Natural Product: NPC473859

Natural Product ID:  NPC473859
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C20H28O6
Standard InCHIKey:  MPNJUHHXWPDZRT-DFQPLNLMSA-N
Standard InCHI:  InChI=1S/C20H28O6/c1-10-7-6-8-20(5)17(26-20)16-14(12(3)19(23)25-16)9-15(10)24-18(22)11(2)13(4)21/h7,11,13-17,21H,3,6,8-9H2,1-2,4-5H3/b10-7+/t11?,13?,14-,15-,16-,17+,20+/m0/s1
Canonical SMILES:  CC(C(C(=O)O[C@H]1C[C@H]2C(=C)C(=O)O[C@@H]2[C@H]2O[C@@]2(CC/C=C/1C)C)C)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
NPO33178 inula montbretiana Species Asteraceae Eukaryota PMID[23501116]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT840 Individual Protein Transcriptional activator Myb Gallus gallus IC50 = 14350 nM 26896705
NPT840 Individual Protein Transcriptional activator Myb Gallus gallus IC50 = 14354.89 nM 26218649
NPT306 Cell Line PC-3 Homo sapiens IC50 = 11.3 ug/ml Open TG-GATES in vivo data: Biochemistry
NPT858 Cell Line LNCaP Homo sapiens IC50 = 25.4 ug/ml 15808490
NPT2 Others Unspecified IC50 = 13.4 ug/ml 16202590
NPT83 Cell Line MCF7 Homo sapiens IC50 > 40 ug/ml 16202590
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 0.39 ug/ml 25462220
NPT139 Cell Line HT-29 Homo sapiens IC50 = 11.7 ug/ml 25098388
NPT2 Others Unspecified IC50 > 30000 nM PubChem BioAssay data set

  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 NPC473859 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
0.9888 High Similarity NPC475659
0.9674 High Similarity NPC288876
0.9556 High Similarity NPC303942
0.9556 High Similarity NPC57405
0.9341 High Similarity NPC471147
0.9255 High Similarity NPC475949
0.9239 High Similarity NPC270013
0.9239 High Similarity NPC14961
0.9231 High Similarity NPC212486
0.9149 High Similarity NPC473326
0.914 High Similarity NPC279621
0.914 High Similarity NPC476315
0.914 High Similarity NPC230800
0.913 High Similarity NPC474035
0.913 High Similarity NPC81386
0.9111 High Similarity NPC474032
0.9111 High Similarity NPC151770
0.9082 High Similarity NPC477513
0.9062 High Similarity NPC471148
0.9032 High Similarity NPC471142
0.9032 High Similarity NPC477922
0.9022 High Similarity NPC475838
0.9022 High Similarity NPC475912
0.9022 High Similarity NPC125674
0.9022 High Similarity NPC228451
0.9011 High Similarity NPC473619
0.8958 High Similarity NPC474339
0.8958 High Similarity NPC164598
0.8958 High Similarity NPC201718
0.8947 High Similarity NPC471144
0.8936 High Similarity NPC477921
0.8925 High Similarity NPC140543
0.8925 High Similarity NPC473316
0.8925 High Similarity NPC473330
0.8925 High Similarity NPC474247
0.8913 High Similarity NPC473321
0.8913 High Similarity NPC184463
0.8913 High Similarity NPC30515
0.8901 High Similarity NPC166919
0.8889 High Similarity NPC231889
0.8876 High Similarity NPC38468
0.8876 High Similarity NPC50362
0.8876 High Similarity NPC319795
0.8866 High Similarity NPC149371
0.883 High Similarity NPC36954
0.8817 High Similarity NPC162205
0.8817 High Similarity NPC273579
0.8817 High Similarity NPC476300
0.8817 High Similarity NPC288240
0.8817 High Similarity NPC295204
0.8817 High Similarity NPC81419
0.8817 High Similarity NPC179746
0.8804 High Similarity NPC475748
0.8804 High Similarity NPC51004
0.8791 High Similarity NPC473715
0.8791 High Similarity NPC202672
0.8778 High Similarity NPC50637
0.8763 High Similarity NPC264477
0.8763 High Similarity NPC47880
0.8763 High Similarity NPC477511
0.875 High Similarity NPC474213
0.875 High Similarity NPC208233
0.8737 High Similarity NPC17585
0.8737 High Similarity NPC35498
0.8723 High Similarity NPC476267
0.871 High Similarity NPC12172
0.871 High Similarity NPC208886
0.8696 High Similarity NPC307411
0.8687 High Similarity NPC474741
0.8646 High Similarity NPC471140
0.8632 High Similarity NPC471141
0.8602 High Similarity NPC251385
0.8602 High Similarity NPC475855
0.8602 High Similarity NPC49342
0.8602 High Similarity NPC474232
0.8602 High Similarity NPC474761
0.8602 High Similarity NPC476004
0.8587 High Similarity NPC476803
0.8586 High Similarity NPC475871
0.8586 High Similarity NPC475945
0.8571 High Similarity NPC476270
0.8571 High Similarity NPC469910
0.8571 High Similarity NPC473332
0.8557 High Similarity NPC279561
0.8556 High Similarity NPC158756
0.8511 High Similarity NPC475881
0.8511 High Similarity NPC20713
0.8511 High Similarity NPC70251
0.85 High Similarity NPC471143
0.85 High Similarity NPC477510
0.85 High Similarity NPC100487
0.8485 Intermediate Similarity NPC474747
0.8478 Intermediate Similarity NPC266957
0.8478 Intermediate Similarity NPC5130
0.8469 Intermediate Similarity NPC477512
0.8462 Intermediate Similarity NPC470755
0.8462 Intermediate Similarity NPC255307
0.8462 Intermediate Similarity NPC21469
0.8444 Intermediate Similarity NPC272814
0.8421 Intermediate Similarity NPC475302
0.8416 Intermediate Similarity NPC243998
0.8404 Intermediate Similarity NPC144133
0.8404 Intermediate Similarity NPC179394
0.8404 Intermediate Similarity NPC312042
0.8387 Intermediate Similarity NPC475819
0.8387 Intermediate Similarity NPC476805
0.8387 Intermediate Similarity NPC281516
0.8384 Intermediate Similarity NPC474742
0.837 Intermediate Similarity NPC305475
0.837 Intermediate Similarity NPC475461
0.8352 Intermediate Similarity NPC141193
0.8352 Intermediate Similarity NPC96259
0.8352 Intermediate Similarity NPC476804
0.8352 Intermediate Similarity NPC191476
0.8352 Intermediate Similarity NPC114979
0.8351 Intermediate Similarity NPC76862
0.8351 Intermediate Similarity NPC470883
0.8351 Intermediate Similarity NPC39859
0.8351 Intermediate Similarity NPC158416
0.8333 Intermediate Similarity NPC72813
0.8333 Intermediate Similarity NPC194620
0.8333 Intermediate Similarity NPC474421
0.8333 Intermediate Similarity NPC326994
0.8333 Intermediate Similarity NPC324327
0.8317 Intermediate Similarity NPC203659
0.8316 Intermediate Similarity NPC158061
0.8298 Intermediate Similarity NPC295312
0.828 Intermediate Similarity NPC475703
0.828 Intermediate Similarity NPC186148
0.8265 Intermediate Similarity NPC40812
0.8261 Intermediate Similarity NPC47958
0.8261 Intermediate Similarity NPC149725
0.8261 Intermediate Similarity NPC304509
0.8252 Intermediate Similarity NPC169888
0.8252 Intermediate Similarity NPC233379
0.8252 Intermediate Similarity NPC55972
0.8252 Intermediate Similarity NPC474664
0.8252 Intermediate Similarity NPC327286
0.8252 Intermediate Similarity NPC14862
0.8247 Intermediate Similarity NPC107476
0.8242 Intermediate Similarity NPC169575
0.8242 Intermediate Similarity NPC131669
0.8242 Intermediate Similarity NPC473390
0.8242 Intermediate Similarity NPC40746
0.8235 Intermediate Similarity NPC9303
0.8235 Intermediate Similarity NPC223450
0.8235 Intermediate Similarity NPC475802
0.8235 Intermediate Similarity NPC16313
0.8229 Intermediate Similarity NPC165383
0.8222 Intermediate Similarity NPC24417
0.8222 Intermediate Similarity NPC141810
0.8218 Intermediate Similarity NPC69171
0.8218 Intermediate Similarity NPC472755
0.8218 Intermediate Similarity NPC474165
0.8218 Intermediate Similarity NPC110989
0.8218 Intermediate Similarity NPC4620
0.8211 Intermediate Similarity NPC71533
0.8211 Intermediate Similarity NPC106510
0.8211 Intermediate Similarity NPC469368
0.8202 Intermediate Similarity NPC98557
0.8202 Intermediate Similarity NPC167881
0.82 Intermediate Similarity NPC110443
0.82 Intermediate Similarity NPC133907
0.82 Intermediate Similarity NPC46998
0.82 Intermediate Similarity NPC128733
0.82 Intermediate Similarity NPC185141
0.82 Intermediate Similarity NPC472753
0.8191 Intermediate Similarity NPC58219
0.8191 Intermediate Similarity NPC153805
0.8191 Intermediate Similarity NPC227379
0.8191 Intermediate Similarity NPC177629
0.8191 Intermediate Similarity NPC474471
0.8191 Intermediate Similarity NPC287089
0.8182 Intermediate Similarity NPC187761
0.8182 Intermediate Similarity NPC255592
0.8182 Intermediate Similarity NPC187268
0.8182 Intermediate Similarity NPC261377
0.8182 Intermediate Similarity NPC308567
0.8182 Intermediate Similarity NPC83895
0.8173 Intermediate Similarity NPC38154
0.8173 Intermediate Similarity NPC475922
0.8173 Intermediate Similarity NPC15218
0.8172 Intermediate Similarity NPC150755
0.8172 Intermediate Similarity NPC469483
0.8172 Intermediate Similarity NPC470242
0.8172 Intermediate Similarity NPC122502
0.8163 Intermediate Similarity NPC476009
0.8163 Intermediate Similarity NPC306041
0.8144 Intermediate Similarity NPC71589
0.8144 Intermediate Similarity NPC190294
0.8137 Intermediate Similarity NPC475676
0.8137 Intermediate Similarity NPC220964
0.8132 Intermediate Similarity NPC229825
0.8125 Intermediate Similarity NPC470373
0.8125 Intermediate Similarity NPC476705
0.8125 Intermediate Similarity NPC470379
0.8119 Intermediate Similarity NPC472754
0.8119 Intermediate Similarity NPC225353
0.8119 Intermediate Similarity NPC183571
0.8119 Intermediate Similarity NPC320019

