Natural Product: NPC72813

Natural Product ID:  NPC72813
Common Name:   Briarlide B
IUPAC Name:  
Synonyms:  
Molecular Formula:   C28H36O13
Standard InCHIKey:  BQNITDJJNQEYHP-FEMRSGJTSA-N
Standard InCHI:  InChI=1S/C28H36O13/c1-12-11-18-28(27(8,41-28)24(34)40-18)23(39-16(5)32)21-25(6,10-9-17(26(21,7)35)36-13(2)29)22(38-15(4)31)19(33)20(12)37-14(3)30/h9-11,17-23,33,35H,1-8H3/b12-11-/t17-,18+,19-,20+,21-,22+,23-,25+,26-,27+,28+/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1/C(=C[C@@H]2OC(=O)[C@]3([C@@]2(O3)[C@@H]([C@@H]2[C@]([C@H]([C@@H]1O)OC(=O)C)(C)C=C[C@H]([C@@]2(C)O)OC(=O)C)OC(=O)C)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
NPO33162 briareum sp. Species Briareidae Eukaryota PMID[14640510]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT616 Cell Line MDCK Canis lupus familiaris CC50 = 15.4 ug/ml 20503985
NPT189 Cell Line Vero Chlorocebus aethiops CC50 = 18.9 ug/ml 17125236

  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 NPC72813 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 NPC326994
1.0 High Similarity NPC474421
1.0 High Similarity NPC324327
1.0 High Similarity NPC194620
0.9899 High Similarity NPC14862
0.9899 High Similarity NPC474664
0.9899 High Similarity NPC327286
0.9899 High Similarity NPC169888
0.9899 High Similarity NPC55972
0.9899 High Similarity NPC233379
0.9898 High Similarity NPC9303
0.9898 High Similarity NPC16313
0.98 High Similarity NPC15218
0.9697 High Similarity NPC475802
0.9694 High Similarity NPC4620
0.9604 High Similarity NPC475922
0.9596 High Similarity NPC475676
0.9596 High Similarity NPC220964
0.951 High Similarity NPC115257
0.951 High Similarity NPC161816
0.9143 High Similarity NPC473877
0.9109 High Similarity NPC19239
0.9109 High Similarity NPC474165
0.9109 High Similarity NPC474166
0.9109 High Similarity NPC69171
0.901 High Similarity NPC183571
0.8889 High Similarity NPC474333
0.8857 High Similarity NPC42662
0.8824 High Similarity NPC471148
0.8807 High Similarity NPC296822
0.8762 High Similarity NPC94377
0.8725 High Similarity NPC164598
0.8725 High Similarity NPC474339
0.8667 High Similarity NPC475587
0.8667 High Similarity NPC475510
0.8667 High Similarity NPC477513
0.8654 High Similarity NPC472756
0.8641 High Similarity NPC472754
0.8627 High Similarity NPC475949
0.8611 High Similarity NPC317687
0.8598 High Similarity NPC281624
0.8585 High Similarity NPC473595
0.8585 High Similarity NPC473939
0.8544 High Similarity NPC472753
0.8519 High Similarity NPC317107
0.8468 Intermediate Similarity NPC476712
0.8468 Intermediate Similarity NPC476713
0.8462 Intermediate Similarity NPC149371
0.8455 Intermediate Similarity NPC73314
0.8431 Intermediate Similarity NPC471140
0.8426 Intermediate Similarity NPC473594
0.8426 Intermediate Similarity NPC474586
0.8426 Intermediate Similarity NPC473975
0.8426 Intermediate Similarity NPC473843
0.8381 Intermediate Similarity NPC472755
0.8378 Intermediate Similarity NPC476711
0.8378 Intermediate Similarity NPC476710
0.8365 Intermediate Similarity NPC47880
0.835 Intermediate Similarity NPC471144
0.8349 Intermediate Similarity NPC194619
0.8333 Intermediate Similarity NPC473859
0.8333 Intermediate Similarity NPC230800
0.8333 Intermediate Similarity NPC279621
0.8302 Intermediate Similarity NPC472748
0.8302 Intermediate Similarity NPC474741
0.8269 Intermediate Similarity NPC288876
0.8241 Intermediate Similarity NPC322903
0.8235 Intermediate Similarity NPC475659
0.8224 Intermediate Similarity NPC472749
0.8224 Intermediate Similarity NPC472751
0.8208 Intermediate Similarity NPC472747
0.8208 Intermediate Similarity NPC472750
0.8208 Intermediate Similarity NPC475945
0.8208 Intermediate Similarity NPC475871
0.819 Intermediate Similarity NPC201718
0.819 Intermediate Similarity NPC264477
0.819 Intermediate Similarity NPC477511
0.8173 Intermediate Similarity NPC222303
0.8163 Intermediate Similarity NPC478112
0.8158 Intermediate Similarity NPC470186
0.8155 Intermediate Similarity NPC17585
0.8155 Intermediate Similarity NPC476315
0.8142 Intermediate Similarity NPC471146
0.8137 Intermediate Similarity NPC474247
0.8131 Intermediate Similarity NPC471143
0.8131 Intermediate Similarity NPC258532
0.8131 Intermediate Similarity NPC477510
0.8113 Intermediate Similarity NPC474747
0.81 Intermediate Similarity NPC475971
0.8095 Intermediate Similarity NPC477512
0.8091 Intermediate Similarity NPC5103
0.807 Intermediate Similarity NPC475130
0.807 Intermediate Similarity NPC475401
0.807 Intermediate Similarity NPC474286
0.8058 Intermediate Similarity NPC107476
0.8058 Intermediate Similarity NPC471141
0.8058 Intermediate Similarity NPC14961
0.8058 Intermediate Similarity NPC270013
0.8058 Intermediate Similarity NPC36954
0.8053 Intermediate Similarity NPC270478
0.8039 Intermediate Similarity NPC212486
0.8039 Intermediate Similarity NPC228451
0.8039 Intermediate Similarity NPC125674
0.8039 Intermediate Similarity NPC475838
0.8039 Intermediate Similarity NPC476300
0.8036 Intermediate Similarity NPC477126
0.8036 Intermediate Similarity NPC469454
0.8036 Intermediate Similarity NPC469463
0.8036 Intermediate Similarity NPC469496
0.8019 Intermediate Similarity NPC474742
0.8019 Intermediate Similarity NPC476270
0.8 Intermediate Similarity NPC161855
0.8 Intermediate Similarity NPC473326
0.8 Intermediate Similarity NPC477092
0.7982 Intermediate Similarity NPC475305
0.7982 Intermediate Similarity NPC26617
0.7982 Intermediate Similarity NPC473590
0.7981 Intermediate Similarity NPC76862
0.7981 Intermediate Similarity NPC158416
0.7981 Intermediate Similarity NPC470883
0.7981 Intermediate Similarity NPC54731
0.7981 Intermediate Similarity NPC39859
0.7963 Intermediate Similarity NPC296950
0.7963 Intermediate Similarity NPC146731
0.7963 Intermediate Similarity NPC203659
0.7961 Intermediate Similarity NPC81386
0.7961 Intermediate Similarity NPC303942
0.7961 Intermediate Similarity NPC57405
0.7961 Intermediate Similarity NPC474035
0.7949 Intermediate Similarity NPC188222
0.7949 Intermediate Similarity NPC310035
0.7949 Intermediate Similarity NPC282003
0.7944 Intermediate Similarity NPC324017
0.7944 Intermediate Similarity NPC105725
0.7944 Intermediate Similarity NPC320019
0.7944 Intermediate Similarity NPC474709
0.7941 Intermediate Similarity NPC30515
0.7941 Intermediate Similarity NPC184463
0.7931 Intermediate Similarity NPC475003
0.7909 Intermediate Similarity NPC308191
0.7905 Intermediate Similarity NPC40812
0.79 Intermediate Similarity NPC266957
0.789 Intermediate Similarity NPC179891
0.7885 Intermediate Similarity NPC471142
0.7881 Intermediate Similarity NPC303006
0.7881 Intermediate Similarity NPC67251
0.7876 Intermediate Similarity NPC101400
0.7876 Intermediate Similarity NPC101965
0.787 Intermediate Similarity NPC110989
0.787 Intermediate Similarity NPC475321
0.787 Intermediate Similarity NPC232515
0.787 Intermediate Similarity NPC260809
0.787 Intermediate Similarity NPC474783
0.7869 Intermediate Similarity NPC470185
0.7864 Intermediate Similarity NPC475912
0.7857 Intermediate Similarity NPC179798
0.7857 Intermediate Similarity NPC304180
0.7857 Intermediate Similarity NPC287311
0.7857 Intermediate Similarity NPC231601
0.785 Intermediate Similarity NPC15993
0.785 Intermediate Similarity NPC473332
0.7843 Intermediate Similarity NPC65359
0.7843 Intermediate Similarity NPC474232
0.7843 Intermediate Similarity NPC475748
0.7843 Intermediate Similarity NPC51004
0.7843 Intermediate Similarity NPC469368
0.7843 Intermediate Similarity NPC475855
0.7838 Intermediate Similarity NPC477102
0.7826 Intermediate Similarity NPC471145
0.7826 Intermediate Similarity NPC469684
0.7822 Intermediate Similarity NPC287089
0.7822 Intermediate Similarity NPC476803
0.7818 Intermediate Similarity NPC266514
0.781 Intermediate Similarity NPC473291
0.781 Intermediate Similarity NPC476009
0.78 Intermediate Similarity NPC278283
0.78 Intermediate Similarity NPC50637
0.7797 Intermediate Similarity NPC23786
0.7797 Intermediate Similarity NPC470265
0.7788 Intermediate Similarity NPC66108
0.7788 Intermediate Similarity NPC313921
0.7788 Intermediate Similarity NPC121825
0.7788 Intermediate Similarity NPC190294
0.7788 Intermediate Similarity NPC98038
0.7788 Intermediate Similarity NPC471147
0.7778 Intermediate Similarity NPC475986
0.7778 Intermediate Similarity NPC473596
0.7778 Intermediate Similarity NPC49393
0.7778 Intermediate Similarity NPC283567
0.7778 Intermediate Similarity NPC252242
0.7778 Intermediate Similarity NPC39996
0.7778 Intermediate Similarity NPC200672
0.7778 Intermediate Similarity NPC475956
0.7778 Intermediate Similarity NPC225353
0.7778 Intermediate Similarity NPC214714
0.7768 Intermediate Similarity NPC257240
0.7768 Intermediate Similarity NPC475563
0.7768 Intermediate Similarity NPC235014
0.7768 Intermediate Similarity NPC472215
0.7768 Intermediate Similarity NPC477103

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC72813 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
0.802 Intermediate Similarity NPD6698 Approved
0.802 Intermediate Similarity NPD46 Approved
0.7982 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7768 Intermediate Similarity NPD6371 Approved
0.7699 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7596 Intermediate Similarity NPD7983 Approved
0.75 Intermediate Similarity NPD7838 Discovery
0.7453 Intermediate Similarity NPD5282 Discontinued
0.7373 Intermediate Similarity NPD7115 Discovery
0.7353 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7281 Intermediate Similarity NPD6686 Approved
0.7273 Intermediate Similarity NPD8513 Phase 3
0.7273 Intermediate Similarity NPD8516 Approved
0.7273 Intermediate Similarity NPD8515 Approved
0.7273 Intermediate Similarity NPD8517 Approved
0.7222 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD5779 Approved
0.7196 Intermediate Similarity NPD5778 Approved
0.7182 Intermediate Similarity NPD4225 Approved
0.713 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD5344 Discontinued
0.7049 Intermediate Similarity NPD6319 Approved
0.7009 Intermediate Similarity NPD5785 Approved
0.7009 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.6984 Remote Similarity NPD8074 Phase 3
0.6944 Remote Similarity NPD6411 Approved
0.6916 Remote Similarity NPD1695 Approved
0.6875 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6825 Remote Similarity NPD7492 Approved
0.6803 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6796 Remote Similarity NPD5369 Approved
0.6789 Remote Similarity NPD7637 Suspended
0.6774 Remote Similarity NPD6054 Approved
0.6772 Remote Similarity NPD8273 Phase 1
0.6772 Remote Similarity NPD6616 Approved
0.6767 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6759 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6759 Remote Similarity NPD6101 Approved
0.6752 Remote Similarity NPD5954 Clinical (unspecified phase)
0.675 Remote Similarity NPD8297 Approved
0.6746 Remote Similarity NPD8328 Phase 3
0.6731 Remote Similarity NPD4269 Approved
0.6731 Remote Similarity NPD4270 Approved
0.6729 Remote Similarity NPD4250 Approved
0.6729 Remote Similarity NPD4251 Approved
0.6719 Remote Similarity NPD7078 Approved
0.6696 Remote Similarity NPD7839 Suspended
0.6667 Remote Similarity NPD6649 Approved
0.6667 Remote Similarity NPD6648 Approved
0.6667 Remote Similarity NPD6650 Approved
0.6667 Remote Similarity NPD6370 Approved
0.6667 Remote Similarity NPD7736 Approved
0.6667 Remote Similarity NPD7154 Phase 3
0.664 Remote Similarity NPD6059 Approved
0.6639 Remote Similarity NPD6372 Approved
0.6639 Remote Similarity NPD6373 Approved
0.6637 Remote Similarity NPD6084 Phase 2
0.6637 Remote Similarity NPD6083 Phase 2
0.6636 Remote Similarity NPD5786 Approved
0.6636 Remote Similarity NPD4249 Approved
0.6615 Remote Similarity NPD7319 Approved
0.6614 Remote Similarity NPD7642 Approved
0.6612 Remote Similarity NPD6053 Discontinued
0.6589 Remote Similarity NPD8293 Discontinued
0.6587 Remote Similarity NPD6016 Approved
0.6587 Remote Similarity NPD6921 Approved
0.6587 Remote Similarity NPD6015 Approved
0.6579 Remote Similarity NPD7638 Approved
0.6577 Remote Similarity NPD6399 Phase 3
0.6557 Remote Similarity NPD4632 Approved
0.6555 Remote Similarity NPD6899 Approved
0.6555 Remote Similarity NPD6881 Approved
0.6542 Remote Similarity NPD1694 Approved
0.6542 Remote Similarity NPD5363 Approved
0.6538 Remote Similarity NPD4819 Approved
0.6538 Remote Similarity NPD4822 Approved
0.6538 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6538 Remote Similarity NPD4821 Approved
0.6538 Remote Similarity NPD4252 Approved
0.6538 Remote Similarity NPD4820 Approved
0.6535 Remote Similarity NPD5988 Approved
0.6525 Remote Similarity NPD6402 Approved
0.6525 Remote Similarity NPD5739 Approved
0.6525 Remote Similarity NPD7128 Approved
0.6525 Remote Similarity NPD6675 Approved
0.6522 Remote Similarity NPD7640 Approved
0.6522 Remote Similarity NPD7639 Approved
0.6515 Remote Similarity NPD7260 Phase 2
0.6512 Remote Similarity NPD7507 Approved
0.6512 Remote Similarity NPD8451 Approved
0.6509 Remote Similarity NPD5362 Discontinued
0.6509 Remote Similarity NPD6110 Phase 1
0.6505 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6484 Remote Similarity NPD7604 Phase 2
0.6484 Remote Similarity NPD7830 Approved
0.6484 Remote Similarity NPD7829 Approved
0.6475 Remote Similarity NPD6882 Approved
0.6471 Remote Similarity NPD5697 Approved
0.6471 Remote Similarity NPD6412 Phase 2
0.6462 Remote Similarity NPD8448 Approved
0.646 Remote Similarity NPD5695 Phase 3
0.6446 Remote Similarity NPD6883 Approved
0.6446 Remote Similarity NPD7290 Approved
0.6446 Remote Similarity NPD7102 Approved
0.6435 Remote Similarity NPD5696 Approved
0.6423 Remote Similarity NPD8133 Approved
0.6417 Remote Similarity NPD7320 Approved
0.6415 Remote Similarity NPD6435 Approved
0.64 Remote Similarity NPD6009 Approved
0.6393 Remote Similarity NPD6617 Approved
0.6393 Remote Similarity NPD8130 Phase 1
0.6393 Remote Similarity NPD6847 Approved
0.6393 Remote Similarity NPD6869 Approved
0.6389 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6387 Remote Similarity NPD6008 Approved
0.6373 Remote Similarity NPD8039 Approved
0.6364 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6014 Approved
0.6364 Remote Similarity NPD6012 Approved
0.6364 Remote Similarity NPD6013 Approved
0.6346 Remote Similarity NPD4268 Approved
0.6346 Remote Similarity NPD4271 Approved
0.6333 Remote Similarity NPD5701 Approved
0.6328 Remote Similarity NPD7503 Approved
0.6328 Remote Similarity NPD8444 Approved
0.6328 Remote Similarity NPD5983 Phase 2
0.6316 Remote Similarity NPD8391 Approved
