Natural Product: NPC238850

Natural Product ID:  NPC238850
Common Name:   Longipedlactone M
IUPAC Name:  
Synonyms:   Longipedlactone M
Molecular Formula:   C32H42O8
Standard InCHIKey:  WUMNNWDKNWWLGB-FZIMZWKVSA-N
Standard InCHI:  InChI=1S/C32H42O8/c1-17-8-10-23(39-28(17)35)19(3)32(37)13-12-30(7)22(18(32)2)16-31(36)15-21-9-11-26(34)40-29(5,6)27(21)24(14-25(30)31)38-20(4)33/h8-9,11,15,19,22-25,27,36-37H,2,10,12-14,16H2,1,3-7H3/t19-,22-,23+,24+,25-,27-,30+,31+,32-/m0/s1
Canonical SMILES:  CC(=O)O[C@@H]1C[C@@H]2[C@](C=C3[C@@H]1C(C)(C)OC(=O)C=C3)(O)C[C@@H]1[C@@]2(C)CC[C@@](C1=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
NPT461 Cell Line PANC-1 Homo sapiens IC50 > 10000 nM 17850214
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 17850214
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM PubChem BioAssay data set
NPT116 Cell Line HL-60 Homo sapiens IC50 = 4100 nM PubChem BioAssay data set
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 > 10000 nM 27077705

  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 NPC238850 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
0.9505 High Similarity NPC272632
0.9216 High Similarity NPC280566
0.9151 High Similarity NPC262083
0.9151 High Similarity NPC471484
0.9151 High Similarity NPC255401
0.9151 High Similarity NPC284162
0.9074 High Similarity NPC43213
0.9029 High Similarity NPC183570
0.8962 High Similarity NPC475274
0.8922 High Similarity NPC290802
0.8899 High Similarity NPC216665
0.8879 High Similarity NPC181298
0.8835 High Similarity NPC298233
0.8738 High Similarity NPC227865
0.8716 High Similarity NPC241477
0.8532 High Similarity NPC15551
0.8491 Intermediate Similarity NPC85742
0.8455 Intermediate Similarity NPC71680
0.8431 Intermediate Similarity NPC471994
0.8431 Intermediate Similarity NPC120351
0.8431 Intermediate Similarity NPC166143
0.8378 Intermediate Similarity NPC44537
0.8319 Intermediate Similarity NPC470075
0.8318 Intermediate Similarity NPC297617
0.8288 Intermediate Similarity NPC470076
0.8273 Intermediate Similarity NPC75389
0.8241 Intermediate Similarity NPC473577
0.8241 Intermediate Similarity NPC474550
0.8241 Intermediate Similarity NPC475585
0.8198 Intermediate Similarity NPC12795
0.819 Intermediate Similarity NPC114939
0.819 Intermediate Similarity NPC145074
0.819 Intermediate Similarity NPC202705
0.819 Intermediate Similarity NPC41123
0.8182 Intermediate Similarity NPC275060
0.8182 Intermediate Similarity NPC137462
0.8182 Intermediate Similarity NPC304276
0.8165 Intermediate Similarity NPC475290
0.8148 Intermediate Similarity NPC473694
0.8148 Intermediate Similarity NPC475334
0.8148 Intermediate Similarity NPC475623
0.8142 Intermediate Similarity NPC171126
0.8073 Intermediate Similarity NPC475331
0.8073 Intermediate Similarity NPC475335
0.8073 Intermediate Similarity NPC181104
0.8073 Intermediate Similarity NPC121518
0.8073 Intermediate Similarity NPC80809
0.8073 Intermediate Similarity NPC288502
0.8073 Intermediate Similarity NPC201144
0.8073 Intermediate Similarity NPC103298
0.8056 Intermediate Similarity NPC471993
0.8053 Intermediate Similarity NPC247760
0.8036 Intermediate Similarity NPC103491
0.8036 Intermediate Similarity NPC16270
0.8034 Intermediate Similarity NPC185876
0.8034 Intermediate Similarity NPC19336
0.8019 Intermediate Similarity NPC99726
0.8019 Intermediate Similarity NPC141401
0.8018 Intermediate Similarity NPC470024
0.8017 Intermediate Similarity NPC16701
0.8017 Intermediate Similarity NPC288679
0.8 Intermediate Similarity NPC220217
0.8 Intermediate Similarity NPC119855
0.8 Intermediate Similarity NPC60315
0.8 Intermediate Similarity NPC295843
0.8 Intermediate Similarity NPC148458
0.7983 Intermediate Similarity NPC6193
