Natural Product: NPC470952

Natural Product ID:  NPC470952
Common Name:   Withawrightolide
IUPAC Name:  
Synonyms:   Withawrightolide
Molecular Formula:   C28H38O5
Standard InCHIKey:  RWZUJIPMFKTTKN-LWNWQIFTSA-N
Standard InCHI:  InChI=1S/C28H38O5/c1-14-24(31)33-21-12-26(14,3)32-13-17(21)19-6-5-18-16-10-23(30)28-11-15(28)9-22(29)27(28,4)20(16)7-8-25(18,19)2/h15-21,23,30H,1,5-13H2,2-4H3/t15-,16+,17+,18+,19-,20+,21-,23-,25+,26-,27+,28-/m1/s1
Canonical SMILES:  O=C1O[C@@H]2C[C@@](C1=C)(C)OC[C@H]2[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@H]([C@@]23[C@]1(C)C(=O)C[C@@H]3C2)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
NPO22157 Datura wrightii Species Solanaceae Eukaryota PMID[23252848]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 3100 nM 20550123
NPT380 Cell Line U-251 Homo sapiens IC50 = 3600 nM 17696332
NPT2 Others Unspecified IC50 = 1500 nM Open TG-GATES in vivo data: Biochemistry
NPT2 Others Unspecified Ratio IC50 = 3.8 19581457
NPT171 Cell Line MRC5 Homo sapiens IC50 = 5600 nM 26048785

