Natural Product: NPC478208

Natural Product ID:  NPC478208
Common Name:   nagilactone L
IUPAC Name:  
Synonyms:  
Molecular Formula:   C18H22O5
Standard InCHIKey:  LQBKPKYDZQINOU-HYXQYTDDSA-N
Standard InCHI:  InChI=1S/C18H22O5/c1-4-11-9-7-12-15-17(2,16(21)23-12)6-5-13(19)18(15,3)10(9)8-14(20)22-11/h8,12-13,15,19H,4-7H2,1-3H3/t12-,13?,15+,17+,18+/m1/s1
Canonical SMILES:  CCc1oc(=O)cc2c1C[C@H]1OC(=O)[C@@]3([C@H]1[C@]2(C)C(O)CC3)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
NPO33703 Podocarpus nagi Species Podocarpaceae Eukaryota Seeds Aihua, Lincang, Yunnan Province, China 2103-OCT PMID[28719204]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT179 Cell Line A2780 Homo sapiens IC50 = 3.8 ± 0.9 µM 28719204
NPT6521 Cell Line HEY Homo sapiens IC50 = 6.4 ± 1.4 µM 28719204

  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 NPC478208 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
0.97 High Similarity NPC478210
0.9604 High Similarity NPC478209
0.9604 High Similarity NPC478211
0.951 High Similarity NPC100329
0.951 High Similarity NPC97939
0.951 High Similarity NPC247031
0.951 High Similarity NPC132790
0.94 High Similarity NPC469607
0.9327 High Similarity NPC475966
0.9327 High Similarity NPC478212
0.9151 High Similarity NPC478216
0.91 High Similarity NPC273005
0.91 High Similarity NPC31058
0.91 High Similarity NPC469606
0.9065 High Similarity NPC478204
0.8981 High Similarity NPC478205
0.8981 High Similarity NPC108581
0.8981 High Similarity NPC478206
0.8846 High Similarity NPC275539
0.8846 High Similarity NPC189075
0.8774 High Similarity NPC469655
0.8774 High Similarity NPC469656
0.8774 High Similarity NPC474846
0.875 High Similarity NPC110496
0.8654 High Similarity NPC34768
0.8611 High Similarity NPC25909
0.8571 High Similarity NPC302788
0.8545 High Similarity NPC98249
0.8545 High Similarity NPC53396
0.8544 High Similarity NPC235369
0.8529 High Similarity NPC47024
0.8519 High Similarity NPC194951
0.8519 High Similarity NPC12046
0.8515 High Similarity NPC474343
0.8468 Intermediate Similarity NPC284707
0.8462 Intermediate Similarity NPC254202
0.8447 Intermediate Similarity NPC471412
0.844 Intermediate Similarity NPC157441
0.8426 Intermediate Similarity NPC188738
0.84 Intermediate Similarity NPC57117
0.84 Intermediate Similarity NPC250075
0.8396 Intermediate Similarity NPC180744
0.8396 Intermediate Similarity NPC179380
0.8378 Intermediate Similarity NPC58662
0.8378 Intermediate Similarity NPC13713
0.8365 Intermediate Similarity NPC476081
0.8365 Intermediate Similarity NPC165250
0.8365 Intermediate Similarity NPC162973
0.835 Intermediate Similarity NPC471413
0.8349 Intermediate Similarity NPC269530
0.8302 Intermediate Similarity NPC102352
0.8302 Intermediate Similarity NPC478052
0.8302 Intermediate Similarity NPC266570
0.8273 Intermediate Similarity NPC474271
0.8269 Intermediate Similarity NPC472637
0.8252 Intermediate Similarity NPC23364
0.8252 Intermediate Similarity NPC216478
0.8241 Intermediate Similarity NPC474243
0.8235 Intermediate Similarity NPC234993
0.8235 Intermediate Similarity NPC134072
0.8224 Intermediate Similarity NPC144854
0.8224 Intermediate Similarity NPC3316
0.8224 Intermediate Similarity NPC230541
0.8214 Intermediate Similarity NPC469684
0.82 Intermediate Similarity NPC72845
0.819 Intermediate Similarity NPC295791
0.8182 Intermediate Similarity NPC472002
0.8173 Intermediate Similarity NPC476767
0.8173 Intermediate Similarity NPC117685
0.8165 Intermediate Similarity NPC210005
0.8165 Intermediate Similarity NPC472666
0.8155 Intermediate Similarity NPC151681
0.8155 Intermediate Similarity NPC121402
0.8155 Intermediate Similarity NPC175351
0.8155 Intermediate Similarity NPC224356
0.8155 Intermediate Similarity NPC132753
0.8148 Intermediate Similarity NPC154608
0.8148 Intermediate Similarity NPC192813
0.8148 Intermediate Similarity NPC89171
0.8148 Intermediate Similarity NPC277017
0.8148 Intermediate Similarity NPC476802
0.8137 Intermediate Similarity NPC183012
0.8137 Intermediate Similarity NPC157686
0.8137 Intermediate Similarity NPC259042
0.8131 Intermediate Similarity NPC127609
0.812 Intermediate Similarity NPC477745
0.8119 Intermediate Similarity NPC139692
0.8113 Intermediate Similarity NPC120321
0.8113 Intermediate Similarity NPC36688
0.8113 Intermediate Similarity NPC471208
0.8108 Intermediate Similarity NPC469463
0.8108 Intermediate Similarity NPC469454
0.8108 Intermediate Similarity NPC469496
0.8108 Intermediate Similarity NPC471204
0.81 Intermediate Similarity NPC280149
0.81 Intermediate Similarity NPC212679
0.81 Intermediate Similarity NPC220454
0.81 Intermediate Similarity NPC469595
0.81 Intermediate Similarity NPC158488
0.81 Intermediate Similarity NPC221111
0.8095 Intermediate Similarity NPC81530
0.8091 Intermediate Similarity NPC304180
0.8091 Intermediate Similarity NPC179798
0.8077 Intermediate Similarity NPC476807
0.8077 Intermediate Similarity NPC278673
0.8077 Intermediate Similarity NPC476806
0.8073 Intermediate Similarity NPC141350
0.8073 Intermediate Similarity NPC137911
0.8073 Intermediate Similarity NPC228477
0.8073 Intermediate Similarity NPC112457
0.8073 Intermediate Similarity NPC469370
0.807 Intermediate Similarity NPC475041
0.8067 Intermediate Similarity NPC221414
0.8058 Intermediate Similarity NPC472362
0.8058 Intermediate Similarity NPC472363
0.8058 Intermediate Similarity NPC16967
0.8058 Intermediate Similarity NPC154526
0.8058 Intermediate Similarity NPC29952
0.8056 Intermediate Similarity NPC187435
0.8056 Intermediate Similarity NPC133422
0.8056 Intermediate Similarity NPC67321
0.8053 Intermediate Similarity NPC473968
0.8051 Intermediate Similarity NPC478207
0.8051 Intermediate Similarity NPC476008
0.8039 Intermediate Similarity NPC469596
0.8039 Intermediate Similarity NPC477130
0.8039 Intermediate Similarity NPC225474
0.8039 Intermediate Similarity NPC477129
0.8039 Intermediate Similarity NPC148000
0.8039 Intermediate Similarity NPC191521
0.802 Intermediate Similarity NPC233345
0.802 Intermediate Similarity NPC186363
0.8019 Intermediate Similarity NPC136289
0.8019 Intermediate Similarity NPC155332
0.8019 Intermediate Similarity NPC32577
0.8019 Intermediate Similarity NPC58329
0.8019 Intermediate Similarity NPC476769
0.8019 Intermediate Similarity NPC114540
0.8018 Intermediate Similarity NPC222834
0.8018 Intermediate Similarity NPC277769
0.8018 Intermediate Similarity NPC4573
0.8 Intermediate Similarity NPC286880
0.8 Intermediate Similarity NPC145074
0.8 Intermediate Similarity NPC116620
0.8 Intermediate Similarity NPC474396
0.8 Intermediate Similarity NPC50488
0.8 Intermediate Similarity NPC474012
0.8 Intermediate Similarity NPC41123
0.8 Intermediate Similarity NPC476299
0.8 Intermediate Similarity NPC253906
0.8 Intermediate Similarity NPC251680
0.8 Intermediate Similarity NPC471041
0.8 Intermediate Similarity NPC114939
0.8 Intermediate Similarity NPC5103
0.7982 Intermediate Similarity NPC476479
0.7982 Intermediate Similarity NPC21326
0.7982 Intermediate Similarity NPC325054
0.7981 Intermediate Similarity NPC84335
0.7981 Intermediate Similarity NPC70145
0.7981 Intermediate Similarity NPC473963
0.7981 Intermediate Similarity NPC91695
0.7981 Intermediate Similarity NPC38530
0.7963 Intermediate Similarity NPC252296
0.7963 Intermediate Similarity NPC189863
0.7963 Intermediate Similarity NPC181357
0.7961 Intermediate Similarity NPC90014
0.7949 Intermediate Similarity NPC55602
0.7946 Intermediate Similarity NPC56448
0.7946 Intermediate Similarity NPC73050
0.7944 Intermediate Similarity NPC275583
0.7944 Intermediate Similarity NPC291154
0.7944 Intermediate Similarity NPC159533
0.7941 Intermediate Similarity NPC162615
0.7941 Intermediate Similarity NPC205034
0.7941 Intermediate Similarity NPC152778
0.7941 Intermediate Similarity NPC147272
0.7925 Intermediate Similarity NPC303559
0.7925 Intermediate Similarity NPC244456
0.7925 Intermediate Similarity NPC475958
0.7925 Intermediate Similarity NPC168319
0.7925 Intermediate Similarity NPC194028
0.7925 Intermediate Similarity NPC469657
0.7921 Intermediate Similarity NPC310479
0.7921 Intermediate Similarity NPC232202
0.7913 Intermediate Similarity NPC476529
0.7913 Intermediate Similarity NPC475775
0.7909 Intermediate Similarity NPC143706
0.7909 Intermediate Similarity NPC472534
0.7905 Intermediate Similarity NPC57079
0.7905 Intermediate Similarity NPC473154
0.7905 Intermediate Similarity NPC108368
0.7895 Intermediate Similarity NPC473590
0.7895 Intermediate Similarity NPC284068
0.789 Intermediate Similarity NPC475074
0.789 Intermediate Similarity NPC184512
0.7885 Intermediate Similarity NPC228766
0.7885 Intermediate Similarity NPC202833
0.7885 Intermediate Similarity NPC284518
0.7885 Intermediate Similarity NPC242848
0.7885 Intermediate Similarity NPC473964

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC478208 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
0.8077 Intermediate Similarity NPD7638 Approved
0.8 Intermediate Similarity NPD7640 Approved
0.8 Intermediate Similarity NPD7639 Approved
0.7736 Intermediate Similarity NPD4225 Approved
0.7636 Intermediate Similarity NPD6008 Approved
0.7589 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD6053 Discontinued
0.7523 Intermediate Similarity NPD7632 Discontinued
0.7522 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6686 Approved
0.7321 Intermediate Similarity NPD6402 Approved
0.7321 Intermediate Similarity NPD5739 Approved
0.7321 Intermediate Similarity NPD6675 Approved
0.7321 Intermediate Similarity NPD7128 Approved
0.7315 Intermediate Similarity NPD7902 Approved
0.73 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD7115 Discovery
0.7281 Intermediate Similarity NPD6372 Approved
0.7281 Intermediate Similarity NPD6373 Approved
0.7264 Intermediate Similarity NPD5778 Approved
0.7264 Intermediate Similarity NPD6399 Phase 3
0.7264 Intermediate Similarity NPD5779 Approved
0.7257 Intermediate Similarity NPD5701 Approved
0.7257 Intermediate Similarity NPD5697 Approved
0.7257 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD1694 Approved
0.7236 Intermediate Similarity NPD7507 Approved
0.7196 Intermediate Similarity NPD7748 Approved
0.7193 Intermediate Similarity NPD6899 Approved
0.7193 Intermediate Similarity NPD6011 Approved
0.7193 Intermediate Similarity NPD6881 Approved
0.7193 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD7320 Approved
0.7184 Intermediate Similarity NPD3618 Phase 1
0.7179 Intermediate Similarity NPD4632 Approved
0.717 Intermediate Similarity NPD7515 Phase 2
0.717 Intermediate Similarity NPD6411 Approved
0.7155 Intermediate Similarity NPD6650 Approved
0.7155 Intermediate Similarity NPD6649 Approved
0.7143 Intermediate Similarity NPD5328 Approved
0.713 Intermediate Similarity NPD6013 Approved
0.713 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD6014 Approved