0.7982 Intermediate Similarity NPC171014
0.7982 Intermediate Similarity NPC154815
0.7982 Intermediate Similarity NPC241977
0.7966 Intermediate Similarity NPC312481
0.7965 Intermediate Similarity NPC183603
0.7949 Intermediate Similarity NPC278681
0.7949 Intermediate Similarity NPC180640
0.7949 Intermediate Similarity NPC472667
0.7949 Intermediate Similarity NPC213761
0.7949 Intermediate Similarity NPC35171
0.7944 Intermediate Similarity NPC218107
0.7931 Intermediate Similarity NPC157380
0.7931 Intermediate Similarity NPC185287
0.7928 Intermediate Similarity NPC43063
0.7928 Intermediate Similarity NPC109376
0.7928 Intermediate Similarity NPC79298
0.7909 Intermediate Similarity NPC473543
0.789 Intermediate Similarity NPC155332
0.789 Intermediate Similarity NPC32577
0.789 Intermediate Similarity NPC114540
0.789 Intermediate Similarity NPC109195
0.789 Intermediate Similarity NPC475038
0.7881 Intermediate Similarity NPC257610
0.7881 Intermediate Similarity NPC112936
0.7863 Intermediate Similarity NPC472760
0.7863 Intermediate Similarity NPC475372
0.7857 Intermediate Similarity NPC224660
0.7838 Intermediate Similarity NPC172867
0.7838 Intermediate Similarity NPC218158
0.783 Intermediate Similarity NPC276110
0.7818 Intermediate Similarity NPC473523
0.7818 Intermediate Similarity NPC329345
0.7818 Intermediate Similarity NPC189588
0.7818 Intermediate Similarity NPC160583
0.7818 Intermediate Similarity NPC187302
0.7818 Intermediate Similarity NPC23584
0.7818 Intermediate Similarity NPC10232
0.7818 Intermediate Similarity NPC196471
0.7818 Intermediate Similarity NPC72151
0.7818 Intermediate Similarity NPC473283
0.7818 Intermediate Similarity NPC97487
0.7818 Intermediate Similarity NPC475526
0.7815 Intermediate Similarity NPC233500
0.781 Intermediate Similarity NPC152778
0.781 Intermediate Similarity NPC205034
0.781 Intermediate Similarity NPC38232
0.781 Intermediate Similarity NPC162615
0.7807 Intermediate Similarity NPC17791
0.7807 Intermediate Similarity NPC474315
0.7798 Intermediate Similarity NPC115899
0.7798 Intermediate Similarity NPC222875
0.7798 Intermediate Similarity NPC295110
0.7798 Intermediate Similarity NPC268829
0.7798 Intermediate Similarity NPC99411
0.7798 Intermediate Similarity NPC25177
0.7798 Intermediate Similarity NPC146822
0.7798 Intermediate Similarity NPC247701
0.7797 Intermediate Similarity NPC305260
0.7797 Intermediate Similarity NPC5292
0.7797 Intermediate Similarity NPC312536
0.7797 Intermediate Similarity NPC219656
0.7797 Intermediate Similarity NPC270850
0.7788 Intermediate Similarity NPC182136
0.7778 Intermediate Similarity NPC153651
0.7778 Intermediate Similarity NPC476959
0.7778 Intermediate Similarity NPC278673
0.7778 Intermediate Similarity NPC239273
0.7769 Intermediate Similarity NPC145238
0.7768 Intermediate Similarity NPC475781
0.7768 Intermediate Similarity NPC469957
0.7768 Intermediate Similarity NPC472263
0.7768 Intermediate Similarity NPC108682
0.7768 Intermediate Similarity NPC469959
0.7767 Intermediate Similarity NPC473879
0.7759 Intermediate Similarity NPC82759
0.7757 Intermediate Similarity NPC190713
0.7757 Intermediate Similarity NPC16967
0.775 Intermediate Similarity NPC196130
0.7739 Intermediate Similarity NPC475524
0.7739 Intermediate Similarity NPC100267
0.7739 Intermediate Similarity NPC470025
0.7739 Intermediate Similarity NPC328074
0.7739 Intermediate Similarity NPC321272
0.7739 Intermediate Similarity NPC317460
0.7736 Intermediate Similarity NPC119562
0.7736 Intermediate Similarity NPC279410
0.7736 Intermediate Similarity NPC469491
0.7731 Intermediate Similarity NPC143755
0.7731 Intermediate Similarity NPC329080
0.7731 Intermediate Similarity NPC472759
