Natural Product: NPC89408

Natural Product ID:  NPC89408
Common Name:   (E)-4-[(1Ar,7Ar,7Br)-3-[(E)-Hept-1-Enyl]-6,6-Dimethyl-2-Oxo-7A,7B-Dihydro-4H-Oxireno[2,3-H][1,3]Benzodioxin-1A-Yl]-2-Methylbut-2-Enoic Acid
IUPAC Name:   (E)-4-[(1aR,7aR,7bR)-3-[(E)-hept-1-enyl]-6,6-dimethyl-2-oxo-7a,7b-dihydro-4H-oxireno[2,3-h][1,3]benzodioxin-1a-yl]-2-methylbut-2-enoic acid
Synonyms:  
Molecular Formula:   C22H30O6
Standard InCHIKey:  KJESBKJFNPXHOA-LNZGVCCXSA-N
Standard InCHI:  InChI=1S/C22H30O6/c1-5-6-7-8-9-10-15-16-13-26-21(3,4)27-17(16)19-22(28-19,18(15)23)12-11-14(2)20(24)25/h9-11,17,19H,5-8,12-13H2,1-4H3,(H,24,25)/b10-9+,14-11+/t17-,19-,22+/m1/s1
Canonical SMILES:  CCCCC/C=C/C1=C2COC(O[C@H]2[C@@H]2[C@@](C1=O)(C/C=C(/C(=O)O)C)O2)(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
NPO33175 Pestalotiopsis sp. Species Sporocadaceae Eukaryota PMID[19117486]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IC50 > 50000 nM 15974627
NPT1118 Organism Streptococcus pneumoniae Streptococcus pneumoniae IC50 > 50000 nM 15568775
NPT20 Organism Candida albicans Candida albicans IC50 > 50000 nM 19769341
NPT19 Organism Escherichia coli Escherichia coli IC50 > 50000 nM 19743809
NPT3594 Organism Galactomyces geotrichum Galactomyces geotrichum IC50 > 50000 nM 20071056

  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 NPC89408 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
0.932 High Similarity NPC266514
0.9029 High Similarity NPC104161
0.9029 High Similarity NPC118902
0.9029 High Similarity NPC469980
0.8571 High Similarity NPC39996
0.8349 Intermediate Similarity NPC264819
0.8182 Intermediate Similarity NPC327106
0.8125 Intermediate Similarity NPC317107
0.8091 Intermediate Similarity NPC469853
0.8058 Intermediate Similarity NPC142838
0.8053 Intermediate Similarity NPC317687
0.8018 Intermediate Similarity NPC322903
0.8 Intermediate Similarity NPC270478
0.784 Intermediate Similarity NPC471137
0.784 Intermediate Similarity NPC223356
0.784 Intermediate Similarity NPC475154
0.784 Intermediate Similarity NPC473548
0.784 Intermediate Similarity NPC475500
0.784 Intermediate Similarity NPC471136
0.784 Intermediate Similarity NPC100017
0.784 Intermediate Similarity NPC182266
0.7807 Intermediate Similarity NPC304180
0.7807 Intermediate Similarity NPC179798
0.7798 Intermediate Similarity NPC164598
0.7798 Intermediate Similarity NPC474339
0.7778 Intermediate Similarity NPC23046
0.7769 Intermediate Similarity NPC470922
0.7768 Intermediate Similarity NPC474716
0.7742 Intermediate Similarity NPC251564
0.7742 Intermediate Similarity NPC475314
0.7742 Intermediate Similarity NPC475606
0.7742 Intermediate Similarity NPC476862
0.7742 Intermediate Similarity NPC476863
0.7742 Intermediate Similarity NPC477189
0.7724 Intermediate Similarity NPC476859
0.7717 Intermediate Similarity NPC68282
0.7712 Intermediate Similarity NPC474286
0.7712 Intermediate Similarity NPC475130
0.7706 Intermediate Similarity NPC469551
0.7706 Intermediate Similarity NPC324667
0.7692 Intermediate Similarity NPC477509
0.7685 Intermediate Similarity NPC266842
0.768 Intermediate Similarity NPC474508
0.768 Intermediate Similarity NPC231240
0.768 Intermediate Similarity NPC473485
0.768 Intermediate Similarity NPC180902
0.768 Intermediate Similarity NPC475139
0.7679 Intermediate Similarity NPC469852
0.7679 Intermediate Similarity NPC477125
0.7672 Intermediate Similarity NPC469496
0.7672 Intermediate Similarity NPC159333
0.7672 Intermediate Similarity NPC56448
0.7672 Intermediate Similarity NPC469454
0.7672 Intermediate Similarity NPC469463
0.7667 Intermediate Similarity NPC67569
0.7664 Intermediate Similarity NPC227494
0.7661 Intermediate Similarity NPC473593
0.7642 Intermediate Similarity NPC287423
0.7642 Intermediate Similarity NPC471940
0.7636 Intermediate Similarity NPC469851
0.7636 Intermediate Similarity NPC112613
0.7636 Intermediate Similarity NPC207885
0.7632 Intermediate Similarity NPC87335
0.7627 Intermediate Similarity NPC469684
0.7619 Intermediate Similarity NPC316915
0.7615 Intermediate Similarity NPC264378
0.7615 Intermediate Similarity NPC161855
0.7603 Intermediate Similarity NPC23786
0.7603 Intermediate Similarity NPC470265
0.76 Intermediate Similarity NPC476852
0.76 Intermediate Similarity NPC476855
0.7593 Intermediate Similarity NPC473291
0.7589 Intermediate Similarity NPC146731
0.7589 Intermediate Similarity NPC474741
0.7583 Intermediate Similarity NPC48692
0.7565 Intermediate Similarity NPC5103
0.7565 Intermediate Similarity NPC235014
0.7563 Intermediate Similarity NPC284707
0.7561 Intermediate Similarity NPC225049
0.7561 Intermediate Similarity NPC471939
0.7547 Intermediate Similarity NPC32552
0.7545 Intermediate Similarity NPC475053
0.7544 Intermediate Similarity NPC102843
0.7544 Intermediate Similarity NPC472507
0.7541 Intermediate Similarity NPC120724
0.7541 Intermediate Similarity NPC469789
0.754 Intermediate Similarity NPC476193
0.7522 Intermediate Similarity NPC472645
0.7522 Intermediate Similarity NPC475802
0.7521 Intermediate Similarity NPC477126
0.752 Intermediate Similarity NPC476851
0.752 Intermediate Similarity NPC476854
0.752 Intermediate Similarity NPC162495
0.75 Intermediate Similarity NPC473334
0.75 Intermediate Similarity NPC268958
0.748 Intermediate Similarity NPC168879
0.748 Intermediate Similarity NPC32868
0.748 Intermediate Similarity NPC473919
0.748 Intermediate Similarity NPC241456
0.748 Intermediate Similarity NPC473709
0.748 Intermediate Similarity NPC24651
0.7479 Intermediate Similarity NPC27999
0.7479 Intermediate Similarity NPC477116
0.7479 Intermediate Similarity NPC53396
0.7479 Intermediate Similarity NPC98249
0.7477 Intermediate Similarity NPC201718
0.7458 Intermediate Similarity NPC305044
0.7458 Intermediate Similarity NPC265290
0.7456 Intermediate Similarity NPC469558
0.7455 Intermediate Similarity NPC307517
0.7455 Intermediate Similarity NPC255592
0.7455 Intermediate Similarity NPC203627
0.7455 Intermediate Similarity NPC81483
0.7455 Intermediate Similarity NPC261377
0.7455 Intermediate Similarity NPC61630
0.7455 Intermediate Similarity NPC187761
0.7455 Intermediate Similarity NPC308567
0.7455 Intermediate Similarity NPC83895
0.7455 Intermediate Similarity NPC169468
0.7453 Intermediate Similarity NPC477684
0.7442 Intermediate Similarity NPC243014
0.744 Intermediate Similarity NPC473620
0.744 Intermediate Similarity NPC236999
0.7438 Intermediate Similarity NPC476815
0.7438 Intermediate Similarity NPC473145
0.7438 Intermediate Similarity NPC107338
0.7438 Intermediate Similarity NPC109607
0.7436 Intermediate Similarity NPC269530
0.7434 Intermediate Similarity NPC471937
0.7434 Intermediate Similarity NPC296950
0.7434 Intermediate Similarity NPC471143
0.7434 Intermediate Similarity NPC477510
0.7431 Intermediate Similarity NPC288350
0.7431 Intermediate Similarity NPC173329
0.7431 Intermediate Similarity NPC279722
0.7422 Intermediate Similarity NPC471234
0.7419 Intermediate Similarity NPC293112
0.7419 Intermediate Similarity NPC222307
0.7419 Intermediate Similarity NPC217901
0.7417 Intermediate Similarity NPC251310
0.7417 Intermediate Similarity NPC50774
0.7417 Intermediate Similarity NPC240509
0.7417 Intermediate Similarity NPC186525
0.7417 Intermediate Similarity NPC709
0.7417 Intermediate Similarity NPC234522
0.7414 Intermediate Similarity NPC115257
0.7414 Intermediate Similarity NPC281624
0.7414 Intermediate Similarity NPC161816
0.7414 Intermediate Similarity NPC472508
0.7411 Intermediate Similarity NPC471148
0.7411 Intermediate Similarity NPC473596
0.7411 Intermediate Similarity NPC149371
0.7407 Intermediate Similarity NPC471496
0.7404 Intermediate Similarity NPC196381
0.7398 Intermediate Similarity NPC204812
0.7398 Intermediate Similarity NPC67251
0.7398 Intermediate Similarity NPC473802
0.7391 Intermediate Similarity NPC151393
0.7391 Intermediate Similarity NPC233379
0.7391 Intermediate Similarity NPC14862
0.7391 Intermediate Similarity NPC474664
0.7387 Intermediate Similarity NPC288876
0.7383 Intermediate Similarity NPC470373
0.7383 Intermediate Similarity NPC470379
0.7381 Intermediate Similarity NPC477076
0.7381 Intermediate Similarity NPC476966
0.7381 Intermediate Similarity NPC477079
0.7381 Intermediate Similarity NPC477077
0.7381 Intermediate Similarity NPC470913
0.7381 Intermediate Similarity NPC471407
0.7379 Intermediate Similarity NPC469809
0.7377 Intermediate Similarity NPC477046
0.7377 Intermediate Similarity NPC102822
0.7377 Intermediate Similarity NPC183353
0.7377 Intermediate Similarity NPC469812
0.7377 Intermediate Similarity NPC170880
0.7377 Intermediate Similarity NPC469515
0.7373 Intermediate Similarity NPC471204
0.7373 Intermediate Similarity NPC264153
0.7373 Intermediate Similarity NPC321496
0.7373 Intermediate Similarity NPC101965
0.7373 Intermediate Similarity NPC101400
0.7368 Intermediate Similarity NPC472751
0.7368 Intermediate Similarity NPC1679
0.7368 Intermediate Similarity NPC472749
0.7368 Intermediate Similarity NPC16313
0.7368 Intermediate Similarity NPC9303
0.7368 Intermediate Similarity NPC252296
0.7364 Intermediate Similarity NPC474194
0.7364 Intermediate Similarity NPC40812
0.736 Intermediate Similarity NPC168849
0.736 Intermediate Similarity NPC473253
0.736 Intermediate Similarity NPC475273
0.736 Intermediate Similarity NPC42399
0.7355 Intermediate Similarity NPC236918
0.7355 Intermediate Similarity NPC156745
0.7355 Intermediate Similarity NPC475775
0.7355 Intermediate Similarity NPC476529
0.7355 Intermediate Similarity NPC245320
0.7355 Intermediate Similarity NPC476107

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC89408 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
0.7615 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD8515 Approved
0.7377 Intermediate Similarity NPD8513 Phase 3
0.7377 Intermediate Similarity NPD8516 Approved
0.7377 Intermediate Similarity NPD8517 Approved
0.7333 Intermediate Similarity NPD7115 Discovery
0.7232 Intermediate Similarity NPD6648 Approved
0.713 Intermediate Similarity NPD6698 Approved
0.713 Intermediate Similarity NPD46 Approved
0.713 Intermediate Similarity NPD7838 Discovery
0.7087 Intermediate Similarity NPD8074 Phase 3
0.7063 Intermediate Similarity NPD7492 Approved
0.7059 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD5344 Discontinued
0.7016 Intermediate Similarity NPD6054 Approved
0.7008 Intermediate Similarity NPD6616 Approved
0.6991 Remote Similarity NPD4225 Approved
0.6984 Remote Similarity NPD8328 Phase 3
0.696 Remote Similarity NPD6016 Approved
0.696 Remote Similarity NPD6015 Approved
0.6953 Remote Similarity NPD7078 Approved
0.6911 Remote Similarity NPD6009 Approved
0.6905 Remote Similarity NPD6370 Approved
0.6905 Remote Similarity NPD5988 Approved
0.6899 Remote Similarity NPD7736 Approved
0.688 Remote Similarity NPD6319 Approved
0.6864 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6847 Remote Similarity NPD5779 Approved
0.6847 Remote Similarity NPD5778 Approved
0.6833 Remote Similarity NPD6371 Approved
0.6833 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6686 Approved
0.6807 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6757 Remote Similarity NPD7983 Approved
0.675 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6746 Remote Similarity NPD6059 Approved
0.6721 Remote Similarity NPD6882 Approved
0.6719 Remote Similarity NPD7830 Approved
0.6719 Remote Similarity NPD7829 Approved
0.6693 Remote Similarity NPD7503 Approved
0.6692 Remote Similarity NPD8293 Discontinued
0.664 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6637 Remote Similarity NPD5282 Discontinued
0.6618 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6617 Remote Similarity NPD7260 Phase 2
0.6591 Remote Similarity NPD7319 Approved
0.6589 Remote Similarity NPD7642 Approved
0.6585 Remote Similarity NPD8297 Approved
0.6583 Remote Similarity NPD5697 Approved
0.6583 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6538 Remote Similarity NPD4756 Discovery
0.6532 Remote Similarity NPD4632 Approved
0.6529 Remote Similarity NPD6899 Approved
0.6529 Remote Similarity NPD6881 Approved
0.6522 Remote Similarity NPD7839 Suspended
0.6504 Remote Similarity NPD6649 Approved
0.6504 Remote Similarity NPD6650 Approved
0.6496 Remote Similarity NPD7639 Approved
0.6496 Remote Similarity NPD7640 Approved
0.6489 Remote Similarity NPD7507 Approved
0.6475 Remote Similarity NPD6013 Approved
0.6475 Remote Similarity NPD6014 Approved
0.6475 Remote Similarity NPD6012 Approved
0.6462 Remote Similarity NPD7604 Phase 2
0.6434 Remote Similarity NPD5983 Phase 2
0.6429 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6101 Approved
0.6423 Remote Similarity NPD7290 Approved
0.6423 Remote Similarity NPD7102 Approved
0.6423 Remote Similarity NPD6883 Approved
0.641 Remote Similarity NPD7638 Approved
0.6393 Remote Similarity NPD6011 Approved
0.6378 Remote Similarity NPD7500 Approved
0.6371 Remote Similarity NPD6869 Approved
0.6371 Remote Similarity NPD6847 Approved
0.6371 Remote Similarity NPD6617 Approved
0.6371 Remote Similarity NPD8130 Phase 1
0.6364 Remote Similarity NPD1694 Approved
0.6364 Remote Similarity NPD6008 Approved
0.6364 Remote Similarity NPD6675 Approved
0.6364 Remote Similarity NPD5739 Approved
0.6364 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7128 Approved
0.6364 Remote Similarity NPD6402 Approved
0.6364 Remote Similarity NPD8451 Approved
0.6341 Remote Similarity NPD6372 Approved
0.6341 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6341 Remote Similarity NPD6373 Approved
0.6328 Remote Similarity NPD7327 Approved
0.6328 Remote Similarity NPD7328 Approved
0.6316 Remote Similarity NPD8448 Approved
0.6316 Remote Similarity NPD6411 Approved
0.6311 Remote Similarity NPD6412 Phase 2
0.6311 Remote Similarity NPD5701 Approved
0.6308 Remote Similarity NPD8033 Approved
0.6293 Remote Similarity NPD1698 Clinical (unspecified phase)
0.629 Remote Similarity NPD4634 Approved
0.6288 Remote Similarity NPD8341 Approved
0.6288 Remote Similarity NPD8340 Approved
0.6288 Remote Similarity NPD8299 Approved
0.6288 Remote Similarity NPD8342 Approved
0.6279 Remote Similarity NPD7516 Approved
0.6269 Remote Similarity NPD6033 Approved
0.626 Remote Similarity NPD7320 Approved
0.625 Remote Similarity NPD5211 Phase 2
0.6241 Remote Similarity NPD8273 Phase 1
0.6241 Remote Similarity NPD6336 Discontinued
0.6239 Remote Similarity NPD5209 Approved
0.6231 Remote Similarity NPD8294 Approved
0.6231 Remote Similarity NPD8377 Approved
0.6228 Remote Similarity NPD5785 Approved
0.6216 Remote Similarity NPD1696 Phase 3
0.6204 Remote Similarity NPD6845 Suspended
0.6202 Remote Similarity NPD7641 Discontinued
0.619 Remote Similarity NPD6053 Discontinued
0.6186 Remote Similarity NPD7902 Approved
0.6183 Remote Similarity NPD8444 Approved
0.6183 Remote Similarity NPD6921 Approved
0.6183 Remote Similarity NPD8296 Approved
0.6183 Remote Similarity NPD8335 Approved
0.6183 Remote Similarity NPD8380 Approved
0.6183 Remote Similarity NPD8379 Approved
0.6183 Remote Similarity NPD8378 Approved
0.6182 Remote Similarity NPD6110 Phase 1
0.6176 Remote Similarity NPD8391 Approved
0.6176 Remote Similarity NPD8390 Approved
0.6176 Remote Similarity NPD8392 Approved
0.6176 Remote Similarity NPD5956 Approved
0.6154 Remote Similarity NPD5695 Phase 3
0.6148 Remote Similarity NPD5141 Approved
0.614 Remote Similarity NPD1695 Approved
0.6134 Remote Similarity NPD5696 Approved
0.6083 Remote Similarity NPD4696 Approved
0.6083 Remote Similarity NPD5285 Approved
0.6083 Remote Similarity NPD5286 Approved
0.6071 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6071 Remote Similarity NPD5363 Approved
0.6068 Remote Similarity NPD7748 Approved
0.6055 Remote Similarity NPD8259 Clinical (unspecified phase)
0.605 Remote Similarity NPD6084 Phase 2
0.605 Remote Similarity NPD6083 Phase 2
0.6047 Remote Similarity NPD6274 Approved
0.6034 Remote Similarity NPD7637 Suspended
0.6031 Remote Similarity NPD7100 Approved
0.6031 Remote Similarity NPD7101 Approved
0.6016 Remote Similarity NPD8133 Approved
0.6015 Remote Similarity NPD8080 Discontinued
0.6 Remote Similarity NPD8415 Approved
0.6 Remote Similarity NPD6317 Approved
0.5984 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5984 Remote Similarity NPD4633 Approved
0.5984 Remote Similarity NPD5224 Approved
0.5984 Remote Similarity NPD7632 Discontinued
0.5984 Remote Similarity NPD5225 Approved
0.5984 Remote Similarity NPD5226 Approved
0.5983 Remote Similarity NPD6399 Phase 3
0.5982 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5965 Remote Similarity NPD3573 Approved
0.5954 Remote Similarity NPD6313 Approved
0.5954 Remote Similarity NPD6335 Approved
0.5954 Remote Similarity NPD6314 Approved
0.5935 Remote Similarity NPD5174 Approved
0.5935 Remote Similarity NPD5175 Approved
0.5932 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5932 Remote Similarity NPD7900 Approved
0.5926 Remote Similarity NPD7799 Discontinued
0.5917 Remote Similarity NPD4755 Approved
0.5902 Remote Similarity NPD5223 Approved
0.5897 Remote Similarity NPD7515 Phase 2
0.5897 Remote Similarity NPD5693 Phase 1
0.5897 Remote Similarity NPD5694 Approved
0.5897 Remote Similarity NPD5284 Approved
0.5897 Remote Similarity NPD5281 Approved
0.5879 Remote Similarity NPD8368 Discontinued
0.5877 Remote Similarity NPD4249 Approved
0.5859 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5859 Remote Similarity NPD7601 Clinical (unspecified phase)
0.5833 Remote Similarity NPD5222 Approved
0.5833 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5833 Remote Similarity NPD5221 Approved
0.5828 Remote Similarity NPD3751 Discontinued
0.5826 Remote Similarity NPD4250 Approved
0.5826 Remote Similarity NPD4251 Approved
0.5821 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5821 Remote Similarity NPD6291 Clinical (unspecified phase)
0.582 Remote Similarity NPD4700 Approved
0.5812 Remote Similarity NPD5692 Phase 3
0.5812 Remote Similarity NPD3168 Discontinued
0.5804 Remote Similarity NPD4269 Approved
0.5804 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5804 Remote Similarity NPD4270 Approved
0.5802 Remote Similarity NPD6868 Approved
0.5785 Remote Similarity NPD5173 Approved
0.5784 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5781 Remote Similarity NPD2067 Discontinued
0.5776 Remote Similarity NPD5737 Approved
0.5776 Remote Similarity NPD6672 Approved
0.5774 Remote Similarity NPD8407 Phase 2
0.5766 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5766 Remote Similarity NPD4252 Approved

Structure

External Identifiers

PubChem CID   25207983
ChEMBL   CHEMBL558344
ZINC  

Physicochemical Properties

Molecular Weight:  390.20
ALogP:  -0.2535
MLogP:  3.22
XLogP:  3.063
# Rotatable Bonds:  13
Polar Surface Area:  85.36
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  28

Download Data

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General Info & Identifiers & Properties  
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Biological Activities  
Similar NPs/Drugs