Natural Product: NPC105926

Natural Product ID:  NPC105926
Common Name:   Bruceantinol
IUPAC Name:  
Synonyms:   Bruceantinol
Molecular Formula:   C30H38O13
Standard InCHIKey:  SREUSBYRKOPNJK-UPVZWEQISA-N
Standard InCHI:  InChI=1S/C30H38O13/c1-12(27(4,5)43-14(3)31)8-18(33)42-21-23-29-11-40-30(23,26(38)39-7)24(36)20(35)22(29)28(6)10-16(32)19(34)13(2)15(28)9-17(29)41-25(21)37/h8,15,17,20-24,34-36H,9-11H2,1-7H3/b12-8+/t15-,17+,20+,21+,22+,23+,24-,28-,29+,30+/m0/s1
Canonical SMILES:  COC(=O)[C@]12OC[C@]34[C@H]2[C@@H](OC(=O)/C=C(/C(OC(=O)C)(C)C)C)C(=O)O[C@@H]4C[C@@H]2[C@]([C@H]3[C@H]([C@@H]1O)O)(C)CC(=O)C(=C2C)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
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota fruit Indonesia PMID[17896817]
NPO21014 Brucea antidysenterica Species Simaroubaceae Eukaryota TCMID*
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota TCMID*
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota HerDing*
NPO21014 Brucea antidysenterica Species Simaroubaceae Eukaryota HerDing*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1355 Organism Babesia gibsoni Babesia gibsoni IC50 = 0.012 ug/ml 17896817
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 0.002 ug/ml 3298551

