Natural Product: NPC117668

Natural Product ID:  NPC117668
Common Name:   Ardimerin Digallate
IUPAC Name:   [(2R,3S,4R,5R,6S)-6-[4,10-dihydroxy-3,9-dimethoxy-6,12-dioxo-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-2-yl]benzo[c][1,5]benzodioxocin-8-yl]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
Synonyms:   Ardimerin Digallate
Molecular Formula:   C42H40O26
Standard InCHIKey:  DXKGWDISVOGUDQ-XHWFIBSOSA-N
Standard InCHI:  InChI=1S/C42H40O26/c1-61-33-13(35-29(53)27(51)25(49)21(65-35)9-63-39(57)11-3-17(43)23(47)18(44)4-11)7-15-37(31(33)55)67-42(60)16-8-14(34(62-2)32(56)38(16)68-41(15)59)36-30(54)28(52)26(50)22(66-36)10-64-40(58)12-5-19(45)24(48)20(46)6-12/h3-8,21-22,25-30,35-36,43-56H,9-10H2,1-2H3/t21-,22-,25-,26-,27+,28+,29-,30-,35+,36+/m1/s1
Canonical SMILES:  COc1c(O)c2OC(=O)c3cc([C@@H]4O[C@H](COC(=O)c5cc(O)c(c(c5)O)O)[C@H]([C@@H]([C@H]4O)O)O)c(c(c3OC(=O)c2cc1[C@@H]1O[C@H](COC(=O)c2cc(O)c(c(c2)O)O)[C@H]([C@@H]([C@H]1O)O)O)O)OC
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
NPO3803 Ardisia japonica Species Primulaceae Eukaryota Whole Plants PMID[17397219]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 1500 nM 17397219
NPT2 Others Unspecified IC50 = 1100 nM 17397219

