Natural Product: NPC71680

Natural Product ID:  NPC71680
Common Name:   Longipedlactone G
IUPAC Name:  
Synonyms:   Longipedlactone G
Molecular Formula:   C30H38O7
Standard InCHIKey:  COACAZUXJVRXJK-VCCYJLPTSA-N
Standard InCHI:  InChI=1S/C30H38O7/c1-15-7-8-21(35-25(15)33)17(3)18-9-11-28(6)19(16(18)2)14-29(34)22(28)13-20(31)24-27(4,5)36-23(32)10-12-30(24)26(29)37-30/h7,9-10,12,17,19-22,24,26,31,34H,2,8,11,13-14H2,1,3-6H3/t17-,19+,20-,21-,22+,24+,26-,28-,29-,30+/m1/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)[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 24328302
NPT461 Cell Line PANC-1 Homo sapiens IC50 > 10000 nM 24328302
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 > 10000 nM 10.1016/0960-894X(96)00095-9
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 18393465
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 15332840

  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 NPC71680 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
0.9902 High Similarity NPC15551
0.9712 High Similarity NPC241477
0.9167 High Similarity NPC216665
0.9151 High Similarity NPC181298
0.9057 High Similarity NPC475274
0.8991 High Similarity NPC43213
0.8942 High Similarity NPC183570
0.8774 High Similarity NPC93026
0.8774 High Similarity NPC265502
0.8774 High Similarity NPC29389
0.8774 High Similarity NPC469960
0.8762 High Similarity NPC280566
0.8692 High Similarity NPC108682
0.8692 High Similarity NPC469957
0.8692 High Similarity NPC472263
0.8692 High Similarity NPC469959
0.8654 High Similarity NPC227865
0.8654 High Similarity NPC290802
0.8571 High Similarity NPC298233
0.8559 High Similarity NPC101400
0.8559 High Similarity NPC101965
0.8558 High Similarity NPC65700
0.8545 High Similarity NPC262083
0.8545 High Similarity NPC255401
0.8545 High Similarity NPC284162
0.8545 High Similarity NPC470076
0.8545 High Similarity NPC471484
0.8505 High Similarity NPC272632
0.8482 Intermediate Similarity NPC305044
0.8482 Intermediate Similarity NPC265290
0.8476 Intermediate Similarity NPC79631
0.8468 Intermediate Similarity NPC98038
0.8468 Intermediate Similarity NPC313921
0.8455 Intermediate Similarity NPC238850
0.8348 Intermediate Similarity NPC278681
0.8302 Intermediate Similarity NPC98813
0.8302 Intermediate Similarity NPC13743
0.8276 Intermediate Similarity NPC112936
0.8261 Intermediate Similarity NPC16701
0.8246 Intermediate Similarity NPC470075
0.823 Intermediate Similarity NPC287075
0.819 Intermediate Similarity NPC35171
0.819 Intermediate Similarity NPC213761
0.8174 Intermediate Similarity NPC185287
0.8174 Intermediate Similarity NPC157380
0.8173 Intermediate Similarity NPC166143
0.8173 Intermediate Similarity NPC120351
0.8173 Intermediate Similarity NPC471994
0.8148 Intermediate Similarity NPC200672
0.8148 Intermediate Similarity NPC214714
0.8095 Intermediate Similarity NPC240838
0.807 Intermediate Similarity NPC171126
0.807 Intermediate Similarity NPC46269
0.807 Intermediate Similarity NPC106395
0.8056 Intermediate Similarity NPC26557
0.8037 Intermediate Similarity NPC474957
0.8037 Intermediate Similarity NPC79449
0.8034 Intermediate Similarity NPC305260
0.8034 Intermediate Similarity NPC270850
0.8 Intermediate Similarity NPC469491
0.8 Intermediate Similarity NPC138303
0.8 Intermediate Similarity NPC133677
0.8 Intermediate Similarity NPC67290
0.7982 Intermediate Similarity NPC252242
0.7982 Intermediate Similarity NPC123855
0.7982 Intermediate Similarity NPC76550
0.7982 Intermediate Similarity NPC138757
0.7982 Intermediate Similarity NPC236217
0.7982 Intermediate Similarity NPC475956
0.7982 Intermediate Similarity NPC471993
0.7982 Intermediate Similarity NPC470972
0.7966 Intermediate Similarity NPC79579
0.7965 Intermediate Similarity NPC103491
0.7965 Intermediate Similarity NPC41551
0.7949 Intermediate Similarity NPC288679
0.7949 Intermediate Similarity NPC153440
0.7944 Intermediate Similarity NPC347923
0.7944 Intermediate Similarity NPC202705
0.7944 Intermediate Similarity NPC476057
0.7944 Intermediate Similarity NPC182811
0.7931 Intermediate Similarity NPC190286
0.7928 Intermediate Similarity NPC470980
0.7925 Intermediate Similarity NPC220221
0.7909 Intermediate Similarity NPC232515
0.7909 Intermediate Similarity NPC260809
0.7909 Intermediate Similarity NPC23584
0.7909 Intermediate Similarity NPC297617
0.7909 Intermediate Similarity NPC474783
0.7899 Intermediate Similarity NPC46570
0.7899 Intermediate Similarity NPC67569
0.7899 Intermediate Similarity NPC312481
0.7885 Intermediate Similarity NPC3952
0.7881 Intermediate Similarity NPC472667
0.7881 Intermediate Similarity NPC5292
0.787 Intermediate Similarity NPC274458
0.787 Intermediate Similarity NPC222303
0.7851 Intermediate Similarity NPC8374
0.785 Intermediate Similarity NPC57664
0.7838 Intermediate Similarity NPC473577
0.7838 Intermediate Similarity NPC474550
0.7838 Intermediate Similarity NPC475585
0.7838 Intermediate Similarity NPC200861
0.7838 Intermediate Similarity NPC472822
0.7833 Intermediate Similarity NPC470265
0.7833 Intermediate Similarity NPC107493
0.7833 Intermediate Similarity NPC23786
0.783 Intermediate Similarity NPC281775
0.7826 Intermediate Similarity NPC191620
0.7826 Intermediate Similarity NPC44537
0.7818 Intermediate Similarity NPC11956
0.7818 Intermediate Similarity NPC475986
0.7815 Intermediate Similarity NPC474585
0.7815 Intermediate Similarity NPC474370
0.7807 Intermediate Similarity NPC50223
0.7807 Intermediate Similarity NPC257240
0.7798 Intermediate Similarity NPC130792
0.7797 Intermediate Similarity NPC475130
0.7797 Intermediate Similarity NPC475372
0.7797 Intermediate Similarity NPC474286
0.7788 Intermediate Similarity NPC133450
0.7778 Intermediate Similarity NPC205143
0.7769 Intermediate Similarity NPC6193
0.7769 Intermediate Similarity NPC469789
0.7768 Intermediate Similarity NPC475290
0.7759 Intermediate Similarity NPC469454
0.7759 Intermediate Similarity NPC469496
0.7759 Intermediate Similarity NPC469463
0.7731 Intermediate Similarity NPC264954
0.7731 Intermediate Similarity NPC312536
0.7731 Intermediate Similarity NPC219656
0.7727 Intermediate Similarity NPC475617
0.7719 Intermediate Similarity NPC47951
0.7719 Intermediate Similarity NPC75389
0.7719 Intermediate Similarity NPC477102
0.7714 Intermediate Similarity NPC177668
0.7712 Intermediate Similarity NPC473656
0.7699 Intermediate Similarity NPC79298
0.7699 Intermediate Similarity NPC43063
0.7692 Intermediate Similarity NPC106446
0.7686 Intermediate Similarity NPC153700
0.7686 Intermediate Similarity NPC88326
0.7685 Intermediate Similarity NPC113433
0.7685 Intermediate Similarity NPC98165
0.767 Intermediate Similarity NPC61527
0.7667 Intermediate Similarity NPC143755
0.7664 Intermediate Similarity NPC472467
0.7658 Intermediate Similarity NPC472552
0.7658 Intermediate Similarity NPC475320
0.7652 Intermediate Similarity NPC12795
0.7652 Intermediate Similarity NPC477103
0.7647 Intermediate Similarity NPC709
0.7647 Intermediate Similarity NPC50774
0.7647 Intermediate Similarity NPC13710
0.7642 Intermediate Similarity NPC293112
0.7642 Intermediate Similarity NPC159499
0.7642 Intermediate Similarity NPC179261
0.7632 Intermediate Similarity NPC137462
0.7632 Intermediate Similarity NPC275060
0.7632 Intermediate Similarity NPC304276
0.7632 Intermediate Similarity NPC472825
0.7627 Intermediate Similarity NPC176840
0.7627 Intermediate Similarity NPC470793
0.7627 Intermediate Similarity NPC232564
0.7627 Intermediate Similarity NPC113425
0.7623 Intermediate Similarity NPC11895
0.7615 Intermediate Similarity NPC120299
0.7615 Intermediate Similarity NPC474182
0.7611 Intermediate Similarity NPC243998
0.7611 Intermediate Similarity NPC54737
0.7611 Intermediate Similarity NPC220217
0.7611 Intermediate Similarity NPC119855
0.7603 Intermediate Similarity NPC470829
0.7603 Intermediate Similarity NPC473228
0.7603 Intermediate Similarity NPC310511
0.7603 Intermediate Similarity NPC233500
0.76 Intermediate Similarity NPC134902
0.7593 Intermediate Similarity NPC281134
0.7589 Intermediate Similarity NPC472821
0.7589 Intermediate Similarity NPC475334
0.7589 Intermediate Similarity NPC475623
0.7589 Intermediate Similarity NPC85742
0.7589 Intermediate Similarity NPC474124
0.7589 Intermediate Similarity NPC473694
0.7586 Intermediate Similarity NPC304180
0.7586 Intermediate Similarity NPC179798
0.7586 Intermediate Similarity NPC470961
0.7583 Intermediate Similarity NPC475041
0.7583 Intermediate Similarity NPC153085
0.7583 Intermediate Similarity NPC268326
0.7568 Intermediate Similarity NPC169365
0.7568 Intermediate Similarity NPC197447
0.7568 Intermediate Similarity NPC472554
0.7568 Intermediate Similarity NPC146822
0.7565 Intermediate Similarity NPC472216
0.7565 Intermediate Similarity NPC284828
0.7565 Intermediate Similarity NPC5475
0.7565 Intermediate Similarity NPC173905
0.7563 Intermediate Similarity NPC203862
0.7563 Intermediate Similarity NPC470492
0.7563 Intermediate Similarity NPC286528