  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 NPC105926 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 NPC91693
1.0 High Similarity NPC18945
1.0 High Similarity NPC265557
0.9912 High Similarity NPC476729
0.9912 High Similarity NPC312833
0.9739 High Similarity NPC24651
0.9652 High Similarity NPC67251
0.9649 High Similarity NPC470779
0.9407 High Similarity NPC476008
0.9386 High Similarity NPC17772
0.9381 High Similarity NPC16081
0.9381 High Similarity NPC173686
0.9322 High Similarity NPC477745
0.9304 High Similarity NPC470777
0.9298 High Similarity NPC473590
0.9298 High Similarity NPC470778
0.9298 High Similarity NPC146432
0.9292 High Similarity NPC45218
0.9292 High Similarity NPC143268
0.9292 High Similarity NPC268238
0.9292 High Similarity NPC323821
0.9237 High Similarity NPC470922
0.9217 High Similarity NPC470776
0.9211 High Similarity NPC328374
0.9211 High Similarity NPC96312
0.9211 High Similarity NPC40632
0.9211 High Similarity NPC213084
0.9211 High Similarity NPC251236
0.9211 High Similarity NPC190185
0.9211 High Similarity NPC89929
0.9204 High Similarity NPC94509
0.9187 High Similarity NPC262813
0.913 High Similarity NPC470854
0.913 High Similarity NPC287343
0.913 High Similarity NPC474654
0.913 High Similarity NPC122033
0.913 High Similarity NPC97908
0.9123 High Similarity NPC299849
0.9123 High Similarity NPC473798
0.9113 High Similarity NPC141215
0.9113 High Similarity NPC251998
0.9113 High Similarity NPC471089
0.9113 High Similarity NPC190065
0.906 High Similarity NPC109607
0.906 High Similarity NPC107338
0.9052 High Similarity NPC297179
0.9052 High Similarity NPC251310
0.9043 High Similarity NPC474734
0.904 High Similarity NPC140045
0.904 High Similarity NPC596
0.904 High Similarity NPC295885
0.9035 High Similarity NPC49451
0.8974 High Similarity NPC476529
0.8974 High Similarity NPC475775
0.8966 High Similarity NPC176513
0.8966 High Similarity NPC470775
0.8898 High Similarity NPC112038
0.8889 High Similarity NPC204552
0.8889 High Similarity NPC188667
0.8879 High Similarity NPC134869
0.8879 High Similarity NPC152199
0.8879 High Similarity NPC235539
0.8871 High Similarity NPC168879
0.887 High Similarity NPC208998
0.887 High Similarity NPC7921
0.8824 High Similarity NPC477046
0.8824 High Similarity NPC102822
0.8793 High Similarity NPC18547
0.8793 High Similarity NPC474906
0.879 High Similarity NPC102316
0.877 High Similarity NPC470780
0.8718 High Similarity NPC474046
0.8718 High Similarity NPC470628
0.8718 High Similarity NPC207217
0.8718 High Similarity NPC259306
0.8707 High Similarity NPC198539
0.8699 High Similarity NPC475636
0.8699 High Similarity NPC295220
0.8696 High Similarity NPC171888
0.8696 High Similarity NPC146945
0.8689 High Similarity NPC181999
0.8689 High Similarity NPC87662
0.8655 High Similarity NPC469488
0.8644 High Similarity NPC473968
0.864 High Similarity NPC478154
0.8632 High Similarity NPC470919
0.8632 High Similarity NPC469877
0.8629 High Similarity NPC309096
0.8629 High Similarity NPC476851
0.8629 High Similarity NPC54614
0.8621 High Similarity NPC269530
0.8621 High Similarity NPC474516
0.8621 High Similarity NPC11252
0.8621 High Similarity NPC289312
0.8596 High Similarity NPC293850
0.8595 High Similarity NPC269642
0.8583 High Similarity NPC478051
0.8571 High Similarity NPC478151
0.856 High Similarity NPC478065
0.856 High Similarity NPC476852
0.856 High Similarity NPC475167
0.856 High Similarity NPC45346
0.856 High Similarity NPC475377
0.856 High Similarity NPC172374
0.856 High Similarity NPC25998
0.856 High Similarity NPC173435
0.856 High Similarity NPC262796
