity NPD5958 Discontinued
0.671 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6692 Remote Similarity NPD2182 Approved
0.6691 Remote Similarity NPD1481 Phase 2
0.6691 Remote Similarity NPD3972 Approved
0.669 Remote Similarity NPD4060 Phase 1
0.6689 Remote Similarity NPD2309 Approved
0.6689 Remote Similarity NPD2239 Approved
0.6689 Remote Similarity NPD2240 Approved
0.6687 Remote Similarity NPD919 Approved
0.6667 Remote Similarity NPD4661 Approved
0.6667 Remote Similarity NPD3764 Approved
0.6667 Remote Similarity NPD7097 Phase 1
0.6667 Remote Similarity NPD642 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4662 Approved
0.6646 Remote Similarity NPD1006 Clinical (unspecified phase)
0.6644 Remote Similarity NPD2346 Discontinued
0.6642 Remote Similarity NPD5585 Approved
0.6624 Remote Similarity NPD7411 Suspended
0.6623 Remote Similarity NPD7003 Approved
0.6623 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6623 Remote Similarity NPD3750 Approved
0.6622 Remote Similarity NPD7033 Discontinued
0.662 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6619 Remote Similarity NPD1535 Discovery
0.6617 Remote Similarity NPD5535 Approved
0.6604 Remote Similarity NPD5402 Approved
0.66 Remote Similarity NPD4534 Discontinued
0.6594 Remote Similarity NPD1778 Approved
0.6588 Remote Similarity NPD6784 Approved
0.6588 Remote Similarity NPD6785 Approved
0.6584 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6575 Remote Similarity NPD3140 Approved
0.6575 Remote Similarity NPD3142 Approved
0.6562 Remote Similarity NPD3882 Suspended
0.6562 Remote Similarity NPD7768 Phase 2
0.6562 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6556 Remote Similarity NPD1243 Approved
0.6547 Remote Similarity NPD3847 Discontinued
0.6541 Remote Similarity NPD7819 Suspended
0.6533 Remote Similarity NPD1471 Phase 3
0.6533 Remote Similarity NPD5763 Approved
0.6533 Remote Similarity NPD5762 Approved
0.6531 Remote Similarity NPD4618 Approved
0.6531 Remote Similarity NPD4340 Discontinued
0.6531 Remote Similarity NPD4622 Approved
0.6528 Remote Similarity NPD2614 Approved
0.6519 Remote Similarity NPD958 Approved
0.6519 Remote Similarity NPD6677 Suspended
0.6513 Remote Similarity NPD1878 Clinical (unspecified phase)
0.651 Remote Similarity NPD3748 Approved
0.6507 Remote Similarity NPD8032 Phase 2
0.65 Remote Similarity NPD3817 Phase 2
0.65 Remote Similarity NPD5616 Clinical (unspecified phase)
0.649 Remote Similarity NPD1549 Phase 2
0.6489 Remote Similarity NPD290 Approved
0.6485 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6483 Remote Similarity NPD2598 Clinical (unspecified phase)
0.6479 Remote Similarity NPD1283 Approved
0.6479 Remote Similarity NPD3225 Approved
0.6475 Remote Similarity NPD4626 Approved
0.6474 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6467 Remote Similarity NPD4477 Approved
0.6467 Remote Similarity NPD2796 Approved
0.6467 Remote Similarity NPD2438 Suspended
0.6467 Remote Similarity NPD4476 Approved
0.6463 Remote Similarity NPD2979 Phase 3
0.6462 Remote Similarity NPD9697 Approved
0.6458 Remote Similarity NPD454 Approved
0.6457 Remote Similarity NPD1238 Approved
0.6452 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6443 Remote Similarity NPD5688 Approved
0.6443 Remote Similarity NPD5689 Approved
0.6439 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6434 Remote Similarity NPD987 Approved
0.6429 Remote Similarity NPD6652 Clinical (unspecified phase)
0.6424 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6424 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6424 Remote Similarity NPD6800 Clinical (unspecified phase)
0.642 Remote Similarity NPD8005 Clinical (unspecified phase)
0.642 Remote Similarity NPD3749 Approved
0.642 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6419 Remote Similarity NPD230 Phase 1
0.6408 Remote Similarity NPD4359 Approved
0.6408 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6405 Remote Similarity NPD8166 Discontinued
0.6403 Remote Similarity NPD5691 Approved
0.6402 Remote Similarity NPD8127 Discontinued
0.6397 Remote Similarity NPD2629 Approved
0.6392 Remote Similarity NPD3226 Approved
0.6392 Remote Similarity NPD2649 Approved
0.6392 Remote Similarity NPD2651 Approved
0.6385 Remote Similarity NPD164 Approved
0.6385 Remote Similarity NPD5909 Discontinued
0.6383 Remote Similarity NPD1281 Approved
0.6382 Remote Similarity NPD2897 Discontinued
0.6382 Remote Similarity NPD2424 Discontinued
0.6382 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6382 Remote Similarity NPD970 Clinical (unspecified phase)
0.6375 Remote Similarity NPD1934 Approved
0.6375 Remote Similarity NPD7577 Discontinued
0.6369 Remote Similarity NPD3873 Phase 3
0.6369 Remote Similarity NPD3869 Phase 3
0.6364 Remote Similarity NPD6808 Phase 2
0.6358 Remote Similarity NPD6032 Approved
0.6358 Remote Similarity NPD5712 Approved
0.6358 Remote Similarity NPD1501 Clinical (unspecified phase)
0.6352 Remote Similarity NPD4380 Phase 2
0.6351 Remote Similarity NPD1240 Approved
0.6346 Remote Similarity NPD2534 Approved
0.6346 Remote Similarity NPD2533 Approved
0.6346 Remote Similarity NPD2532 Approved
0.6346 Remote Similarity NPD4378 Clinical (unspecified phase)
0.634 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6335 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6329 Remote Similarity NPD957 Approved

Structure

External Identifiers

PubChem CID   54685522
ChEMBL   CHEMBL463350
ZINC  

Physicochemical Properties

Molecular Weight:  398.25
ALogP:  2.7547
MLogP:  3.77
XLogP:  7.058
# Rotatable Bonds:  16
Polar Surface Area:  59.67
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  29

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs