Natural Product: NPC216665

Natural Product ID:  NPC216665
Common Name:   Longipedlactone I
IUPAC Name:  
Synonyms:   Longipedlactone I
Molecular Formula:   C30H40O8
Standard InCHIKey:  UXMLFMZVVWDUFA-XPVDLBESSA-N
Standard InCHI:  InChI=1S/C30H40O8/c1-15-7-8-20(36-24(15)33)17(3)28(34)12-11-27(6)18(16(28)2)14-29(35)21(27)13-19(31)23-26(4,5)37-22(32)9-10-30(23)25(29)38-30/h7,9-10,17-21,23,25,31,34-35H,2,8,11-14H2,1,3-6H3/t17-,18-,19+,20+,21-,23-,25+,27+,28-,29+,30-/m0/s1
Canonical SMILES:  O=C1C=C[C@@]23[C@H](C(O1)(C)C)[C@H](O)C[C@@H]1[C@]([C@H]3O2)(O)C[C@@H]2[C@@]1(C)CC[C@@](C2=C)(O)[C@H]([C@H]1CC=C(C(=O)O1)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
NPO27599 Kadsura ananosma Species Schisandraceae Eukaryota Stems PMID[20025236]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM PubChem BioAssay data set
NPT461 Cell Line PANC-1 Homo sapiens IC50 > 10000 nM PubChem BioAssay data set
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 > 10000 nM 21966980
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 12662094
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 22928967

