Natural Product: NPC273242

Natural Product ID:  NPC273242
Common Name:   Eupachnilide F
IUPAC Name:  
Synonyms:   eupachnilide F
Molecular Formula:   C22H27ClO9
Standard InCHIKey:  CXXLXCCCYXUUOP-ROZFHUFVSA-N
Standard InCHI:  InChI=1S/C22H27ClO9/c1-9(5-6-24)19(26)30-12-7-22(28,8-23)15-14(16-13(12)10(2)20(27)31-16)21(4)18(32-21)17(15)29-11(3)25/h5,12-18,24,28H,2,6-8H2,1,3-4H3/b9-5+/t12-,13-,14+,15+,16+,17+,18-,21+,22+/m1/s1
Canonical SMILES:  OC/C=C(/C(=O)O[C@@H]1C[C@](O)(CCl)[C@H]2[C@@H]([C@@H]3[C@@H]1C(=C)C(=O)O3)[C@]1([C@@H]([C@H]2OC(=O)C)O1)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
NPO24212 Eupatorium chinense Species Asteraceae Eukaryota PMID[15104494]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 3.7 ug/ml 17696332
NPT116 Cell Line HL-60 Homo sapiens IC50 = 0.87 ug/ml 17696332

  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 NPC273242 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
0.9905 High Similarity NPC121816
0.9626 High Similarity NPC255450
0.9626 High Similarity NPC170692
0.8818 High Similarity NPC35069
0.8818 High Similarity NPC258711
0.8818 High Similarity NPC95290
0.8818 High Similarity NPC189338
0.8796 High Similarity NPC68248
0.8785 High Similarity NPC166115
0.8785 High Similarity NPC54737
0.8716 High Similarity NPC59489
0.8716 High Similarity NPC139838
0.8716 High Similarity NPC115352
0.8318 Intermediate Similarity NPC471381
0.8318 Intermediate Similarity NPC186861
0.8286 Intermediate Similarity NPC472873
0.8273 Intermediate Similarity NPC243998
0.8273 Intermediate Similarity NPC223450
0.8269 Intermediate Similarity NPC258216
0.8241 Intermediate Similarity NPC150923
0.8224 Intermediate Similarity NPC221615
0.8224 Intermediate Similarity NPC45125
0.8208 Intermediate Similarity NPC18019
0.8208 Intermediate Similarity NPC24956
0.8173 Intermediate Similarity NPC475925
0.8173 Intermediate Similarity NPC155215
0.8131 Intermediate Similarity NPC161493
0.8131 Intermediate Similarity NPC471150
0.8113 Intermediate Similarity NPC476053
0.8077 Intermediate Similarity NPC216284
0.8037 Intermediate Similarity NPC213078
0.8 Intermediate Similarity NPC86077
0.7981 Intermediate Similarity NPC472872
0.7981 Intermediate Similarity NPC215556
0.7963 Intermediate Similarity NPC181151
0.7946 Intermediate Similarity NPC44004
0.7944 Intermediate Similarity NPC67584
0.7944 Intermediate Similarity NPC52044
0.7944 Intermediate Similarity NPC170120
0.7944 Intermediate Similarity NPC213698
0.7928 Intermediate Similarity NPC124881
0.7885 Intermediate Similarity NPC217983
0.7885 Intermediate Similarity NPC207114
0.7885 Intermediate Similarity NPC79549
0.787 Intermediate Similarity NPC279621
0.785 Intermediate Similarity NPC470010
0.785 Intermediate Similarity NPC127019
0.785 Intermediate Similarity NPC262133
0.785 Intermediate Similarity NPC198853
0.785 Intermediate Similarity NPC470013
0.785 Intermediate Similarity NPC477131
0.785 Intermediate Similarity NPC323008
0.783 Intermediate Similarity NPC184063
0.783 Intermediate Similarity NPC57304
0.783 Intermediate Similarity NPC63193
0.783 Intermediate Similarity NPC171360
0.783 Intermediate Similarity NPC35959
0.783 Intermediate Similarity NPC293001
0.783 Intermediate Similarity NPC133888
0.783 Intermediate Similarity NPC29821
0.7798 Intermediate Similarity NPC474313
0.7778 Intermediate Similarity NPC304886
0.7757 Intermediate Similarity NPC472874
0.7748 Intermediate Similarity NPC171759
0.7736 Intermediate Similarity NPC54065
0.7736 Intermediate Similarity NPC35809
0.7736 Intermediate Similarity NPC19087
0.7736 Intermediate Similarity NPC297474
0.7719 Intermediate Similarity NPC26617
0.7706 Intermediate Similarity NPC476315
0.7692 Intermediate Similarity NPC64153
0.7692 Intermediate Similarity NPC187661
0.7685 Intermediate Similarity NPC474247
0.7664 Intermediate Similarity NPC131209
0.7664 Intermediate Similarity NPC133698
0.7661 Intermediate Similarity NPC470973
0.7658 Intermediate Similarity NPC70865
0.7652 Intermediate Similarity NPC117604
0.7642 Intermediate Similarity NPC155935
0.7642 Intermediate Similarity NPC38392
0.7636 Intermediate Similarity NPC311904
0.7636 Intermediate Similarity NPC108475
0.7636 Intermediate Similarity NPC170143
0.7636 Intermediate Similarity NPC213947
0.7615 Intermediate Similarity NPC220221
0.7615 Intermediate Similarity NPC270013
0.7615 Intermediate Similarity NPC14961
0.7615 Intermediate Similarity NPC163228
0.7603 Intermediate Similarity NPC477092
0.7596 Intermediate Similarity NPC300082
0.7596 Intermediate Similarity NPC204105
0.7596 Intermediate Similarity NPC284534
0.7593 Intermediate Similarity NPC125674
0.7593 Intermediate Similarity NPC475838
0.7593 Intermediate Similarity NPC228451
0.7583 Intermediate Similarity NPC475305
0.757 Intermediate Similarity NPC301969
0.757 Intermediate Similarity NPC37607
0.7568 Intermediate Similarity NPC474213
0.7547 Intermediate Similarity NPC471149
0.7545 Intermediate Similarity NPC230800
0.7545 Intermediate Similarity NPC98165
0.7544 Intermediate Similarity NPC100487
0.7523 Intermediate Similarity NPC474035
0.7523 Intermediate Similarity NPC81386
0.7521 Intermediate Similarity NPC50223
0.7521 Intermediate Similarity NPC257240
0.7521 Intermediate Similarity NPC475401
0.75 Intermediate Similarity NPC224386
0.75 Intermediate Similarity NPC288876
0.75 Intermediate Similarity NPC194859
0.748 Intermediate Similarity NPC475371
0.7477 Intermediate Similarity NPC4986
0.7477 Intermediate Similarity NPC283409
0.7455 Intermediate Similarity NPC224689
0.7455 Intermediate Similarity NPC36954
0.7453 Intermediate Similarity NPC270270
0.7453 Intermediate Similarity NPC24728
0.7436 Intermediate Similarity NPC477102
0.7431 Intermediate Similarity NPC475788
0.7431 Intermediate Similarity NPC475912
0.7431 Intermediate Similarity NPC212486
0.7417 Intermediate Similarity NPC265290
0.7417 Intermediate Similarity NPC305044
0.7411 Intermediate Similarity NPC187268
0.7411 Intermediate Similarity NPC473326
0.7411 Intermediate Similarity NPC249171
0.7411 Intermediate Similarity NPC49833
0.7404 Intermediate Similarity NPC128246
0.7404 Intermediate Similarity NPC111409
0.7404 Intermediate Similarity NPC245665
0.7398 Intermediate Similarity NPC143755
0.7391 Intermediate Similarity NPC474741
0.7387 Intermediate Similarity NPC126156
0.7387 Intermediate Similarity NPC91771
0.7387 Intermediate Similarity NPC142529
0.7383 Intermediate Similarity NPC91248
0.7383 Intermediate Similarity NPC224652
0.7383 Intermediate Similarity NPC178875
0.7373 Intermediate Similarity NPC477103
0.7373 Intermediate Similarity NPC41551
0.7373 Intermediate Similarity NPC193741
0.7368 Intermediate Similarity NPC80144
0.7364 Intermediate Similarity NPC57405
0.7364 Intermediate Similarity NPC303942
0.7358 Intermediate Similarity NPC470242
0.7358 Intermediate Similarity NPC304558
0.7358 Intermediate Similarity NPC56593
0.7333 Intermediate Similarity NPC106395
0.7333 Intermediate Similarity NPC46269
0.7328 Intermediate Similarity NPC470980
0.7321 Intermediate Similarity NPC477949
0.7321 Intermediate Similarity NPC236580
0.7321 Intermediate Similarity NPC304445
0.7311 Intermediate Similarity NPC475495
0.7311 Intermediate Similarity NPC474750
0.7308 Intermediate Similarity NPC246076
0.7304 Intermediate Similarity NPC475871
0.7304 Intermediate Similarity NPC473148
0.7304 Intermediate Similarity NPC475945
0.7297 Intermediate Similarity NPC471141
0.729 Intermediate Similarity NPC118601
0.7288 Intermediate Similarity NPC208307
0.7281 Intermediate Similarity NPC201718
0.7281 Intermediate Similarity NPC67296
0.7281 Intermediate Similarity NPC477950
0.7273 Intermediate Similarity NPC133677
0.7273 Intermediate Similarity NPC67290
0.7273 Intermediate Similarity NPC135776
0.7273 Intermediate Similarity NPC179746
0.7273 Intermediate Similarity NPC308656
0.7273 Intermediate Similarity NPC60386
0.7273 Intermediate Similarity NPC473263
0.7273 Intermediate Similarity NPC138303
0.7273 Intermediate Similarity NPC471380
0.7273 Intermediate Similarity NPC476300
0.7273 Intermediate Similarity NPC473234
0.7273 Intermediate Similarity NPC81419
0.7273 Intermediate Similarity NPC473273
0.7266 Intermediate Similarity NPC470850
0.7257 Intermediate Similarity NPC469918
0.7257 Intermediate Similarity NPC223700
0.7257 Intermediate Similarity NPC117066
0.7257 Intermediate Similarity NPC96399
0.7257 Intermediate Similarity NPC469919
0.725 Intermediate Similarity NPC138757
0.725 Intermediate Similarity NPC475851
0.725 Intermediate Similarity NPC475924
0.725 Intermediate Similarity NPC76550
0.725 Intermediate Similarity NPC477093
0.725 Intermediate Similarity NPC123855
0.725 Intermediate Similarity NPC473522
0.725 Intermediate Similarity NPC475277
0.7248 Intermediate Similarity NPC475748
0.7248 Intermediate Similarity NPC475855
0.7241 Intermediate Similarity NPC203659
0.7236 Intermediate Similarity NPC475372
0.7236 Intermediate Similarity NPC161060
0.7232 Intermediate Similarity NPC476009
0.7232 Intermediate Similarity NPC473859

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC273242 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
0.7719 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD6371 Approved
0.7477 Intermediate Similarity NPD1695 Approved
0.7091 Intermediate Similarity NPD46 Approved
0.7091 Intermediate Similarity NPD6698 Approved
0.6967 Remote Similarity NPD6053 Discontinued
0.6881 Remote Similarity NPD4249 Approved
0.6818 Remote Similarity NPD4251 Approved
0.6818 Remote Similarity NPD4250 Approved
0.6786 Remote Similarity NPD7838 Discovery
0.6696 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6637 Remote Similarity NPD5785 Approved
0.6636 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5362 Discontinued
0.6538 Remote Similarity NPD5983 Phase 2
0.6519 Remote Similarity NPD5956 Approved
0.6486 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6486 Remote Similarity NPD5363 Approved
0.6484 Remote Similarity NPD7115 Discovery
0.6481 Remote Similarity NPD4820 Approved
0.6481 Remote Similarity NPD4821 Approved
0.6481 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6481 Remote Similarity NPD4819 Approved
0.6481 Remote Similarity NPD4822 Approved
0.6417 Remote Similarity NPD5344 Discontinued
0.6387 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6378 Remote Similarity NPD4632 Approved
0.6371 Remote Similarity NPD6686 Approved
0.637 Remote Similarity NPD6033 Approved
0.6356 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6349 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6343 Remote Similarity NPD7507 Approved
0.6343 Remote Similarity NPD6336 Discontinued
0.6341 Remote Similarity NPD6008 Approved
0.6306 Remote Similarity NPD7154 Phase 3
0.6296 Remote Similarity NPD4271 Approved
0.6296 Remote Similarity NPD4268 Approved
0.6293 Remote Similarity NPD7983 Approved
0.626 Remote Similarity NPD7100 Approved
0.625 Remote Similarity NPD4225 Approved
0.6231 Remote Similarity NPD6009 Approved
0.6216 Remote Similarity NPD6435 Approved
0.6216 Remote Similarity NPD4269 Approved
0.6216 Remote Similarity NPD4270 Approved
0.6212 Remote Similarity NPD6319 Approved
0.6204 Remote Similarity NPD7319 Approved
0.6198 Remote Similarity NPD7640 Approved
0.6198 Remote Similarity NPD7639 Approved
0.6198 Remote Similarity NPD6648 Approved
0.6183 Remote Similarity NPD6314 Approved
0.6183 Remote Similarity NPD6335 Approved
0.6183 Remote Similarity NPD6313 Approved
0.6165 Remote Similarity NPD8033 Approved
0.6161 Remote Similarity NPD5331 Approved
0.6161 Remote Similarity NPD5332 Approved
0.6148 Remote Similarity NPD7492 Approved
0.6142 Remote Similarity NPD5955 Clinical (unspecified phase)
0.614 Remote Similarity NPD5786 Approved
0.6136 Remote Similarity NPD4522 Approved
0.6136 Remote Similarity NPD7101 Approved
0.6126 Remote Similarity NPD5369 Approved
0.6126 Remote Similarity NPD4790 Discontinued
0.6116 Remote Similarity NPD7638 Approved
0.6103 Remote Similarity NPD6616 Approved
0.609 Remote Similarity NPD6054 Approved
0.6063 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6061 Remote Similarity NPD7328 Approved
0.6061 Remote Similarity NPD7327 Approved
0.6058 Remote Similarity NPD7078 Approved
0.605 Remote Similarity NPD5282 Discontinued
0.6047 Remote Similarity NPD8297 Approved
0.6045 Remote Similarity NPD6015 Approved
0.6045 Remote Similarity NPD6016 Approved
0.6036 Remote Similarity NPD4252 Approved
0.6036 Remote Similarity NPD5368 Approved
0.6015 Remote Similarity NPD7516 Approved
0.6014 Remote Similarity NPD7736 Approved
0.6 Remote Similarity NPD6370 Approved
0.6 Remote Similarity NPD5988 Approved
0.597 Remote Similarity NPD8294 Approved
0.597 Remote Similarity NPD6059 Approved
0.597 Remote Similarity NPD8377 Approved
0.5969 Remote Similarity NPD6650 Approved
0.5969 Remote Similarity NPD6649 Approved
0.5969 Remote Similarity NPD5215 Approved
0.5942 Remote Similarity NPD8293 Discontinued
0.5938 Remote Similarity NPD6372 Approved
0.5938 Remote Similarity NPD6373 Approved
0.5926 Remote Similarity NPD8378 Approved
0.5926 Remote Similarity NPD8515 Approved
0.5926 Remote Similarity NPD8516 Approved
0.5926 Remote Similarity NPD8296 Approved
0.5926 Remote Similarity NPD8335 Approved
0.5926 Remote Similarity NPD8517 Approved
0.5926 Remote Similarity NPD8379 Approved
0.5926 Remote Similarity NPD8380 Approved
0.5926 Remote Similarity NPD8513 Phase 3
0.5926 Remote Similarity NPD7503 Approved
0.5906 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5906 Remote Similarity NPD6412 Phase 2
0.5906 Remote Similarity NPD5697 Approved
0.5902 Remote Similarity NPD6084 Phase 2
0.5902 Remote Similarity NPD6083 Phase 2
0.5891 Remote Similarity NPD5169 Approved
0.5878 Remote Similarity NPD8133 Approved
0.587 Remote Similarity NPD8273 Phase 1
0.5868 Remote Similarity NPD5695 Phase 3
0.5859 Remote Similarity NPD6881 Approved
0.5859 Remote Similarity NPD6899 Approved
0.5859 Remote Similarity NPD7320 Approved
0.5856 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5854 Remote Similarity NPD5696 Approved
0.5846 Remote Similarity NPD5217 Approved
0.5846 Remote Similarity NPD5216 Approved
0.5846 Remote Similarity NPD5127 Approved
0.5839 Remote Similarity NPD7604 Phase 2
0.5833 Remote Similarity NPD5167 Approved
0.5833 Remote Similarity NPD5779 Approved
0.5833 Remote Similarity NPD5778 Approved
0.5827 Remote Similarity NPD5739 Approved
0.5827 Remote Similarity NPD7128 Approved
0.5827 Remote Similarity NPD6402 Approved
0.5827 Remote Similarity NPD6675 Approved
0.5826 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5814 Remote Similarity NPD6013 Approved
0.5814 Remote Similarity NPD6012 Approved
0.5814 Remote Similarity NPD6014 Approved
0.5802 Remote Similarity NPD6882 Approved
0.5781 Remote Similarity NPD6614 Approved
0.5781 Remote Similarity NPD5701 Approved
0.5769 Remote Similarity NPD7102 Approved
0.5769 Remote Similarity NPD6883 Approved
0.5769 Remote Similarity NPD7290 Approved
0.575 Remote Similarity NPD7637 Suspended
0.5748 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5748 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5738 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5736 Remote Similarity NPD6011 Approved
0.5736 Remote Similarity NPD5128 Approved
0.5725 Remote Similarity NPD8130 Phase 1
0.5725 Remote Similarity NPD6869 Approved
0.5725 Remote Similarity NPD6617 Approved
0.5725 Remote Similarity NPD6847 Approved
0.5725 Remote Similarity NPD7642 Approved
0.5714 Remote Similarity NPD8074 Phase 3
0.5714 Remote Similarity NPD5091 Approved
0.5714 Remote Similarity NPD7632 Discontinued
0.5714 Remote Similarity NPD5211 Phase 2
0.5704 Remote Similarity NPD6007 Clinical (unspecified phase)
0.5702 Remote Similarity NPD6399 Phase 3
0.5672 Remote Similarity NPD6868 Approved
0.5664 Remote Similarity NPD7260 Phase 2
0.5652 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5649 Remote Similarity NPD4634 Approved
0.5645 Remote Similarity NPD5959 Approved
0.5641 Remote Similarity NPD1694 Approved
0.5635 Remote Similarity NPD1700 Approved
0.5625 Remote Similarity NPD6845 Suspended
0.5625 Remote Similarity NPD5141 Approved
0.562 Remote Similarity NPD5693 Phase 1
0.562 Remote Similarity NPD5281 Approved
0.562 Remote Similarity NPD5284 Approved
0.5612 Remote Similarity NPD7829 Approved
0.5612 Remote Similarity NPD7830 Approved
0.561 Remote Similarity NPD4629 Approved
0.561 Remote Similarity NPD5654 Approved
0.561 Remote Similarity NPD5210 Approved

Structure

External Identifiers

PubChem CID   21578013
ChEMBL   CHEMBL464954
ZINC  

Physicochemical Properties

Molecular Weight:  470.13
ALogP:  -0.1391
MLogP:  2.78
XLogP:  0.706
# Rotatable Bonds:  13
Polar Surface Area:  131.89
# H-Bond Aceptor:  9
# H-Bond Donor:  2
# Rings:  4
# 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