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473859 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
0.8876 High Similarity NPD1733 Clinical (unspecified phase)
0.8211 Intermediate Similarity NPD46 Approved
0.8211 Intermediate Similarity NPD6698 Approved
0.7938 Intermediate Similarity NPD7983 Approved
0.781 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7757 Intermediate Similarity NPD6371 Approved
0.77 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7653 Intermediate Similarity NPD7838 Discovery
0.7551 Intermediate Similarity NPD1695 Approved
0.7157 Intermediate Similarity NPD5779 Approved
0.7157 Intermediate Similarity NPD5778 Approved
0.7143 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4225 Approved
0.7129 Intermediate Similarity NPD5785 Approved
0.7094 Intermediate Similarity NPD8517 Approved
0.7094 Intermediate Similarity NPD8513 Phase 3
0.7094 Intermediate Similarity NPD8516 Approved
0.7094 Intermediate Similarity NPD8515 Approved
0.7071 Intermediate Similarity NPD5786 Approved
0.7054 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD5344 Discontinued
0.6975 Remote Similarity NPD7642 Approved
0.697 Remote Similarity NPD5363 Approved
0.6952 Remote Similarity NPD7839 Suspended
0.6939 Remote Similarity NPD7154 Phase 3
0.6937 Remote Similarity NPD6686 Approved
0.6923 Remote Similarity NPD5282 Discontinued
0.6907 Remote Similarity NPD5369 Approved
0.69 Remote Similarity NPD4249 Approved
0.6897 Remote Similarity NPD7115 Discovery
0.6842 Remote Similarity NPD6053 Discontinued
0.6837 Remote Similarity NPD4270 Approved
0.6837 Remote Similarity NPD6435 Approved
0.6837 Remote Similarity NPD4269 Approved
0.6833 Remote Similarity NPD7830 Approved
0.6833 Remote Similarity NPD7829 Approved
0.6832 Remote Similarity NPD4251 Approved
0.6832 Remote Similarity NPD4250 Approved
0.6803 Remote Similarity NPD8074 Phase 3
0.6759 Remote Similarity NPD6648 Approved
0.6726 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6699 Remote Similarity NPD6101 Approved
0.6699 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6634 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6633 Remote Similarity NPD4822 Approved
0.6633 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6633 Remote Similarity NPD4819 Approved
0.6633 Remote Similarity NPD4821 Approved
0.6633 Remote Similarity NPD4252 Approved
0.6633 Remote Similarity NPD4820 Approved
0.6633 Remote Similarity NPD5368 Approved
0.66 Remote Similarity NPD5362 Discontinued
0.6571 Remote Similarity NPD6411 Approved
0.6556 Remote Similarity NPD2685 Clinical (unspecified phase)
0.65 Remote Similarity NPD5209 Approved
0.6491 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6462 Remote Similarity NPD7966 Clinical (unspecified phase)
0.646 Remote Similarity NPD6008 Approved
0.6452 Remote Similarity NPD8451 Approved
0.6452 Remote Similarity NPD8273 Phase 1
0.6446 Remote Similarity NPD6319 Approved
0.6429 Remote Similarity NPD4268 Approved
0.6429 Remote Similarity NPD7319 Approved
0.6429 Remote Similarity NPD4271 Approved
0.6415 Remote Similarity NPD7637 Suspended
0.6404 Remote Similarity NPD5954 Clinical (unspecified phase)
0.64 Remote Similarity NPD8448 Approved
0.6393 Remote Similarity NPD8444 Approved
0.6371 Remote Similarity NPD7492 Approved
0.6364 Remote Similarity NPD7638 Approved
0.6337 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6325 Remote Similarity NPD2204 Approved
0.632 Remote Similarity NPD7507 Approved
0.632 Remote Similarity NPD6616 Approved
0.6311 Remote Similarity NPD6054 Approved
0.6311 Remote Similarity NPD1694 Approved
0.6306 Remote Similarity NPD7639 Approved
0.6306 Remote Similarity NPD7640 Approved
0.6281 Remote Similarity NPD7641 Discontinued
0.627 Remote Similarity NPD7078 Approved
0.6263 Remote Similarity NPD5784 Clinical (unspecified phase)
0.626 Remote Similarity NPD6016 Approved
0.626 Remote Similarity NPD6015 Approved
0.625 Remote Similarity NPD8390 Approved
0.625 Remote Similarity NPD8392 Approved
0.625 Remote Similarity NPD8391 Approved
0.624 Remote Similarity NPD8299 Approved
0.624 Remote Similarity NPD8342 Approved
0.624 Remote Similarity NPD8341 Approved
0.624 Remote Similarity NPD8340 Approved
0.6226 Remote Similarity NPD5370 Suspended
0.622 Remote Similarity NPD7736 Approved
0.6218 Remote Similarity NPD4632 Approved
0.621 Remote Similarity NPD5988 Approved
0.621 Remote Similarity NPD6370 Approved
0.6179 Remote Similarity NPD6059 Approved
0.6142 Remote Similarity NPD8293 Discontinued
0.6134 Remote Similarity NPD8297 Approved
0.6121 Remote Similarity NPD5697 Approved
0.6117 Remote Similarity NPD5332 Approved
0.6117 Remote Similarity NPD5331 Approved
0.6117 Remote Similarity NPD6110 Phase 1
0.6111 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6078 Remote Similarity NPD4790 Discontinued
0.6077 Remote Similarity NPD7260 Phase 2
0.6068 Remote Similarity NPD6881 Approved
0.6068 Remote Similarity NPD6899 Approved
0.6066 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6066 Remote Similarity NPD6009 Approved
0.6066 Remote Similarity NPD7500 Approved
0.6064 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6058 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6055 Remote Similarity NPD6399 Phase 3
0.605 Remote Similarity NPD6650 Approved
0.605 Remote Similarity NPD6649 Approved
0.6034 Remote Similarity NPD6402 Approved
0.6034 Remote Similarity NPD5739 Approved
0.6034 Remote Similarity NPD7128 Approved
0.6034 Remote Similarity NPD6675 Approved
0.6032 Remote Similarity NPD7604 Phase 2
0.6032 Remote Similarity NPD8328 Phase 3
0.6019 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6017 Remote Similarity NPD6014 Approved
0.6017 Remote Similarity NPD6373 Approved
0.6017 Remote Similarity NPD6372 Approved
0.6017 Remote Similarity NPD6012 Approved
0.6017 Remote Similarity NPD6013 Approved
0.6 Remote Similarity NPD8266 Approved
0.6 Remote Similarity NPD8267 Approved
0.6 Remote Similarity NPD8268 Approved
0.6 Remote Similarity NPD8269 Approved
0.6 Remote Similarity NPD5983 Phase 2
0.5983 Remote Similarity NPD6412 Phase 2
0.5983 Remote Similarity NPD5701 Approved
0.5966 Remote Similarity NPD7102 Approved
0.5966 Remote Similarity NPD4634 Approved
0.5966 Remote Similarity NPD7290 Approved
0.5966 Remote Similarity NPD6883 Approved
0.596 Remote Similarity NPD8039 Approved
0.5957 Remote Similarity NPD7331 Phase 2
0.5952 Remote Similarity NPD8080 Discontinued
0.5943 Remote Similarity NPD6422 Discontinued
0.5935 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5932 Remote Similarity NPD6011 Approved
0.5932 Remote Similarity NPD7320 Approved
0.5917 Remote Similarity NPD6869 Approved
0.5917 Remote Similarity NPD6617 Approved
0.5917 Remote Similarity NPD8130 Phase 1
0.5917 Remote Similarity NPD6847 Approved
0.5909 Remote Similarity NPD6845 Suspended
0.5897 Remote Similarity NPD5048 Discontinued
0.5873 Remote Similarity NPD6921 Approved
0.5873 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5868 Remote Similarity NPD6882 Approved
0.5842 Remote Similarity NPD4756 Discovery
0.5841 Remote Similarity NPD6084 Phase 2
0.5841 Remote Similarity NPD6083 Phase 2
0.5833 Remote Similarity NPD6421 Discontinued
0.582 Remote Similarity NPD8133 Approved
0.5814 Remote Similarity NPD6336 Discontinued
0.5804 Remote Similarity NPD5695 Phase 3
0.5789 Remote Similarity NPD5696 Approved
0.5785 Remote Similarity NPD1719 Phase 1
0.5778 Remote Similarity NPD8387 Clinical (unspecified phase)
0.5776 Remote Similarity NPD5211 Phase 2
0.5776 Remote Similarity NPD7632 Discontinued
0.576 Remote Similarity NPD7328 Approved
0.576 Remote Similarity NPD7327 Approved
0.5755 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5748 Remote Similarity NPD8033 Approved
0.5748 Remote Similarity NPD7503 Approved
0.5745 Remote Similarity NPD3197 Phase 1
0.5741 Remote Similarity NPD7524 Approved
0.5739 Remote Similarity NPD5285 Approved
0.5739 Remote Similarity NPD4696 Approved
0.5739 Remote Similarity NPD5286 Approved
0.5727 Remote Similarity NPD3168 Discontinued
0.5726 Remote Similarity NPD6274 Approved
0.5725 Remote Similarity NPD6033 Approved
0.5714 Remote Similarity NPD7516 Approved
0.5704 Remote Similarity NPD8415 Approved
0.5702 Remote Similarity NPD7902 Approved
0.5702 Remote Similarity NPD2067 Discontinued
0.5702 Remote Similarity NPD4755 Approved
0.569 Remote Similarity NPD1700 Approved
0.5684 Remote Similarity NPD7341 Phase 2
0.5678 Remote Similarity NPD5141 Approved
0.5669 Remote Similarity NPD8294 Approved
0.5669 Remote Similarity NPD8377 Approved
0.566 Remote Similarity NPD6695 Phase 3
0.5656 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5656 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5641 Remote Similarity NPD5225 Approved
0.5641 Remote Similarity NPD5224 Approved
0.5641 Remote Similarity NPD5226 Approved
0.5641 Remote Similarity NPD4633 Approved
0.5639 Remote Similarity NPD5956 Approved
0.5631 Remote Similarity NPD3732 Approved
0.5625 Remote Similarity NPD8380 Approved

Structure

External Identifiers

PubChem CID   10090173
ChEMBL   CHEMBL453565
ZINC  

Physicochemical Properties

Molecular Weight:  364.19
ALogP:  1.3893
MLogP:  3
XLogP:  1.455
# Rotatable Bonds:  9
Polar Surface Area:  85.36
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  26

Download Data

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