  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 NPC216665 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
0.9811 High Similarity NPC43213
0.9167 High Similarity NPC71680
0.9083 High Similarity NPC241477
0.9074 High Similarity NPC15551
0.9009 High Similarity NPC470075
0.8991 High Similarity NPC470076
0.8899 High Similarity NPC238850
0.8727 High Similarity NPC181298
0.8636 High Similarity NPC475274
0.8598 High Similarity NPC470972
0.8532 High Similarity NPC470980
0.8482 Intermediate Similarity NPC471484
0.8482 Intermediate Similarity NPC255401
0.8482 Intermediate Similarity NPC284162
0.8482 Intermediate Similarity NPC262083
0.8448 Intermediate Similarity NPC278681
0.8448 Intermediate Similarity NPC472667
0.844 Intermediate Similarity NPC272632
0.844 Intermediate Similarity NPC473577
0.844 Intermediate Similarity NPC475585
0.844 Intermediate Similarity NPC474550
0.839 Intermediate Similarity NPC23786
0.839 Intermediate Similarity NPC470265
0.8376 Intermediate Similarity NPC112936
0.8364 Intermediate Similarity NPC475290
0.8362 Intermediate Similarity NPC16701
0.8349 Intermediate Similarity NPC297617
0.8349 Intermediate Similarity NPC475623
0.8349 Intermediate Similarity NPC183570
0.8349 Intermediate Similarity NPC475334
0.8349 Intermediate Similarity NPC473694
0.8305 Intermediate Similarity NPC67569
0.8291 Intermediate Similarity NPC213761
0.8291 Intermediate Similarity NPC35171
0.8288 Intermediate Similarity NPC472263
0.8288 Intermediate Similarity NPC469957
0.8288 Intermediate Similarity NPC469959
0.8288 Intermediate Similarity NPC108682
0.8276 Intermediate Similarity NPC185287
0.8276 Intermediate Similarity NPC157380
0.8273 Intermediate Similarity NPC80809
0.8273 Intermediate Similarity NPC475331
0.8273 Intermediate Similarity NPC288502
0.8273 Intermediate Similarity NPC103298
0.8273 Intermediate Similarity NPC181104
0.8273 Intermediate Similarity NPC121518
0.8273 Intermediate Similarity NPC201144
0.8273 Intermediate Similarity NPC475335
0.8257 Intermediate Similarity NPC109195
0.8257 Intermediate Similarity NPC475038
0.825 Intermediate Similarity NPC8374
0.8224 Intermediate Similarity NPC205143
0.822 Intermediate Similarity NPC143755
0.822 Intermediate Similarity NPC474370
0.8205 Intermediate Similarity NPC475372
0.8205 Intermediate Similarity NPC288679
0.8198 Intermediate Similarity NPC93026
0.8198 Intermediate Similarity NPC265502
0.8198 Intermediate Similarity NPC60315
0.8198 Intermediate Similarity NPC29389
0.8198 Intermediate Similarity NPC469960
0.8197 Intermediate Similarity NPC470850
0.819 Intermediate Similarity NPC470793
0.8182 Intermediate Similarity NPC280566
0.8174 Intermediate Similarity NPC171126
0.8167 Intermediate Similarity NPC469789
0.8151 Intermediate Similarity NPC312481
0.8151 Intermediate Similarity NPC46570
0.8136 Intermediate Similarity NPC5292
0.8136 Intermediate Similarity NPC312536
0.8136 Intermediate Similarity NPC264954
0.812 Intermediate Similarity NPC473656
0.8108 Intermediate Similarity NPC473543
0.8103 Intermediate Similarity NPC305044
0.8103 Intermediate Similarity NPC265290
0.8091 Intermediate Similarity NPC472552
0.8087 Intermediate Similarity NPC236217
0.8083 Intermediate Similarity NPC88326
0.8083 Intermediate Similarity NPC153700
0.8083 Intermediate Similarity NPC107493
0.8073 Intermediate Similarity NPC290802
0.8073 Intermediate Similarity NPC227865
0.8073 Intermediate Similarity NPC79631
0.8073 Intermediate Similarity NPC38855
0.807 Intermediate Similarity NPC103491
0.8067 Intermediate Similarity NPC79579
0.8056 Intermediate Similarity NPC254121
0.8053 Intermediate Similarity NPC88701
0.8053 Intermediate Similarity NPC181994
0.8051 Intermediate Similarity NPC153440
0.8051 Intermediate Similarity NPC50774
0.8051 Intermediate Similarity NPC709
0.8036 Intermediate Similarity NPC119855
0.8036 Intermediate Similarity NPC220217
0.8034 Intermediate Similarity NPC232564
0.8034 Intermediate Similarity NPC113425
0.8034 Intermediate Similarity NPC190286
0.8033 Intermediate Similarity NPC293112
0.8018 Intermediate Similarity NPC474124
