Natural Product: NPC283409

Natural Product ID:  NPC283409
Common Name:   Athrolide A
IUPAC Name:   [(3aS,5R,5aS,6S,8R,8aS,9S,9aR)-8,9-diacetyloxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] 2-methylpropanoate
Synonyms:   Athrolide A
Molecular Formula:   C23H32O8
Standard InCHIKey:  NDMSWUKPDPLPAZ-WDPXAWCQSA-N
Standard InCHI:  InChI=1S/C23H32O8/c1-10(2)21(26)31-16-9-17(28-13(5)24)23(7)19(16)11(3)8-15-18(12(4)22(27)30-15)20(23)29-14(6)25/h10-11,15-20H,4,8-9H2,1-3,5-7H3/t11-,15+,16+,17-,18-,19-,20+,23-/m1/s1
Canonical SMILES:  CC(=O)O[C@@H]1C[C@@H]([C@@H]2[C@]1(C)[C@@H](OC(=O)C)[C@H]1[C@H](C[C@H]2C)OC(=O)C1=C)OC(=O)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
NPO22099 Athroisma proteiforme Species Asteraceae Eukaryota Aerial parts PMID[21995542]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 34300 nM 21995542
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 32700 nM 21995542
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Ratio IC50 = 1 21995542
NPT179 Cell Line A2780 Homo sapiens IC50 = 2100 nM 21995542

  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 NPC283409 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
0.988 High Similarity NPC471149
0.9759 High Similarity NPC24728
0.931 High Similarity NPC57304
0.931 High Similarity NPC35959
0.931 High Similarity NPC63193
0.931 High Similarity NPC133888
0.931 High Similarity NPC171360
0.931 High Similarity NPC29821
0.931 High Similarity NPC293001
0.9195 High Similarity NPC297474
0.9195 High Similarity NPC54065
0.9195 High Similarity NPC35809
0.9176 High Similarity NPC304558
0.9157 High Similarity NPC246076
0.9091 High Similarity NPC286341
0.9091 High Similarity NPC191339
0.908 High Similarity NPC472872
0.908 High Similarity NPC155935
0.8901 High Similarity NPC24956
0.8901 High Similarity NPC18019
0.8764 High Similarity NPC216284
0.875 High Similarity NPC207114
0.875 High Similarity NPC217983
0.875 High Similarity NPC79549
0.8736 High Similarity NPC64153
0.8736 High Similarity NPC56593
0.8696 High Similarity NPC91771
0.8696 High Similarity NPC142529
0.8667 High Similarity NPC155215
0.8652 High Similarity NPC215556
0.8605 High Similarity NPC54468
0.8587 High Similarity NPC476053
0.8587 High Similarity NPC472873
0.8587 High Similarity NPC167893
0.8571 High Similarity NPC473263
0.8571 High Similarity NPC258216
0.8571 High Similarity NPC472874
0.8571 High Similarity NPC473234
0.8571 High Similarity NPC308656
0.8571 High Similarity NPC60386
0.8571 High Similarity NPC473273
0.8556 High Similarity NPC19087
0.8523 High Similarity NPC238593
0.8523 High Similarity NPC187661
0.8478 Intermediate Similarity NPC127019
0.8462 Intermediate Similarity NPC184063
0.8444 Intermediate Similarity NPC38392
0.8427 Intermediate Similarity NPC270270
0.8409 Intermediate Similarity NPC300082
0.8409 Intermediate Similarity NPC284534
0.8409 Intermediate Similarity NPC235792
0.8409 Intermediate Similarity NPC204105
0.8404 Intermediate Similarity NPC471150
0.8404 Intermediate Similarity NPC311904
0.8387 Intermediate Similarity NPC163228
0.8387 Intermediate Similarity NPC213698
0.8372 Intermediate Similarity NPC47635
0.837 Intermediate Similarity NPC153590
0.837 Intermediate Similarity NPC200237
0.8333 Intermediate Similarity NPC171759
0.8333 Intermediate Similarity NPC224652
0.8298 Intermediate Similarity NPC213078
0.8295 Intermediate Similarity NPC224386
0.8295 Intermediate Similarity NPC194859
0.828 Intermediate Similarity NPC473331
0.8261 Intermediate Similarity NPC475925
0.8256 Intermediate Similarity NPC293418
0.8256 Intermediate Similarity NPC73052
0.8256 Intermediate Similarity NPC290508
0.8256 Intermediate Similarity NPC6823
0.8229 Intermediate Similarity NPC186861
0.8222 Intermediate Similarity NPC118601
0.8222 Intermediate Similarity NPC201658
0.8211 Intermediate Similarity NPC108475
0.8211 Intermediate Similarity NPC170143
0.8211 Intermediate Similarity NPC213947
0.8211 Intermediate Similarity NPC161493
0.8193 Intermediate Similarity NPC143979
0.8193 Intermediate Similarity NPC320537
0.8191 Intermediate Similarity NPC170120
0.8191 Intermediate Similarity NPC67584
0.8182 Intermediate Similarity NPC128246
0.8182 Intermediate Similarity NPC111409
0.8182 Intermediate Similarity NPC245665
0.8132 Intermediate Similarity NPC178875
0.8125 Intermediate Similarity NPC45125
0.8085 Intermediate Similarity NPC198853
0.8065 Intermediate Similarity NPC221282
0.8065 Intermediate Similarity NPC133698
0.8043 Intermediate Similarity NPC168679
0.8043 Intermediate Similarity NPC4986
0.8043 Intermediate Similarity NPC12872
0.8041 Intermediate Similarity NPC471381
0.8021 Intermediate Similarity NPC181151
0.8021 Intermediate Similarity NPC474313
0.8 Intermediate Similarity NPC52044
0.8 Intermediate Similarity NPC224689
0.798 Intermediate Similarity NPC473148
0.7955 Intermediate Similarity NPC126248
0.7938 Intermediate Similarity NPC249171
0.7938 Intermediate Similarity NPC221615
0.7938 Intermediate Similarity NPC49833
0.7917 Intermediate Similarity NPC126156
0.7912 Intermediate Similarity NPC236692
0.7912 Intermediate Similarity NPC67493
0.7912 Intermediate Similarity NPC309757
0.7907 Intermediate Similarity NPC208223
0.7905 Intermediate Similarity NPC471382
0.7895 Intermediate Similarity NPC470010
0.7895 Intermediate Similarity NPC262133
0.7895 Intermediate Similarity NPC477131
0.7895 Intermediate Similarity NPC470013
0.7895 Intermediate Similarity NPC281775
0.7895 Intermediate Similarity NPC323008
0.7872 Intermediate Similarity NPC131209
0.7841 Intermediate Similarity NPC258965
0.7841 Intermediate Similarity NPC156658
0.7835 Intermediate Similarity NPC304445
0.7835 Intermediate Similarity NPC236580
0.7822 Intermediate Similarity NPC291643
0.7822 Intermediate Similarity NPC54737
0.78 Intermediate Similarity NPC221421
0.7778 Intermediate Similarity NPC471767
0.7778 Intermediate Similarity NPC128429
0.7778 Intermediate Similarity NPC150923
0.7767 Intermediate Similarity NPC59489
0.7767 Intermediate Similarity NPC139838
0.7766 Intermediate Similarity NPC475776
0.7766 Intermediate Similarity NPC37607
0.7766 Intermediate Similarity NPC301969
0.7757 Intermediate Similarity NPC36754
0.7755 Intermediate Similarity NPC470188
0.7745 Intermediate Similarity NPC470192
0.7745 Intermediate Similarity NPC26617
0.7742 Intermediate Similarity NPC91248
0.7736 Intermediate Similarity NPC471380
0.7732 Intermediate Similarity NPC113433
0.7727 Intermediate Similarity NPC182550
0.7717 Intermediate Similarity NPC162071
0.7717 Intermediate Similarity NPC470242
0.7717 Intermediate Similarity NPC107787
0.7711 Intermediate Similarity NPC5714
0.77 Intermediate Similarity NPC78127
0.77 Intermediate Similarity NPC250594
0.77 Intermediate Similarity NPC471757
0.77 Intermediate Similarity NPC105725
0.77 Intermediate Similarity NPC80144
0.7692 Intermediate Similarity NPC471884
0.7692 Intermediate Similarity NPC115786
0.7692 Intermediate Similarity NPC156485
0.7685 Intermediate Similarity NPC161060
0.7684 Intermediate Similarity NPC74103
0.7684 Intermediate Similarity NPC123177
0.7684 Intermediate Similarity NPC150978
0.7684 Intermediate Similarity NPC290651
0.7684 Intermediate Similarity NPC70595
0.766 Intermediate Similarity NPC92974
0.7653 Intermediate Similarity NPC58267
0.7653 Intermediate Similarity NPC263674
0.7653 Intermediate Similarity NPC261372
0.7647 Intermediate Similarity NPC44004
0.764 Intermediate Similarity NPC474981
0.764 Intermediate Similarity NPC276356
0.764 Intermediate Similarity NPC74673
0.764 Intermediate Similarity NPC69271
0.7634 Intermediate Similarity NPC175293
0.7634 Intermediate Similarity NPC190753
0.7629 Intermediate Similarity NPC280877
0.7629 Intermediate Similarity NPC304886
0.7629 Intermediate Similarity NPC475900
0.7609 Intermediate Similarity NPC78089
0.7604 Intermediate Similarity NPC470187
0.7604 Intermediate Similarity NPC475788
0.7604 Intermediate Similarity NPC475700
0.7604 Intermediate Similarity NPC135776
0.76 Intermediate Similarity NPC67296
0.7582 Intermediate Similarity NPC215294
0.7582 Intermediate Similarity NPC257358
0.7582 Intermediate Similarity NPC474472
0.7579 Intermediate Similarity NPC475748
0.7579 Intermediate Similarity NPC253144
0.7556 Intermediate Similarity NPC281949
0.7556 Intermediate Similarity NPC301477
0.7556 Intermediate Similarity NPC25684
0.7553 Intermediate Similarity NPC177629
0.7553 Intermediate Similarity NPC58219
0.7551 Intermediate Similarity NPC476009
0.7551 Intermediate Similarity NPC474297
0.7528 Intermediate Similarity NPC19841
0.7527 Intermediate Similarity NPC476015
0.7527 Intermediate Similarity NPC474045
0.7527 Intermediate Similarity NPC50637
0.7527 Intermediate Similarity NPC474762
0.7527 Intermediate Similarity NPC469676
0.7527 Intermediate Similarity NPC261253
0.7526 Intermediate Similarity NPC471446
0.7526 Intermediate Similarity NPC473434
0.7526 Intermediate Similarity NPC474841
0.7525 Intermediate Similarity NPC49393
0.75 Intermediate Similarity NPC70865

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC283409 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
0.8043 Intermediate Similarity NPD1695 Approved
0.7745 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD6371 Approved
0.7083 Intermediate Similarity NPD4251 Approved
0.7083 Intermediate Similarity NPD4250 Approved
0.7041 Intermediate Similarity NPD5785 Approved
0.6979 Remote Similarity NPD4249 Approved
0.6909 Remote Similarity NPD6053 Discontinued
0.6875 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6822 Remote Similarity NPD6008 Approved
0.6737 Remote Similarity NPD6435 Approved
0.6702 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6701 Remote Similarity NPD6082 Clinical (unspecified phase)
0.67 Remote Similarity NPD6698 Approved
0.67 Remote Similarity NPD46 Approved
0.6667 Remote Similarity NPD6903 Approved
0.6667 Remote Similarity NPD5362 Discontinued
0.6633 Remote Similarity NPD5330 Approved
0.6633 Remote Similarity NPD7521 Approved
0.6633 Remote Similarity NPD7334 Approved
0.6633 Remote Similarity NPD7146 Approved
0.6633 Remote Similarity NPD6409 Approved
0.6633 Remote Similarity NPD6684 Approved
0.6571 Remote Similarity NPD7638 Approved
0.6562 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6545 Remote Similarity NPD6686 Approved
0.6531 Remote Similarity NPD1694 Approved
0.6531 Remote Similarity NPD5363 Approved
0.6526 Remote Similarity NPD4822 Approved
0.6526 Remote Similarity NPD4819 Approved
0.6526 Remote Similarity NPD4821 Approved
0.6526 Remote Similarity NPD4820 Approved
0.6526 Remote Similarity NPD5368 Approved
0.6509 Remote Similarity NPD7639 Approved
0.6509 Remote Similarity NPD7640 Approved
0.6505 Remote Similarity NPD5282 Discontinued
0.65 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6495 Remote Similarity NPD7154 Phase 3
0.6489 Remote Similarity NPD4271 Approved
0.6489 Remote Similarity NPD4268 Approved
0.6458 Remote Similarity NPD5369 Approved
0.6442 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6408 Remote Similarity NPD6399 Phase 3
0.6392 Remote Similarity NPD4270 Approved
0.6392 Remote Similarity NPD4269 Approved
0.6373 Remote Similarity NPD7838 Discovery
0.6311 Remote Similarity NPD8034 Phase 2
0.6311 Remote Similarity NPD8035 Phase 2
0.6311 Remote Similarity NPD5693 Phase 1
0.63 Remote Similarity NPD5786 Approved
0.6261 Remote Similarity NPD8133 Approved
0.623 Remote Similarity NPD7507 Approved
0.6228 Remote Similarity NPD6650 Approved
0.6228 Remote Similarity NPD6649 Approved
0.6224 Remote Similarity NPD5209 Approved
0.6214 Remote Similarity NPD5207 Approved
0.6195 Remote Similarity NPD6372 Approved
0.6195 Remote Similarity NPD6373 Approved
0.6186 Remote Similarity NPD4252 Approved
0.6176 Remote Similarity NPD6672 Approved
0.6176 Remote Similarity NPD5737 Approved
0.6168 Remote Similarity NPD6084 Phase 2
0.6168 Remote Similarity NPD6083 Phase 2
0.6162 Remote Similarity NPD5331 Approved
0.6162 Remote Similarity NPD5332 Approved
0.6161 Remote Similarity NPD6412 Phase 2
0.6161 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7983 Approved
0.6146 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6132 Remote Similarity NPD5695 Phase 3
0.6122 Remote Similarity NPD4790 Discontinued
0.6117 Remote Similarity NPD6673 Approved
0.6117 Remote Similarity NPD6051 Approved
0.6117 Remote Similarity NPD6080 Approved
0.6117 Remote Similarity NPD6904 Approved
0.6111 Remote Similarity NPD4225 Approved
0.6111 Remote Similarity NPD5696 Approved
0.6106 Remote Similarity NPD6899 Approved
0.6106 Remote Similarity NPD6881 Approved
0.6106 Remote Similarity NPD7320 Approved
0.6091 Remote Similarity NPD7632 Discontinued
0.6087 Remote Similarity NPD8413 Clinical (unspecified phase)
0.608 Remote Similarity NPD7319 Approved
0.6071 Remote Similarity NPD5739 Approved
0.6071 Remote Similarity NPD7128 Approved
0.6071 Remote Similarity NPD6402 Approved
0.6071 Remote Similarity NPD6675 Approved
0.6038 Remote Similarity NPD6001 Approved
0.6034 Remote Similarity NPD6882 Approved
0.6034 Remote Similarity NPD8297 Approved
0.6033 Remote Similarity NPD8033 Approved
0.6022 Remote Similarity NPD5777 Approved
0.6018 Remote Similarity NPD5697 Approved
0.6016 Remote Similarity NPD7492 Approved
0.6 Remote Similarity NPD7102 Approved
0.6 Remote Similarity NPD7637 Suspended
0.6 Remote Similarity NPD6050 Approved
0.6 Remote Similarity NPD4788 Approved
0.6 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6 Remote Similarity NPD7290 Approved
0.6 Remote Similarity NPD6883 Approved
0.6 Remote Similarity NPD8039 Approved
0.598 Remote Similarity NPD6098 Approved
0.5979 Remote Similarity NPD4802 Phase 2
0.5979 Remote Similarity NPD4238 Approved
0.5968 Remote Similarity NPD6616 Approved
0.5966 Remote Similarity NPD7115 Discovery
0.5963 Remote Similarity NPD8029 Clinical (unspecified phase)
0.595 Remote Similarity NPD6319 Approved
0.595 Remote Similarity NPD6054 Approved
0.5948 Remote Similarity NPD6847 Approved
0.5948 Remote Similarity NPD8130 Phase 1
0.5948 Remote Similarity NPD6617 Approved
0.5948 Remote Similarity NPD6869 Approved
0.5943 Remote Similarity NPD5778 Approved
0.5943 Remote Similarity NPD5779 Approved
0.5938 Remote Similarity NPD6845 Suspended
0.592 Remote Similarity NPD7078 Approved
0.5917 Remote Similarity NPD7327 Approved
0.5917 Remote Similarity NPD7328 Approved
0.5913 Remote Similarity NPD6014 Approved
0.5913 Remote Similarity NPD6013 Approved
0.5913 Remote Similarity NPD6012 Approved
0.5905 Remote Similarity NPD5692 Phase 3
0.5893 Remote Similarity NPD6052 Approved
0.5888 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5888 Remote Similarity NPD7900 Approved
0.5882 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5877 Remote Similarity NPD5701 Approved
0.5873 Remote Similarity NPD7736 Approved
0.587 Remote Similarity NPD229 Approved
0.5868 Remote Similarity NPD7516 Approved
0.5865 Remote Similarity NPD5208 Approved
0.5862 Remote Similarity NPD3198 Approved
0.5859 Remote Similarity NPD7260 Phase 2
0.5854 Remote Similarity NPD6370 Approved
0.5849 Remote Similarity NPD5284 Approved
0.5849 Remote Similarity NPD6411 Approved
0.5849 Remote Similarity NPD5281 Approved
0.5849 Remote Similarity NPD5694 Approved
0.5847 Remote Similarity NPD4632 Approved
0.5841 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5841 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5826 Remote Similarity NPD6011 Approved
0.5826 Remote Similarity NPD5345 Clinical (unspecified phase)
0.582 Remote Similarity NPD6059 Approved
0.582 Remote Similarity NPD8294 Approved
0.582 Remote Similarity NPD8377 Approved
0.5794 Remote Similarity NPD8293 Discontinued
0.5784 Remote Similarity NPD3133 Approved
0.5784 Remote Similarity NPD3665 Phase 1
0.5784 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5784 Remote Similarity NPD3666 Approved
0.5776 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5772 Remote Similarity NPD6016 Approved
0.5772 Remote Similarity NPD8378 Approved
0.5772 Remote Similarity NPD8380 Approved
0.5772 Remote Similarity NPD8296 Approved
0.5772 Remote Similarity NPD7503 Approved
0.5772 Remote Similarity NPD8335 Approved
0.5772 Remote Similarity NPD6015 Approved
0.5772 Remote Similarity NPD8379 Approved
0.5766 Remote Similarity NPD6648 Approved
0.5739 Remote Similarity NPD6685 Approved
0.5727 Remote Similarity NPD7902 Approved
0.5726 Remote Similarity NPD5988 Approved
0.5714 Remote Similarity NPD1700 Approved
0.5714 Remote Similarity NPD5344 Discontinued
0.5702 Remote Similarity NPD6009 Approved
0.5688 Remote Similarity NPD5210 Approved
0.5688 Remote Similarity NPD4629 Approved
0.5686 Remote Similarity NPD6695 Phase 3
0.568 Remote Similarity NPD7604 Phase 2
0.5678 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5664 Remote Similarity NPD5211 Phase 2
0.566 Remote Similarity NPD6101 Approved
0.566 Remote Similarity NPD5764 Clinical (unspecified phase)
0.566 Remote Similarity NPD4753 Phase 2
0.5645 Remote Similarity NPD8515 Approved
0.5645 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5645 Remote Similarity NPD8513 Phase 3
0.5645 Remote Similarity NPD8268 Approved
0.5645 Remote Similarity NPD8269 Approved
0.5645 Remote Similarity NPD8266 Approved
0.5645 Remote Similarity NPD8516 Approved
0.5645 Remote Similarity NPD5983 Phase 2
0.5645 Remote Similarity NPD8267 Approved
0.5645 Remote Similarity NPD8517 Approved
0.5636 Remote Similarity NPD7839 Suspended
0.5631 Remote Similarity NPD4786 Approved
0.5631 Remote Similarity NPD3668 Phase 3
0.5625 Remote Similarity NPD4696 Approved
0.5625 Remote Similarity NPD5285 Approved
0.5625 Remote Similarity NPD5286 Approved
0.562 Remote Similarity NPD6274 Approved
0.561 Remote Similarity NPD7101 Approved
0.561 Remote Similarity NPD7100 Approved
0.5603 Remote Similarity NPD6614 Approved

Structure

External Identifiers

PubChem CID   56599133
ChEMBL   CHEMBL1834671
ZINC  

Physicochemical Properties

Molecular Weight:  436.21
ALogP:  0.7328
MLogP:  3.11
XLogP:  3.012
# Rotatable Bonds:  13
Polar Surface Area:  105.2
# H-Bond Aceptor:  8
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  31

Download Data

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