Natural Product: NPC472012

Natural Product ID:  NPC472012
Common Name:   Phorbaketal N
IUPAC Name:   (2S,4'aR,6R,8'aR)-2-[(1S)-1-bromo-4-(3,3-dimethyloxiran-2-yl)-2-methylidenebutyl]-4'-(hydroxymethyl)-4,7'-dimethylspiro[2,3-dihydropyran-6,2'-5,8a-dihydro-4aH-chromene]-6'-one
Synonyms:  
Molecular Formula:   C25H33BrO5
Standard InCHIKey:  IQWIQURCMLANFO-PWDXOMFYSA-N
Standard InCHI:  InChI=1S/C25H33BrO5/c1-14-8-21(23(26)15(2)6-7-22-24(4,5)31-22)30-25(11-14)12-17(13-27)18-10-19(28)16(3)9-20(18)29-25/h9,11-12,18,20-23,27H,2,6-8,10,13H2,1,3-5H3/t18-,20-,21+,22?,23+,25-/m1/s1
Canonical SMILES:  OCC1=C[C@@]2(O[C@@H](CC(=C2)C)[C@H](C(=C)CCC2OC2(C)C)Br)O[C@H]2[C@@H]1CC(=O)C(=C2)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
NPO32877 phorbas Genus Hymedesmiidae Eukaryota PMID[25124114]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT369 Cell Line ACHN Homo sapiens IC50 = 24400 nM 10924160
NPT2 Others Unspecified IC50 = 11400 nM 10924160
NPT376 Cell Line A498 Homo sapiens IC50 = 18700 nM 10924160

