Natural Product: NPC57664

Natural Product ID:  NPC57664
Common Name:   Phomadecalin B
IUPAC Name:   2-[(1aS,2R,6R,7R,7aR,7bR)-2,6-dihydroxy-7,7a-dimethyl-2,6,7,7b-tetrahydronaphtho[1,2-b]oxiren-1a-yl]prop-2-enyl acetate
Synonyms:  
Molecular Formula:   C17H22O5
Standard InCHIKey:  YSHGMEBFNCQBIY-GPJUBECRSA-N
Standard InCHI:  InChI=1S/C17H22O5/c1-9(8-21-11(3)18)17-14(20)7-12-5-6-13(19)10(2)16(12,4)15(17)22-17/h5-7,10,13-15,19-20H,1,8H2,2-4H3/t10-,13+,14+,15+,16+,17-/m0/s1
Canonical SMILES:  CC(=O)OCC(=C)[C@]12O[C@@H]2[C@]2(C(=C[C@H]1O)C=C[C@H]([C@@H]2C)O)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
NPO33418 Phoma sp. NRRL 25697 Species Didymellaceae Eukaryota Hypoxylon stromata PMID[11908990]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 8 mm 17893152
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 10 mm 17893152

  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 NPC57664 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
0.9326 High Similarity NPC49783
0.8989 High Similarity NPC281316
0.8696 High Similarity NPC20946
0.8646 High Similarity NPC205143
0.8571 High Similarity NPC255143
0.8478 Intermediate Similarity NPC131329
0.8478 Intermediate Similarity NPC245004
0.8333 Intermediate Similarity NPC469491
0.83 Intermediate Similarity NPC11956
0.8298 Intermediate Similarity NPC246028
0.8283 Intermediate Similarity NPC38855
0.8265 Intermediate Similarity NPC473244
0.8222 Intermediate Similarity NPC474894
0.8218 Intermediate Similarity NPC23584
0.8218 Intermediate Similarity NPC473624
0.8211 Intermediate Similarity NPC220216
0.8172 Intermediate Similarity NPC61527
0.8163 Intermediate Similarity NPC284194
0.8163 Intermediate Similarity NPC471765
0.8163 Intermediate Similarity NPC221801
0.8163 Intermediate Similarity NPC211810
0.8155 Intermediate Similarity NPC108682
0.8155 Intermediate Similarity NPC469959
0.8155 Intermediate Similarity NPC469957
0.8155 Intermediate Similarity NPC472263
0.8144 Intermediate Similarity NPC472360
0.8144 Intermediate Similarity NPC472416
0.8125 Intermediate Similarity NPC124374
0.8105 Intermediate Similarity NPC261320
0.8105 Intermediate Similarity NPC16265
0.81 Intermediate Similarity NPC79303
0.8081 Intermediate Similarity NPC182811
0.8065 Intermediate Similarity NPC35933
0.8061 Intermediate Similarity NPC240838
0.8058 Intermediate Similarity NPC93026
0.8058 Intermediate Similarity NPC29389
0.8058 Intermediate Similarity NPC265502
0.8058 Intermediate Similarity NPC469960
0.8043 Intermediate Similarity NPC49208
0.8043 Intermediate Similarity NPC231601
0.8043 Intermediate Similarity NPC23748
0.8041 Intermediate Similarity NPC99653
0.8021 Intermediate Similarity NPC3952
0.8021 Intermediate Similarity NPC191323
0.802 Intermediate Similarity NPC475617
0.802 Intermediate Similarity NPC472554
0.8019 Intermediate Similarity NPC317107
0.8 Intermediate Similarity NPC316974
0.8 Intermediate Similarity NPC471537
0.8 Intermediate Similarity NPC274458
0.8 Intermediate Similarity NPC65700