  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 NPC117668 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
0.9345 High Similarity NPC476365
0.929 High Similarity NPC100251
0.929 High Similarity NPC65333
0.9244 High Similarity NPC185275
0.9235 High Similarity NPC98583
0.9186 High Similarity NPC265380
0.9176 High Similarity NPC271848
0.9176 High Similarity NPC81332
0.9176 High Similarity NPC262580
0.9176 High Similarity NPC289396
0.9176 High Similarity NPC212038
0.9172 High Similarity NPC475212
0.9153 High Similarity NPC264302
0.9143 High Similarity NPC112380
0.9133 High Similarity NPC324742
0.9123 High Similarity NPC476374
0.9107 High Similarity NPC471788
0.9107 High Similarity NPC477840
0.9102 High Similarity NPC476372
0.9102 High Similarity NPC476371
0.908 High Similarity NPC125352
0.9075 High Similarity NPC471789
0.9064 High Similarity NPC476370
0.9053 High Similarity NPC207575
0.9053 High Similarity NPC13481
0.905 High Similarity NPC477082
0.904 High Similarity NPC477083
0.904 High Similarity NPC477081
0.9036 High Similarity NPC87317
0.9029 High Similarity NPC123259
0.9029 High Similarity NPC129533
0.9023 High Similarity NPC471030
0.9006 High Similarity NPC180768
0.9 High Similarity NPC473818
0.9 High Similarity NPC14662
0.8989 High Similarity NPC472721
0.8989 High Similarity NPC469652
0.8989 High Similarity NPC472724
0.8989 High Similarity NPC93065
0.8989 High Similarity NPC31208
0.8989 High Similarity NPC472720
0.8989 High Similarity NPC160543
0.8988 High Similarity NPC477841
0.8988 High Similarity NPC476247
0.8982 High Similarity NPC476373
0.8982 High Similarity NPC24164
0.8982 High Similarity NPC53889
0.8953 High Similarity NPC472454
0.8953 High Similarity NPC186847
0.8953 High Similarity NPC257667
0.8941 High Similarity NPC224851
0.8933 High Similarity NPC223534
0.8933 High Similarity NPC269046
0.8933 High Similarity NPC473618
0.8933 High Similarity NPC158214
0.8933 High Similarity NPC240200
0.8933 High Similarity NPC290289
0.8929 High Similarity NPC103201
0.8929 High Similarity NPC134783
0.8929 High Similarity NPC158188
0.8929 High Similarity NPC473106
0.8929 High Similarity NPC471211
0.8929 High Similarity NPC471212
0.8929 High Similarity NPC349525
0.8929 High Similarity NPC142252
0.8927 High Similarity NPC111490
0.8927 High Similarity NPC474093
0.8927 High Similarity NPC469650
0.8927 High Similarity NPC104910
0.8927 High Similarity NPC261623
0.892 High Similarity NPC150977
0.892 High Similarity NPC132111
0.8916 High Similarity NPC104983
0.8916 High Similarity NPC300845
0.8916 High Similarity NPC291948
0.8916 High Similarity NPC318432
0.8916 High Similarity NPC250436
0.8916 High Similarity NPC88803
0.8914 High Similarity NPC80956
0.8908 High Similarity NPC255799
0.8908 High Similarity NPC79736
0.8908 High Similarity NPC67629
0.8902 High Similarity NPC25724
0.8902 High Similarity NPC172033
0.8902 High Similarity NPC88560
0.8902 High Similarity NPC175230
0.8889 High Similarity NPC260266
0.8889 High Similarity NPC243877
0.8883 High Similarity NPC187632
0.8882 High Similarity NPC72787
0.8882 High Similarity NPC7154
0.8882 High Similarity NPC142614
0.8882 High Similarity NPC36916
0.8882 High Similarity NPC7688
0.8882 High Similarity NPC36
0.8882 High Similarity NPC58223
0.8882 High Similarity NPC125039
0.8876 High Similarity NPC474033
