Natural Product: NPC325775

Natural Product ID:  NPC325775
Common Name:   Lonijaposide N
IUPAC Name:   4-[3-[(E)-2-[(2S,3R,4S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethenyl]pyridin-1-ium-1-yl]butanoate
Synonyms:   Lonijaposide N
Molecular Formula:   C26H33NO11
Standard InCHIKey:  PJIVLFIKRZQZOE-URGZVSNXSA-N
Standard InCHI:  InChI=1S/C26H33NO11/c1-3-16-17(9-8-15-6-4-10-27(12-15)11-5-7-20(29)30)18(24(34)35-2)14-36-25(16)38-26-23(33)22(32)21(31)19(13-28)37-26/h3-4,6,8-10,12,14,16-17,19,21-23,25-26,28,31-33H,1,5,7,11,13H2,2H3/b9-8+/t16-,17+,19-,21-,22+,23-,25+,26+/m1/s1
Canonical SMILES:  C=C[C@H]1[C@@H](OC=C([C@H]1/C=C/c1ccc[n+](c1)CCCC(=O)[O-])C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
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
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota flower buds Henan province, China 2005-MAY PMID[21942812]
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota Flower buds PMID[21942812]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition < 30 % 21942812

  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 NPC325775 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
0.9762 High Similarity NPC328798
0.9759 High Similarity NPC322043
0.9524 High Similarity NPC325093
0.9524 High Similarity NPC327373
0.9477 High Similarity NPC127647
0.9412 High Similarity NPC318020
0.936 High Similarity NPC182814
0.9096 High Similarity NPC20593
0.9006 High Similarity NPC32451
0.8901 High Similarity NPC328559
0.8895 High Similarity NPC160127
0.8895 High Similarity NPC50997
0.884 High Similarity NPC320748
0.884 High Similarity NPC324245
0.8743 High Similarity NPC79223
0.8736 High Similarity NPC317672
0.8681 High Similarity NPC329024
0.8564 High Similarity NPC156044
0.8533 High Similarity NPC59033
0.8457 Intermediate Similarity NPC25442
0.8457 Intermediate Similarity NPC12944
0.8061 Intermediate Similarity NPC111732
0.7938 Intermediate Similarity NPC309498
0.7789 Intermediate Similarity NPC292517
0.7723 Intermediate Similarity NPC162812
0.7716 Intermediate Similarity NPC474905
0.7673 Intermediate Similarity NPC30570
0.7638 Intermediate Similarity NPC472752
0.7598 Intermediate Similarity NPC474217
0.7598 Intermediate Similarity NPC82070
0.7542 Intermediate Similarity NPC71079
0.7538 Intermediate Similarity NPC475835
0.75 Intermediate Similarity NPC477910
0.7476 Intermediate Similarity NPC52254
0.7475 Intermediate Similarity NPC476115
0.7459 Intermediate Similarity NPC85918
0.7438 Intermediate Similarity NPC476467
0.7438 Intermediate Similarity NPC472553
0.7433 Intermediate Similarity NPC317010
0.7418 Intermediate Similarity NPC278366
0.7418 Intermediate Similarity NPC127730
0.7416 Intermediate Similarity NPC475271
0.7415 Intermediate Similarity NPC476114
0.7379 Intermediate Similarity NPC475408
0.7379 Intermediate Similarity NPC471014
0.7376 Intermediate Similarity NPC472550
0.7376 Intermediate Similarity NPC48042
0.7376 Intermediate Similarity NPC304179
0.7343 Intermediate Similarity NPC294579
0.7343 Intermediate Similarity NPC144779
0.733 Intermediate Similarity NPC470306
0.7327 Intermediate Similarity NPC63041
0.7308 Intermediate Similarity NPC472555
0.7299 Intermediate Similarity NPC475137
0.7299 Intermediate Similarity NPC475498
0.7295 Intermediate Similarity NPC6981
0.7295 Intermediate Similarity NPC471016
0.7286 Intermediate Similarity NPC477911
0.7282 Intermediate Similarity NPC319128
0.7282 Intermediate Similarity NPC228331
0.7264 Intermediate Similarity NPC473506
0.726 Intermediate Similarity NPC62367
0.7251 Intermediate Similarity NPC76565
0.7238 Intermediate Similarity NPC477912
0.723 Intermediate Similarity NPC124029
0.723 Intermediate Similarity NPC211920
0.7225 Intermediate Similarity NPC301368
0.7225 Intermediate Similarity NPC216428