0.7727 Intermediate Similarity NPC470972
0.7727 Intermediate Similarity NPC475344
0.7727 Intermediate Similarity NPC475320
0.7727 Intermediate Similarity NPC320447
0.7727 Intermediate Similarity NPC11956
0.7727 Intermediate Similarity NPC472552
0.7727 Intermediate Similarity NPC476471
0.7719 Intermediate Similarity NPC316708
0.7719 Intermediate Similarity NPC6206
0.7714 Intermediate Similarity NPC177641
0.7712 Intermediate Similarity NPC153440
0.7712 Intermediate Similarity NPC146786
0.7706 Intermediate Similarity NPC251680
0.7706 Intermediate Similarity NPC38855
0.7706 Intermediate Similarity NPC266955
0.7706 Intermediate Similarity NPC241221
0.7699 Intermediate Similarity NPC220155
0.7699 Intermediate Similarity NPC88701
0.7699 Intermediate Similarity NPC473482
0.7699 Intermediate Similarity NPC318363
0.7699 Intermediate Similarity NPC475418
0.7699 Intermediate Similarity NPC472825
0.7692 Intermediate Similarity NPC470793
0.7692 Intermediate Similarity NPC190286
0.7686 Intermediate Similarity NPC219804
0.7686 Intermediate Similarity NPC55602
0.7685 Intermediate Similarity NPC311241
0.7685 Intermediate Similarity NPC475446
0.7685 Intermediate Similarity NPC110937
0.7679 Intermediate Similarity NPC469960
0.7679 Intermediate Similarity NPC266570
0.7679 Intermediate Similarity NPC93026
0.7679 Intermediate Similarity NPC470980
0.7679 Intermediate Similarity NPC265502
0.7679 Intermediate Similarity NPC472818
0.7679 Intermediate Similarity NPC29389
0.7672 Intermediate Similarity NPC474937
0.7672 Intermediate Similarity NPC470027
0.7667 Intermediate Similarity NPC46570
0.7664 Intermediate Similarity NPC281134
0.7661 Intermediate Similarity NPC221414
0.7661 Intermediate Similarity NPC134902
0.7658 Intermediate Similarity NPC474124

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC238850 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
0.7706 Intermediate Similarity NPD7640 Approved
0.7706 Intermediate Similarity NPD7639 Approved
0.7667 Intermediate Similarity NPD7503 Approved
0.7615 Intermediate Similarity NPD7638 Approved
0.7383 Intermediate Similarity NPD7637 Suspended
0.7377 Intermediate Similarity NPD8033 Approved
0.7333 Intermediate Similarity NPD7115 Discovery
0.7295 Intermediate Similarity NPD8294 Approved
0.7295 Intermediate Similarity NPD8377 Approved
0.7288 Intermediate Similarity NPD6053 Discontinued
0.7288 Intermediate Similarity NPD8297 Approved
0.7273 Intermediate Similarity NPD7328 Approved
0.7273 Intermediate Similarity NPD7327 Approved
0.7241 Intermediate Similarity NPD6899 Approved
0.7241 Intermediate Similarity NPD6881 Approved
0.7236 Intermediate Similarity NPD8380 Approved
0.7236 Intermediate Similarity NPD8335 Approved
0.7236 Intermediate Similarity NPD8379 Approved
0.7236 Intermediate Similarity NPD8378 Approved
0.7236 Intermediate Similarity NPD8296 Approved
0.7232 Intermediate Similarity NPD6648 Approved
0.7213 Intermediate Similarity NPD7516 Approved
0.7212 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD8130 Phase 1
0.7203 Intermediate Similarity NPD6649 Approved
0.7203 Intermediate Similarity NPD6650 Approved
0.7155 Intermediate Similarity NPD5697 Approved
0.7143 Intermediate Similarity NPD4225 Approved
0.7143 Intermediate Similarity NPD6882 Approved
0.713 Intermediate Similarity NPD7838 Discovery
0.7119 Intermediate Similarity NPD6371 Approved
0.7119 Intermediate Similarity NPD7290 Approved
0.7119 Intermediate Similarity NPD6883 Approved
0.7119 Intermediate Similarity NPD7102 Approved
0.7115 Intermediate Similarity NPD6695 Phase 3
0.7105 Intermediate Similarity NPD7632 Discontinued
0.7069 Intermediate Similarity NPD7128 Approved
0.7069 Intermediate Similarity NPD5739 Approved
0.7069 Intermediate Similarity NPD6675 Approved