0.856 High Similarity NPC134914
0.856 High Similarity NPC478064
0.856 High Similarity NPC478155
0.856 High Similarity NPC264566
0.856 High Similarity NPC476074
0.856 High Similarity NPC301639
0.856 High Similarity NPC329993
0.8548 High Similarity NPC188291
0.8548 High Similarity NPC476859
0.8547 High Similarity NPC477126
0.8547 High Similarity NPC51978
0.8537 High Similarity NPC293112
0.8537 High Similarity NPC473635
0.8534 High Similarity NPC201992
0.8525 High Similarity NPC227397
0.8525 High Similarity NPC11895
0.8522 High Similarity NPC27814
0.8516 High Similarity NPC243014
0.8509 High Similarity NPC144854
0.8509 High Similarity NPC3316
0.85 High Similarity NPC77689
0.85 High Similarity NPC473636
0.8492 Intermediate Similarity NPC100390
0.8492 Intermediate Similarity NPC478150
0.8492 Intermediate Similarity NPC478153
0.8492 Intermediate Similarity NPC254614
0.8492 Intermediate Similarity NPC478152
0.8492 Intermediate Similarity NPC476193
0.8487 Intermediate Similarity NPC98249
0.8487 Intermediate Similarity NPC134430
0.8487 Intermediate Similarity NPC469684
0.8487 Intermediate Similarity NPC53396
0.8487 Intermediate Similarity NPC58662
0.848 Intermediate Similarity NPC476854
0.848 Intermediate Similarity NPC477196
0.848 Intermediate Similarity NPC231529
0.8475 Intermediate Similarity NPC117712
0.8468 Intermediate Similarity NPC470882
0.8462 Intermediate Similarity NPC317687
0.8462 Intermediate Similarity NPC472002
0.8462 Intermediate Similarity NPC302146
0.8455 Intermediate Similarity NPC81736
0.8455 Intermediate Similarity NPC172154
0.8443 Intermediate Similarity NPC222688
0.8443 Intermediate Similarity NPC170538
0.8435 Intermediate Similarity NPC154608
0.8435 Intermediate Similarity NPC192813
0.8435 Intermediate Similarity NPC289702
0.8435 Intermediate Similarity NPC208461
0.8435 Intermediate Similarity NPC277017
0.843 Intermediate Similarity NPC251226
0.843 Intermediate Similarity NPC109973
0.843 Intermediate Similarity NPC476961
0.843 Intermediate Similarity NPC472004
0.8417 Intermediate Similarity NPC240509
0.8417 Intermediate Similarity NPC284707
0.8413 Intermediate Similarity NPC476855
0.8413 Intermediate Similarity NPC477197
0.8403 Intermediate Similarity NPC270478
0.8403 Intermediate Similarity NPC179626
0.84 Intermediate Similarity NPC329923
0.84 Intermediate Similarity NPC477078
0.84 Intermediate Similarity NPC477194
0.84 Intermediate Similarity NPC477713
0.84 Intermediate Similarity NPC477192
0.84 Intermediate Similarity NPC475281
0.84 Intermediate Similarity NPC477193
0.84 Intermediate Similarity NPC477075
0.84 Intermediate Similarity NPC477712
0.84 Intermediate Similarity NPC477191
0.839 Intermediate Similarity NPC471204
0.839 Intermediate Similarity NPC478212
0.839 Intermediate Similarity NPC159333
0.839 Intermediate Similarity NPC25909
0.8387 Intermediate Similarity NPC285091
0.8387 Intermediate Similarity NPC225049
0.8376 Intermediate Similarity NPC34315
0.8376 Intermediate Similarity NPC157476
0.8376 Intermediate Similarity NPC317107
0.8376 Intermediate Similarity NPC474846
0.8376 Intermediate Similarity NPC469655
0.8376 Intermediate Similarity NPC469656
0.8374 Intermediate Similarity NPC120724
0.8374 Intermediate Similarity NPC469789
0.8362 Intermediate Similarity NPC141350
0.8362 Intermediate Similarity NPC42662
0.8361 Intermediate Similarity NPC275675
0.8361 Intermediate Similarity NPC472000
0.8361 Intermediate Similarity NPC4021
0.8361 Intermediate Similarity NPC159456
0.8361 Intermediate Similarity NPC471999
0.8348 Intermediate Similarity NPC202524
0.8347 Intermediate Similarity NPC268958

