Natural Product: NPC182185

Natural Product ID:  NPC182185
Common Name:   Schirubridilactone A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C29H36O12
Standard InCHIKey:  LWXUKQORMRLSCU-NVIWHHPOSA-N
Standard InCHI:  InChI=1S/C29H36O12/c1-11-16-19(37-20(11)33)28(36)21-24(4,22(34)25(28,5)35)6-7-26-10-27-14(9-15(31)39-27)38-23(2,3)17(27)13(30)8-12(26)18(32)29(21,40-16)41-26/h11-14,16-17,19,21,30,35-36H,6-10H2,1-5H3/t11-,12-,13-,14+,16+,17-,19-,21+,24-,25-,26-,27-,28-,29+/m0/s1
Canonical SMILES:  O=C1C[C@@H]2[C@@]3(O1)C[C@]14CC[C@]5([C@H]6[C@](O1)(C(=O)[C@@H]4C[C@@H]([C@H]3C(O2)(C)C)O)O[C@@H]1[C@H](C)C(=O)O[C@@H]1[C@]6([C@@](C5=O)(C)O)O)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
NPO24804 Schisandra rubriflora Species Schisandraceae Eukaryota leaves and stems PMID[20146529]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 30.1 ug/ml 16933872
NPT65 Cell Line HepG2 Homo sapiens IC50 > 5 ug/ml 16933872
NPT111 Cell Line K562 Homo sapiens IC50 > 5 ug/ml 16933872

  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 NPC182185 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
0.9901 High Similarity NPC217041
0.9806 High Similarity NPC98870
0.9703 High Similarity NPC469787
0.9703 High Similarity NPC469788
0.9703 High Similarity NPC290247
0.9608 High Similarity NPC220773
0.9608 High Similarity NPC278693
0.9608 High Similarity NPC167044
0.951 High Similarity NPC176756
0.9412 High Similarity NPC228311
0.9412 High Similarity NPC41674
0.9412 High Similarity NPC168890
0.9412 High Similarity NPC469441
0.9231 High Similarity NPC329876
0.9029 High Similarity NPC469350
0.8835 High Similarity NPC162024
0.8762 High Similarity NPC169089
0.8762 High Similarity NPC114365
0.8762 High Similarity NPC154962
0.8762 High Similarity NPC18044
0.8762 High Similarity NPC177518
0.8762 High Similarity NPC18433
0.8762 High Similarity NPC132304
0.8762 High Similarity NPC123070
0.8762 High Similarity NPC88890
0.8641 High Similarity NPC274695
0.8571 High Similarity NPC292803
0.8197 Intermediate Similarity NPC224623
0.819 Intermediate Similarity NPC328180
0.819 Intermediate Similarity NPC278028
0.8182 Intermediate Similarity NPC469351
0.8136 Intermediate Similarity NPC186339
0.7951 Intermediate Similarity NPC13071
0.7934 Intermediate Similarity NPC11732
0.7909 Intermediate Similarity NPC473526
0.7909 Intermediate Similarity NPC473701
0.7845 Intermediate Similarity NPC475490
0.7767 Intermediate Similarity NPC470009
0.7724 Intermediate Similarity NPC172823
0.7686 Intermediate Similarity NPC1538
0.7623 Intermediate Similarity NPC144625
0.7603 Intermediate Similarity NPC192309
0.7522 Intermediate Similarity NPC166079
0.75 Intermediate Similarity NPC470191
0.75 Intermediate Similarity NPC314364
0.7458 Intermediate Similarity NPC470115
0.7458 Intermediate Similarity NPC470116
0.7455 Intermediate Similarity NPC211087
0.7434 Intermediate Similarity NPC100078
0.7411 Intermediate Similarity NPC213528
0.7411 Intermediate Similarity NPC244969
0.7398 Intermediate Similarity NPC42747
0.7368 Intermediate Similarity NPC306776
0.7333 Intermediate Similarity NPC31349
0.7321 Intermediate Similarity NPC178853
0.7315 Intermediate Similarity NPC472238
0.7315 Intermediate Similarity NPC472237
0.7295 Intermediate Similarity NPC147635
0.7295 Intermediate Similarity NPC163693
0.7282 Intermediate Similarity NPC157328
0.7265 Intermediate Similarity NPC475463
0.7248 Intermediate Similarity NPC76136
0.7248 Intermediate Similarity NPC329713
0.7248 Intermediate Similarity NPC217567
0.7238 Intermediate Similarity NPC470657
0.7222 Intermediate Similarity NPC474699
0.7212 Intermediate Similarity NPC473791
0.7203 Intermediate Similarity NPC473062
0.719 Intermediate Similarity NPC179429
0.717 Intermediate Similarity NPC51662
0.7168 Intermediate Similarity NPC478181
0.7167 Intermediate Similarity NPC79193
0.7143 Intermediate Similarity NPC253995
0.713 Intermediate Similarity NPC88469
0.7105 Intermediate Similarity NPC470172
0.7091 Intermediate Similarity NPC470424
0.7054 Intermediate Similarity NPC261372
0.7054 Intermediate Similarity NPC263674
0.7054 Intermediate Similarity NPC74466
0.7054 Intermediate Similarity NPC58267
0.7043 Intermediate Similarity NPC473406
0.7043 Intermediate Similarity NPC471253
0.703 Intermediate Similarity NPC214030
0.703 Intermediate Similarity NPC83108
0.7019 Intermediate Similarity NPC212340
0.7018 Intermediate Similarity NPC259654
0.7018 Intermediate Similarity NPC298266
0.6967 Remote Similarity NPC277583
0.6964 Remote Similarity NPC476728
0.6952 Remote Similarity NPC474266
0.6942 Remote Similarity NPC97002
0.6937 Remote Similarity NPC206878
0.6909 Remote Similarity NPC474065
0.6903 Remote Similarity NPC470632
0.6894 Remote Similarity NPC475376
0.6894 Remote Similarity NPC470117
0.6875 Remote Similarity NPC215570
0.687 Remote Similarity NPC474053
0.687 Remote Similarity NPC304624
0.6864 Remote Similarity NPC203974
0.6857 Remote Similarity NPC475849
0.6842 Remote Similarity NPC256618
0.6842 Remote Similarity NPC219058
0.6838 Remote Similarity NPC470167
0.6832 Remote Similarity NPC179922
0.6822 Remote Similarity NPC478111
0.6822 Remote Similarity NPC2757
0.6814 Remote Similarity NPC116683
0.681 Remote Similarity NPC471254
0.6796 Remote Similarity NPC475616
0.678 Remote Similarity NPC215408
0.6777 Remote Similarity NPC469824
0.6769 Remote Similarity NPC188291
0.6762 Remote Similarity NPC216941
0.6759 Remote Similarity NPC476717
0.6752 Remote Similarity NPC473148
0.675 Remote Similarity NPC208333
0.675 Remote Similarity NPC228190
0.675 Remote Similarity NPC236753
0.675 Remote Similarity NPC227879
0.6746 Remote Similarity NPC317635
0.6746 Remote Similarity NPC142882
0.6746 Remote Similarity NPC329008
0.6733 Remote Similarity NPC215030
0.6733 Remote Similarity NPC125164
0.6733 Remote Similarity NPC477867
0.6726 Remote Similarity NPC305808
0.6724 Remote Similarity NPC67296
0.6721 Remote Similarity NPC471570
0.6699 Remote Similarity NPC70996
0.6699 Remote Similarity NPC474003
0.6696 Remote Similarity NPC475788
0.6696 Remote Similarity NPC161035
0.6695 Remote Similarity NPC469629
0.6694 Remote Similarity NPC106760
0.6667 Remote Similarity NPC193785
0.6667 Remote Similarity NPC477433
0.6667 Remote Similarity NPC474297
0.6667 Remote Similarity NPC477442
0.6667 Remote Similarity NPC475319
0.6667 Remote Similarity NPC92890
0.6667 Remote Similarity NPC319570
0.6667 Remote Similarity NPC202898
0.6667 Remote Similarity NPC472079
0.6667 Remote Similarity NPC477444
0.6667 Remote Similarity NPC228411
0.664 Remote Similarity NPC475238
0.6639 Remote Similarity NPC474101
0.6639 Remote Similarity NPC44004
0.6637 Remote Similarity NPC247877
0.6637 Remote Similarity NPC470423
0.6637 Remote Similarity NPC309127
0.6636 Remote Similarity NPC191221
0.6636 Remote Similarity NPC33398
0.6617 Remote Similarity NPC100390
0.6617 Remote Similarity NPC42206
0.6617 Remote Similarity NPC254614
0.6615 Remote Similarity NPC104427
0.6615 Remote Similarity NPC198714
0.6615 Remote Similarity NPC273962
0.6613 Remote Similarity NPC308858
0.6613 Remote Similarity NPC475537
0.6612 Remote Similarity NPC469825
0.6612 Remote Similarity NPC92297
0.6612 Remote Similarity NPC233433
0.6612 Remote Similarity NPC220836
0.6612 Remote Similarity NPC273002
0.6612 Remote Similarity NPC473817
0.6612 Remote Similarity NPC94086
0.661 Remote Similarity NPC107385
0.6609 Remote Similarity NPC236580
0.6609 Remote Similarity NPC304445
0.6609 Remote Similarity NPC311904
0.6609 Remote Similarity NPC472273
0.6609 Remote Similarity NPC471241
0.6607 Remote Similarity NPC469627
0.6606 Remote Similarity NPC92139
0.6606 Remote Similarity NPC243746
0.6589 Remote Similarity NPC129992
0.6589 Remote Similarity NPC471392
0.6585 Remote Similarity NPC477489
0.6581 Remote Similarity NPC471767
0.6579 Remote Similarity NPC21897
0.6579 Remote Similarity NPC287354
0.6579 Remote Similarity NPC62407
0.6577 Remote Similarity NPC477443
0.6577 Remote Similarity NPC200580
0.6577 Remote Similarity NPC477440
0.6574 Remote Similarity NPC291310
0.6565 Remote Similarity NPC292290
0.6552 Remote Similarity NPC292775
0.6549 Remote Similarity NPC256104
0.6549 Remote Similarity NPC476189
0.6549 Remote Similarity NPC211845
0.6549 Remote Similarity NPC122083
0.6549 Remote Similarity NPC182740
0.6545 Remote Similarity NPC239938
0.6542 Remote Similarity NPC102156
0.6542 Remote Similarity NPC148740
0.6541 Remote Similarity NPC475389

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC182185 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
0.8762 High Similarity NPD4057 Clinical (unspecified phase)
0.8762 High Similarity NPD4056 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD1700 Approved
0.6695 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6565 Remote Similarity NPD7078 Approved
0.6538 Remote Similarity NPD7492 Approved
0.6489 Remote Similarity NPD6616 Approved
0.6484 Remote Similarity NPD6059 Approved
0.6484 Remote Similarity NPD6054 Approved
0.6476 Remote Similarity NPD4802 Phase 2
0.6476 Remote Similarity NPD4238 Approved
0.6439 Remote Similarity NPD8293 Discontinued
0.6391 Remote Similarity NPD7736 Approved
0.6385 Remote Similarity NPD6370 Approved
0.6308 Remote Similarity NPD6016 Approved
0.6308 Remote Similarity NPD6015 Approved
0.626 Remote Similarity NPD5988 Approved
0.6231 Remote Similarity NPD6319 Approved
0.6179 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6116 Remote Similarity NPD8083 Approved
0.6116 Remote Similarity NPD8084 Approved
0.6116 Remote Similarity NPD8138 Approved
0.6116 Remote Similarity NPD8139 Approved
0.6116 Remote Similarity NPD8085 Approved
0.6116 Remote Similarity NPD8086 Approved
0.6116 Remote Similarity NPD8082 Approved
0.6066 Remote Similarity NPD8275 Approved
0.6066 Remote Similarity NPD8276 Approved
0.6061 Remote Similarity NPD8268 Approved
0.6061 Remote Similarity NPD8269 Approved
0.6061 Remote Similarity NPD8267 Approved
0.6061 Remote Similarity NPD8266 Approved
0.6032 Remote Similarity NPD6371 Approved
0.6029 Remote Similarity NPD6033 Approved
0.6016 Remote Similarity NPD8081 Approved
0.6 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5985 Remote Similarity NPD7319 Approved
0.5968 Remote Similarity NPD8393 Approved
0.5938 Remote Similarity NPD6882 Approved
0.5882 Remote Similarity NPD7507 Approved
0.5878 Remote Similarity NPD6009 Approved
0.5852 Remote Similarity NPD8328 Phase 3
0.5847 Remote Similarity NPD8171 Discontinued
0.5827 Remote Similarity NPD6373 Approved
0.5827 Remote Similarity NPD6372 Approved
0.5825 Remote Similarity NPD896 Approved
0.5825 Remote Similarity NPD898 Approved
0.5825 Remote Similarity NPD897 Approved
0.5818 Remote Similarity NPD7329 Approved
0.5814 Remote Similarity NPD8297 Approved
0.5794 Remote Similarity NPD6412 Phase 2
0.5769 Remote Similarity NPD8133 Approved
0.5748 Remote Similarity NPD7320 Approved
0.5741 Remote Similarity NPD3702 Approved
0.5736 Remote Similarity NPD6650 Approved
0.5736 Remote Similarity NPD6649 Approved
0.5726 Remote Similarity NPD8301 Approved
0.5726 Remote Similarity NPD8300 Approved
0.5714 Remote Similarity NPD7128 Approved
0.5714 Remote Similarity NPD5739 Approved
0.5714 Remote Similarity NPD6402 Approved
0.5714 Remote Similarity NPD5956 Approved
0.5714 Remote Similarity NPD6675 Approved
0.5704 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5669 Remote Similarity NPD8307 Discontinued
0.5669 Remote Similarity NPD8140 Approved
0.5667 Remote Similarity NPD5282 Discontinued
0.5662 Remote Similarity NPD8080 Discontinued
0.5649 Remote Similarity NPD4632 Approved
0.5625 Remote Similarity NPD6881 Approved
0.5625 Remote Similarity NPD6928 Phase 2
0.5625 Remote Similarity NPD6899 Approved
0.5619 Remote Similarity NPD229 Approved
0.5615 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5614 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5614 Remote Similarity NPD3669 Approved
0.561 Remote Similarity NPD5696 Approved

Structure

External Identifiers

PubChem CID   46186626
ChEMBL   CHEMBL1076668
ZINC  

Physicochemical Properties

Molecular Weight:  576.22
ALogP:  -2.0879
MLogP:  3.33
XLogP:  -1.245
# Rotatable Bonds:  8
Polar Surface Area:  175.12
# H-Bond Aceptor:  12
# H-Bond Donor:  3
# Rings:  8
# Heavy Atoms:  41

Download Data

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