Natural Product: NPC476714

Natural Product ID:  NPC476714
Common Name:   Brianolide
IUPAC Name:  
Synonyms:   Brianolide
Molecular Formula:   C24H29ClO10
Standard InCHIKey:  JREXLOZERBCEHV-LLEYQMESSA-N
Standard InCHI:  InChI=1S/C24H29ClO10/c1-7-12(25)17-22(29,9(3)20(28)34-17)24(35-11(5)27)16-8(2)13(31-10(4)26)15-18(33-15)21(16,6)23(24,30)19-14(7)32-19/h8-9,12-19,29-30H,1H2,2-6H3/t8-,9-,12-,13+,14+,15-,16-,17-,18-,19+,21+,22-,23+,24+/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1[C@@H]2O[C@@H]2[C@]2([C@H]([C@H]1C)[C@@]1([C@@]2(O)[C@@H]2O[C@@H]2C(=C)[C@@H]([C@H]2[C@@]1(O)[C@@H](C)C(=O)O2)Cl)OC(=O)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
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 > 50 ug/ml 9599257
NPT91 Cell Line KB Homo sapiens ED50 > 50 ug/ml 9599257
NPT81 Cell Line A549 Homo sapiens ED50 > 50 ug/ml 9599257
NPT139 Cell Line HT-29 Homo sapiens ED50 > 50 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 NPC476714 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
0.8929 High Similarity NPC89018
0.885 High Similarity NPC226608
0.885 High Similarity NPC88867
0.8772 High Similarity NPC470466
0.8661 High Similarity NPC11491
0.8661 High Similarity NPC156248
0.8661 High Similarity NPC140409
0.8584 High Similarity NPC470467
0.8584 High Similarity NPC170294
0.8509 High Similarity NPC470468
0.8482 Intermediate Similarity NPC128210
0.8407 Intermediate Similarity NPC475191
0.8333 Intermediate Similarity NPC188222
0.8333 Intermediate Similarity NPC310035
0.8333 Intermediate Similarity NPC282003
0.8291 Intermediate Similarity NPC329869
0.8264 Intermediate Similarity NPC303006
0.8095 Intermediate Similarity NPC470185
0.8067 Intermediate Similarity NPC476712
0.8067 Intermediate Similarity NPC476713
0.8017 Intermediate Similarity NPC475003
0.7983 Intermediate Similarity NPC476711
0.7983 Intermediate Similarity NPC476710
0.7946 Intermediate Similarity NPC98225
0.7797 Intermediate Similarity NPC157476
0.7769 Intermediate Similarity NPC296822
0.7769 Intermediate Similarity NPC58662
0.7739 Intermediate Similarity NPC283850
0.7698 Intermediate Similarity NPC470973
0.7692 Intermediate Similarity NPC94377
0.7692 Intermediate Similarity NPC37628
0.7686 Intermediate Similarity NPC474333
0.7667 Intermediate Similarity NPC477126
0.7652 Intermediate Similarity NPC61442
0.7652 Intermediate Similarity NPC99510
0.7642 Intermediate Similarity NPC470186
0.7607 Intermediate Similarity NPC78966
0.7607 Intermediate Similarity NPC284732
0.7603 Intermediate Similarity NPC73314
0.7583 Intermediate Similarity NPC473877
0.7522 Intermediate Similarity NPC474395
0.75 Intermediate Similarity NPC194619
0.75 Intermediate Similarity NPC72842
0.748 Intermediate Similarity NPC98249
0.748 Intermediate Similarity NPC469684
0.748 Intermediate Similarity NPC53396
0.7479 Intermediate Similarity NPC42662
0.7478 Intermediate Similarity NPC475958
0.7478 Intermediate Similarity NPC308824
0.7456 Intermediate Similarity NPC152480
0.7419 Intermediate Similarity NPC284707
0.7417 Intermediate Similarity NPC474586
0.7417 Intermediate Similarity NPC473975
0.7417 Intermediate Similarity NPC473843
0.7417 Intermediate Similarity NPC473594
0.7391 Intermediate Similarity NPC477656
0.7368 Intermediate Similarity NPC474921
0.7355 Intermediate Similarity NPC474846
0.7355 Intermediate Similarity NPC469655
0.7355 Intermediate Similarity NPC469656
0.735 Intermediate Similarity NPC156681
0.7339 Intermediate Similarity NPC478204
0.7333 Intermediate Similarity NPC154906
0.7311 Intermediate Similarity NPC475587
0.7311 Intermediate Similarity NPC475510
0.7311 Intermediate Similarity NPC112780
0.7302 Intermediate Similarity NPC317635
0.7302 Intermediate Similarity NPC329008
0.7287 Intermediate Similarity NPC181999
0.7281 Intermediate Similarity NPC473964
0.7281 Intermediate Similarity NPC256227
0.728 Intermediate Similarity NPC108581
0.728 Intermediate Similarity NPC478205
0.728 Intermediate Similarity NPC478206
0.7265 Intermediate Similarity NPC183571
0.7265 Intermediate Similarity NPC164551
0.7258 Intermediate Similarity NPC477509
0.7258 Intermediate Similarity NPC270478
0.7257 Intermediate Similarity NPC66581
0.725 Intermediate Similarity NPC473595
0.725 Intermediate Similarity NPC469916
0.725 Intermediate Similarity NPC472439
0.725 Intermediate Similarity NPC473939
0.725 Intermediate Similarity NPC273155
0.7241 Intermediate Similarity NPC477655
0.7232 Intermediate Similarity NPC122057
0.7231 Intermediate Similarity NPC478207
0.7217 Intermediate Similarity NPC473963
0.7217 Intermediate Similarity NPC136781
0.7213 Intermediate Similarity NPC94650
0.7209 Intermediate Similarity NPC469790
0.7203 Intermediate Similarity NPC69171
0.7203 Intermediate Similarity NPC474165
0.72 Intermediate Similarity NPC470775
0.72 Intermediate Similarity NPC13713
0.72 Intermediate Similarity NPC473590
0.72 Intermediate Similarity NPC176513
0.7193 Intermediate Similarity NPC56369
0.7193 Intermediate Similarity NPC157686
0.7193 Intermediate Similarity NPC259042
0.719 Intermediate Similarity NPC474243
0.719 Intermediate Similarity NPC475922
0.719 Intermediate Similarity NPC469370
0.7179 Intermediate Similarity NPC242666
0.7179 Intermediate Similarity NPC111292
0.7177 Intermediate Similarity NPC117712
0.7167 Intermediate Similarity NPC180744
0.7167 Intermediate Similarity NPC166993
0.7165 Intermediate Similarity NPC143755
0.7165 Intermediate Similarity NPC251226
0.7155 Intermediate Similarity NPC476806
0.7155 Intermediate Similarity NPC476807
0.7154 Intermediate Similarity NPC42658
0.7154 Intermediate Similarity NPC269530
0.7154 Intermediate Similarity NPC473635
0.7143 Intermediate Similarity NPC470776
0.7143 Intermediate Similarity NPC240509
0.7132 Intermediate Similarity NPC67251
0.7131 Intermediate Similarity NPC281624
0.7131 Intermediate Similarity NPC161816
0.7131 Intermediate Similarity NPC253906
0.7131 Intermediate Similarity NPC115257
0.713 Intermediate Similarity NPC284518
0.713 Intermediate Similarity NPC93245
0.712 Intermediate Similarity NPC255450
0.712 Intermediate Similarity NPC170692
0.7119 Intermediate Similarity NPC474709
0.7109 Intermediate Similarity NPC477046
0.7109 Intermediate Similarity NPC4021
0.7109 Intermediate Similarity NPC159456
0.7109 Intermediate Similarity NPC102822
0.7107 Intermediate Similarity NPC289702
0.7107 Intermediate Similarity NPC151393
0.7107 Intermediate Similarity NPC208461
0.7105 Intermediate Similarity NPC148000
0.7105 Intermediate Similarity NPC225474
0.7105 Intermediate Similarity NPC469596
0.7097 Intermediate Similarity NPC478212
0.7097 Intermediate Similarity NPC94509
0.7087 Intermediate Similarity NPC472667
0.7083 Intermediate Similarity NPC470975
0.7083 Intermediate Similarity NPC103088
0.7083 Intermediate Similarity NPC470979
0.7083 Intermediate Similarity NPC200957
0.7083 Intermediate Similarity NPC295366
0.7083 Intermediate Similarity NPC138908
0.708 Intermediate Similarity NPC475881
0.708 Intermediate Similarity NPC70251
0.7077 Intermediate Similarity NPC24651
0.7069 Intermediate Similarity NPC236176
0.7069 Intermediate Similarity NPC134454
0.7069 Intermediate Similarity NPC17326
0.7069 Intermediate Similarity NPC111348
0.7063 Intermediate Similarity NPC470854
0.7063 Intermediate Similarity NPC474654
0.7063 Intermediate Similarity NPC122033
0.7063 Intermediate Similarity NPC97908
0.7063 Intermediate Similarity NPC287343
0.7054 Intermediate Similarity NPC77001
0.7054 Intermediate Similarity NPC253618
0.7054 Intermediate Similarity NPC170538
0.7054 Intermediate Similarity NPC312833
0.7049 Intermediate Similarity NPC273433
0.7049 Intermediate Similarity NPC204652
0.7049 Intermediate Similarity NPC299590
0.7049 Intermediate Similarity NPC16657
0.7043 Intermediate Similarity NPC90014
0.704 Intermediate Similarity NPC299849
0.7031 Intermediate Similarity NPC268530
0.7031 Intermediate Similarity NPC142882
0.7031 Intermediate Similarity NPC154491
0.7025 Intermediate Similarity NPC143609
0.7025 Intermediate Similarity NPC216636
0.7025 Intermediate Similarity NPC469558
0.7023 Intermediate Similarity NPC293112
0.7023 Intermediate Similarity NPC225049
0.7018 Intermediate Similarity NPC147272
0.7016 Intermediate Similarity NPC189338
0.7016 Intermediate Similarity NPC95290
0.7008 Intermediate Similarity NPC17772
0.7 Intermediate Similarity NPC18945
0.7 Intermediate Similarity NPC105926
0.7 Intermediate Similarity NPC258532
0.7 Intermediate Similarity NPC301787
0.7 Intermediate Similarity NPC11895
0.7 Intermediate Similarity NPC472399
0.7 Intermediate Similarity NPC477127
0.7 Intermediate Similarity NPC265557
0.7 Intermediate Similarity NPC146731
0.7 Intermediate Similarity NPC473802
0.7 Intermediate Similarity NPC91693
0.6992 Remote Similarity NPC85391
0.6992 Remote Similarity NPC472215
0.6992 Remote Similarity NPC100908
0.6992 Remote Similarity NPC472214
0.6992 Remote Similarity NPC124053
0.6991 Remote Similarity NPC471378
0.6991 Remote Similarity NPC312471
0.6991 Remote Similarity NPC475776
0.6991 Remote Similarity NPC153853

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476714 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
0.7131 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.6885 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6612 Remote Similarity NPD5344 Discontinued
0.6591 Remote Similarity NPD6921 Approved
0.6583 Remote Similarity NPD4225 Approved
0.6475 Remote Similarity NPD1700 Approved
0.6423 Remote Similarity NPD3653 Clinical (unspecified phase)
0.6412 Remote Similarity NPD7115 Discovery
0.6393 Remote Similarity NPD6648 Approved
0.6377 Remote Similarity NPD7319 Approved
0.6343 Remote Similarity NPD5983 Phase 2
0.6308 Remote Similarity NPD4632 Approved
0.6308 Remote Similarity NPD8133 Approved
0.6304 Remote Similarity NPD6033 Approved
0.6271 Remote Similarity NPD6698 Approved
0.6271 Remote Similarity NPD46 Approved
0.627 Remote Similarity NPD6008 Approved
0.6269 Remote Similarity NPD6319 Approved
0.6222 Remote Similarity NPD8515 Approved
0.6222 Remote Similarity NPD8516 Approved
0.6222 Remote Similarity NPD8513 Phase 3
0.6222 Remote Similarity NPD8517 Approved
0.622 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6202 Remote Similarity NPD6371 Approved
0.6172 Remote Similarity NPD6686 Approved
0.6165 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6159 Remote Similarity NPD7507 Approved
0.6159 Remote Similarity NPD6336 Discontinued
0.6121 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6083 Remote Similarity NPD7983 Approved
0.6074 Remote Similarity NPD7100 Approved
0.6066 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6045 Remote Similarity NPD6009 Approved
0.6014 Remote Similarity NPD8328 Phase 3
0.6 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6 Remote Similarity NPD6314 Approved
0.6 Remote Similarity NPD6335 Approved
0.6 Remote Similarity NPD6313 Approved
0.6 Remote Similarity NPD8074 Phase 3
0.5971 Remote Similarity NPD7492 Approved
0.5956 Remote Similarity NPD7101 Approved
0.595 Remote Similarity NPD8034 Phase 2
0.595 Remote Similarity NPD8035 Phase 2
0.5929 Remote Similarity NPD6616 Approved
0.592 Remote Similarity NPD7638 Approved
0.5912 Remote Similarity NPD6059 Approved
0.5912 Remote Similarity NPD6054 Approved
0.5902 Remote Similarity NPD5778 Approved
0.5902 Remote Similarity NPD5779 Approved
0.5887 Remote Similarity NPD7078 Approved
0.5887 Remote Similarity NPD8293 Discontinued
0.5878 Remote Similarity NPD6372 Approved
0.5878 Remote Similarity NPD6373 Approved
0.5873 Remote Similarity NPD7639 Approved
0.5873 Remote Similarity NPD7640 Approved
0.587 Remote Similarity NPD6016 Approved
0.587 Remote Similarity NPD6015 Approved
0.5868 Remote Similarity NPD3168 Discontinued
0.5865 Remote Similarity NPD8297 Approved
0.5854 Remote Similarity NPD5282 Discontinued
0.5845 Remote Similarity NPD7736 Approved
0.5839 Remote Similarity NPD7516 Approved
0.5827 Remote Similarity NPD5988 Approved
0.5827 Remote Similarity NPD6370 Approved
0.582 Remote Similarity NPD6411 Approved
0.5789 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5789 Remote Similarity NPD6649 Approved
0.5789 Remote Similarity NPD5215 Approved
0.5789 Remote Similarity NPD6650 Approved
0.5785 Remote Similarity NPD1695 Approved
0.5772 Remote Similarity NPD6399 Phase 3
0.5769 Remote Similarity NPD5739 Approved
0.5769 Remote Similarity NPD7128 Approved
0.5769 Remote Similarity NPD6402 Approved
0.5769 Remote Similarity NPD6675 Approved
0.5766 Remote Similarity NPD7328 Approved
0.5766 Remote Similarity NPD7327 Approved
0.5764 Remote Similarity NPD5956 Approved
0.5738 Remote Similarity NPD7838 Discovery
0.5735 Remote Similarity NPD6868 Approved
0.5725 Remote Similarity NPD5697 Approved
0.5725 Remote Similarity NPD5701 Approved
0.5714 Remote Similarity NPD4634 Approved
0.5714 Remote Similarity NPD5169 Approved
0.5682 Remote Similarity NPD6881 Approved
0.5682 Remote Similarity NPD7320 Approved
0.5682 Remote Similarity NPD6899 Approved
0.5674 Remote Similarity NPD7604 Phase 2
0.5672 Remote Similarity NPD5216 Approved
0.5672 Remote Similarity NPD5127 Approved
0.5672 Remote Similarity NPD5217 Approved
0.5662 Remote Similarity NPD5167 Approved
0.5656 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5656 Remote Similarity NPD6101 Approved
0.5643 Remote Similarity NPD8379 Approved
0.5643 Remote Similarity NPD8335 Approved
0.5643 Remote Similarity NPD8378 Approved
0.5643 Remote Similarity NPD8033 Approved
0.5643 Remote Similarity NPD8380 Approved
0.5643 Remote Similarity NPD8296 Approved
0.5639 Remote Similarity NPD6014 Approved
0.5639 Remote Similarity NPD6013 Approved
0.5639 Remote Similarity NPD6012 Approved
0.563 Remote Similarity NPD6882 Approved
0.563 Remote Similarity NPD6053 Discontinued
0.5612 Remote Similarity NPD4522 Approved

Structure

External Identifiers

PubChem CID   44575516
ChEMBL   CHEMBL508670
ZINC  

Physicochemical Properties

Molecular Weight:  512.14
ALogP:  -0.8641
MLogP:  2.89
XLogP:  -0.164
# Rotatable Bonds:  12
Polar Surface Area:  144.42
# H-Bond Aceptor:  10
# H-Bond Donor:  2
# Rings:  6
# Heavy Atoms:  35

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Similar NPs/Drugs