Natural Product: NPC220730

Natural Product ID:  NPC220730
Common Name:   Solanapyrone K
IUPAC Name:   (3E)-6-[(1R,2S,4aR,8S,8aR)-1,2,8-trimethyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-[(2-hydroxyethylamino)methylidene]pyran-2,4-dione
Synonyms:   Solanapyrone K
Molecular Formula:   C21H29NO4
Standard InCHIKey:  DXYWDQBKSNFAKC-CLRFVDQDSA-N
Standard InCHI:  InChI=1S/C21H29NO4/c1-13-5-4-6-15-8-7-14(2)21(3,19(13)15)18-11-17(24)16(20(25)26-18)12-22-9-10-23/h7-8,11-15,19,22-23H,4-6,9-10H2,1-3H3/b16-12+/t13-,14-,15+,19+,21-/m0/s1
Canonical SMILES:  OCCN/C=C1/C(=O)OC(=CC1=O)[C@]1(C)[C@@H](C)C=C[C@@H]2[C@H]1[C@@H](C)CCC2
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
NPO32592 fungicolous fungus Species NA NA Hawaiian PMID[17663585]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 25 mm 3302260
NPT20 Organism Candida albicans Candida albicans IZ = 13 mm 3302260
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 9 mm 3302260

  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 NPC220730 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
0.7308 Intermediate Similarity NPC125925
0.7009 Intermediate Similarity NPC218602
0.6957 Remote Similarity NPC477001
0.6957 Remote Similarity NPC477000
0.6944 Remote Similarity NPC51486
0.6852 Remote Similarity NPC5509
0.6847 Remote Similarity NPC209355
0.6754 Remote Similarity NPC476299
0.6754 Remote Similarity NPC474012
0.6754 Remote Similarity NPC54705
0.6752 Remote Similarity NPC185929
0.6726 Remote Similarity NPC53844
0.6695 Remote Similarity NPC91034
0.6667 Remote Similarity NPC115021
0.6667 Remote Similarity NPC316598
0.6639 Remote Similarity NPC220155
0.6636 Remote Similarity NPC213636
0.6636 Remote Similarity NPC253177
0.6636 Remote Similarity NPC189311
0.6636 Remote Similarity NPC280592
0.661 Remote Similarity NPC266570
0.6607 Remote Similarity NPC476415
0.6585 Remote Similarity NPC145501
0.6583 Remote Similarity NPC228477
0.6583 Remote Similarity NPC137911
0.6581 Remote Similarity NPC476889
0.6581 Remote Similarity NPC291154
0.6579 Remote Similarity NPC478233
0.6579 Remote Similarity NPC287668
0.6579 Remote Similarity NPC208094
0.6577 Remote Similarity NPC296114
0.6577 Remote Similarity NPC471329
0.6577 Remote Similarity NPC472814
0.6577 Remote Similarity NPC177037
0.6571 Remote Similarity NPC116797
0.6549 Remote Similarity NPC295347
0.6545 Remote Similarity NPC280833
0.6545 Remote Similarity NPC177141
0.6529 Remote Similarity NPC29133
0.6518 Remote Similarity NPC271652
0.65 Remote Similarity NPC24596
0.6496 Remote Similarity NPC40918
0.6496 Remote Similarity NPC476890
0.6491 Remote Similarity NPC16967
0.6491 Remote Similarity NPC242848
0.6486 Remote Similarity NPC476437
0.6486 Remote Similarity NPC273199
0.6486 Remote Similarity NPC145666
0.6486 Remote Similarity NPC476369
0.6481 Remote Similarity NPC86316
0.6481 Remote Similarity NPC106416
0.6481 Remote Similarity NPC65661
0.6475 Remote Similarity NPC324683
0.6475 Remote Similarity NPC470961
0.6475 Remote Similarity NPC475608
0.6475 Remote Similarity NPC474315
0.6475 Remote Similarity NPC21713
0.6471 Remote Similarity NPC189863
0.6466 Remote Similarity NPC117685
0.646 Remote Similarity NPC191521
0.646 Remote Similarity NPC53685
0.646 Remote Similarity NPC470697
0.6455 Remote Similarity NPC143025
0.6455 Remote Similarity NPC472302
0.6449 Remote Similarity NPC288281
0.6435 Remote Similarity NPC475709
0.6435 Remote Similarity NPC73911
0.6435 Remote Similarity NPC253826
0.6429 Remote Similarity NPC303697
0.6429 Remote Similarity NPC72845
0.6423 Remote Similarity NPC191620
0.6422 Remote Similarity NPC477479
0.6422 Remote Similarity NPC220478
0.6422 Remote Similarity NPC477478
0.6412 Remote Similarity NPC317654
0.6412 Remote Similarity NPC96010
0.641 Remote Similarity NPC469657
0.641 Remote Similarity NPC476888
0.641 Remote Similarity NPC168319
0.641 Remote Similarity NPC244456
0.641 Remote Similarity NPC194028
0.641 Remote Similarity NPC93744
0.6408 Remote Similarity NPC40353
0.6404 Remote Similarity NPC281134
