Natural Product: NPC241477

Natural Product ID:  NPC241477
Common Name:   Longipedlactone N
IUPAC Name:  
Synonyms:   Longipedlactone N
Molecular Formula:   C32H40O8
Standard InCHIKey:  NUGUABFSSDNCNU-NDARPQDRSA-N
Standard InCHI:  InChI=1S/C32H40O8/c1-16-8-9-22(38-27(16)35)18(3)20-10-12-30(7)21(17(20)2)15-31(36)24(30)14-23(37-19(4)33)26-29(5,6)39-25(34)11-13-32(26)28(31)40-32/h8,10-11,13,18,21-24,26,28,36H,2,9,12,14-15H2,1,3-7H3/t18-,21+,22-,23-,24+,26+,28-,30-,31-,32+/m1/s1
Canonical SMILES:  CC(=O)O[C@@H]1C[C@H]2[C@]3(C)CC=C(C(=C)[C@@H]3C[C@@]2([C@@H]2[C@]3([C@@H]1C(C)(C)OC(=O)C=C3)O2)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
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM PubChem BioAssay data set
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 > 10000 nM 21966980
NPT461 Cell Line PANC-1 Homo sapiens IC50 > 10000 nM 21966980
NPT116 Cell Line HL-60 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 NPC241477 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
0.9806 High Similarity NPC15551
0.9712 High Similarity NPC71680
0.9259 High Similarity NPC43213
0.9151 High Similarity NPC475274
0.9083 High Similarity NPC216665
0.9065 High Similarity NPC181298
0.8857 High Similarity NPC280566
0.8716 High Similarity NPC238850
0.8692 High Similarity NPC93026
0.8692 High Similarity NPC469960
0.8692 High Similarity NPC29389
0.8692 High Similarity NPC265502
0.8679 High Similarity NPC183570
0.8667 High Similarity NPC298233
0.8611 High Similarity NPC472263
0.8611 High Similarity NPC108682
0.8611 High Similarity NPC469957
0.8611 High Similarity NPC469959
0.8598 High Similarity NPC272632
0.8571 High Similarity NPC290802
0.8482 Intermediate Similarity NPC101965
0.8482 Intermediate Similarity NPC101400
0.8468 Intermediate Similarity NPC471484
0.8468 Intermediate Similarity NPC262083
0.8407 Intermediate Similarity NPC305044
0.8407 Intermediate Similarity NPC265290
0.8396 Intermediate Similarity NPC98813
0.8396 Intermediate Similarity NPC13743
0.8396 Intermediate Similarity NPC227865
0.8393 Intermediate Similarity NPC98038
0.8393 Intermediate Similarity NPC313921
0.8304 Intermediate Similarity NPC284162
0.8304 Intermediate Similarity NPC470076
0.8304 Intermediate Similarity NPC255401
0.8302 Intermediate Similarity NPC65700
0.8224 Intermediate Similarity NPC79631
0.819 Intermediate Similarity NPC288679
0.8174 Intermediate Similarity NPC470075
0.8158 Intermediate Similarity NPC287075
0.812 Intermediate Similarity NPC278681
0.8095 Intermediate Similarity NPC120351
0.8095 Intermediate Similarity NPC166143
0.8095 Intermediate Similarity NPC471994
0.8073 Intermediate Similarity NPC214714
0.8073 Intermediate Similarity NPC200672
0.8051 Intermediate Similarity NPC112936
0.8034 Intermediate Similarity NPC16701
0.8 Intermediate Similarity NPC6193
0.7983 Intermediate Similarity NPC312481
0.7982 Intermediate Similarity NPC26557
0.7966 Intermediate Similarity NPC270850
0.7966 Intermediate Similarity NPC5292
0.7966 Intermediate Similarity NPC305260
0.7966 Intermediate Similarity NPC472667
0.7966 Intermediate Similarity NPC213761
0.7966 Intermediate Similarity NPC35171
0.7963 Intermediate Similarity NPC474957
0.7963 Intermediate Similarity NPC79449
0.7949 Intermediate Similarity NPC157380
0.7949 Intermediate Similarity NPC185287
0.7944 Intermediate Similarity NPC113433
0.7931 Intermediate Similarity NPC138303
0.7931 Intermediate Similarity NPC67290
0.7931 Intermediate Similarity NPC133677
0.7928 Intermediate Similarity NPC473577
0.7928 Intermediate Similarity NPC475585
0.7928 Intermediate Similarity NPC474550
0.7925 Intermediate Similarity NPC281775
0.7909 Intermediate Similarity NPC252242
0.7909 Intermediate Similarity NPC470972
0.7909 Intermediate Similarity NPC475956
0.7909 Intermediate Similarity NPC471993
0.7881 Intermediate Similarity NPC153440
0.787 Intermediate Similarity NPC347923
0.787 Intermediate Similarity NPC476057
0.787 Intermediate Similarity NPC202705
0.7863 Intermediate Similarity NPC190286
0.7857 Intermediate Similarity NPC475290
0.7857 Intermediate Similarity NPC470980
0.785 Intermediate Similarity NPC240838
0.7845 Intermediate Similarity NPC46269
0.7845 Intermediate Similarity NPC106395
0.7845 Intermediate Similarity NPC171126
0.7838 Intermediate Similarity NPC23584
0.7838 Intermediate Similarity NPC232515
0.7838 Intermediate Similarity NPC474783
0.7838 Intermediate Similarity NPC85742
0.7838 Intermediate Similarity NPC260809
0.7818 Intermediate Similarity NPC146822
0.7807 Intermediate Similarity NPC477102
0.7798 Intermediate Similarity NPC274458
0.7769 Intermediate Similarity NPC23786
0.7769 Intermediate Similarity NPC470265
0.7759 Intermediate Similarity NPC236217
0.7759 Intermediate Similarity NPC138757
0.7759 Intermediate Similarity NPC76550
0.7759 Intermediate Similarity NPC123855
0.7757 Intermediate Similarity NPC469491
0.775 Intermediate Similarity NPC79579
0.775 Intermediate Similarity NPC474585
0.775 Intermediate Similarity NPC143755
0.7748 Intermediate Similarity NPC472552
0.7748 Intermediate Similarity NPC475320
0.7748 Intermediate Similarity NPC11956
0.7748 Intermediate Similarity NPC475986
0.7739 Intermediate Similarity NPC477103
0.7739 Intermediate Similarity NPC103491
0.7739 Intermediate Similarity NPC50223
0.7739 Intermediate Similarity NPC41551
0.7731 Intermediate Similarity NPC475372
0.7731 Intermediate Similarity NPC474286
0.7731 Intermediate Similarity NPC475130
0.7724 Intermediate Similarity NPC473635
0.7724 Intermediate Similarity NPC179261
0.7712 Intermediate Similarity NPC470793
0.7706 Intermediate Similarity NPC182811
0.7706 Intermediate Similarity NPC120299
0.7686 Intermediate Similarity NPC46570
0.7686 Intermediate Similarity NPC67569
0.7686 Intermediate Similarity NPC310511
0.7685 Intermediate Similarity NPC220221
0.768 Intermediate Similarity NPC134902
0.7679 Intermediate Similarity NPC474124
0.7679 Intermediate Similarity NPC475334
0.7679 Intermediate Similarity NPC475623
0.7679 Intermediate Similarity NPC297617
0.7679 Intermediate Similarity NPC473694
0.7667 Intermediate Similarity NPC219656
0.7667 Intermediate Similarity NPC312536
0.7658 Intermediate Similarity NPC472554
0.7642 Intermediate Similarity NPC8374
0.7642 Intermediate Similarity NPC3952
0.7642 Intermediate Similarity NPC177668
0.7636 Intermediate Similarity NPC222303
0.7636 Intermediate Similarity NPC475653
0.7632 Intermediate Similarity NPC471601
0.7627 Intermediate Similarity NPC106446
0.7623 Intermediate Similarity NPC107493
0.7619 Intermediate Similarity NPC254823
0.7615 Intermediate Similarity NPC57664
0.7615 Intermediate Similarity NPC255410
0.7611 Intermediate Similarity NPC80809
0.7611 Intermediate Similarity NPC472822
0.7611 Intermediate Similarity NPC201144
0.7611 Intermediate Similarity NPC181104
0.7611 Intermediate Similarity NPC200861
0.7611 Intermediate Similarity NPC473543
0.7611 Intermediate Similarity NPC288502
0.7611 Intermediate Similarity NPC121518
0.7611 Intermediate Similarity NPC475335
0.7611 Intermediate Similarity NPC475331
0.7611 Intermediate Similarity NPC103298
0.7607 Intermediate Similarity NPC191620
0.7607 Intermediate Similarity NPC44537
0.7607 Intermediate Similarity NPC470025
0.7607 Intermediate Similarity NPC321272
0.7607 Intermediate Similarity NPC317460
0.7607 Intermediate Similarity NPC328074
0.7603 Intermediate Similarity NPC145074
0.7603 Intermediate Similarity NPC41123
0.7603 Intermediate Similarity NPC114939
0.7603 Intermediate Similarity NPC474370
0.76 Intermediate Similarity NPC236999
0.7589 Intermediate Similarity NPC476471
0.7589 Intermediate Similarity NPC475344
0.7586 Intermediate Similarity NPC473627
0.7586 Intermediate Similarity NPC316708
0.7586 Intermediate Similarity NPC257240
0.7583 Intermediate Similarity NPC13710
0.7568 Intermediate Similarity NPC241221
0.7568 Intermediate Similarity NPC130792
0.7563 Intermediate Similarity NPC207637
0.7563 Intermediate Similarity NPC176840
0.7561 Intermediate Similarity NPC219804
0.7561 Intermediate Similarity NPC469789
0.7547 Intermediate Similarity NPC133450
0.7545 Intermediate Similarity NPC475332
0.7545 Intermediate Similarity NPC205143
0.7544 Intermediate Similarity NPC60315
0.7544 Intermediate Similarity NPC223450
0.7542 Intermediate Similarity NPC469454
0.7542 Intermediate Similarity NPC470027
0.7542 Intermediate Similarity NPC469496
0.7542 Intermediate Similarity NPC469463
0.7541 Intermediate Similarity NPC473228
0.7541 Intermediate Similarity NPC470829
0.7541 Intermediate Similarity NPC233500
0.7523 Intermediate Similarity NPC281134
0.7523 Intermediate Similarity NPC300710
0.7522 Intermediate Similarity NPC473523
0.7521 Intermediate Similarity NPC304180
0.7521 Intermediate Similarity NPC179798
0.7521 Intermediate Similarity NPC470026
0.7521 Intermediate Similarity NPC264954
0.7521 Intermediate Similarity NPC17791
0.7519 Intermediate Similarity NPC158350
0.75 Intermediate Similarity NPC284828
0.75 Intermediate Similarity NPC197447
0.75 Intermediate Similarity NPC219038
0.75 Intermediate Similarity NPC472216

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC241477 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
0.7981 Intermediate Similarity NPD7838 Discovery
0.7833 Intermediate Similarity NPD7503 Approved
0.7586 Intermediate Similarity NPD6371 Approved
0.7478 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD7115 Discovery
0.7311 Intermediate Similarity NPD6053 Discontinued
0.7258 Intermediate Similarity NPD8033 Approved
0.7177 Intermediate Similarity NPD8294 Approved
0.7177 Intermediate Similarity NPD8377 Approved
0.7168 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD46 Approved
0.7156 Intermediate Similarity NPD6698 Approved
0.7154 Intermediate Similarity NPD7328 Approved
0.7154 Intermediate Similarity NPD7327 Approved
0.712 Intermediate Similarity NPD8296 Approved
0.712 Intermediate Similarity NPD8378 Approved
0.712 Intermediate Similarity NPD8380 Approved
0.712 Intermediate Similarity NPD8379 Approved
0.712 Intermediate Similarity NPD8335 Approved
0.7105 Intermediate Similarity NPD6648 Approved
0.7097 Intermediate Similarity NPD7516 Approved
0.7043 Intermediate Similarity NPD5344 Discontinued
0.7025 Intermediate Similarity NPD8297 Approved
0.7018 Intermediate Similarity NPD7638 Approved
0.6975 Remote Similarity NPD6686 Approved
0.6957 Remote Similarity NPD7639 Approved
0.6957 Remote Similarity NPD7640 Approved
0.6905 Remote Similarity NPD6319 Approved
0.6899 Remote Similarity NPD7507 Approved
0.6829 Remote Similarity NPD4632 Approved
0.6786 Remote Similarity NPD7637 Suspended
0.6777 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6757 Remote Similarity NPD6051 Approved
0.6757 Remote Similarity NPD1695 Approved
0.675 Remote Similarity NPD6412 Phase 2
0.6742 Remote Similarity NPD7319 Approved
0.6727 Remote Similarity NPD7524 Approved
0.6724 Remote Similarity NPD4225 Approved
0.6721 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6694 Remote Similarity NPD6899 Approved
0.6694 Remote Similarity NPD6881 Approved
0.6667 Remote Similarity NPD8130 Phase 1
0.6667 Remote Similarity NPD6008 Approved
0.6667 Remote Similarity NPD6649 Approved
0.6667 Remote Similarity NPD6650 Approved
0.6642 Remote Similarity NPD7260 Phase 2
0.6638 Remote Similarity NPD6084 Phase 2
0.6638 Remote Similarity NPD6083 Phase 2
0.6637 Remote Similarity NPD7983 Approved
0.6637 Remote Similarity NPD5284 Approved
0.6637 Remote Similarity NPD5281 Approved
0.6615 Remote Similarity NPD7604 Phase 2
0.6613 Remote Similarity NPD6882 Approved
0.6612 Remote Similarity NPD5697 Approved
0.6609 Remote Similarity NPD5695 Phase 3
0.6606 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6589 Remote Similarity NPD8513 Phase 3
0.6585 Remote Similarity NPD7290 Approved
0.6585 Remote Similarity NPD6883 Approved
0.6585 Remote Similarity NPD7102 Approved
0.6565 Remote Similarity NPD7492 Approved
0.6549 Remote Similarity NPD5785 Approved
0.6541 Remote Similarity NPD7736 Approved
0.6535 Remote Similarity NPD6009 Approved
0.6532 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6532 Remote Similarity NPD6617 Approved
0.6532 Remote Similarity NPD6847 Approved
0.6532 Remote Similarity NPD6869 Approved
0.6529 Remote Similarity NPD6402 Approved
0.6529 Remote Similarity NPD5739 Approved
0.6529 Remote Similarity NPD7128 Approved
0.6529 Remote Similarity NPD6675 Approved
0.6515 Remote Similarity NPD6616 Approved
0.6514 Remote Similarity NPD6695 Phase 3
0.6512 Remote Similarity NPD6054 Approved
0.6504 Remote Similarity NPD6013 Approved
0.6504 Remote Similarity NPD6014 Approved
0.6504 Remote Similarity NPD6372 Approved
0.6504 Remote Similarity NPD6012 Approved
0.6504 Remote Similarity NPD6373 Approved
0.6475 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6466 Remote Similarity NPD7078 Approved
0.6462 Remote Similarity NPD8516 Approved
0.6462 Remote Similarity NPD5983 Phase 2
0.6462 Remote Similarity NPD8517 Approved
0.6462 Remote Similarity NPD8515 Approved
0.6441 Remote Similarity NPD5696 Approved
0.6435 Remote Similarity NPD6399 Phase 3
0.6429 Remote Similarity NPD8133 Approved
0.6429 Remote Similarity NPD4250 Approved
0.6429 Remote Similarity NPD7750 Discontinued
0.6429 Remote Similarity NPD4251 Approved
0.6423 Remote Similarity NPD7320 Approved
0.6423 Remote Similarity NPD6011 Approved
0.6417 Remote Similarity NPD7632 Discontinued
0.6412 Remote Similarity NPD6370 Approved
0.6396 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6391 Remote Similarity NPD6336 Discontinued
0.6389 Remote Similarity NPD4819 Approved
0.6389 Remote Similarity NPD4821 Approved
0.6389 Remote Similarity NPD4820 Approved
0.6389 Remote Similarity NPD4822 Approved
0.6389 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6348 Remote Similarity NPD5694 Approved
0.6348 Remote Similarity NPD6050 Approved
0.6348 Remote Similarity NPD5693 Phase 1
0.6343 Remote Similarity NPD8293 Discontinued
0.6341 Remote Similarity NPD5701 Approved
0.6339 Remote Similarity NPD7521 Approved
0.6339 Remote Similarity NPD6684 Approved
0.6339 Remote Similarity NPD4249 Approved
0.6339 Remote Similarity NPD5330 Approved
0.6339 Remote Similarity NPD7334 Approved
0.6339 Remote Similarity NPD6409 Approved
0.6339 Remote Similarity NPD7146 Approved
0.6336 Remote Similarity NPD6015 Approved
0.6336 Remote Similarity NPD6016 Approved
0.6325 Remote Similarity NPD1698 Clinical (unspecified phase)
0.632 Remote Similarity NPD4634 Approved
0.6306 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4195 Approved
0.6293 Remote Similarity NPD5779 Approved
0.6293 Remote Similarity NPD5778 Approved
0.6288 Remote Similarity NPD5988 Approved
0.6281 Remote Similarity NPD5211 Phase 2