  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 NPC472012 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
0.8913 High Similarity NPC106051
0.8817 High Similarity NPC471054
0.8804 High Similarity NPC241054
0.871 High Similarity NPC472011
0.8632 High Similarity NPC472010
0.8061 Intermediate Similarity NPC471059
0.7449 Intermediate Similarity NPC471060
0.74 Intermediate Similarity NPC471058
0.74 Intermediate Similarity NPC471057
0.73 Intermediate Similarity NPC471055
0.73 Intermediate Similarity NPC471056
0.7087 Intermediate Similarity NPC3952
0.7087 Intermediate Similarity NPC265856
0.7083 Intermediate Similarity NPC326753
0.7053 Intermediate Similarity NPC271070
0.7048 Intermediate Similarity NPC476415
0.7041 Intermediate Similarity NPC112868
0.7019 Intermediate Similarity NPC141831
0.7009 Intermediate Similarity NPC266842
0.7 Intermediate Similarity NPC473624
0.6991 Remote Similarity NPC137911
0.6991 Remote Similarity NPC228477
0.6979 Remote Similarity NPC471061
0.6972 Remote Similarity NPC472637
0.6961 Remote Similarity NPC471738
0.6961 Remote Similarity NPC313658
0.6961 Remote Similarity NPC316138
0.6952 Remote Similarity NPC228451
0.6952 Remote Similarity NPC125674
0.6952 Remote Similarity NPC475838
0.6952 Remote Similarity NPC476416
0.6944 Remote Similarity NPC203627
0.6944 Remote Similarity NPC306908
0.6937 Remote Similarity NPC118911
0.693 Remote Similarity NPC37116
0.6923 Remote Similarity NPC253186
0.6923 Remote Similarity NPC281942
0.6923 Remote Similarity NPC232426
0.6916 Remote Similarity NPC476315
0.6909 Remote Similarity NPC201191
0.6909 Remote Similarity NPC475320
0.6909 Remote Similarity NPC134077
0.6903 Remote Similarity NPC322903
0.69 Remote Similarity NPC2379
0.69 Remote Similarity NPC27314
0.69 Remote Similarity NPC44261
0.69 Remote Similarity NPC16488
0.69 Remote Similarity NPC263087
0.69 Remote Similarity NPC31019
0.69 Remote Similarity NPC106912
0.6897 Remote Similarity NPC122056
0.6891 Remote Similarity NPC474179
0.6891 Remote Similarity NPC475834
0.6891 Remote Similarity NPC473274
0.6887 Remote Similarity NPC81386
0.6887 Remote Similarity NPC474247
0.6887 Remote Similarity NPC104925
0.6887 Remote Similarity NPC474035
0.6887 Remote Similarity NPC256368
0.6887 Remote Similarity NPC71589
0.6887 Remote Similarity NPC298973
0.6863 Remote Similarity NPC311163
0.6863 Remote Similarity NPC316426
0.6863 Remote Similarity NPC315395
0.6863 Remote Similarity NPC305475
0.6863 Remote Similarity NPC122502
0.6863 Remote Similarity NPC47220
0.6863 Remote Similarity NPC186332
0.6863 Remote Similarity NPC475461
0.6857 Remote Similarity NPC477749
0.6857 Remote Similarity NPC470373
0.6857 Remote Similarity NPC470379
0.6852 Remote Similarity NPC20066
0.6852 Remote Similarity NPC170131
0.6852 Remote Similarity NPC76266
0.6832 Remote Similarity NPC70424
0.6832 Remote Similarity NPC141193
0.6832 Remote Similarity NPC96259
0.6832 Remote Similarity NPC243618
0.6827 Remote Similarity NPC115179
0.6827 Remote Similarity NPC307092
0.6827 Remote Similarity NPC218927
0.6827 Remote Similarity NPC212598
0.6827 Remote Similarity NPC106040
0.6827 Remote Similarity NPC268298
0.6827 Remote Similarity NPC206001
0.6822 Remote Similarity NPC214694
0.6822 Remote Similarity NPC227494
0.6822 Remote Similarity NPC14961
0.6822 Remote Similarity NPC270013
0.6818 Remote Similarity NPC469657
0.6818 Remote Similarity NPC469851
0.6818 Remote Similarity NPC244456
0.6818 Remote Similarity NPC63249
0.6818 Remote Similarity NPC207885
0.6814 Remote Similarity NPC91034
0.681 Remote Similarity NPC236217
