Natural Product: NPC233431

Natural Product ID:  NPC233431
Common Name:   Eleutherobin
IUPAC Name:  
Synonyms:   Eleutherobin
Molecular Formula:   C35H48N2O10
Standard InCHIKey:  XOPYFXBZMVTEJF-PDACKIITSA-N
Standard InCHI:  InChI=1S/C35H48N2O10/c1-20(2)25-10-8-21(3)26-15-29(46-30(40)11-9-24-16-37(6)19-36-24)34(5)12-13-35(42-7,47-34)23(14-27(25)26)17-43-33-32(45-22(4)38)31(41)28(39)18-44-33/h8-9,11-14,16,19-20,25-29,31-33,39,41H,10,15,17-18H2,1-7H3/b11-9+,23-14-/t25-,26+,27-,28-,29+,31-,32+,33-,34+,35-/m1/s1
Canonical SMILES:  CO[C@]12C=C[C@@](O1)(C)[C@@H](OC(=O)/C=C/c1ncn(c1)C)C[C@@H]1[C@H](/C=C2/CO[C@@H]2OC[C@H]([C@H]([C@@H]2OC(=O)C)O)O)[C@H](CC=C1C)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
NPO32836 bellonella albiflora Species Alcyoniidae Eukaryota PMID[12713406]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 = 0.017 ug/ml 1791475
NPT83 Cell Line MCF7 Homo sapiens IC50 = 100 nM 27060757