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC71680 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
0.7899 Intermediate Similarity NPD7503 Approved
0.7885 Intermediate Similarity NPD7838 Discovery
0.7807 Intermediate Similarity NPD6371 Approved
0.7563 Intermediate Similarity NPD7115 Discovery
0.7521 Intermediate Similarity NPD6053 Discontinued
0.7257 Intermediate Similarity NPD5344 Discontinued
0.7241 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD7638 Approved
0.7222 Intermediate Similarity NPD6698 Approved
0.7222 Intermediate Similarity NPD46 Approved
0.7213 Intermediate Similarity NPD7328 Approved
0.7213 Intermediate Similarity NPD7327 Approved
0.7177 Intermediate Similarity NPD8033 Approved
0.7168 Intermediate Similarity NPD6648 Approved
0.7168 Intermediate Similarity NPD7640 Approved
0.7168 Intermediate Similarity NPD7639 Approved
0.7154 Intermediate Similarity NPD7516 Approved
0.7097 Intermediate Similarity NPD8294 Approved
0.7097 Intermediate Similarity NPD8377 Approved
0.708 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD8296 Approved
0.704 Intermediate Similarity NPD8378 Approved
0.704 Intermediate Similarity NPD8380 Approved
0.704 Intermediate Similarity NPD8379 Approved
0.704 Intermediate Similarity NPD8335 Approved
0.7034 Intermediate Similarity NPD6686 Approved
0.7025 Intermediate Similarity NPD4632 Approved
0.7 Intermediate Similarity NPD7637 Suspended
0.6975 Remote Similarity NPD4061 Clinical (unspecified phase)
0.696 Remote Similarity NPD6319 Approved
0.6953 Remote Similarity NPD7507 Approved
0.6949 Remote Similarity NPD6412 Phase 2
0.6944 Remote Similarity NPD7524 Approved
0.6942 Remote Similarity NPD8297 Approved
0.693 Remote Similarity NPD4225 Approved
0.6891 Remote Similarity NPD6881 Approved
0.6891 Remote Similarity NPD6899 Approved
0.6842 Remote Similarity NPD6084 Phase 2
0.6842 Remote Similarity NPD6083 Phase 2
0.6822 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6818 Remote Similarity NPD1695 Approved
0.6818 Remote Similarity NPD6051 Approved
0.6807 Remote Similarity NPD5697 Approved
0.6797 Remote Similarity NPD7604 Phase 2
0.6794 Remote Similarity NPD7319 Approved
0.6777 Remote Similarity NPD7290 Approved
0.6777 Remote Similarity NPD7102 Approved
0.6777 Remote Similarity NPD6883 Approved
0.6757 Remote Similarity NPD5785 Approved
0.6744 Remote Similarity NPD7492 Approved
0.6729 Remote Similarity NPD6695 Phase 3
0.6723 Remote Similarity NPD6402 Approved
0.6723 Remote Similarity NPD6675 Approved
0.6723 Remote Similarity NPD5739 Approved
0.6723 Remote Similarity NPD6008 Approved
0.6723 Remote Similarity NPD7128 Approved
0.6721 Remote Similarity NPD6847 Approved
0.6721 Remote Similarity NPD8130 Phase 1
0.6721 Remote Similarity NPD6617 Approved
0.6721 Remote Similarity NPD6869 Approved
0.6721 Remote Similarity NPD6649 Approved
0.6721 Remote Similarity NPD6650 Approved
0.672 Remote Similarity NPD6009 Approved
0.6696 Remote Similarity NPD5281 Approved
0.6696 Remote Similarity NPD5284 Approved
0.6694 Remote Similarity NPD6014 Approved
0.6694 Remote Similarity NPD6013 Approved