0.6807 Remote Similarity NPC50774
0.6807 Remote Similarity NPC186525
0.6807 Remote Similarity NPC475913
0.6807 Remote Similarity NPC709
0.6804 Remote Similarity NPC84360
0.6796 Remote Similarity NPC113370
0.6796 Remote Similarity NPC476079
0.6796 Remote Similarity NPC72513
0.6796 Remote Similarity NPC103743
0.6796 Remote Similarity NPC300779
0.6792 Remote Similarity NPC472196
0.6792 Remote Similarity NPC472195
0.6792 Remote Similarity NPC238090
0.6789 Remote Similarity NPC478056
0.6789 Remote Similarity NPC473154
0.6789 Remote Similarity NPC316598
0.6783 Remote Similarity NPC89408
0.6777 Remote Similarity NPC470878
0.6777 Remote Similarity NPC473256
0.6765 Remote Similarity NPC242233
0.6765 Remote Similarity NPC165162
0.6765 Remote Similarity NPC476426
0.6765 Remote Similarity NPC261380
0.6765 Remote Similarity NPC471494
0.6765 Remote Similarity NPC255307
0.6765 Remote Similarity NPC163606
0.6765 Remote Similarity NPC28887
0.6762 Remote Similarity NPC166554
0.6762 Remote Similarity NPC129419
0.6762 Remote Similarity NPC202886
0.6759 Remote Similarity NPC162346
0.6759 Remote Similarity NPC230800
0.6759 Remote Similarity NPC279621
0.6757 Remote Similarity NPC235369
0.6757 Remote Similarity NPC136289
0.6754 Remote Similarity NPC327106
0.6752 Remote Similarity NPC25909
0.6752 Remote Similarity NPC157441
0.6748 Remote Similarity NPC3381
0.6735 Remote Similarity NPC478122
0.6735 Remote Similarity NPC108816
0.6735 Remote Similarity NPC231739
0.6735 Remote Similarity NPC93763
0.6733 Remote Similarity NPC53867
0.6733 Remote Similarity NPC40746
0.6733 Remote Similarity NPC169575
0.6731 Remote Similarity NPC477302
0.6731 Remote Similarity NPC60765
0.6731 Remote Similarity NPC136879
0.6731 Remote Similarity NPC473658
0.6729 Remote Similarity NPC159698
0.6729 Remote Similarity NPC303942
0.6729 Remote Similarity NPC475572
0.6729 Remote Similarity NPC57405
0.6729 Remote Similarity NPC469697
0.6729 Remote Similarity NPC474338
0.6727 Remote Similarity NPC476274
0.6727 Remote Similarity NPC472644
0.6727 Remote Similarity NPC288876
0.6726 Remote Similarity NPC469852
0.6724 Remote Similarity NPC317107
0.6723 Remote Similarity NPC167606
0.6723 Remote Similarity NPC286528
0.6723 Remote Similarity NPC20302
0.6723 Remote Similarity NPC312824
0.6723 Remote Similarity NPC183580
0.6723 Remote Similarity NPC470493
0.6723 Remote Similarity NPC140055
0.6723 Remote Similarity NPC470492
0.6702 Remote Similarity NPC4299
0.67 Remote Similarity NPC141810
0.6699 Remote Similarity NPC234038
0.6699 Remote Similarity NPC220478
0.6698 Remote Similarity NPC475441
0.6698 Remote Similarity NPC476705
0.6698 Remote Similarity NPC472975
0.6698 Remote Similarity NPC30515
0.6697 Remote Similarity NPC254496
0.6697 Remote Similarity NPC474343
0.6696 Remote Similarity NPC131366
0.6696 Remote Similarity NPC151516
0.6695 Remote Similarity NPC474181
0.6695 Remote Similarity NPC305044
0.6695 Remote Similarity NPC265290
0.6694 Remote Similarity NPC474370
0.6694 Remote Similarity NPC48692
0.6667 Remote Similarity NPC469853
0.6667 Remote Similarity NPC475294
0.6667 Remote Similarity NPC126518
0.6667 Remote Similarity NPC476412
0.6667 Remote Similarity NPC51358
0.6667 Remote Similarity NPC227814
0.6667 Remote Similarity NPC472643
0.6667 Remote Similarity NPC31086
0.6667 Remote Similarity NPC472326
0.6667 Remote Similarity NPC476240
0.6667 Remote Similarity NPC115862
0.6667 Remote Similarity NPC476223
0.6667 Remote Similarity NPC9868
0.6667 Remote Similarity NPC317687
0.6667 Remote Similarity NPC91408
0.6667 Remote Similarity NPC36954
0.6667 Remote Similarity NPC471141