0.8 Intermediate Similarity NPC222303
0.798 Intermediate Similarity NPC129569
0.7961 Intermediate Similarity NPC473543
0.7957 Intermediate Similarity NPC160517
0.7957 Intermediate Similarity NPC78673
0.7957 Intermediate Similarity NPC186155
0.7957 Intermediate Similarity NPC83702
0.7944 Intermediate Similarity NPC317687
0.7944 Intermediate Similarity NPC470025
0.7944 Intermediate Similarity NPC328074
0.7944 Intermediate Similarity NPC317460
0.7944 Intermediate Similarity NPC321272
0.7941 Intermediate Similarity NPC472552
0.7941 Intermediate Similarity NPC470571
0.7938 Intermediate Similarity NPC477574
0.7935 Intermediate Similarity NPC471408
0.7921 Intermediate Similarity NPC79631
0.7921 Intermediate Similarity NPC473510
0.7921 Intermediate Similarity NPC271295
0.7905 Intermediate Similarity NPC128795
0.7905 Intermediate Similarity NPC217921
0.7905 Intermediate Similarity NPC48548
0.7905 Intermediate Similarity NPC50124
0.7905 Intermediate Similarity NPC135015
0.7905 Intermediate Similarity NPC311223
0.79 Intermediate Similarity NPC261807
0.79 Intermediate Similarity NPC120446
0.79 Intermediate Similarity NPC96597
0.79 Intermediate Similarity NPC98112
0.79 Intermediate Similarity NPC239547
0.79 Intermediate Similarity NPC91197
0.79 Intermediate Similarity NPC125551
0.79 Intermediate Similarity NPC476057
0.79 Intermediate Similarity NPC309503
0.79 Intermediate Similarity NPC155319
0.79 Intermediate Similarity NPC210337
0.79 Intermediate Similarity NPC347923
0.7895 Intermediate Similarity NPC471779
0.7885 Intermediate Similarity NPC82251
0.7879 Intermediate Similarity NPC276110
0.787 Intermediate Similarity NPC470027
0.7864 Intermediate Similarity NPC134270
0.7864 Intermediate Similarity NPC473523
0.7864 Intermediate Similarity NPC474124
0.7857 Intermediate Similarity NPC53555
0.785 Intermediate Similarity NPC17791
0.785 Intermediate Similarity NPC71680
0.7835 Intermediate Similarity NPC48732
0.783 Intermediate Similarity NPC40728
0.783 Intermediate Similarity NPC472216
0.783 Intermediate Similarity NPC5475
0.783 Intermediate Similarity NPC284828
0.783 Intermediate Similarity NPC173905
0.7822 Intermediate Similarity NPC79449
0.7822 Intermediate Similarity NPC247233
0.7822 Intermediate Similarity NPC278673
0.7822 Intermediate Similarity NPC474957
0.781 Intermediate Similarity NPC88013
0.781 Intermediate Similarity NPC67321
0.781 Intermediate Similarity NPC187435
0.781 Intermediate Similarity NPC125423
0.78 Intermediate Similarity NPC473153
0.78 Intermediate Similarity NPC288970
0.78 Intermediate Similarity NPC88009
0.7798 Intermediate Similarity NPC216665
0.7798 Intermediate Similarity NPC305044
0.7798 Intermediate Similarity NPC265290
0.7789 Intermediate Similarity NPC311163
0.7788 Intermediate Similarity NPC264867
0.7788 Intermediate Similarity NPC201880
0.7788 Intermediate Similarity NPC473207
0.7788 Intermediate Similarity NPC81567
0.7788 Intermediate Similarity NPC470321
0.7778 Intermediate Similarity NPC105375
0.7778 Intermediate Similarity NPC40049