0.6694 Remote Similarity NPD6012 Approved
0.6693 Remote Similarity NPD6054 Approved
0.6692 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD5695 Phase 3
0.6667 Remote Similarity NPD6882 Approved
0.6641 Remote Similarity NPD7078 Approved
0.6641 Remote Similarity NPD5983 Phase 2
0.6639 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6636 Remote Similarity NPD4250 Approved
0.6636 Remote Similarity NPD4251 Approved
0.6612 Remote Similarity NPD7320 Approved
0.6612 Remote Similarity NPD6011 Approved
0.661 Remote Similarity NPD7632 Discontinued
0.6606 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6604 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6604 Remote Similarity NPD4821 Approved
0.6604 Remote Similarity NPD4820 Approved
0.6604 Remote Similarity NPD4822 Approved
0.6604 Remote Similarity NPD4819 Approved
0.6591 Remote Similarity NPD7736 Approved
0.6589 Remote Similarity NPD6370 Approved
0.6567 Remote Similarity NPD7260 Phase 2
0.6565 Remote Similarity NPD6336 Discontinued
0.6557 Remote Similarity NPD6373 Approved
0.6557 Remote Similarity NPD6372 Approved
0.6549 Remote Similarity NPD7983 Approved
0.6545 Remote Similarity NPD4249 Approved
0.6529 Remote Similarity NPD5701 Approved
0.6522 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6514 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6512 Remote Similarity NPD8513 Phase 3
0.6512 Remote Similarity NPD6016 Approved
0.6512 Remote Similarity NPD6015 Approved
0.6504 Remote Similarity NPD4634 Approved
0.6496 Remote Similarity NPD5696 Approved
0.6491 Remote Similarity NPD6399 Phase 3
0.6491 Remote Similarity NPD5778 Approved
0.6491 Remote Similarity NPD5779 Approved
0.6486 Remote Similarity NPD7750 Discontinued
0.6471 Remote Similarity NPD5211 Phase 2
0.6462 Remote Similarity NPD5988 Approved
0.6452 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6449 Remote Similarity NPD7514 Phase 3
0.6449 Remote Similarity NPD6931 Approved
0.6449 Remote Similarity NPD6930 Phase 2
0.6441 Remote Similarity NPD5285 Approved
0.6441 Remote Similarity NPD4696 Approved
0.6441 Remote Similarity NPD5286 Approved
0.6434 Remote Similarity NPD6059 Approved
0.6422 Remote Similarity NPD5362 Discontinued
0.6415 Remote Similarity NPD4271 Approved
0.6415 Remote Similarity NPD4268 Approved
0.6404 Remote Similarity NPD5693 Phase 1
0.6404 Remote Similarity NPD6050 Approved
0.6404 Remote Similarity NPD5694 Approved
0.6396 Remote Similarity NPD6409 Approved
0.6396 Remote Similarity NPD7334 Approved
0.6396 Remote Similarity NPD6684 Approved
0.6396 Remote Similarity NPD7146 Approved
0.6396 Remote Similarity NPD7521 Approved
0.6396 Remote Similarity NPD5330 Approved
0.6393 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6391 Remote Similarity NPD8293 Discontinued
0.6389 Remote Similarity NPD6902 Approved
0.6385 Remote Similarity NPD8517 Approved
0.6385 Remote Similarity NPD8515 Approved
0.6385 Remote Similarity NPD8516 Approved
0.6381 Remote Similarity NPD6933 Approved
0.6379 Remote Similarity NPD4629 Approved
0.6379 Remote Similarity NPD5210 Approved
0.6372 Remote Similarity NPD4753 Phase 2