0.6404 Remote Similarity NPC171395
0.6396 Remote Similarity NPC50488
0.6396 Remote Similarity NPC168131
0.6396 Remote Similarity NPC174342
0.6396 Remote Similarity NPC210216
0.6396 Remote Similarity NPC474396
0.6396 Remote Similarity NPC284561
0.6389 Remote Similarity NPC149869
0.6381 Remote Similarity NPC242767
0.6379 Remote Similarity NPC159763
0.6379 Remote Similarity NPC278386
0.6379 Remote Similarity NPC98868
0.6379 Remote Similarity NPC124512
0.6372 Remote Similarity NPC162615
0.6372 Remote Similarity NPC205034
0.6372 Remote Similarity NPC152778
0.6372 Remote Similarity NPC476416
0.6372 Remote Similarity NPC139692
0.6371 Remote Similarity NPC122056
0.6364 Remote Similarity NPC478144
0.6364 Remote Similarity NPC103743
0.6364 Remote Similarity NPC476079
0.6364 Remote Similarity NPC113370
0.6364 Remote Similarity NPC478136
0.6364 Remote Similarity NPC478145
0.6355 Remote Similarity NPC200513
0.6355 Remote Similarity NPC103486
0.6349 Remote Similarity NPC476190
0.6348 Remote Similarity NPC202833
0.6341 Remote Similarity NPC44733
0.6339 Remote Similarity NPC221111
0.6339 Remote Similarity NPC253186
0.6339 Remote Similarity NPC8062
0.6339 Remote Similarity NPC182136
0.6339 Remote Similarity NPC310479
0.6339 Remote Similarity NPC212679
0.6339 Remote Similarity NPC220454
0.6339 Remote Similarity NPC280149
0.6339 Remote Similarity NPC38952
0.6339 Remote Similarity NPC469595
0.6333 Remote Similarity NPC233256
0.6333 Remote Similarity NPC195841
0.633 Remote Similarity NPC474680
0.633 Remote Similarity NPC30984
0.633 Remote Similarity NPC307112
0.6325 Remote Similarity NPC174314
0.632 Remote Similarity NPC67259
0.632 Remote Similarity NPC147912
0.6316 Remote Similarity NPC104925
0.6316 Remote Similarity NPC57117
0.6316 Remote Similarity NPC65829
0.6316 Remote Similarity NPC298973
0.6316 Remote Similarity NPC84893
0.6306 Remote Similarity NPC72397
0.6306 Remote Similarity NPC226863
0.6306 Remote Similarity NPC215831
0.6303 Remote Similarity NPC470954
0.6303 Remote Similarity NPC95899
0.6296 Remote Similarity NPC16488
0.6296 Remote Similarity NPC475083
0.6296 Remote Similarity NPC473592
0.6296 Remote Similarity NPC311070
0.6293 Remote Similarity NPC202705
0.6293 Remote Similarity NPC474343
0.6283 Remote Similarity NPC477574
0.6283 Remote Similarity NPC477783
0.6281 Remote Similarity NPC475294
0.6273 Remote Similarity NPC131813
0.6273 Remote Similarity NPC194417
0.6271 Remote Similarity NPC34193
0.6271 Remote Similarity NPC310981
0.627 Remote Similarity NPC64318
0.6262 Remote Similarity NPC282293
0.6262 Remote Similarity NPC40228
0.6262 Remote Similarity NPC278459
0.6262 Remote Similarity NPC229584
0.6262 Remote Similarity NPC90055
0.6262 Remote Similarity NPC6663
0.6262 Remote Similarity NPC476101
0.6262 Remote Similarity NPC14203
0.6261 Remote Similarity NPC33473
0.6261 Remote Similarity NPC183012
0.626 Remote Similarity NPC476290
0.626 Remote Similarity NPC37116
0.625 Remote Similarity NPC474570
0.625 Remote Similarity NPC477973
0.625 Remote Similarity NPC50070
0.625 Remote Similarity NPC180886
0.625 Remote Similarity NPC35037
0.625 Remote Similarity NPC251528
0.625 Remote Similarity NPC79027
0.625 Remote Similarity NPC474700
0.625 Remote Similarity NPC118911
0.625 Remote Similarity NPC470734
0.625 Remote Similarity NPC73995
0.624 Remote Similarity NPC321496
0.6239 Remote Similarity NPC475100
0.6239 Remote Similarity NPC92275
0.6239 Remote Similarity NPC478056
0.6239 Remote Similarity NPC474359
0.6239 Remote Similarity NPC57079
0.6239 Remote Similarity NPC108368
0.6239 Remote Similarity NPC181147
0.623 Remote Similarity NPC89171
0.623 Remote Similarity NPC476802
0.623 Remote Similarity NPC472825
0.6228 Remote Similarity NPC469939
0.6228 Remote Similarity NPC169343
0.6226 Remote Similarity NPC100906
0.6226 Remote Similarity NPC150646
0.622 Remote Similarity NPC286528
0.622 Remote Similarity NPC470492
0.622 Remote Similarity NPC312824
0.622 Remote Similarity NPC475642
0.622 Remote Similarity NPC167606
0.622 Remote Similarity NPC140055

