Natural Product: NPC304795

Natural Product ID:  NPC304795
Common Name:   Buddledin A
IUPAC Name:   [(1S,5E,8R,9R)-6,10,10-trimethyl-2-methylidene-7-oxo-8-bicyclo[7.2.0]undec-5-enyl] acetate
Synonyms:  
Molecular Formula:   C17H24O3
Standard InCHIKey:  SXWKLEULMBLXJM-PCRFWOPQSA-N
Standard InCHI:  InChI=1S/C17H24O3/c1-10-7-6-8-11(2)15(19)16(20-12(3)18)14-13(10)9-17(14,4)5/h8,13-14,16H,1,6-7,9H2,2-5H3/b11-8+/t13-,14+,16-/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1C(=O)/C(=C/CCC(=C)[C@@H]2[C@@H]1C(C2)(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
NPO27625 Buddleja globosa Species Scrophulariaceae Eukaryota Roots London PMID[10514305]
NPO27625 Buddleja globosa Species Scrophulariaceae Eukaryota PMID[11000021]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT329 Organism Trichophyton rubrum Trichophyton rubrum MIC = 43000 nM 18183025
NPT4353 Organism Trichophyton interdigitale Trichophyton interdigitale MIC = 43000 nM 17850214
NPT30 Individual Protein Cyclooxygenase-1 Homo sapiens IC50 = 14000 nM 21889336
NPT328 Organism Epidermophyton floccosum Epidermophyton floccosum MIC = 43000 nM 19848433
NPT183 Individual Protein Arachidonate 5-lipoxygenase Rattus norvegicus IC50 = 50400 nM 14510593
NPT2 Others Unspecified IC50 = 13700 nM 14510593
NPT183 Individual Protein Arachidonate 5-lipoxygenase Rattus norvegicus Inhibition = 98 % 11585759
NPT2 Others Unspecified Inhibition = 89.3 % 11549443

  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 NPC304795 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
0.8947 High Similarity NPC474527
0.8947 High Similarity NPC471726
0.8706 High Similarity NPC219874
0.8667 High Similarity NPC40327
0.859 High Similarity NPC211279
0.8312 Intermediate Similarity NPC470237
0.825 Intermediate Similarity NPC321180
0.7976 Intermediate Similarity NPC474703
0.7976 Intermediate Similarity NPC222358
0.7882 Intermediate Similarity NPC474359
0.7857 Intermediate Similarity NPC145963
0.7791 Intermediate Similarity NPC96621
0.7765 Intermediate Similarity NPC475622
0.7765 Intermediate Similarity NPC193198
0.7765 Intermediate Similarity NPC108045
0.775 Intermediate Similarity NPC167049
0.775 Intermediate Similarity NPC469691
0.7738 Intermediate Similarity NPC286229
0.7711 Intermediate Similarity NPC469690
0.7711 Intermediate Similarity NPC471740
0.7701 Intermediate Similarity NPC202394
0.7692 Intermediate Similarity NPC476596
0.7683 Intermediate Similarity NPC15975
0.7683 Intermediate Similarity NPC195785
0.7654 Intermediate Similarity NPC475861
0.7654 Intermediate Similarity NPC475771
0.7654 Intermediate Similarity NPC324762
0.7654 Intermediate Similarity NPC474419
0.7654 Intermediate Similarity NPC469678
0.7654 Intermediate Similarity NPC469669
0.7625 Intermediate Similarity NPC472956
0.759 Intermediate Similarity NPC128276
0.7586 Intermediate Similarity NPC161957
0.7586 Intermediate Similarity NPC21471
0.7586 Intermediate Similarity NPC133652
0.7586 Intermediate Similarity NPC33570
0.7582 Intermediate Similarity NPC477361
0.7582 Intermediate Similarity NPC476598
0.7582 Intermediate Similarity NPC202824
0.7582 Intermediate Similarity NPC476597
0.7561 Intermediate Similarity NPC266159
0.7561 Intermediate Similarity NPC472967
0.7558 Intermediate Similarity NPC52609
0.7558 Intermediate Similarity NPC1761
0.7558 Intermediate Similarity NPC53867
0.7556 Intermediate Similarity NPC471818
0.7529 Intermediate Similarity NPC255580
0.7529 Intermediate Similarity NPC475665
0.7529 Intermediate Similarity NPC39411
0.7529 Intermediate Similarity NPC471325
0.7529 Intermediate Similarity NPC474085
0.7527 Intermediate Similarity NPC477354
0.75 Intermediate Similarity NPC178277
0.75 Intermediate Similarity NPC622
0.75 Intermediate Similarity NPC261721
0.75 Intermediate Similarity NPC276647
0.75 Intermediate Similarity NPC476177
0.75 Intermediate Similarity NPC148463
0.75 Intermediate Similarity NPC38576
0.75 Intermediate Similarity NPC469620
0.75 Intermediate Similarity NPC279859
0.747 Intermediate Similarity NPC472300
0.747 Intermediate Similarity NPC476794
0.747 Intermediate Similarity NPC470240
0.747 Intermediate Similarity NPC65603
0.747 Intermediate Similarity NPC180290
0.747 Intermediate Similarity NPC57744
0.7468 Intermediate Similarity NPC296522
0.7468 Intermediate Similarity NPC144511
0.7444 Intermediate Similarity NPC280833
0.7439 Intermediate Similarity NPC244166
0.7439 Intermediate Similarity NPC155587
0.7439 Intermediate Similarity NPC226669
0.7439 Intermediate Similarity NPC138408
0.7439 Intermediate Similarity NPC193351
0.7432 Intermediate Similarity NPC96551
0.7432 Intermediate Similarity NPC285594
0.7416 Intermediate Similarity NPC471739
0.7416 Intermediate Similarity NPC478144
0.7412 Intermediate Similarity NPC302426
0.7412 Intermediate Similarity NPC69271
0.7412 Intermediate Similarity NPC74673
0.7407 Intermediate Similarity NPC107783
0.7407 Intermediate Similarity NPC135703
0.7407 Intermediate Similarity NPC92909
0.7396 Intermediate Similarity NPC473384
0.7391 Intermediate Similarity NPC109414
0.7386 Intermediate Similarity NPC470177
0.7386 Intermediate Similarity NPC189311
0.7386 Intermediate Similarity NPC323765
0.7386 Intermediate Similarity NPC474680
0.7381 Intermediate Similarity NPC474056
0.7381 Intermediate Similarity NPC474341
0.7381 Intermediate Similarity NPC35574
0.7381 Intermediate Similarity NPC471220
0.7375 Intermediate Similarity NPC475310
0.7375 Intermediate Similarity NPC472955
0.7375 Intermediate Similarity NPC469660
0.7368 Intermediate Similarity NPC54843
0.7356 Intermediate Similarity NPC215294
0.7356 Intermediate Similarity NPC39588
0.7349 Intermediate Similarity NPC40353
0.7349 Intermediate Similarity NPC235906
0.7349 Intermediate Similarity NPC472959
0.7342 Intermediate Similarity NPC134385
0.734 Intermediate Similarity NPC184065
0.7333 Intermediate Similarity NPC469631
0.7333 Intermediate Similarity NPC471047
0.7333 Intermediate Similarity NPC469653
0.7333 Intermediate Similarity NPC215831
0.7333 Intermediate Similarity NPC475906
0.7333 Intermediate Similarity NPC475902
0.7333 Intermediate Similarity NPC469628
0.7326 Intermediate Similarity NPC149237
0.7326 Intermediate Similarity NPC478262
0.7326 Intermediate Similarity NPC90055
0.7326 Intermediate Similarity NPC25684
0.7326 Intermediate Similarity NPC301477
0.7326 Intermediate Similarity NPC281949
0.7326 Intermediate Similarity NPC325031
0.7326 Intermediate Similarity NPC42470
0.7317 Intermediate Similarity NPC476355
0.7317 Intermediate Similarity NPC469643
0.7317 Intermediate Similarity NPC469641
0.7303 Intermediate Similarity NPC220478
0.7303 Intermediate Similarity NPC104961
0.7303 Intermediate Similarity NPC234038
0.7303 Intermediate Similarity NPC107787
0.7303 Intermediate Similarity NPC261253
0.7303 Intermediate Similarity NPC195640
0.7303 Intermediate Similarity NPC70422
0.7303 Intermediate Similarity NPC474045
0.7303 Intermediate Similarity NPC70555
0.7294 Intermediate Similarity NPC472965
0.7294 Intermediate Similarity NPC182550
0.7294 Intermediate Similarity NPC617
0.7294 Intermediate Similarity NPC264227
0.7294 Intermediate Similarity NPC63649
0.7284 Intermediate Similarity NPC163003
0.7283 Intermediate Similarity NPC70595
0.7283 Intermediate Similarity NPC150978
0.7283 Intermediate Similarity NPC74103
0.7283 Intermediate Similarity NPC221282
0.7283 Intermediate Similarity NPC123177
0.7273 Intermediate Similarity NPC475100
0.7273 Intermediate Similarity NPC14575
0.7273 Intermediate Similarity NPC115786
0.7273 Intermediate Similarity NPC196487
0.7273 Intermediate Similarity NPC149869
0.7263 Intermediate Similarity NPC87090
0.7262 Intermediate Similarity NPC476264
0.7262 Intermediate Similarity NPC476325
0.7262 Intermediate Similarity NPC107668
0.7262 Intermediate Similarity NPC187568
0.7262 Intermediate Similarity NPC41780
0.7253 Intermediate Similarity NPC73995
0.725 Intermediate Similarity NPC477448
0.725 Intermediate Similarity NPC199557
0.725 Intermediate Similarity NPC477449
0.7241 Intermediate Similarity NPC471326
0.7241 Intermediate Similarity NPC178676
0.7241 Intermediate Similarity NPC35556
0.7241 Intermediate Similarity NPC173609
0.7241 Intermediate Similarity NPC200513
0.7241 Intermediate Similarity NPC221231
0.7234 Intermediate Similarity NPC273197
0.7234 Intermediate Similarity NPC470974
0.7234 Intermediate Similarity NPC470978
0.7234 Intermediate Similarity NPC474490
0.7234 Intermediate Similarity NPC234339
0.7222 Intermediate Similarity NPC312561
0.7222 Intermediate Similarity NPC478145
0.7216 Intermediate Similarity NPC477356
0.7209 Intermediate Similarity NPC276356
0.7191 Intermediate Similarity NPC472686
0.7191 Intermediate Similarity NPC290329
0.7191 Intermediate Similarity NPC110405
0.7191 Intermediate Similarity NPC241512
0.7191 Intermediate Similarity NPC6185
0.7191 Intermediate Similarity NPC177932
0.7191 Intermediate Similarity NPC474547
0.7191 Intermediate Similarity NPC132228
0.7191 Intermediate Similarity NPC8518
0.7191 Intermediate Similarity NPC263997
0.7191 Intermediate Similarity NPC78089
0.7188 Intermediate Similarity NPC222011
0.7188 Intermediate Similarity NPC477355
0.7188 Intermediate Similarity NPC264378
0.7176 Intermediate Similarity NPC59436
0.7176 Intermediate Similarity NPC74410
0.7176 Intermediate Similarity NPC299235
0.7176 Intermediate Similarity NPC475994
0.7176 Intermediate Similarity NPC207186
0.7174 Intermediate Similarity NPC469718
0.7174 Intermediate Similarity NPC253144
0.7174 Intermediate Similarity NPC152467
0.7174 Intermediate Similarity NPC474842
0.7174 Intermediate Similarity NPC475965
0.7174 Intermediate Similarity NPC329857
0.7159 Intermediate Similarity NPC22611

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC304795 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
0.7528 Intermediate Similarity NPD6672 Approved
0.7528 Intermediate Similarity NPD5737 Approved
0.7303 Intermediate Similarity NPD7521 Approved
0.7303 Intermediate Similarity NPD7334 Approved
0.7303 Intermediate Similarity NPD6409 Approved
0.7303 Intermediate Similarity NPD6684 Approved
0.7303 Intermediate Similarity NPD7146 Approved
0.7303 Intermediate Similarity NPD5330 Approved
0.7241 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD1694 Approved
0.7143 Intermediate Similarity NPD6903 Approved
0.7143 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD6673 Approved
0.7065 Intermediate Similarity NPD6080 Approved
0.7065 Intermediate Similarity NPD6904 Approved
0.7053 Intermediate Similarity NPD5695 Phase 3
0.7011 Intermediate Similarity NPD4695 Discontinued
0.6989 Remote Similarity NPD5692 Phase 3
0.6923 Remote Similarity NPD6098 Approved
0.6915 Remote Similarity NPD5694 Approved
0.6915 Remote Similarity NPD5693 Phase 1
0.6915 Remote Similarity NPD6050 Approved
0.6907 Remote Similarity NPD6083 Phase 2
0.6907 Remote Similarity NPD6084 Phase 2
0.6875 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6854 Remote Similarity NPD5209 Approved
0.6848 Remote Similarity NPD3573 Approved
0.6837 Remote Similarity NPD5696 Approved
0.6809 Remote Similarity NPD5785 Approved
0.6771 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6771 Remote Similarity NPD7900 Approved
0.6771 Remote Similarity NPD5282 Discontinued
0.6771 Remote Similarity NPD7748 Approved
0.6739 Remote Similarity NPD5279 Phase 3
0.6699 Remote Similarity NPD5697 Approved
0.6667 Remote Similarity NPD4756 Discovery
0.6667 Remote Similarity NPD6399 Phase 3
0.6635 Remote Similarity NPD6881 Approved
0.6635 Remote Similarity NPD6011 Approved
0.6635 Remote Similarity NPD6899 Approved
0.663 Remote Similarity NPD5363 Approved
0.6628 Remote Similarity NPD8039 Approved
0.6602 Remote Similarity NPD5739 Approved
0.6602 Remote Similarity NPD6675 Approved
0.6602 Remote Similarity NPD7128 Approved
0.6602 Remote Similarity NPD6402 Approved
0.6596 Remote Similarity NPD5208 Approved
0.6591 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6571 Remote Similarity NPD6013 Approved
0.6571 Remote Similarity NPD6012 Approved
0.6571 Remote Similarity NPD6014 Approved
0.6566 Remote Similarity NPD7902 Approved
0.6562 Remote Similarity NPD6411 Approved
0.6562 Remote Similarity NPD7515 Phase 2
0.6556 Remote Similarity NPD5369 Approved
0.6543 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5701 Approved
0.6531 Remote Similarity NPD5654 Approved
0.6526 Remote Similarity NPD1695 Approved
0.6526 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6522 Remote Similarity NPD3666 Approved
0.6522 Remote Similarity NPD3133 Approved
0.6522 Remote Similarity NPD3665 Phase 1
0.6509 Remote Similarity NPD7290 Approved
0.6509 Remote Similarity NPD6883 Approved
0.6509 Remote Similarity NPD7102 Approved
0.6484 Remote Similarity NPD3667 Approved
0.6484 Remote Similarity NPD6435 Approved
0.6476 Remote Similarity NPD7320 Approved
0.6458 Remote Similarity NPD5207 Approved
0.6452 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6449 Remote Similarity NPD6649 Approved
0.6449 Remote Similarity NPD6869 Approved
0.6449 Remote Similarity NPD6650 Approved
0.6449 Remote Similarity NPD6617 Approved
0.6449 Remote Similarity NPD8130 Phase 1
0.6449 Remote Similarity NPD6847 Approved
0.6415 Remote Similarity NPD6373 Approved
0.6415 Remote Similarity NPD6372 Approved
0.6413 Remote Similarity NPD7154 Phase 3
0.6413 Remote Similarity NPD5362 Discontinued
0.64 Remote Similarity NPD5959 Approved
0.6389 Remote Similarity NPD8297 Approved
0.6389 Remote Similarity NPD6882 Approved
0.6383 Remote Similarity NPD5690 Phase 2
0.6383 Remote Similarity NPD3618 Phase 1
0.6364 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6354 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6354 Remote Similarity NPD4753 Phase 2
0.6354 Remote Similarity NPD6101 Approved
0.6344 Remote Similarity NPD4786 Approved
0.6344 Remote Similarity NPD3668 Phase 3
0.6344 Remote Similarity NPD4197 Approved
0.6304 Remote Similarity NPD4269 Approved
0.6304 Remote Similarity NPD4270 Approved
0.63 Remote Similarity NPD5220 Clinical (unspecified phase)
0.63 Remote Similarity NPD5222 Approved
0.63 Remote Similarity NPD5221 Approved
0.6296 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6296 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6289 Remote Similarity NPD6698 Approved
0.6289 Remote Similarity NPD46 Approved
0.6286 Remote Similarity NPD6008 Approved
0.6277 Remote Similarity NPD5329 Approved
0.6265 Remote Similarity NPD3704 Approved
0.6265 Remote Similarity NPD7331 Phase 2
0.6264 Remote Similarity NPD5368 Approved
0.6264 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6263 Remote Similarity NPD6001 Approved
0.6238 Remote Similarity NPD5173 Approved
0.6226 Remote Similarity NPD6614 Approved
0.6226 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6224 Remote Similarity NPD6079 Approved
0.6222 Remote Similarity NPD3617 Approved
0.622 Remote Similarity NPD3197 Phase 1
0.6216 Remote Similarity NPD6868 Approved
0.6216 Remote Similarity NPD6274 Approved
0.6211 Remote Similarity NPD4694 Approved
0.6211 Remote Similarity NPD5280 Approved
0.6211 Remote Similarity NPD5786 Approved
0.6204 Remote Similarity NPD6371 Approved
0.6203 Remote Similarity NPD287 Approved
0.62 Remote Similarity NPD4629 Approved
0.62 Remote Similarity NPD5210 Approved
0.6196 Remote Similarity NPD857 Phase 3
0.6186 Remote Similarity NPD5328 Approved
0.6176 Remote Similarity NPD4225 Approved
0.6163 Remote Similarity NPD4691 Approved
0.6162 Remote Similarity NPD5779 Approved
0.6162 Remote Similarity NPD5778 Approved
0.6161 Remote Similarity NPD6317 Approved
0.6145 Remote Similarity NPD7341 Phase 2
0.6139 Remote Similarity NPD4697 Phase 3
0.6139 Remote Similarity NPD7732 Phase 3
0.6129 Remote Similarity NPD4221 Approved
0.6129 Remote Similarity NPD4223 Phase 3
0.6117 Remote Similarity NPD5286 Approved
0.6117 Remote Similarity NPD4696 Approved
0.6117 Remote Similarity NPD5285 Approved
0.6106 Remote Similarity NPD6335 Approved
0.6106 Remote Similarity NPD6314 Approved
0.6106 Remote Similarity NPD6313 Approved
0.6087 Remote Similarity NPD4252 Approved
0.6087 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6078 Remote Similarity NPD4755 Approved
0.6061 Remote Similarity NPD5281 Approved
0.6061 Remote Similarity NPD5284 Approved
0.6058 Remote Similarity NPD5223 Approved
0.6053 Remote Similarity NPD7101 Approved
0.6053 Remote Similarity NPD7100 Approved
0.6047 Remote Similarity NPD4137 Phase 3
0.6042 Remote Similarity NPD6422 Discontinued
0.6036 Remote Similarity NPD4632 Approved
0.6019 Remote Similarity NPD7638 Approved
0.6019 Remote Similarity NPD6686 Approved
0.6018 Remote Similarity NPD6009 Approved
0.6 Remote Similarity NPD5226 Approved
0.6 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD4202 Approved
0.6 Remote Similarity NPD4633 Approved
0.6 Remote Similarity NPD5225 Approved
0.6 Remote Similarity NPD6319 Approved
0.6 Remote Similarity NPD5224 Approved
0.5977 Remote Similarity NPD4747 Approved
0.5962 Remote Similarity NPD4700 Approved
0.5962 Remote Similarity NPD7639 Approved
0.5962 Remote Similarity NPD7640 Approved
0.596 Remote Similarity NPD7838 Discovery
0.5955 Remote Similarity NPD4058 Approved
0.5948 Remote Similarity NPD5983 Phase 2
0.5943 Remote Similarity NPD5174 Approved
0.5943 Remote Similarity NPD5175 Approved
0.5938 Remote Similarity NPD1696 Phase 3
0.5921 Remote Similarity NPD29 Approved
0.5921 Remote Similarity NPD28 Approved
0.5918 Remote Similarity NPD4518 Approved
0.5914 Remote Similarity NPD4821 Approved
0.5914 Remote Similarity NPD4820 Approved
0.5914 Remote Similarity NPD4819 Approved
0.5914 Remote Similarity NPD4822 Approved
0.5909 Remote Similarity NPD5276 Approved
0.59 Remote Similarity NPD7983 Approved
0.5895 Remote Similarity NPD5331 Approved
0.5895 Remote Similarity NPD5332 Approved
0.5888 Remote Similarity NPD5141 Approved
0.5877 Remote Similarity NPD7115 Discovery
0.5876 Remote Similarity NPD4519 Discontinued
0.5876 Remote Similarity NPD4688 Approved
0.5876 Remote Similarity NPD5205 Approved
0.5876 Remote Similarity NPD4623 Approved
0.5876 Remote Similarity NPD4690 Approved
0.5876 Remote Similarity NPD4689 Approved
0.5876 Remote Similarity NPD4693 Phase 3
0.5876 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5876 Remote Similarity NPD4138 Approved
0.587 Remote Similarity NPD4271 Approved
0.587 Remote Similarity NPD4268 Approved
0.5851 Remote Similarity NPD4790 Discontinued
0.5847 Remote Similarity NPD7604 Phase 2

Structure

External Identifiers

PubChem CID   5281514
ChEMBL   CHEMBL485981
ZINC  

Physicochemical Properties

Molecular Weight:  276.17
ALogP:  2.4088
MLogP:  3
XLogP:  3.625
# Rotatable Bonds:  6
Polar Surface Area:  43.37
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  20

Download Data

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