Natural Product: NPC328798

Natural Product ID:  NPC328798
Common Name:   Lonijaposide J
IUPAC Name:   methyl (2S,3R,4S)-3-ethenyl-4-[(E)-2-[1-(2-hydroxyethyl)pyridin-1-ium-3-yl]ethenyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate;chloride
Synonyms:   Lonijaposide J
Molecular Formula:   C24H32NO10.ClH
Standard InCHIKey:  NXVSHRKSOYHAHU-GVTJHXRVSA-M
Standard InCHI:  InChI=1S/C24H32NO10.ClH/c1-3-15-16(7-6-14-5-4-8-25(11-14)9-10-26)17(22(31)32-2)13-33-23(15)35-24-21(30)20(29)19(28)18(12-27)34-24;/h3-8,11,13,15-16,18-21,23-24,26-30H,1,9-10,12H2,2H3;1H/q+1;/p-1/b7-6+;/t15-,16+,18-,19-,20+,21-,23+,24+;/m1./s1
Canonical SMILES:  OCC[n+]1cccc(c1)/C=C/[C@H]1[C@@H](C=C)[C@@H](OC=C1C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O.[Cl-]
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 NPC328798 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 NPC325775
0.9759 High Similarity NPC325093
0.9706 High Similarity NPC127647
0.9643 High Similarity NPC318020
0.9588 High Similarity NPC182814
0.9524 High Similarity NPC327373
0.9524 High Similarity NPC322043
0.9106 High Similarity NPC160127
0.9106 High Similarity NPC50997
0.9096 High Similarity NPC20593
0.895 High Similarity NPC79223
0.884 High Similarity NPC324245
0.884 High Similarity NPC320748
0.8798 High Similarity NPC32451
0.8763 High Similarity NPC156044
0.8736 High Similarity NPC59033
0.8696 High Similarity NPC328559
0.8681 High Similarity NPC329024
0.8656 High Similarity NPC12944
0.8656 High Similarity NPC25442
0.8533 High Similarity NPC317672
0.8247 Intermediate Similarity NPC111732
0.7938 Intermediate Similarity NPC309498
0.7789 Intermediate Similarity NPC292517
0.7723 Intermediate Similarity NPC162812
0.7716 Intermediate Similarity NPC474905
0.7697 Intermediate Similarity NPC474217
0.7673 Intermediate Similarity NPC30570
0.764 Intermediate Similarity NPC71079
0.7638 Intermediate Similarity NPC472752
0.7598 Intermediate Similarity NPC82070
0.7585 Intermediate Similarity NPC475271
0.7556 Intermediate Similarity NPC85918
0.7538 Intermediate Similarity NPC475835
0.7527 Intermediate Similarity NPC317010
0.7514 Intermediate Similarity NPC127730
0.7514 Intermediate Similarity NPC278366
0.75 Intermediate Similarity NPC477910
0.7476 Intermediate Similarity NPC52254
0.7475 Intermediate Similarity NPC476115
0.7438 Intermediate Similarity NPC476467
0.7438 Intermediate Similarity NPC472553
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
0.7363 Intermediate Similarity NPC477975
0.7343 Intermediate Similarity NPC144779
0.7343 Intermediate Similarity NPC294579
0.733 Intermediate Similarity NPC470306
0.7327 Intermediate Similarity NPC63041
0.7308 Intermediate Similarity NPC472555
0.7295 Intermediate Similarity NPC6981
0.7295 Intermediate Similarity NPC471016
0.7289 Intermediate Similarity NPC472435
0.7286 Intermediate Similarity NPC477911
0.7282 Intermediate Similarity NPC319128
0.7282 Intermediate Similarity NPC228331
0.7269 Intermediate Similarity NPC472436
0.726 Intermediate Similarity NPC62367
0.724 Intermediate Similarity NPC476090
0.7238 Intermediate Similarity NPC477912
0.723 Intermediate Similarity NPC211920
0.723 Intermediate Similarity NPC124029
0.7225 Intermediate Similarity NPC301368
0.7225 Intermediate Similarity NPC216428
0.7225 Intermediate Similarity NPC84815
0.7217 Intermediate Similarity NPC233727
0.7217 Intermediate Similarity NPC477902
0.7212 Intermediate Similarity NPC206343
0.7212 Intermediate Similarity NPC477908
0.7183 Intermediate Similarity NPC148860
0.7182 Intermediate Similarity NPC138018