0.7778 Intermediate Similarity NPC182826
0.7767 Intermediate Similarity NPC475038
0.7767 Intermediate Similarity NPC476471
0.7767 Intermediate Similarity NPC200672
0.7767 Intermediate Similarity NPC471363
0.7767 Intermediate Similarity NPC475344
0.7767 Intermediate Similarity NPC214714
0.7767 Intermediate Similarity NPC109195
0.7767 Intermediate Similarity NPC472815
0.7767 Intermediate Similarity NPC238397
0.7766 Intermediate Similarity NPC102048
0.7757 Intermediate Similarity NPC316708
0.7757 Intermediate Similarity NPC472215
0.7757 Intermediate Similarity NPC119550
0.7757 Intermediate Similarity NPC177047
0.7757 Intermediate Similarity NPC472214
0.7757 Intermediate Similarity NPC15551
0.7748 Intermediate Similarity NPC284707
0.7745 Intermediate Similarity NPC188968
0.7745 Intermediate Similarity NPC475053
0.7745 Intermediate Similarity NPC230546
0.7736 Intermediate Similarity NPC264819
0.7736 Intermediate Similarity NPC38948
0.7736 Intermediate Similarity NPC470024
0.7736 Intermediate Similarity NPC181994
0.7736 Intermediate Similarity NPC322903
0.7732 Intermediate Similarity NPC128066
0.7732 Intermediate Similarity NPC115607
0.7732 Intermediate Similarity NPC82876
0.7714 Intermediate Similarity NPC88349
0.7714 Intermediate Similarity NPC477125
0.7714 Intermediate Similarity NPC252296
0.7714 Intermediate Similarity NPC470767
0.7714 Intermediate Similarity NPC81630
0.7714 Intermediate Similarity NPC471206
0.7714 Intermediate Similarity NPC470763
0.7708 Intermediate Similarity NPC166857
0.7706 Intermediate Similarity NPC469454
0.7706 Intermediate Similarity NPC101965
0.7706 Intermediate Similarity NPC469496
0.7706 Intermediate Similarity NPC469463
0.7706 Intermediate Similarity NPC471204
0.7706 Intermediate Similarity NPC101400
0.77 Intermediate Similarity NPC37603
0.77 Intermediate Similarity NPC471786
0.77 Intermediate Similarity NPC8774
0.77 Intermediate Similarity NPC476720
0.7692 Intermediate Similarity NPC99266
0.7692 Intermediate Similarity NPC7613
0.7692 Intermediate Similarity NPC13823
0.7692 Intermediate Similarity NPC7644
0.7692 Intermediate Similarity NPC127933
0.7692 Intermediate Similarity NPC475889
0.7692 Intermediate Similarity NPC68119
0.7685 Intermediate Similarity NPC470026
0.7685 Intermediate Similarity NPC304180
0.7685 Intermediate Similarity NPC255401
0.7685 Intermediate Similarity NPC284162
0.7685 Intermediate Similarity NPC179798
0.7685 Intermediate Similarity NPC470076
0.7679 Intermediate Similarity NPC278681
0.7677 Intermediate Similarity NPC119379
0.7677 Intermediate Similarity NPC205034
0.7677 Intermediate Similarity NPC152778
0.7677 Intermediate Similarity NPC310013
0.7677 Intermediate Similarity NPC162615
0.767 Intermediate Similarity NPC26557
0.767 Intermediate Similarity NPC96784
0.767 Intermediate Similarity NPC235920
0.767 Intermediate Similarity NPC11974
0.767 Intermediate Similarity NPC198992
0.767 Intermediate Similarity NPC280991
0.7667 Intermediate Similarity NPC301525
0.7664 Intermediate Similarity NPC206618

