Natural Product: NPC469684

Natural Product ID:  NPC469684
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C16H16O6
Standard InCHIKey:  OAEPKMHZKLINLT-LEYZZPCFSA-N
Standard InCHI:  InChI=1S/C16H16O6/c1-14-4-3-8(17)15(2)11(14)10(21-13(15)19)12-16(22-12)6-20-9(18)5-7(14)16/h3-5,8,10-12,17H,6H2,1-2H3/t8-,10-,11?,12+,14+,15-,16-/m0/s1
Canonical SMILES:  O=C1OC[C@@]23C(=C1)[C@@]1(C)C=C[C@@H]([C@]4(C1[C@@H]([C@H]3O2)OC4=O)C)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
NPO13187 Sclerotinia homoeocarpa Species Sclerotiniaceae Eukaryota PMID[19928902]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT854 Organism Lemna paucicostata Lemna paucicostata IC50 = 390 nM 24273638
NPT2 Others Unspecified IC50 = 2.8 ug/ml PubChem BioAssay data set
NPT2 Others Unspecified Ratio IC50 = 2.5 PubChem BioAssay data set
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.75 ug/ml 24200931
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 1.5 ug/ml PubChem BioAssay data set
NPT457 Cell Line BT-549 Homo sapiens IC50 = 4.8 ug/ml PubChem BioAssay data set
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.6 ug/ml 14738379
NPT91 Cell Line KB Homo sapiens IC50 = 4.4 ug/ml 19388705
NPT916 Cell Line SK-MEL Homo sapiens IC50 = 0.58 ug/ml 20061160
NPT2 Others Unspecified Ratio IC50 = 2 19001116
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 = 8 ug/ml 2778453