  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 NPC233431 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 NPC300139
0.9368 High Similarity NPC101676
0.9045 High Similarity NPC527
0.9045 High Similarity NPC133782
0.9045 High Similarity NPC144474
0.6794 Remote Similarity NPC54537
0.665 Remote Similarity NPC473585
0.652 Remote Similarity NPC265111
0.6468 Remote Similarity NPC477119
0.6359 Remote Similarity NPC477118
0.6329 Remote Similarity NPC477120
0.615 Remote Similarity NPC12100
0.6143 Remote Similarity NPC325775
0.6143 Remote Similarity NPC328798
0.6132 Remote Similarity NPC476516
0.6125 Remote Similarity NPC477796
0.6125 Remote Similarity NPC477806
0.6125 Remote Similarity NPC477805
0.6125 Remote Similarity NPC477795
0.6103 Remote Similarity NPC472834
0.6101 Remote Similarity NPC276373
0.6073 Remote Similarity NPC5802
0.6061 Remote Similarity NPC124276
0.6056 Remote Similarity NPC127647
0.6045 Remote Similarity NPC157821
0.6044 Remote Similarity NPC472553
0.6034 Remote Similarity NPC475137
0.6034 Remote Similarity NPC475498
0.6034 Remote Similarity NPC473850
0.6033 Remote Similarity NPC476517
0.6009 Remote Similarity NPC473506
0.6 Remote Similarity NPC242923
0.5991 Remote Similarity NPC250807
0.5991 Remote Similarity NPC57797
0.5991 Remote Similarity NPC76565
0.5967 Remote Similarity NPC476090
0.5967 Remote Similarity NPC472434
0.5966 Remote Similarity NPC170751
0.5965 Remote Similarity NPC477910
0.5962 Remote Similarity NPC182814
0.596 Remote Similarity NPC472436
0.5957 Remote Similarity NPC308906
0.5957 Remote Similarity NPC475362
0.5957 Remote Similarity NPC475644
0.5957 Remote Similarity NPC472555
0.5957 Remote Similarity NPC471977
0.5957 Remote Similarity NPC470486
0.5957 Remote Similarity NPC471190
0.5956 Remote Similarity NPC243319
0.5952 Remote Similarity NPC322043
0.5952 Remote Similarity NPC327373
0.5952 Remote Similarity NPC325093
0.5939 Remote Similarity NPC162812
0.5939 Remote Similarity NPC471014
0.5939 Remote Similarity NPC475408
0.5936 Remote Similarity NPC160127
0.5936 Remote Similarity NPC50997
0.5921 Remote Similarity NPC319128
0.5915 Remote Similarity NPC328186
0.5915 Remote Similarity NPC122968
0.5915 Remote Similarity NPC475631
0.5915 Remote Similarity NPC476110
0.5915 Remote Similarity NPC477787
0.5915 Remote Similarity NPC475600
0.5915 Remote Similarity NPC228377
0.5915 Remote Similarity NPC87152
0.5915 Remote Similarity NPC146824
0.5913 Remote Similarity NPC294579
0.5913 Remote Similarity NPC144779
0.5913 Remote Similarity NPC62367
0.5911 Remote Similarity NPC48042
0.5911 Remote Similarity NPC472550
0.5911 Remote Similarity NPC304179
0.5909 Remote Similarity NPC99891
0.5904 Remote Similarity NPC472435
0.5903 Remote Similarity NPC292517
0.5896 Remote Similarity NPC318020
0.5895 Remote Similarity NPC470306
0.5887 Remote Similarity NPC216428
0.5882 Remote Similarity NPC30456
0.588 Remote Similarity NPC477911
0.588 Remote Similarity NPC201900
0.587 Remote Similarity NPC477908
0.587 Remote Similarity NPC206343
0.587 Remote Similarity NPC6981
0.587 Remote Similarity NPC471016
0.587 Remote Similarity NPC238945
0.5867 Remote Similarity NPC63041
0.5858 Remote Similarity NPC237702
0.5852 Remote Similarity NPC228331
0.584 Remote Similarity NPC160666
0.584 Remote Similarity NPC475596
0.584 Remote Similarity NPC292416
0.584 Remote Similarity NPC475303
0.584 Remote Similarity NPC316841
0.584 Remote Similarity NPC473689
0.5837 Remote Similarity NPC477912
0.5837 Remote Similarity NPC17305
0.5833 Remote Similarity NPC327769
0.583 Remote Similarity NPC477902
0.5826 Remote Similarity NPC30570
0.5826 Remote Similarity NPC477909
0.5826 Remote Similarity NPC42678
0.5826 Remote Similarity NPC477907
0.5822 Remote Similarity NPC474905
0.5819 Remote Similarity NPC301368
0.5819 Remote Similarity NPC84815
0.5819 Remote Similarity NPC52254
0.5816 Remote Similarity NPC320324
0.5816 Remote Similarity NPC244839
0.5816 Remote Similarity NPC319880
0.5805 Remote Similarity NPC148860
0.5787 Remote Similarity NPC471980
0.5781 Remote Similarity NPC124029
0.5776 Remote Similarity NPC82070
0.5774 Remote Similarity NPC477906
0.5771 Remote Similarity NPC472752
0.5771 Remote Similarity NPC477548
0.5771 Remote Similarity NPC150447
0.5769 Remote Similarity NPC2395
0.5768 Remote Similarity NPC475426
0.5768 Remote Similarity NPC475406
0.5768 Remote Similarity NPC35208
0.5767 Remote Similarity NPC313514
0.5764 Remote Similarity NPC476467
0.5753 Remote Similarity NPC20593
0.5753 Remote Similarity NPC280638
0.5752 Remote Similarity NPC475835
0.575 Remote Similarity NPC89987
0.5748 Remote Similarity NPC62510
0.5747 Remote Similarity NPC324245
0.5747 Remote Similarity NPC320748
0.5745 Remote Similarity NPC127026
0.5745 Remote Similarity NPC127720
0.5745 Remote Similarity NPC477788
0.5744 Remote Similarity NPC38959
0.5744 Remote Similarity NPC327904
0.574 Remote Similarity NPC32451
0.5727 Remote Similarity NPC127677
0.5721 Remote Similarity NPC54981
0.572 Remote Similarity NPC475271
0.5714 Remote Similarity NPC211920
0.5714 Remote Similarity NPC313640
0.5714 Remote Similarity NPC107160
0.5714 Remote Similarity NPC37473
0.5708 Remote Similarity NPC309498
0.5708 Remote Similarity NPC141385
0.5696 Remote Similarity NPC328154
0.5696 Remote Similarity NPC233727
0.5696 Remote Similarity NPC235885
0.5695 Remote Similarity NPC79223
0.5684 Remote Similarity NPC250178
0.5684 Remote Similarity NPC136924
0.5683 Remote Similarity NPC156044
0.5683 Remote Similarity NPC46225
0.5674 Remote Similarity NPC280290
0.5673 Remote Similarity NPC253482
0.5672 Remote Similarity NPC472833
0.5671 Remote Similarity NPC165837
0.567 Remote Similarity NPC328559
0.5669 Remote Similarity NPC476514
0.5668 Remote Similarity NPC209917
0.5665 Remote Similarity NPC18308
0.5665 Remote Similarity NPC472832
0.5662 Remote Similarity NPC313504
0.5654 Remote Similarity NPC64216
0.5649 Remote Similarity NPC475601
0.5649 Remote Similarity NPC323244
0.5647 Remote Similarity NPC264674
0.5647 Remote Similarity NPC4421
0.5643 Remote Similarity NPC96801
0.5643 Remote Similarity NPC150698
0.5643 Remote Similarity NPC21461
0.5638 Remote Similarity NPC158055
0.5631 Remote Similarity NPC329024
0.5628 Remote Similarity NPC151976
0.5628 Remote Similarity NPC280473
0.5628 Remote Similarity NPC323551
0.5625 Remote Similarity NPC470146
0.5625 Remote Similarity NPC97078
0.5625 Remote Similarity NPC101980
0.5622 Remote Similarity NPC476114
0.562 Remote Similarity NPC469748
0.562 Remote Similarity NPC328924
0.5619 Remote Similarity NPC476115
0.5619 Remote Similarity NPC8590
0.5612 Remote Similarity NPC235364
0.5612 Remote Similarity NPC46970
0.561 Remote Similarity NPC471614
0.5605 Remote Similarity NPC475648
0.5603 Remote Similarity NPC51008
0.5603 Remote Similarity NPC41724

