Natural Product: NPC476712

Natural Product ID:  NPC476712
Common Name:   Excavatolide D
IUPAC Name:  
Synonyms:   Excavatolide D
Molecular Formula:   C26H34O11
Standard InCHIKey:  QOSVVDSZORDOQG-UONOOGLHSA-N
Standard InCHI:  InChI=1S/C26H34O11/c1-11-8-18(34-14(4)28)24(32)22(6)17(33-13(3)27)10-16(30)12(2)20(22)26(24,36-15(5)29)25-19(9-11)35-21(31)23(25,7)37-25/h9,12,16-20,30,32H,8,10H2,1-7H3/b11-9-/t12-,16-,17-,18-,19-,20-,22-,23+,24+,25+,26-/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1CC(=C[C@H]2[C@@]3([C@]4([C@]1(O)[C@@]1(C)[C@@H](OC(=O)C)C[C@@H]([C@@H]([C@H]41)C)O)OC(=O)C)O[C@]3(C)C(=O)O2)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
NPO4817 Briareum excavatum Species Briareidae Eukaryota PMID[9599257]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 = 1.8 ug/ml 9599257
NPT91 Cell Line KB Homo sapiens ED50 = 4.2 ug/ml 9599257
NPT81 Cell Line A549 Homo sapiens ED50 > 50 ug/ml 9599257
NPT139 Cell Line HT-29 Homo sapiens ED50 = 1.3 ug/ml 9599257

  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 NPC476712 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
1.0 High Similarity NPC476713
0.9907 High Similarity NPC476711
0.9907 High Similarity NPC476710
0.9266 High Similarity NPC473877
0.9204 High Similarity NPC475003
0.9018 High Similarity NPC474333
0.8991 High Similarity NPC42662
0.8938 High Similarity NPC296822
0.8818 High Similarity NPC475922
0.8807 High Similarity NPC475510
0.8807 High Similarity NPC475587
0.8739 High Similarity NPC115257
0.8739 High Similarity NPC161816
0.8727 High Similarity NPC473595
0.8727 High Similarity NPC94377
0.8727 High Similarity NPC473939
0.8609 High Similarity NPC473590
0.8571 High Similarity NPC473975
0.8571 High Similarity NPC473594
0.8571 High Similarity NPC474586
0.8571 High Similarity NPC281624
0.8571 High Similarity NPC473843
0.8509 High Similarity NPC477126
0.8496 Intermediate Similarity NPC194619
0.8487 Intermediate Similarity NPC67251
0.8468 Intermediate Similarity NPC326994
0.8468 Intermediate Similarity NPC324327
0.8468 Intermediate Similarity NPC474421
0.8468 Intermediate Similarity NPC72813
0.8468 Intermediate Similarity NPC194620
0.8462 Intermediate Similarity NPC470186
0.8435 Intermediate Similarity NPC73314
0.8421 Intermediate Similarity NPC317687
0.8393 Intermediate Similarity NPC55972
0.8393 Intermediate Similarity NPC327286
0.8393 Intermediate Similarity NPC233379
0.8393 Intermediate Similarity NPC474664
0.8393 Intermediate Similarity NPC169888
0.8393 Intermediate Similarity NPC14862
0.8378 Intermediate Similarity NPC9303
0.8378 Intermediate Similarity NPC16313
0.8376 Intermediate Similarity NPC470776
0.8364 Intermediate Similarity NPC474165
0.8364 Intermediate Similarity NPC474166
0.8364 Intermediate Similarity NPC19239
0.8364 Intermediate Similarity NPC69171
0.8362 Intermediate Similarity NPC474734
0.8362 Intermediate Similarity NPC270478
0.8333 Intermediate Similarity NPC157476
0.8333 Intermediate Similarity NPC265557
0.8333 Intermediate Similarity NPC317107
0.8333 Intermediate Similarity NPC105926
0.8333 Intermediate Similarity NPC18945
0.8333 Intermediate Similarity NPC91693
0.8319 Intermediate Similarity NPC15218
0.8319 Intermediate Similarity NPC470779
0.8291 Intermediate Similarity NPC98249
0.8291 Intermediate Similarity NPC58662
0.8291 Intermediate Similarity NPC470775
0.8291 Intermediate Similarity NPC53396
0.8291 Intermediate Similarity NPC176513
0.8291 Intermediate Similarity NPC469684
0.8288 Intermediate Similarity NPC258532
0.8273 Intermediate Similarity NPC474709
0.8273 Intermediate Similarity NPC183571
0.8264 Intermediate Similarity NPC476729
0.8264 Intermediate Similarity NPC24651
0.825 Intermediate Similarity NPC312833
0.822 Intermediate Similarity NPC284707
0.8214 Intermediate Similarity NPC475802
0.8205 Intermediate Similarity NPC477509
0.8198 Intermediate Similarity NPC4620
0.8197 Intermediate Similarity NPC181999
0.819 Intermediate Similarity NPC94509
0.8182 Intermediate Similarity NPC472399
0.8182 Intermediate Similarity NPC473802
0.8174 Intermediate Similarity NPC469655
0.8174 Intermediate Similarity NPC469656
0.8174 Intermediate Similarity NPC474846
0.816 Intermediate Similarity NPC470185
0.8142 Intermediate Similarity NPC112780
0.8136 Intermediate Similarity NPC478204
0.813 Intermediate Similarity NPC470780
0.8125 Intermediate Similarity NPC220964
0.8125 Intermediate Similarity NPC475676
0.8115 Intermediate Similarity NPC473709
0.8115 Intermediate Similarity NPC473919
0.8115 Intermediate Similarity NPC470922
0.8108 Intermediate Similarity NPC472754
0.8103 Intermediate Similarity NPC269530
0.8087 Intermediate Similarity NPC5103
0.8087 Intermediate Similarity NPC475134
0.8087 Intermediate Similarity NPC475563
0.807 Intermediate Similarity NPC322903
0.8067 Intermediate Similarity NPC476714
0.8067 Intermediate Similarity NPC17772
0.8067 Intermediate Similarity NPC478205
0.8067 Intermediate Similarity NPC478206
0.8067 Intermediate Similarity NPC108581
0.8065 Intermediate Similarity NPC236999
0.8051 Intermediate Similarity NPC328374
0.8051 Intermediate Similarity NPC474046
0.8051 Intermediate Similarity NPC96312
0.8051 Intermediate Similarity NPC259306
0.8051 Intermediate Similarity NPC213084
0.8051 Intermediate Similarity NPC251236
0.8051 Intermediate Similarity NPC190185
0.8051 Intermediate Similarity NPC89929
0.8051 Intermediate Similarity NPC470628
0.8051 Intermediate Similarity NPC179626
0.8051 Intermediate Similarity NPC40632
0.8049 Intermediate Similarity NPC471939
0.8036 Intermediate Similarity NPC472755
0.8034 Intermediate Similarity NPC469463
0.8034 Intermediate Similarity NPC469454
0.8034 Intermediate Similarity NPC469496
0.8018 Intermediate Similarity NPC98225
0.8018 Intermediate Similarity NPC472753
0.8017 Intermediate Similarity NPC477046
0.8017 Intermediate Similarity NPC475480
0.8017 Intermediate Similarity NPC475668
0.8017 Intermediate Similarity NPC472401
0.8017 Intermediate Similarity NPC473921
0.8017 Intermediate Similarity NPC102822
0.8 Intermediate Similarity NPC476851
0.8 Intermediate Similarity NPC273433
0.7984 Intermediate Similarity NPC476008
0.7984 Intermediate Similarity NPC471940
0.7983 Intermediate Similarity NPC122033
0.7983 Intermediate Similarity NPC146432
0.7983 Intermediate Similarity NPC470854
0.7983 Intermediate Similarity NPC97908
0.7983 Intermediate Similarity NPC470778
0.7983 Intermediate Similarity NPC13713
0.7983 Intermediate Similarity NPC287343
0.7983 Intermediate Similarity NPC474654
0.7982 Intermediate Similarity NPC187435
0.7982 Intermediate Similarity NPC474716
0.7982 Intermediate Similarity NPC477513
0.7982 Intermediate Similarity NPC67321
0.7966 Intermediate Similarity NPC470919
0.7966 Intermediate Similarity NPC473798
0.7966 Intermediate Similarity NPC117712
0.7966 Intermediate Similarity NPC299849
0.7966 Intermediate Similarity NPC469877
0.7965 Intermediate Similarity NPC472756
0.7951 Intermediate Similarity NPC188222
0.7951 Intermediate Similarity NPC282003
0.7951 Intermediate Similarity NPC257017
0.7951 Intermediate Similarity NPC19464
0.7951 Intermediate Similarity NPC310035
0.7951 Intermediate Similarity NPC162009
0.7949 Intermediate Similarity NPC471933
0.7937 Intermediate Similarity NPC473838
0.7937 Intermediate Similarity NPC476852
0.7937 Intermediate Similarity NPC475389
0.7934 Intermediate Similarity NPC329008
0.7934 Intermediate Similarity NPC145182
0.7934 Intermediate Similarity NPC107338
0.7934 Intermediate Similarity NPC471126
0.7934 Intermediate Similarity NPC471128
0.7934 Intermediate Similarity NPC109607
0.7934 Intermediate Similarity NPC472004
0.7934 Intermediate Similarity NPC157252
0.7934 Intermediate Similarity NPC251226
0.7934 Intermediate Similarity NPC317635
0.7931 Intermediate Similarity NPC472214
0.7931 Intermediate Similarity NPC472215
0.7928 Intermediate Similarity NPC474718
0.7928 Intermediate Similarity NPC475949
0.792 Intermediate Similarity NPC476859
0.7917 Intermediate Similarity NPC251310
0.7917 Intermediate Similarity NPC297179
0.7913 Intermediate Similarity NPC37628
0.7913 Intermediate Similarity NPC472439
0.7913 Intermediate Similarity NPC469916
0.7913 Intermediate Similarity NPC151393
0.7913 Intermediate Similarity NPC476479
0.7909 Intermediate Similarity NPC134454
0.7909 Intermediate Similarity NPC17326
0.7903 Intermediate Similarity NPC293112
0.7903 Intermediate Similarity NPC477745
0.7903 Intermediate Similarity NPC473635
0.7903 Intermediate Similarity NPC225049
0.7899 Intermediate Similarity NPC207217
0.7895 Intermediate Similarity NPC470975
0.7895 Intermediate Similarity NPC103088
0.7895 Intermediate Similarity NPC470979
0.7895 Intermediate Similarity NPC284365
0.7895 Intermediate Similarity NPC123726
0.7886 Intermediate Similarity NPC469789
0.7886 Intermediate Similarity NPC303006
0.7886 Intermediate Similarity NPC11895
0.7886 Intermediate Similarity NPC120724
0.7881 Intermediate Similarity NPC159333
0.7881 Intermediate Similarity NPC49451
0.7881 Intermediate Similarity NPC478212
0.7881 Intermediate Similarity NPC471204
0.7876 Intermediate Similarity NPC474775
0.7874 Intermediate Similarity NPC476193

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476712 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
0.7759 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7522 Intermediate Similarity NPD4225 Approved
0.7398 Intermediate Similarity NPD7115 Discovery
0.7395 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7373 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7364 Intermediate Similarity NPD46 Approved
0.7364 Intermediate Similarity NPD6698 Approved
0.736 Intermediate Similarity NPD6319 Approved
0.7333 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD7319 Approved
0.7258 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD5344 Discontinued
0.719 Intermediate Similarity NPD6371 Approved
0.7188 Intermediate Similarity NPD8328 Phase 3
0.7167 Intermediate Similarity NPD6686 Approved
0.7165 Intermediate Similarity NPD8513 Phase 3
0.7165 Intermediate Similarity NPD8515 Approved
0.7165 Intermediate Similarity NPD8517 Approved
0.7165 Intermediate Similarity NPD6921 Approved
0.7165 Intermediate Similarity NPD8516 Approved
0.7143 Intermediate Similarity NPD7983 Approved
0.7132 Intermediate Similarity NPD7492 Approved
0.7107 Intermediate Similarity NPD6372 Approved
0.7107 Intermediate Similarity NPD6373 Approved
0.7087 Intermediate Similarity NPD6054 Approved
0.7087 Intermediate Similarity NPD6059 Approved
0.7083 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7077 Intermediate Similarity NPD7507 Approved
0.7077 Intermediate Similarity NPD6616 Approved
0.7073 Intermediate Similarity NPD8297 Approved
0.7023 Intermediate Similarity NPD8293 Discontinued
0.7023 Intermediate Similarity NPD7078 Approved
0.7 Intermediate Similarity NPD6675 Approved
0.7 Intermediate Similarity NPD6402 Approved
0.7 Intermediate Similarity NPD5739 Approved
0.7 Intermediate Similarity NPD7128 Approved
0.6992 Remote Similarity NPD6650 Approved
0.6992 Remote Similarity NPD6649 Approved
0.6992 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6977 Remote Similarity NPD6370 Approved
0.697 Remote Similarity NPD7736 Approved
0.693 Remote Similarity NPD5778 Approved
0.693 Remote Similarity NPD5779 Approved
0.6923 Remote Similarity NPD7638 Approved
0.6899 Remote Similarity NPD6016 Approved
0.6899 Remote Similarity NPD6015 Approved
0.6894 Remote Similarity NPD8074 Phase 3
0.6885 Remote Similarity NPD6899 Approved
0.6885 Remote Similarity NPD6881 Approved
0.6885 Remote Similarity NPD7320 Approved
0.688 Remote Similarity NPD4632 Approved
0.6864 Remote Similarity NPD6648 Approved
0.6864 Remote Similarity NPD7639 Approved
0.6864 Remote Similarity NPD7640 Approved
0.686 Remote Similarity NPD6008 Approved
0.6846 Remote Similarity NPD5988 Approved
0.681 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6807 Remote Similarity NPD1700 Approved
0.6803 Remote Similarity NPD5701 Approved
0.6803 Remote Similarity NPD5697 Approved
0.68 Remote Similarity NPD6882 Approved
0.6794 Remote Similarity NPD7604 Phase 2
0.6774 Remote Similarity NPD7290 Approved
0.6774 Remote Similarity NPD7102 Approved
0.6774 Remote Similarity NPD6883 Approved
0.6757 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6754 Remote Similarity NPD7838 Discovery
0.6724 Remote Similarity NPD5282 Discontinued
0.672 Remote Similarity NPD6847 Approved
0.672 Remote Similarity NPD6869 Approved
0.672 Remote Similarity NPD8130 Phase 1
0.672 Remote Similarity NPD6617 Approved
0.6719 Remote Similarity NPD6009 Approved
0.6696 Remote Similarity NPD6411 Approved
0.6694 Remote Similarity NPD6014 Approved
0.6694 Remote Similarity NPD6013 Approved
0.6694 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD7328 Approved
0.6667 Remote Similarity NPD7327 Approved
0.6641 Remote Similarity NPD5983 Phase 2
0.664 Remote Similarity NPD4634 Approved
0.6615 Remote Similarity NPD7516 Approved
0.6614 Remote Similarity NPD8133 Approved
0.6613 Remote Similarity NPD6011 Approved
0.6593 Remote Similarity NPD6033 Approved
0.6587 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6571 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6567 Remote Similarity NPD6336 Discontinued
0.656 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6552 Remote Similarity NPD7637 Suspended
0.6535 Remote Similarity NPD6053 Discontinued
0.6522 Remote Similarity NPD6101 Approved
0.6522 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6515 Remote Similarity NPD8296 Approved
0.6515 Remote Similarity NPD8378 Approved
0.6515 Remote Similarity NPD8033 Approved
0.6515 Remote Similarity NPD8380 Approved
0.6515 Remote Similarity NPD8335 Approved
0.6515 Remote Similarity NPD8379 Approved
0.6496 Remote Similarity NPD6399 Phase 3
0.6449 Remote Similarity NPD7260 Phase 2
0.6439 Remote Similarity NPD8377 Approved
0.6439 Remote Similarity NPD8294 Approved
0.6417 Remote Similarity NPD6084 Phase 2
0.6417 Remote Similarity NPD4755 Approved
0.6417 Remote Similarity NPD6083 Phase 2
0.6385 Remote Similarity NPD6274 Approved
0.6379 Remote Similarity NPD1695 Approved
0.6364 Remote Similarity NPD7101 Approved
0.6364 Remote Similarity NPD7100 Approved
0.6341 Remote Similarity NPD7632 Discontinued
0.6341 Remote Similarity NPD5211 Phase 2
0.6333 Remote Similarity NPD7839 Suspended
0.6325 Remote Similarity NPD5785 Approved
0.6311 Remote Similarity NPD4700 Approved
0.6311 Remote Similarity NPD4696 Approved
0.6311 Remote Similarity NPD5286 Approved
0.6311 Remote Similarity NPD5285 Approved
0.6296 Remote Similarity NPD7642 Approved
0.6288 Remote Similarity NPD6335 Approved
0.6286 Remote Similarity NPD6845 Suspended
0.6281 Remote Similarity NPD7902 Approved
0.627 Remote Similarity NPD6412 Phase 2
0.6269 Remote Similarity NPD7503 Approved
0.6269 Remote Similarity NPD6909 Approved
0.6269 Remote Similarity NPD6908 Approved
0.6268 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6261 Remote Similarity NPD5786 Approved
0.625 Remote Similarity NPD5695 Phase 3
0.624 Remote Similarity NPD5141 Approved
0.623 Remote Similarity NPD5696 Approved
0.623 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6212 Remote Similarity NPD6317 Approved
0.621 Remote Similarity NPD5225 Approved
0.621 Remote Similarity NPD4633 Approved
0.621 Remote Similarity NPD5224 Approved
0.621 Remote Similarity NPD5226 Approved
0.6207 Remote Similarity NPD7524 Approved
0.6204 Remote Similarity NPD8451 Approved
0.6204 Remote Similarity NPD8273 Phase 1
0.6198 Remote Similarity NPD4697 Phase 3
0.6197 Remote Similarity NPD8415 Approved
0.6195 Remote Similarity NPD4752 Clinical (unspecified phase)
0.619 Remote Similarity NPD4768 Approved
0.619 Remote Similarity NPD4767 Approved
0.6176 Remote Similarity NPD7830 Approved
0.6176 Remote Similarity NPD7829 Approved
0.6174 Remote Similarity NPD1694 Approved
0.6167 Remote Similarity NPD7748 Approved
0.6165 Remote Similarity NPD6313 Approved
0.6165 Remote Similarity NPD6314 Approved
0.616 Remote Similarity NPD5175 Approved
0.616 Remote Similarity NPD5174 Approved
0.6159 Remote Similarity NPD8448 Approved
0.6148 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6136 Remote Similarity NPD6868 Approved
0.6134 Remote Similarity NPD8035 Phase 2
0.6134 Remote Similarity NPD7515 Phase 2
0.6134 Remote Similarity NPD8034 Phase 2
0.6131 Remote Similarity NPD8407 Phase 2
0.6129 Remote Similarity NPD5223 Approved
0.6106 Remote Similarity NPD5369 Approved
0.6102 Remote Similarity NPD5328 Approved
0.6094 Remote Similarity NPD4729 Approved
0.6094 Remote Similarity NPD4730 Approved
0.6087 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6068 Remote Similarity NPD4251 Approved
0.6068 Remote Similarity NPD4250 Approved
0.6066 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6066 Remote Similarity NPD5221 Approved
0.6066 Remote Similarity NPD5222 Approved
0.6053 Remote Similarity NPD6435 Approved
0.6053 Remote Similarity NPD4269 Approved
0.6053 Remote Similarity NPD4270 Approved
0.605 Remote Similarity NPD3168 Discontinued
0.6048 Remote Similarity NPD8368 Discontinued
0.6033 Remote Similarity NPD7900 Approved
0.6033 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6032 Remote Similarity NPD4754 Approved
0.6029 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6029 Remote Similarity NPD8444 Approved
0.6028 Remote Similarity NPD8392 Approved
0.6028 Remote Similarity NPD8391 Approved
0.6028 Remote Similarity NPD8390 Approved
0.6017 Remote Similarity NPD5737 Approved
0.6017 Remote Similarity NPD6672 Approved
0.6016 Remote Similarity NPD5173 Approved
0.6014 Remote Similarity NPD8342 Approved
0.6014 Remote Similarity NPD8341 Approved
0.6014 Remote Similarity NPD8340 Approved
0.6014 Remote Similarity NPD8299 Approved
0.6 Remote Similarity NPD6110 Phase 1
0.6 Remote Similarity NPD5250 Approved
0.6 Remote Similarity NPD6079 Approved
0.6 Remote Similarity NPD5248 Approved
0.6 Remote Similarity NPD5247 Approved
0.6 Remote Similarity NPD7154 Phase 3
0.6 Remote Similarity NPD6695 Phase 3
0.6 Remote Similarity NPD5251 Approved
0.6 Remote Similarity NPD5693 Phase 1

Structure

External Identifiers

PubChem CID   44575513
ChEMBL   CHEMBL514960
ZINC  

Physicochemical Properties

Molecular Weight:  522.21
ALogP:  -1.3478
MLogP:  3.11
XLogP:  0.56
# Rotatable Bonds:  15
Polar Surface Area:  158.19
# H-Bond Aceptor:  11
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  37

Download Data

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