  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 NPC469684 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
0.9545 High Similarity NPC284707
0.9455 High Similarity NPC53396
0.9455 High Similarity NPC98249
0.9352 High Similarity NPC469655
0.9352 High Similarity NPC474846
0.9352 High Similarity NPC469656
0.9346 High Similarity NPC469370
0.9279 High Similarity NPC58662
0.9138 High Similarity NPC293112
0.9052 High Similarity NPC81736
0.9052 High Similarity NPC172154
0.9027 High Similarity NPC108581
0.9027 High Similarity NPC478205
0.9027 High Similarity NPC478206
0.8981 High Similarity NPC180744
0.8966 High Similarity NPC11895
0.8966 High Similarity NPC469789
0.8938 High Similarity NPC13713
0.8938 High Similarity NPC478204
0.8919 High Similarity NPC269530
0.8909 High Similarity NPC253906
0.8889 High Similarity NPC8369
0.8879 High Similarity NPC170538
0.8814 High Similarity NPC473635
0.8803 High Similarity NPC67251
0.8793 High Similarity NPC67569
0.8761 High Similarity NPC117712
0.875 High Similarity NPC472002
0.8739 High Similarity NPC5103
0.8718 High Similarity NPC470265
0.8718 High Similarity NPC23786
0.8716 High Similarity NPC469607
0.8707 High Similarity NPC154491
0.8707 High Similarity NPC268530
0.8684 High Similarity NPC270478
0.8684 High Similarity NPC179626
0.8673 High Similarity NPC25909
0.8673 High Similarity NPC475966
0.8673 High Similarity NPC478212
0.8655 High Similarity NPC198209
0.8632 High Similarity NPC159456
0.8632 High Similarity NPC4021
0.8624 High Similarity NPC146731
0.8624 High Similarity NPC296950
0.8609 High Similarity NPC176513
0.8609 High Similarity NPC470775
0.8584 High Similarity NPC42658
0.8584 High Similarity NPC222834
0.8571 High Similarity NPC24651
0.8571 High Similarity NPC472215
0.8571 High Similarity NPC476729
0.8571 High Similarity NPC472214
0.8571 High Similarity NPC478209
0.8559 High Similarity NPC269642
0.8559 High Similarity NPC312833
0.8547 High Similarity NPC475003
0.8547 High Similarity NPC251226
0.8534 High Similarity NPC251310
0.8534 High Similarity NPC709
0.8534 High Similarity NPC50774
0.8534 High Similarity NPC186525
0.8534 High Similarity NPC470776
0.8534 High Similarity NPC240509
0.8532 High Similarity NPC159533
0.8522 High Similarity NPC477509
0.8522 High Similarity NPC207217
0.8509 High Similarity NPC469496
0.8509 High Similarity NPC469463
0.8509 High Similarity NPC469454
0.8509 High Similarity NPC477126
0.85 High Similarity NPC225049
0.8496 Intermediate Similarity NPC304180
0.8496 Intermediate Similarity NPC132790
0.8496 Intermediate Similarity NPC97939
0.8496 Intermediate Similarity NPC247031
0.8496 Intermediate Similarity NPC317107
0.8496 Intermediate Similarity NPC100329
0.8496 Intermediate Similarity NPC188738
0.8496 Intermediate Similarity NPC179798
0.8487 Intermediate Similarity NPC265557
0.8487 Intermediate Similarity NPC91693
0.8487 Intermediate Similarity NPC105926
0.8487 Intermediate Similarity NPC18945
0.8482 Intermediate Similarity NPC474243
0.8475 Intermediate Similarity NPC46570
0.8475 Intermediate Similarity NPC477046
0.8475 Intermediate Similarity NPC102822
0.8468 Intermediate Similarity NPC187435
0.8468 Intermediate Similarity NPC67321
0.8468 Intermediate Similarity NPC230541
0.8462 Intermediate Similarity NPC470186
0.8462 Intermediate Similarity NPC475041
0.8462 Intermediate Similarity NPC473636
0.8462 Intermediate Similarity NPC230513
0.8462 Intermediate Similarity NPC77689
0.8462 Intermediate Similarity NPC475520
0.8462 Intermediate Similarity NPC42673
0.8455 Intermediate Similarity NPC258532
0.8448 Intermediate Similarity NPC97908
0.8448 Intermediate Similarity NPC470492
0.8448 Intermediate Similarity NPC470854
0.8448 Intermediate Similarity NPC473968
0.8448 Intermediate Similarity NPC474654
0.8448 Intermediate Similarity NPC286528
0.8448 Intermediate Similarity NPC20302
0.8448 Intermediate Similarity NPC183580