0.717 Intermediate Similarity NPC471980
0.7163 Intermediate Similarity NPC477909
0.7163 Intermediate Similarity NPC477907
0.7163 Intermediate Similarity NPC42678
0.715 Intermediate Similarity NPC165837
0.7143 Intermediate Similarity NPC238457
0.7136 Intermediate Similarity NPC473850
0.7136 Intermediate Similarity NPC475498
0.7136 Intermediate Similarity NPC328154
0.7136 Intermediate Similarity NPC475137
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
0.7115 Intermediate Similarity NPC264674
0.7115 Intermediate Similarity NPC313640
0.7103 Intermediate Similarity NPC473506
0.7101 Intermediate Similarity NPC323551
0.7101 Intermediate Similarity NPC280473
0.7098 Intermediate Similarity NPC62510
0.7095 Intermediate Similarity NPC174788
0.7095 Intermediate Similarity NPC314270
0.7089 Intermediate Similarity NPC57797
0.7089 Intermediate Similarity NPC76565
0.7089 Intermediate Similarity NPC250807
0.7081 Intermediate Similarity NPC207531
0.7072 Intermediate Similarity NPC263455
0.707 Intermediate Similarity NPC475601
0.7067 Intermediate Similarity NPC41724
0.7067 Intermediate Similarity NPC51008
0.7053 Intermediate Similarity NPC40919
0.7053 Intermediate Similarity NPC470189
0.7051 Intermediate Similarity NPC150698
0.7051 Intermediate Similarity NPC96801
0.705 Intermediate Similarity NPC149708
0.7037 Intermediate Similarity NPC471190
0.7037 Intermediate Similarity NPC475644
0.7037 Intermediate Similarity NPC470486
0.7037 Intermediate Similarity NPC471977
0.7037 Intermediate Similarity NPC475362
0.7033 Intermediate Similarity NPC4421
0.7032 Intermediate Similarity NPC170751
0.702 Intermediate Similarity NPC103230
0.7018 Intermediate Similarity NPC469748
0.7018 Intermediate Similarity NPC322488
0.7014 Intermediate Similarity NPC319556
0.701 Intermediate Similarity NPC289086
0.7009 Intermediate Similarity NPC472434
0.7006 Intermediate Similarity NPC471323
0.7005 Intermediate Similarity NPC319456
0.7 Intermediate Similarity NPC62844
0.7 Intermediate Similarity NPC193361
0.6991 Remote Similarity NPC146824
0.6991 Remote Similarity NPC122968
0.6991 Remote Similarity NPC477787
0.6991 Remote Similarity NPC328186
0.6991 Remote Similarity NPC476110
0.6991 Remote Similarity NPC87152
0.6991 Remote Similarity NPC475600
0.6991 Remote Similarity NPC475631
0.6991 Remote Similarity NPC228377
0.699 Remote Similarity NPC470190
0.6984 Remote Similarity NPC477976
0.6979 Remote Similarity NPC471997
0.6952 Remote Similarity NPC274842
0.6941 Remote Similarity NPC30456
0.6938 Remote Similarity NPC244856
0.6934 Remote Similarity NPC473089
0.6934 Remote Similarity NPC212768
0.6934 Remote Similarity NPC187494
0.6934 Remote Similarity NPC473115
0.6934 Remote Similarity NPC6576
0.6934 Remote Similarity NPC75600
0.6934 Remote Similarity NPC158020
0.6931 Remote Similarity NPC249614
0.6923 Remote Similarity NPC107287
0.6923 Remote Similarity NPC57453
0.6919 Remote Similarity NPC114974
0.6916 Remote Similarity NPC477903
0.6909 Remote Similarity NPC237702
0.6905 Remote Similarity NPC236424
0.6905 Remote Similarity NPC234078
0.6905 Remote Similarity NPC306644
0.6905 Remote Similarity NPC221100
0.69 Remote Similarity NPC135950
0.6898 Remote Similarity NPC26881
0.6895 Remote Similarity NPC292416
0.6895 Remote Similarity NPC475596
0.6895 Remote Similarity NPC475303
0.6895 Remote Similarity NPC473689
0.6895 Remote Similarity NPC316841
0.6889 Remote Similarity NPC477974
0.6886 Remote Similarity NPC476516
0.6884 Remote Similarity NPC235364
0.6878 Remote Similarity NPC475426
0.6878 Remote Similarity NPC35208
0.6878 Remote Similarity NPC327769
0.6875 Remote Similarity NPC99891
0.6872 Remote Similarity NPC153452
0.6869 Remote Similarity NPC477901
0.6864 Remote Similarity NPC320324
0.6864 Remote Similarity NPC319880
0.6864 Remote Similarity NPC244839
0.6847 Remote Similarity NPC474767
0.6837 Remote Similarity NPC90019
0.6835 Remote Similarity NPC14116
0.6835 Remote Similarity NPC285411
0.6833 Remote Similarity NPC238278
0.6831 Remote Similarity NPC312860
0.682 Remote Similarity NPC477900
0.682 Remote Similarity NPC477899
0.6818 Remote Similarity NPC75544
0.6814 Remote Similarity NPC470279
0.6806 Remote Similarity NPC477788
0.6804 Remote Similarity NPC134384
0.6804 Remote Similarity NPC311196
0.6802 Remote Similarity NPC475406
0.6802 Remote Similarity NPC291759
0.6786 Remote Similarity NPC207851
0.6779 Remote Similarity NPC316403
0.6773 Remote Similarity NPC91125
0.6772 Remote Similarity NPC41717
0.6771 Remote Similarity NPC38959
0.6771 Remote Similarity NPC327904

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC328798 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
0.7811 Intermediate Similarity NPD8327 Clinical (unspecified phase)
0.7811 Intermediate Similarity NPD8326 Phase 3
0.7811 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)
0.7283 Intermediate Similarity NPD4805 Approved
0.7209 Intermediate Similarity NPD2896 Discontinued
0.7209 Intermediate Similarity NPD8372 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD8468 Phase 2
0.7202 Intermediate Similarity NPD8409 Suspended
0.7196 Intermediate Similarity NPD8037 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD8036 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD4804 Approved
0.7128 Intermediate Similarity NPD2544 Clinical (unspecified phase)
0.7088 Intermediate Similarity NPD820 Phase 3
0.7039 Intermediate Similarity NPD6529 Discontinued
0.7027 Intermediate Similarity NPD6635 Approved
0.7011 Intermediate Similarity NPD2511 Approved
0.6995 Remote Similarity NPD6298 Discontinued
0.699 Remote Similarity NPD7234 Approved
0.699 Remote Similarity NPD7233 Approved
0.6978 Remote Similarity NPD2809 Approved
0.6954 Remote Similarity NPD8063 Discontinued
0.6952 Remote Similarity NPD4174 Clinical (unspecified phase)
0.695 Remote Similarity NPD7061 Clinical (unspecified phase)
0.6948 Remote Similarity NPD8479 Phase 2
0.6935 Remote Similarity NPD4529 Approved
0.6935 Remote Similarity NPD4528 Approved
0.6935 Remote Similarity NPD4526 Approved
0.6931 Remote Similarity NPD6739 Clinical (unspecified phase)
0.6919 Remote Similarity NPD1977 Clinical (unspecified phase)
0.6912 Remote Similarity NPD5721 Clinical (unspecified phase)
0.691 Remote Similarity NPD751 Clinical (unspecified phase)
0.6882 Remote Similarity NPD4239 Clinical (unspecified phase)
0.6869 Remote Similarity NPD4081 Clinical (unspecified phase)
0.6863 Remote Similarity NPD3911 Approved
0.6842 Remote Similarity NPD485 Clinical (unspecified phase)
0.6818 Remote Similarity NPD1380 Discovery
0.6816 Remote Similarity NPD4427 Phase 2
0.6813 Remote Similarity NPD7913 Clinical (unspecified phase)
0.6811 Remote Similarity NPD2581 Approved
0.6811 Remote Similarity NPD2582 Approved
0.6797 Remote Similarity NPD8370 Discontinued
0.6789 Remote Similarity NPD5640 Discontinued
0.6779 Remote Similarity NPD7562 Approved
0.6776 Remote Similarity NPD5965 Clinical (unspecified phase)
0.6771 Remote Similarity NPD5322 Clinical (unspecified phase)
0.6758 Remote Similarity NPD4086 Phase 1
0.6757 Remote Similarity NPD6026 Approved
0.6754 Remote Similarity NPD8375 Approved
