Natural Product: NPC475958

Natural Product ID:  NPC475958
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C15H20O4
Standard InCHIKey:  LSVSNOINTNTEMO-KIMGPHMSSA-N
Standard InCHI:  InChI=1S/C15H20O4/c1-7-4-9(16)5-14(3)6-10-11(8(2)13(17)18-10)12-15(7,14)19-12/h7,9-12,16H,2,4-6H2,1,3H3/t7-,9-,10+,11+,12-,14+,15-/m0/s1
Canonical SMILES:  O[C@H]1C[C@H](C)[C@]23[C@@](C1)(C)C[C@@H]1[C@H]([C@@H]3O2)C(=C)C(=O)O1
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
NPO32995 pulicaria crispa Species Asteraceae Eukaryota PMID[3404160]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens ED50 = 0.4 ug/ml 25127465

  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 NPC475958 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
0.9677 High Similarity NPC136781
0.957 High Similarity NPC93245
0.9468 High Similarity NPC474921
0.9468 High Similarity NPC473963
0.9462 High Similarity NPC56369
0.9362 High Similarity NPC473964
0.9355 High Similarity NPC469596
0.9355 High Similarity NPC225474
0.9355 High Similarity NPC148000
0.9255 High Similarity NPC259042
0.9255 High Similarity NPC157686
0.9255 High Similarity NPC90014
0.9167 High Similarity NPC476806
0.9167 High Similarity NPC476807
0.9149 High Similarity NPC24861
0.9043 High Similarity NPC147272
0.899 High Similarity NPC61442
0.8958 High Similarity NPC165528
0.8958 High Similarity NPC228766
0.8925 High Similarity NPC116620
0.89 High Similarity NPC283850
0.8878 High Similarity NPC47024
0.883 High Similarity NPC475776
0.88 High Similarity NPC72842
0.8776 High Similarity NPC216478
0.8763 High Similarity NPC284518
0.875 High Similarity NPC66581
0.8725 High Similarity NPC78966
0.8725 High Similarity NPC284732
0.8723 High Similarity NPC194642
0.871 High Similarity NPC305029
0.87 High Similarity NPC164551
0.8641 High Similarity NPC37628
0.8614 High Similarity NPC99510
0.8602 High Similarity NPC85698
0.8602 High Similarity NPC9231
0.86 High Similarity NPC242666
0.8571 High Similarity NPC474846
0.8571 High Similarity NPC469655
0.8571 High Similarity NPC469656
0.8558 High Similarity NPC474243
0.8557 High Similarity NPC473434
0.8557 High Similarity NPC474841
0.8557 High Similarity NPC471446
0.8511 High Similarity NPC181103
0.8511 High Similarity NPC175293
0.8438 Intermediate Similarity NPC153853
0.8416 Intermediate Similarity NPC111292
0.8416 Intermediate Similarity NPC308824
0.8404 Intermediate Similarity NPC477920
0.8404 Intermediate Similarity NPC185638
0.84 Intermediate Similarity NPC28864
0.84 Intermediate Similarity NPC20479
0.84 Intermediate Similarity NPC38296
0.84 Intermediate Similarity NPC98837
0.84 Intermediate Similarity NPC89099
0.84 Intermediate Similarity NPC162459
0.84 Intermediate Similarity NPC38471
0.8387 Intermediate Similarity NPC97505
0.8333 Intermediate Similarity NPC162973
0.8333 Intermediate Similarity NPC170615
0.8333 Intermediate Similarity NPC476081
0.8318 Intermediate Similarity NPC476964
0.8317 Intermediate Similarity NPC293866
0.8316 Intermediate Similarity NPC470012
0.8302 Intermediate Similarity NPC253906
0.83 Intermediate Similarity NPC111348
0.83 Intermediate Similarity NPC10864
0.83 Intermediate Similarity NPC474395
0.8286 Intermediate Similarity NPC275539
0.8286 Intermediate Similarity NPC189075
0.8252 Intermediate Similarity NPC156681
0.8252 Intermediate Similarity NPC87927
0.8241 Intermediate Similarity NPC477126
0.8235 Intermediate Similarity NPC46848
0.8235 Intermediate Similarity NPC471412
0.8211 Intermediate Similarity NPC470242
0.8208 Intermediate Similarity NPC154906
0.82 Intermediate Similarity NPC256227
0.82 Intermediate Similarity NPC200054
0.82 Intermediate Similarity NPC29410
0.819 Intermediate Similarity NPC110496
0.819 Intermediate Similarity NPC180744
0.8182 Intermediate Similarity NPC250075
0.8182 Intermediate Similarity NPC469684
0.8182 Intermediate Similarity NPC13713
0.8182 Intermediate Similarity NPC58662
0.8173 Intermediate Similarity NPC477127
0.8172 Intermediate Similarity NPC226988
0.8163 Intermediate Similarity NPC233345
0.8163 Intermediate Similarity NPC186363
0.8155 Intermediate Similarity NPC275990
0.8155 Intermediate Similarity NPC88203
0.8155 Intermediate Similarity NPC76866
0.8155 Intermediate Similarity NPC304832
0.8155 Intermediate Similarity NPC148628
0.8155 Intermediate Similarity NPC246736
0.8155 Intermediate Similarity NPC286519
0.8155 Intermediate Similarity NPC214946
0.8137 Intermediate Similarity NPC471413
0.8119 Intermediate Similarity NPC190080
0.8119 Intermediate Similarity NPC111187
0.8113 Intermediate Similarity NPC112895
0.8113 Intermediate Similarity NPC218123
0.8113 Intermediate Similarity NPC231278
0.81 Intermediate Similarity NPC98639
0.8095 Intermediate Similarity NPC28791
0.8095 Intermediate Similarity NPC295366
0.8095 Intermediate Similarity NPC469607
0.8091 Intermediate Similarity NPC270478
0.8085 Intermediate Similarity NPC243347
0.8077 Intermediate Similarity NPC120321
0.8073 Intermediate Similarity NPC25909
0.8065 Intermediate Similarity NPC209318
0.8065 Intermediate Similarity NPC223330
0.8061 Intermediate Similarity NPC158488
0.8058 Intermediate Similarity NPC163963
0.8058 Intermediate Similarity NPC52899
0.8058 Intermediate Similarity NPC253886
0.8058 Intermediate Similarity NPC289148
0.8058 Intermediate Similarity NPC121218
0.8056 Intermediate Similarity NPC94650
0.8041 Intermediate Similarity NPC277771
0.8041 Intermediate Similarity NPC50847
0.8039 Intermediate Similarity NPC474793
0.8039 Intermediate Similarity NPC473155
0.8039 Intermediate Similarity NPC471038
0.8039 Intermediate Similarity NPC23364
0.8037 Intermediate Similarity NPC469370
0.8019 Intermediate Similarity NPC86852
0.8019 Intermediate Similarity NPC187435
0.8019 Intermediate Similarity NPC251824
0.8019 Intermediate Similarity NPC67321
0.8018 Intermediate Similarity NPC98249
0.8018 Intermediate Similarity NPC53396
0.8 Intermediate Similarity NPC84928
0.8 Intermediate Similarity NPC470011
0.8 Intermediate Similarity NPC13149
0.8 Intermediate Similarity NPC301787
0.8 Intermediate Similarity NPC258532
0.7982 Intermediate Similarity NPC472002
0.7982 Intermediate Similarity NPC269530
0.7982 Intermediate Similarity NPC194951
0.7982 Intermediate Similarity NPC12046
0.7981 Intermediate Similarity NPC475038
0.7981 Intermediate Similarity NPC109195
0.7965 Intermediate Similarity NPC143755
0.7963 Intermediate Similarity NPC130302
0.7963 Intermediate Similarity NPC124053
0.7963 Intermediate Similarity NPC478209
0.7963 Intermediate Similarity NPC5103
0.7961 Intermediate Similarity NPC287676
0.7961 Intermediate Similarity NPC267921
0.7961 Intermediate Similarity NPC293890
0.7946 Intermediate Similarity NPC284707
0.7944 Intermediate Similarity NPC273155
0.7941 Intermediate Similarity NPC70145
0.7941 Intermediate Similarity NPC91695
0.7941 Intermediate Similarity NPC474343
0.7928 Intermediate Similarity NPC179626
0.7928 Intermediate Similarity NPC471816
0.7928 Intermediate Similarity NPC471127
0.7928 Intermediate Similarity NPC234858
0.7928 Intermediate Similarity NPC477509
0.7928 Intermediate Similarity NPC154363
0.7925 Intermediate Similarity NPC478208
0.7925 Intermediate Similarity NPC200957
0.7925 Intermediate Similarity NPC37600
0.7925 Intermediate Similarity NPC34768
0.7925 Intermediate Similarity NPC222833
0.7925 Intermediate Similarity NPC138908
0.7921 Intermediate Similarity NPC470232
0.7921 Intermediate Similarity NPC316215
0.7921 Intermediate Similarity NPC183012
0.7909 Intermediate Similarity NPC157441
0.7905 Intermediate Similarity NPC139347
0.7905 Intermediate Similarity NPC254202
0.7905 Intermediate Similarity NPC96217
0.7905 Intermediate Similarity NPC216114
0.79 Intermediate Similarity NPC294263
0.79 Intermediate Similarity NPC199543
0.7895 Intermediate Similarity NPC15091
0.7895 Intermediate Similarity NPC310511
0.7895 Intermediate Similarity NPC194637
0.789 Intermediate Similarity NPC157476
0.7885 Intermediate Similarity NPC471790
0.7885 Intermediate Similarity NPC98225
0.7885 Intermediate Similarity NPC39683
0.7885 Intermediate Similarity NPC252614
0.7885 Intermediate Similarity NPC236585
0.7885 Intermediate Similarity NPC148279
0.7885 Intermediate Similarity NPC295276
0.7876 Intermediate Similarity NPC476960
0.7876 Intermediate Similarity NPC472667
0.787 Intermediate Similarity NPC299590
0.7864 Intermediate Similarity NPC16911
0.7864 Intermediate Similarity NPC474724
0.7864 Intermediate Similarity NPC78427
0.7857 Intermediate Similarity NPC478204
0.7857 Intermediate Similarity NPC10721

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475958 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
0.787 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7798 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD6008 Approved
0.7523 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD4225 Approved
0.7358 Intermediate Similarity NPD7638 Approved
0.729 Intermediate Similarity NPD7639 Approved
0.729 Intermediate Similarity NPD7640 Approved
0.7241 Intermediate Similarity NPD7115 Discovery
0.7207 Intermediate Similarity NPD5697 Approved
0.7143 Intermediate Similarity NPD6881 Approved
0.7143 Intermediate Similarity NPD6899 Approved
0.7117 Intermediate Similarity NPD6675 Approved
0.7117 Intermediate Similarity NPD7128 Approved
0.7117 Intermediate Similarity NPD5739 Approved
0.7117 Intermediate Similarity NPD6402 Approved
0.7115 Intermediate Similarity NPD8034 Phase 2
0.7115 Intermediate Similarity NPD8035 Phase 2
0.7105 Intermediate Similarity NPD6649 Approved
0.7105 Intermediate Similarity NPD6650 Approved
0.708 Intermediate Similarity NPD6373 Approved
0.708 Intermediate Similarity NPD6012 Approved
0.708 Intermediate Similarity NPD6372 Approved
0.708 Intermediate Similarity NPD6013 Approved
0.708 Intermediate Similarity NPD6014 Approved
0.7075 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD5344 Discontinued
0.7054 Intermediate Similarity NPD5701 Approved
0.703 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD6883 Approved
0.7018 Intermediate Similarity NPD7102 Approved
0.7018 Intermediate Similarity NPD7290 Approved
0.7 Intermediate Similarity NPD6921 Approved
0.6991 Remote Similarity NPD6686 Approved
0.6991 Remote Similarity NPD6011 Approved
0.6991 Remote Similarity NPD7320 Approved
0.6983 Remote Similarity NPD8133 Approved
0.6983 Remote Similarity NPD4632 Approved
0.6957 Remote Similarity NPD6869 Approved
0.6957 Remote Similarity NPD8130 Phase 1
0.6957 Remote Similarity NPD6847 Approved
0.6957 Remote Similarity NPD6617 Approved
0.6923 Remote Similarity NPD1695 Approved
0.6917 Remote Similarity NPD6319 Approved
0.6911 Remote Similarity NPD7507 Approved
0.6909 Remote Similarity NPD1700 Approved
0.6897 Remote Similarity NPD8297 Approved
0.6897 Remote Similarity NPD6882 Approved
0.6887 Remote Similarity NPD6399 Phase 3
0.688 Remote Similarity NPD7319 Approved
0.6863 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6863 Remote Similarity NPD1694 Approved
0.6847 Remote Similarity NPD5211 Phase 2
0.6847 Remote Similarity NPD7632 Discontinued
0.6829 Remote Similarity NPD7492 Approved
0.6818 Remote Similarity NPD6648 Approved
0.6818 Remote Similarity NPD4696 Approved
0.6818 Remote Similarity NPD5285 Approved
0.6818 Remote Similarity NPD5286 Approved
0.6807 Remote Similarity NPD6009 Approved
0.6789 Remote Similarity NPD7902 Approved
0.6789 Remote Similarity NPD4755 Approved
0.6777 Remote Similarity NPD6054 Approved
0.6774 Remote Similarity NPD6616 Approved
0.6752 Remote Similarity NPD6053 Discontinued
0.6748 Remote Similarity NPD7604 Phase 2
0.6733 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6726 Remote Similarity NPD5141 Approved
0.6723 Remote Similarity NPD6274 Approved
0.6721 Remote Similarity NPD6015 Approved
0.6721 Remote Similarity NPD5983 Phase 2
0.6721 Remote Similarity NPD6016 Approved
0.672 Remote Similarity NPD7078 Approved
0.6698 Remote Similarity NPD6698 Approved
0.6698 Remote Similarity NPD46 Approved
0.6696 Remote Similarity NPD5225 Approved
0.6696 Remote Similarity NPD5226 Approved
0.6696 Remote Similarity NPD4633 Approved
0.6696 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4700 Approved
0.6667 Remote Similarity NPD5988 Approved
0.6667 Remote Similarity NPD7736 Approved
0.6667 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD6370 Approved
0.6639 Remote Similarity NPD6059 Approved
0.6637 Remote Similarity NPD5174 Approved
0.6637 Remote Similarity NPD5175 Approved
0.6636 Remote Similarity NPD7515 Phase 2
0.6636 Remote Similarity NPD6079 Approved
0.6635 Remote Similarity NPD3618 Phase 1
0.6612 Remote Similarity NPD7328 Approved
0.6612 Remote Similarity NPD7327 Approved
0.6607 Remote Similarity NPD5223 Approved
0.6604 Remote Similarity NPD5328 Approved
0.6587 Remote Similarity NPD8293 Discontinued
0.6585 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6581 Remote Similarity NPD4634 Approved
0.6581 Remote Similarity NPD6371 Approved
0.6574 Remote Similarity NPD5778 Approved
0.6574 Remote Similarity NPD5779 Approved
0.6571 Remote Similarity NPD3573 Approved
0.6557 Remote Similarity NPD7101 Approved
0.6557 Remote Similarity NPD7516 Approved
0.6557 Remote Similarity NPD7100 Approved
0.6545 Remote Similarity NPD5222 Approved
0.6545 Remote Similarity NPD4697 Phase 3
0.6545 Remote Similarity NPD5221 Approved
0.6545 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6529 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6529 Remote Similarity NPD6317 Approved
0.6514 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6514 Remote Similarity NPD7900 Approved
0.6508 Remote Similarity NPD6336 Discontinued
0.65 Remote Similarity NPD6114 Approved
0.65 Remote Similarity NPD6115 Approved
0.65 Remote Similarity NPD6697 Approved
0.65 Remote Similarity NPD6118 Approved
0.6496 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6486 Remote Similarity NPD5173 Approved
0.6486 Remote Similarity NPD6084 Phase 2
0.6486 Remote Similarity NPD6083 Phase 2
0.6481 Remote Similarity NPD6411 Approved
0.648 Remote Similarity NPD8328 Phase 3
0.6475 Remote Similarity NPD6335 Approved
0.6475 Remote Similarity NPD6313 Approved
0.6475 Remote Similarity NPD6314 Approved
0.6455 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6452 Remote Similarity NPD8515 Approved
0.6452 Remote Similarity NPD8517 Approved
0.6452 Remote Similarity NPD8516 Approved
0.6452 Remote Similarity NPD8513 Phase 3
0.6429 Remote Similarity NPD5696 Approved
0.6422 Remote Similarity NPD4202 Approved
0.641 Remote Similarity NPD4730 Approved
0.641 Remote Similarity NPD4729 Approved
0.641 Remote Similarity NPD5128 Approved
0.6408 Remote Similarity NPD3667 Approved
0.64 Remote Similarity NPD6116 Phase 1
0.6379 Remote Similarity NPD4768 Approved
0.6379 Remote Similarity NPD4767 Approved
0.6364 Remote Similarity NPD5282 Discontinued
0.6364 Remote Similarity NPD3703 Phase 2
0.6348 Remote Similarity NPD4754 Approved
0.6346 Remote Similarity NPD4788 Approved
0.633 Remote Similarity NPD7637 Suspended
0.6325 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6325 Remote Similarity NPD6412 Phase 2
0.632 Remote Similarity NPD6908 Approved
0.632 Remote Similarity NPD6909 Approved
0.632 Remote Similarity NPD8378 Approved
0.632 Remote Similarity NPD8296 Approved
0.632 Remote Similarity NPD8380 Approved
0.632 Remote Similarity NPD8379 Approved
0.632 Remote Similarity NPD8335 Approved
0.632 Remote Similarity NPD8033 Approved
0.6311 Remote Similarity NPD6868 Approved
0.6306 Remote Similarity NPD5695 Phase 3
0.6303 Remote Similarity NPD5251 Approved
0.6303 Remote Similarity NPD5248 Approved
0.6303 Remote Similarity NPD5247 Approved
0.6303 Remote Similarity NPD5249 Phase 3
0.6303 Remote Similarity NPD5250 Approved
0.63 Remote Similarity NPD6117 Approved
0.6296 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6296 Remote Similarity NPD6101 Approved
0.6286 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6286 Remote Similarity NPD4786 Approved
0.625 Remote Similarity NPD5217 Approved
0.625 Remote Similarity NPD5215 Approved
0.625 Remote Similarity NPD5216 Approved
0.624 Remote Similarity NPD8294 Approved
0.624 Remote Similarity NPD8377 Approved
0.6239 Remote Similarity NPD7838 Discovery
0.6216 Remote Similarity NPD6001 Approved
0.6202 Remote Similarity NPD8074 Phase 3
0.619 Remote Similarity NPD6695 Phase 3
0.619 Remote Similarity NPD7503 Approved
0.6182 Remote Similarity NPD5693 Phase 1
0.6168 Remote Similarity NPD7334 Approved
0.6168 Remote Similarity NPD6684 Approved
0.6168 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6168 Remote Similarity NPD7146 Approved
0.6168 Remote Similarity NPD5330 Approved
0.6168 Remote Similarity NPD6409 Approved
0.6168 Remote Similarity NPD7521 Approved
0.6167 Remote Similarity NPD5169 Approved
0.6167 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6167 Remote Similarity NPD5135 Approved
0.6161 Remote Similarity NPD5210 Approved
0.6161 Remote Similarity NPD4629 Approved
0.6154 Remote Similarity NPD6033 Approved
0.6147 Remote Similarity NPD4753 Phase 2
0.6136 Remote Similarity NPD7260 Phase 2
0.6132 Remote Similarity NPD3133 Approved
0.6132 Remote Similarity NPD3665 Phase 1
0.6132 Remote Similarity NPD3666 Approved
0.6116 Remote Similarity NPD5127 Approved
0.6116 Remote Similarity NPD8413 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44559835
ChEMBL   CHEMBL519713
ZINC  

Physicochemical Properties

Molecular Weight:  264.14
ALogP:  -0.1498
MLogP:  2.67
XLogP:  1.173
# Rotatable Bonds:  3
Polar Surface Area:  59.06
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  19

Download Data

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