0.8448 Intermediate Similarity NPC312824
0.8448 Intermediate Similarity NPC122033
0.8448 Intermediate Similarity NPC473590
0.8448 Intermediate Similarity NPC134430
0.8448 Intermediate Similarity NPC140055
0.8448 Intermediate Similarity NPC470493
0.8448 Intermediate Similarity NPC287343
0.8448 Intermediate Similarity NPC167606
0.8443 Intermediate Similarity NPC473593
0.844 Intermediate Similarity NPC295791
0.844 Intermediate Similarity NPC469606
0.844 Intermediate Similarity NPC164551
0.844 Intermediate Similarity NPC273005
0.844 Intermediate Similarity NPC31058
0.8435 Intermediate Similarity NPC238667
0.8421 Intermediate Similarity NPC90952
0.8421 Intermediate Similarity NPC277769
0.8421 Intermediate Similarity NPC476801
0.8421 Intermediate Similarity NPC317687
0.8417 Intermediate Similarity NPC470922
0.8417 Intermediate Similarity NPC8374
0.8407 Intermediate Similarity NPC478211
0.8407 Intermediate Similarity NPC235014
0.8403 Intermediate Similarity NPC107493
0.8393 Intermediate Similarity NPC189075
0.8393 Intermediate Similarity NPC275539
0.8393 Intermediate Similarity NPC322903
0.839 Intermediate Similarity NPC474370
0.839 Intermediate Similarity NPC112038
0.839 Intermediate Similarity NPC143755
0.8378 Intermediate Similarity NPC102352
0.8376 Intermediate Similarity NPC17772
0.8362 Intermediate Similarity NPC471127
0.8362 Intermediate Similarity NPC64318
0.8362 Intermediate Similarity NPC476711
0.8362 Intermediate Similarity NPC474734
0.8362 Intermediate Similarity NPC476710
0.8362 Intermediate Similarity NPC154363
0.8362 Intermediate Similarity NPC234858
0.8361 Intermediate Similarity NPC473620
0.8349 Intermediate Similarity NPC308824
0.8349 Intermediate Similarity NPC242666
0.8348 Intermediate Similarity NPC49451
0.8348 Intermediate Similarity NPC122056
0.8348 Intermediate Similarity NPC56448
0.8348 Intermediate Similarity NPC471204
0.8347 Intermediate Similarity NPC203702
0.8347 Intermediate Similarity NPC120994
0.8333 Intermediate Similarity NPC216478
0.8333 Intermediate Similarity NPC472399
0.8333 Intermediate Similarity NPC474229
0.8319 Intermediate Similarity NPC143706
0.8319 Intermediate Similarity NPC472534
0.8319 Intermediate Similarity NPC310511
0.8319 Intermediate Similarity NPC299590
0.8319 Intermediate Similarity NPC478210
0.8319 Intermediate Similarity NPC141350
0.8319 Intermediate Similarity NPC470779
0.8305 Intermediate Similarity NPC156745
0.8305 Intermediate Similarity NPC236918
0.8305 Intermediate Similarity NPC211093
0.8305 Intermediate Similarity NPC472667
0.8305 Intermediate Similarity NPC476960
0.8305 Intermediate Similarity NPC473839
0.8305 Intermediate Similarity NPC264954
0.8304 Intermediate Similarity NPC144854
0.8304 Intermediate Similarity NPC3316
0.8304 Intermediate Similarity NPC110496
0.8304 Intermediate Similarity NPC143609
0.8293 Intermediate Similarity NPC231529
0.8291 Intermediate Similarity NPC477116
0.8291 Intermediate Similarity NPC475809
0.8291 Intermediate Similarity NPC476713
0.8291 Intermediate Similarity NPC473656
0.8291 Intermediate Similarity NPC474518
0.8291 Intermediate Similarity NPC10721
0.8291 Intermediate Similarity NPC476712
0.8291 Intermediate Similarity NPC27999
0.8291 Intermediate Similarity NPC55296
0.8288 Intermediate Similarity NPC283850
0.8279 Intermediate Similarity NPC42399
0.8279 Intermediate Similarity NPC287423
0.8279 Intermediate Similarity NPC476008
0.8276 Intermediate Similarity NPC147912
0.8276 Intermediate Similarity NPC474181
0.8276 Intermediate Similarity NPC73314
0.8276 Intermediate Similarity NPC67259
0.8276 Intermediate Similarity NPC473798
0.8276 Intermediate Similarity NPC284915
0.8273 Intermediate Similarity NPC235369
0.8273 Intermediate Similarity NPC476081
0.8264 Intermediate Similarity NPC473709
0.8264 Intermediate Similarity NPC469790
0.8264 Intermediate Similarity NPC473919

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469684 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
0.8448 Intermediate Similarity NPD7115 Discovery
0.8319 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.8246 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD4225 Approved
0.7982 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7913 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7739 Intermediate Similarity NPD6008 Approved
0.7724 Intermediate Similarity NPD8513 Phase 3
0.7699 Intermediate Similarity NPD5344 Discontinued
0.7642 Intermediate Similarity NPD6319 Approved
0.7611 Intermediate Similarity NPD7640 Approved
0.7611 Intermediate Similarity NPD7639 Approved
0.7581 Intermediate Similarity NPD8516 Approved
0.7581 Intermediate Similarity NPD8515 Approved
0.7581 Intermediate Similarity NPD8517 Approved
0.7578 Intermediate Similarity NPD7319 Approved
0.754 Intermediate Similarity NPD7492 Approved
0.7522 Intermediate Similarity NPD7638 Approved
0.75 Intermediate Similarity NPD6054 Approved
0.748 Intermediate Similarity NPD6616 Approved
0.7456 Intermediate Similarity NPD6648 Approved
0.744 Intermediate Similarity NPD6015 Approved
0.744 Intermediate Similarity NPD6016 Approved
0.7438 Intermediate Similarity NPD4632 Approved
0.7422 Intermediate Similarity NPD7078 Approved
0.7387 Intermediate Similarity NPD5778 Approved
0.7387 Intermediate Similarity NPD5779 Approved
0.7381 Intermediate Similarity NPD5988 Approved
0.7381 Intermediate Similarity NPD6370 Approved
0.7373 Intermediate Similarity NPD5697 Approved
0.7364 Intermediate Similarity NPD7736 Approved
0.736 Intermediate Similarity NPD6059 Approved
0.7355 Intermediate Similarity NPD6053 Discontinued
0.7355 Intermediate Similarity NPD8297 Approved
0.7344 Intermediate Similarity NPD7507 Approved
0.7333 Intermediate Similarity NPD6371 Approved
0.7311 Intermediate Similarity NPD6686 Approved
0.7311 Intermediate Similarity NPD6899 Approved
0.7311 Intermediate Similarity NPD6881 Approved
0.7288 Intermediate Similarity NPD5739 Approved
0.7288 Intermediate Similarity NPD6675 Approved
0.7288 Intermediate Similarity NPD6402 Approved
0.7288 Intermediate Similarity NPD7128 Approved
0.7287 Intermediate Similarity NPD8293 Discontinued
0.7287 Intermediate Similarity NPD8074 Phase 3
0.7273 Intermediate Similarity NPD6650 Approved
0.7273 Intermediate Similarity NPD6649 Approved
0.7258 Intermediate Similarity NPD6009 Approved
0.7257 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD6014 Approved
0.725 Intermediate Similarity NPD6373 Approved
0.725 Intermediate Similarity NPD6372 Approved
0.725 Intermediate Similarity NPD6013 Approved
0.725 Intermediate Similarity NPD6012 Approved
0.7227 Intermediate Similarity NPD5701 Approved
0.7207 Intermediate Similarity NPD46 Approved
0.7207 Intermediate Similarity NPD6698 Approved
0.719 Intermediate Similarity NPD4634 Approved
0.719 Intermediate Similarity NPD6883 Approved
0.719 Intermediate Similarity NPD7102 Approved
0.719 Intermediate Similarity NPD7290 Approved
0.7188 Intermediate Similarity NPD7604 Phase 2
0.7188 Intermediate Similarity NPD8328 Phase 3
0.7179 Intermediate Similarity NPD5211 Phase 2
0.7167 Intermediate Similarity NPD7320 Approved
0.7167 Intermediate Similarity NPD6011 Approved
0.7165 Intermediate Similarity NPD5983 Phase 2
0.7165 Intermediate Similarity NPD6921 Approved
0.7143 Intermediate Similarity NPD6411 Approved
0.7131 Intermediate Similarity NPD6869 Approved
0.7131 Intermediate Similarity NPD6847 Approved
0.7131 Intermediate Similarity NPD8130 Phase 1
0.7131 Intermediate Similarity NPD6617 Approved
0.7073 Intermediate Similarity NPD6882 Approved
0.7064 Intermediate Similarity NPD1694 Approved
0.7059 Intermediate Similarity NPD5141 Approved
0.7034 Intermediate Similarity NPD7632 Discontinued
0.7009 Intermediate Similarity NPD5286 Approved
0.7009 Intermediate Similarity NPD4696 Approved
0.7009 Intermediate Similarity NPD5285 Approved
0.7008 Intermediate Similarity NPD7516 Approved
0.6992 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6991 Remote Similarity NPD7983 Approved
0.6984 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6983 Remote Similarity NPD4755 Approved
0.6983 Remote Similarity NPD7902 Approved
0.6964 Remote Similarity NPD6101 Approved
0.6964 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6947 Remote Similarity NPD6336 Discontinued
0.6942 Remote Similarity NPD7899 Clinical (unspecified phase)
0.693 Remote Similarity NPD6399 Phase 3
0.6929 Remote Similarity NPD7327 Approved
0.6929 Remote Similarity NPD7328 Approved
0.6909 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6899 Remote Similarity NPD7503 Approved
0.6891 Remote Similarity NPD4633 Approved
0.6891 Remote Similarity NPD5226 Approved
0.6891 Remote Similarity NPD5225 Approved
0.6891 Remote Similarity NPD5224 Approved
0.687 Remote Similarity NPD7748 Approved
0.687 Remote Similarity NPD5282 Discontinued
0.6864 Remote Similarity NPD4700 Approved
0.6855 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6847 Remote Similarity NPD3618 Phase 1
0.6842 Remote Similarity NPD6033 Approved
0.6842 Remote Similarity NPD6079 Approved
0.6842 Remote Similarity NPD7515 Phase 2
0.6842 Remote Similarity NPD7637 Suspended
0.6833 Remote Similarity NPD5174 Approved
0.6833 Remote Similarity NPD5175 Approved
0.6829 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6815 Remote Similarity NPD7260 Phase 2
0.6814 Remote Similarity NPD5328 Approved
0.6807 Remote Similarity NPD5223 Approved
0.6803 Remote Similarity NPD6412 Phase 2
0.6786 Remote Similarity NPD3573 Approved
0.6772 Remote Similarity NPD6274 Approved
0.6769 Remote Similarity NPD8296 Approved
0.6769 Remote Similarity NPD8033 Approved
0.6769 Remote Similarity NPD8378 Approved
0.6769 Remote Similarity NPD8335 Approved
0.6769 Remote Similarity NPD8380 Approved
0.6769 Remote Similarity NPD8379 Approved
0.6769 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6754 Remote Similarity NPD7838 Discovery
0.6754 Remote Similarity NPD5785 Approved
0.6752 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6752 Remote Similarity NPD5221 Approved
0.6752 Remote Similarity NPD5222 Approved
0.6752 Remote Similarity NPD4697 Phase 3
0.6744 Remote Similarity NPD7101 Approved
0.6744 Remote Similarity NPD7100 Approved
0.6724 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6724 Remote Similarity NPD7900 Approved
0.6719 Remote Similarity NPD6317 Approved
0.6695 Remote Similarity NPD6083 Phase 2
0.6695 Remote Similarity NPD6084 Phase 2
0.6695 Remote Similarity NPD5173 Approved
0.6692 Remote Similarity NPD8377 Approved
0.6692 Remote Similarity NPD8294 Approved
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD6335 Approved
0.6667 Remote Similarity NPD5695 Phase 3
0.6667 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1700 Approved
0.6667 Remote Similarity NPD6313 Approved
0.6639 Remote Similarity NPD5696 Approved
0.6639 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6638 Remote Similarity NPD4202 Approved
0.6636 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6614 Remote Similarity NPD8133 Approved
0.6613 Remote Similarity NPD4730 Approved
0.6613 Remote Similarity NPD4729 Approved
0.6585 Remote Similarity NPD4767 Approved
0.6585 Remote Similarity NPD4768 Approved
0.6557 Remote Similarity NPD4754 Approved
0.6552 Remote Similarity NPD5281 Approved
0.6552 Remote Similarity NPD5284 Approved
0.6549 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6522 Remote Similarity NPD1695 Approved
0.6522 Remote Similarity NPD6845 Suspended
0.6515 Remote Similarity NPD6908 Approved
0.6515 Remote Similarity NPD6909 Approved
0.6512 Remote Similarity NPD6868 Approved
0.6508 Remote Similarity NPD5249 Phase 3
0.6508 Remote Similarity NPD5248 Approved
0.6508 Remote Similarity NPD5250 Approved
0.6508 Remote Similarity NPD5251 Approved
0.6508 Remote Similarity NPD5247 Approved
0.6486 Remote Similarity NPD3667 Approved
0.648 Remote Similarity NPD5128 Approved
0.6457 Remote Similarity NPD5216 Approved
0.6457 Remote Similarity NPD5217 Approved
0.6457 Remote Similarity NPD5215 Approved
0.6441 Remote Similarity NPD6001 Approved
0.6418 Remote Similarity NPD6067 Discontinued
0.641 Remote Similarity NPD8035 Phase 2
0.641 Remote Similarity NPD5693 Phase 1
0.641 Remote Similarity NPD8034 Phase 2
0.6404 Remote Similarity NPD5786 Approved
0.6404 Remote Similarity NPD4623 Approved
0.6404 Remote Similarity NPD4519 Discontinued
0.6404 Remote Similarity NPD7334 Approved
0.6404 Remote Similarity NPD6684 Approved
0.6404 Remote Similarity NPD7146 Approved
0.6404 Remote Similarity NPD6409 Approved
0.6404 Remote Similarity NPD7521 Approved
0.6404 Remote Similarity NPD5330 Approved
0.6393 Remote Similarity NPD4159 Approved
0.6387 Remote Similarity NPD4629 Approved
0.6387 Remote Similarity NPD5210 Approved
0.6379 Remote Similarity NPD4753 Phase 2
0.6378 Remote Similarity NPD5169 Approved
0.6378 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6378 Remote Similarity NPD5135 Approved
0.6377 Remote Similarity NPD5956 Approved
0.6372 Remote Similarity NPD3666 Approved
0.6372 Remote Similarity NPD4786 Approved
0.6372 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6372 Remote Similarity NPD3133 Approved

Structure

External Identifiers

PubChem CID   46881201
ChEMBL   CHEMBL1098372
ZINC  

Physicochemical Properties

Molecular Weight:  304.09
ALogP:  -0.1743
MLogP:  2.56
XLogP:  -0.318
# Rotatable Bonds:  3
Polar Surface Area:  85.36
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  22

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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