Natural Product: NPC171619

Natural Product ID:  NPC171619
Common Name:   Uscharidin
IUPAC Name:  
Synonyms:   Uscharidin
Molecular Formula:   C29H38O9
Standard InCHIKey:  YOCULAYFPPWLRI-OLEQQPCLSA-N
Standard InCHI:  InChI=1S/C29H38O9/c1-15-9-23(31)29(34)25(36-15)37-21-11-17-3-4-20-19(27(17,14-30)12-22(21)38-29)5-7-26(2)18(6-8-28(20,26)33)16-10-24(32)35-13-16/h10,14-15,17-22,25,33-34H,3-9,11-13H2,1-2H3/t15-,17+,18-,19+,20-,21-,22-,25+,26-,27-,28+,29+/m1/s1
Canonical SMILES:  O=C[C@]12C[C@H]3O[C@@]4(O)C(=O)C[C@H](O[C@H]4O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)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
NPO26375 Viburnum grandifolium Species Adoxaceae Eukaryota UNPD*
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota PMID[16252914]
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota PMID[19251412]
NPO3369 Anemone narcissiflora Species Ranunculaceae Eukaryota UNPD*
NPO8349 Uga sinensis NA NA NA UNPD*
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota UNPD*
NPO2175 Hyperbaena columbica Species Menispermaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 = 380 nM 19251412
NPT80 Cell Line Raji Homo sapiens IC50 = 20 nM 19251412
NPT81 Cell Line A549 Homo sapiens IC50 = 0.01 ug/ml 16252914
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 0.09 ug/ml 16252914
NPT83 Cell Line MCF7 Homo sapiens IC50 = 0.04 ug/ml 16252914
NPT65 Cell Line HepG2 Homo sapiens IC50 = 0.04 ug/ml 16252914

  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 NPC171619 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
0.9435 High Similarity NPC91
0.936 High Similarity NPC16569
0.936 High Similarity NPC253456
0.936 High Similarity NPC159338
0.9286 High Similarity NPC42670
0.9286 High Similarity NPC19124
0.9286 High Similarity NPC93416
0.9213 High Similarity NPC146857
0.9213 High Similarity NPC477709
0.9213 High Similarity NPC476221
0.9213 High Similarity NPC142756
0.9213 High Similarity NPC32793
0.9213 High Similarity NPC225385
0.9213 High Similarity NPC88668
0.9213 High Similarity NPC116075
0.9213 High Similarity NPC104585
0.9213 High Similarity NPC247190
0.9213 High Similarity NPC298783
0.9213 High Similarity NPC157817
0.9213 High Similarity NPC469749
0.9147 High Similarity NPC59288
0.9141 High Similarity NPC329636
0.9127 High Similarity NPC469752
0.9127 High Similarity NPC125077
0.9127 High Similarity NPC471359
0.9127 High Similarity NPC469751
0.9127 High Similarity NPC471352
0.9127 High Similarity NPC9499
0.9127 High Similarity NPC251866
0.9127 High Similarity NPC89514
0.9127 High Similarity NPC284406
0.9127 High Similarity NPC6108
0.9127 High Similarity NPC219085
0.9127 High Similarity NPC471358
0.9127 High Similarity NPC17896
0.9127 High Similarity NPC471361
0.9127 High Similarity NPC86159
0.9127 High Similarity NPC197707
0.9127 High Similarity NPC70542
0.9127 High Similarity NPC180079
0.9127 High Similarity NPC140092
0.9127 High Similarity NPC232785
0.9127 High Similarity NPC469754
0.9127 High Similarity NPC329986
0.9127 High Similarity NPC10823
0.9127 High Similarity NPC188234
0.9127 High Similarity NPC471360
0.9127 High Similarity NPC469753
0.9127 High Similarity NPC276838
0.9127 High Similarity NPC469755
0.907 High Similarity NPC194716
0.904 High Similarity NPC250556
0.904 High Similarity NPC469750
0.9 High Similarity NPC329675
0.8968 High Similarity NPC240070
0.8968 High Similarity NPC179412
0.8968 High Similarity NPC329784
0.8968 High Similarity NPC146456
0.8968 High Similarity NPC471357
0.8968 High Similarity NPC117702
0.8968 High Similarity NPC469757
0.8968 High Similarity NPC471356
0.8898 High Similarity NPC311534
0.888 High Similarity NPC27363
0.8692 High Similarity NPC471855
0.8692 High Similarity NPC477195
0.8615 High Similarity NPC173347
0.8582 High Similarity NPC290746
0.8582 High Similarity NPC79250
0.8571 High Similarity NPC289700
0.8571 High Similarity NPC62172
0.8561 High Similarity NPC476777
0.8561 High Similarity NPC476778
0.856 High Similarity NPC329905
0.855 High Similarity NPC478154
0.8538 High Similarity NPC471407
0.8538 High Similarity NPC477196
0.8496 Intermediate Similarity NPC110700
0.8496 Intermediate Similarity NPC262813
0.8496 Intermediate Similarity NPC279915
0.8492 Intermediate Similarity NPC475136
0.8492 Intermediate Similarity NPC474466
0.8485 Intermediate Similarity NPC478151
0.8485 Intermediate Similarity NPC476779
0.8473 Intermediate Similarity NPC477197
0.8473 Intermediate Similarity NPC262796
0.8473 Intermediate Similarity NPC475377
0.8473 Intermediate Similarity NPC476074
0.8473 Intermediate Similarity NPC134914
0.8473 Intermediate Similarity NPC329993
0.8473 Intermediate Similarity NPC478155
0.8473 Intermediate Similarity NPC25998
0.8473 Intermediate Similarity NPC45346
0.8473 Intermediate Similarity NPC264566
0.8473 Intermediate Similarity NPC478065
0.8473 Intermediate Similarity NPC478064
0.8473 Intermediate Similarity NPC173435
0.8473 Intermediate Similarity NPC475167
0.8473 Intermediate Similarity NPC172374
0.8473 Intermediate Similarity NPC301639
0.8468 Intermediate Similarity NPC196931
0.8462 Intermediate Similarity NPC477191
0.8462 Intermediate Similarity NPC477194
0.8462 Intermediate Similarity NPC293623
0.8462 Intermediate Similarity NPC168899
0.8462 Intermediate Similarity NPC477193
0.8462 Intermediate Similarity NPC475281
0.8462 Intermediate Similarity NPC477078
0.8462 Intermediate Similarity NPC69273
0.8462 Intermediate Similarity NPC477075
0.8462 Intermediate Similarity NPC477192
0.8462 Intermediate Similarity NPC329923
0.8444 Intermediate Similarity NPC75616
0.8433 Intermediate Similarity NPC190065
0.8433 Intermediate Similarity NPC471089
0.8433 Intermediate Similarity NPC251998
0.8433 Intermediate Similarity NPC141215
0.8413 Intermediate Similarity NPC236973
0.8413 Intermediate Similarity NPC470897
0.8413 Intermediate Similarity NPC292467
0.8413 Intermediate Similarity NPC55532
0.8413 Intermediate Similarity NPC30483
0.8413 Intermediate Similarity NPC469756
0.8413 Intermediate Similarity NPC32177
0.8413 Intermediate Similarity NPC319570
0.8409 Intermediate Similarity NPC478153
0.8409 Intermediate Similarity NPC478152
0.8409 Intermediate Similarity NPC476776
0.8409 Intermediate Similarity NPC478150
0.84 Intermediate Similarity NPC152615
0.8397 Intermediate Similarity NPC9470
0.8397 Intermediate Similarity NPC11577
0.8397 Intermediate Similarity NPC269484
0.8397 Intermediate Similarity NPC305793
0.8397 Intermediate Similarity NPC115656
0.8397 Intermediate Similarity NPC472267
0.8397 Intermediate Similarity NPC477079
0.8397 Intermediate Similarity NPC273878
0.8397 Intermediate Similarity NPC97918
0.8397 Intermediate Similarity NPC88311
0.8397 Intermediate Similarity NPC470913
0.8397 Intermediate Similarity NPC470912
0.8397 Intermediate Similarity NPC82380
0.8397 Intermediate Similarity NPC1314
0.8397 Intermediate Similarity NPC252657
0.8397 Intermediate Similarity NPC141600
0.8397 Intermediate Similarity NPC476966
0.8397 Intermediate Similarity NPC477077
0.8397 Intermediate Similarity NPC107536
0.8397 Intermediate Similarity NPC477076
0.8397 Intermediate Similarity NPC280029
0.8397 Intermediate Similarity NPC470518
0.8397 Intermediate Similarity NPC231529
0.8397 Intermediate Similarity NPC244296
0.8397 Intermediate Similarity NPC252289
0.8385 Intermediate Similarity NPC287423
0.8385 Intermediate Similarity NPC470780
0.8372 Intermediate Similarity NPC177820
0.8372 Intermediate Similarity NPC469841
0.8372 Intermediate Similarity NPC30188
0.8372 Intermediate Similarity NPC469842
0.837 Intermediate Similarity NPC295885
0.837 Intermediate Similarity NPC140045
0.837 Intermediate Similarity NPC596
0.8359 Intermediate Similarity NPC269642
0.8359 Intermediate Similarity NPC28532
0.8359 Intermediate Similarity NPC471965
0.8346 Intermediate Similarity NPC472004
0.8346 Intermediate Similarity NPC475556
0.8346 Intermediate Similarity NPC475629
0.8346 Intermediate Similarity NPC470312
0.8346 Intermediate Similarity NPC475487
0.8346 Intermediate Similarity NPC72260
0.8333 Intermediate Similarity NPC218093
0.8333 Intermediate Similarity NPC241008
0.8333 Intermediate Similarity NPC476775
0.8333 Intermediate Similarity NPC271610
0.8333 Intermediate Similarity NPC476780
0.8333 Intermediate Similarity NPC476774
0.8321 Intermediate Similarity NPC114306
0.8321 Intermediate Similarity NPC470475
0.8321 Intermediate Similarity NPC470476
0.8321 Intermediate Similarity NPC477490
0.832 Intermediate Similarity NPC193382
0.832 Intermediate Similarity NPC199428
0.832 Intermediate Similarity NPC5311
0.832 Intermediate Similarity NPC99620
0.832 Intermediate Similarity NPC310341
0.8308 Intermediate Similarity NPC47113
0.8308 Intermediate Similarity NPC285091
0.8308 Intermediate Similarity NPC174367
0.8295 Intermediate Similarity NPC14617
0.8295 Intermediate Similarity NPC471964
0.8295 Intermediate Similarity NPC262199
0.8295 Intermediate Similarity NPC471961
0.8295 Intermediate Similarity NPC202666
0.8284 Intermediate Similarity NPC248703
0.8284 Intermediate Similarity NPC471234
0.8281 Intermediate Similarity NPC242840
0.8281 Intermediate Similarity NPC314535

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC171619 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
0.9127 High Similarity NPD7319 Approved
0.904 High Similarity NPD7507 Approved
0.8346 Intermediate Similarity NPD8294 Approved
0.8346 Intermediate Similarity NPD8377 Approved
0.8321 Intermediate Similarity NPD7736 Approved
0.8295 Intermediate Similarity NPD8328 Phase 3
0.8281 Intermediate Similarity NPD8380 Approved
0.8281 Intermediate Similarity NPD8296 Approved
0.8281 Intermediate Similarity NPD8379 Approved
0.8281 Intermediate Similarity NPD8033 Approved
0.8281 Intermediate Similarity NPD8378 Approved
0.8281 Intermediate Similarity NPD8335 Approved
0.8268 Intermediate Similarity NPD7516 Approved
0.8189 Intermediate Similarity NPD7327 Approved
0.8189 Intermediate Similarity NPD7328 Approved
0.8106 Intermediate Similarity NPD8293 Discontinued
0.8077 Intermediate Similarity NPD6370 Approved
0.7955 Intermediate Similarity NPD7492 Approved
0.7923 Intermediate Similarity NPD6054 Approved
0.7923 Intermediate Similarity NPD6059 Approved
0.7895 Intermediate Similarity NPD6616 Approved
0.7836 Intermediate Similarity NPD7078 Approved
0.7829 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7786 Intermediate Similarity NPD6319 Approved
0.7734 Intermediate Similarity NPD8133 Approved
0.7727 Intermediate Similarity NPD6016 Approved
0.7727 Intermediate Similarity NPD6015 Approved
0.7692 Intermediate Similarity NPD6009 Approved
0.7669 Intermediate Similarity NPD5988 Approved
0.7656 Intermediate Similarity NPD6882 Approved
0.7619 Intermediate Similarity NPD6686 Approved
0.7594 Intermediate Similarity NPD7503 Approved
0.7559 Intermediate Similarity NPD6372 Approved
0.7559 Intermediate Similarity NPD6373 Approved
0.754 Intermediate Similarity NPD6412 Phase 2
0.7519 Intermediate Similarity NPD8297 Approved
0.7518 Intermediate Similarity NPD6033 Approved
0.748 Intermediate Similarity NPD7320 Approved
0.7462 Intermediate Similarity NPD4632 Approved
0.746 Intermediate Similarity NPD7128 Approved
0.746 Intermediate Similarity NPD6675 Approved
0.746 Intermediate Similarity NPD5739 Approved
0.746 Intermediate Similarity NPD6402 Approved
0.7442 Intermediate Similarity NPD6649 Approved
0.7442 Intermediate Similarity NPD6650 Approved
0.7344 Intermediate Similarity NPD6899 Approved
0.7344 Intermediate Similarity NPD6881 Approved
0.7344 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD8515 Approved
0.7333 Intermediate Similarity NPD8517 Approved
0.7333 Intermediate Similarity NPD8513 Phase 3
0.7333 Intermediate Similarity NPD8516 Approved
0.7293 Intermediate Similarity NPD7115 Discovery
0.7287 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7266 Intermediate Similarity NPD5701 Approved
0.7266 Intermediate Similarity NPD5697 Approved
0.7258 Intermediate Similarity NPD7638 Approved
0.7231 Intermediate Similarity NPD6883 Approved
0.7231 Intermediate Similarity NPD7102 Approved
0.7231 Intermediate Similarity NPD7290 Approved
0.7226 Intermediate Similarity NPD7604 Phase 2
0.7209 Intermediate Similarity NPD6011 Approved
0.7206 Intermediate Similarity NPD5983 Phase 2
0.72 Intermediate Similarity NPD7640 Approved
0.72 Intermediate Similarity NPD7639 Approved
0.7188 Intermediate Similarity NPD6008 Approved
0.7176 Intermediate Similarity NPD6847 Approved
0.7176 Intermediate Similarity NPD6869 Approved
0.7176 Intermediate Similarity NPD8130 Phase 1
0.7176 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD6617 Approved
0.7154 Intermediate Similarity NPD6014 Approved
0.7154 Intermediate Similarity NPD6012 Approved
0.7154 Intermediate Similarity NPD6013 Approved
0.7133 Intermediate Similarity NPD7625 Phase 1
0.7122 Intermediate Similarity NPD6336 Discontinued
0.7109 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD4634 Approved
0.697 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6905 Remote Similarity NPD6083 Phase 2
0.6905 Remote Similarity NPD4755 Approved
0.6905 Remote Similarity NPD6084 Phase 2
0.6894 Remote Similarity NPD4061 Clinical (unspecified phase)
0.687 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6867 Remote Similarity NPD7799 Discontinued
0.6861 Remote Similarity NPD6335 Approved
0.6857 Remote Similarity NPD6067 Discontinued
0.685 Remote Similarity NPD5696 Approved
0.6838 Remote Similarity NPD6274 Approved
0.6835 Remote Similarity NPD6921 Approved
0.6825 Remote Similarity NPD4697 Phase 3
0.6822 Remote Similarity NPD5211 Phase 2
0.6812 Remote Similarity NPD7101 Approved
0.6812 Remote Similarity NPD7100 Approved
0.6797 Remote Similarity NPD4700 Approved
0.6797 Remote Similarity NPD4696 Approved
0.6797 Remote Similarity NPD5286 Approved
0.6797 Remote Similarity NPD5285 Approved
0.6791 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6788 Remote Similarity NPD6317 Approved
0.6774 Remote Similarity NPD5693 Phase 1
0.6772 Remote Similarity NPD7902 Approved
0.6746 Remote Similarity NPD5695 Phase 3
0.6744 Remote Similarity NPD5223 Approved
0.6742 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6741 Remote Similarity NPD6053 Discontinued
0.6739 Remote Similarity NPD6313 Approved
0.6739 Remote Similarity NPD6314 Approved
0.6718 Remote Similarity NPD5141 Approved
0.6714 Remote Similarity NPD6909 Approved
0.6714 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6714 Remote Similarity NPD6908 Approved
0.6692 Remote Similarity NPD5225 Approved
0.6692 Remote Similarity NPD7632 Discontinued
0.6692 Remote Similarity NPD5226 Approved
0.6692 Remote Similarity NPD4633 Approved
0.6692 Remote Similarity NPD5224 Approved
0.669 Remote Similarity NPD5956 Approved
0.6667 Remote Similarity NPD4767 Approved
0.6667 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD4768 Approved
0.6644 Remote Similarity NPD7260 Phase 2
0.6641 Remote Similarity NPD5175 Approved
