Natural Product: NPC11804

Natural Product ID:  NPC11804
Common Name:   Vibsanin U
IUPAC Name:   [(1R,2E,4S,6Z,9E,11R)-4-(3,4-dihydroxy-4-methylpentyl)-11-hydroxy-7-(hydroxymethyl)-4,11-dimethyl-8-oxocycloundeca-2,6,9-trien-1-yl] 3-methylbut-2-enoate
Synonyms:   Vibsanin U
Molecular Formula:   C25H38O7
Standard InCHIKey:  GFAQUYIQNBAVAL-WQPDWFRBSA-N
Standard InCHI:  InChI=1S/C25H38O7/c1-17(2)15-22(29)32-21-10-13-24(5,12-9-20(28)23(3,4)30)11-7-18(16-26)19(27)8-14-25(21,6)31/h7-8,10,13-15,20-21,26,28,30-31H,9,11-12,16H2,1-6H3/b13-10+,14-8+,18-7-/t20?,21-,24-,25-/m1/s1
Canonical SMILES:  OC/C/1=C/C[C@](C)(CCC(C(O)(C)C)O)/C=C/[C@H]([C@](/C=C/C1=O)(C)O)OC(=O)C=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
NPO6717 Viburnum awabuki Species Adoxaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 < 10 ug/ml 15043405

  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 NPC11804 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
0.9747 High Similarity NPC161045
0.9114 High Similarity NPC279532
0.8861 High Similarity NPC203277
0.8554 High Similarity NPC112868
0.8471 Intermediate Similarity NPC160517
0.8471 Intermediate Similarity NPC186155
0.8471 Intermediate Similarity NPC78673
0.8444 Intermediate Similarity NPC65829
0.8372 Intermediate Similarity NPC261380
0.8353 Intermediate Similarity NPC474809
0.8276 Intermediate Similarity NPC61527
0.8276 Intermediate Similarity NPC311163
0.8228 Intermediate Similarity NPC469660
0.8161 Intermediate Similarity NPC471494
0.814 Intermediate Similarity NPC23748
0.814 Intermediate Similarity NPC49208
0.814 Intermediate Similarity NPC44261
0.8132 Intermediate Similarity NPC469692
0.8132 Intermediate Similarity NPC469645
0.8125 Intermediate Similarity NPC472755
0.8111 Intermediate Similarity NPC145666
0.8105 Intermediate Similarity NPC472753
0.8043 Intermediate Similarity NPC121825
0.8023 Intermediate Similarity NPC474291
0.8023 Intermediate Similarity NPC85772
0.8021 Intermediate Similarity NPC472754
0.8 Intermediate Similarity NPC83423
0.8 Intermediate Similarity NPC4299
0.7931 Intermediate Similarity NPC16488
0.7927 Intermediate Similarity NPC160540
0.7912 Intermediate Similarity NPC3952
0.7912 Intermediate Similarity NPC474761
0.7912 Intermediate Similarity NPC476004
0.7912 Intermediate Similarity NPC473448
0.7907 Intermediate Similarity NPC474980
0.7907 Intermediate Similarity NPC475944
0.7907 Intermediate Similarity NPC474894
0.79 Intermediate Similarity NPC47951
0.7895 Intermediate Similarity NPC316598
0.7895 Intermediate Similarity NPC159763
0.7895 Intermediate Similarity NPC124512
0.7895 Intermediate Similarity NPC475653
0.7895 Intermediate Similarity NPC278386
0.7882 Intermediate Similarity NPC471537
0.7875 Intermediate Similarity NPC101622
0.7865 Intermediate Similarity NPC261721
0.7865 Intermediate Similarity NPC315395
0.7865 Intermediate Similarity NPC316426
0.7857 Intermediate Similarity NPC40049
0.7857 Intermediate Similarity NPC472756
0.7849 Intermediate Similarity NPC167219
0.7849 Intermediate Similarity NPC469491
0.7841 Intermediate Similarity NPC243618
0.7841 Intermediate Similarity NPC471301
0.7841 Intermediate Similarity NPC9868
0.7841 Intermediate Similarity NPC70424
0.7831 Intermediate Similarity NPC260396
0.7826 Intermediate Similarity NPC303697
0.7826 Intermediate Similarity NPC158061
0.7822 Intermediate Similarity NPC29133
0.7802 Intermediate Similarity NPC133450
0.7802 Intermediate Similarity NPC20946
0.7789 Intermediate Similarity NPC120299
0.7789 Intermediate Similarity NPC40812
0.7789 Intermediate Similarity NPC73911
0.7778 Intermediate Similarity NPC72513
0.7765 Intermediate Similarity NPC209135
