Natural Product: NPC58329

Natural Product ID:  NPC58329
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C15H16O5
Standard InCHIKey:  CNACNPCNCNCMOI-BXLXJPJESA-N
Standard InCHI:  InChI=1S/C15H16O5/c1-7-10-11-14(2)8(6-15(10,18)20-12(7)16)4-3-5-9(14)13(17)19-11/h5,8,11,18H,3-4,6H2,1-2H3/t8-,11+,14+,15+/m1/s1
Canonical SMILES:  O=C1O[C@@]2(C(=C1C)[C@@H]1OC(=O)C3=CCC[C@H](C2)[C@]13C)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
NPO283 Ligularia lapathifolia Species Asteraceae Eukaryota roots PMID[17284071]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1317 Cell Line CCRF S-180 Mus musculus IC50 > 100000 nM 10.1039/C4MD00124A
NPT65 Cell Line HepG2 Homo sapiens IC50 > 100000 nM 10.6019/CHEMBL1201861

  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 NPC58329 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
0.9375 High Similarity NPC470761
0.9375 High Similarity NPC473219
0.8878 High Similarity NPC216478
0.8866 High Similarity NPC165632
0.8673 High Similarity NPC134072
0.8673 High Similarity NPC234993
0.8673 High Similarity NPC202833
0.86 High Similarity NPC47024
0.8586 High Similarity NPC91695
0.8586 High Similarity NPC70145
0.8571 High Similarity NPC183012
0.8557 High Similarity NPC475657
0.8542 High Similarity NPC158488
0.85 High Similarity NPC23364
0.8469 Intermediate Similarity NPC57117
0.8462 Intermediate Similarity NPC302788
0.8447 Intermediate Similarity NPC296950
0.8447 Intermediate Similarity NPC146731
0.8431 Intermediate Similarity NPC476081
0.8396 Intermediate Similarity NPC235014
0.8396 Intermediate Similarity NPC472666
0.8381 Intermediate Similarity NPC325054
0.8367 Intermediate Similarity NPC472641
0.8367 Intermediate Similarity NPC472640
0.8367 Intermediate Similarity NPC139692
0.8351 Intermediate Similarity NPC472642
0.835 Intermediate Similarity NPC471208
0.835 Intermediate Similarity NPC159533
0.835 Intermediate Similarity NPC120321
0.83 Intermediate Similarity NPC284518
0.83 Intermediate Similarity NPC242848
0.8286 Intermediate Similarity NPC187435
0.8286 Intermediate Similarity NPC67321
0.8283 Intermediate Similarity NPC225474
0.8283 Intermediate Similarity NPC469596
0.8283 Intermediate Similarity NPC148000
0.8283 Intermediate Similarity NPC250075
0.8283 Intermediate Similarity NPC24861
0.8265 Intermediate Similarity NPC186363
0.8265 Intermediate Similarity NPC72845
0.8265 Intermediate Similarity NPC473944
0.8265 Intermediate Similarity NPC233345
0.8265 Intermediate Similarity NPC252433
0.8252 Intermediate Similarity NPC31058
0.8252 Intermediate Similarity NPC295791
0.8252 Intermediate Similarity NPC165250
0.8252 Intermediate Similarity NPC469606
0.8252 Intermediate Similarity NPC273005
0.8241 Intermediate Similarity NPC12046
0.8241 Intermediate Similarity NPC269530
0.8241 Intermediate Similarity NPC194951
0.8235 Intermediate Similarity NPC471413
0.8235 Intermediate Similarity NPC16601
0.8235 Intermediate Similarity NPC476767
0.8235 Intermediate Similarity NPC476299
0.8235 Intermediate Similarity NPC472644
0.8235 Intermediate Similarity NPC474012
0.8218 Intermediate Similarity NPC474343
0.8208 Intermediate Similarity NPC306265
0.8208 Intermediate Similarity NPC189075
0.8208 Intermediate Similarity NPC275539
0.82 Intermediate Similarity NPC157686
0.82 Intermediate Similarity NPC259042
0.82 Intermediate Similarity NPC471915
0.819 Intermediate Similarity NPC469607
0.819 Intermediate Similarity NPC472645
0.8173 Intermediate Similarity NPC120009
0.8173 Intermediate Similarity NPC471938
0.8165 Intermediate Similarity NPC157441
0.8165 Intermediate Similarity NPC25909
0.8163 Intermediate Similarity NPC281942
0.8163 Intermediate Similarity NPC232426
0.8155 Intermediate Similarity NPC471412
0.8155 Intermediate Similarity NPC472643
0.8144 Intermediate Similarity NPC242448
0.8144 Intermediate Similarity NPC226863
0.8131 Intermediate Similarity NPC31522
0.8131 Intermediate Similarity NPC474243
0.8119 Intermediate Similarity NPC93245
0.8119 Intermediate Similarity NPC165528
0.8119 Intermediate Similarity NPC473964
0.8119 Intermediate Similarity NPC228766
0.8113 Intermediate Similarity NPC143609
0.8113 Intermediate Similarity NPC110496
0.8108 Intermediate Similarity NPC473968
0.81 Intermediate Similarity NPC474554
0.81 Intermediate Similarity NPC474555
0.8095 Intermediate Similarity NPC471937
0.8081 Intermediate Similarity NPC78594
0.8081 Intermediate Similarity NPC141831
0.8077 Intermediate Similarity NPC162973
0.8077 Intermediate Similarity NPC471914
0.8077 Intermediate Similarity NPC164551
0.8061 Intermediate Similarity NPC116620
0.8061 Intermediate Similarity NPC50488
0.8061 Intermediate Similarity NPC73995
0.8061 Intermediate Similarity NPC474396
0.8061 Intermediate Similarity NPC168131
0.8056 Intermediate Similarity NPC478209
0.8056 Intermediate Similarity NPC5103
0.8039 Intermediate Similarity NPC287668
0.8039 Intermediate Similarity NPC473963
0.8039 Intermediate Similarity NPC475709
0.8037 Intermediate Similarity NPC300614
0.8037 Intermediate Similarity NPC181994
0.8037 Intermediate Similarity NPC90946
0.8037 Intermediate Similarity NPC38948
0.8021 Intermediate Similarity NPC52628
0.8021 Intermediate Similarity NPC253604
0.8019 Intermediate Similarity NPC252296
0.8019 Intermediate Similarity NPC127609
0.8019 Intermediate Similarity NPC153095
0.8019 Intermediate Similarity NPC478208
0.8019 Intermediate Similarity NPC34768
0.8019 Intermediate Similarity NPC111952
0.8 Intermediate Similarity NPC166346
0.8 Intermediate Similarity NPC115021
0.8 Intermediate Similarity NPC478057
0.8 Intermediate Similarity NPC476237
0.8 Intermediate Similarity NPC36688
0.8 Intermediate Similarity NPC472303
0.8 Intermediate Similarity NPC472812
0.8 Intermediate Similarity NPC254202
0.7982 Intermediate Similarity NPC179798
0.7982 Intermediate Similarity NPC469655
0.7982 Intermediate Similarity NPC304180
0.7982 Intermediate Similarity NPC474846
0.7982 Intermediate Similarity NPC469656