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC220730 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
0.6379 Remote Similarity NPD4225 Approved
0.6355 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6343 Remote Similarity NPD7260 Phase 2
0.622 Remote Similarity NPD7115 Discovery
0.6154 Remote Similarity NPD6909 Approved
0.6154 Remote Similarity NPD6908 Approved
0.6148 Remote Similarity NPD6914 Discontinued
0.6102 Remote Similarity NPD7638 Approved
0.6055 Remote Similarity NPD5209 Approved
0.6053 Remote Similarity NPD5785 Approved
0.605 Remote Similarity NPD7639 Approved
0.605 Remote Similarity NPD7640 Approved
0.6036 Remote Similarity NPD1694 Approved
0.6034 Remote Similarity NPD7748 Approved
0.6031 Remote Similarity NPD7739 Clinical (unspecified phase)
0.6019 Remote Similarity NPD4695 Discontinued
0.6018 Remote Similarity NPD5737 Approved
0.6018 Remote Similarity NPD6672 Approved
0.6017 Remote Similarity NPD6084 Phase 2
0.6017 Remote Similarity NPD6083 Phase 2
0.6 Remote Similarity NPD7515 Phase 2
0.6 Remote Similarity NPD5693 Phase 1
0.6 Remote Similarity NPD6411 Approved
0.5985 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5985 Remote Similarity NPD7623 Phase 3
0.5983 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5983 Remote Similarity NPD5695 Phase 3
0.5982 Remote Similarity NPD5330 Approved
0.5982 Remote Similarity NPD7521 Approved
0.5982 Remote Similarity NPD6684 Approved
0.5982 Remote Similarity NPD7146 Approved
0.5982 Remote Similarity NPD7334 Approved
0.5982 Remote Similarity NPD6409 Approved
0.5942 Remote Similarity NPD6845 Suspended
0.5929 Remote Similarity NPD3573 Approved
0.5887 Remote Similarity NPD5697 Approved
0.5882 Remote Similarity NPD7902 Approved
0.5877 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5877 Remote Similarity NPD6903 Approved
0.5862 Remote Similarity NPD7637 Suspended
0.584 Remote Similarity NPD6011 Approved
0.584 Remote Similarity NPD6686 Approved
0.584 Remote Similarity NPD6881 Approved
0.584 Remote Similarity NPD6899 Approved
0.5833 Remote Similarity NPD5696 Approved
0.5826 Remote Similarity NPD6101 Approved
0.5826 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5821 Remote Similarity NPD7829 Approved
0.5821 Remote Similarity NPD7830 Approved
0.5812 Remote Similarity NPD6399 Phase 3
0.5809 Remote Similarity NPD7746 Phase 1
0.5809 Remote Similarity NPD7747 Phase 1
0.5804 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5804 Remote Similarity NPD3666 Approved
0.5804 Remote Similarity NPD3133 Approved
0.5804 Remote Similarity NPD3665 Phase 1
0.5798 Remote Similarity NPD7732 Phase 3
0.5798 Remote Similarity NPD7614 Phase 1
0.5794 Remote Similarity NPD6013 Approved
0.5794 Remote Similarity NPD6014 Approved
0.5794 Remote Similarity NPD6012 Approved
0.5763 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5763 Remote Similarity NPD7900 Approved
0.5748 Remote Similarity NPD7290 Approved
0.5748 Remote Similarity NPD7102 Approved
0.5748 Remote Similarity NPD6883 Approved