  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 NPC470952 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
0.8962 High Similarity NPC476964
0.8558 High Similarity NPC470310
0.8482 Intermediate Similarity NPC476960
0.8468 Intermediate Similarity NPC470959
0.8468 Intermediate Similarity NPC476965
0.84 Intermediate Similarity NPC294263
0.835 Intermediate Similarity NPC474793
0.835 Intermediate Similarity NPC473155
0.8349 Intermediate Similarity NPC470960
0.8333 Intermediate Similarity NPC13949
0.8302 Intermediate Similarity NPC202793
0.8302 Intermediate Similarity NPC474558
0.83 Intermediate Similarity NPC250753
0.8288 Intermediate Similarity NPC470953
0.8273 Intermediate Similarity NPC476163
0.8246 Intermediate Similarity NPC476962
0.8246 Intermediate Similarity NPC476961
0.8235 Intermediate Similarity NPC266431
0.8235 Intermediate Similarity NPC210214
0.8224 Intermediate Similarity NPC265127
0.8214 Intermediate Similarity NPC476963
0.8208 Intermediate Similarity NPC139347
0.8198 Intermediate Similarity NPC122056
0.819 Intermediate Similarity NPC52899
0.819 Intermediate Similarity NPC75941
0.819 Intermediate Similarity NPC236585
0.819 Intermediate Similarity NPC46848
0.819 Intermediate Similarity NPC14634
0.819 Intermediate Similarity NPC148279
0.819 Intermediate Similarity NPC289148
0.819 Intermediate Similarity NPC163963
0.819 Intermediate Similarity NPC71706
0.8182 Intermediate Similarity NPC270586
0.8173 Intermediate Similarity NPC471038
0.8165 Intermediate Similarity NPC475941
0.8165 Intermediate Similarity NPC474901
0.8155 Intermediate Similarity NPC329910
0.8125 Intermediate Similarity NPC284915
0.8113 Intermediate Similarity NPC275990
0.8113 Intermediate Similarity NPC88203
0.8113 Intermediate Similarity NPC76866
0.8113 Intermediate Similarity NPC304832
0.8113 Intermediate Similarity NPC148628
0.8113 Intermediate Similarity NPC246736
0.8113 Intermediate Similarity NPC124544
0.8113 Intermediate Similarity NPC214946
0.8113 Intermediate Similarity NPC286519
0.8108 Intermediate Similarity NPC285956
0.8095 Intermediate Similarity NPC94906
0.8095 Intermediate Similarity NPC476303
0.8095 Intermediate Similarity NPC180733
0.8095 Intermediate Similarity NPC37047
0.8095 Intermediate Similarity NPC41971
0.8095 Intermediate Similarity NPC267921
0.8095 Intermediate Similarity NPC287676
0.8091 Intermediate Similarity NPC137104
0.8091 Intermediate Similarity NPC320383
0.8091 Intermediate Similarity NPC470496
0.8091 Intermediate Similarity NPC474786
0.8073 Intermediate Similarity NPC232133
0.8073 Intermediate Similarity NPC471094
0.8073 Intermediate Similarity NPC469984
0.8073 Intermediate Similarity NPC473410
0.8073 Intermediate Similarity NPC211224
0.8058 Intermediate Similarity NPC470229
0.8058 Intermediate Similarity NPC98639
0.8058 Intermediate Similarity NPC288906
0.8058 Intermediate Similarity NPC263135
0.8058 Intermediate Similarity NPC470232
0.8056 Intermediate Similarity NPC295366
0.8053 Intermediate Similarity NPC270929
0.8039 Intermediate Similarity NPC287118
0.8039 Intermediate Similarity NPC471902
0.8039 Intermediate Similarity NPC473690
0.8037 Intermediate Similarity NPC96217
0.8037 Intermediate Similarity NPC476237
0.8037 Intermediate Similarity NPC87927
0.8037 Intermediate Similarity NPC112009
0.8018 Intermediate Similarity NPC470311
0.8 Intermediate Similarity NPC38471
0.8 Intermediate Similarity NPC162459
0.8 Intermediate Similarity NPC78427
0.8 Intermediate Similarity NPC42673
0.8 Intermediate Similarity NPC274827
0.8 Intermediate Similarity NPC472028
0.8 Intermediate Similarity NPC26270
0.8 Intermediate Similarity NPC16911
0.8 Intermediate Similarity NPC38296
0.8 Intermediate Similarity NPC28864
0.8 Intermediate Similarity NPC20479
0.8 Intermediate Similarity NPC98837
0.8 Intermediate Similarity NPC131903
0.8 Intermediate Similarity NPC469983
0.8 Intermediate Similarity NPC146937
0.7982 Intermediate Similarity NPC88833
0.7982 Intermediate Similarity NPC167606
0.7982 Intermediate Similarity NPC243065
0.7982 Intermediate Similarity NPC140055
0.7982 Intermediate Similarity NPC286528
0.7982 Intermediate Similarity NPC20302
0.7982 Intermediate Similarity NPC263729
0.7982 Intermediate Similarity NPC471474
0.7982 Intermediate Similarity NPC476959
0.7982 Intermediate Similarity NPC96333
0.7981 Intermediate Similarity NPC200054
0.7981 Intermediate Similarity NPC234564
0.7981 Intermediate Similarity NPC29410
0.7966 Intermediate Similarity NPC8369
0.7965 Intermediate Similarity NPC67259
0.7965 Intermediate Similarity NPC147912
0.7963 Intermediate Similarity NPC101842
0.7963 Intermediate Similarity NPC98603
0.7961 Intermediate Similarity NPC470386
0.7961 Intermediate Similarity NPC470385
0.7961 Intermediate Similarity NPC47853
0.7961 Intermediate Similarity NPC303863
0.7961 Intermediate Similarity NPC475118
0.7946 Intermediate Similarity NPC40608
0.7946 Intermediate Similarity NPC69291
0.7946 Intermediate Similarity NPC475970
0.7946 Intermediate Similarity NPC474927
0.7944 Intermediate Similarity NPC309388
0.7944 Intermediate Similarity NPC170615
0.7944 Intermediate Similarity NPC475803
0.7941 Intermediate Similarity NPC211403
0.7941 Intermediate Similarity NPC471901
0.7941 Intermediate Similarity NPC475416
0.7941 Intermediate Similarity NPC198242
0.7928 Intermediate Similarity NPC85391
0.7925 Intermediate Similarity NPC293866
0.7921 Intermediate Similarity NPC57954
0.7921 Intermediate Similarity NPC213832
0.7913 Intermediate Similarity NPC329736
0.7913 Intermediate Similarity NPC50774
0.7913 Intermediate Similarity NPC709
0.7913 Intermediate Similarity NPC113448
0.7909 Intermediate Similarity NPC63841
0.7905 Intermediate Similarity NPC253586
0.7905 Intermediate Similarity NPC190080
0.7905 Intermediate Similarity NPC10864
0.7905 Intermediate Similarity NPC111187
0.79 Intermediate Similarity NPC476932
0.789 Intermediate Similarity NPC130511
0.789 Intermediate Similarity NPC200957
0.789 Intermediate Similarity NPC307660
0.789 Intermediate Similarity NPC56656
0.789 Intermediate Similarity NPC4115
0.789 Intermediate Similarity NPC138908
0.7881 Intermediate Similarity NPC469789
0.7881 Intermediate Similarity NPC11895
0.7881 Intermediate Similarity NPC204812
0.787 Intermediate Similarity NPC180204
0.787 Intermediate Similarity NPC216114
0.787 Intermediate Similarity NPC176883
0.787 Intermediate Similarity NPC277074
0.787 Intermediate Similarity NPC470954
0.787 Intermediate Similarity NPC312900
0.787 Intermediate Similarity NPC122811
0.787 Intermediate Similarity NPC209298
0.7864 Intermediate Similarity NPC244356
0.7864 Intermediate Similarity NPC224060
0.7857 Intermediate Similarity NPC329953
0.7857 Intermediate Similarity NPC474315
0.7857 Intermediate Similarity NPC213320
0.7857 Intermediate Similarity NPC470281
0.7857 Intermediate Similarity NPC471251
0.785 Intermediate Similarity NPC474327
0.785 Intermediate Similarity NPC39683
0.7845 Intermediate Similarity NPC230513
0.7845 Intermediate Similarity NPC264954
0.7845 Intermediate Similarity NPC61520
0.7843 Intermediate Similarity NPC180849
0.7838 Intermediate Similarity NPC102741
0.7838 Intermediate Similarity NPC469744
0.7838 Intermediate Similarity NPC471250
0.7833 Intermediate Similarity NPC287423
0.783 Intermediate Similarity NPC252295
0.783 Intermediate Similarity NPC89099
0.783 Intermediate Similarity NPC109059
0.783 Intermediate Similarity NPC288
0.7826 Intermediate Similarity NPC183580
0.7826 Intermediate Similarity NPC470492
0.7826 Intermediate Similarity NPC55296
0.7826 Intermediate Similarity NPC312824
0.7826 Intermediate Similarity NPC470493
0.7822 Intermediate Similarity NPC56413
0.7822 Intermediate Similarity NPC474719
0.7822 Intermediate Similarity NPC471900
0.7818 Intermediate Similarity NPC61071
0.7818 Intermediate Similarity NPC186054
0.7818 Intermediate Similarity NPC220974
0.7818 Intermediate Similarity NPC201908
0.7818 Intermediate Similarity NPC176949
0.7818 Intermediate Similarity NPC166993
0.7818 Intermediate Similarity NPC469746
0.7818 Intermediate Similarity NPC471246
0.7815 Intermediate Similarity NPC32868
0.7815 Intermediate Similarity NPC241456
0.781 Intermediate Similarity NPC104568
0.781 Intermediate Similarity NPC327788

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470952 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
0.7982 Intermediate Similarity NPD7115 Discovery
0.7748 Intermediate Similarity NPD7320 Approved
0.7596 Intermediate Similarity NPD8035 Phase 2
0.7596 Intermediate Similarity NPD8034 Phase 2
0.7589 Intermediate Similarity NPD6881 Approved
0.7589 Intermediate Similarity NPD6899 Approved
0.7589 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD5739 Approved
0.7568 Intermediate Similarity NPD7128 Approved
0.7568 Intermediate Similarity NPD6675 Approved
0.7568 Intermediate Similarity NPD6402 Approved
0.7544 Intermediate Similarity NPD6649 Approved
0.7544 Intermediate Similarity NPD6650 Approved
0.7525 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7522 Intermediate Similarity NPD6372 Approved
0.7522 Intermediate Similarity NPD6373 Approved
0.75 Intermediate Similarity NPD5697 Approved
0.7456 Intermediate Similarity NPD6883 Approved
0.7456 Intermediate Similarity NPD7290 Approved
0.7456 Intermediate Similarity NPD7102 Approved
0.7391 Intermediate Similarity NPD8130 Phase 1
0.7391 Intermediate Similarity NPD6617 Approved
0.7391 Intermediate Similarity NPD6847 Approved
0.7391 Intermediate Similarity NPD6869 Approved
0.7368 Intermediate Similarity NPD6013 Approved
0.7368 Intermediate Similarity NPD6012 Approved
0.7368 Intermediate Similarity NPD6014 Approved
0.7345 Intermediate Similarity NPD5701 Approved
0.7328 Intermediate Similarity NPD6882 Approved
0.7328 Intermediate Similarity NPD8297 Approved
0.7281 Intermediate Similarity NPD6011 Approved
0.728 Intermediate Similarity NPD7319 Approved
0.7264 Intermediate Similarity NPD6079 Approved
0.7238 Intermediate Similarity NPD5328 Approved
0.7222 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD6399 Phase 3
0.7182 Intermediate Similarity NPD7638 Approved
0.7177 Intermediate Similarity NPD7507 Approved
0.7143 Intermediate Similarity NPD5211 Phase 2
0.712 Intermediate Similarity NPD7078 Approved
0.7119 Intermediate Similarity NPD8133 Approved
0.7117 Intermediate Similarity NPD7639 Approved
0.7117 Intermediate Similarity NPD5285 Approved
0.7117 Intermediate Similarity NPD5286 Approved
0.7117 Intermediate Similarity NPD4696 Approved
0.7117 Intermediate Similarity NPD7640 Approved
0.7105 Intermediate Similarity NPD6008 Approved
0.7097 Intermediate Similarity NPD7492 Approved
0.7094 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD4755 Approved
0.7091 Intermediate Similarity NPD6083 Phase 2
0.7091 Intermediate Similarity NPD6084 Phase 2
0.7063 Intermediate Similarity NPD7736 Approved
0.7049 Intermediate Similarity NPD6319 Approved
0.7049 Intermediate Similarity NPD6054 Approved
0.704 Intermediate Similarity NPD6616 Approved
0.7027 Intermediate Similarity NPD4225 Approved
0.7018 Intermediate Similarity NPD5141 Approved
0.7 Intermediate Similarity NPD5222 Approved
0.7 Intermediate Similarity NPD6274 Approved
0.7 Intermediate Similarity NPD4697 Phase 3
0.7 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5221 Approved
0.6991 Remote Similarity NPD4633 Approved
0.6991 Remote Similarity NPD5224 Approved
0.6991 Remote Similarity NPD5226 Approved
0.6991 Remote Similarity NPD5225 Approved
0.699 Remote Similarity NPD4788 Approved
0.6972 Remote Similarity NPD7748 Approved
0.697 Remote Similarity NPD6117 Approved
0.6967 Remote Similarity NPD7100 Approved
0.6967 Remote Similarity NPD7101 Approved
0.6964 Remote Similarity NPD4700 Approved
0.6952 Remote Similarity NPD3618 Phase 1
0.6952 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6944 Remote Similarity NPD7515 Phase 2
0.6937 Remote Similarity NPD5173 Approved
0.6937 Remote Similarity NPD7902 Approved
0.6935 Remote Similarity NPD6370 Approved
0.693 Remote Similarity NPD5175 Approved
0.693 Remote Similarity NPD5174 Approved
0.6911 Remote Similarity NPD6059 Approved
0.6903 Remote Similarity NPD5223 Approved
0.69 Remote Similarity NPD6116 Phase 1
0.6887 Remote Similarity NPD3573 Approved
0.6885 Remote Similarity NPD6335 Approved
0.688 Remote Similarity NPD7604 Phase 2
0.6875 Remote Similarity NPD5696 Approved
0.6864 Remote Similarity NPD4634 Approved
0.686 Remote Similarity NPD6868 Approved
0.6855 Remote Similarity NPD6015 Approved
0.6855 Remote Similarity NPD6921 Approved
0.6855 Remote Similarity NPD6016 Approved
0.6855 Remote Similarity NPD6291 Clinical (unspecified phase)
0.685 Remote Similarity NPD8293 Discontinued
0.6842 Remote Similarity NPD7632 Discontinued
0.6833 Remote Similarity NPD4632 Approved
0.6832 Remote Similarity NPD6697 Approved
0.6832 Remote Similarity NPD6118 Approved
0.6832 Remote Similarity NPD6115 Approved
0.6832 Remote Similarity NPD6114 Approved
0.6822 Remote Similarity NPD6903 Approved
0.6818 Remote Similarity NPD6001 Approved
0.6803 Remote Similarity NPD6317 Approved
0.68 Remote Similarity NPD5988 Approved
0.6789 Remote Similarity NPD6411 Approved
0.678 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6768 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6762 Remote Similarity NPD4786 Approved
0.6757 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6757 Remote Similarity NPD5695 Phase 3
0.675 Remote Similarity NPD6053 Discontinued
0.6748 Remote Similarity NPD6314 Approved
0.6748 Remote Similarity NPD6313 Approved
0.6746 Remote Similarity NPD8328 Phase 3
0.6727 Remote Similarity NPD4202 Approved
0.6723 Remote Similarity NPD5955 Clinical (unspecified phase)
0.672 Remote Similarity NPD6909 Approved
0.672 Remote Similarity NPD6908 Approved
0.67 Remote Similarity NPD3702 Approved
0.6695 Remote Similarity NPD4729 Approved
0.6695 Remote Similarity NPD5128 Approved
0.6695 Remote Similarity NPD4730 Approved
0.6667 Remote Similarity NPD4767 Approved
0.6667 Remote Similarity NPD7900 Approved
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6009 Approved
0.6667 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4768 Approved
0.6667 Remote Similarity NPD6672 Approved
0.664 Remote Similarity NPD8294 Approved
0.664 Remote Similarity NPD8377 Approved
0.6638 Remote Similarity NPD4754 Approved
0.6636 Remote Similarity NPD5330 Approved
0.6636 Remote Similarity NPD7521 Approved
0.6636 Remote Similarity NPD6684 Approved
0.6636 Remote Similarity NPD7146 Approved
0.6636 Remote Similarity NPD7334 Approved
0.6636 Remote Similarity NPD6409 Approved
0.6636 Remote Similarity NPD5693 Phase 1
0.6613 Remote Similarity NPD7328 Approved
0.6613 Remote Similarity NPD7327 Approved
0.6607 Remote Similarity NPD4629 Approved
0.6607 Remote Similarity NPD5210 Approved
0.6606 Remote Similarity NPD6101 Approved
0.6606 Remote Similarity NPD4753 Phase 2
0.6606 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6587 Remote Similarity NPD8033 Approved
0.6587 Remote Similarity NPD8380 Approved
0.6587 Remote Similarity NPD5983 Phase 2
0.6587 Remote Similarity NPD8296 Approved
0.6587 Remote Similarity NPD8379 Approved
0.6587 Remote Similarity NPD8378 Approved
0.6587 Remote Similarity NPD8335 Approved
0.6583 Remote Similarity NPD5247 Approved
0.6583 Remote Similarity NPD5248 Approved
0.6583 Remote Similarity NPD5249 Phase 3
0.6583 Remote Similarity NPD5250 Approved
0.6583 Remote Similarity NPD5251 Approved
0.6571 Remote Similarity NPD3667 Approved
0.6566 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6566 Remote Similarity NPD4809 Clinical (unspecified phase)
0.656 Remote Similarity NPD7516 Approved
0.6555 Remote Similarity NPD6686 Approved
0.6545 Remote Similarity NPD5785 Approved
0.6542 Remote Similarity NPD1694 Approved
0.6535 Remote Similarity NPD3703 Phase 2
0.6529 Remote Similarity NPD5216 Approved
0.6529 Remote Similarity NPD5217 Approved
0.6529 Remote Similarity NPD5215 Approved
0.6512 Remote Similarity NPD6336 Discontinued
0.65 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6412 Phase 2
0.6455 Remote Similarity NPD6673 Approved
0.6455 Remote Similarity NPD6904 Approved
0.6455 Remote Similarity NPD6080 Approved
0.6449 Remote Similarity NPD3666 Approved
0.6449 Remote Similarity NPD3133 Approved
0.6449 Remote Similarity NPD3665 Phase 1
0.6446 Remote Similarity NPD5135 Approved
0.6446 Remote Similarity NPD6371 Approved
0.6446 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6446 Remote Similarity NPD5169 Approved
0.6441 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6417 Remote Similarity NPD5168 Approved
0.6415 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6412 Remote Similarity NPD6033 Approved
0.6393 Remote Similarity NPD5127 Approved
0.6381 Remote Similarity NPD7525 Registered
0.6364 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6364 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6339 Remote Similarity NPD5284 Approved
0.6339 Remote Similarity NPD7637 Suspended
0.6339 Remote Similarity NPD5281 Approved
0.633 Remote Similarity NPD6098 Approved
0.6328 Remote Similarity NPD8516 Approved
0.6328 Remote Similarity NPD8517 Approved

Structure

External Identifiers

PubChem CID   71719425
ChEMBL   CHEMBL2333165
ZINC  

Physicochemical Properties

Molecular Weight:  454.27
ALogP:  0.4578
MLogP:  3.99
XLogP:  4.216
# Rotatable Bonds:  5
Polar Surface Area:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  7
# Heavy Atoms:  33

Download Data

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Structure MOL file  
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Biological Activities  
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