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC57664 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
0.802 Intermediate Similarity NPD5344 Discontinued
0.7921 Intermediate Similarity NPD6648 Approved
0.7835 Intermediate Similarity NPD7838 Discovery
0.7677 Intermediate Similarity NPD5779 Approved
0.7677 Intermediate Similarity NPD5778 Approved
0.7476 Intermediate Similarity NPD4225 Approved
0.7347 Intermediate Similarity NPD7524 Approved
0.7345 Intermediate Similarity NPD7115 Discovery
0.7339 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD46 Approved
0.73 Intermediate Similarity NPD6698 Approved
0.7228 Intermediate Similarity NPD6411 Approved
0.7228 Intermediate Similarity NPD7637 Suspended
0.7216 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD8264 Approved
0.7143 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD6695 Phase 3
0.7094 Intermediate Similarity NPD7503 Approved
0.7075 Intermediate Similarity NPD7639 Approved
0.7075 Intermediate Similarity NPD7640 Approved
0.7059 Intermediate Similarity NPD7983 Approved
0.703 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD6101 Approved
0.6981 Remote Similarity NPD7638 Approved
0.6964 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6949 Remote Similarity NPD8517 Approved
0.6949 Remote Similarity NPD8513 Phase 3
0.6949 Remote Similarity NPD8515 Approved
0.6949 Remote Similarity NPD8516 Approved
0.6869 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6838 Remote Similarity NPD7327 Approved
0.6838 Remote Similarity NPD7328 Approved
0.6832 Remote Similarity NPD7750 Discontinued
0.6814 Remote Similarity NPD6371 Approved
0.6807 Remote Similarity NPD8033 Approved
0.6804 Remote Similarity NPD7332 Phase 2
0.6804 Remote Similarity NPD7514 Phase 3
0.6804 Remote Similarity NPD6931 Approved
0.6804 Remote Similarity NPD6930 Phase 2
0.6786 Remote Similarity NPD6686 Approved
0.678 Remote Similarity NPD7516 Approved
0.6735 Remote Similarity NPD6902 Approved
0.6723 Remote Similarity NPD8377 Approved
0.6723 Remote Similarity NPD8294 Approved
0.6701 Remote Similarity NPD6929 Approved
0.6696 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8296 Approved
0.6667 Remote Similarity NPD8380 Approved
0.6667 Remote Similarity NPD8335 Approved
0.6667 Remote Similarity NPD8074 Phase 3
0.6667 Remote Similarity NPD8379 Approved
0.6667 Remote Similarity NPD8378 Approved
0.6637 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6609 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6598 Remote Similarity NPD7145 Approved
0.6571 Remote Similarity NPD7087 Discontinued
0.6562 Remote Similarity NPD6933 Approved
0.6545 Remote Similarity NPD4159 Approved
0.6538 Remote Similarity NPD6051 Approved
0.6509 Remote Similarity NPD6399 Phase 3
0.6505 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6496 Remote Similarity NPD4632 Approved
0.6495 Remote Similarity NPD6932 Approved
0.6495 Remote Similarity NPD6925 Approved
0.6495 Remote Similarity NPD5776 Phase 2
0.6486 Remote Similarity NPD7632 Discontinued
0.6476 Remote Similarity NPD3168 Discontinued
0.6471 Remote Similarity NPD6893 Approved
0.6465 Remote Similarity NPD4819 Approved
0.6465 Remote Similarity NPD4820 Approved
0.6465 Remote Similarity NPD4822 Approved
0.6465 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6465 Remote Similarity NPD4821 Approved
0.646 Remote Similarity NPD6640 Phase 3
0.6458 Remote Similarity NPD8039 Approved
0.6452 Remote Similarity NPD7507 Approved
0.6446 Remote Similarity NPD6319 Approved
0.6444 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6435 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7322 Clinical (unspecified phase)
0.641 Remote Similarity NPD8297 Approved
0.641 Remote Similarity NPD6053 Discontinued
0.6408 Remote Similarity NPD4249 Approved
0.6404 Remote Similarity NPD5697 Approved
0.64 Remote Similarity NPD6898 Phase 1
0.6374 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7645 Phase 2
0.6356 Remote Similarity NPD8133 Approved
0.6354 Remote Similarity NPD6926 Approved
0.6354 Remote Similarity NPD6924 Approved
0.6348 Remote Similarity NPD6899 Approved
0.6348 Remote Similarity NPD6881 Approved
0.6346 Remote Similarity NPD4251 Approved
0.6346 Remote Similarity NPD4250 Approved
0.633 Remote Similarity NPD7839 Suspended
0.633 Remote Similarity NPD4792 Clinical (unspecified phase)
0.632 Remote Similarity NPD8273 Phase 1
0.6316 Remote Similarity NPD5739 Approved
0.6316 Remote Similarity NPD7128 Approved
0.6316 Remote Similarity NPD6402 Approved
0.6316 Remote Similarity NPD6008 Approved
0.6316 Remote Similarity NPD6675 Approved