0.6316 Remote Similarity NPD8390 Approved
0.6316 Remote Similarity NPD8392 Approved
0.6311 Remote Similarity NPD4634 Approved
0.6308 Remote Similarity NPD8340 Approved
0.6308 Remote Similarity NPD8342 Approved
0.6308 Remote Similarity NPD8341 Approved
0.6308 Remote Similarity NPD8299 Approved
0.6281 Remote Similarity NPD6011 Approved
0.6273 Remote Similarity NPD7524 Approved
0.6262 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6262 Remote Similarity NPD5209 Approved
0.6261 Remote Similarity NPD4792 Clinical (unspecified phase)
0.626 Remote Similarity NPD2204 Approved
0.626 Remote Similarity NPD6336 Discontinued
0.6226 Remote Similarity NPD5368 Approved
0.6222 Remote Similarity NPD6845 Suspended
0.622 Remote Similarity NPD7328 Approved
0.622 Remote Similarity NPD7327 Approved
0.6216 Remote Similarity NPD6672 Approved
0.6216 Remote Similarity NPD5737 Approved
0.6202 Remote Similarity NPD8033 Approved
0.6202 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6195 Remote Similarity NPD5693 Phase 1
0.6194 Remote Similarity NPD5956 Approved
0.6179 Remote Similarity NPD6421 Discontinued
0.6172 Remote Similarity NPD7516 Approved
0.6165 Remote Similarity NPD6033 Approved
0.6154 Remote Similarity NPD8080 Discontinued
0.6147 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6147 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6131 Remote Similarity NPD8415 Approved
0.6129 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6124 Remote Similarity NPD8377 Approved
0.6124 Remote Similarity NPD8294 Approved
0.6087 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6077 Remote Similarity NPD8380 Approved
0.6077 Remote Similarity NPD8296 Approved
0.6077 Remote Similarity NPD8335 Approved
0.6077 Remote Similarity NPD8379 Approved
0.6077 Remote Similarity NPD8378 Approved
0.6068 Remote Similarity NPD7902 Approved
0.6055 Remote Similarity NPD5332 Approved
0.6055 Remote Similarity NPD6695 Phase 3
0.6055 Remote Similarity NPD5331 Approved
0.6053 Remote Similarity NPD4810 Clinical (unspecified phase)
0.605 Remote Similarity NPD1700 Approved
0.6047 Remote Similarity NPD7100 Approved
0.6047 Remote Similarity NPD7101 Approved
0.6036 Remote Similarity NPD6098 Approved
0.6034 Remote Similarity NPD4629 Approved
0.6034 Remote Similarity NPD5210 Approved
0.6033 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6033 Remote Similarity NPD4057 Clinical (unspecified phase)
0.602 Remote Similarity NPD3197 Phase 1
0.6019 Remote Similarity NPD4790 Discontinued
0.6018 Remote Similarity NPD6080 Approved
0.6018 Remote Similarity NPD6904 Approved
0.6018 Remote Similarity NPD5370 Suspended
0.6018 Remote Similarity NPD4753 Phase 2
0.6018 Remote Similarity NPD6673 Approved
0.6016 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6016 Remote Similarity NPD7500 Approved
0.6 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD7632 Discontinued
0.6 Remote Similarity NPD4786 Approved
0.5969 Remote Similarity NPD7641 Discontinued
0.5969 Remote Similarity NPD6335 Approved
0.5966 Remote Similarity NPD5285 Approved
0.5966 Remote Similarity NPD5286 Approved
0.5966 Remote Similarity NPD4696 Approved
0.5963 Remote Similarity NPD3667 Approved
0.5963 Remote Similarity NPD4800 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11753508
ChEMBL   CHEMBL493648
ZINC  

Physicochemical Properties

Molecular Weight:  580.22
ALogP:  -0.1488
MLogP:  3.11
XLogP:  0.219
# Rotatable Bonds:  18
Polar Surface Area:  184.49
# H-Bond Aceptor:  13
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  41

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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