0.7225 Intermediate Similarity NPC84815
0.7219 Intermediate Similarity NPC322488
0.7217 Intermediate Similarity NPC233727
0.7217 Intermediate Similarity NPC477902
0.7212 Intermediate Similarity NPC472435
0.7212 Intermediate Similarity NPC477908
0.7212 Intermediate Similarity NPC206343
0.7196 Intermediate Similarity NPC471190
0.7196 Intermediate Similarity NPC470486
0.7196 Intermediate Similarity NPC471977
0.7196 Intermediate Similarity NPC475644
0.7193 Intermediate Similarity NPC472436
0.7189 Intermediate Similarity NPC170751
0.7183 Intermediate Similarity NPC148860
0.7174 Intermediate Similarity NPC477975
0.717 Intermediate Similarity NPC471980
0.7163 Intermediate Similarity NPC477909
0.7163 Intermediate Similarity NPC477907
0.7163 Intermediate Similarity NPC42678
0.7158 Intermediate Similarity NPC471997
0.715 Intermediate Similarity NPC165837
0.715 Intermediate Similarity NPC476110
0.715 Intermediate Similarity NPC87152
0.715 Intermediate Similarity NPC475600
0.715 Intermediate Similarity NPC475631
0.7143 Intermediate Similarity NPC238457
0.7136 Intermediate Similarity NPC473850
0.7136 Intermediate Similarity NPC328154
0.713 Intermediate Similarity NPC477906
0.7123 Intermediate Similarity NPC127720
0.7123 Intermediate Similarity NPC127026
0.7122 Intermediate Similarity NPC477548
0.7121 Intermediate Similarity NPC109922
0.7116 Intermediate Similarity NPC475362
0.7115 Intermediate Similarity NPC274842
0.7115 Intermediate Similarity NPC264674
0.7101 Intermediate Similarity NPC244856
0.7101 Intermediate Similarity NPC280473
0.7101 Intermediate Similarity NPC323551
0.7097 Intermediate Similarity NPC30456
0.7095 Intermediate Similarity NPC314270
0.7095 Intermediate Similarity NPC174788
0.7089 Intermediate Similarity NPC57797
0.7089 Intermediate Similarity NPC250807
0.7088 Intermediate Similarity NPC138018
0.7085 Intermediate Similarity NPC476090
0.7081 Intermediate Similarity NPC207531
0.707 Intermediate Similarity NPC146824
0.707 Intermediate Similarity NPC475601
0.7067 Intermediate Similarity NPC41724
0.7067 Intermediate Similarity NPC51008
0.7067 Intermediate Similarity NPC306644
0.7067 Intermediate Similarity NPC236424
0.7053 Intermediate Similarity NPC40919
0.7053 Intermediate Similarity NPC470189
0.7051 Intermediate Similarity NPC475303
0.7051 Intermediate Similarity NPC475596
0.7051 Intermediate Similarity NPC150698
0.7051 Intermediate Similarity NPC96801
0.705 Intermediate Similarity NPC149708
0.7033 Intermediate Similarity NPC4421
0.7033 Intermediate Similarity NPC313640
0.7032 Intermediate Similarity NPC327769
0.7032 Intermediate Similarity NPC475426
0.7032 Intermediate Similarity NPC35208
0.702 Intermediate Similarity NPC103230
0.7018 Intermediate Similarity NPC469748
0.7014 Intermediate Similarity NPC319556
0.701 Intermediate Similarity NPC62510
0.701 Intermediate Similarity NPC289086
0.7006 Intermediate Similarity NPC471323
0.7 Intermediate Similarity NPC62844
0.7 Intermediate Similarity NPC193361
0.6991 Remote Similarity NPC477787
0.6991 Remote Similarity NPC328186
0.6991 Remote Similarity NPC122968
0.6991 Remote Similarity NPC228377
0.699 Remote Similarity NPC470190
0.6986 Remote Similarity NPC237702
0.6984 Remote Similarity NPC477976
0.698 Remote Similarity NPC470279
0.6972 Remote Similarity NPC292416
0.6972 Remote Similarity NPC473689
0.6941 Remote Similarity NPC244839
0.6941 Remote Similarity NPC320324
0.6941 Remote Similarity NPC319880
0.6934 Remote Similarity NPC473089
0.6934 Remote Similarity NPC212768
0.6934 Remote Similarity NPC473115
0.6934 Remote Similarity NPC6576
0.6934 Remote Similarity NPC75600
0.6934 Remote Similarity NPC158020
0.6934 Remote Similarity NPC187494
0.6933 Remote Similarity NPC472434
0.6931 Remote Similarity NPC249614
0.6923 Remote Similarity NPC107287
0.6919 Remote Similarity NPC114974
0.6916 Remote Similarity NPC477903
0.6915 Remote Similarity NPC319456
0.6905 Remote Similarity NPC234078
0.6905 Remote Similarity NPC221100
0.6898 Remote Similarity NPC26881
0.6895 Remote Similarity NPC316841
0.6888 Remote Similarity NPC291759
0.6885 Remote Similarity NPC263455
0.6884 Remote Similarity NPC235364
0.6878 Remote Similarity NPC475406
0.6875 Remote Similarity NPC99891
0.6869 Remote Similarity NPC477901
0.6857 Remote Similarity NPC114310
0.6847 Remote Similarity NPC474767
0.6847 Remote Similarity NPC38959
0.6847 Remote Similarity NPC327904
0.6837 Remote Similarity NPC133591
0.6835 Remote Similarity NPC14116
0.6835 Remote Similarity NPC285411
0.6833 Remote Similarity NPC238278
0.683 Remote Similarity NPC253482
0.682 Remote Similarity NPC477900
0.682 Remote Similarity NPC477899
0.6816 Remote Similarity NPC135950
0.6812 Remote Similarity NPC476516
0.6806 Remote Similarity NPC477788
0.6804 Remote Similarity NPC311196
0.6804 Remote Similarity NPC134384
0.6779 Remote Similarity NPC193238
0.6773 Remote Similarity NPC91125
0.6771 Remote Similarity NPC57453
0.6766 Remote Similarity NPC289786
0.6754 Remote Similarity NPC475533
0.674 Remote Similarity NPC475648
0.6738 Remote Similarity NPC320064

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC325775 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
0.7635 Intermediate Similarity NPD8326 Phase 3
0.7635 Intermediate Similarity NPD8327 Clinical (unspecified phase)
0.7635 Intermediate Similarity NPD8325 Phase 3
0.7525 Intermediate Similarity NPD7396 Approved
0.75 Intermediate Similarity NPD5088 Discontinued
0.7287 Intermediate Similarity NPD8304 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD2896 Discontinued
0.7207 Intermediate Similarity NPD8468 Phase 2
0.7088 Intermediate Similarity NPD820 Phase 3
0.7086 Intermediate Similarity NPD4805 Approved
0.7051 Intermediate Similarity NPD8372 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD8409 Suspended
0.7041 Intermediate Similarity NPD2544 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD6635 Approved
0.7016 Intermediate Similarity NPD8037 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD8036 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD2511 Approved
0.699 Remote Similarity NPD7234 Approved
0.699 Remote Similarity NPD7233 Approved
0.6978 Remote Similarity NPD2809 Approved
0.6971 Remote Similarity NPD4804 Approved
0.6957 Remote Similarity NPD6529 Discontinued
0.6954 Remote Similarity NPD4081 Clinical (unspecified phase)
0.6948 Remote Similarity NPD8479 Phase 2
0.6935 Remote Similarity NPD4529 Approved
0.6935 Remote Similarity NPD4526 Approved
0.6935 Remote Similarity NPD4528 Approved
0.6931 Remote Similarity NPD6739 Clinical (unspecified phase)
0.6916 Remote Similarity NPD6298 Discontinued
0.6914 Remote Similarity NPD203 Clinical (unspecified phase)
0.6912 Remote Similarity NPD5721 Clinical (unspecified phase)
0.691 Remote Similarity NPD751 Clinical (unspecified phase)
0.6872 Remote Similarity NPD5148 Clinical (unspecified phase)
0.6872 Remote Similarity NPD5149 Phase 2
0.6866 Remote Similarity NPD7061 Clinical (unspecified phase)
0.6842 Remote Similarity NPD485 Clinical (unspecified phase)
0.6816 Remote Similarity NPD4427 Phase 2
0.6813 Remote Similarity NPD7913 Clinical (unspecified phase)
0.6791 Remote Similarity NPD4239 Clinical (unspecified phase)
0.6784 Remote Similarity NPD8063 Discontinued
0.6779 Remote Similarity NPD7562 Approved
0.6776 Remote Similarity NPD5965 Clinical (unspecified phase)
0.6772 Remote Similarity NPD4174 Clinical (unspecified phase)
0.6771 Remote Similarity NPD5322 Clinical (unspecified phase)
0.6757 Remote Similarity NPD6026 Approved
0.675 Remote Similarity NPD1977 Clinical (unspecified phase)
0.6745 Remote Similarity NPD3795 Approved
0.6745 Remote Similarity NPD3794 Approved
0.6724 Remote Similarity NPD8370 Discontinued
0.6718 Remote Similarity NPD5899 Approved
0.6718 Remote Similarity NPD5898 Approved
0.6718 Remote Similarity NPD5897 Approved
0.6712 Remote Similarity NPD5640 Discontinued
0.6703 Remote Similarity NPD9271 Approved
0.6701 Remote Similarity NPD6641 Approved
0.6701 Remote Similarity NPD6642 Approved
0.6699 Remote Similarity NPD3911 Approved
0.6698 Remote Similarity NPD7069 Discontinued
0.6683 Remote Similarity NPD6361 Phase 2
0.6682 Remote Similarity NPD4086 Phase 1
0.6667 Remote Similarity NPD4889 Approved
0.665 Remote Similarity NPD4500 Approved
0.665 Remote Similarity NPD4396 Clinical (unspecified phase)
0.665 Remote Similarity NPD4501 Approved
0.6634 Remote Similarity NPD7777 Approved
0.6634 Remote Similarity NPD53 Approved
0.6634 Remote Similarity NPD7778 Approved
0.6633 Remote Similarity NPD4375 Approved
0.6632 Remote Similarity NPD43 Approved
0.6632 Remote Similarity NPD6182 Approved
0.6632 Remote Similarity NPD6183 Clinical (unspecified phase)
0.6631 Remote Similarity NPD2581 Approved
0.6631 Remote Similarity NPD2582 Approved
0.6629 Remote Similarity NPD1627 Clinical (unspecified phase)
0.6629 Remote Similarity NPD1380 Discovery
0.6615 Remote Similarity NPD5751 Clinical (unspecified phase)
0.6609 Remote Similarity NPD9206 Approved
0.6609 Remote Similarity NPD9207 Approved
0.6609 Remote Similarity NPD8375 Approved
0.6603 Remote Similarity NPD32 Approved
0.6603 Remote Similarity NPD4038 Approved
0.6603 Remote Similarity NPD31 Approved
0.6603 Remote Similarity NPD4034 Approved
0.6603 Remote Similarity NPD4033 Approved
0.6603 Remote Similarity NPD4037 Approved
0.6603 Remote Similarity NPD4039 Approved
0.6603 Remote Similarity NPD4122 Approved
0.6603 Remote Similarity NPD4036 Approved
0.6603 Remote Similarity NPD4035 Approved
0.6599 Remote Similarity NPD8408 Discontinued
0.6596 Remote Similarity NPD5255 Approved
0.6595 Remote Similarity NPD510 Phase 1
0.6593 Remote Similarity NPD9075 Approved
0.6593 Remote Similarity NPD9074 Approved
0.6587 Remote Similarity NPD6477 Clinical (unspecified phase)
0.6585 Remote Similarity NPD6206 Phase 1
0.6574 Remote Similarity NPD4989 Phase 2
0.6571 Remote Similarity NPD6732 Clinical (unspecified phase)
0.657 Remote Similarity NPD6479 Discontinued
0.6567 Remote Similarity NPD4334 Discontinued
0.6567 Remote Similarity NPD4021 Phase 2
0.6562 Remote Similarity NPD6872 Clinical (unspecified phase)
0.656 Remote Similarity NPD3280 Approved
0.6559 Remote Similarity NPD180 Clinical (unspecified phase)
0.6552 Remote Similarity NPD8371 Clinical (unspecified phase)
0.6531 Remote Similarity NPD8122 Approved
0.6531 Remote Similarity NPD8123 Approved
0.6526 Remote Similarity NPD6262 Clinical (unspecified phase)
0.6526 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6525 Remote Similarity NPD8373 Clinical (unspecified phase)
0.6524 Remote Similarity NPD2831 Approved
0.6522 Remote Similarity NPD6661 Clinical (unspecified phase)
0.6522 Remote Similarity NPD4703 Approved
0.6522 Remote Similarity NPD4702 Approved
0.6519 Remote Similarity NPD1382 Phase 2
0.6519 Remote Similarity NPD1383 Phase 3
0.6517 Remote Similarity NPD8020 Approved
0.6517 Remote Similarity NPD6257 Clinical (unspecified phase)
0.6517 Remote Similarity NPD8021 Approved
0.6515 Remote Similarity NPD3386 Phase 2
0.6515 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6509 Remote Similarity NPD2510 Approved
0.6509 Remote Similarity NPD2509 Approved
0.6502 Remote Similarity NPD2336 Approved
0.6502 Remote Similarity NPD3785 Clinical (unspecified phase)
0.6497 Remote Similarity NPD1620 Clinical (unspecified phase)
0.6485 Remote Similarity NPD6068 Discontinued
0.6484 Remote Similarity NPD3717 Discontinued