0.8876 High Similarity NPC260521
0.8876 High Similarity NPC269625
0.8876 High Similarity NPC64755
0.8876 High Similarity NPC72554
0.8876 High Similarity NPC179947
0.8876 High Similarity NPC97817
0.8876 High Similarity NPC65489
0.8876 High Similarity NPC469649
0.8876 High Similarity NPC219927
0.8876 High Similarity NPC474034
0.8876 High Similarity NPC30011
0.8876 High Similarity NPC220912
0.8876 High Similarity NPC475179
0.8876 High Similarity NPC237202
0.887 High Similarity NPC470720
0.887 High Similarity NPC21359
0.887 High Similarity NPC231254
0.887 High Similarity NPC318119
0.887 High Similarity NPC460984
0.887 High Similarity NPC470717
0.887 High Similarity NPC25946
0.887 High Similarity NPC470713
0.8869 High Similarity NPC472630
0.8869 High Similarity NPC292415
0.8869 High Similarity NPC101731
0.8869 High Similarity NPC174953
0.8869 High Similarity NPC472631
0.8864 High Similarity NPC469371
0.8862 High Similarity NPC289322
0.8862 High Similarity NPC38779
0.8862 High Similarity NPC114179
0.8862 High Similarity NPC156818
0.8862 High Similarity NPC160512
0.8862 High Similarity NPC68324
0.8857 High Similarity NPC476621
0.8857 High Similarity NPC476619
0.8857 High Similarity NPC472387
0.8857 High Similarity NPC476618
0.8857 High Similarity NPC476622
0.8857 High Similarity NPC476620
0.8857 High Similarity NPC267549
0.8857 High Similarity NPC476623
0.8855 High Similarity NPC222185
0.8844 High Similarity NPC47140
0.8844 High Similarity NPC67134
0.8837 High Similarity NPC149300
0.8837 High Similarity NPC658
0.8837 High Similarity NPC197708
0.8833 High Similarity NPC471091
0.8833 High Similarity NPC97924
0.8833 High Similarity NPC40078
0.883 High Similarity NPC320741
0.883 High Similarity NPC471213
0.883 High Similarity NPC9309
0.883 High Similarity NPC171985
0.8827 High Similarity NPC142291
0.8827 High Similarity NPC7839
0.882 High Similarity NPC295625
0.882 High Similarity NPC470719
0.882 High Similarity NPC473554
0.8817 High Similarity NPC84324
0.8817 High Similarity NPC109061
0.8817 High Similarity NPC66618
0.8817 High Similarity NPC228383
0.8817 High Similarity NPC472632
0.8817 High Similarity NPC288131
0.8817 High Similarity NPC472634
0.8817 High Similarity NPC471210
0.8817 High Similarity NPC26326
0.8817 High Similarity NPC165970
0.8817 High Similarity NPC305987
0.8817 High Similarity NPC113163
0.8814 High Similarity NPC156785
0.8814 High Similarity NPC297503
0.8814 High Similarity NPC470718
0.8814 High Similarity NPC135831
0.8814 High Similarity NPC162394
0.8814 High Similarity NPC97119
0.8814 High Similarity NPC241781
0.8814 High Similarity NPC321916
0.8814 High Similarity NPC199172
0.8814 High Similarity NPC35924
0.881 High Similarity NPC473990
0.8802 High Similarity NPC470328
0.8802 High Similarity NPC472626
0.8802 High Similarity NPC209614
0.88 High Similarity NPC472723
0.88 High Similarity NPC297574
0.8793 High Similarity NPC208668
0.8793 High Similarity NPC472993
0.8786 High Similarity NPC149011
0.8786 High Similarity NPC204937
0.8779 High Similarity NPC477502
0.8771 High Similarity NPC105591
0.8764 High Similarity NPC223860
0.8764 High Similarity NPC249560
0.8764 High Similarity NPC49690
0.8764 High Similarity NPC275977
0.8757 High Similarity NPC470326
0.8757 High Similarity NPC477164
0.8757 High Similarity NPC24627
0.875 High Similarity NPC291508

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC117668 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
0.9064 High Similarity NPD7993 Clinical (unspecified phase)
0.8916 High Similarity NPD4868 Clinical (unspecified phase)
0.8882 High Similarity NPD6167 Clinical (unspecified phase)
0.8882 High Similarity NPD6166 Phase 2
0.8882 High Similarity NPD6168 Clinical (unspecified phase)
0.8678 High Similarity NPD7074 Phase 3
0.8678 High Similarity NPD7472 Approved
0.8621 High Similarity NPD7054 Approved
0.8571 High Similarity NPD2393 Clinical (unspecified phase)
0.8531 High Similarity NPD7808 Phase 3
0.8514 High Similarity NPD5844 Phase 1
0.8512 High Similarity NPD1934 Approved
0.8475 Intermediate Similarity NPD7251 Discontinued
0.8421 Intermediate Similarity NPD7075 Discontinued
0.8418 Intermediate Similarity NPD6797 Phase 2
0.8382 Intermediate Similarity NPD6959 Discontinued
0.8353 Intermediate Similarity NPD1465 Phase 2
0.8352 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8352 Intermediate Similarity NPD3818 Discontinued
0.8343 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD6232 Discontinued
0.8324 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8305 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8295 Intermediate Similarity NPD7473 Discontinued
0.8284 Intermediate Similarity NPD4380 Phase 2
0.8278 Intermediate Similarity NPD8312 Approved
0.8278 Intermediate Similarity NPD8313 Approved
0.8256 Intermediate Similarity NPD7768 Phase 2
0.8246 Intermediate Similarity NPD7819 Suspended
0.8246 Intermediate Similarity NPD2801 Approved
0.8246 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8235 Intermediate Similarity NPD7411 Suspended
0.8218 Intermediate Similarity NPD5494 Approved
0.8198 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8198 Intermediate Similarity NPD3817 Phase 2
0.815 Intermediate Similarity NPD3882 Suspended
0.8103 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8081 Intermediate Similarity NPD6801 Discontinued
0.8 Intermediate Similarity NPD8151 Discontinued
0.7968 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7967 Intermediate Similarity NPD6559 Discontinued
0.7944 Intermediate Similarity NPD7228 Approved
0.7931 Intermediate Similarity NPD8455 Phase 2
0.7929 Intermediate Similarity NPD1511 Approved
0.7886 Intermediate Similarity NPD5402 Approved
0.7882 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7836 Intermediate Similarity NPD1512 Approved
0.7797 Intermediate Similarity NPD3749 Approved
0.7778 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7738 Intermediate Similarity NPD1549 Phase 2
0.7719 Intermediate Similarity NPD6799 Approved
0.7701 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD5403 Approved
0.7679 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD6234 Discontinued
0.7654 Intermediate Similarity NPD919 Approved
0.765 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.765 Intermediate Similarity NPD7783 Phase 2
0.7617 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD230 Phase 1
0.7588 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7581 Intermediate Similarity NPD7685 Pre-registration
0.7581 Intermediate Similarity NPD7240 Approved
0.7572 Intermediate Similarity NPD2533 Approved
0.7572 Intermediate Similarity NPD2534 Approved
0.7572 Intermediate Similarity NPD2532 Approved
0.7572 Intermediate Similarity NPD5401 Approved
0.7571 Intermediate Similarity NPD37 Approved
0.7569 Intermediate Similarity NPD7199 Phase 2
0.7566 Intermediate Similarity NPD8150 Discontinued
0.7557 Intermediate Similarity NPD6599 Discontinued
0.7543 Intermediate Similarity NPD1653 Approved
0.7542 Intermediate Similarity NPD4965 Approved
0.7542 Intermediate Similarity NPD4966 Approved
0.7542 Intermediate Similarity NPD4967 Phase 2
0.7515 Intermediate Similarity NPD2796 Approved
0.7515 Intermediate Similarity NPD2935 Discontinued
0.75 Intermediate Similarity NPD6190 Approved
0.75 Intermediate Similarity NPD3226 Approved
0.7485 Intermediate Similarity NPD447 Suspended
0.7475 Intermediate Similarity NPD7435 Discontinued
0.7474 Intermediate Similarity NPD8434 Phase 2
0.7473 Intermediate Similarity NPD8127 Discontinued
0.7456 Intermediate Similarity NPD1510 Phase 2
0.7442 Intermediate Similarity NPD4628 Phase 3
0.7427 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7425 Intermediate Similarity NPD1613 Approved
0.7425 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD7390 Discontinued
0.7391 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD3926 Phase 2
0.7387 Intermediate Similarity NPD7696 Phase 3
0.7387 Intermediate Similarity NPD7698 Approved
0.7387 Intermediate Similarity NPD7697 Approved
0.7386 Intermediate Similarity NPD920 Approved
0.7377 Intermediate Similarity NPD1247 Approved
0.7371 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7366 Intermediate Similarity NPD3751 Discontinued
0.735 Intermediate Similarity NPD7871 Phase 2
0.735 Intermediate Similarity NPD7870 Phase 2
0.7341 Intermediate Similarity NPD3750 Approved
0.734 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD5953 Discontinued
0.734 Intermediate Similarity NPD7874 Approved
0.7337 Intermediate Similarity NPD3787 Discontinued
0.7327 Intermediate Similarity NPD7701 Phase 2
0.7326 Intermediate Similarity NPD7286 Phase 2
0.7323 Intermediate Similarity NPD6777 Approved
0.7323 Intermediate Similarity NPD6776 Approved
0.7323 Intermediate Similarity NPD6782 Approved
0.7323 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7323 Intermediate Similarity NPD6780 Approved
0.7323 Intermediate Similarity NPD6781 Approved
0.7323 Intermediate Similarity NPD6778 Approved
0.7323 Intermediate Similarity NPD6779 Approved
0.7321 Intermediate Similarity NPD943 Approved
0.7321 Intermediate Similarity NPD1240 Approved
0.7314 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD1551 Phase 2
0.7305 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD1243 Approved
0.7273 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD7266 Discontinued
0.7264 Intermediate Similarity NPD8320 Phase 1
0.7264 Intermediate Similarity NPD8319 Approved
0.7246 Intermediate Similarity NPD3027 Phase 3
0.7241 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD1607 Approved
0.7229 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD7700 Phase 2
0.7222 Intermediate Similarity NPD7699 Phase 2
0.7214 Intermediate Similarity NPD7680 Approved
0.7207 Intermediate Similarity NPD7458 Discontinued
0.7198 Intermediate Similarity NPD5353 Approved
0.7186 Intermediate Similarity NPD6832 Phase 2
0.7186 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD2800 Approved
0.7176 Intermediate Similarity NPD1933 Approved
0.7168 Intermediate Similarity NPD2346 Discontinued
0.7164 Intermediate Similarity NPD6823 Phase 2
0.7159 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD7229 Phase 3
0.7151 Intermediate Similarity NPD2799 Discontinued
0.7151 Intermediate Similarity NPD5710 Approved
0.7151 Intermediate Similarity NPD5711 Approved
0.7143 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7136 Intermediate Similarity NPD7801 Approved
0.7127 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.711 Intermediate Similarity NPD5406 Approved
0.711 Intermediate Similarity NPD5408 Approved
0.711 Intermediate Similarity NPD5404 Approved
0.711 Intermediate Similarity NPD5405 Approved
0.7108 Intermediate Similarity NPD7584 Approved
0.7101 Intermediate Similarity NPD2313 Discontinued
0.7101 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD7549 Discontinued
0.7076 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD5124 Phase 1
0.7075 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD7585 Approved
0.7071 Intermediate Similarity NPD6534 Approved
0.7071 Intermediate Similarity NPD6535 Approved
0.7052 Intermediate Similarity NPD3748 Approved
0.7052 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD8166 Discontinued
0.7039 Intermediate Similarity NPD6273 Approved
0.7035 Intermediate Similarity NPD6651 Approved
0.7031 Intermediate Similarity NPD7038 Approved
0.7031 Intermediate Similarity NPD7039 Approved
0.7024 Intermediate Similarity NPD7583 Approved
0.7021 Intermediate Similarity NPD5242 Approved
0.7015 Intermediate Similarity NPD8285 Discontinued
0.7006 Intermediate Similarity NPD1203 Approved
0.7 Intermediate Similarity NPD7177 Discontinued
0.7 Intermediate Similarity NPD6798 Discontinued
0.6994 Remote Similarity NPD7097 Phase 1
0.6982 Remote Similarity NPD4908 Phase 1
0.6977 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6954 Remote Similarity NPD4287 Approved
0.6954 Remote Similarity NPD7033 Discontinued
0.6949 Remote Similarity NPD7003 Approved
0.694 Remote Similarity NPD6386 Approved
0.694 Remote Similarity NPD6385 Approved
0.6928 Remote Similarity NPD9269 Phase 2
0.6923 Remote Similarity NPD9494 Approved
0.6914 Remote Similarity NPD6100 Approved
0.6914 Remote Similarity NPD6099 Approved
0.6907 Remote Similarity NPD4419 Clinical (unspecified phase)
0.69 Remote Similarity NPD4360 Phase 2
0.69 Remote Similarity NPD4363 Phase 3
0.6895 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6893 Remote Similarity NPD6674 Discontinued
0.6893 Remote Similarity NPD1652 Phase 2
0.6875 Remote Similarity NPD2344 Approved
0.686 Remote Similarity NPD6233 Phase 2

Structure

External Identifiers

PubChem CID   16681402
ChEMBL   CHEMBL228115
ZINC  

Physicochemical Properties

Molecular Weight:  960.18
ALogP:  -7.7012
MLogP:  3.22
XLogP:  -1.844
# Rotatable Bonds:  28
Polar Surface Area:  425.34
# H-Bond Aceptor:  14
# H-Bond Donor:  14
# Rings:  7
# Heavy Atoms:  68

Download Data

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