0.7765 Intermediate Similarity NPC473471
0.7765 Intermediate Similarity NPC474816
0.7753 Intermediate Similarity NPC137033
0.7745 Intermediate Similarity NPC470961
0.7742 Intermediate Similarity NPC53555
0.7738 Intermediate Similarity NPC477202
0.7732 Intermediate Similarity NPC133907
0.7732 Intermediate Similarity NPC110443
0.7732 Intermediate Similarity NPC46998
0.7732 Intermediate Similarity NPC128733
0.7732 Intermediate Similarity NPC185141
0.7717 Intermediate Similarity NPC177668
0.7711 Intermediate Similarity NPC315843
0.7711 Intermediate Similarity NPC107654
0.7711 Intermediate Similarity NPC144995
0.7711 Intermediate Similarity NPC227814
0.7708 Intermediate Similarity NPC161855
0.7708 Intermediate Similarity NPC141191
0.7708 Intermediate Similarity NPC83895
0.7708 Intermediate Similarity NPC187761
0.7708 Intermediate Similarity NPC475068
0.7701 Intermediate Similarity NPC315731
0.7701 Intermediate Similarity NPC325031
0.7692 Intermediate Similarity NPC227379
0.7692 Intermediate Similarity NPC260343
0.7692 Intermediate Similarity NPC153805
0.7692 Intermediate Similarity NPC474471
0.7684 Intermediate Similarity NPC472995
0.7684 Intermediate Similarity NPC255410
0.7684 Intermediate Similarity NPC473291
0.7684 Intermediate Similarity NPC473153
0.7677 Intermediate Similarity NPC203659
0.7674 Intermediate Similarity NPC139712
0.767 Intermediate Similarity NPC138757
0.767 Intermediate Similarity NPC191620
0.7667 Intermediate Similarity NPC469483
0.7667 Intermediate Similarity NPC472009
0.766 Intermediate Similarity NPC472467
0.766 Intermediate Similarity NPC53685
0.766 Intermediate Similarity NPC477241
0.7653 Intermediate Similarity NPC473596
0.7647 Intermediate Similarity NPC475711
0.7647 Intermediate Similarity NPC51809
0.7647 Intermediate Similarity NPC257240
0.7647 Intermediate Similarity NPC84360
0.7647 Intermediate Similarity NPC176329
0.7647 Intermediate Similarity NPC477203
0.7647 Intermediate Similarity NPC125365
0.7647 Intermediate Similarity NPC49302
0.7647 Intermediate Similarity NPC474818
0.7647 Intermediate Similarity NPC476007
0.7647 Intermediate Similarity NPC262747
0.764 Intermediate Similarity NPC474865
0.764 Intermediate Similarity NPC31086
0.7634 Intermediate Similarity NPC111114
0.7634 Intermediate Similarity NPC300312
0.7634 Intermediate Similarity NPC30515
0.7634 Intermediate Similarity NPC261607
0.7614 Intermediate Similarity NPC471298
0.7609 Intermediate Similarity NPC82876
0.7609 Intermediate Similarity NPC79027
0.7609 Intermediate Similarity NPC212598
0.7604 Intermediate Similarity NPC53844
0.7604 Intermediate Similarity NPC169205
0.7604 Intermediate Similarity NPC287668
0.7604 Intermediate Similarity NPC205143
0.76 Intermediate Similarity NPC472749
0.76 Intermediate Similarity NPC472751
0.7596 Intermediate Similarity NPC46269
0.7596 Intermediate Similarity NPC106395
0.759 Intermediate Similarity NPC477085
0.7586 Intermediate Similarity NPC472948
0.7582 Intermediate Similarity NPC248602
0.7582 Intermediate Similarity NPC131329
0.7582 Intermediate Similarity NPC478145
0.7582 Intermediate Similarity NPC472007
0.7582 Intermediate Similarity NPC471738
0.7582 Intermediate Similarity NPC478144
0.7582 Intermediate Similarity NPC199382
0.7582 Intermediate Similarity NPC245004
0.7579 Intermediate Similarity NPC300710
0.7579 Intermediate Similarity NPC36954
0.7579 Intermediate Similarity NPC272050
0.7579 Intermediate Similarity NPC209355
0.7579 Intermediate Similarity NPC476488
0.7579 Intermediate Similarity NPC472469
0.7579 Intermediate Similarity NPC476487
0.7576 Intermediate Similarity NPC110989
0.7576 Intermediate Similarity NPC475945
0.7576 Intermediate Similarity NPC472747
0.7576 Intermediate Similarity NPC475871
0.7576 Intermediate Similarity NPC472750
0.7573 Intermediate Similarity NPC324683
0.7561 Intermediate Similarity NPC473361
0.7561 Intermediate Similarity NPC329904
0.7558 Intermediate Similarity NPC221095
0.7558 Intermediate Similarity NPC248775
0.7558 Intermediate Similarity NPC279214
0.7556 Intermediate Similarity NPC475034
0.7553 Intermediate Similarity NPC59646
0.7553 Intermediate Similarity NPC472196
0.7553 Intermediate Similarity NPC238090
0.7553 Intermediate Similarity NPC475912
0.7553 Intermediate Similarity NPC472195
0.7551 Intermediate Similarity NPC474742
0.7549 Intermediate Similarity NPC475065
0.7531 Intermediate Similarity NPC310210
0.7529 Intermediate Similarity NPC209113
0.7529 Intermediate Similarity NPC301207
0.7529 Intermediate Similarity NPC469880
0.7529 Intermediate Similarity NPC127118
0.7528 Intermediate Similarity NPC229799
0.7528 Intermediate Similarity NPC477784
0.7528 Intermediate Similarity NPC477786
0.7528 Intermediate Similarity NPC471297
0.7528 Intermediate Similarity NPC284472
0.7528 Intermediate Similarity NPC11620
0.7528 Intermediate Similarity NPC477785
0.7528 Intermediate Similarity NPC286770
0.7527 Intermediate Similarity NPC51486
0.7527 Intermediate Similarity NPC265856
0.7527 Intermediate Similarity NPC182136
0.7527 Intermediate Similarity NPC51004
0.7527 Intermediate Similarity NPC472466
0.7527 Intermediate Similarity NPC166554
0.7527 Intermediate Similarity NPC475879
0.7526 Intermediate Similarity NPC308567
0.7526 Intermediate Similarity NPC65700
0.7526 Intermediate Similarity NPC261377
0.7526 Intermediate Similarity NPC255592
0.7525 Intermediate Similarity NPC329048
0.7525 Intermediate Similarity NPC330011
0.7524 Intermediate Similarity NPC138303

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC11804 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
0.7912 Intermediate Similarity NPD5785 Approved
0.7912 Intermediate Similarity NPD7838 Discovery
0.7895 Intermediate Similarity NPD4225 Approved
0.7647 Intermediate Similarity NPD6371 Approved
0.7396 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD7115 Discovery
0.7374 Intermediate Similarity NPD5344 Discontinued
0.7363 Intermediate Similarity NPD5363 Approved
0.7347 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD46 Approved
0.734 Intermediate Similarity NPD6698 Approved
0.7263 Intermediate Similarity NPD7983 Approved
0.7253 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD5209 Approved
0.716 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD4269 Approved
0.7033 Intermediate Similarity NPD4270 Approved
0.7019 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.6966 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6957 Remote Similarity NPD7154 Phase 3
0.6931 Remote Similarity NPD6648 Approved
0.6923 Remote Similarity NPD5369 Approved
0.6915 Remote Similarity NPD5786 Approved
0.6907 Remote Similarity NPD7637 Suspended
0.6837 Remote Similarity NPD5779 Approved
0.6837 Remote Similarity NPD5778 Approved
0.6813 Remote Similarity NPD4820 Approved
0.6813 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6813 Remote Similarity NPD4252 Approved
0.6813 Remote Similarity NPD4822 Approved
0.6813 Remote Similarity NPD4821 Approved
0.6813 Remote Similarity NPD4819 Approved
0.6792 Remote Similarity NPD6686 Approved
0.6774 Remote Similarity NPD5362 Discontinued
0.6765 Remote Similarity NPD7640 Approved
0.6765 Remote Similarity NPD7639 Approved
0.6735 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7638 Approved
0.6632 Remote Similarity NPD1694 Approved
0.6632 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6629 Remote Similarity NPD8039 Approved
0.6596 Remote Similarity NPD5332 Approved
0.6596 Remote Similarity NPD5331 Approved
0.6593 Remote Similarity NPD4268 Approved
0.6593 Remote Similarity NPD4271 Approved
0.6559 Remote Similarity NPD4790 Discontinued
0.6531 Remote Similarity NPD5370 Suspended
0.6531 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6531 Remote Similarity NPD6101 Approved
0.6495 Remote Similarity NPD7524 Approved
0.6471 Remote Similarity NPD7839 Suspended
0.6471 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6455 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6436 Remote Similarity NPD5282 Discontinued
0.6429 Remote Similarity NPD5325 Clinical (unspecified phase)
0.64 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6327 Remote Similarity NPD4251 Approved
0.6327 Remote Similarity NPD4250 Approved
0.6316 Remote Similarity NPD6435 Approved
0.6306 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6304 Remote Similarity NPD4756 Discovery
0.6289 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6277 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6275 Remote Similarity NPD7748 Approved
0.6265 Remote Similarity NPD4246 Clinical (unspecified phase)
0.625 Remote Similarity NPD6110 Phase 1
0.625 Remote Similarity NPD6083 Phase 2
0.625 Remote Similarity NPD6084 Phase 2
0.625 Remote Similarity NPD8297 Approved
0.625 Remote Similarity NPD6695 Phase 3
0.6239 Remote Similarity NPD7503 Approved
0.6238 Remote Similarity NPD7515 Phase 2
0.6235 Remote Similarity NPD3197 Phase 1
0.6224 Remote Similarity NPD4249 Approved
0.62 Remote Similarity NPD6051 Approved
0.6196 Remote Similarity NPD6933 Approved
0.619 Remote Similarity NPD4194 Approved
0.619 Remote Similarity NPD4193 Approved
0.619 Remote Similarity NPD4191 Approved
0.619 Remote Similarity NPD4192 Approved
0.6186 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6182 Remote Similarity NPD6899 Approved
0.6182 Remote Similarity NPD6881 Approved
0.6182 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6176 Remote Similarity NPD6399 Phase 3
0.6174 Remote Similarity NPD7505 Discontinued
0.6168 Remote Similarity NPD7632 Discontinued
0.6154 Remote Similarity NPD6319 Approved
0.6134 Remote Similarity NPD7642 Approved
0.6126 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6122 Remote Similarity NPD1696 Phase 3
0.6121 Remote Similarity NPD7327 Approved
0.6121 Remote Similarity NPD7328 Approved
0.6111 Remote Similarity NPD6647 Phase 2
0.6105 Remote Similarity NPD5368 Approved
0.6102 Remote Similarity NPD8513 Phase 3
0.6102 Remote Similarity NPD8515 Approved
0.6102 Remote Similarity NPD8033 Approved
0.6102 Remote Similarity NPD8516 Approved
0.6102 Remote Similarity NPD8517 Approved
0.6095 Remote Similarity NPD7902 Approved
0.6092 Remote Similarity NPD7331 Phase 2
0.6091 Remote Similarity NPD5697 Approved
0.6087 Remote Similarity NPD8264 Approved
0.6071 Remote Similarity NPD7290 Approved
0.6071 Remote Similarity NPD7102 Approved
0.6071 Remote Similarity NPD6883 Approved
0.6068 Remote Similarity NPD7516 Approved
0.6064 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6061 Remote Similarity NPD7146 Approved
0.6061 Remote Similarity NPD5330 Approved
0.6061 Remote Similarity NPD7521 Approved
0.6061 Remote Similarity NPD6409 Approved
0.6061 Remote Similarity NPD6684 Approved
0.6061 Remote Similarity NPD7334 Approved
0.6058 Remote Similarity NPD5695 Phase 3
0.6053 Remote Similarity NPD4632 Approved
0.6036 Remote Similarity NPD6011 Approved
0.6034 Remote Similarity NPD7500 Approved
0.6033 Remote Similarity NPD8273 Phase 1
0.6024 Remote Similarity NPD6109 Phase 1
0.6023 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6018 Remote Similarity NPD6650 Approved
0.6018 Remote Similarity NPD6869 Approved
0.6018 Remote Similarity NPD8130 Phase 1
0.6018 Remote Similarity NPD6617 Approved
0.6018 Remote Similarity NPD6847 Approved
0.6018 Remote Similarity NPD6649 Approved
0.6017 Remote Similarity NPD8294 Approved
0.6017 Remote Similarity NPD8377 Approved
0.6016 Remote Similarity NPD7319 Approved
0.6 Remote Similarity NPD7750 Discontinued
0.6 Remote Similarity NPD6675 Approved
0.6 Remote Similarity NPD5739 Approved
0.6 Remote Similarity NPD7829 Approved
0.6 Remote Similarity NPD7128 Approved
0.6 Remote Similarity NPD7830 Approved
0.6 Remote Similarity NPD6402 Approved
0.5982 Remote Similarity NPD6014 Approved
0.5982 Remote Similarity NPD6413 Approved
0.5982 Remote Similarity NPD6012 Approved
0.5982 Remote Similarity NPD6013 Approved
0.5979 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5978 Remote Similarity NPD6926 Approved
0.5978 Remote Similarity NPD6924 Approved
0.5966 Remote Similarity NPD8335 Approved
0.5966 Remote Similarity NPD8296 Approved
0.5966 Remote Similarity NPD8379 Approved
0.5966 Remote Similarity NPD8380 Approved
0.5966 Remote Similarity NPD8378 Approved
0.5965 Remote Similarity NPD6882 Approved
0.5965 Remote Similarity NPD6053 Discontinued
0.595 Remote Similarity NPD7492 Approved
0.5946 Remote Similarity NPD6412 Phase 2
0.5941 Remote Similarity NPD6903 Approved
0.5941 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5941 Remote Similarity NPD6672 Approved
0.5941 Remote Similarity NPD5737 Approved
0.5938 Remote Similarity NPD7332 Phase 2
0.5938 Remote Similarity NPD4695 Discontinued
0.5938 Remote Similarity NPD6931 Approved
0.5938 Remote Similarity NPD7514 Phase 3
0.5938 Remote Similarity NPD6930 Phase 2
0.5922 Remote Similarity NPD6079 Approved
0.5922 Remote Similarity NPD5693 Phase 1
0.5902 Remote Similarity NPD7507 Approved
0.5902 Remote Similarity NPD6616 Approved
0.59 Remote Similarity NPD4519 Discontinued
0.59 Remote Similarity NPD4623 Approved
0.5897 Remote Similarity NPD4198 Discontinued
0.5893 Remote Similarity NPD7320 Approved
0.5888 Remote Similarity NPD5696 Approved
0.5882 Remote Similarity NPD1695 Approved
0.5882 Remote Similarity NPD6054 Approved
0.5872 Remote Similarity NPD5211 Phase 2
0.587 Remote Similarity NPD4732 Discontinued
0.5859 Remote Similarity NPD4786 Approved
0.5859 Remote Similarity NPD3665 Phase 1
0.5859 Remote Similarity NPD3133 Approved
0.5859 Remote Similarity NPD3666 Approved
0.5854 Remote Similarity NPD7078 Approved
0.5854 Remote Similarity NPD8074 Phase 3
0.5842 Remote Similarity NPD3573 Approved
0.5841 Remote Similarity NPD6372 Approved
0.5841 Remote Similarity NPD6373 Approved
0.5833 Remote Similarity NPD6929 Approved
0.5833 Remote Similarity NPD4195 Approved
0.5833 Remote Similarity NPD585 Clinical (unspecified phase)
0.5833 Remote Similarity NPD8444 Approved
0.5816 Remote Similarity NPD3667 Approved
0.5814 Remote Similarity NPD368 Approved
0.5812 Remote Similarity NPD2629 Approved
0.581 Remote Similarity NPD7900 Approved
0.581 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5806 Remote Similarity NPD7736 Approved
0.5804 Remote Similarity NPD5701 Approved
0.5795 Remote Similarity NPD7341 Phase 2
0.5794 Remote Similarity NPD7260 Phase 2
0.5789 Remote Similarity NPD5955 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11282367
ChEMBL   CHEMBL511824
ZINC  

Physicochemical Properties

Molecular Weight:  450.26
ALogP:  1.3818
MLogP:  3.44
XLogP:  2.407
# Rotatable Bonds:  18
Polar Surface Area:  124.29
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  32

Download Data

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