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC105926 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
0.8435 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.8226 Intermediate Similarity NPD8328 Phase 3
0.813 Intermediate Similarity NPD6319 Approved
0.8047 Intermediate Similarity NPD7319 Approved
0.7899 Intermediate Similarity NPD6373 Approved
0.7899 Intermediate Similarity NPD6372 Approved
0.7899 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7886 Intermediate Similarity NPD7115 Discovery
0.7874 Intermediate Similarity NPD7492 Approved
0.7851 Intermediate Similarity NPD8297 Approved
0.784 Intermediate Similarity NPD6059 Approved
0.784 Intermediate Similarity NPD6054 Approved
0.7833 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7829 Intermediate Similarity NPD7736 Approved
0.7812 Intermediate Similarity NPD6616 Approved
0.7812 Intermediate Similarity NPD7507 Approved
0.7797 Intermediate Similarity NPD6402 Approved
0.7797 Intermediate Similarity NPD5739 Approved
0.7797 Intermediate Similarity NPD6675 Approved
0.7797 Intermediate Similarity NPD7128 Approved
0.7778 Intermediate Similarity NPD6921 Approved
0.7769 Intermediate Similarity NPD6649 Approved
0.7769 Intermediate Similarity NPD6650 Approved
0.7752 Intermediate Similarity NPD7078 Approved
0.7752 Intermediate Similarity NPD8293 Discontinued
0.7742 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7717 Intermediate Similarity NPD6370 Approved
0.7667 Intermediate Similarity NPD6881 Approved
0.7667 Intermediate Similarity NPD7320 Approved
0.7667 Intermediate Similarity NPD6686 Approved
0.7667 Intermediate Similarity NPD6899 Approved
0.7642 Intermediate Similarity NPD4632 Approved
0.7638 Intermediate Similarity NPD6015 Approved
0.7638 Intermediate Similarity NPD6016 Approved
0.7586 Intermediate Similarity NPD4225 Approved
0.7583 Intermediate Similarity NPD5697 Approved
0.7583 Intermediate Similarity NPD5701 Approved
0.7583 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD5988 Approved
0.7561 Intermediate Similarity NPD6882 Approved
0.7541 Intermediate Similarity NPD7290 Approved
0.7541 Intermediate Similarity NPD6883 Approved
0.7541 Intermediate Similarity NPD7102 Approved
0.75 Intermediate Similarity NPD8513 Phase 3
0.75 Intermediate Similarity NPD8516 Approved
0.75 Intermediate Similarity NPD8515 Approved
0.75 Intermediate Similarity NPD8517 Approved
0.748 Intermediate Similarity NPD8130 Phase 1
0.748 Intermediate Similarity NPD6847 Approved
0.748 Intermediate Similarity NPD6617 Approved
0.748 Intermediate Similarity NPD6869 Approved
0.748 Intermediate Similarity NPD7516 Approved
0.746 Intermediate Similarity NPD6009 Approved
0.7459 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD6014 Approved
0.7459 Intermediate Similarity NPD6012 Approved
0.7459 Intermediate Similarity NPD6013 Approved
0.7436 Intermediate Similarity NPD7638 Approved
0.7402 Intermediate Similarity NPD7328 Approved
0.7402 Intermediate Similarity NPD7327 Approved
0.7398 Intermediate Similarity NPD4634 Approved
0.7385 Intermediate Similarity NPD7604 Phase 2
0.7377 Intermediate Similarity NPD6011 Approved
0.7373 Intermediate Similarity NPD7639 Approved
0.7373 Intermediate Similarity NPD7640 Approved
0.7364 Intermediate Similarity NPD5983 Phase 2
0.7339 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7295 Intermediate Similarity NPD6412 Phase 2
0.7293 Intermediate Similarity NPD6033 Approved
0.7273 Intermediate Similarity NPD6336 Discontinued
0.7259 Intermediate Similarity NPD7260 Phase 2
0.7231 Intermediate Similarity NPD8378 Approved
0.7231 Intermediate Similarity NPD8335 Approved
0.7231 Intermediate Similarity NPD7503 Approved
0.7231 Intermediate Similarity NPD8380 Approved
0.7231 Intermediate Similarity NPD8379 Approved
0.7231 Intermediate Similarity NPD8296 Approved
0.7213 Intermediate Similarity NPD6008 Approved
0.7203 Intermediate Similarity NPD6084 Phase 2
0.7203 Intermediate Similarity NPD7902 Approved
0.7203 Intermediate Similarity NPD6083 Phase 2
0.7203 Intermediate Similarity NPD4755 Approved
0.7154 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD8294 Approved
0.7154 Intermediate Similarity NPD8377 Approved
0.7143 Intermediate Similarity NPD5696 Approved
0.7109 Intermediate Similarity NPD6274 Approved
0.7107 Intermediate Similarity NPD5211 Phase 2
0.7099 Intermediate Similarity NPD8033 Approved
0.7094 Intermediate Similarity NPD7748 Approved
0.709 Intermediate Similarity NPD8074 Phase 3
0.7087 Intermediate Similarity NPD8133 Approved
0.7083 Intermediate Similarity NPD5285 Approved
0.7083 Intermediate Similarity NPD5286 Approved
0.7083 Intermediate Similarity NPD4700 Approved
0.7083 Intermediate Similarity NPD4696 Approved
0.708 Intermediate Similarity NPD6845 Suspended
0.7077 Intermediate Similarity NPD7101 Approved
0.7077 Intermediate Similarity NPD7100 Approved