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC233431 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
0.6695 Remote Similarity NPD8375 Approved
0.6638 Remote Similarity NPD8371 Clinical (unspecified phase)
0.6624 Remote Similarity NPD8291 Clinical (unspecified phase)
0.6468 Remote Similarity NPD5072 Discontinued
0.6466 Remote Similarity NPD8409 Suspended
0.6411 Remote Similarity NPD6619 Phase 3
0.6384 Remote Similarity NPD8105 Discontinued
0.6377 Remote Similarity NPD3002 Clinical (unspecified phase)
0.6318 Remote Similarity NPD7465 Suspended
0.6308 Remote Similarity NPD5665 Clinical (unspecified phase)
0.6293 Remote Similarity NPD1233 Suspended
0.6276 Remote Similarity NPD8468 Phase 2
0.6223 Remote Similarity NPD8119 Discontinued
0.6214 Remote Similarity NPD1641 Discontinued
0.6175 Remote Similarity NPD8629 Discontinued
0.6167 Remote Similarity NPD4555 Clinical (unspecified phase)
0.615 Remote Similarity NPD2812 Clinical (unspecified phase)
0.615 Remote Similarity NPD2813 Phase 3
0.614 Remote Similarity NPD5827 Discontinued
0.6138 Remote Similarity NPD8373 Clinical (unspecified phase)
0.6079 Remote Similarity NPD5080 Phase 2
0.6079 Remote Similarity NPD8326 Phase 3
0.6079 Remote Similarity NPD8271 Discontinued
0.6079 Remote Similarity NPD7980 Clinical (unspecified phase)
0.6079 Remote Similarity NPD8327 Clinical (unspecified phase)
0.6079 Remote Similarity NPD8325 Phase 3
0.6074 Remote Similarity NPD7486 Phase 1
0.6048 Remote Similarity NPD1308 Approved
0.6036 Remote Similarity NPD8410 Clinical (unspecified phase)
0.6035 Remote Similarity NPD5079 Phase 2
0.6018 Remote Similarity NPD7103 Approved
0.6018 Remote Similarity NPD2965 Clinical (unspecified phase)
0.6017 Remote Similarity NPD6718 Discontinued
0.6009 Remote Similarity NPD7471 Discontinued
0.5973 Remote Similarity NPD7182 Clinical (unspecified phase)
0.5972 Remote Similarity NPD8641 Approved
0.5962 Remote Similarity NPD3432 Approved
0.5956 Remote Similarity NPD9081 Clinical (unspecified phase)
0.594 Remote Similarity NPD8075 Discontinued
0.5939 Remote Similarity NPD5524 Approved
0.5939 Remote Similarity NPD5523 Approved
0.5938 Remote Similarity NPD7981 Discontinued
0.5932 Remote Similarity NPD6708 Discontinued
0.5919 Remote Similarity NPD8421 Discontinued
0.5916 Remote Similarity NPD567 Approved
0.5916 Remote Similarity NPD566 Approved
0.5916 Remote Similarity NPD568 Approved
0.5913 Remote Similarity NPD1272 Clinical (unspecified phase)
0.5907 Remote Similarity NPD8004 Discontinued
0.5904 Remote Similarity NPD8442 Discontinued
0.5894 Remote Similarity NPD7397 Approved
0.5894 Remote Similarity NPD7398 Approved
0.5893 Remote Similarity NPD7834 Approved
0.5888 Remote Similarity NPD2152 Clinical (unspecified phase)
0.5885 Remote Similarity NPD7857 Phase 3
0.5885 Remote Similarity NPD7856 Phase 2
0.588 Remote Similarity NPD6036 Suspended
0.588 Remote Similarity NPD4950 Approved
0.5877 Remote Similarity NPD7276 Approved
0.5877 Remote Similarity NPD7277 Approved
0.587 Remote Similarity NPD7850 Discontinued
0.587 Remote Similarity NPD7851 Phase 1
0.5869 Remote Similarity NPD5682 Phase 3
0.5869 Remote Similarity NPD5683 Clinical (unspecified phase)
0.5869 Remote Similarity NPD5684 Clinical (unspecified phase)
0.5867 Remote Similarity NPD4612 Discontinued
0.5862 Remote Similarity NPD6856 Discontinued
0.5854 Remote Similarity NPD8250 Phase 2
0.5848 Remote Similarity NPD2876 Phase 3
0.5848 Remote Similarity NPD2877 Clinical (unspecified phase)
0.5845 Remote Similarity NPD1037 Clinical (unspecified phase)