0.6484 Remote Similarity NPD1427 Clinical (unspecified phase)
0.6477 Remote Similarity NPD5862 Discovery
0.6471 Remote Similarity NPD6665 Discontinued
0.6471 Remote Similarity NPD4376 Phase 3
0.6467 Remote Similarity NPD6148 Clinical (unspecified phase)
0.6466 Remote Similarity NPD8291 Clinical (unspecified phase)
0.6464 Remote Similarity NPD107 Approved
0.6463 Remote Similarity NPD7886 Phase 2
0.6463 Remote Similarity NPD7885 Phase 2
0.6456 Remote Similarity NPD7818 Clinical (unspecified phase)
0.6453 Remote Similarity NPD6281 Approved
0.6453 Remote Similarity NPD3321 Discontinued
0.6452 Remote Similarity NPD3393 Approved
0.6452 Remote Similarity NPD3394 Approved
0.6452 Remote Similarity NPD3389 Approved
0.645 Remote Similarity NPD1096 Discontinued
0.6432 Remote Similarity NPD7414 Clinical (unspecified phase)
0.6432 Remote Similarity NPD1270 Approved
0.6429 Remote Similarity NPD7561 Approved
0.6425 Remote Similarity NPD5611 Phase 2
0.6425 Remote Similarity NPD8356 Approved
0.6415 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6413 Remote Similarity NPD8289 Discontinued
0.6411 Remote Similarity NPD5228 Phase 3
0.6408 Remote Similarity NPD7944 Discontinued
0.64 Remote Similarity NPD8374 Phase 3
0.64 Remote Similarity NPD5728 Clinical (unspecified phase)
0.6398 Remote Similarity NPD2121 Clinical (unspecified phase)
0.6398 Remote Similarity NPD5487 Phase 1
0.6394 Remote Similarity NPD6261 Phase 3
0.6393 Remote Similarity NPD6578 Clinical (unspecified phase)
0.639 Remote Similarity NPD4315 Phase 2
0.639 Remote Similarity NPD6569 Phase 2
0.6389 Remote Similarity NPD9506 Approved
0.638 Remote Similarity NPD5147 Discontinued
0.6377 Remote Similarity NPD2307 Discontinued
0.6374 Remote Similarity NPD1649 Discontinued
0.6372 Remote Similarity NPD5072 Discontinued
0.6368 Remote Similarity NPD6178 Phase 3
0.6368 Remote Similarity NPD3947 Discontinued
0.6368 Remote Similarity NPD3569 Discontinued
0.6364 Remote Similarity NPD6248 Phase 2
0.6364 Remote Similarity NPD1032 Phase 2
0.6364 Remote Similarity NPD6249 Phase 2
0.636 Remote Similarity NPD8329 Phase 3
0.6359 Remote Similarity NPD3813 Approved
0.6355 Remote Similarity NPD7467 Discontinued
0.6349 Remote Similarity NPD2061 Approved
0.6343 Remote Similarity NPD9284 Approved
0.6338 Remote Similarity NPD7958 Clinical (unspecified phase)
0.6338 Remote Similarity NPD7957 Phase 1
0.6338 Remote Similarity NPD7010 Phase 3
0.6329 Remote Similarity NPD5975 Clinical (unspecified phase)
0.6313 Remote Similarity NPD3815 Phase 1
0.6313 Remote Similarity NPD3816 Phase 1
0.6311 Remote Similarity NPD8430 Approved
0.6308 Remote Similarity NPD4638 Approved
0.6308 Remote Similarity NPD4639 Approved
0.6308 Remote Similarity NPD4640 Approved
0.6305 Remote Similarity NPD5444 Phase 1
0.6298 Remote Similarity NPD201 Phase 2
0.6298 Remote Similarity NPD200 Phase 2
0.6294 Remote Similarity NPD2077 Approved
0.6294 Remote Similarity NPD2076 Approved
0.629 Remote Similarity NPD7469 Discontinued
0.6288 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6287 Remote Similarity NPD7483 Phase 2
0.6287 Remote Similarity NPD2091 Phase 2
0.6287 Remote Similarity NPD2096 Phase 2
0.6287 Remote Similarity NPD7482 Phase 2
0.6286 Remote Similarity NPD3800 Clinical (unspecified phase)
0.6286 Remote Similarity NPD7000 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   56600069
ChEMBL   CHEMBL1928052
ZINC  

Physicochemical Properties

Molecular Weight:  535.21
ALogP:  -4.3315
MLogP:  3
XLogP:  0.709
# Rotatable Bonds:  18
Polar Surface Area:  178.92
# H-Bond Aceptor:  11
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  38

Download Data

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Biological Activities  
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