0.7069 Intermediate Similarity NPD7515 Phase 2
0.7063 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD6053 Discontinued
0.7 Intermediate Similarity NPD6335 Approved
0.6992 Remote Similarity NPD5141 Approved
0.6984 Remote Similarity NPD6371 Approved
0.6983 Remote Similarity NPD46 Approved
0.6983 Remote Similarity NPD6698 Approved
0.6975 Remote Similarity NPD4697 Phase 3
0.697 Remote Similarity NPD6909 Approved
0.697 Remote Similarity NPD6908 Approved
0.6967 Remote Similarity NPD5224 Approved
0.6967 Remote Similarity NPD5226 Approved
0.6967 Remote Similarity NPD4633 Approved
0.6967 Remote Similarity NPD5225 Approved
0.6949 Remote Similarity NPD5282 Discontinued
0.6949 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6949 Remote Similarity NPD7900 Approved
0.6935 Remote Similarity NPD4768 Approved
0.6935 Remote Similarity NPD4767 Approved
0.6923 Remote Similarity NPD6317 Approved
0.6911 Remote Similarity NPD5175 Approved
0.6911 Remote Similarity NPD5174 Approved
0.6897 Remote Similarity NPD5328 Approved
0.6891 Remote Similarity NPD5695 Phase 3
0.6885 Remote Similarity NPD5223 Approved
0.6885 Remote Similarity NPD5344 Discontinued
0.6879 Remote Similarity NPD7966 Clinical (unspecified phase)
0.687 Remote Similarity NPD6313 Approved
0.687 Remote Similarity NPD3573 Approved
0.687 Remote Similarity NPD6314 Approved
0.6864 Remote Similarity NPD6399 Phase 3
0.6846 Remote Similarity NPD6868 Approved
0.6842 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6833 Remote Similarity NPD5222 Approved
0.6833 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6833 Remote Similarity NPD5221 Approved
0.6829 Remote Similarity NPD7632 Discontinued
0.6825 Remote Similarity NPD4729 Approved
0.6825 Remote Similarity NPD4730 Approved
0.681 Remote Similarity NPD5737 Approved
0.681 Remote Similarity NPD6672 Approved
0.6783 Remote Similarity NPD3618 Phase 1
0.678 Remote Similarity NPD5693 Phase 1
0.678 Remote Similarity NPD6079 Approved
0.678 Remote Similarity NPD6411 Approved
0.6777 Remote Similarity NPD5173 Approved
0.6774 Remote Similarity NPD4754 Approved
0.675 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6723 Remote Similarity NPD5779 Approved
0.6723 Remote Similarity NPD5778 Approved
0.6719 Remote Similarity NPD5248 Approved
0.6719 Remote Similarity NPD5247 Approved
0.6719 Remote Similarity NPD5251 Approved
0.6719 Remote Similarity NPD5250 Approved
0.6719 Remote Similarity NPD5249 Phase 3
0.6696 Remote Similarity NPD1694 Approved
0.6693 Remote Similarity NPD5128 Approved
0.6639 Remote Similarity NPD7983 Approved
0.6612 Remote Similarity NPD4629 Approved
0.6612 Remote Similarity NPD5210 Approved
0.6612 Remote Similarity NPD6356 Clinical (unspecified phase)
0.661 Remote Similarity NPD6080 Approved
0.661 Remote Similarity NPD6904 Approved
0.661 Remote Similarity NPD4753 Phase 2
0.661 Remote Similarity NPD5764 Clinical (unspecified phase)
0.661 Remote Similarity NPD6673 Approved
0.661 Remote Similarity NPD6101 Approved
0.6583 Remote Similarity NPD4202 Approved
0.6573 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6571 Remote Similarity NPD5956 Approved
0.6538 Remote Similarity NPD5216 Approved
0.6538 Remote Similarity NPD5215 Approved
0.6538 Remote Similarity NPD5217 Approved
0.6532 Remote Similarity NPD6648 Approved
0.6525 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6110 Phase 1
0.6509 Remote Similarity NPD8434 Phase 2
0.6503 Remote Similarity NPD8415 Approved
0.65 Remote Similarity NPD8034 Phase 2
0.65 Remote Similarity NPD8035 Phase 2
0.6496 Remote Similarity NPD6067 Discontinued
0.6496 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6496 Remote Similarity NPD6409 Approved
0.6496 Remote Similarity NPD7334 Approved
0.6496 Remote Similarity NPD5330 Approved
0.6496 Remote Similarity NPD6684 Approved
0.6496 Remote Similarity NPD7521 Approved
0.6496 Remote Similarity NPD7146 Approved
0.6488 Remote Similarity NPD8407 Phase 2
0.6483 Remote Similarity NPD6334 Approved
0.6483 Remote Similarity NPD6333 Approved
0.648 Remote Similarity NPD1700 Approved
0.6471 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6463 Remote Similarity NPD7799 Discontinued
0.6462 Remote Similarity NPD5169 Approved
0.6462 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6462 Remote Similarity NPD5135 Approved
0.6435 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6412 Remote Similarity NPD5127 Approved
0.6407 Remote Similarity NPD8368 Discontinued

Structure

External Identifiers

PubChem CID   44584511
ChEMBL   CHEMBL450145
ZINC  

Physicochemical Properties

Molecular Weight:  606.23
ALogP:  -0.5229
MLogP:  3.33
XLogP:  0.816
# Rotatable Bonds:  18
Polar Surface Area:  192.19
# H-Bond Aceptor:  13
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  43

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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