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC472012 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
0.7103 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.6762 Remote Similarity NPD46 Approved
0.6762 Remote Similarity NPD6698 Approved
0.6723 Remote Similarity NPD7115 Discovery
0.6667 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6525 Remote Similarity NPD6053 Discontinued
0.646 Remote Similarity NPD7632 Discontinued
0.6449 Remote Similarity NPD7838 Discovery
0.6449 Remote Similarity NPD5785 Approved
0.6441 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6371 Remote Similarity NPD8513 Phase 3
0.6325 Remote Similarity NPD6686 Approved
0.6286 Remote Similarity NPD5363 Approved
0.6283 Remote Similarity NPD7639 Approved
0.6283 Remote Similarity NPD7640 Approved
0.625 Remote Similarity NPD6882 Approved
0.624 Remote Similarity NPD8516 Approved
0.624 Remote Similarity NPD8517 Approved
0.624 Remote Similarity NPD8515 Approved
0.623 Remote Similarity NPD6274 Approved
0.6228 Remote Similarity NPD5344 Discontinued
0.6218 Remote Similarity NPD6371 Approved
0.6216 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6195 Remote Similarity NPD4225 Approved
0.6195 Remote Similarity NPD7638 Approved
0.6182 Remote Similarity NPD5779 Approved
0.6182 Remote Similarity NPD5778 Approved
0.6182 Remote Similarity NPD6399 Phase 3
0.617 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6132 Remote Similarity NPD1694 Approved
0.6132 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6132 Remote Similarity NPD1696 Phase 3
0.6117 Remote Similarity NPD4819 Approved
0.6117 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6117 Remote Similarity NPD4822 Approved
0.6117 Remote Similarity NPD4820 Approved
0.6117 Remote Similarity NPD4821 Approved
0.6106 Remote Similarity NPD7902 Approved
0.6105 Remote Similarity NPD7331 Phase 2
0.6102 Remote Similarity NPD6412 Phase 2
0.6095 Remote Similarity NPD7154 Phase 3
0.6095 Remote Similarity NPD6110 Phase 1
0.6075 Remote Similarity NPD5786 Approved
0.6055 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6055 Remote Similarity NPD6101 Approved
0.605 Remote Similarity NPD6881 Approved
0.605 Remote Similarity NPD6899 Approved
0.6034 Remote Similarity NPD5211 Phase 2
0.6033 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6033 Remote Similarity NPD6650 Approved
0.6033 Remote Similarity NPD6649 Approved
0.6018 Remote Similarity NPD7839 Suspended
0.6017 Remote Similarity NPD5739 Approved
0.6017 Remote Similarity NPD6675 Approved
0.6017 Remote Similarity NPD7128 Approved
0.6017 Remote Similarity NPD6402 Approved
0.6016 Remote Similarity NPD7642 Approved
0.6 Remote Similarity NPD6648 Approved
0.6 Remote Similarity NPD6372 Approved
0.6 Remote Similarity NPD4269 Approved
0.6 Remote Similarity NPD4270 Approved
0.6 Remote Similarity NPD8074 Phase 3
0.6 Remote Similarity NPD6373 Approved
0.5982 Remote Similarity NPD7748 Approved
0.5981 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5966 Remote Similarity NPD5697 Approved
0.5965 Remote Similarity NPD6083 Phase 2
0.5965 Remote Similarity NPD6084 Phase 2
0.595 Remote Similarity NPD6883 Approved
0.595 Remote Similarity NPD7290 Approved
0.595 Remote Similarity NPD7102 Approved
0.5946 Remote Similarity NPD6411 Approved
0.5946 Remote Similarity NPD7515 Phase 2
0.5946 Remote Similarity NPD7983 Approved
0.5946 Remote Similarity NPD6079 Approved
0.5943 Remote Similarity NPD5362 Discontinued
0.5932 Remote Similarity NPD5141 Approved
0.5926 Remote Similarity NPD3618 Phase 1
0.5922 Remote Similarity NPD4271 Approved
0.5922 Remote Similarity NPD4268 Approved
0.5917 Remote Similarity NPD7320 Approved
0.5917 Remote Similarity NPD6011 Approved
0.5909 Remote Similarity NPD5328 Approved
0.5906 Remote Similarity NPD6054 Approved
0.5905 Remote Similarity NPD5369 Approved
0.5902 Remote Similarity NPD6847 Approved
0.5902 Remote Similarity NPD6617 Approved
0.5902 Remote Similarity NPD8130 Phase 1
0.5902 Remote Similarity NPD6869 Approved
0.5891 Remote Similarity NPD7829 Approved
0.5891 Remote Similarity NPD7830 Approved
0.5888 Remote Similarity NPD4786 Approved
0.5888 Remote Similarity NPD3666 Approved
0.5888 Remote Similarity NPD3133 Approved
0.5888 Remote Similarity NPD3665 Phase 1
0.5882 Remote Similarity NPD6008 Approved
0.5868 Remote Similarity NPD6012 Approved
0.5868 Remote Similarity NPD6014 Approved
0.5868 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5868 Remote Similarity NPD6013 Approved