0.7069 Intermediate Similarity NPD6402 Approved
0.7059 Intermediate Similarity NPD6869 Approved
0.7059 Intermediate Similarity NPD6617 Approved
0.7059 Intermediate Similarity NPD6847 Approved
0.7037 Intermediate Similarity NPD6051 Approved
0.7034 Intermediate Similarity NPD6372 Approved
0.7034 Intermediate Similarity NPD6013 Approved
0.7034 Intermediate Similarity NPD6014 Approved
0.7034 Intermediate Similarity NPD6373 Approved
0.7034 Intermediate Similarity NPD6012 Approved
0.7018 Intermediate Similarity NPD5344 Discontinued
0.7009 Intermediate Similarity NPD7750 Discontinued
0.7008 Intermediate Similarity NPD7507 Approved
0.6991 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5211 Phase 2
0.6949 Remote Similarity NPD7320 Approved
0.6949 Remote Similarity NPD6011 Approved
0.6909 Remote Similarity NPD5284 Approved
0.6909 Remote Similarity NPD5281 Approved
0.6903 Remote Similarity NPD6083 Phase 2
0.6903 Remote Similarity NPD6084 Phase 2
0.688 Remote Similarity NPD6319 Approved
0.6875 Remote Similarity NPD5695 Phase 3
0.6864 Remote Similarity NPD5701 Approved
0.6864 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6852 Remote Similarity NPD7524 Approved
0.6847 Remote Similarity NPD6399 Phase 3
0.6846 Remote Similarity NPD7319 Approved
0.6838 Remote Similarity NPD5141 Approved
0.6827 Remote Similarity NPD6931 Approved
0.6827 Remote Similarity NPD6930 Phase 2
0.6827 Remote Similarity NPD7514 Phase 3
0.6818 Remote Similarity NPD5785 Approved
0.6807 Remote Similarity NPD6686 Approved
0.6803 Remote Similarity NPD4632 Approved
0.6783 Remote Similarity NPD4696 Approved
0.6783 Remote Similarity NPD5285 Approved
0.6783 Remote Similarity NPD5286 Approved
0.678 Remote Similarity NPD6008 Approved
0.6731 Remote Similarity NPD6929 Approved
0.6697 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6696 Remote Similarity NPD5696 Approved
0.6696 Remote Similarity NPD5779 Approved
0.6696 Remote Similarity NPD5778 Approved
0.6667 Remote Similarity NPD4821 Approved
0.6667 Remote Similarity NPD7100 Approved
0.6667 Remote Similarity NPD5225 Approved
0.6667 Remote Similarity NPD7492 Approved
0.6667 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD7101 Approved
0.6667 Remote Similarity NPD4822 Approved
0.6667 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD5226 Approved
0.6667 Remote Similarity NPD7332 Phase 2
0.6667 Remote Similarity NPD4819 Approved
0.6667 Remote Similarity NPD4820 Approved
0.6667 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6641 Remote Similarity NPD7736 Approved
0.664 Remote Similarity NPD6009 Approved
0.6639 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6635 Remote Similarity NPD7145 Approved
0.6615 Remote Similarity NPD6616 Approved
0.6614 Remote Similarity NPD6054 Approved
0.661 Remote Similarity NPD5175 Approved
0.661 Remote Similarity NPD5174 Approved
0.6609 Remote Similarity NPD4755 Approved
0.6607 Remote Similarity NPD5694 Approved
0.6607 Remote Similarity NPD6050 Approved
0.6607 Remote Similarity NPD7087 Discontinued
0.6607 Remote Similarity NPD5693 Phase 1
0.6606 Remote Similarity NPD7334 Approved
0.6606 Remote Similarity NPD6684 Approved
0.6606 Remote Similarity NPD6409 Approved
0.6606 Remote Similarity NPD5330 Approved
0.6606 Remote Similarity NPD7521 Approved
0.6606 Remote Similarity NPD7146 Approved
0.6604 Remote Similarity NPD6902 Approved
0.6589 Remote Similarity NPD7604 Phase 2
0.6587 Remote Similarity NPD6335 Approved
0.6581 Remote Similarity NPD5223 Approved
0.6574 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6571 Remote Similarity NPD4195 Approved
0.6565 Remote Similarity NPD7078 Approved
0.6562 Remote Similarity NPD5983 Phase 2