0.6745 Remote Similarity NPD3795 Approved
0.6745 Remote Similarity NPD3794 Approved
0.6723 Remote Similarity NPD203 Clinical (unspecified phase)
0.6718 Remote Similarity NPD5899 Approved
0.6718 Remote Similarity NPD5898 Approved
0.6718 Remote Similarity NPD5897 Approved
0.6714 Remote Similarity NPD5148 Clinical (unspecified phase)
0.6714 Remote Similarity NPD5149 Phase 2
0.6704 Remote Similarity NPD1383 Phase 3
0.6704 Remote Similarity NPD1382 Phase 2
0.6703 Remote Similarity NPD9271 Approved
0.6701 Remote Similarity NPD8123 Approved
0.6701 Remote Similarity NPD8122 Approved
0.6701 Remote Similarity NPD6641 Approved
0.6701 Remote Similarity NPD6642 Approved
0.6698 Remote Similarity NPD7069 Discontinued
0.6696 Remote Similarity NPD8371 Clinical (unspecified phase)
0.6684 Remote Similarity NPD5255 Approved
0.6684 Remote Similarity NPD8408 Discontinued
0.6683 Remote Similarity NPD6361 Phase 2
0.6683 Remote Similarity NPD8020 Approved
0.6683 Remote Similarity NPD4034 Approved
0.6683 Remote Similarity NPD4033 Approved
0.6683 Remote Similarity NPD4039 Approved
0.6683 Remote Similarity NPD4035 Approved
0.6683 Remote Similarity NPD8021 Approved
0.6683 Remote Similarity NPD4122 Approved
0.6683 Remote Similarity NPD4037 Approved
0.6683 Remote Similarity NPD32 Approved
0.6683 Remote Similarity NPD31 Approved
0.6683 Remote Similarity NPD4038 Approved
0.6683 Remote Similarity NPD4036 Approved
0.6667 Remote Similarity NPD1427 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8373 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4889 Approved
0.665 Remote Similarity NPD4500 Approved
0.665 Remote Similarity NPD4501 Approved
0.6649 Remote Similarity NPD5862 Discovery
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)
0.6629 Remote Similarity NPD1627 Clinical (unspecified phase)
0.6617 Remote Similarity NPD3321 Discontinued
0.6615 Remote Similarity NPD5751 Clinical (unspecified phase)
0.6609 Remote Similarity NPD8291 Clinical (unspecified phase)
0.6608 Remote Similarity NPD7886 Phase 2
0.6608 Remote Similarity NPD7885 Phase 2
0.6604 Remote Similarity NPD4900 Clinical (unspecified phase)
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
0.657 Remote Similarity NPD4396 Clinical (unspecified phase)
0.657 Remote Similarity NPD6479 Discontinued
0.6567 Remote Similarity NPD4334 Discontinued
0.6567 Remote Similarity NPD6068 Discontinued
0.6567 Remote Similarity NPD4021 Phase 2
0.6562 Remote Similarity NPD6872 Clinical (unspecified phase)
0.656 Remote Similarity NPD3280 Approved
0.6553 Remote Similarity NPD7777 Approved
0.6553 Remote Similarity NPD53 Approved
0.6553 Remote Similarity NPD7778 Approved
0.6552 Remote Similarity NPD6569 Phase 2
0.6552 Remote Similarity NPD6665 Discontinued
0.6547 Remote Similarity NPD8374 Phase 3
0.6533 Remote Similarity NPD1096 Discontinued
0.6524 Remote Similarity NPD2831 Approved
0.6522 Remote Similarity NPD6661 Clinical (unspecified phase)
0.6517 Remote Similarity NPD6257 Clinical (unspecified phase)
0.6515 Remote Similarity NPD3386 Phase 2
0.6514 Remote Similarity NPD9207 Approved
0.6514 Remote Similarity NPD9206 Approved
0.6509 Remote Similarity NPD7467 Discontinued
0.6505 Remote Similarity NPD510 Phase 1
0.6504 Remote Similarity NPD8329 Phase 3
0.6502 Remote Similarity NPD3785 Clinical (unspecified phase)
0.6502 Remote Similarity NPD2336 Approved
0.65 Remote Similarity NPD8356 Approved
0.6497 Remote Similarity NPD1620 Clinical (unspecified phase)
0.6488 Remote Similarity NPD7944 Discontinued
0.6486 Remote Similarity NPD8289 Discontinued
0.6482 Remote Similarity NPD5728 Clinical (unspecified phase)
0.648 Remote Similarity NPD9506 Approved
0.6476 Remote Similarity NPD5487 Phase 1
0.6471 Remote Similarity NPD4376 Phase 3
0.6468 Remote Similarity NPD6578 Clinical (unspecified phase)
0.6467 Remote Similarity NPD6148 Clinical (unspecified phase)
0.6464 Remote Similarity NPD107 Approved
0.6462 Remote Similarity NPD2077 Approved
0.6462 Remote Similarity NPD2076 Approved
0.6453 Remote Similarity NPD6281 Approved
0.6449 Remote Similarity NPD6262 Clinical (unspecified phase)
0.6447 Remote Similarity NPD1032 Phase 2
0.6432 Remote Similarity NPD4703 Approved
0.6432 Remote Similarity NPD7414 Clinical (unspecified phase)
0.6432 Remote Similarity NPD4702 Approved
0.6432 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7561 Approved
0.6425 Remote Similarity NPD5611 Phase 2
0.6418 Remote Similarity NPD5075 Discontinued
0.6418 Remote Similarity NPD3082 Discontinued
0.6415 Remote Similarity NPD7958 Clinical (unspecified phase)
0.6415 Remote Similarity NPD6732 Clinical (unspecified phase)
0.6415 Remote Similarity NPD7957 Phase 1
0.6413 Remote Similarity NPD7426 Phase 1
0.6398 Remote Similarity NPD2121 Clinical (unspecified phase)
0.6396 Remote Similarity NPD5104 Approved
0.6394 Remote Similarity NPD6261 Phase 3
0.6393 Remote Similarity NPD3717 Discontinued
0.6392 Remote Similarity NPD4639 Approved
0.6392 Remote Similarity NPD4638 Approved
0.6392 Remote Similarity NPD4640 Approved
0.639 Remote Similarity NPD4315 Phase 2
0.6386 Remote Similarity NPD3039 Clinical (unspecified phase)
0.6384 Remote Similarity NPD8430 Approved
0.6383 Remote Similarity NPD180 Clinical (unspecified phase)
0.6381 Remote Similarity NPD7903 Clinical (unspecified phase)
0.6377 Remote Similarity NPD7818 Clinical (unspecified phase)
0.6377 Remote Similarity NPD2307 Discontinued
0.6374 Remote Similarity NPD1649 Discontinued
0.6373 Remote Similarity NPD2915 Discontinued
0.6372 Remote Similarity NPD5072 Discontinued
0.6368 Remote Similarity NPD7483 Phase 2
0.6368 Remote Similarity NPD7482 Phase 2
0.6368 Remote Similarity NPD4671 Clinical (unspecified phase)
0.6368 Remote Similarity NPD4670 Clinical (unspecified phase)
0.6368 Remote Similarity NPD4669 Clinical (unspecified phase)
0.6368 Remote Similarity NPD6178 Phase 3
0.6368 Remote Similarity NPD7712 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6248 Phase 2
0.6364 Remote Similarity NPD6249 Phase 2
0.636 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6359 Remote Similarity NPD3813 Approved
0.6359 Remote Similarity NPD5319 Approved
0.6359 Remote Similarity NPD5320 Approved
0.6355 Remote Similarity NPD2510 Approved
0.6355 Remote Similarity NPD7947 Clinical (unspecified phase)
0.6355 Remote Similarity NPD2509 Approved
0.6352 Remote Similarity NPD7967 Discontinued
0.6344 Remote Similarity NPD1270 Approved
0.6343 Remote Similarity NPD7470 Discontinued
0.6343 Remote Similarity NPD9284 Approved
0.6338 Remote Similarity NPD7010 Phase 3
0.6338 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6333 Remote Similarity NPD5228 Phase 3
0.6329 Remote Similarity NPD5975 Clinical (unspecified phase)
0.6329 Remote Similarity NPD4602 Approved

Structure

External Identifiers

PubChem CID   56599869
ChEMBL   CHEMBL1928048
ZINC  

Physicochemical Properties

Molecular Weight:  494.20
ALogP:  -3.6094
MLogP:  2.89
XLogP:  0.583
# Rotatable Bonds:  16
Polar Surface Area:  159.02
# H-Bond Aceptor:  10
# H-Bond Donor:  5
# Rings:  3
# Heavy Atoms:  35

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