0.5862 Remote Similarity NPD5286 Approved
0.5862 Remote Similarity NPD4696 Approved
0.5862 Remote Similarity NPD5285 Approved
0.5859 Remote Similarity NPD7503 Approved
0.5854 Remote Similarity NPD8297 Approved
0.5851 Remote Similarity NPD368 Approved
0.5849 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5849 Remote Similarity NPD3667 Approved
0.5849 Remote Similarity NPD6435 Approved
0.5849 Remote Similarity NPD5209 Approved
0.5841 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5841 Remote Similarity NPD7900 Approved
0.5833 Remote Similarity NPD5701 Approved
0.5833 Remote Similarity NPD7341 Phase 2
0.5833 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5826 Remote Similarity NPD4755 Approved
0.5825 Remote Similarity NPD4756 Discovery
0.582 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5814 Remote Similarity NPD6370 Approved
0.5812 Remote Similarity NPD5223 Approved
0.581 Remote Similarity NPD8259 Clinical (unspecified phase)
0.581 Remote Similarity NPD4695 Discontinued
0.581 Remote Similarity NPD4252 Approved
0.5802 Remote Similarity NPD7507 Approved
0.5794 Remote Similarity NPD6009 Approved
0.5794 Remote Similarity NPD5332 Approved
0.5794 Remote Similarity NPD7500 Approved
0.5794 Remote Similarity NPD5331 Approved
0.5789 Remote Similarity NPD4629 Approved
0.5789 Remote Similarity NPD5695 Phase 3
0.5789 Remote Similarity NPD5210 Approved
0.5781 Remote Similarity NPD6059 Approved
0.578 Remote Similarity NPD7521 Approved
0.578 Remote Similarity NPD4519 Discontinued
0.578 Remote Similarity NPD4623 Approved
0.578 Remote Similarity NPD7146 Approved
0.578 Remote Similarity NPD7334 Approved
0.578 Remote Similarity NPD6409 Approved
0.578 Remote Similarity NPD6684 Approved
0.578 Remote Similarity NPD5330 Approved
0.5776 Remote Similarity NPD5696 Approved
0.5772 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5769 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5766 Remote Similarity NPD4753 Phase 2
0.5766 Remote Similarity NPD1695 Approved
0.5763 Remote Similarity NPD5225 Approved
0.5763 Remote Similarity NPD5226 Approved
0.5763 Remote Similarity NPD4633 Approved
0.5763 Remote Similarity NPD5224 Approved
0.5755 Remote Similarity NPD4790 Discontinued
0.5752 Remote Similarity NPD4202 Approved
0.5739 Remote Similarity NPD5221 Approved
0.5739 Remote Similarity NPD5222 Approved
0.5739 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5739 Remote Similarity NPD4697 Phase 3
0.5736 Remote Similarity NPD6015 Approved
0.5736 Remote Similarity NPD6016 Approved
0.5727 Remote Similarity NPD4251 Approved
0.5727 Remote Similarity NPD4250 Approved
0.5726 Remote Similarity NPD4700 Approved
0.5725 Remote Similarity NPD7492 Approved
0.5714 Remote Similarity NPD5175 Approved
0.5714 Remote Similarity NPD5174 Approved
0.5702 Remote Similarity NPD5282 Discontinued
0.5692 Remote Similarity NPD5988 Approved
0.569 Remote Similarity NPD5173 Approved
0.5682 Remote Similarity NPD6616 Approved
0.5676 Remote Similarity NPD6672 Approved
0.5676 Remote Similarity NPD5737 Approved
0.5676 Remote Similarity NPD6903 Approved
0.5676 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5672 Remote Similarity NPD7319 Approved
0.5664 Remote Similarity NPD5693 Phase 1
0.5664 Remote Similarity NPD5284 Approved
0.5664 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5664 Remote Similarity NPD5281 Approved
0.5664 Remote Similarity NPD7637 Suspended
0.566 Remote Similarity NPD5368 Approved
0.5652 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5649 Remote Similarity NPD8328 Phase 3
0.5639 Remote Similarity NPD7078 Approved
0.5636 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5636 Remote Similarity NPD5279 Phase 3
0.5636 Remote Similarity NPD4249 Approved
0.5631 Remote Similarity NPD8039 Approved
0.5625 Remote Similarity NPD7641 Discontinued
0.5625 Remote Similarity NPD7327 Approved
0.5625 Remote Similarity NPD6335 Approved
0.5625 Remote Similarity NPD5370 Suspended
0.5625 Remote Similarity NPD7328 Approved
0.5625 Remote Similarity NPD6051 Approved
0.5615 Remote Similarity NPD8033 Approved

Structure

External Identifiers

PubChem CID   91666688
ChEMBL   CHEMBL3322969
ZINC  

Physicochemical Properties

Molecular Weight:  492.15
ALogP:  2.3045
MLogP:  3.55
XLogP:  1.896
# Rotatable Bonds:  12
Polar Surface Area:  68.29
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  31

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs