Natural Product: NPC470526

Natural Product ID:  NPC470526
Common Name:   Liguhodgcins A
IUPAC Name:   methyl (2S,4R,5R)-5-acetyloxy-2-[(1S)-1-chloroethyl]-4,5-dimethyl-6-oxooxane-2-carboxylate
Synonyms:   Liguhodgcins A
Molecular Formula:   C13H19ClO6
Standard InCHIKey:  JMKVYANLHODVDG-PTYMLPSESA-N
Standard InCHI:  InChI=1S/C13H19ClO6/c1-7-6-13(8(2)14,11(17)18-5)20-10(16)12(7,4)19-9(3)15/h7-8H,6H2,1-5H3/t7-,8+,12-,13-/m1/s1
Canonical SMILES:  COC(=O)[C@@]1(C[C@@H](C)[C@@](C(=O)O1)(C)OC(=O)C)[C@@H](Cl)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
NPO18454 Ligularia hodgsonii Species Asteraceae Eukaryota PMID[22642381]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens IC50 = 140800 nM 26035018
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 = 156100 nM 18303847
NPT165 Cell Line HeLa Homo sapiens IC50 = 171300 nM 22946634

  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 NPC470526 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
0.7973 Intermediate Similarity NPC96322
0.6753 Remote Similarity NPC286842
0.6706 Remote Similarity NPC328639
0.6706 Remote Similarity NPC329490
0.6627 Remote Similarity NPC83108
0.6627 Remote Similarity NPC474003
0.6627 Remote Similarity NPC214030
0.6627 Remote Similarity NPC108014
0.6582 Remote Similarity NPC98711
0.6447 Remote Similarity NPC235788
0.6395 Remote Similarity NPC60568
0.6375 Remote Similarity NPC475062
0.6353 Remote Similarity NPC470014
0.6322 Remote Similarity NPC260977
0.6322 Remote Similarity NPC30443
0.6322 Remote Similarity NPC45256
0.6322 Remote Similarity NPC285480
0.6316 Remote Similarity NPC469922
0.6316 Remote Similarity NPC469923
0.6277 Remote Similarity NPC474379
0.6265 Remote Similarity NPC215030
0.6222 Remote Similarity NPC93616
0.6207 Remote Similarity NPC125366
0.619 Remote Similarity NPC471491
0.6184 Remote Similarity NPC472021
0.618 Remote Similarity NPC476721
0.617 Remote Similarity NPC216137
0.617 Remote Similarity NPC329952
0.6154 Remote Similarity NPC470657
0.6154 Remote Similarity NPC477441
0.6154 Remote Similarity NPC279260
0.6154 Remote Similarity NPC246347
0.6154 Remote Similarity NPC469626
0.6154 Remote Similarity NPC475491
0.6146 Remote Similarity NPC322188
0.6087 Remote Similarity NPC31349
0.6087 Remote Similarity NPC471377
0.6076 Remote Similarity NPC469926
0.6071 Remote Similarity NPC477867
0.6053 Remote Similarity NPC226602
0.6053 Remote Similarity NPC472020
0.6053 Remote Similarity NPC472019
0.6053 Remote Similarity NPC469924
0.6047 Remote Similarity NPC70996
0.6044 Remote Similarity NPC476715
0.6023 Remote Similarity NPC134227
0.6022 Remote Similarity NPC236459
0.6 Remote Similarity NPC241949
0.5978 Remote Similarity NPC476717
0.5962 Remote Similarity NPC68248
0.5914 Remote Similarity NPC470920
0.5914 Remote Similarity NPC314364
0.5905 Remote Similarity NPC475191
0.5895 Remote Similarity NPC477444
0.5895 Remote Similarity NPC477433
0.5895 Remote Similarity NPC477442
0.5895 Remote Similarity NPC65359
0.5882 Remote Similarity NPC55508
0.5882 Remote Similarity NPC277993
0.5882 Remote Similarity NPC33876
0.5875 Remote Similarity NPC215987
0.5875 Remote Similarity NPC306805
0.5872 Remote Similarity NPC329869
0.5862 Remote Similarity NPC143250
0.5844 Remote Similarity NPC475821
0.5843 Remote Similarity NPC103634
0.5843 Remote Similarity NPC474981
0.5842 Remote Similarity NPC162024
0.5833 Remote Similarity NPC469627
0.5833 Remote Similarity NPC287811
0.5833 Remote Similarity NPC314084
0.5824 Remote Similarity NPC474472
0.5824 Remote Similarity NPC257358
0.5823 Remote Similarity NPC474552
0.5816 Remote Similarity NPC470191
0.5811 Remote Similarity NPC319589
0.581 Remote Similarity NPC128210
0.5806 Remote Similarity NPC248216
0.58 Remote Similarity NPC253995
0.58 Remote Similarity NPC152480
0.5795 Remote Similarity NPC475616
0.5794 Remote Similarity NPC470467
0.5789 Remote Similarity NPC173926
0.5789 Remote Similarity NPC477440
0.5789 Remote Similarity NPC477443
0.5789 Remote Similarity NPC474951
0.5783 Remote Similarity NPC28526
0.5778 Remote Similarity NPC207188
0.5769 Remote Similarity NPC478126
0.5769 Remote Similarity NPC469921
0.5765 Remote Similarity NPC475232
0.5765 Remote Similarity NPC473699
0.5765 Remote Similarity NPC473775
0.5765 Remote Similarity NPC474100
0.5765 Remote Similarity NPC475260
0.5765 Remote Similarity NPC123122
0.5765 Remote Similarity NPC51249
0.5761 Remote Similarity NPC3464
0.5761 Remote Similarity NPC151176
0.5761 Remote Similarity NPC475689
0.5761 Remote Similarity NPC115995
0.5761 Remote Similarity NPC65133
0.5761 Remote Similarity NPC475963
0.5755 Remote Similarity NPC208307
0.5747 Remote Similarity NPC474020
0.5743 Remote Similarity NPC110897
0.5741 Remote Similarity NPC95290
0.5741 Remote Similarity NPC258711
0.5741 Remote Similarity NPC189338
0.5741 Remote Similarity NPC470468
0.5741 Remote Similarity NPC35069
0.5732 Remote Similarity NPC57788
0.5732 Remote Similarity NPC53879
0.5732 Remote Similarity NPC328304
0.5732 Remote Similarity NPC329466
0.5728 Remote Similarity NPC469350
0.5714 Remote Similarity NPC248415
0.5714 Remote Similarity NPC190294
0.5714 Remote Similarity NPC249754
0.5714 Remote Similarity NPC326957
0.5701 Remote Similarity NPC11491
0.5701 Remote Similarity NPC140409
0.5701 Remote Similarity NPC156248
0.5699 Remote Similarity NPC51267
0.5699 Remote Similarity NPC149725
0.5699 Remote Similarity NPC47958
0.5699 Remote Similarity NPC477205
0.5699 Remote Similarity NPC304509
0.5698 Remote Similarity NPC125164
0.5694 Remote Similarity NPC305182
0.569 Remote Similarity NPC470973
0.5686 Remote Similarity NPC298266
0.5686 Remote Similarity NPC259654
0.5684 Remote Similarity NPC475712
0.5684 Remote Similarity NPC476435
0.5679 Remote Similarity NPC157518
0.567 Remote Similarity NPC165180
0.5667 Remote Similarity NPC469580
0.5667 Remote Similarity NPC1882
0.5663 Remote Similarity NPC82315
0.5657 Remote Similarity NPC475900
0.5652 Remote Similarity NPC15091
0.5652 Remote Similarity NPC128429
0.5648 Remote Similarity NPC170294
0.5647 Remote Similarity NPC470243
0.5647 Remote Similarity NPC478227
0.5644 Remote Similarity NPC469919
0.5644 Remote Similarity NPC17183
0.5644 Remote Similarity NPC274695
0.5644 Remote Similarity NPC117066
0.5644 Remote Similarity NPC469918
0.5644 Remote Similarity NPC96399
0.5641 Remote Similarity NPC470363
0.5638 Remote Similarity NPC476015
0.5638 Remote Similarity NPC475019
0.5638 Remote Similarity NPC474949
0.5638 Remote Similarity NPC235196
0.5638 Remote Similarity NPC228593
0.5638 Remote Similarity NPC322922
0.5638 Remote Similarity NPC474762
0.5638 Remote Similarity NPC321812
0.5638 Remote Similarity NPC243746
0.5634 Remote Similarity NPC13105
0.5625 Remote Similarity NPC325773
0.5625 Remote Similarity NPC476714
0.5619 Remote Similarity NPC314244
0.5618 Remote Similarity NPC478084
0.5618 Remote Similarity NPC252483
0.5618 Remote Similarity NPC191345
0.561 Remote Similarity NPC473899
0.5607 Remote Similarity NPC115352
0.5604 Remote Similarity NPC47635
0.56 Remote Similarity NPC31645
0.56 Remote Similarity NPC469528
0.56 Remote Similarity NPC469369
0.56 Remote Similarity NPC476009

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470526 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
0.6322 Remote Similarity NPD1780 Approved
0.6322 Remote Similarity NPD1779 Approved
0.5686 Remote Similarity NPD1700 Approved
0.5631 Remote Similarity NPD8301 Approved
0.5631 Remote Similarity NPD8300 Approved
0.5614 Remote Similarity NPD5983 Phase 2

Structure

External Identifiers

PubChem CID   60154789
ChEMBL   CHEMBL2062982
ZINC  

Physicochemical Properties

Molecular Weight:  306.09
ALogP:  0.6496
MLogP:  2.12
XLogP:  1.515
# Rotatable Bonds:  11
Polar Surface Area:  78.9
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  20

Download Data

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