Natural Product: NPC161855

Natural Product ID:  NPC161855
Common Name:   Amphidinolide H
IUPAC Name:   (1S,3R,6E,8S,10S,13R,14S,15R,17R,20E,24E,26S)-10,13,14-trihydroxy-17-(hydroxymethyl)-3,7,8,15,20-pentamethyl-5-methylidene-18,27-dioxabicyclo[24.1.0]heptacosa-6,20,24-triene-12,19-dione
Synonyms:   Amphidinolide H
Molecular Formula:   C32H50O8
Standard InCHIKey:  XDBPWFXFEXURRX-BNWMDRMVSA-N
Standard InCHI:  InChI=1S/C32H50O8/c1-19-12-20(2)14-29-28(40-29)11-9-7-8-10-21(3)32(38)39-26(18-33)16-24(6)30(36)31(37)27(35)17-25(34)15-23(5)22(4)13-19/h9-11,13,20,23-26,28-31,33-34,36-37H,1,7-8,12,14-18H2,2-6H3/b11-9+,21-10+,22-13+/t20-,23+,24-,25+,26-,28+,29+,30+,31+/m1/s1
Canonical SMILES:  OC[C@H]1C[C@@H](C)[C@H](O)[C@@H](O)C(=O)C[C@@H](O)C[C@H](C)/C(=C/C(=C)C[C@H](C[C@H]2[C@H](/C=C/CC/C=C(/C(=O)O1)C)O2)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
NPO33366 amphidinium sp. Species Gymnodiniaceae Eukaryota PMID[17922551]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1189 Cell Line DG-75 Homo sapiens IC50 = 0.001 ug/ml 10924160