0.6273 Remote Similarity NPD5209 Approved
0.6269 Remote Similarity NPD8273 Phase 1
0.6261 Remote Similarity NPD5692 Phase 3
0.6261 Remote Similarity NPD5207 Approved
0.626 Remote Similarity NPD6059 Approved
0.625 Remote Similarity NPD5286 Approved
0.625 Remote Similarity NPD5285 Approved
0.625 Remote Similarity NPD4696 Approved
0.6241 Remote Similarity NPD7829 Approved
0.6241 Remote Similarity NPD7830 Approved
0.6239 Remote Similarity NPD6930 Phase 2
0.6239 Remote Similarity NPD6931 Approved
0.6239 Remote Similarity NPD7514 Phase 3
0.6232 Remote Similarity NPD6845 Suspended
0.6228 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6228 Remote Similarity NPD6903 Approved
0.6222 Remote Similarity NPD8074 Phase 3
0.6216 Remote Similarity NPD5362 Discontinued
0.6204 Remote Similarity NPD4268 Approved
0.6204 Remote Similarity NPD4271 Approved
0.6186 Remote Similarity NPD4629 Approved
0.6186 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5210 Approved
0.6183 Remote Similarity NPD7100 Approved
0.6183 Remote Similarity NPD7101 Approved
0.6182 Remote Similarity NPD6902 Approved
0.6179 Remote Similarity NPD5141 Approved
0.6174 Remote Similarity NPD4753 Phase 2
0.6174 Remote Similarity NPD6080 Approved
0.6174 Remote Similarity NPD6904 Approved
0.6174 Remote Similarity NPD6673 Approved
0.6168 Remote Similarity NPD6933 Approved
0.6148 Remote Similarity NPD5225 Approved
0.6148 Remote Similarity NPD5226 Approved
0.6148 Remote Similarity NPD4633 Approved
0.6148 Remote Similarity NPD5224 Approved
0.6147 Remote Similarity NPD6929 Approved
0.6142 Remote Similarity NPD6401 Clinical (unspecified phase)
0.614 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6126 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6111 Remote Similarity NPD6932 Approved
0.6107 Remote Similarity NPD6335 Approved
0.6106 Remote Similarity NPD1694 Approved
0.6106 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6106 Remote Similarity NPD5363 Approved
0.6098 Remote Similarity NPD5174 Approved
0.6098 Remote Similarity NPD5175 Approved
0.6091 Remote Similarity NPD7332 Phase 2
0.6087 Remote Similarity NPD5737 Approved
0.6087 Remote Similarity NPD6672 Approved
0.6083 Remote Similarity NPD4755 Approved
0.6077 Remote Similarity NPD6274 Approved
0.6071 Remote Similarity NPD5332 Approved
0.6071 Remote Similarity NPD5331 Approved
0.6068 Remote Similarity NPD6411 Approved
0.6068 Remote Similarity NPD7087 Discontinued
0.6066 Remote Similarity NPD4159 Approved
0.6066 Remote Similarity NPD5223 Approved
0.6055 Remote Similarity NPD7145 Approved
0.6053 Remote Similarity NPD5690 Phase 2
0.6053 Remote Similarity NPD4694 Approved
0.6053 Remote Similarity NPD5280 Approved
0.6036 Remote Similarity NPD4790 Discontinued
0.6032 Remote Similarity NPD4729 Approved
0.6032 Remote Similarity NPD4730 Approved
0.6031 Remote Similarity NPD6317 Approved
0.6018 Remote Similarity NPD3133 Approved
0.6018 Remote Similarity NPD3666 Approved
0.6018 Remote Similarity NPD3665 Phase 1
0.6017 Remote Similarity NPD4202 Approved
0.6 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5985 Remote Similarity NPD6314 Approved
0.5985 Remote Similarity NPD6313 Approved
0.5984 Remote Similarity NPD4700 Approved
0.5982 Remote Similarity NPD6435 Approved

Structure

External Identifiers

PubChem CID   44626552
ChEMBL   CHEMBL1077067
ZINC  

Physicochemical Properties

Molecular Weight:  552.27
ALogP:  1.8838
MLogP:  4.1
XLogP:  3.938
# Rotatable Bonds:  11
Polar Surface Area:  111.66
# H-Bond Aceptor:  8
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  40

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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