0.6641 Remote Similarity NPD5174 Approved
0.6641 Remote Similarity NPD4754 Approved
0.6614 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6613 Remote Similarity NPD6673 Approved
0.6613 Remote Similarity NPD6904 Approved
0.6613 Remote Similarity NPD6080 Approved
0.66 Remote Similarity NPD6334 Approved
0.66 Remote Similarity NPD6333 Approved
0.6597 Remote Similarity NPD8074 Phase 3
0.6593 Remote Similarity NPD6371 Approved
0.6589 Remote Similarity NPD4225 Approved
0.6587 Remote Similarity NPD6399 Phase 3
0.6567 Remote Similarity NPD4730 Approved
0.6567 Remote Similarity NPD4729 Approved
0.6535 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6535 Remote Similarity NPD7900 Approved
0.6532 Remote Similarity NPD5737 Approved
0.6532 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6532 Remote Similarity NPD6672 Approved
0.6508 Remote Similarity NPD8034 Phase 2
0.6508 Remote Similarity NPD8035 Phase 2
0.6508 Remote Similarity NPD7515 Phase 2
0.6486 Remote Similarity NPD6845 Suspended
0.648 Remote Similarity NPD5328 Approved
0.6475 Remote Similarity NPD6868 Approved
0.6471 Remote Similarity NPD5250 Approved
0.6471 Remote Similarity NPD5247 Approved
0.6471 Remote Similarity NPD5251 Approved
0.6471 Remote Similarity NPD5249 Phase 3
0.6471 Remote Similarity NPD5248 Approved
0.6457 Remote Similarity NPD4202 Approved
0.6444 Remote Similarity NPD5128 Approved
0.6438 Remote Similarity NPD8337 Approved
0.6438 Remote Similarity NPD8336 Approved
0.6434 Remote Similarity NPD5221 Approved
0.6434 Remote Similarity NPD5222 Approved
0.6434 Remote Similarity NPD5220 Clinical (unspecified phase)
0.64 Remote Similarity NPD6903 Approved
0.6385 Remote Similarity NPD5173 Approved
0.6378 Remote Similarity NPD6050 Approved
0.6378 Remote Similarity NPD6079 Approved
0.6376 Remote Similarity NPD8338 Approved
0.6371 Remote Similarity NPD7146 Approved
0.6371 Remote Similarity NPD6098 Approved
0.6371 Remote Similarity NPD7521 Approved
0.6371 Remote Similarity NPD5330 Approved
0.6371 Remote Similarity NPD6684 Approved
0.6371 Remote Similarity NPD7334 Approved
0.6371 Remote Similarity NPD6409 Approved
0.6364 Remote Similarity NPD1700 Approved
0.635 Remote Similarity NPD5134 Clinical (unspecified phase)
0.635 Remote Similarity NPD5169 Approved
0.635 Remote Similarity NPD5135 Approved
0.6349 Remote Similarity NPD4753 Phase 2
0.6328 Remote Similarity NPD8171 Discontinued
0.6319 Remote Similarity NPD8080 Discontinued
0.6316 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6304 Remote Similarity NPD5215 Approved
0.6304 Remote Similarity NPD5216 Approved
0.6304 Remote Similarity NPD5217 Approved
0.6304 Remote Similarity NPD5127 Approved
0.6301 Remote Similarity NPD8451 Approved
0.6299 Remote Similarity NPD5692 Phase 3
0.629 Remote Similarity NPD5329 Approved
0.6289 Remote Similarity NPD7236 Approved
0.6279 Remote Similarity NPD6001 Approved
0.6276 Remote Similarity NPD7642 Approved
0.6259 Remote Similarity NPD8448 Approved
0.625 Remote Similarity NPD5281 Approved
0.625 Remote Similarity NPD5284 Approved
0.625 Remote Similarity NPD8387 Clinical (unspecified phase)
0.625 Remote Similarity NPD5694 Approved
0.6242 Remote Similarity NPD8391 Approved
0.6242 Remote Similarity NPD8392 Approved
0.6242 Remote Similarity NPD8390 Approved
0.624 Remote Similarity NPD3618 Phase 1
0.624 Remote Similarity NPD3574 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   441874
ChEMBL   CHEMBL449207
ZINC  

Physicochemical Properties

Molecular Weight:  530.25
ALogP:  -1.1675
MLogP:  3.66
XLogP:  1.394
# Rotatable Bonds:  6
Polar Surface Area:  128.59
# H-Bond Aceptor:  9
# H-Bond Donor:  2
# Rings:  7
# Heavy Atoms:  38

Download Data

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