  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 NPC161855 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
0.978 High Similarity NPC473291
0.8804 High Similarity NPC201046
0.85 High Similarity NPC473596
0.8421 Intermediate Similarity NPC313670
0.8421 Intermediate Similarity NPC316228
0.84 Intermediate Similarity NPC474339
0.84 Intermediate Similarity NPC164598
0.8367 Intermediate Similarity NPC255410
0.8333 Intermediate Similarity NPC474741
0.8317 Intermediate Similarity NPC472754
0.8317 Intermediate Similarity NPC149371
0.8283 Intermediate Similarity NPC120299
0.8265 Intermediate Similarity NPC300710
0.8235 Intermediate Similarity NPC475945
0.8235 Intermediate Similarity NPC475871
0.8235 Intermediate Similarity NPC472755
0.8218 Intermediate Similarity NPC472753
0.8218 Intermediate Similarity NPC47880
0.82 Intermediate Similarity NPC475653
0.8191 Intermediate Similarity NPC316426
0.8191 Intermediate Similarity NPC315395
0.8191 Intermediate Similarity NPC164393
0.8173 Intermediate Similarity NPC266514
0.8173 Intermediate Similarity NPC477513
0.8155 Intermediate Similarity NPC472756
0.8137 Intermediate Similarity NPC471148
0.8137 Intermediate Similarity NPC474747
0.8125 Intermediate Similarity NPC130359
0.8125 Intermediate Similarity NPC14901
0.8119 Intermediate Similarity NPC475949
0.8119 Intermediate Similarity NPC475053
0.8105 Intermediate Similarity NPC477959
0.81 Intermediate Similarity NPC40812
0.8095 Intermediate Similarity NPC169888
0.8095 Intermediate Similarity NPC55972
0.8095 Intermediate Similarity NPC327286
0.8095 Intermediate Similarity NPC193765
0.8065 Intermediate Similarity NPC16488
0.8061 Intermediate Similarity NPC478036
0.8061 Intermediate Similarity NPC478037
0.8061 Intermediate Similarity NPC469645
0.8061 Intermediate Similarity NPC469692
0.8043 Intermediate Similarity NPC184208
0.8043 Intermediate Similarity NPC8538
0.8039 Intermediate Similarity NPC474742
0.8039 Intermediate Similarity NPC476270
0.8039 Intermediate Similarity NPC201718
0.802 Intermediate Similarity NPC471144
0.8019 Intermediate Similarity NPC38154
0.8019 Intermediate Similarity NPC15218
0.8 Intermediate Similarity NPC72813
0.8 Intermediate Similarity NPC261721
0.8 Intermediate Similarity NPC474421
0.8 Intermediate Similarity NPC122502
0.8 Intermediate Similarity NPC194620
0.8 Intermediate Similarity NPC26617
0.8 Intermediate Similarity NPC230800
0.8 Intermediate Similarity NPC476315
0.8 Intermediate Similarity NPC326994
0.8 Intermediate Similarity NPC473859
0.8 Intermediate Similarity NPC469483
0.8 Intermediate Similarity NPC288350
0.8 Intermediate Similarity NPC279621
0.8 Intermediate Similarity NPC324327
0.8 Intermediate Similarity NPC173329
0.7982 Intermediate Similarity NPC133677
0.7982 Intermediate Similarity NPC67290
0.7982 Intermediate Similarity NPC138303
0.7981 Intermediate Similarity NPC471143
0.7981 Intermediate Similarity NPC477510
0.798 Intermediate Similarity NPC121825
0.798 Intermediate Similarity NPC474035
0.798 Intermediate Similarity NPC81386
0.7963 Intermediate Similarity NPC317687
0.7963 Intermediate Similarity NPC66108
0.7959 Intermediate Similarity NPC30515
0.7941 Intermediate Similarity NPC288876
0.7928 Intermediate Similarity NPC475401
0.7925 Intermediate Similarity NPC473807
0.7925 Intermediate Similarity NPC474664
0.7925 Intermediate Similarity NPC233379
0.7925 Intermediate Similarity NPC14862
0.7917 Intermediate Similarity NPC471738
0.7913 Intermediate Similarity NPC471939
0.7905 Intermediate Similarity NPC476740
0.7905 Intermediate Similarity NPC9303
0.7905 Intermediate Similarity NPC16313
0.7905 Intermediate Similarity NPC476738
0.79 Intermediate Similarity NPC14961
0.79 Intermediate Similarity NPC475659
0.79 Intermediate Similarity NPC471141
0.79 Intermediate Similarity NPC36954
0.79 Intermediate Similarity NPC270013
0.79 Intermediate Similarity NPC272050
0.79 Intermediate Similarity NPC107476
0.7895 Intermediate Similarity NPC322529
0.7895 Intermediate Similarity NPC329838
0.7895 Intermediate Similarity NPC329615
0.789 Intermediate Similarity NPC46269
0.789 Intermediate Similarity NPC106395