0.6364 Remote Similarity NPD5141 Approved
0.6357 Remote Similarity NPD7100 Approved
0.6357 Remote Similarity NPD7101 Approved
0.6355 Remote Similarity NPD6929 Approved
0.6355 Remote Similarity NPD4195 Approved
0.6349 Remote Similarity NPD8133 Approved
0.6339 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6333 Remote Similarity NPD5224 Approved
0.6333 Remote Similarity NPD5226 Approved
0.6333 Remote Similarity NPD4633 Approved
0.6333 Remote Similarity NPD5225 Approved
0.633 Remote Similarity NPD5209 Approved
0.6321 Remote Similarity NPD6932 Approved
0.632 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5207 Approved
0.6316 Remote Similarity NPD5692 Phase 3
0.6306 Remote Similarity NPD5363 Approved
0.6296 Remote Similarity NPD7332 Phase 2
0.6283 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6283 Remote Similarity NPD6903 Approved
0.6281 Remote Similarity NPD5174 Approved
0.6281 Remote Similarity NPD5175 Approved
0.6279 Remote Similarity NPD6335 Approved
0.6273 Remote Similarity NPD5331 Approved
0.6273 Remote Similarity NPD5332 Approved
0.6271 Remote Similarity NPD4755 Approved
0.6262 Remote Similarity NPD7145 Approved
0.6261 Remote Similarity NPD6411 Approved
0.6261 Remote Similarity NPD7087 Discontinued
0.625 Remote Similarity NPD4159 Approved
0.625 Remote Similarity NPD6274 Approved
0.625 Remote Similarity NPD5223 Approved
0.6239 Remote Similarity NPD4790 Discontinued
0.6239 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6228 Remote Similarity NPD6904 Approved
0.6228 Remote Similarity NPD6673 Approved
0.6228 Remote Similarity NPD6080 Approved
0.6216 Remote Similarity NPD3666 Approved
0.6216 Remote Similarity NPD3665 Phase 1
0.6216 Remote Similarity NPD3133 Approved
0.6207 Remote Similarity NPD4202 Approved
0.6202 Remote Similarity NPD6317 Approved
0.6194 Remote Similarity NPD8273 Phase 1
0.619 Remote Similarity NPD6924 Approved
0.619 Remote Similarity NPD6926 Approved
0.6186 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6182 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6182 Remote Similarity NPD6435 Approved
0.6168 Remote Similarity NPD5776 Phase 2
0.6168 Remote Similarity NPD6925 Approved
0.6167 Remote Similarity NPD4700 Approved
0.6165 Remote Similarity NPD7830 Approved
0.6165 Remote Similarity NPD7829 Approved
0.6161 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6161 Remote Similarity NPD6893 Approved
0.6161 Remote Similarity NPD1694 Approved
0.6159 Remote Similarity NPD6845 Suspended
0.6154 Remote Similarity NPD6313 Approved
0.6154 Remote Similarity NPD6314 Approved
0.6148 Remote Similarity NPD8074 Phase 3
0.614 Remote Similarity NPD6672 Approved
0.614 Remote Similarity NPD5737 Approved

Structure

External Identifiers

PubChem CID   11504428
ChEMBL   CHEMBL1077102
ZINC  

Physicochemical Properties

Molecular Weight:  510.26
ALogP:  1.5047
MLogP:  3.99
XLogP:  3.198
# Rotatable Bonds:  9
Polar Surface Area:  105.59
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  6
# Heavy Atoms:  37

Download Data

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