0.713 Intermediate Similarity NPD6012 Approved
0.7069 Intermediate Similarity NPD7102 Approved
0.7069 Intermediate Similarity NPD7290 Approved
0.7069 Intermediate Similarity NPD6883 Approved
0.7064 Intermediate Similarity NPD4697 Phase 3
0.7063 Intermediate Similarity NPD7319 Approved
0.7049 Intermediate Similarity NPD8513 Phase 3
0.7049 Intermediate Similarity NPD7503 Approved
0.7037 Intermediate Similarity NPD7900 Approved
0.7037 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6869 Approved
0.7009 Intermediate Similarity NPD6847 Approved
0.7009 Intermediate Similarity NPD8130 Phase 1
0.7009 Intermediate Similarity NPD6079 Approved
0.7009 Intermediate Similarity NPD6617 Approved
0.7 Intermediate Similarity NPD6009 Approved
0.7 Intermediate Similarity NPD4755 Approved
0.6981 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6981 Remote Similarity NPD6101 Approved
0.6967 Remote Similarity NPD6319 Approved
0.6953 Remote Similarity NPD7260 Phase 2
0.6949 Remote Similarity NPD8297 Approved
0.6949 Remote Similarity NPD6882 Approved
0.6916 Remote Similarity NPD6698 Approved
0.6916 Remote Similarity NPD46 Approved
0.6911 Remote Similarity NPD8515 Approved
0.6911 Remote Similarity NPD8516 Approved
0.6911 Remote Similarity NPD5983 Phase 2
0.6911 Remote Similarity NPD8517 Approved
0.6909 Remote Similarity NPD5221 Approved
0.6909 Remote Similarity NPD5222 Approved
0.6909 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6903 Remote Similarity NPD5211 Phase 2
0.6899 Remote Similarity NPD6845 Suspended
0.6881 Remote Similarity NPD5282 Discontinued
0.688 Remote Similarity NPD7492 Approved
0.6875 Remote Similarity NPD5286 Approved
0.6875 Remote Similarity NPD4700 Approved
0.6875 Remote Similarity NPD5285 Approved
0.6875 Remote Similarity NPD4696 Approved
0.6852 Remote Similarity NPD8035 Phase 2
0.6852 Remote Similarity NPD8034 Phase 2
0.6852 Remote Similarity NPD7637 Suspended
0.6847 Remote Similarity NPD5173 Approved
0.6829 Remote Similarity NPD6054 Approved
0.6829 Remote Similarity NPD6059 Approved
0.6825 Remote Similarity NPD6616 Approved
0.6822 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6814 Remote Similarity NPD5223 Approved
0.68 Remote Similarity NPD7604 Phase 2
0.68 Remote Similarity NPD8328 Phase 3
0.6796 Remote Similarity NPD3667 Approved
0.6792 Remote Similarity NPD3573 Approved
0.6789 Remote Similarity NPD4202 Approved
0.6783 Remote Similarity NPD5141 Approved
0.6777 Remote Similarity NPD6274 Approved
0.6774 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6774 Remote Similarity NPD6016 Approved
0.6774 Remote Similarity NPD6015 Approved
0.6772 Remote Similarity NPD7078 Approved
0.6772 Remote Similarity NPD8293 Discontinued
0.6754 Remote Similarity NPD5224 Approved
0.6754 Remote Similarity NPD5226 Approved
0.6754 Remote Similarity NPD5225 Approved
0.6754 Remote Similarity NPD4633 Approved
0.6726 Remote Similarity NPD6648 Approved
0.6721 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6721 Remote Similarity NPD6317 Approved
0.672 Remote Similarity NPD5988 Approved
0.672 Remote Similarity NPD6370 Approved
0.6719 Remote Similarity NPD7736 Approved
0.6698 Remote Similarity NPD7334 Approved
0.6698 Remote Similarity NPD6684 Approved
0.6698 Remote Similarity NPD6409 Approved
0.6698 Remote Similarity NPD7146 Approved
0.6698 Remote Similarity NPD7521 Approved
0.6698 Remote Similarity NPD5330 Approved
0.6698 Remote Similarity NPD5279 Phase 3
0.6697 Remote Similarity NPD5281 Approved
0.6697 Remote Similarity NPD7983 Approved
0.6697 Remote Similarity NPD5284 Approved
0.6696 Remote Similarity NPD5174 Approved
0.6696 Remote Similarity NPD4754 Approved
0.6696 Remote Similarity NPD5175 Approved
0.6696 Remote Similarity NPD6083 Phase 2
0.6696 Remote Similarity NPD6084 Phase 2
0.6695 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6693 Remote Similarity NPD6336 Discontinued
0.6667 Remote Similarity NPD7327 Approved
0.6667 Remote Similarity NPD5344 Discontinued
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD6335 Approved
0.6667 Remote Similarity NPD3133 Approved
0.6667 Remote Similarity NPD3666 Approved
0.6667 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6412 Phase 2
0.6667 Remote Similarity NPD6313 Approved
0.6667 Remote Similarity NPD3665 Phase 1
0.6667 Remote Similarity NPD4786 Approved
0.6667 Remote Similarity NPD7328 Approved
0.6641 Remote Similarity NPD8074 Phase 3
0.664 Remote Similarity NPD8033 Approved
0.6639 Remote Similarity NPD6868 Approved
0.6639 Remote Similarity NPD6371 Approved
0.6639 Remote Similarity NPD4634 Approved
0.6637 Remote Similarity NPD5696 Approved
0.6637 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6613 Remote Similarity NPD7516 Approved
0.6613 Remote Similarity NPD7100 Approved
0.6613 Remote Similarity NPD7101 Approved
0.6606 Remote Similarity NPD5785 Approved
0.6606 Remote Similarity NPD7838 Discovery
0.6604 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6602 Remote Similarity NPD4695 Discontinued
0.6583 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6581 Remote Similarity NPD4767 Approved
0.6581 Remote Similarity NPD4768 Approved
0.6574 Remote Similarity NPD6672 Approved
0.6574 Remote Similarity NPD6903 Approved
0.6574 Remote Similarity NPD5737 Approved
0.6574 Remote Similarity NPD7513 Clinical (unspecified phase)
0.656 Remote Similarity NPD8377 Approved
0.656 Remote Similarity NPD8294 Approved
0.6545 Remote Similarity NPD5693 Phase 1
0.6542 Remote Similarity NPD4249 Approved
0.6542 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6525 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6518 Remote Similarity NPD5695 Phase 3
0.6509 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6508 Remote Similarity NPD6921 Approved
0.6508 Remote Similarity NPD8296 Approved
0.6508 Remote Similarity NPD6908 Approved
0.6508 Remote Similarity NPD8378 Approved
0.6508 Remote Similarity NPD6909 Approved
0.6508 Remote Similarity NPD8380 Approved
0.6508 Remote Similarity NPD8335 Approved
0.6508 Remote Similarity NPD8379 Approved
0.6481 Remote Similarity NPD4250 Approved
0.6481 Remote Similarity NPD4251 Approved
0.6475 Remote Similarity NPD8133 Approved
0.6471 Remote Similarity NPD4729 Approved
0.6471 Remote Similarity NPD5128 Approved
0.6471 Remote Similarity NPD4730 Approved
0.6462 Remote Similarity NPD6033 Approved
0.6455 Remote Similarity NPD5207 Approved
0.6449 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6001 Approved
0.6415 Remote Similarity NPD7154 Phase 3
0.6415 Remote Similarity NPD6695 Phase 3
0.6408 Remote Similarity NPD6697 Approved
0.6408 Remote Similarity NPD6118 Approved
0.6408 Remote Similarity NPD6114 Approved
0.6408 Remote Similarity NPD6115 Approved
0.6406 Remote Similarity NPD6067 Discontinued
0.6364 Remote Similarity NPD4753 Phase 2
0.6364 Remote Similarity NPD5247 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL  
ZINC  

Physicochemical Properties

Molecular Weight:  318.15
ALogP:  -0.7388
MLogP:  2.89
XLogP:  0.615
# Rotatable Bonds:  5
Polar Surface Area:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  23

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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