0.8018 Intermediate Similarity NPC472821
0.8018 Intermediate Similarity NPC473523
0.8017 Intermediate Similarity NPC101965
0.8017 Intermediate Similarity NPC129992
0.8017 Intermediate Similarity NPC101400
0.8017 Intermediate Similarity NPC6193
0.8 Intermediate Similarity NPC233500
0.8 Intermediate Similarity NPC310511
0.8 Intermediate Similarity NPC475617
0.8 Intermediate Similarity NPC472554
0.8 Intermediate Similarity NPC298233
0.7984 Intermediate Similarity NPC104382
0.7984 Intermediate Similarity NPC470851
0.7983 Intermediate Similarity NPC475041
0.7983 Intermediate Similarity NPC219656
0.7966 Intermediate Similarity NPC470492
0.7966 Intermediate Similarity NPC167606
0.7966 Intermediate Similarity NPC140055
0.7966 Intermediate Similarity NPC286528
0.7966 Intermediate Similarity NPC20302
0.7966 Intermediate Similarity NPC203862
0.7966 Intermediate Similarity NPC290693
0.7965 Intermediate Similarity NPC472820
0.7951 Intermediate Similarity NPC8369
0.7951 Intermediate Similarity NPC81736
0.7951 Intermediate Similarity NPC172154
0.7934 Intermediate Similarity NPC196130
0.7934 Intermediate Similarity NPC269642
0.7934 Intermediate Similarity NPC115349
0.7931 Intermediate Similarity NPC313921
0.7931 Intermediate Similarity NPC191620
0.7931 Intermediate Similarity NPC44537
0.7931 Intermediate Similarity NPC98038
0.7928 Intermediate Similarity NPC475344
0.7928 Intermediate Similarity NPC476471
0.7928 Intermediate Similarity NPC214714
0.7928 Intermediate Similarity NPC200672
0.7917 Intermediate Similarity NPC4548
0.7917 Intermediate Similarity NPC474585
0.7899 Intermediate Similarity NPC186525
0.7895 Intermediate Similarity NPC472825
0.7886 Intermediate Similarity NPC473635
0.7881 Intermediate Similarity NPC176840
0.7881 Intermediate Similarity NPC5311
0.7881 Intermediate Similarity NPC193382
0.7881 Intermediate Similarity NPC199428
0.7881 Intermediate Similarity NPC310341
0.7881 Intermediate Similarity NPC99620
0.7876 Intermediate Similarity NPC472818
0.7876 Intermediate Similarity NPC186668
0.787 Intermediate Similarity NPC292178
0.787 Intermediate Similarity NPC86893
0.787 Intermediate Similarity NPC220221
0.7869 Intermediate Similarity NPC11895
0.7857 Intermediate Similarity NPC189588
0.7857 Intermediate Similarity NPC160583
0.7857 Intermediate Similarity NPC187302
0.7857 Intermediate Similarity NPC23584
0.7857 Intermediate Similarity NPC196471
0.7857 Intermediate Similarity NPC10232
0.7857 Intermediate Similarity NPC97487
0.7857 Intermediate Similarity NPC85742
0.7857 Intermediate Similarity NPC231240
0.784 Intermediate Similarity NPC473593
0.784 Intermediate Similarity NPC175186
0.784 Intermediate Similarity NPC134902
0.7838 Intermediate Similarity NPC247701
0.7838 Intermediate Similarity NPC268829
0.7838 Intermediate Similarity NPC26557
0.7838 Intermediate Similarity NPC222875
0.7838 Intermediate Similarity NPC25177
0.7838 Intermediate Similarity NPC295110
0.7838 Intermediate Similarity NPC11974
0.7833 Intermediate Similarity NPC270850
0.7833 Intermediate Similarity NPC5883
0.7833 Intermediate Similarity NPC305260
0.7833 Intermediate Similarity NPC29639
0.7833 Intermediate Similarity NPC44899
0.7833 Intermediate Similarity NPC304260
0.783 Intermediate Similarity NPC3952
0.7826 Intermediate Similarity NPC472216
0.7826 Intermediate Similarity NPC475586
0.7826 Intermediate Similarity NPC284828
0.7826 Intermediate Similarity NPC173905
0.7826 Intermediate Similarity NPC5475
0.7826 Intermediate Similarity NPC75389
0.7818 Intermediate Similarity NPC65700
0.7818 Intermediate Similarity NPC218107
0.7818 Intermediate Similarity NPC79449
0.7818 Intermediate Similarity NPC474957
0.7818 Intermediate Similarity NPC274458
0.7815 Intermediate Similarity NPC309034
0.7815 Intermediate Similarity NPC84987
0.7815 Intermediate Similarity NPC471355
0.7815 Intermediate Similarity NPC152615
0.7815 Intermediate Similarity NPC473852
0.7815 Intermediate Similarity NPC196429
0.7815 Intermediate Similarity NPC244402
0.7815 Intermediate Similarity NPC142066
0.7815 Intermediate Similarity NPC243196
0.7815 Intermediate Similarity NPC470493

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC216665 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
0.7966 Intermediate Similarity NPD7115 Discovery
0.7851 Intermediate Similarity NPD7503 Approved
0.7838 Intermediate Similarity NPD5344 Discontinued
0.7759 Intermediate Similarity NPD6371 Approved
0.775 Intermediate Similarity NPD7328 Approved
0.775 Intermediate Similarity NPD7327 Approved
0.7748 Intermediate Similarity NPD7639 Approved
0.7748 Intermediate Similarity NPD7640 Approved
0.7705 Intermediate Similarity NPD8033 Approved
0.7686 Intermediate Similarity NPD7516 Approved
0.7658 Intermediate Similarity NPD7638 Approved
0.7623 Intermediate Similarity NPD8294 Approved
0.7623 Intermediate Similarity NPD8377 Approved
0.7561 Intermediate Similarity NPD8380 Approved
0.7561 Intermediate Similarity NPD8335 Approved
0.7561 Intermediate Similarity NPD8379 Approved
0.7561 Intermediate Similarity NPD8378 Approved
0.7561 Intermediate Similarity NPD8296 Approved
0.75 Intermediate Similarity NPD7838 Discovery
0.75 Intermediate Similarity NPD4225 Approved
0.746 Intermediate Similarity NPD7507 Approved
0.7434 Intermediate Similarity NPD6648 Approved
0.7339 Intermediate Similarity NPD6319 Approved
0.7333 Intermediate Similarity NPD6053 Discontinued
0.7333 Intermediate Similarity NPD8297 Approved
0.7288 Intermediate Similarity NPD6686 Approved
0.7287 Intermediate Similarity NPD7319 Approved
0.7273 Intermediate Similarity NPD4632 Approved
0.7227 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD6698 Approved
0.7182 Intermediate Similarity NPD46 Approved
0.7155 Intermediate Similarity NPD7632 Discontinued
0.7143 Intermediate Similarity NPD6899 Approved
0.7143 Intermediate Similarity NPD6881 Approved
0.7107 Intermediate Similarity NPD6649 Approved
0.7107 Intermediate Similarity NPD6650 Approved
0.7059 Intermediate Similarity NPD5697 Approved
0.7049 Intermediate Similarity NPD6882 Approved
0.7031 Intermediate Similarity NPD7604 Phase 2
0.7025 Intermediate Similarity NPD7290 Approved
0.7025 Intermediate Similarity NPD6883 Approved
0.7025 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD7102 Approved
0.6977 Remote Similarity NPD7492 Approved
0.6975 Remote Similarity NPD7128 Approved
0.6975 Remote Similarity NPD6675 Approved
0.6975 Remote Similarity NPD6402 Approved
0.6975 Remote Similarity NPD5739 Approved
0.6975 Remote Similarity NPD6008 Approved
0.6967 Remote Similarity NPD6617 Approved
0.6967 Remote Similarity NPD6869 Approved
0.6967 Remote Similarity NPD6847 Approved
0.6967 Remote Similarity NPD8130 Phase 1
0.6964 Remote Similarity NPD7637 Suspended
0.696 Remote Similarity NPD6009 Approved
0.6942 Remote Similarity NPD6373 Approved
0.6942 Remote Similarity NPD6372 Approved
0.6942 Remote Similarity NPD6012 Approved
0.6942 Remote Similarity NPD6013 Approved
0.6942 Remote Similarity NPD6014 Approved
0.6929 Remote Similarity NPD6054 Approved
0.6923 Remote Similarity NPD6616 Approved
0.6917 Remote Similarity NPD6412 Phase 2
0.6909 Remote Similarity NPD7524 Approved
0.6897 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5983 Phase 2
0.687 Remote Similarity NPD7078 Approved
0.6864 Remote Similarity NPD5211 Phase 2
0.686 Remote Similarity NPD6011 Approved
0.686 Remote Similarity NPD7320 Approved
0.6855 Remote Similarity NPD8133 Approved
0.6822 Remote Similarity NPD6370 Approved
0.6818 Remote Similarity NPD7736 Approved
0.681 Remote Similarity NPD6083 Phase 2
0.681 Remote Similarity NPD6084 Phase 2
0.6794 Remote Similarity NPD6336 Discontinued
0.6789 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6786 Remote Similarity NPD6051 Approved
0.6777 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6777 Remote Similarity NPD5701 Approved
0.675 Remote Similarity NPD5141 Approved
0.6748 Remote Similarity NPD4634 Approved
0.6744 Remote Similarity NPD6016 Approved
0.6744 Remote Similarity NPD6015 Approved
0.6726 Remote Similarity NPD5785 Approved
0.6697 Remote Similarity NPD6695 Phase 3
0.6695 Remote Similarity NPD5286 Approved
0.6695 Remote Similarity NPD5285 Approved
0.6695 Remote Similarity NPD4696 Approved
0.6692 Remote Similarity NPD5988 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6638 Remote Similarity NPD5695 Phase 3
0.6637 Remote Similarity NPD1695 Approved
0.6617 Remote Similarity NPD8293 Discontinued
0.6609 Remote Similarity NPD6399 Phase 3
0.6607 Remote Similarity NPD4251 Approved
0.6607 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6607 Remote Similarity NPD4250 Approved
0.6589 Remote Similarity NPD7100 Approved
0.6589 Remote Similarity NPD7101 Approved
0.6583 Remote Similarity NPD5224 Approved
0.6583 Remote Similarity NPD5226 Approved
0.6583 Remote Similarity NPD4633 Approved
0.6583 Remote Similarity NPD5225 Approved
0.6574 Remote Similarity NPD4820 Approved
0.6574 Remote Similarity NPD4819 Approved
0.6574 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6574 Remote Similarity NPD4821 Approved
0.6574 Remote Similarity NPD4822 Approved
0.656 Remote Similarity NPD6401 Clinical (unspecified phase)
0.656 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6529 Remote Similarity NPD5174 Approved
0.6529 Remote Similarity NPD5175 Approved
0.6525 Remote Similarity NPD4755 Approved
0.6518 Remote Similarity NPD4249 Approved
0.6512 Remote Similarity NPD6335 Approved
0.65 Remote Similarity NPD4159 Approved
0.65 Remote Similarity NPD5223 Approved
0.6489 Remote Similarity NPD8513 Phase 3
0.6486 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6484 Remote Similarity NPD6274 Approved
0.6471 Remote Similarity NPD5696 Approved
0.6466 Remote Similarity NPD4202 Approved
0.646 Remote Similarity NPD7750 Discontinued
0.6452 Remote Similarity NPD4730 Approved
0.6452 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6452 Remote Similarity NPD4729 Approved
0.6441 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6434 Remote Similarity NPD6317 Approved
0.6429 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6422 Remote Similarity NPD6930 Phase 2
0.6422 Remote Similarity NPD7514 Phase 3
0.6422 Remote Similarity NPD7525 Registered
0.6422 Remote Similarity NPD6931 Approved
0.6417 Remote Similarity NPD4700 Approved
0.6396 Remote Similarity NPD5362 Discontinued
0.6389 Remote Similarity NPD4268 Approved
0.6389 Remote Similarity NPD4271 Approved
0.6385 Remote Similarity NPD6313 Approved
0.6385 Remote Similarity NPD6314 Approved
0.6379 Remote Similarity NPD5281 Approved
0.6379 Remote Similarity NPD5693 Phase 1
0.6379 Remote Similarity NPD5284 Approved
0.6379 Remote Similarity NPD7983 Approved
0.6379 Remote Similarity NPD6079 Approved
0.6372 Remote Similarity NPD7334 Approved
0.6372 Remote Similarity NPD6409 Approved
0.6372 Remote Similarity NPD7146 Approved
0.6372 Remote Similarity NPD5330 Approved
0.6372 Remote Similarity NPD7521 Approved
0.6372 Remote Similarity NPD6684 Approved
0.6364 Remote Similarity NPD8516 Approved
0.6364 Remote Similarity NPD6902 Approved
0.6364 Remote Similarity NPD8517 Approved
0.6364 Remote Similarity NPD8515 Approved
0.6356 Remote Similarity NPD5210 Approved
0.6356 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6356 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6356 Remote Similarity NPD4629 Approved
0.6349 Remote Similarity NPD5249 Phase 3
0.6349 Remote Similarity NPD5250 Approved
0.6349 Remote Similarity NPD5251 Approved
0.6349 Remote Similarity NPD5248 Approved
0.6349 Remote Similarity NPD5247 Approved
0.6348 Remote Similarity NPD4753 Phase 2
0.633 Remote Similarity NPD4195 Approved
0.633 Remote Similarity NPD6929 Approved
0.6325 Remote Similarity NPD5778 Approved
0.6325 Remote Similarity NPD5779 Approved
0.6306 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6304 Remote Similarity NPD7260 Phase 2
0.629 Remote Similarity NPD4767 Approved
0.629 Remote Similarity NPD4768 Approved
0.6283 Remote Similarity NPD5363 Approved
0.6273 Remote Similarity NPD7332 Phase 2
0.6261 Remote Similarity NPD6903 Approved
0.6261 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6259 Remote Similarity NPD7625 Phase 1
0.625 Remote Similarity NPD5331 Approved
0.625 Remote Similarity NPD5332 Approved
0.6241 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6241 Remote Similarity NPD6908 Approved
0.6241 Remote Similarity NPD6909 Approved
0.6239 Remote Similarity NPD7145 Approved
0.6239 Remote Similarity NPD7087 Discontinued
0.6216 Remote Similarity NPD4790 Discontinued
0.6207 Remote Similarity NPD6080 Approved
0.6207 Remote Similarity NPD6904 Approved
0.6207 Remote Similarity NPD6673 Approved
0.6207 Remote Similarity NPD5328 Approved
0.6204 Remote Similarity NPD6033 Approved
0.6204 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6933 Approved
0.6195 Remote Similarity NPD3666 Approved
0.6195 Remote Similarity NPD3665 Phase 1
0.6195 Remote Similarity NPD3133 Approved
0.6195 Remote Similarity NPD4786 Approved
0.619 Remote Similarity NPD5128 Approved
0.6172 Remote Similarity NPD5216 Approved

Structure

External Identifiers

PubChem CID   46881282
ChEMBL   CHEMBL1077103
ZINC  

Physicochemical Properties

Molecular Weight:  528.27
ALogP:  0.4841
MLogP:  3.88
XLogP:  1.742
# Rotatable Bonds:  10
Polar Surface Area:  125.82
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  6
# Heavy Atoms:  38

Download Data

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