0.7981 Intermediate Similarity NPC242666
0.7981 Intermediate Similarity NPC303559
0.7981 Intermediate Similarity NPC308824
0.798 Intermediate Similarity NPC152467
0.798 Intermediate Similarity NPC475776
0.798 Intermediate Similarity NPC153853
0.7963 Intermediate Similarity NPC206618
0.7963 Intermediate Similarity NPC112457
0.7961 Intermediate Similarity NPC473154
0.7961 Intermediate Similarity NPC124512
0.7961 Intermediate Similarity NPC159763
0.7961 Intermediate Similarity NPC278386
0.7959 Intermediate Similarity NPC215831
0.7959 Intermediate Similarity NPC136879
0.7959 Intermediate Similarity NPC277771
0.7946 Intermediate Similarity NPC13713
0.7946 Intermediate Similarity NPC469684
0.7944 Intermediate Similarity NPC184512
0.7944 Intermediate Similarity NPC179380
0.7941 Intermediate Similarity NPC240673
0.7941 Intermediate Similarity NPC320231
0.7941 Intermediate Similarity NPC29952
0.7941 Intermediate Similarity NPC17578
0.7938 Intermediate Similarity NPC250981
0.7925 Intermediate Similarity NPC258532
0.7921 Intermediate Similarity NPC473434
0.7921 Intermediate Similarity NPC477129
0.7921 Intermediate Similarity NPC474841
0.7921 Intermediate Similarity NPC477130
0.7921 Intermediate Similarity NPC471446
0.7921 Intermediate Similarity NPC474338
0.7921 Intermediate Similarity NPC470697
0.7917 Intermediate Similarity NPC32223
0.7909 Intermediate Similarity NPC470063
0.7909 Intermediate Similarity NPC472002
0.7905 Intermediate Similarity NPC137430
0.7905 Intermediate Similarity NPC476769
0.7905 Intermediate Similarity NPC472815
0.7905 Intermediate Similarity NPC472552
0.7905 Intermediate Similarity NPC238397
0.7905 Intermediate Similarity NPC471363
0.79 Intermediate Similarity NPC472814
0.79 Intermediate Similarity NPC177037
0.79 Intermediate Similarity NPC477783
0.79 Intermediate Similarity NPC472811
0.79 Intermediate Similarity NPC289479
0.7895 Intermediate Similarity NPC178676
0.789 Intermediate Similarity NPC478211
0.789 Intermediate Similarity NPC253906
0.7885 Intermediate Similarity NPC476303
0.7879 Intermediate Similarity NPC314727
0.7879 Intermediate Similarity NPC5509
0.7879 Intermediate Similarity NPC295312
0.7879 Intermediate Similarity NPC218927
0.7879 Intermediate Similarity NPC206001
0.7879 Intermediate Similarity NPC288699
0.7879 Intermediate Similarity NPC194642
0.787 Intermediate Similarity NPC470024
0.787 Intermediate Similarity NPC476479
0.787 Intermediate Similarity NPC476765
0.787 Intermediate Similarity NPC89171
0.787 Intermediate Similarity NPC473483
0.787 Intermediate Similarity NPC476802
0.7864 Intermediate Similarity NPC253826
0.7864 Intermediate Similarity NPC151681
0.7864 Intermediate Similarity NPC205143
0.7864 Intermediate Similarity NPC73911
0.7864 Intermediate Similarity NPC121402
0.7864 Intermediate Similarity NPC136781
0.7864 Intermediate Similarity NPC175351
0.7864 Intermediate Similarity NPC224356
0.7864 Intermediate Similarity NPC132753

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC58329 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
0.7961 Intermediate Similarity NPD4225 Approved
0.7835 Intermediate Similarity NPD1694 Approved
0.7727 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD7639 Approved
0.7714 Intermediate Similarity NPD7640 Approved
0.7706 Intermediate Similarity NPD6686 Approved
0.7636 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD7638 Approved
0.7526 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7328 Intermediate Similarity NPD7115 Discovery
0.7248 Intermediate Similarity NPD7632 Discontinued
0.7207 Intermediate Similarity NPD6008 Approved
0.717 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7131 Intermediate Similarity NPD7507 Approved
0.7097 Intermediate Similarity NPD7319 Approved
0.7075 Intermediate Similarity NPD7748 Approved
0.7037 Intermediate Similarity NPD7902 Approved
0.703 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5344 Discontinued
0.6981 Remote Similarity NPD6399 Phase 3
0.6981 Remote Similarity NPD5778 Approved
0.6981 Remote Similarity NPD5779 Approved
0.6975 Remote Similarity NPD7328 Approved
0.6975 Remote Similarity NPD7327 Approved
0.6917 Remote Similarity NPD7516 Approved
0.6911 Remote Similarity NPD7492 Approved
0.6909 Remote Similarity NPD6648 Approved
0.6893 Remote Similarity NPD3618 Phase 1
0.6887 Remote Similarity NPD7515 Phase 2
0.686 Remote Similarity NPD6054 Approved
0.6857 Remote Similarity NPD1695 Approved
0.6855 Remote Similarity NPD6616 Approved
0.6842 Remote Similarity NPD5697 Approved
0.6842 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6838 Remote Similarity NPD6882 Approved
0.6838 Remote Similarity NPD6053 Discontinued
0.681 Remote Similarity NPD6371 Approved
0.6803 Remote Similarity NPD8379 Approved
0.6803 Remote Similarity NPD6016 Approved
0.6803 Remote Similarity NPD8335 Approved
0.6803 Remote Similarity NPD6015 Approved
0.6803 Remote Similarity NPD8378 Approved
0.6803 Remote Similarity NPD8033 Approved
0.6803 Remote Similarity NPD8380 Approved
0.6803 Remote Similarity NPD8296 Approved
0.68 Remote Similarity NPD7078 Approved
0.6792 Remote Similarity NPD5785 Approved
0.6792 Remote Similarity NPD6698 Approved
0.6792 Remote Similarity NPD46 Approved
0.6783 Remote Similarity NPD6881 Approved
0.6783 Remote Similarity NPD7320 Approved
0.6783 Remote Similarity NPD6899 Approved
0.6759 Remote Similarity NPD7900 Approved
0.6759 Remote Similarity NPD5282 Discontinued
0.6759 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6754 Remote Similarity NPD6675 Approved
0.6754 Remote Similarity NPD7128 Approved
0.6754 Remote Similarity NPD6402 Approved
0.6754 Remote Similarity NPD5739 Approved
0.6752 Remote Similarity NPD6649 Approved
0.6752 Remote Similarity NPD6650 Approved
0.675 Remote Similarity NPD6009 Approved
0.6748 Remote Similarity NPD5988 Approved
0.6748 Remote Similarity NPD6370 Approved
0.6746 Remote Similarity NPD7736 Approved
0.6729 Remote Similarity NPD7637 Suspended
0.6724 Remote Similarity NPD6014 Approved
0.6724 Remote Similarity NPD6373 Approved
0.6724 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6724 Remote Similarity NPD6012 Approved
0.6724 Remote Similarity NPD6013 Approved
0.6724 Remote Similarity NPD6372 Approved
0.6721 Remote Similarity NPD8377 Approved
0.6721 Remote Similarity NPD8294 Approved
0.6721 Remote Similarity NPD6059 Approved
0.6697 Remote Similarity NPD5695 Phase 3
0.6697 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6412 Phase 2
0.6696 Remote Similarity NPD5701 Approved
0.6667 Remote Similarity NPD8515 Approved
0.6667 Remote Similarity NPD5696 Approved
0.6667 Remote Similarity NPD6883 Approved
0.6667 Remote Similarity NPD7290 Approved
0.6667 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD8293 Discontinued
0.6667 Remote Similarity NPD8513 Phase 3
0.6667 Remote Similarity NPD8516 Approved
0.6667 Remote Similarity NPD8517 Approved
0.6667 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6639 Remote Similarity NPD4632 Approved
0.6638 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6638 Remote Similarity NPD6011 Approved
0.6637 Remote Similarity NPD5211 Phase 2
0.6635 Remote Similarity NPD1733 Clinical (unspecified phase)
0.661 Remote Similarity NPD8413 Clinical (unspecified phase)
0.661 Remote Similarity NPD6617 Approved
0.661 Remote Similarity NPD6869 Approved
0.661 Remote Similarity NPD8130 Phase 1
0.661 Remote Similarity NPD6847 Approved
0.6604 Remote Similarity NPD6903 Approved
0.6585 Remote Similarity NPD6319 Approved
0.6577 Remote Similarity NPD6083 Phase 2
0.6577 Remote Similarity NPD6084 Phase 2
0.6574 Remote Similarity NPD6411 Approved
0.6574 Remote Similarity NPD6079 Approved
0.6571 Remote Similarity NPD6409 Approved
0.6571 Remote Similarity NPD7146 Approved
0.6571 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6571 Remote Similarity NPD5330 Approved
0.6571 Remote Similarity NPD6684 Approved
0.6571 Remote Similarity NPD7521 Approved
0.6571 Remote Similarity NPD7334 Approved
0.656 Remote Similarity NPD8328 Phase 3
0.6555 Remote Similarity NPD8297 Approved
0.6542 Remote Similarity NPD5328 Approved
0.6532 Remote Similarity NPD7503 Approved
0.6522 Remote Similarity NPD5141 Approved
0.6509 Remote Similarity NPD3573 Approved
0.6505 Remote Similarity NPD3667 Approved
0.6486 Remote Similarity NPD5222 Approved
0.6486 Remote Similarity NPD4697 Phase 3
0.6486 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6486 Remote Similarity NPD5221 Approved
0.6475 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6471 Remote Similarity NPD4695 Discontinued
0.646 Remote Similarity NPD5285 Approved
0.646 Remote Similarity NPD4696 Approved
0.646 Remote Similarity NPD5286 Approved
0.6455 Remote Similarity NPD6001 Approved
0.6449 Remote Similarity NPD6672 Approved
0.6449 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6449 Remote Similarity NPD5737 Approved
0.6429 Remote Similarity NPD6067 Discontinued
0.6429 Remote Similarity NPD4755 Approved
0.6429 Remote Similarity NPD5173 Approved
0.6422 Remote Similarity NPD8035 Phase 2
0.6422 Remote Similarity NPD5693 Phase 1
0.6422 Remote Similarity NPD8034 Phase 2
0.6415 Remote Similarity NPD4249 Approved
0.6412 Remote Similarity NPD6845 Suspended
0.6406 Remote Similarity NPD8074 Phase 3
0.64 Remote Similarity NPD6291 Clinical (unspecified phase)
0.64 Remote Similarity NPD5983 Phase 2
0.6393 Remote Similarity NPD6274 Approved
0.6389 Remote Similarity NPD6101 Approved
0.6389 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6381 Remote Similarity NPD3666 Approved
0.6381 Remote Similarity NPD4786 Approved
0.6381 Remote Similarity NPD3665 Phase 1
0.6381 Remote Similarity NPD3133 Approved
0.6364 Remote Similarity NPD8133 Approved
0.6364 Remote Similarity NPD4202 Approved
0.6355 Remote Similarity NPD4251 Approved
0.6355 Remote Similarity NPD4250 Approved
0.6348 Remote Similarity NPD5224 Approved
0.6348 Remote Similarity NPD5226 Approved
0.6348 Remote Similarity NPD5225 Approved
0.6348 Remote Similarity NPD4633 Approved
0.6336 Remote Similarity NPD7260 Phase 2
0.6333 Remote Similarity NPD6401 Clinical (unspecified phase)
0.633 Remote Similarity NPD5207 Approved
0.633 Remote Similarity NPD7838 Discovery
0.6321 Remote Similarity NPD1696 Phase 3
0.6321 Remote Similarity NPD5363 Approved
0.6316 Remote Similarity NPD4700 Approved
0.6299 Remote Similarity NPD7604 Phase 2
0.6293 Remote Similarity NPD5175 Approved
0.6293 Remote Similarity NPD5174 Approved
0.6286 Remote Similarity NPD5362 Discontinued
0.6286 Remote Similarity NPD6695 Phase 3
0.6286 Remote Similarity NPD7154 Phase 3
0.6273 Remote Similarity NPD5284 Approved
0.6273 Remote Similarity NPD5281 Approved
0.6262 Remote Similarity NPD5279 Phase 3
0.6262 Remote Similarity NPD4623 Approved
0.6262 Remote Similarity NPD4519 Discontinued
0.6261 Remote Similarity NPD5223 Approved
0.626 Remote Similarity NPD6868 Approved
0.625 Remote Similarity NPD5210 Approved
0.625 Remote Similarity NPD4634 Approved
0.625 Remote Similarity NPD4629 Approved
0.624 Remote Similarity NPD7100 Approved
0.624 Remote Similarity NPD7101 Approved
0.6239 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6239 Remote Similarity NPD4753 Phase 2
0.6231 Remote Similarity NPD6033 Approved
0.6226 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6226 Remote Similarity NPD3668 Phase 3
0.621 Remote Similarity NPD6317 Approved
0.6202 Remote Similarity NPD6336 Discontinued
0.6195 Remote Similarity NPD7839 Suspended
0.6168 Remote Similarity NPD7520 Clinical (unspecified phase)
0.616 Remote Similarity NPD6313 Approved
0.616 Remote Similarity NPD6335 Approved
0.616 Remote Similarity NPD6314 Approved
0.6139 Remote Similarity NPD8039 Approved
0.6126 Remote Similarity NPD7983 Approved
0.6117 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6091 Remote Similarity NPD6904 Approved

Structure

External Identifiers

PubChem CID   16109809
ChEMBL   CHEMBL375831
ZINC  

Physicochemical Properties

Molecular Weight:  276.10
ALogP:  1.0508
MLogP:  2.56
XLogP:  0.621
# Rotatable Bonds:  3
Polar Surface Area:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  20

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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