0.5838 Remote Similarity NPD536 Clinical (unspecified phase)
0.5837 Remote Similarity NPD7197 Approved
0.5833 Remote Similarity NPD2902 Phase 2
0.5833 Remote Similarity NPD2786 Discontinued
0.5833 Remote Similarity NPD2903 Clinical (unspecified phase)
0.5826 Remote Similarity NPD8113 Phase 2
0.5816 Remote Similarity NPD962 Phase 3
0.5815 Remote Similarity NPD4990 Clinical (unspecified phase)
0.5796 Remote Similarity NPD2824 Phase 2
0.5794 Remote Similarity NPD7776 Approved
0.5787 Remote Similarity NPD6849 Phase 2
0.5787 Remote Similarity NPD6850 Phase 2
0.5781 Remote Similarity NPD7273 Clinical (unspecified phase)
0.5769 Remote Similarity NPD966 Clinical (unspecified phase)
0.5769 Remote Similarity NPD6381 Phase 2
0.5767 Remote Similarity NPD7138 Phase 2
0.5759 Remote Similarity NPD6023 Discontinued
0.575 Remote Similarity NPD3906 Approved
0.5749 Remote Similarity NPD6460 Clinical (unspecified phase)
0.5738 Remote Similarity NPD5887 Clinical (unspecified phase)
0.5732 Remote Similarity NPD8374 Phase 3
0.5721 Remote Similarity NPD949 Phase 1
0.5714 Remote Similarity NPD5486 Discontinued
0.5714 Remote Similarity NPD5721 Clinical (unspecified phase)
0.5708 Remote Similarity NPD7323 Phase 2
0.5702 Remote Similarity NPD8329 Phase 3
0.5702 Remote Similarity NPD6142 Phase 3
0.5701 Remote Similarity NPD5107 Clinical (unspecified phase)
0.5691 Remote Similarity NPD8412 Phase 1
0.5681 Remote Similarity NPD2526 Phase 2
0.5681 Remote Similarity NPD8408 Discontinued
0.5681 Remote Similarity NPD2523 Phase 2
0.5677 Remote Similarity NPD875 Clinical (unspecified phase)
0.5676 Remote Similarity NPD722 Clinical (unspecified phase)
0.5675 Remote Similarity NPD8370 Discontinued
0.5673 Remote Similarity NPD6992 Phase 2
0.5668 Remote Similarity NPD7234 Approved
0.5668 Remote Similarity NPD7233 Approved
0.5664 Remote Similarity NPD7270 Phase 2
0.5662 Remote Similarity NPD996 Phase 2
0.5662 Remote Similarity NPD994 Phase 2
0.5661 Remote Similarity NPD4080 Discontinued
0.5656 Remote Similarity NPD7935 Phase 2
0.5656 Remote Similarity NPD5920 Clinical (unspecified phase)
0.5649 Remote Similarity NPD8292 Phase 2
0.5648 Remote Similarity NPD6721 Phase 1
0.5646 Remote Similarity NPD3347 Clinical (unspecified phase)
0.5643 Remote Similarity NPD8372 Clinical (unspecified phase)
0.5639 Remote Similarity NPD5458 Discontinued
0.5638 Remote Similarity NPD6840 Approved
0.5636 Remote Similarity NPD3485 Clinical (unspecified phase)
0.563 Remote Similarity NPD8049 Phase 2
0.5625 Remote Similarity NPD7767 Approved
0.5625 Remote Similarity NPD4599 Clinical (unspecified phase)
0.5616 Remote Similarity NPD459 Clinical (unspecified phase)
0.5616 Remote Similarity NPD1274 Clinical (unspecified phase)
0.5616 Remote Similarity NPD6626 Approved
0.5614 Remote Similarity NPD8071 Approved
0.5611 Remote Similarity NPD4427 Phase 2
0.5611 Remote Similarity NPD7689 Approved
0.561 Remote Similarity NPD6537 Approved
0.561 Remote Similarity NPD6536 Approved
0.5609 Remote Similarity NPD8261 Discontinued
0.5609 Remote Similarity NPD8321 Discontinued
0.5607 Remote Similarity NPD963 Discontinued

Structure

External Identifiers

PubChem CID   6918335
ChEMBL   CHEMBL504387
ZINC  

Physicochemical Properties

Molecular Weight:  656.33
ALogP:  1.1684
MLogP:  3.99
XLogP:  3.706
# Rotatable Bonds:  20
Polar Surface Area:  147.8
# H-Bond Aceptor:  12
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  47

Download Data

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Biological Activities  
Similar NPs/Drugs