Natural Product: NPC470920

Natural Product ID:  NPC470920
Common Name:   Chaparrolide
IUPAC Name:  
Synonyms:   Chaparrolide
Molecular Formula:   C20H30O6
Standard InCHIKey:  KBORUIMKALHADL-DXKQOFSOSA-N
Standard InCHI:  InChI=1S/C20H30O6/c1-8-5-12(21)18(25)20(4)10(8)6-13-19(3)11(7-14(22)26-13)9(2)15(23)16(24)17(19)20/h8-13,15,17-18,21,23,25H,5-7H2,1-4H3/t8-,9-,10+,11+,12+,13-,15+,17+,18-,19-,20+/m1/s1
Canonical SMILES:  O=C1O[C@@H]2C[C@H]3[C@H](C)C[C@@H]([C@H]([C@@]3([C@@H]3[C@@]2([C@@H](C1)[C@@H](C)[C@@H](C3=O)O)C)C)O)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
NPO15443 Ailanthus altissima Species Simaroubaceae Eukaryota PMID[23290052]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 > 50000 nM 18973388
NPT2 Others Unspecified IC50 > 50000 nM 11975502
NPT65 Cell Line HepG2 Homo sapiens IC50 > 50000 nM 17630797

  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 NPC470920 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
0.9176 High Similarity NPC236459
0.9167 High Similarity NPC248216
0.8721 High Similarity NPC120395
0.8706 High Similarity NPC237938
0.8706 High Similarity NPC219535
0.8539 High Similarity NPC185529
0.8539 High Similarity NPC472146
0.8523 High Similarity NPC131104
0.8523 High Similarity NPC3032
0.8523 High Similarity NPC473319
0.8506 High Similarity NPC83242
0.8462 Intermediate Similarity NPC247877
0.8462 Intermediate Similarity NPC309127
0.8427 Intermediate Similarity NPC67653
0.8427 Intermediate Similarity NPC471459
0.8387 Intermediate Similarity NPC471241
0.8353 Intermediate Similarity NPC329490
0.8353 Intermediate Similarity NPC328639
0.8352 Intermediate Similarity NPC472148
0.8352 Intermediate Similarity NPC472147
0.8333 Intermediate Similarity NPC475211
0.8333 Intermediate Similarity NPC88337
0.828 Intermediate Similarity NPC163685
0.8276 Intermediate Similarity NPC473299
0.8214 Intermediate Similarity NPC478084
0.8202 Intermediate Similarity NPC239938
0.8191 Intermediate Similarity NPC472145
0.8182 Intermediate Similarity NPC477205
0.8182 Intermediate Similarity NPC477445
0.8172 Intermediate Similarity NPC62407
0.8172 Intermediate Similarity NPC287354
0.8172 Intermediate Similarity NPC82633
0.8161 Intermediate Similarity NPC269684
0.814 Intermediate Similarity NPC476071
0.8132 Intermediate Similarity NPC77756
0.8132 Intermediate Similarity NPC50443
0.8132 Intermediate Similarity NPC18536
0.8111 Intermediate Similarity NPC476435
0.8111 Intermediate Similarity NPC476379
0.8105 Intermediate Similarity NPC472144
0.8085 Intermediate Similarity NPC256227
0.8085 Intermediate Similarity NPC235109
0.8085 Intermediate Similarity NPC475785
0.8081 Intermediate Similarity NPC202524
0.8068 Intermediate Similarity NPC473336
0.8068 Intermediate Similarity NPC9060
0.8068 Intermediate Similarity NPC477434
0.8068 Intermediate Similarity NPC181871
0.8068 Intermediate Similarity NPC471044
0.8046 Intermediate Similarity NPC289486
0.8046 Intermediate Similarity NPC121121
0.8046 Intermediate Similarity NPC61107
0.8043 Intermediate Similarity NPC198054
0.8041 Intermediate Similarity NPC470172
0.8041 Intermediate Similarity NPC471254
0.8023 Intermediate Similarity NPC125366
0.8022 Intermediate Similarity NPC200580
0.8022 Intermediate Similarity NPC477443
0.8022 Intermediate Similarity NPC477440
0.8 Intermediate Similarity NPC472273
0.8 Intermediate Similarity NPC26029
0.7979 Intermediate Similarity NPC305808
0.7978 Intermediate Similarity NPC62572
0.7978 Intermediate Similarity NPC474572
0.7978 Intermediate Similarity NPC131350
0.7978 Intermediate Similarity NPC473350
0.7959 Intermediate Similarity NPC473406
0.7959 Intermediate Similarity NPC471253
0.7957 Intermediate Similarity NPC474379
0.7957 Intermediate Similarity NPC476189
0.7955 Intermediate Similarity NPC227170
0.7955 Intermediate Similarity NPC15091
0.7935 Intermediate Similarity NPC477442
0.7935 Intermediate Similarity NPC477444
0.7935 Intermediate Similarity NPC477433
0.7935 Intermediate Similarity NPC470114
0.7921 Intermediate Similarity NPC27814
0.7907 Intermediate Similarity NPC320144
0.7907 Intermediate Similarity NPC80891
0.7907 Intermediate Similarity NPC201276
0.79 Intermediate Similarity NPC203974
0.79 Intermediate Similarity NPC186054
0.7895 Intermediate Similarity NPC219353
0.7895 Intermediate Similarity NPC477264
0.7895 Intermediate Similarity NPC475765
0.7889 Intermediate Similarity NPC80700
0.7889 Intermediate Similarity NPC476726
0.7889 Intermediate Similarity NPC472272
0.7889 Intermediate Similarity NPC476727
0.7872 Intermediate Similarity NPC470424
0.7865 Intermediate Similarity NPC475689
0.7857 Intermediate Similarity NPC179858
0.7857 Intermediate Similarity NPC159789
0.7849 Intermediate Similarity NPC52756
0.7849 Intermediate Similarity NPC475878
0.7835 Intermediate Similarity NPC470388
0.7822 Intermediate Similarity NPC208461
0.7822 Intermediate Similarity NPC63841
0.7822 Intermediate Similarity NPC289702
0.7822 Intermediate Similarity NPC293850
0.7816 Intermediate Similarity NPC477851
0.78 Intermediate Similarity NPC181357
0.7791 Intermediate Similarity NPC31031
0.7791 Intermediate Similarity NPC224802
0.7791 Intermediate Similarity NPC243594
0.7791 Intermediate Similarity NPC80089
0.7791 Intermediate Similarity NPC34046
0.7791 Intermediate Similarity NPC171426
0.7791 Intermediate Similarity NPC324700
0.7791 Intermediate Similarity NPC185465
0.7791 Intermediate Similarity NPC472608
0.7778 Intermediate Similarity NPC277074
0.7778 Intermediate Similarity NPC225238
0.7778 Intermediate Similarity NPC209298
0.7778 Intermediate Similarity NPC275583
0.7778 Intermediate Similarity NPC107385
0.7766 Intermediate Similarity NPC161035
0.7765 Intermediate Similarity NPC471046
0.7765 Intermediate Similarity NPC474020
0.7755 Intermediate Similarity NPC252614
0.7745 Intermediate Similarity NPC228190
0.7745 Intermediate Similarity NPC236753
0.7738 Intermediate Similarity NPC317212
0.7738 Intermediate Similarity NPC55508
0.7732 Intermediate Similarity NPC253995
0.7732 Intermediate Similarity NPC474724
0.7727 Intermediate Similarity NPC475743
0.7727 Intermediate Similarity NPC48756
0.7727 Intermediate Similarity NPC280781
0.7723 Intermediate Similarity NPC471474
0.7723 Intermediate Similarity NPC144854
0.7723 Intermediate Similarity NPC3316
0.7717 Intermediate Similarity NPC90676
0.7708 Intermediate Similarity NPC29410
0.7708 Intermediate Similarity NPC104568
0.7708 Intermediate Similarity NPC193785
0.7708 Intermediate Similarity NPC200054
0.7708 Intermediate Similarity NPC476728
0.77 Intermediate Similarity NPC301787
0.77 Intermediate Similarity NPC327093
0.7692 Intermediate Similarity NPC474215
0.7692 Intermediate Similarity NPC92139
0.7692 Intermediate Similarity NPC475729
0.7684 Intermediate Similarity NPC470423
0.7674 Intermediate Similarity NPC112463
0.767 Intermediate Similarity NPC100908
0.767 Intermediate Similarity NPC471093
0.7667 Intermediate Similarity NPC105895
0.766 Intermediate Similarity NPC216137
0.7653 Intermediate Similarity NPC293890
0.7647 Intermediate Similarity NPC469984
0.7647 Intermediate Similarity NPC473410
0.7647 Intermediate Similarity NPC277017
0.7647 Intermediate Similarity NPC192813
0.7647 Intermediate Similarity NPC471094
0.7647 Intermediate Similarity NPC267753
0.7647 Intermediate Similarity NPC154608
0.764 Intermediate Similarity NPC30583
0.7634 Intermediate Similarity NPC24705
0.7634 Intermediate Similarity NPC61688
0.7634 Intermediate Similarity NPC56962
0.7629 Intermediate Similarity NPC470632
0.7629 Intermediate Similarity NPC74466
0.7629 Intermediate Similarity NPC470425
0.7624 Intermediate Similarity NPC222833
0.7624 Intermediate Similarity NPC56656
0.7619 Intermediate Similarity NPC49451
0.7619 Intermediate Similarity NPC81759
0.7619 Intermediate Similarity NPC97002
0.7614 Intermediate Similarity NPC134227
0.7614 Intermediate Similarity NPC261616
0.7614 Intermediate Similarity NPC470609
0.7609 Intermediate Similarity NPC263802
0.7604 Intermediate Similarity NPC470031
0.7604 Intermediate Similarity NPC470232
0.7604 Intermediate Similarity NPC98639
0.76 Intermediate Similarity NPC139347
0.76 Intermediate Similarity NPC122811
0.76 Intermediate Similarity NPC34562
0.7596 Intermediate Similarity NPC201992
0.7596 Intermediate Similarity NPC171888
0.7596 Intermediate Similarity NPC29505
0.7596 Intermediate Similarity NPC146945
0.7579 Intermediate Similarity NPC224060
0.7579 Intermediate Similarity NPC244356
0.7576 Intermediate Similarity NPC259654
0.7576 Intermediate Similarity NPC298266
0.7573 Intermediate Similarity NPC227879
0.7573 Intermediate Similarity NPC208333
0.7573 Intermediate Similarity NPC141350
0.7573 Intermediate Similarity NPC310546
0.757 Intermediate Similarity NPC146432
0.757 Intermediate Similarity NPC470778
0.7558 Intermediate Similarity NPC108840
0.7558 Intermediate Similarity NPC472487
0.7558 Intermediate Similarity NPC4209
0.7558 Intermediate Similarity NPC472486
0.7551 Intermediate Similarity NPC89099
0.7551 Intermediate Similarity NPC38471
0.7551 Intermediate Similarity NPC38296

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470920 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
0.7857 Intermediate Similarity NPD3703 Phase 2
0.7822 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD6118 Approved
0.7791 Intermediate Similarity NPD6115 Approved
0.7791 Intermediate Similarity NPD6114 Approved
0.7791 Intermediate Similarity NPD6697 Approved
0.7558 Intermediate Similarity NPD6117 Approved
0.7471 Intermediate Similarity NPD6116 Phase 1
0.7326 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7238 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD3702 Approved
0.7018 Intermediate Similarity NPD8328 Phase 3
0.6991 Remote Similarity NPD6921 Approved
0.6977 Remote Similarity NPD4789 Approved
0.6939 Remote Similarity NPD8035 Phase 2
0.6939 Remote Similarity NPD8034 Phase 2
0.6905 Remote Similarity NPD4224 Phase 2
0.6897 Remote Similarity NPD5777 Approved
0.6893 Remote Similarity NPD1700 Approved
0.686 Remote Similarity NPD3698 Phase 2
0.6842 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6818 Remote Similarity NPD4632 Approved
0.68 Remote Similarity NPD7748 Approved
0.6782 Remote Similarity NPD4244 Approved
0.6782 Remote Similarity NPD4245 Approved
0.6774 Remote Similarity NPD1780 Approved
0.6774 Remote Similarity NPD1779 Approved
0.6768 Remote Similarity NPD7515 Phase 2
0.6765 Remote Similarity NPD7902 Approved
0.6705 Remote Similarity NPD6081 Approved
0.6636 Remote Similarity NPD6402 Approved
0.6636 Remote Similarity NPD7128 Approved
0.6636 Remote Similarity NPD5739 Approved
0.6636 Remote Similarity NPD6675 Approved
0.6632 Remote Similarity NPD3669 Approved
0.6632 Remote Similarity NPD3670 Clinical (unspecified phase)
0.663 Remote Similarity NPD3671 Phase 1
0.6609 Remote Similarity NPD6319 Approved
0.6606 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6606 Remote Similarity NPD6372 Approved
0.6606 Remote Similarity NPD6373 Approved
0.6588 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6574 Remote Similarity NPD5697 Approved
0.6574 Remote Similarity NPD5701 Approved
0.6552 Remote Similarity NPD5360 Phase 3
0.6552 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6538 Remote Similarity NPD7638 Approved
0.6518 Remote Similarity NPD8133 Approved
0.6514 Remote Similarity NPD7320 Approved
0.6514 Remote Similarity NPD6881 Approved
0.6514 Remote Similarity NPD6899 Approved
0.6514 Remote Similarity NPD6011 Approved
0.6505 Remote Similarity NPD4697 Phase 3
0.6491 Remote Similarity NPD6009 Approved
0.6489 Remote Similarity NPD6928 Phase 2
0.6486 Remote Similarity NPD6649 Approved
0.6486 Remote Similarity NPD6650 Approved
0.6477 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6476 Remote Similarity NPD7639 Approved
0.6476 Remote Similarity NPD7640 Approved
0.6471 Remote Similarity NPD7900 Approved
0.6471 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6455 Remote Similarity NPD6014 Approved
0.6455 Remote Similarity NPD6013 Approved
0.6455 Remote Similarity NPD6012 Approved
0.6429 Remote Similarity NPD8297 Approved
0.641 Remote Similarity NPD5983 Phase 2
0.6404 Remote Similarity NPD6940 Discontinued
0.6396 Remote Similarity NPD7102 Approved
0.6396 Remote Similarity NPD7290 Approved
0.6396 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6396 Remote Similarity NPD6883 Approved
0.6373 Remote Similarity NPD6399 Phase 3
0.6364 Remote Similarity NPD7736 Approved
0.6364 Remote Similarity NPD3573 Approved
0.6355 Remote Similarity NPD7632 Discontinued
0.6346 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6346 Remote Similarity NPD5222 Approved
0.6346 Remote Similarity NPD5221 Approved
0.6339 Remote Similarity NPD8130 Phase 1
0.6339 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6339 Remote Similarity NPD6617 Approved
0.6339 Remote Similarity NPD6847 Approved
0.6339 Remote Similarity NPD6869 Approved
0.6333 Remote Similarity NPD7507 Approved
0.6333 Remote Similarity NPD4758 Discontinued
0.633 Remote Similarity NPD6008 Approved
0.6321 Remote Similarity NPD8418 Phase 2
0.6303 Remote Similarity NPD7604 Phase 2
0.6286 Remote Similarity NPD4755 Approved
0.6286 Remote Similarity NPD5173 Approved
0.6283 Remote Similarity NPD6882 Approved
0.6279 Remote Similarity NPD371 Approved
0.6279 Remote Similarity NPD7909 Approved
0.6273 Remote Similarity NPD6412 Phase 2
0.6263 Remote Similarity NPD3618 Phase 1
0.625 Remote Similarity NPD4634 Approved
0.625 Remote Similarity NPD7492 Approved
0.6238 Remote Similarity NPD5328 Approved
0.6214 Remote Similarity NPD8171 Discontinued
0.6198 Remote Similarity NPD6336 Discontinued
0.6198 Remote Similarity NPD6616 Approved
0.6186 Remote Similarity NPD6059 Approved
0.6186 Remote Similarity NPD6054 Approved
0.6179 Remote Similarity NPD7319 Approved
0.6168 Remote Similarity NPD5285 Approved
0.6168 Remote Similarity NPD5286 Approved
0.6168 Remote Similarity NPD4700 Approved
0.6168 Remote Similarity NPD4696 Approved
0.6148 Remote Similarity NPD8293 Discontinued
0.6148 Remote Similarity NPD7078 Approved
0.6134 Remote Similarity NPD6015 Approved
0.6134 Remote Similarity NPD6016 Approved
0.6132 Remote Similarity NPD6084 Phase 2
0.6132 Remote Similarity NPD6083 Phase 2
0.6126 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6274 Approved
0.6121 Remote Similarity NPD6868 Approved
0.6117 Remote Similarity NPD6079 Approved
0.6117 Remote Similarity NPD6411 Approved
0.6111 Remote Similarity NPD5223 Approved
0.6105 Remote Similarity NPD4802 Phase 2
0.6105 Remote Similarity NPD4238 Approved
0.6105 Remote Similarity NPD5364 Discontinued
0.6083 Remote Similarity NPD5988 Approved
0.6083 Remote Similarity NPD6370 Approved
0.6078 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6075 Remote Similarity NPD5696 Approved
0.6071 Remote Similarity NPD6686 Approved
0.6068 Remote Similarity NPD7115 Discovery
0.6068 Remote Similarity NPD6317 Approved
0.6055 Remote Similarity NPD5211 Phase 2
0.6055 Remote Similarity NPD5225 Approved
0.6055 Remote Similarity NPD5226 Approved
0.6055 Remote Similarity NPD5224 Approved
0.6055 Remote Similarity NPD4633 Approved
0.6044 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6022 Remote Similarity NPD1811 Approved
0.6022 Remote Similarity NPD1810 Approved
0.602 Remote Similarity NPD3667 Approved
0.6017 Remote Similarity NPD6313 Approved
0.6017 Remote Similarity NPD6335 Approved
0.6017 Remote Similarity NPD6314 Approved
0.6 Remote Similarity NPD4754 Approved
0.6 Remote Similarity NPD5175 Approved
0.6 Remote Similarity NPD5174 Approved
0.6 Remote Similarity NPD6291 Clinical (unspecified phase)
0.598 Remote Similarity NPD6672 Approved
0.598 Remote Similarity NPD5737 Approved
0.598 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5976 Remote Similarity NPD615 Clinical (unspecified phase)
0.5976 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5966 Remote Similarity NPD7100 Approved
0.5966 Remote Similarity NPD7101 Approved
0.5946 Remote Similarity NPD5141 Approved
0.5943 Remote Similarity NPD5695 Phase 3
0.5926 Remote Similarity NPD4225 Approved
0.5922 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5922 Remote Similarity NPD6101 Approved
0.59 Remote Similarity NPD4786 Approved
0.5893 Remote Similarity NPD4767 Approved
0.5893 Remote Similarity NPD4768 Approved
0.5893 Remote Similarity NPD6920 Discontinued
0.5868 Remote Similarity NPD6908 Approved
0.5868 Remote Similarity NPD6909 Approved
0.584 Remote Similarity NPD6033 Approved
0.5833 Remote Similarity NPD7516 Approved
0.5804 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5804 Remote Similarity NPD4056 Clinical (unspecified phase)
0.58 Remote Similarity NPD4788 Approved
0.5789 Remote Similarity NPD4730 Approved
0.5789 Remote Similarity NPD5128 Approved
0.5789 Remote Similarity NPD5168 Approved
0.5789 Remote Similarity NPD4729 Approved
0.5784 Remote Similarity NPD7146 Approved
0.5784 Remote Similarity NPD6684 Approved
0.5784 Remote Similarity NPD5330 Approved
0.5784 Remote Similarity NPD7521 Approved
0.5784 Remote Similarity NPD6409 Approved
0.5784 Remote Similarity NPD7334 Approved
0.5773 Remote Similarity NPD3617 Approved
0.5769 Remote Similarity NPD4753 Phase 2
0.5766 Remote Similarity NPD8084 Approved
0.5766 Remote Similarity NPD8082 Approved
0.5766 Remote Similarity NPD8086 Approved
0.5766 Remote Similarity NPD8138 Approved
0.5766 Remote Similarity NPD8083 Approved
0.5766 Remote Similarity NPD8085 Approved
0.5766 Remote Similarity NPD8139 Approved
0.5755 Remote Similarity NPD5778 Approved
0.5755 Remote Similarity NPD4202 Approved
0.5755 Remote Similarity NPD5779 Approved
0.575 Remote Similarity NPD7327 Approved
0.575 Remote Similarity NPD7328 Approved

Structure

External Identifiers

PubChem CID   441792
ChEMBL   CHEMBL2314661
ZINC  

Physicochemical Properties

Molecular Weight:  366.20
ALogP:  -0.9002
MLogP:  3
XLogP:  1.478
# Rotatable Bonds:  7
Polar Surface Area:  104.06
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  26

Download Data

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