0.656 Remote Similarity NPD6274 Approved
0.6557 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6557 Remote Similarity NPD4634 Approved
0.6549 Remote Similarity NPD4202 Approved
0.6545 Remote Similarity NPD4251 Approved
0.6545 Remote Similarity NPD4250 Approved
0.6542 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5776 Phase 2
0.6538 Remote Similarity NPD6925 Approved
0.6538 Remote Similarity NPD6932 Approved
0.6532 Remote Similarity NPD8133 Approved
0.6529 Remote Similarity NPD4730 Approved
0.6529 Remote Similarity NPD4729 Approved
0.6518 Remote Similarity NPD5207 Approved
0.6518 Remote Similarity NPD5692 Phase 3
0.6514 Remote Similarity NPD6893 Approved
0.6514 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6512 Remote Similarity NPD6370 Approved
0.6509 Remote Similarity NPD7525 Registered
0.6508 Remote Similarity NPD6317 Approved
0.6496 Remote Similarity NPD4700 Approved
0.6491 Remote Similarity NPD7748 Approved
0.6489 Remote Similarity NPD6336 Discontinued
0.6486 Remote Similarity NPD6903 Approved
0.6486 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6481 Remote Similarity NPD5362 Discontinued
0.6476 Remote Similarity NPD4271 Approved
0.6476 Remote Similarity NPD4268 Approved
0.6475 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6466 Remote Similarity NPD7902 Approved
0.646 Remote Similarity NPD8035 Phase 2
0.646 Remote Similarity NPD6079 Approved
0.646 Remote Similarity NPD8034 Phase 2
0.6457 Remote Similarity NPD6314 Approved
0.6457 Remote Similarity NPD6313 Approved
0.6455 Remote Similarity NPD4249 Approved
0.6446 Remote Similarity NPD6412 Phase 2
0.6439 Remote Similarity NPD8293 Discontinued
0.6435 Remote Similarity NPD5210 Approved
0.6435 Remote Similarity NPD4629 Approved
0.6435 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6434 Remote Similarity NPD6015 Approved
0.6434 Remote Similarity NPD8513 Phase 3
0.6434 Remote Similarity NPD6016 Approved
0.6429 Remote Similarity NPD4753 Phase 2
0.6429 Remote Similarity NPD6904 Approved
0.6429 Remote Similarity NPD6673 Approved
0.6429 Remote Similarity NPD6080 Approved
0.6423 Remote Similarity NPD5250 Approved
0.6423 Remote Similarity NPD5249 Phase 3
0.6423 Remote Similarity NPD5251 Approved
0.6423 Remote Similarity NPD5247 Approved
0.6423 Remote Similarity NPD5248 Approved
0.6408 Remote Similarity NPD6926 Approved
0.6408 Remote Similarity NPD6924 Approved
0.6385 Remote Similarity NPD5988 Approved
0.6372 Remote Similarity NPD6698 Approved
0.6372 Remote Similarity NPD46 Approved
0.637 Remote Similarity NPD7260 Phase 2
0.6364 Remote Similarity NPD5363 Approved
0.6364 Remote Similarity NPD4767 Approved
0.6364 Remote Similarity NPD4768 Approved
0.6364 Remote Similarity NPD1694 Approved
0.6357 Remote Similarity NPD6059 Approved
0.6346 Remote Similarity NPD8264 Approved
0.6339 Remote Similarity NPD6672 Approved
0.6339 Remote Similarity NPD5737 Approved
0.633 Remote Similarity NPD5332 Approved
0.633 Remote Similarity NPD5331 Approved
0.6321 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7983 Approved
0.6316 Remote Similarity NPD6411 Approved
0.6311 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6308 Remote Similarity NPD6909 Approved
0.6308 Remote Similarity NPD8516 Approved
0.6308 Remote Similarity NPD6908 Approved
0.6308 Remote Similarity NPD8517 Approved

Structure

External Identifiers

PubChem CID   44626663
ChEMBL   CHEMBL1077066
ZINC  

Physicochemical Properties

Molecular Weight:  554.29
ALogP:  1.8966
MLogP:  4.1
XLogP:  2.735
# Rotatable Bonds:  12
Polar Surface Area:  119.36
# H-Bond Aceptor:  8
# H-Bond Donor:  2
# Rings:  5
# 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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