Natural Product: NPC128429

Natural Product ID:  NPC128429
Common Name:   Lychnostatin 2
IUPAC Name:   [(3aS,4S,6R,10S,11aR)-6-acetyloxy-6,10-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-4-yl] 2-methylprop-2-enoate
Synonyms:   Lychnostatin 2
Molecular Formula:   C21H28O7
Standard InCHIKey:  HBRKQMNFEIZZOU-AGKHZPTMSA-N
Standard InCHI:  InChI=1S/C21H28O7/c1-11(2)19(24)27-16-10-21(6,28-14(5)22)17(23)8-7-12(3)9-15-18(16)13(4)20(25)26-15/h12,15-16,18H,1,4,7-10H2,2-3,5-6H3/t12-,15+,16-,18-,21+/m0/s1
Canonical SMILES:  C[C@H]1CCC(=O)[C@](C)(OC(=O)C)C[C@@H]([C@@H]2[C@@H](C1)OC(=O)C2=C)OC(=O)C(=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
NPO30091 Lychnophora antillana Species Asteraceae Eukaryota Leaves PMID[2380713]
NPO30091 Lychnophora antillana Species Asteraceae Eukaryota Stems PMID[2380713]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 = 0.19 ug/ml 2380713

  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 NPC128429 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
0.8851 High Similarity NPC190294
0.8675 High Similarity NPC138647
0.8675 High Similarity NPC470238
0.8652 High Similarity NPC31645
0.8588 High Similarity NPC5130
0.8556 High Similarity NPC328562
0.8556 High Similarity NPC323421
0.8506 High Similarity NPC329857
0.8506 High Similarity NPC469718
0.8471 Intermediate Similarity NPC50637
0.8444 Intermediate Similarity NPC470883
0.8444 Intermediate Similarity NPC76862
0.8444 Intermediate Similarity NPC158416
0.8444 Intermediate Similarity NPC39859
0.8409 Intermediate Similarity NPC20713
0.8333 Intermediate Similarity NPC273197
0.8333 Intermediate Similarity NPC234339
0.8333 Intermediate Similarity NPC474703
0.828 Intermediate Similarity NPC201718
0.828 Intermediate Similarity NPC15993
0.8256 Intermediate Similarity NPC162071
0.8242 Intermediate Similarity NPC301596
0.8242 Intermediate Similarity NPC299396
0.8242 Intermediate Similarity NPC172998
0.8214 Intermediate Similarity NPC246076
0.8191 Intermediate Similarity NPC324017
0.8191 Intermediate Similarity NPC320019
0.8182 Intermediate Similarity NPC151770
0.8182 Intermediate Similarity NPC474951
0.8182 Intermediate Similarity NPC166919
0.8182 Intermediate Similarity NPC173926
0.8152 Intermediate Similarity NPC471140
0.8132 Intermediate Similarity NPC163228
0.8132 Intermediate Similarity NPC475900
0.8132 Intermediate Similarity NPC474947
0.8118 Intermediate Similarity NPC272814
0.8095 Intermediate Similarity NPC301477
0.8095 Intermediate Similarity NPC25684
0.8095 Intermediate Similarity NPC141810
0.8095 Intermediate Similarity NPC281949
0.809 Intermediate Similarity NPC144133
0.809 Intermediate Similarity NPC179394
0.8085 Intermediate Similarity NPC164598
0.8085 Intermediate Similarity NPC474339
0.8072 Intermediate Similarity NPC617
0.8046 Intermediate Similarity NPC304558
0.8043 Intermediate Similarity NPC476009
0.8043 Intermediate Similarity NPC476275
0.8 Intermediate Similarity NPC70251
0.8 Intermediate Similarity NPC475881
0.7978 Intermediate Similarity NPC472872
0.7976 Intermediate Similarity NPC474981
0.7955 Intermediate Similarity NPC231889
0.7955 Intermediate Similarity NPC24728
0.7955 Intermediate Similarity NPC186148
0.7955 Intermediate Similarity NPC118601
0.7931 Intermediate Similarity NPC235792
0.7912 Intermediate Similarity NPC228451
0.7912 Intermediate Similarity NPC125674
0.7912 Intermediate Similarity NPC475838
0.7907 Intermediate Similarity NPC318468
0.7907 Intermediate Similarity NPC257358
0.7907 Intermediate Similarity NPC474472
0.7895 Intermediate Similarity NPC477511
0.7895 Intermediate Similarity NPC264477
0.7895 Intermediate Similarity NPC476270
0.7895 Intermediate Similarity NPC47880
0.7889 Intermediate Similarity NPC206614
0.7889 Intermediate Similarity NPC475748
0.7889 Intermediate Similarity NPC475855
0.7889 Intermediate Similarity NPC474323
0.7882 Intermediate Similarity NPC47635
0.7865 Intermediate Similarity NPC207114
0.7865 Intermediate Similarity NPC178875
0.7865 Intermediate Similarity NPC58219
0.7865 Intermediate Similarity NPC177629
0.7865 Intermediate Similarity NPC217983
0.7865 Intermediate Similarity NPC471149
0.7865 Intermediate Similarity NPC202672
0.7865 Intermediate Similarity NPC79549
0.7857 Intermediate Similarity NPC270126
0.7857 Intermediate Similarity NPC19841
0.7849 Intermediate Similarity NPC17585
0.7841 Intermediate Similarity NPC469626
0.7841 Intermediate Similarity NPC38576
0.7841 Intermediate Similarity NPC475491
0.7841 Intermediate Similarity NPC64153
0.7841 Intermediate Similarity NPC279859
0.7841 Intermediate Similarity NPC470242
0.7831 Intermediate Similarity NPC476028
0.7831 Intermediate Similarity NPC476794
0.7831 Intermediate Similarity NPC141789
0.7831 Intermediate Similarity NPC470240
0.7831 Intermediate Similarity NPC171204
0.7826 Intermediate Similarity NPC474247
0.7826 Intermediate Similarity NPC473316
0.7826 Intermediate Similarity NPC473330
0.7826 Intermediate Similarity NPC140543
0.7816 Intermediate Similarity NPC115786
0.7812 Intermediate Similarity NPC471148
0.7812 Intermediate Similarity NPC189609
0.7812 Intermediate Similarity NPC197835
0.7812 Intermediate Similarity NPC140591
0.7812 Intermediate Similarity NPC303653
0.7812 Intermediate Similarity NPC291500
0.7812 Intermediate Similarity NPC149371
0.7805 Intermediate Similarity NPC155587
0.7802 Intermediate Similarity NPC329952
0.7802 Intermediate Similarity NPC191339
0.7802 Intermediate Similarity NPC133698
0.7802 Intermediate Similarity NPC286341
0.7802 Intermediate Similarity NPC184063
0.7802 Intermediate Similarity NPC184463
0.7778 Intermediate Similarity NPC307411
0.7778 Intermediate Similarity NPC475971
0.7778 Intermediate Similarity NPC92974
0.7778 Intermediate Similarity NPC215556
0.7778 Intermediate Similarity NPC283409
0.7766 Intermediate Similarity NPC474313
0.7753 Intermediate Similarity NPC266957
0.7753 Intermediate Similarity NPC475703
0.7727 Intermediate Similarity NPC304509
0.7727 Intermediate Similarity NPC149725
0.7727 Intermediate Similarity NPC50362
0.7727 Intermediate Similarity NPC47958
0.7727 Intermediate Similarity NPC255307
0.7727 Intermediate Similarity NPC319795
0.7727 Intermediate Similarity NPC215364
0.7727 Intermediate Similarity NPC38468
0.7717 Intermediate Similarity NPC308656
0.7717 Intermediate Similarity NPC473234
0.7717 Intermediate Similarity NPC212486
0.7717 Intermediate Similarity NPC475912
0.7717 Intermediate Similarity NPC473273
0.7717 Intermediate Similarity NPC476300
0.7717 Intermediate Similarity NPC472874
0.7717 Intermediate Similarity NPC473263
0.7717 Intermediate Similarity NPC475302
0.7717 Intermediate Similarity NPC60386
0.7711 Intermediate Similarity NPC235906
0.7701 Intermediate Similarity NPC54468
0.7701 Intermediate Similarity NPC170286
0.7701 Intermediate Similarity NPC250315
0.7692 Intermediate Similarity NPC54065
0.7692 Intermediate Similarity NPC251385
0.7692 Intermediate Similarity NPC49342
0.7692 Intermediate Similarity NPC51004
0.7692 Intermediate Similarity NPC475776
0.7692 Intermediate Similarity NPC62815
0.7692 Intermediate Similarity NPC297474
0.7692 Intermediate Similarity NPC312042
0.7692 Intermediate Similarity NPC216284
0.7692 Intermediate Similarity NPC19087
0.7684 Intermediate Similarity NPC474213
0.7667 Intermediate Similarity NPC475902
0.7667 Intermediate Similarity NPC469653
0.7667 Intermediate Similarity NPC469628
0.7667 Intermediate Similarity NPC469631
0.7667 Intermediate Similarity NPC471047
0.7667 Intermediate Similarity NPC224652
0.7667 Intermediate Similarity NPC475906
0.766 Intermediate Similarity NPC279621
0.766 Intermediate Similarity NPC230800
0.7653 Intermediate Similarity NPC477510
0.7653 Intermediate Similarity NPC471143
0.764 Intermediate Similarity NPC187661
0.764 Intermediate Similarity NPC475019
0.764 Intermediate Similarity NPC107787
0.764 Intermediate Similarity NPC475461
0.764 Intermediate Similarity NPC238593
0.764 Intermediate Similarity NPC474762
0.764 Intermediate Similarity NPC305475
0.764 Intermediate Similarity NPC284902
0.764 Intermediate Similarity NPC150755
0.764 Intermediate Similarity NPC474949
0.764 Intermediate Similarity NPC476015
0.7634 Intermediate Similarity NPC198853
0.7634 Intermediate Similarity NPC476267
0.7634 Intermediate Similarity NPC473331
0.7634 Intermediate Similarity NPC474338
0.7634 Intermediate Similarity NPC477131
0.7634 Intermediate Similarity NPC127019
0.7634 Intermediate Similarity NPC471147
0.7629 Intermediate Similarity NPC474747
0.7619 Intermediate Similarity NPC97516
0.7619 Intermediate Similarity NPC65603
0.7614 Intermediate Similarity NPC114979
0.7614 Intermediate Similarity NPC96259
0.7614 Intermediate Similarity NPC191476
0.7614 Intermediate Similarity NPC474780
0.7614 Intermediate Similarity NPC159635
0.7614 Intermediate Similarity NPC141193
0.7609 Intermediate Similarity NPC133888
0.7609 Intermediate Similarity NPC12172
0.7609 Intermediate Similarity NPC29821
0.7609 Intermediate Similarity NPC30515
0.7609 Intermediate Similarity NPC293001
0.7609 Intermediate Similarity NPC171360
0.7609 Intermediate Similarity NPC63193
0.7609 Intermediate Similarity NPC35959

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC128429 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
0.7727 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD1695 Approved
0.7157 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.6907 Remote Similarity NPD5282 Discontinued
0.6837 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6771 Remote Similarity NPD46 Approved
0.6771 Remote Similarity NPD6698 Approved
0.6636 Remote Similarity NPD6371 Approved
0.6596 Remote Similarity NPD1694 Approved
0.6574 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6452 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7838 Discovery
0.6364 Remote Similarity NPD5693 Phase 1
0.6263 Remote Similarity NPD5785 Approved
0.6262 Remote Similarity NPD6008 Approved
0.6224 Remote Similarity NPD5737 Approved
0.6224 Remote Similarity NPD6672 Approved
0.6211 Remote Similarity NPD7154 Phase 3
0.62 Remote Similarity NPD7983 Approved
0.6186 Remote Similarity NPD4249 Approved
0.6176 Remote Similarity NPD5695 Phase 3
0.617 Remote Similarity NPD5369 Approved
0.6154 Remote Similarity NPD5696 Approved
0.6154 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6147 Remote Similarity NPD6686 Approved
0.6147 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6122 Remote Similarity NPD4251 Approved
0.6122 Remote Similarity NPD4250 Approved
0.6118 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6105 Remote Similarity NPD6435 Approved
0.6105 Remote Similarity NPD5209 Approved
0.6082 Remote Similarity NPD5363 Approved
0.6071 Remote Similarity NPD6053 Discontinued
0.6058 Remote Similarity NPD6083 Phase 2
0.6058 Remote Similarity NPD6084 Phase 2
0.6055 Remote Similarity NPD5697 Approved
0.6055 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6 Remote Similarity NPD6080 Approved
0.6 Remote Similarity NPD6673 Approved
0.6 Remote Similarity NPD6904 Approved
0.6 Remote Similarity NPD6899 Approved
0.6 Remote Similarity NPD6881 Approved
0.6 Remote Similarity NPD4225 Approved
0.5982 Remote Similarity NPD6650 Approved
0.5982 Remote Similarity NPD6649 Approved
0.598 Remote Similarity NPD6399 Phase 3
0.598 Remote Similarity NPD5779 Approved
0.598 Remote Similarity NPD5778 Approved
0.5963 Remote Similarity NPD7128 Approved
0.5963 Remote Similarity NPD6402 Approved
0.5963 Remote Similarity NPD6675 Approved
0.5963 Remote Similarity NPD5739 Approved
0.5946 Remote Similarity NPD6012 Approved
0.5946 Remote Similarity NPD6013 Approved
0.5946 Remote Similarity NPD6373 Approved
0.5946 Remote Similarity NPD6014 Approved
0.5946 Remote Similarity NPD6372 Approved
0.5943 Remote Similarity NPD6648 Approved
0.5941 Remote Similarity NPD5692 Phase 3
0.5938 Remote Similarity NPD4270 Approved
0.5938 Remote Similarity NPD4269 Approved
0.5918 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5914 Remote Similarity NPD4756 Discovery
0.5909 Remote Similarity NPD5701 Approved
0.5895 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5895 Remote Similarity NPD4822 Approved
0.5895 Remote Similarity NPD5368 Approved
0.5895 Remote Similarity NPD4821 Approved
0.5895 Remote Similarity NPD4820 Approved
0.5895 Remote Similarity NPD4819 Approved
0.5893 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5893 Remote Similarity NPD7102 Approved
0.5893 Remote Similarity NPD7290 Approved
0.5893 Remote Similarity NPD6883 Approved
0.5888 Remote Similarity NPD5344 Discontinued
0.5882 Remote Similarity NPD6050 Approved
0.5882 Remote Similarity NPD5694 Approved
0.5876 Remote Similarity NPD5362 Discontinued
0.587 Remote Similarity NPD8039 Approved
0.5859 Remote Similarity NPD5786 Approved
0.5859 Remote Similarity NPD5330 Approved
0.5859 Remote Similarity NPD7146 Approved
0.5859 Remote Similarity NPD7521 Approved
0.5859 Remote Similarity NPD6409 Approved
0.5859 Remote Similarity NPD6684 Approved
0.5859 Remote Similarity NPD6098 Approved
0.5859 Remote Similarity NPD7334 Approved
0.5856 Remote Similarity NPD7320 Approved
0.5856 Remote Similarity NPD6011 Approved
0.5849 Remote Similarity NPD7638 Approved
0.5847 Remote Similarity NPD6319 Approved
0.5841 Remote Similarity NPD6847 Approved
0.5841 Remote Similarity NPD6617 Approved
0.5841 Remote Similarity NPD6869 Approved
0.5841 Remote Similarity NPD8130 Phase 1
0.5804 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5794 Remote Similarity NPD7639 Approved
0.5794 Remote Similarity NPD7640 Approved
0.5789 Remote Similarity NPD6882 Approved
0.5789 Remote Similarity NPD8297 Approved
0.5785 Remote Similarity NPD7492 Approved
0.5769 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5769 Remote Similarity NPD7900 Approved
0.5752 Remote Similarity NPD2067 Discontinued
0.5743 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5743 Remote Similarity NPD6903 Approved
0.5739 Remote Similarity NPD4632 Approved
0.5739 Remote Similarity NPD8133 Approved
0.5738 Remote Similarity NPD6616 Approved
0.5729 Remote Similarity NPD4252 Approved
0.5728 Remote Similarity NPD8035 Phase 2
0.5728 Remote Similarity NPD8034 Phase 2
0.5726 Remote Similarity NPD6009 Approved
0.5726 Remote Similarity NPD7115 Discovery
0.5714 Remote Similarity NPD6054 Approved
0.5714 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5691 Remote Similarity NPD7078 Approved
0.5686 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5686 Remote Similarity NPD6101 Approved
0.5684 Remote Similarity NPD4268 Approved
0.5684 Remote Similarity NPD4271 Approved
0.5684 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5682 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5667 Remote Similarity NPD8517 Approved
0.5667 Remote Similarity NPD6016 Approved
0.5667 Remote Similarity NPD6015 Approved
0.5667 Remote Similarity NPD8513 Phase 3
0.5667 Remote Similarity NPD8516 Approved
0.5667 Remote Similarity NPD8515 Approved
0.5667 Remote Similarity NPD5983 Phase 2
0.566 Remote Similarity NPD7839 Suspended
0.5659 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5645 Remote Similarity NPD7736 Approved
0.5641 Remote Similarity NPD6274 Approved
0.5635 Remote Similarity NPD7260 Phase 2
0.5631 Remote Similarity NPD5207 Approved
0.562 Remote Similarity NPD5988 Approved
0.562 Remote Similarity NPD6370 Approved
0.5607 Remote Similarity NPD7902 Approved

Structure

External Identifiers

PubChem CID   196827
ChEMBL   CHEMBL465064
ZINC  

Physicochemical Properties

Molecular Weight:  392.18
ALogP:  1.8213
MLogP:  3
XLogP:  2.233
# Rotatable Bonds:  9
Polar Surface Area:  95.97
# H-Bond Aceptor:  7
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  28

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs