Natural Product: NPC247826

Natural Product ID:  NPC247826
Common Name:   15-Dehydroxythyrsenol A
IUPAC Name:   (1S,4S)-4-[(4aR,6R,8aS)-6-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-8a-methyl-4a,6,7,8-tetrahydro-4H-pyrano[3,2-b]pyran-2-yl]-1-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentane-1,5-diol
Synonyms:   15-Dehydroxythyrsenol A
Molecular Formula:   C30H51BrO7
Standard InCHIKey:  CJCWTBBBFFKQTA-WTUMSYNFSA-N
Standard InCHI:  InChI=1S/C30H51BrO7/c1-26(2,34)23-13-16-28(5,37-23)22(33)10-8-19(18-32)20-9-11-24-29(6,36-20)17-14-25(35-24)30(7)15-12-21(31)27(3,4)38-30/h9,19,21-25,32-34H,8,10-18H2,1-7H3/t19-,21+,22-,23+,24+,25+,28+,29-,30-/m0/s1
Canonical SMILES:  OC[C@@H](C1=CC[C@@H]2[C@](O1)(C)CC[C@@H](O2)[C@]1(C)CC[C@H](C(O1)(C)C)Br)CC[C@@H]([C@@]1(C)CC[C@@H](O1)C(O)(C)C)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
NPO3322 Laurencia viridis Species Rhodomelaceae Eukaryota PMID[21616566]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 7300 nM 19093848
NPT165 Cell Line HeLa Homo sapiens IC50 = 23000 nM 17524651
NPT2 Others Unspecified IC50 = 16500 nM DrugMatrix in vitro pharmacology data
NPT15 Cell Line Jurkat Homo sapiens IC50 = 7550 nM 18411326

  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 NPC247826 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
0.9286 High Similarity NPC231784
0.8235 Intermediate Similarity NPC5361
0.7805 Intermediate Similarity NPC470173
0.7778 Intermediate Similarity NPC253123
0.7667 Intermediate Similarity NPC470175
0.75 Intermediate Similarity NPC476709
0.7442 Intermediate Similarity NPC470176
0.7386 Intermediate Similarity NPC476701
0.7356 Intermediate Similarity NPC476703
0.7349 Intermediate Similarity NPC16964
0.7333 Intermediate Similarity NPC477390
0.7333 Intermediate Similarity NPC477385
0.7273 Intermediate Similarity NPC477089
0.7241 Intermediate Similarity NPC293223
0.7241 Intermediate Similarity NPC470174
0.7176 Intermediate Similarity NPC306085
0.7159 Intermediate Similarity NPC244002
0.7158 Intermediate Similarity NPC133450
0.7143 Intermediate Similarity NPC20072
0.7126 Intermediate Similarity NPC12696
0.7126 Intermediate Similarity NPC36479
0.7111 Intermediate Similarity NPC100697
0.7083 Intermediate Similarity NPC177668
0.7079 Intermediate Similarity NPC3852
0.7053 Intermediate Similarity NPC248312
0.7053 Intermediate Similarity NPC309656
0.7045 Intermediate Similarity NPC236228
0.7045 Intermediate Similarity NPC256720
0.7021 Intermediate Similarity NPC477389
0.7021 Intermediate Similarity NPC477387
0.7 Intermediate Similarity NPC470684
0.7 Intermediate Similarity NPC470683
0.6947 Remote Similarity NPC477388
0.6947 Remote Similarity NPC477386
0.6915 Remote Similarity NPC298595
0.6915 Remote Similarity NPC290731
0.6907 Remote Similarity NPC159876
0.6889 Remote Similarity NPC137345
0.6889 Remote Similarity NPC181838
0.6869 Remote Similarity NPC256368
0.6867 Remote Similarity NPC250836
0.6854 Remote Similarity NPC170148
0.6854 Remote Similarity NPC329626
0.6848 Remote Similarity NPC118116
0.6842 Remote Similarity NPC470836
0.6837 Remote Similarity NPC302584
0.6837 Remote Similarity NPC276298
0.6837 Remote Similarity NPC210268
0.6832 Remote Similarity NPC475332
0.6832 Remote Similarity NPC26307
0.6809 Remote Similarity NPC166279
0.6804 Remote Similarity NPC473058
0.6804 Remote Similarity NPC299527
0.6771 Remote Similarity NPC189777
0.6768 Remote Similarity NPC91654
0.6768 Remote Similarity NPC280390
0.6768 Remote Similarity NPC98193
0.6768 Remote Similarity NPC67398
0.6768 Remote Similarity NPC119379
0.6768 Remote Similarity NPC474792
0.6744 Remote Similarity NPC472947
0.6735 Remote Similarity NPC478003
0.6735 Remote Similarity NPC158388
0.6735 Remote Similarity NPC3952
0.6735 Remote Similarity NPC478004
0.6703 Remote Similarity NPC68119
0.6703 Remote Similarity NPC13823
0.6702 Remote Similarity NPC239308
0.67 Remote Similarity NPC72817
0.67 Remote Similarity NPC178949
0.67 Remote Similarity NPC96736
0.67 Remote Similarity NPC477927
0.6699 Remote Similarity NPC473790
0.6699 Remote Similarity NPC469870
0.6699 Remote Similarity NPC469871
0.6667 Remote Similarity NPC311163
0.6667 Remote Similarity NPC208839
0.6667 Remote Similarity NPC471200
0.6667 Remote Similarity NPC476217
0.6667 Remote Similarity NPC313668
0.6667 Remote Similarity NPC16090
0.6667 Remote Similarity NPC315836
0.6667 Remote Similarity NPC197736
0.6667 Remote Similarity NPC473453
0.6667 Remote Similarity NPC475701
0.6667 Remote Similarity NPC184463
0.6667 Remote Similarity NPC243728
0.6667 Remote Similarity NPC470041
0.6667 Remote Similarity NPC473890
0.6634 Remote Similarity NPC230347
0.6634 Remote Similarity NPC286612
0.6634 Remote Similarity NPC275310
0.6633 Remote Similarity NPC115607
0.6633 Remote Similarity NPC22918
0.6633 Remote Similarity NPC97103
0.6632 Remote Similarity NPC319238
0.6632 Remote Similarity NPC83702
0.6632 Remote Similarity NPC259296
0.6632 Remote Similarity NPC98276
0.6629 Remote Similarity NPC190859
0.6629 Remote Similarity NPC471525
0.6628 Remote Similarity NPC305698
0.6628 Remote Similarity NPC473294
0.6628 Remote Similarity NPC471472
0.6604 Remote Similarity NPC221562
0.6604 Remote Similarity NPC474464
0.6604 Remote Similarity NPC231271
0.6604 Remote Similarity NPC470885
0.6604 Remote Similarity NPC470519
0.6604 Remote Similarity NPC187400
0.6602 Remote Similarity NPC476895
0.6602 Remote Similarity NPC158088
0.6602 Remote Similarity NPC216260
0.6602 Remote Similarity NPC309493
0.6602 Remote Similarity NPC470068
0.6602 Remote Similarity NPC5358
0.66 Remote Similarity NPC61275
0.6571 Remote Similarity NPC136816
0.6571 Remote Similarity NPC272015
0.6569 Remote Similarity NPC103165
0.6569 Remote Similarity NPC207617
0.6569 Remote Similarity NPC210717
0.6569 Remote Similarity NPC90583
0.6566 Remote Similarity NPC191323
0.6562 Remote Similarity NPC471379
0.6562 Remote Similarity NPC477747
0.6562 Remote Similarity NPC471494
0.6562 Remote Similarity NPC477746
0.6562 Remote Similarity NPC51267
0.6562 Remote Similarity NPC196911
0.6559 Remote Similarity NPC472948
0.6552 Remote Similarity NPC74722
0.6552 Remote Similarity NPC304690
0.6545 Remote Similarity NPC126897
0.6545 Remote Similarity NPC297945
0.6542 Remote Similarity NPC309448
0.6542 Remote Similarity NPC474015
0.6542 Remote Similarity NPC181845
0.6542 Remote Similarity NPC474569
0.6538 Remote Similarity NPC469942
0.6538 Remote Similarity NPC64348
0.6538 Remote Similarity NPC471242
0.6538 Remote Similarity NPC282669
0.6535 Remote Similarity NPC305160
0.6535 Remote Similarity NPC71589
0.6531 Remote Similarity NPC476704
0.6531 Remote Similarity NPC476707
0.6531 Remote Similarity NPC476708
0.6531 Remote Similarity NPC148534
0.6531 Remote Similarity NPC476706
0.6531 Remote Similarity NPC228415
0.6531 Remote Similarity NPC87189
0.6526 Remote Similarity NPC231601
0.6526 Remote Similarity NPC185949
0.6526 Remote Similarity NPC320548
0.6526 Remote Similarity NPC107498
0.6517 Remote Similarity NPC55652
0.6517 Remote Similarity NPC143576
0.6514 Remote Similarity NPC42482
0.6514 Remote Similarity NPC40440
0.6512 Remote Similarity NPC259299
0.6512 Remote Similarity NPC73603
0.6509 Remote Similarity NPC114874
0.6509 Remote Similarity NPC31907
0.6509 Remote Similarity NPC286969
0.6509 Remote Similarity NPC16520
0.6509 Remote Similarity NPC472252
0.6509 Remote Similarity NPC120123
0.6509 Remote Similarity NPC189852
0.6509 Remote Similarity NPC473020
0.6509 Remote Similarity NPC131479
0.6509 Remote Similarity NPC155010
0.6509 Remote Similarity NPC245280
0.6509 Remote Similarity NPC157659
0.6509 Remote Similarity NPC213190
0.6509 Remote Similarity NPC8039
0.6509 Remote Similarity NPC211879
0.6505 Remote Similarity NPC474994
0.6505 Remote Similarity NPC34732
0.6505 Remote Similarity NPC91197
0.6505 Remote Similarity NPC125551
0.6505 Remote Similarity NPC261807
0.6505 Remote Similarity NPC476021
0.6505 Remote Similarity NPC278506
0.6505 Remote Similarity NPC316604
0.6505 Remote Similarity NPC309503
0.6505 Remote Similarity NPC96597
0.6505 Remote Similarity NPC155319
0.6505 Remote Similarity NPC476040
0.6505 Remote Similarity NPC92231
0.6505 Remote Similarity NPC239547
0.6505 Remote Similarity NPC476893
0.65 Remote Similarity NPC146852
0.65 Remote Similarity NPC30515
0.6489 Remote Similarity NPC77003
0.6489 Remote Similarity NPC474894
0.6484 Remote Similarity NPC476606
0.6484 Remote Similarity NPC274079
0.6484 Remote Similarity NPC477925
0.6481 Remote Similarity NPC226642

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC247826 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
0.6771 Remote Similarity NPD7524 Approved
0.6632 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6545 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6526 Remote Similarity NPD6695 Phase 3
0.64 Remote Similarity NPD6698 Approved
0.64 Remote Similarity NPD46 Approved
0.6373 Remote Similarity NPD5282 Discontinued
0.6304 Remote Similarity NPD6933 Approved
0.6263 Remote Similarity NPD7750 Discontinued
0.6263 Remote Similarity NPD4251 Approved
0.6263 Remote Similarity NPD4250 Approved
0.6238 Remote Similarity NPD7838 Discovery
0.6211 Remote Similarity NPD6930 Phase 2
0.6211 Remote Similarity NPD6931 Approved
0.6162 Remote Similarity NPD4249 Approved
0.6132 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6105 Remote Similarity NPD6929 Approved
0.6087 Remote Similarity NPD6926 Approved
0.6087 Remote Similarity NPD6924 Approved
0.6064 Remote Similarity NPD6932 Approved
0.6042 Remote Similarity NPD7525 Registered
0.6036 Remote Similarity NPD6412 Phase 2
0.6019 Remote Similarity NPD7983 Approved
0.6019 Remote Similarity NPD5344 Discontinued
0.6019 Remote Similarity NPD7087 Discontinued
0.5982 Remote Similarity NPD6686 Approved
0.5938 Remote Similarity NPD6683 Phase 2
0.5922 Remote Similarity NPD3168 Discontinued
0.5917 Remote Similarity NPD8513 Phase 3
0.5917 Remote Similarity NPD7503 Approved
0.5913 Remote Similarity NPD6053 Discontinued
0.59 Remote Similarity NPD6893 Approved
0.5895 Remote Similarity NPD6925 Approved
0.5895 Remote Similarity NPD5776 Phase 2
0.5876 Remote Similarity NPD7514 Phase 3
0.5876 Remote Similarity NPD7509 Discontinued
0.5876 Remote Similarity NPD7332 Phase 2
0.5859 Remote Similarity NPD7154 Phase 3
0.5851 Remote Similarity NPD7339 Approved
0.5851 Remote Similarity NPD6942 Approved
0.5833 Remote Similarity NPD7145 Approved
0.5825 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5825 Remote Similarity NPD6101 Approved
0.5816 Remote Similarity NPD6898 Phase 1
0.5795 Remote Similarity NPD371 Approved
0.5789 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5785 Remote Similarity NPD8515 Approved
0.5785 Remote Similarity NPD8033 Approved
0.5785 Remote Similarity NPD8517 Approved
0.5785 Remote Similarity NPD8516 Approved
0.5773 Remote Similarity NPD7645 Phase 2
0.5752 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4819 Approved
0.5714 Remote Similarity NPD4821 Approved
0.5714 Remote Similarity NPD4820 Approved
0.5714 Remote Similarity NPD6411 Approved
0.5714 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4822 Approved
0.5702 Remote Similarity NPD8377 Approved
0.5702 Remote Similarity NPD8294 Approved
0.57 Remote Similarity NPD6110 Phase 1
0.5688 Remote Similarity NPD4225 Approved
0.5676 Remote Similarity NPD7632 Discontinued
0.5667 Remote Similarity NPD7328 Approved
0.5667 Remote Similarity NPD7327 Approved
0.566 Remote Similarity NPD5778 Approved
0.566 Remote Similarity NPD5779 Approved
0.5657 Remote Similarity NPD6902 Approved
0.5656 Remote Similarity NPD8296 Approved
0.5656 Remote Similarity NPD8380 Approved
0.5656 Remote Similarity NPD8379 Approved
0.5656 Remote Similarity NPD8378 Approved
0.5656 Remote Similarity NPD8335 Approved
0.5652 Remote Similarity NPD6923 Approved
0.5652 Remote Similarity NPD6922 Approved
0.5636 Remote Similarity NPD6648 Approved
0.5631 Remote Similarity NPD4751 Clinical (unspecified phase)
0.562 Remote Similarity NPD7516 Approved
0.5603 Remote Similarity NPD6371 Approved
0.56 Remote Similarity NPD6435 Approved

Structure

External Identifiers

PubChem CID   53377236
ChEMBL   CHEMBL1806661
ZINC  

Physicochemical Properties

Molecular Weight:  602.28
ALogP:  0.144
MLogP:  3.88
XLogP:  4.471
# Rotatable Bonds:  19
Polar Surface Area:  97.61
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  38

Download Data

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