Natural Product: NPC15551

Natural Product ID:  NPC15551
Common Name:   Longipedlactone D
IUPAC Name:  
Synonyms:   Longipedlactone D
Molecular Formula:   C30H38O6
Standard InCHIKey:  GQHIKDRJYUFCEK-JMZFCEMOSA-N
Standard InCHI:  InChI=1S/C30H38O6/c1-16-7-8-21(34-25(16)32)18(3)19-11-13-28(6)20(17(19)2)15-29(33)23(28)10-9-22-27(4,5)35-24(31)12-14-30(22)26(29)36-30/h7,11-12,14,18,20-23,26,33H,2,8-10,13,15H2,1,3-6H3/t18-,20+,21-,22+,23+,26-,28-,29-,30+/m1/s1
Canonical SMILES:  O=C1C=C[C@@]23[C@H](C(O1)(C)C)CC[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
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 24328302
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 > 10000 nM 10.1016/0960-894X(96)00095-9
NPT461 Cell Line PANC-1 Homo sapiens IC50 > 10000 nM 22377672
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 18393465

  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 NPC15551 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 NPC71680
0.9806 High Similarity NPC241477
0.9143 High Similarity NPC475274
0.9074 High Similarity NPC216665
0.9074 High Similarity NPC43213
0.9057 High Similarity NPC181298
0.8846 High Similarity NPC183570
0.8846 High Similarity NPC280566
0.8738 High Similarity NPC290802
0.8679 High Similarity NPC469960
0.8679 High Similarity NPC29389
0.8679 High Similarity NPC93026
0.8679 High Similarity NPC265502
0.8654 High Similarity NPC298233
0.8624 High Similarity NPC471484
0.8624 High Similarity NPC262083
0.8598 High Similarity NPC472263
0.8598 High Similarity NPC469957
0.8598 High Similarity NPC469959
0.8598 High Similarity NPC108682
0.8585 High Similarity NPC272632
0.8558 High Similarity NPC227865
0.8532 High Similarity NPC238850
0.8468 Intermediate Similarity NPC101965
0.8468 Intermediate Similarity NPC101400
0.8462 Intermediate Similarity NPC65700
0.8455 Intermediate Similarity NPC470076
0.8455 Intermediate Similarity NPC284162
0.8455 Intermediate Similarity NPC255401
0.8393 Intermediate Similarity NPC265290
0.8393 Intermediate Similarity NPC305044
0.8381 Intermediate Similarity NPC98813
0.8381 Intermediate Similarity NPC13743
0.8381 Intermediate Similarity NPC79631
0.8378 Intermediate Similarity NPC98038
0.8378 Intermediate Similarity NPC313921
0.8261 Intermediate Similarity NPC278681
0.8252 Intermediate Similarity NPC166143
0.8252 Intermediate Similarity NPC471994
0.8252 Intermediate Similarity NPC120351
0.819 Intermediate Similarity NPC112936
0.8174 Intermediate Similarity NPC16701
0.8158 Intermediate Similarity NPC470075
0.8142 Intermediate Similarity NPC287075
0.8103 Intermediate Similarity NPC305260
0.8103 Intermediate Similarity NPC213761
0.8103 Intermediate Similarity NPC270850
0.8103 Intermediate Similarity NPC35171
0.8087 Intermediate Similarity NPC185287
0.8087 Intermediate Similarity NPC157380
0.8056 Intermediate Similarity NPC471993
0.8056 Intermediate Similarity NPC200672
0.8056 Intermediate Similarity NPC214714
0.8019 Intermediate Similarity NPC202705
0.8017 Intermediate Similarity NPC153440
0.8017 Intermediate Similarity NPC288679
0.8 Intermediate Similarity NPC190286
0.8 Intermediate Similarity NPC240838
0.7982 Intermediate Similarity NPC171126
0.7982 Intermediate Similarity NPC23584
0.7982 Intermediate Similarity NPC106395
0.7982 Intermediate Similarity NPC46269
0.7966 Intermediate Similarity NPC312481
0.7963 Intermediate Similarity NPC26557
0.7949 Intermediate Similarity NPC5292
0.7949 Intermediate Similarity NPC472667
0.7944 Intermediate Similarity NPC474957
0.7944 Intermediate Similarity NPC79449
0.7913 Intermediate Similarity NPC138303
0.7913 Intermediate Similarity NPC67290
0.7913 Intermediate Similarity NPC133677
0.7905 Intermediate Similarity NPC281775
0.7905 Intermediate Similarity NPC469491
0.7895 Intermediate Similarity NPC138757
0.7895 Intermediate Similarity NPC123855
0.7895 Intermediate Similarity NPC76550
0.7895 Intermediate Similarity NPC236217
0.789 Intermediate Similarity NPC470972
0.789 Intermediate Similarity NPC252242
0.789 Intermediate Similarity NPC11956
0.789 Intermediate Similarity NPC475956
0.7881 Intermediate Similarity NPC79579
0.7881 Intermediate Similarity NPC474585
0.7876 Intermediate Similarity NPC103491
0.7876 Intermediate Similarity NPC41551
0.7863 Intermediate Similarity NPC475372
0.785 Intermediate Similarity NPC182811
0.785 Intermediate Similarity NPC347923
0.785 Intermediate Similarity NPC476057
0.7838 Intermediate Similarity NPC470980
0.7833 Intermediate Similarity NPC6193
0.783 Intermediate Similarity NPC220221
0.7818 Intermediate Similarity NPC232515
0.7818 Intermediate Similarity NPC474783
0.7818 Intermediate Similarity NPC260809
0.7818 Intermediate Similarity NPC297617
0.7815 Intermediate Similarity NPC46570
0.7815 Intermediate Similarity NPC67569
0.7797 Intermediate Similarity NPC312536
0.7788 Intermediate Similarity NPC3952
0.7788 Intermediate Similarity NPC477102
0.7778 Intermediate Similarity NPC274458
0.7778 Intermediate Similarity NPC222303
0.7769 Intermediate Similarity NPC8374
0.7757 Intermediate Similarity NPC113433
0.7757 Intermediate Similarity NPC57664
0.775 Intermediate Similarity NPC470265
0.775 Intermediate Similarity NPC107493
0.775 Intermediate Similarity NPC23786
0.7748 Intermediate Similarity NPC475585
0.7748 Intermediate Similarity NPC472822
0.7748 Intermediate Similarity NPC473577
0.7748 Intermediate Similarity NPC474550
0.7748 Intermediate Similarity NPC200861
0.7739 Intermediate Similarity NPC44537
0.7739 Intermediate Similarity NPC191620
0.7731 Intermediate Similarity NPC143755
0.7731 Intermediate Similarity NPC474370
0.7727 Intermediate Similarity NPC475320
0.7727 Intermediate Similarity NPC472552
0.7727 Intermediate Similarity NPC475986
0.7719 Intermediate Similarity NPC477103
0.7719 Intermediate Similarity NPC50223
0.7719 Intermediate Similarity NPC257240
0.7712 Intermediate Similarity NPC474286
0.7712 Intermediate Similarity NPC475130
0.7706 Intermediate Similarity NPC130792
0.7692 Intermediate Similarity NPC470793
0.7692 Intermediate Similarity NPC133450
0.7692 Intermediate Similarity NPC176840
0.7686 Intermediate Similarity NPC469789
0.7685 Intermediate Similarity NPC205143
0.7679 Intermediate Similarity NPC475290
0.7672 Intermediate Similarity NPC469496
0.7672 Intermediate Similarity NPC469454
0.7672 Intermediate Similarity NPC469463
0.7667 Intermediate Similarity NPC310511
0.7664 Intermediate Similarity NPC281134
0.7658 Intermediate Similarity NPC85742
0.7652 Intermediate Similarity NPC179798
0.7652 Intermediate Similarity NPC304180
0.7647 Intermediate Similarity NPC264954
0.7647 Intermediate Similarity NPC219656
0.7636 Intermediate Similarity NPC475617
0.7636 Intermediate Similarity NPC146822
0.7636 Intermediate Similarity NPC472554
0.7632 Intermediate Similarity NPC47951
0.7632 Intermediate Similarity NPC75389
0.7627 Intermediate Similarity NPC473656
0.7619 Intermediate Similarity NPC177668
0.7611 Intermediate Similarity NPC471601
0.7611 Intermediate Similarity NPC79298
0.7611 Intermediate Similarity NPC43063
0.7607 Intermediate Similarity NPC106446
0.7603 Intermediate Similarity NPC153700
0.7603 Intermediate Similarity NPC88326
0.7603 Intermediate Similarity NPC170538
0.7593 Intermediate Similarity NPC98165
0.7589 Intermediate Similarity NPC169843
0.7573 Intermediate Similarity NPC61527
0.757 Intermediate Similarity NPC472467
0.7565 Intermediate Similarity NPC12795
0.7563 Intermediate Similarity NPC13710
0.7563 Intermediate Similarity NPC709
0.7563 Intermediate Similarity NPC50774
0.7561 Intermediate Similarity NPC179261
0.7561 Intermediate Similarity NPC293112
0.7561 Intermediate Similarity NPC159499
0.7561 Intermediate Similarity NPC473635
0.7544 Intermediate Similarity NPC137462
0.7544 Intermediate Similarity NPC472825
0.7544 Intermediate Similarity NPC275060
0.7544 Intermediate Similarity NPC304276
0.7542 Intermediate Similarity NPC113425
0.7542 Intermediate Similarity NPC232564
0.7541 Intermediate Similarity NPC11895
0.7523 Intermediate Similarity NPC120299
0.7523 Intermediate Similarity NPC474182
0.7522 Intermediate Similarity NPC477125
0.7522 Intermediate Similarity NPC119855
0.7522 Intermediate Similarity NPC220217
0.7522 Intermediate Similarity NPC223450
0.7522 Intermediate Similarity NPC243998
0.7522 Intermediate Similarity NPC54737
0.7521 Intermediate Similarity NPC473228
0.7521 Intermediate Similarity NPC470829
0.7521 Intermediate Similarity NPC233500
0.7521 Intermediate Similarity NPC56448
0.752 Intermediate Similarity NPC134902
0.75 Intermediate Similarity NPC475334
0.75 Intermediate Similarity NPC475623
0.75 Intermediate Similarity NPC45957
0.75 Intermediate Similarity NPC475041
0.75 Intermediate Similarity NPC472821
0.75 Intermediate Similarity NPC153085
0.75 Intermediate Similarity NPC473694
0.75 Intermediate Similarity NPC268326
0.75 Intermediate Similarity NPC471657
0.75 Intermediate Similarity NPC470961
0.75 Intermediate Similarity NPC287423

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC15551 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
0.7815 Intermediate Similarity NPD7503 Approved
0.7788 Intermediate Similarity NPD7838 Discovery
0.7719 Intermediate Similarity NPD6371 Approved
0.7479 Intermediate Similarity NPD7115 Discovery
0.7436 Intermediate Similarity NPD6053 Discontinued
0.7304 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD6648 Approved
0.7168 Intermediate Similarity NPD5344 Discontinued
0.7143 Intermediate Similarity NPD7638 Approved
0.7131 Intermediate Similarity NPD7327 Approved
0.7131 Intermediate Similarity NPD7328 Approved
0.713 Intermediate Similarity NPD46 Approved
0.713 Intermediate Similarity NPD6698 Approved
0.7097 Intermediate Similarity NPD8033 Approved
0.708 Intermediate Similarity NPD7640 Approved
0.708 Intermediate Similarity NPD7639 Approved
0.7073 Intermediate Similarity NPD7516 Approved
0.7016 Intermediate Similarity NPD8294 Approved
0.7016 Intermediate Similarity NPD8377 Approved
0.6991 Remote Similarity NPD8029 Clinical (unspecified phase)
0.696 Remote Similarity NPD8335 Approved
0.696 Remote Similarity NPD8379 Approved
0.696 Remote Similarity NPD8378 Approved
0.696 Remote Similarity NPD8296 Approved
0.696 Remote Similarity NPD8380 Approved
0.6949 Remote Similarity NPD6686 Approved
0.6942 Remote Similarity NPD4632 Approved
0.6909 Remote Similarity NPD7637 Suspended
0.6891 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6881 Remote Similarity NPD1695 Approved
0.6881 Remote Similarity NPD6051 Approved
0.688 Remote Similarity NPD6319 Approved
0.6875 Remote Similarity NPD7507 Approved
0.6864 Remote Similarity NPD6412 Phase 2
0.686 Remote Similarity NPD8297 Approved
0.6852 Remote Similarity NPD7524 Approved
0.6842 Remote Similarity NPD4225 Approved
0.6807 Remote Similarity NPD6899 Approved
0.6807 Remote Similarity NPD6881 Approved
0.678 Remote Similarity NPD6008 Approved
0.6757 Remote Similarity NPD5281 Approved
0.6757 Remote Similarity NPD5284 Approved
0.6754 Remote Similarity NPD6083 Phase 2
0.6754 Remote Similarity NPD6084 Phase 2
0.6729 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6726 Remote Similarity NPD5695 Phase 3
0.6723 Remote Similarity NPD5697 Approved
0.6719 Remote Similarity NPD7604 Phase 2
0.6718 Remote Similarity NPD7319 Approved
0.6694 Remote Similarity NPD6883 Approved
0.6694 Remote Similarity NPD7290 Approved
0.6694 Remote Similarity NPD7102 Approved
0.6694 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5785 Approved
0.6667 Remote Similarity NPD7492 Approved
0.664 Remote Similarity NPD6009 Approved
0.6639 Remote Similarity NPD6650 Approved
0.6639 Remote Similarity NPD6402 Approved
0.6639 Remote Similarity NPD6617 Approved
0.6639 Remote Similarity NPD7128 Approved
0.6639 Remote Similarity NPD6869 Approved
0.6639 Remote Similarity NPD5739 Approved
0.6639 Remote Similarity NPD6649 Approved
0.6639 Remote Similarity NPD8130 Phase 1
0.6639 Remote Similarity NPD6847 Approved
0.6639 Remote Similarity NPD6675 Approved
0.6636 Remote Similarity NPD6695 Phase 3
0.6617 Remote Similarity NPD7260 Phase 2
0.6615 Remote Similarity NPD6616 Approved
0.6614 Remote Similarity NPD6054 Approved
0.6612 Remote Similarity NPD6014 Approved
0.6612 Remote Similarity NPD6013 Approved
0.6612 Remote Similarity NPD6012 Approved
0.6585 Remote Similarity NPD6882 Approved
0.6565 Remote Similarity NPD7078 Approved
0.6562 Remote Similarity NPD5983 Phase 2
0.6552 Remote Similarity NPD5696 Approved
0.6549 Remote Similarity NPD6399 Phase 3
0.6545 Remote Similarity NPD4251 Approved
0.6545 Remote Similarity NPD4250 Approved
0.6529 Remote Similarity NPD7320 Approved
0.6529 Remote Similarity NPD6011 Approved
0.6525 Remote Similarity NPD7632 Discontinued
0.6515 Remote Similarity NPD7736 Approved
0.6514 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6512 Remote Similarity NPD6370 Approved
0.6509 Remote Similarity NPD4819 Approved
0.6509 Remote Similarity NPD4822 Approved
0.6509 Remote Similarity NPD4821 Approved
0.6509 Remote Similarity NPD4820 Approved
0.6509 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6489 Remote Similarity NPD6336 Discontinued
0.6475 Remote Similarity NPD6372 Approved
0.6475 Remote Similarity NPD6373 Approved
0.646 Remote Similarity NPD6050 Approved
0.646 Remote Similarity NPD5693 Phase 1
0.646 Remote Similarity NPD7983 Approved
0.646 Remote Similarity NPD5694 Approved
0.6455 Remote Similarity NPD6684 Approved
0.6455 Remote Similarity NPD7521 Approved
0.6455 Remote Similarity NPD7334 Approved
0.6455 Remote Similarity NPD6409 Approved
0.6455 Remote Similarity NPD5330 Approved
0.6455 Remote Similarity NPD4249 Approved
0.6455 Remote Similarity NPD7146 Approved
0.6446 Remote Similarity NPD5701 Approved
0.6446 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6435 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6434 Remote Similarity NPD6015 Approved
0.6434 Remote Similarity NPD8513 Phase 3
0.6434 Remote Similarity NPD6016 Approved
0.6423 Remote Similarity NPD4634 Approved
0.6422 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6415 Remote Similarity NPD4195 Approved
0.6404 Remote Similarity NPD5778 Approved
0.6404 Remote Similarity NPD5779 Approved
0.6396 Remote Similarity NPD7750 Discontinued
0.6389 Remote Similarity NPD5209 Approved
0.6387 Remote Similarity NPD5211 Phase 2
0.6385 Remote Similarity NPD5988 Approved
0.6372 Remote Similarity NPD5692 Phase 3
0.6372 Remote Similarity NPD5207 Approved
0.6371 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6357 Remote Similarity NPD6059 Approved
0.6356 Remote Similarity NPD5286 Approved
0.6356 Remote Similarity NPD5285 Approved
0.6356 Remote Similarity NPD4696 Approved
0.6355 Remote Similarity NPD6931 Approved
0.6355 Remote Similarity NPD7514 Phase 3
0.6355 Remote Similarity NPD6930 Phase 2
0.6339 Remote Similarity NPD6903 Approved
0.6339 Remote Similarity NPD7513 Clinical (unspecified phase)
0.633 Remote Similarity NPD5362 Discontinued
0.6321 Remote Similarity NPD4271 Approved
0.6321 Remote Similarity NPD4268 Approved
0.6316 Remote Similarity NPD8293 Discontinued
0.6308 Remote Similarity NPD8517 Approved
0.6308 Remote Similarity NPD8516 Approved
0.6308 Remote Similarity NPD8515 Approved
0.6296 Remote Similarity NPD6902 Approved
0.6293 Remote Similarity NPD5210 Approved
0.6293 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6293 Remote Similarity NPD4629 Approved
0.6286 Remote Similarity NPD6933 Approved
0.6283 Remote Similarity NPD4753 Phase 2
0.6283 Remote Similarity NPD6080 Approved
0.6283 Remote Similarity NPD6904 Approved
0.6283 Remote Similarity NPD6673 Approved
0.6281 Remote Similarity NPD5141 Approved
0.6279 Remote Similarity NPD7100 Approved
0.6279 Remote Similarity NPD7101 Approved
0.627 Remote Similarity NPD8133 Approved
0.6262 Remote Similarity NPD6929 Approved
0.625 Remote Similarity NPD5225 Approved
0.625 Remote Similarity NPD5224 Approved
0.625 Remote Similarity NPD4633 Approved
0.625 Remote Similarity NPD4751 Clinical (unspecified phase)
0.625 Remote Similarity NPD5226 Approved
0.624 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6239 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6226 Remote Similarity NPD6932 Approved
0.6216 Remote Similarity NPD1694 Approved
0.6216 Remote Similarity NPD5363 Approved
0.6216 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6845 Suspended
0.6204 Remote Similarity NPD7332 Phase 2
0.6202 Remote Similarity NPD6335 Approved
0.6198 Remote Similarity NPD5174 Approved
0.6198 Remote Similarity NPD5175 Approved
0.6195 Remote Similarity NPD6672 Approved
0.6195 Remote Similarity NPD5737 Approved
0.6186 Remote Similarity NPD4755 Approved
0.6182 Remote Similarity NPD5332 Approved
0.6182 Remote Similarity NPD5331 Approved
0.6174 Remote Similarity NPD6411 Approved
0.6174 Remote Similarity NPD7087 Discontinued
0.6172 Remote Similarity NPD6274 Approved
0.6168 Remote Similarity NPD7145 Approved
0.6167 Remote Similarity NPD5223 Approved
0.6167 Remote Similarity NPD4159 Approved
0.6161 Remote Similarity NPD5280 Approved
0.6161 Remote Similarity NPD5690 Phase 2
0.6161 Remote Similarity NPD4694 Approved
0.6147 Remote Similarity NPD4790 Discontinued
0.6126 Remote Similarity NPD3133 Approved
0.6126 Remote Similarity NPD3666 Approved
0.6126 Remote Similarity NPD3665 Phase 1
0.6124 Remote Similarity NPD6317 Approved
0.6121 Remote Similarity NPD4202 Approved
0.6119 Remote Similarity NPD8273 Phase 1
0.6102 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6095 Remote Similarity NPD6924 Approved
0.6095 Remote Similarity NPD4784 Approved
0.6095 Remote Similarity NPD6926 Approved
0.6095 Remote Similarity NPD4785 Approved
0.6091 Remote Similarity NPD4223 Phase 3
0.6091 Remote Similarity NPD4221 Approved
0.6091 Remote Similarity NPD6435 Approved
0.609 Remote Similarity NPD7830 Approved
0.609 Remote Similarity NPD7829 Approved

Structure

External Identifiers

PubChem CID   11569508
ChEMBL   CHEMBL1077100
ZINC  

Physicochemical Properties

Molecular Weight:  494.27
ALogP:  2.271
MLogP:  4.1
XLogP:  4.228
# Rotatable Bonds:  8
Polar Surface Area:  85.36
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  36

Download Data

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