0.5746 Remote Similarity NPD2838 Clinical (unspecified phase)
0.5735 Remote Similarity NPD6637 Approved
0.5733 Remote Similarity NPD3950 Discontinued
0.5726 Remote Similarity NPD6079 Approved
0.5726 Remote Similarity NPD5281 Approved
0.5726 Remote Similarity NPD5284 Approved
0.5726 Remote Similarity NPD5694 Approved
0.5714 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3527 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4629 Approved
0.5714 Remote Similarity NPD5210 Approved
0.5703 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5703 Remote Similarity NPD6847 Approved
0.5703 Remote Similarity NPD6649 Approved
0.5703 Remote Similarity NPD8130 Phase 1
0.5703 Remote Similarity NPD6650 Approved
0.5703 Remote Similarity NPD6617 Approved
0.5703 Remote Similarity NPD6869 Approved
0.5702 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5702 Remote Similarity NPD3618 Phase 1
0.5702 Remote Similarity NPD5279 Phase 3
0.5701 Remote Similarity NPD8039 Approved
0.569 Remote Similarity NPD6080 Approved
0.569 Remote Similarity NPD6051 Approved
0.569 Remote Similarity NPD7285 Clinical (unspecified phase)
0.569 Remote Similarity NPD6673 Approved
0.569 Remote Similarity NPD4753 Phase 2
0.569 Remote Similarity NPD6904 Approved
0.568 Remote Similarity NPD7128 Approved
0.568 Remote Similarity NPD6402 Approved
0.568 Remote Similarity NPD5739 Approved
0.568 Remote Similarity NPD6675 Approved
0.5678 Remote Similarity NPD5778 Approved
0.5678 Remote Similarity NPD5779 Approved
0.5676 Remote Similarity NPD5115 Clinical (unspecified phase)
0.5672 Remote Similarity NPD6921 Approved
0.5672 Remote Similarity NPD8444 Approved
0.5672 Remote Similarity NPD7503 Approved
0.5669 Remote Similarity NPD6413 Approved
0.5667 Remote Similarity NPD5222 Approved
0.5667 Remote Similarity NPD5221 Approved
0.5667 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5667 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5659 Remote Similarity NPD6882 Approved
0.5659 Remote Similarity NPD6053 Discontinued
0.5659 Remote Similarity NPD8297 Approved
0.5656 Remote Similarity NPD6404 Discontinued
0.5645 Remote Similarity NPD2259 Approved
0.5645 Remote Similarity NPD2258 Approved
0.5641 Remote Similarity NPD5692 Phase 3
0.5641 Remote Similarity NPD5207 Approved
0.5636 Remote Similarity NPD4195 Approved
0.5635 Remote Similarity NPD5701 Approved
0.5625 Remote Similarity NPD3667 Approved
0.562 Remote Similarity NPD5173 Approved
0.5614 Remote Similarity NPD5363 Approved
0.5608 Remote Similarity NPD5170 Discontinued
0.5606 Remote Similarity NPD7500 Approved
0.5603 Remote Similarity NPD5208 Approved

Structure

External Identifiers

PubChem CID   23625248
ChEMBL   CHEMBL399432
ZINC  

Physicochemical Properties

Molecular Weight:  359.21
ALogP:  -0.7539
MLogP:  3.22
XLogP:  4.713
# Rotatable Bonds:  8
Polar Surface Area:  75.63
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  26

Download Data

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