0.7885 Intermediate Similarity NPC309398
0.7885 Intermediate Similarity NPC118902
0.7885 Intermediate Similarity NPC469980
0.7885 Intermediate Similarity NPC104161
0.7885 Intermediate Similarity NPC4620
0.7879 Intermediate Similarity NPC476300
0.7879 Intermediate Similarity NPC212486
0.7876 Intermediate Similarity NPC475383
0.7876 Intermediate Similarity NPC156379
0.7872 Intermediate Similarity NPC170377
0.787 Intermediate Similarity NPC317107
0.7857 Intermediate Similarity NPC3952
0.7857 Intermediate Similarity NPC477092
0.7857 Intermediate Similarity NPC474761
0.7857 Intermediate Similarity NPC476004
0.7857 Intermediate Similarity NPC473448
0.7857 Intermediate Similarity NPC241050
0.7857 Intermediate Similarity NPC475879
0.7857 Intermediate Similarity NPC51004
0.7849 Intermediate Similarity NPC315731
0.7845 Intermediate Similarity NPC471940
0.7843 Intermediate Similarity NPC261377
0.7843 Intermediate Similarity NPC255592
0.7843 Intermediate Similarity NPC203627
0.7843 Intermediate Similarity NPC187761
0.7843 Intermediate Similarity NPC83895
0.7843 Intermediate Similarity NPC308567
0.7838 Intermediate Similarity NPC471145
0.7838 Intermediate Similarity NPC475642
0.7838 Intermediate Similarity NPC475305
0.7838 Intermediate Similarity NPC471146
0.7835 Intermediate Similarity NPC20339
0.7835 Intermediate Similarity NPC280621
0.7835 Intermediate Similarity NPC233551
0.7835 Intermediate Similarity NPC21208
0.7835 Intermediate Similarity NPC281516
0.7835 Intermediate Similarity NPC48338
0.7835 Intermediate Similarity NPC40376
0.783 Intermediate Similarity NPC469853
0.7822 Intermediate Similarity NPC76862
0.7822 Intermediate Similarity NPC470883
0.7822 Intermediate Similarity NPC158416
0.7822 Intermediate Similarity NPC39859
0.7812 Intermediate Similarity NPC231096
0.7812 Intermediate Similarity NPC134807
0.7812 Intermediate Similarity NPC103523
0.7812 Intermediate Similarity NPC219498
0.7812 Intermediate Similarity NPC308412
0.7812 Intermediate Similarity NPC210218
0.7812 Intermediate Similarity NPC477015
0.7812 Intermediate Similarity NPC232555
0.7812 Intermediate Similarity NPC47937
0.7812 Intermediate Similarity NPC240695
0.7812 Intermediate Similarity NPC107717
0.7812 Intermediate Similarity NPC69082
0.7812 Intermediate Similarity NPC475581
0.7812 Intermediate Similarity NPC114694
0.7812 Intermediate Similarity NPC204686
0.7812 Intermediate Similarity NPC142117
0.7812 Intermediate Similarity NPC171174
0.7812 Intermediate Similarity NPC134885
0.7812 Intermediate Similarity NPC279267
0.7812 Intermediate Similarity NPC61527
0.7812 Intermediate Similarity NPC134865
0.7812 Intermediate Similarity NPC473687
0.7812 Intermediate Similarity NPC62118
0.781 Intermediate Similarity NPC203659
0.781 Intermediate Similarity NPC472748
0.781 Intermediate Similarity NPC475676
0.781 Intermediate Similarity NPC220964
0.78 Intermediate Similarity NPC474247
0.7798 Intermediate Similarity NPC76550
0.7798 Intermediate Similarity NPC138757
0.7798 Intermediate Similarity NPC123855
0.7789 Intermediate Similarity NPC156804
0.7788 Intermediate Similarity NPC320019
0.7788 Intermediate Similarity NPC39996
0.7788 Intermediate Similarity NPC324017
0.7778 Intermediate Similarity NPC184463
0.7778 Intermediate Similarity NPC158061
0.7778 Intermediate Similarity NPC476705
0.7778 Intermediate Similarity NPC236999
0.7778 Intermediate Similarity NPC20713
0.7755 Intermediate Similarity NPC318963
0.7755 Intermediate Similarity NPC307411
0.7755 Intermediate Similarity NPC473504
0.7755 Intermediate Similarity NPC81778
0.7755 Intermediate Similarity NPC477017
0.7755 Intermediate Similarity NPC40066
0.7755 Intermediate Similarity NPC93794
0.7755 Intermediate Similarity NPC20621
0.7755 Intermediate Similarity NPC477016
0.7755 Intermediate Similarity NPC477011
0.7755 Intermediate Similarity NPC91067
0.7755 Intermediate Similarity NPC42598
0.7745 Intermediate Similarity NPC475332
0.7745 Intermediate Similarity NPC471140
0.7742 Intermediate Similarity NPC474510
0.7739 Intermediate Similarity NPC473802
0.7736 Intermediate Similarity NPC472749

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC161855 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
0.8817 High Similarity NPD7838 Discovery
0.8617 High Similarity NPD46 Approved
0.8617 High Similarity NPD6698 Approved
0.8526 High Similarity NPD7983 Approved
0.8 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7843 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7615 Intermediate Similarity NPD6371 Approved
0.7436 Intermediate Similarity NPD7829 Approved
0.7436 Intermediate Similarity NPD7830 Approved
0.7327 Intermediate Similarity NPD5785 Approved
0.7308 Intermediate Similarity NPD7839 Suspended
0.7232 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD5344 Discontinued
0.7184 Intermediate Similarity NPD5779 Approved
0.7184 Intermediate Similarity NPD5778 Approved
0.7172 Intermediate Similarity NPD5363 Approved
0.7117 Intermediate Similarity NPD6686 Approved
0.7103 Intermediate Similarity NPD6648 Approved
0.7048 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD5209 Approved
0.7025 Intermediate Similarity NPD8273 Phase 1
0.7 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7642 Approved
0.6975 Remote Similarity NPD8513 Phase 3
0.6975 Remote Similarity NPD8444 Approved
0.6975 Remote Similarity NPD8517 Approved
0.6975 Remote Similarity NPD8515 Approved
0.6975 Remote Similarity NPD8516 Approved
0.6923 Remote Similarity NPD7500 Approved
0.6923 Remote Similarity NPD7115 Discovery
0.6869 Remote Similarity NPD4270 Approved
0.6869 Remote Similarity NPD4269 Approved
0.68 Remote Similarity NPD7154 Phase 3
0.6792 Remote Similarity NPD5282 Discontinued
0.6768 Remote Similarity NPD5369 Approved
0.6765 Remote Similarity NPD5786 Approved
0.6744 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6731 Remote Similarity NPD6101 Approved
0.6723 Remote Similarity NPD7641 Discontinued
0.6701 Remote Similarity NPD4756 Discovery
0.6697 Remote Similarity NPD4225 Approved
0.6694 Remote Similarity NPD8074 Phase 3
0.6667 Remote Similarity NPD4252 Approved
0.6667 Remote Similarity NPD8039 Approved
0.6638 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6634 Remote Similarity NPD6110 Phase 1
0.6634 Remote Similarity NPD5362 Discontinued
0.6614 Remote Similarity NPD7260 Phase 2
0.6613 Remote Similarity NPD8451 Approved
0.6612 Remote Similarity NPD6319 Approved
0.6604 Remote Similarity NPD7637 Suspended
0.6604 Remote Similarity NPD6411 Approved
0.6571 Remote Similarity NPD1695 Approved
0.656 Remote Similarity NPD8448 Approved
0.6538 Remote Similarity NPD4250 Approved
0.6538 Remote Similarity NPD4251 Approved
0.6535 Remote Similarity NPD6435 Approved
0.6522 Remote Similarity NPD5345 Clinical (unspecified phase)
0.65 Remote Similarity NPD5790 Clinical (unspecified phase)
0.65 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6484 Remote Similarity NPD3197 Phase 1
0.6475 Remote Similarity NPD7299 Clinical (unspecified phase)
0.6466 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6465 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6452 Remote Similarity NPD8328 Phase 3
0.6442 Remote Similarity NPD4249 Approved
0.6441 Remote Similarity NPD8297 Approved
0.6413 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6406 Remote Similarity NPD8391 Approved
0.6406 Remote Similarity NPD8390 Approved
0.6406 Remote Similarity NPD8392 Approved
0.64 Remote Similarity NPD8340 Approved
0.64 Remote Similarity NPD8341 Approved
0.64 Remote Similarity NPD8299 Approved
0.64 Remote Similarity NPD8342 Approved
0.6396 Remote Similarity NPD7638 Approved
0.6387 Remote Similarity NPD4632 Approved
0.6346 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6339 Remote Similarity NPD7639 Approved
0.6339 Remote Similarity NPD7640 Approved
0.6337 Remote Similarity NPD5368 Approved
0.6337 Remote Similarity NPD4822 Approved
0.6337 Remote Similarity NPD4820 Approved
0.6337 Remote Similarity NPD4821 Approved
0.6337 Remote Similarity NPD4819 Approved
0.6303 Remote Similarity NPD6053 Discontinued
0.63 Remote Similarity NPD4268 Approved
0.63 Remote Similarity NPD4271 Approved
0.6277 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6271 Remote Similarity NPD5955 Clinical (unspecified phase)
0.627 Remote Similarity NPD7492 Approved
0.6262 Remote Similarity NPD5370 Suspended
0.625 Remote Similarity NPD7736 Approved
0.624 Remote Similarity NPD8080 Discontinued
0.622 Remote Similarity NPD6616 Approved
0.6214 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6212 Remote Similarity NPD8415 Approved
0.621 Remote Similarity NPD6054 Approved
0.6202 Remote Similarity NPD7319 Approved
0.619 Remote Similarity NPD7604 Phase 2
0.619 Remote Similarity NPD1694 Approved
0.6183 Remote Similarity NPD6845 Suspended
0.6172 Remote Similarity NPD7078 Approved
0.6165 Remote Similarity NPD8387 Clinical (unspecified phase)
0.616 Remote Similarity NPD7503 Approved
0.6154 Remote Similarity NPD6412 Phase 2
0.6154 Remote Similarity NPD5332 Approved
0.6154 Remote Similarity NPD5331 Approved
0.6147 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6134 Remote Similarity NPD2067 Discontinued
0.6134 Remote Similarity NPD6421 Discontinued
0.6117 Remote Similarity NPD4790 Discontinued
0.6111 Remote Similarity NPD7623 Phase 3
0.6111 Remote Similarity NPD6370 Approved
0.6111 Remote Similarity NPD7624 Clinical (unspecified phase)
0.6102 Remote Similarity NPD6899 Approved
0.6102 Remote Similarity NPD6881 Approved
0.6098 Remote Similarity NPD6009 Approved
0.6098 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6094 Remote Similarity NPD7507 Approved
0.6083 Remote Similarity NPD8130 Phase 1
0.6083 Remote Similarity NPD6649 Approved
0.6083 Remote Similarity NPD6650 Approved
0.6071 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6058 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6047 Remote Similarity NPD7746 Phase 1
0.6047 Remote Similarity NPD8293 Discontinued
0.6047 Remote Similarity NPD7747 Phase 1
0.6036 Remote Similarity NPD7748 Approved
0.6034 Remote Similarity NPD6647 Phase 2
0.6033 Remote Similarity NPD6882 Approved
0.6032 Remote Similarity NPD6016 Approved
0.6032 Remote Similarity NPD6921 Approved
0.6032 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6032 Remote Similarity NPD5983 Phase 2
0.6032 Remote Similarity NPD6015 Approved
0.6018 Remote Similarity NPD6084 Phase 2
0.6018 Remote Similarity NPD7902 Approved
0.6018 Remote Similarity NPD6083 Phase 2
0.6017 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6017 Remote Similarity NPD5697 Approved
0.6 Remote Similarity NPD4634 Approved
0.6 Remote Similarity NPD7102 Approved
0.6 Remote Similarity NPD7290 Approved
0.6 Remote Similarity NPD6883 Approved
0.5984 Remote Similarity NPD5988 Approved
0.5981 Remote Similarity NPD5279 Phase 3
0.5978 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5969 Remote Similarity NPD6336 Discontinued
0.5968 Remote Similarity NPD7505 Discontinued
0.5966 Remote Similarity NPD6011 Approved
0.5963 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5952 Remote Similarity NPD6059 Approved
0.595 Remote Similarity NPD6869 Approved
0.595 Remote Similarity NPD6617 Approved
0.595 Remote Similarity NPD6847 Approved
0.5946 Remote Similarity NPD6399 Phase 3
0.5943 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5932 Remote Similarity NPD5739 Approved
0.5932 Remote Similarity NPD6675 Approved
0.5932 Remote Similarity NPD7128 Approved
0.5932 Remote Similarity NPD6402 Approved
0.5917 Remote Similarity NPD6373 Approved
0.5917 Remote Similarity NPD6372 Approved
0.5917 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5917 Remote Similarity NPD6014 Approved
0.5917 Remote Similarity NPD6012 Approved
0.5917 Remote Similarity NPD6013 Approved
0.5906 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5906 Remote Similarity NPD8033 Approved
0.5888 Remote Similarity NPD1696 Phase 3
0.5887 Remote Similarity NPD2629 Approved
0.5872 Remote Similarity NPD6672 Approved
0.5872 Remote Similarity NPD5737 Approved
0.5865 Remote Similarity NPD4695 Discontinued
0.5856 Remote Similarity NPD7515 Phase 2
0.5854 Remote Similarity NPD8133 Approved
0.5851 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5841 Remote Similarity NPD5695 Phase 3
0.584 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5833 Remote Similarity NPD3704 Approved
0.5833 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5833 Remote Similarity NPD7331 Phase 2
0.5833 Remote Similarity NPD7320 Approved
0.5827 Remote Similarity NPD8294 Approved
0.5827 Remote Similarity NPD8377 Approved
0.582 Remote Similarity NPD2204 Approved
0.582 Remote Similarity NPD7601 Clinical (unspecified phase)
0.5812 Remote Similarity NPD7632 Discontinued
0.5798 Remote Similarity NPD6008 Approved
0.5798 Remote Similarity NPD5048 Discontinued
0.5794 Remote Similarity NPD7328 Approved
0.5794 Remote Similarity NPD7327 Approved
0.5789 Remote Similarity NPD7909 Approved
0.5781 Remote Similarity NPD8296 Approved
0.5781 Remote Similarity NPD8380 Approved
0.5781 Remote Similarity NPD8335 Approved
0.5781 Remote Similarity NPD8379 Approved
0.5781 Remote Similarity NPD8378 Approved

Structure

External Identifiers

PubChem CID   10769258
ChEMBL   CHEMBL249688
ZINC  

Physicochemical Properties

Molecular Weight:  562.35
ALogP:  2.0946
MLogP:  4.1
XLogP:  4.552
# Rotatable Bonds:  10
Polar Surface Area:  136.82
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  40

Download Data

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