Natural Product: NPC471698

Natural Product ID:  NPC471698
Common Name:   Austdiol Diacetate
IUPAC Name:   [(7R,8S)-7-acetyloxy-5-formyl-3,7-dimethyl-6-oxo-8H-isochromen-8-yl] acetate
Synonyms:  
Molecular Formula:   C16H16O7
Standard InCHIKey:  QVXVIOCTOACBNT-HOTGVXAUSA-N
Standard InCHI:  InChI=1S/C16H16O7/c1-8-5-11-12(6-17)14(20)16(4,23-10(3)19)15(22-9(2)18)13(11)7-21-8/h5-7,15H,1-4H3/t15-,16-/m0/s1
Canonical SMILES:  O=CC1=C2C=C(C)OC=C2[C@@H]([C@@](C1=O)(C)OC(=O)C)OC(=O)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
NPO501 Mycoleptodiscus indicus Species Magnaporthaceae Eukaryota PMID[24387625]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT841 Organism Leishmania major Leishmania major LD50 = 19.8 nM 18039919
NPT633 Organism Leishmania donovani Leishmania donovani IC50 = 59300 nM 22372931
NPT399 Cell Line SF-295 Homo sapiens IC50 = 26300 nM 19223615
NPT2 Others Unspecified IC50 > 78000 nM 19651906
NPT400 Cell Line MDA-MB-435 Homo sapiens IC50 = 26900 nM 9213587
NPT2 Others Unspecified IC50 = 13900 nM 20014857
NPT116 Cell Line HL-60 Homo sapiens IC50 = 22100 nM 17125233

  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 NPC471698 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
0.8387 Intermediate Similarity NPC142159
0.8387 Intermediate Similarity NPC95364
0.8298 Intermediate Similarity NPC131864
0.8283 Intermediate Similarity NPC471699
0.8211 Intermediate Similarity NPC166110
0.8211 Intermediate Similarity NPC193396
0.8211 Intermediate Similarity NPC32944
0.8152 Intermediate Similarity NPC281172
0.8125 Intermediate Similarity NPC248193
0.8119 Intermediate Similarity NPC271059
0.8119 Intermediate Similarity NPC25666
0.8021 Intermediate Similarity NPC32552
0.7959 Intermediate Similarity NPC31021
0.7872 Intermediate Similarity NPC291712
0.7788 Intermediate Similarity NPC469852
0.7745 Intermediate Similarity NPC469851
0.7714 Intermediate Similarity NPC469853
0.7677 Intermediate Similarity NPC143210
0.7642 Intermediate Similarity NPC327106
0.76 Intermediate Similarity NPC12727
0.7576 Intermediate Similarity NPC29798
0.7576 Intermediate Similarity NPC282644
0.7551 Intermediate Similarity NPC224270
0.7525 Intermediate Similarity NPC318082
0.7455 Intermediate Similarity NPC321496
0.7383 Intermediate Similarity NPC232969
0.7383 Intermediate Similarity NPC199107
0.7379 Intermediate Similarity NPC35717
0.7347 Intermediate Similarity NPC472008
0.7297 Intermediate Similarity NPC326264
0.7282 Intermediate Similarity NPC20066
0.7282 Intermediate Similarity NPC239895
0.7273 Intermediate Similarity NPC280833
0.7257 Intermediate Similarity NPC243298
0.7245 Intermediate Similarity NPC472007
0.7222 Intermediate Similarity NPC266514
0.7212 Intermediate Similarity NPC306908
0.72 Intermediate Similarity NPC265856
0.7196 Intermediate Similarity NPC470297
0.7196 Intermediate Similarity NPC272528
0.7182 Intermediate Similarity NPC89408
0.717 Intermediate Similarity NPC80781
0.7158 Intermediate Similarity NPC286229
0.7143 Intermediate Similarity NPC472009
0.713 Intermediate Similarity NPC245320
0.713 Intermediate Similarity NPC1679
0.7128 Intermediate Similarity NPC471740
0.7115 Intermediate Similarity NPC471694
0.7103 Intermediate Similarity NPC469980
0.7103 Intermediate Similarity NPC118902
0.7103 Intermediate Similarity NPC104161
0.7091 Intermediate Similarity NPC23497
0.7083 Intermediate Similarity NPC475690
0.7075 Intermediate Similarity NPC224172
0.7069 Intermediate Similarity NPC476815
0.7069 Intermediate Similarity NPC473145
0.7069 Intermediate Similarity NPC31641
0.7064 Intermediate Similarity NPC474716
0.7048 Intermediate Similarity NPC264378
0.703 Intermediate Similarity NPC469464
0.703 Intermediate Similarity NPC274075
0.7019 Intermediate Similarity NPC476275
0.7018 Intermediate Similarity NPC477509
0.7009 Intermediate Similarity NPC39996
0.7 Intermediate Similarity NPC471058
0.7 Intermediate Similarity NPC471057
0.7 Intermediate Similarity NPC475902
0.7 Intermediate Similarity NPC264819
0.699 Remote Similarity NPC477241
0.699 Remote Similarity NPC38830
0.699 Remote Similarity NPC470697
0.6981 Remote Similarity NPC174314
0.6981 Remote Similarity NPC469551
0.697 Remote Similarity NPC203795
0.697 Remote Similarity NPC220478
0.6944 Remote Similarity NPC320294
0.6944 Remote Similarity NPC297281
0.6944 Remote Similarity NPC473144
0.6937 Remote Similarity NPC38154
0.6909 Remote Similarity NPC133422
0.6903 Remote Similarity NPC476801
0.69 Remote Similarity NPC471739
0.69 Remote Similarity NPC125925
0.6893 Remote Similarity NPC165383
0.6887 Remote Similarity NPC300584
0.6881 Remote Similarity NPC474898
0.6869 Remote Similarity NPC307112
0.6863 Remote Similarity NPC166554
0.6863 Remote Similarity NPC280592
0.6863 Remote Similarity NPC212679
0.6863 Remote Similarity NPC253177
0.6863 Remote Similarity NPC220454
0.6863 Remote Similarity NPC316228
0.6863 Remote Similarity NPC152467
0.6863 Remote Similarity NPC213636
0.6863 Remote Similarity NPC477684
0.6863 Remote Similarity NPC469595
0.6863 Remote Similarity NPC469372
0.6863 Remote Similarity NPC51653
0.6857 Remote Similarity NPC472733
0.6857 Remote Similarity NPC472734
0.6847 Remote Similarity NPC476802
0.6847 Remote Similarity NPC89171
0.6842 Remote Similarity NPC56448
0.6837 Remote Similarity NPC16488
0.6832 Remote Similarity NPC469628
0.6832 Remote Similarity NPC469653
0.6832 Remote Similarity NPC471047
0.6832 Remote Similarity NPC475906
0.6832 Remote Similarity NPC469631
0.6822 Remote Similarity NPC185253
0.6822 Remote Similarity NPC215253
0.6818 Remote Similarity NPC477125
0.6818 Remote Similarity NPC85529
0.6818 Remote Similarity NPC32006
0.6818 Remote Similarity NPC472645
0.6814 Remote Similarity NPC317107
0.68 Remote Similarity NPC196381
0.68 Remote Similarity NPC168248
0.68 Remote Similarity NPC316426
0.68 Remote Similarity NPC38576
0.68 Remote Similarity NPC315395
0.68 Remote Similarity NPC279859
0.6796 Remote Similarity NPC45579
0.6796 Remote Similarity NPC20713
0.6796 Remote Similarity NPC471329
0.6796 Remote Similarity NPC142838
0.6796 Remote Similarity NPC296114
0.6792 Remote Similarity NPC472731
0.6792 Remote Similarity NPC134083
0.6792 Remote Similarity NPC472732
0.6771 Remote Similarity NPC473981
0.6771 Remote Similarity NPC276647
0.6771 Remote Similarity NPC622
0.6771 Remote Similarity NPC473980
0.6768 Remote Similarity NPC474359
0.6765 Remote Similarity NPC284561
0.6762 Remote Similarity NPC295347
0.6762 Remote Similarity NPC470978
0.6762 Remote Similarity NPC234339
0.6762 Remote Similarity NPC470974
0.6762 Remote Similarity NPC273197
0.6759 Remote Similarity NPC133907
0.6759 Remote Similarity NPC46998
0.6759 Remote Similarity NPC472643
0.6759 Remote Similarity NPC128733
0.6759 Remote Similarity NPC110443
0.6759 Remote Similarity NPC185141
0.6757 Remote Similarity NPC469558
0.6754 Remote Similarity NPC317687
0.6754 Remote Similarity NPC66108
0.6739 Remote Similarity NPC133098
0.6737 Remote Similarity NPC471225
0.6735 Remote Similarity NPC221231
0.6735 Remote Similarity NPC471326
0.6733 Remote Similarity NPC113370
0.6733 Remote Similarity NPC266957
0.6733 Remote Similarity NPC476079
0.6733 Remote Similarity NPC103743
0.6733 Remote Similarity NPC471738
0.6731 Remote Similarity NPC476598
0.6731 Remote Similarity NPC476597
0.6729 Remote Similarity NPC166770
0.6729 Remote Similarity NPC471932
0.6729 Remote Similarity NPC153776
0.6729 Remote Similarity NPC177680
0.6729 Remote Similarity NPC472729
0.6729 Remote Similarity NPC472730
0.6727 Remote Similarity NPC477510
0.6727 Remote Similarity NPC213366
0.6727 Remote Similarity NPC476001
0.6727 Remote Similarity NPC471143
0.6726 Remote Similarity NPC99760
0.6724 Remote Similarity NPC478216
0.6724 Remote Similarity NPC270478
0.6721 Remote Similarity NPC476008
0.6701 Remote Similarity NPC223904
0.67 Remote Similarity NPC471060
0.67 Remote Similarity NPC197903
0.67 Remote Similarity NPC187529
0.67 Remote Similarity NPC99395
0.67 Remote Similarity NPC110405
0.6699 Remote Similarity NPC223093
0.6698 Remote Similarity NPC93271
0.6698 Remote Similarity NPC172998
0.6698 Remote Similarity NPC135576
0.6698 Remote Similarity NPC17585
0.6698 Remote Similarity NPC301596
0.6698 Remote Similarity NPC299396
0.6696 Remote Similarity NPC471204
0.6696 Remote Similarity NPC472507
0.6696 Remote Similarity NPC473482
0.6696 Remote Similarity NPC318363
0.6696 Remote Similarity NPC475418
0.6696 Remote Similarity NPC322903
0.6695 Remote Similarity NPC476107
0.6694 Remote Similarity NPC24651
0.6667 Remote Similarity NPC179798
0.6667 Remote Similarity NPC475202
0.6667 Remote Similarity NPC475699

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471698 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
0.6562 Remote Similarity NPD4756 Discovery
0.6387 Remote Similarity NPD7115 Discovery
0.6321 Remote Similarity NPD5693 Phase 1
0.6286 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6286 Remote Similarity NPD6101 Approved
0.6262 Remote Similarity NPD5778 Approved
0.6262 Remote Similarity NPD5779 Approved
0.6238 Remote Similarity NPD5209 Approved
0.6228 Remote Similarity NPD6675 Approved
0.6228 Remote Similarity NPD5739 Approved
0.6228 Remote Similarity NPD6402 Approved
0.6228 Remote Similarity NPD7128 Approved
0.6226 Remote Similarity NPD5692 Phase 3
0.6214 Remote Similarity NPD1694 Approved
0.6214 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6207 Remote Similarity NPD6372 Approved
0.6207 Remote Similarity NPD6373 Approved
0.62 Remote Similarity NPD8259 Clinical (unspecified phase)
0.619 Remote Similarity NPD6672 Approved
0.619 Remote Similarity NPD5737 Approved
0.6186 Remote Similarity NPD8297 Approved
0.6179 Remote Similarity NPD8513 Phase 3
0.6174 Remote Similarity NPD5697 Approved
0.6174 Remote Similarity NPD5701 Approved
0.6168 Remote Similarity NPD6411 Approved
0.6168 Remote Similarity NPD5694 Approved
0.6168 Remote Similarity NPD6050 Approved
0.6154 Remote Similarity NPD2067 Discontinued
0.6126 Remote Similarity NPD4225 Approved
0.6121 Remote Similarity NPD7320 Approved
0.6121 Remote Similarity NPD6881 Approved
0.6121 Remote Similarity NPD6899 Approved
0.6121 Remote Similarity NPD6011 Approved
0.6102 Remote Similarity NPD6649 Approved
0.6102 Remote Similarity NPD6650 Approved
0.6098 Remote Similarity NPD6319 Approved
0.6095 Remote Similarity NPD3573 Approved
0.6091 Remote Similarity NPD4697 Phase 3
0.6087 Remote Similarity NPD6008 Approved
0.6068 Remote Similarity NPD6013 Approved
0.6068 Remote Similarity NPD6014 Approved
0.6068 Remote Similarity NPD6012 Approved
0.6055 Remote Similarity NPD7900 Approved
0.6055 Remote Similarity NPD7901 Clinical (unspecified phase)
0.605 Remote Similarity NPD6053 Discontinued
0.6048 Remote Similarity NPD8516 Approved
0.6048 Remote Similarity NPD8517 Approved
0.6048 Remote Similarity NPD8515 Approved
0.6022 Remote Similarity NPD6108 Clinical (unspecified phase)
0.602 Remote Similarity NPD8039 Approved
0.6019 Remote Similarity NPD7983 Approved
0.6019 Remote Similarity NPD6110 Phase 1
0.6017 Remote Similarity NPD7102 Approved
0.6017 Remote Similarity NPD7290 Approved
0.6017 Remote Similarity NPD6883 Approved
0.6 Remote Similarity NPD5695 Phase 3
0.6 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5983 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5982 Remote Similarity NPD5696 Approved
0.5981 Remote Similarity NPD6080 Approved
0.5981 Remote Similarity NPD6904 Approved
0.5981 Remote Similarity NPD6673 Approved
0.5966 Remote Similarity NPD6617 Approved
0.5966 Remote Similarity NPD8130 Phase 1
0.5966 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5966 Remote Similarity NPD6869 Approved
0.5966 Remote Similarity NPD6847 Approved
0.5952 Remote Similarity NPD8328 Phase 3
0.5926 Remote Similarity NPD6698 Approved
0.5926 Remote Similarity NPD46 Approved
0.5922 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5917 Remote Similarity NPD6882 Approved
0.5914 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5909 Remote Similarity NPD5282 Discontinued
0.5909 Remote Similarity NPD7748 Approved
0.5906 Remote Similarity NPD7492 Approved
0.5897 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5893 Remote Similarity NPD6084 Phase 2
0.5893 Remote Similarity NPD7902 Approved
0.5893 Remote Similarity NPD6083 Phase 2
0.5878 Remote Similarity NPD7260 Phase 2
0.5868 Remote Similarity NPD4632 Approved
0.5859 Remote Similarity NPD6616 Approved
0.5856 Remote Similarity NPD5654 Approved
0.5854 Remote Similarity NPD6009 Approved
0.5851 Remote Similarity NPD3704 Approved
0.5849 Remote Similarity NPD7334 Approved
0.5849 Remote Similarity NPD7146 Approved
0.5849 Remote Similarity NPD6684 Approved
0.5849 Remote Similarity NPD5330 Approved
0.5849 Remote Similarity NPD7521 Approved
0.5849 Remote Similarity NPD6409 Approved
0.5841 Remote Similarity NPD8029 Clinical (unspecified phase)
0.584 Remote Similarity NPD6059 Approved
0.584 Remote Similarity NPD6054 Approved
0.5833 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5818 Remote Similarity NPD6399 Phase 3
0.5814 Remote Similarity NPD8074 Phase 3
0.5814 Remote Similarity NPD7078 Approved
0.5814 Remote Similarity NPD8293 Discontinued
0.5794 Remote Similarity NPD6015 Approved
0.5794 Remote Similarity NPD5983 Phase 2
0.5794 Remote Similarity NPD6016 Approved
0.578 Remote Similarity NPD5207 Approved
0.578 Remote Similarity NPD5785 Approved
0.5772 Remote Similarity NPD6274 Approved
0.5769 Remote Similarity NPD7736 Approved
0.5763 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5755 Remote Similarity NPD1696 Phase 3
0.5752 Remote Similarity NPD5959 Approved
0.5752 Remote Similarity NPD4755 Approved
0.5748 Remote Similarity NPD6370 Approved
0.5748 Remote Similarity NPD5988 Approved
0.5741 Remote Similarity NPD6903 Approved
0.5741 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5727 Remote Similarity NPD7515 Phase 2
0.5726 Remote Similarity NPD6317 Approved
0.5725 Remote Similarity NPD7319 Approved
0.5714 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5703 Remote Similarity NPD7604 Phase 2
0.5701 Remote Similarity NPD6098 Approved
0.5701 Remote Similarity NPD5786 Approved
0.569 Remote Similarity NPD5211 Phase 2
0.5684 Remote Similarity NPD7331 Phase 2
0.568 Remote Similarity NPD6313 Approved
0.568 Remote Similarity NPD6314 Approved
0.568 Remote Similarity NPD6335 Approved
0.5673 Remote Similarity NPD5369 Approved
0.5667 Remote Similarity NPD8779 Phase 3
0.5664 Remote Similarity NPD5222 Approved
0.5664 Remote Similarity NPD5221 Approved
0.5664 Remote Similarity NPD7839 Suspended
0.5664 Remote Similarity NPD5220 Clinical (unspecified phase)
0.566 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5652 Remote Similarity NPD4700 Approved
0.5652 Remote Similarity NPD5286 Approved
0.5652 Remote Similarity NPD5285 Approved
0.5652 Remote Similarity NPD4696 Approved
0.5645 Remote Similarity NPD6868 Approved
0.5635 Remote Similarity NPD7100 Approved
0.5635 Remote Similarity NPD7101 Approved
0.562 Remote Similarity NPD4634 Approved
0.562 Remote Similarity NPD6371 Approved
0.562 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5619 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5615 Remote Similarity NPD7507 Approved
0.5615 Remote Similarity NPD6336 Discontinued
0.5614 Remote Similarity NPD5173 Approved
0.5607 Remote Similarity NPD5363 Approved
0.5603 Remote Similarity NPD5223 Approved
0.56 Remote Similarity NPD8295 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   76321119
ChEMBL   CHEMBL3104959
ZINC  

Physicochemical Properties

Molecular Weight:  320.09
ALogP:  -0.3802
MLogP:  2.45
XLogP:  0.319
# Rotatable Bonds:  9
Polar Surface Area:  95.97
# H-Bond Aceptor:  7
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  23

Download Data

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