0.6311 Remote Similarity NPD1694 Approved
0.6311 Remote Similarity NPD1696 Phase 3
0.63 Remote Similarity NPD7509 Discontinued
0.63 Remote Similarity NPD7525 Registered
0.63 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6299 Remote Similarity NPD7319 Approved
0.6296 Remote Similarity NPD7748 Approved
0.6293 Remote Similarity NPD6014 Approved
0.6293 Remote Similarity NPD6013 Approved
0.6293 Remote Similarity NPD6012 Approved
0.6275 Remote Similarity NPD7154 Phase 3
0.6273 Remote Similarity NPD7902 Approved
0.6263 Remote Similarity NPD4271 Approved
0.6263 Remote Similarity NPD4268 Approved
0.6262 Remote Similarity NPD5284 Approved
0.6262 Remote Similarity NPD5281 Approved
0.6262 Remote Similarity NPD7515 Phase 2
0.6261 Remote Similarity NPD6412 Phase 2
0.6261 Remote Similarity NPD5701 Approved
0.6261 Remote Similarity NPD7899 Clinical (unspecified phase)
0.625 Remote Similarity NPD4732 Discontinued
0.6239 Remote Similarity NPD6883 Approved
0.6239 Remote Similarity NPD5695 Phase 3
0.6239 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6239 Remote Similarity NPD7102 Approved
0.6239 Remote Similarity NPD7290 Approved
0.6224 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6222 Remote Similarity NPD368 Approved
0.6207 Remote Similarity NPD7320 Approved
0.6207 Remote Similarity NPD6011 Approved
0.6202 Remote Similarity NPD7260 Phase 2
0.62 Remote Similarity NPD6683 Phase 2
0.6198 Remote Similarity NPD4198 Discontinued
0.6198 Remote Similarity NPD6009 Approved
0.6195 Remote Similarity NPD3653 Clinical (unspecified phase)
0.6195 Remote Similarity NPD5211 Phase 2
0.6186 Remote Similarity NPD6650 Approved
0.6186 Remote Similarity NPD6847 Approved
0.6186 Remote Similarity NPD6617 Approved
0.6186 Remote Similarity NPD8130 Phase 1
0.6186 Remote Similarity NPD6649 Approved
0.6186 Remote Similarity NPD6869 Approved
0.6176 Remote Similarity NPD5209 Approved
0.6176 Remote Similarity NPD3667 Approved
0.6176 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6168 Remote Similarity NPD5785 Approved
0.616 Remote Similarity NPD7604 Phase 2
0.6154 Remote Similarity NPD6373 Approved
0.6154 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6372 Approved
0.6146 Remote Similarity NPD7150 Approved
0.6146 Remote Similarity NPD7152 Approved
0.6146 Remote Similarity NPD7151 Approved
0.6134 Remote Similarity NPD6882 Approved
0.6129 Remote Similarity NPD5983 Phase 2
0.6126 Remote Similarity NPD6084 Phase 2
0.6126 Remote Similarity NPD6083 Phase 2
0.6122 Remote Similarity NPD6942 Approved
0.6122 Remote Similarity NPD7339 Approved
0.6117 Remote Similarity NPD5362 Discontinued
0.6111 Remote Similarity NPD7492 Approved
0.6102 Remote Similarity NPD4634 Approved
0.61 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6087 Remote Similarity NPD5141 Approved
0.6075 Remote Similarity NPD1695 Approved
0.6066 Remote Similarity NPD7505 Discontinued
0.6066 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6063 Remote Similarity NPD6616 Approved
0.6058 Remote Similarity NPD4786 Approved
0.6048 Remote Similarity NPD6054 Approved
0.6044 Remote Similarity NPD4193 Approved
0.6044 Remote Similarity NPD4192 Approved
0.6044 Remote Similarity NPD4194 Approved
0.6044 Remote Similarity NPD4191 Approved
0.6042 Remote Similarity NPD7143 Approved
0.6042 Remote Similarity NPD7144 Approved
0.6032 Remote Similarity NPD7829 Approved
0.6032 Remote Similarity NPD8328 Phase 3
0.6032 Remote Similarity NPD7830 Approved
0.6019 Remote Similarity NPD7136 Phase 2
0.6018 Remote Similarity NPD5285 Approved
0.6018 Remote Similarity NPD5286 Approved
0.6018 Remote Similarity NPD4696 Approved
0.6016 Remote Similarity NPD7078 Approved
0.6 Remote Similarity NPD6016 Approved
0.6 Remote Similarity NPD6015 Approved
0.6 Remote Similarity NPD6921 Approved
0.6 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6 Remote Similarity NPD7900 Approved
0.6 Remote Similarity NPD5282 Discontinued
0.5984 Remote Similarity NPD2629 Approved
0.5982 Remote Similarity NPD4755 Approved
0.598 Remote Similarity NPD4748 Discontinued
0.5969 Remote Similarity NPD7736 Approved
0.5963 Remote Similarity NPD5694 Approved
0.5962 Remote Similarity NPD5331 Approved
0.5962 Remote Similarity NPD5332 Approved

Structure

External Identifiers

PubChem CID   9995317
ChEMBL   CHEMBL448622
ZINC  

Physicochemical Properties

Molecular Weight:  306.15
ALogP:  0.0771
MLogP:  2.78
XLogP:  -0.217
# Rotatable Bonds:  9
Polar Surface Area:  79.29
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  22

Download Data

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