Natural Product: NPC325720

Natural Product ID:  NPC325720
Common Name:   Ananolignan E
IUPAC Name:  
Synonyms:   Ananolignan E
Molecular Formula:   C25H30O9
Standard InCHIKey:  PPTXQFNYNVVYPV-HBJRXTQZSA-N
Standard InCHI:  InChI=1S/C25H30O9/c1-11-12(2)21(34-13(3)26)15-9-16(28-4)22(29-5)24(30-6)19(15)18-14(20(11)27)8-17-23(25(18)31-7)33-10-32-17/h8-9,11-12,20-21,27H,10H2,1-7H3/t11-,12+,20-,21-/m1/s1
Canonical SMILES:  COc1cc2[C@H](OC(=O)C)[C@@H](C)[C@@H](C)[C@H](c3c(c2c(c1OC)OC)c(OC)c1c(c3)OCO1)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
NPO27599 Kadsura ananosma Species Schisandraceae Eukaryota Seeds PMID[21381710]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 62 % 21381710
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 56.3 % 21381710

  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 NPC325720 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
1.0 High Similarity NPC316676
0.9859 High Similarity NPC473989
0.9655 High Similarity NPC24562
0.9653 High Similarity NPC475756
0.9643 High Similarity NPC218510
0.9643 High Similarity NPC76415
0.9643 High Similarity NPC324962
0.9589 High Similarity NPC473425
0.9589 High Similarity NPC312763
0.9586 High Similarity NPC471154
0.9574 High Similarity NPC326144
0.9571 High Similarity NPC36531
0.9571 High Similarity NPC229172
0.9571 High Similarity NPC103637
0.9571 High Similarity NPC230538
0.9521 High Similarity NPC474606
0.9517 High Similarity NPC224472
0.9507 High Similarity NPC318286
0.9507 High Similarity NPC475868
0.9507 High Similarity NPC327651
0.9459 High Similarity NPC473323
0.9441 High Similarity NPC321696
0.9441 High Similarity NPC321958
0.9437 High Similarity NPC239254
0.9437 High Similarity NPC172171
0.9392 High Similarity NPC238834
0.9392 High Similarity NPC476065
0.9388 High Similarity NPC16791
0.9388 High Similarity NPC297271
0.9388 High Similarity NPC217708
0.9388 High Similarity NPC77237
0.9388 High Similarity NPC308739
0.9388 High Similarity NPC126405
0.9388 High Similarity NPC53669
0.9371 High Similarity NPC189239
0.9371 High Similarity NPC110763
0.9371 High Similarity NPC197352
0.9371 High Similarity NPC166506
0.9324 High Similarity NPC198461
0.931 High Similarity NPC252281
0.931 High Similarity NPC477375
0.931 High Similarity NPC198129
0.931 High Similarity NPC327352
0.9306 High Similarity NPC474054
0.9301 High Similarity NPC121661
0.9301 High Similarity NPC87883
0.9301 High Similarity NPC73467
0.9296 High Similarity NPC287124
0.9267 High Similarity NPC475592
0.9247 High Similarity NPC322426
0.9247 High Similarity NPC477374
0.9247 High Similarity NPC85141
0.9247 High Similarity NPC477376
0.922 High Similarity NPC53722
0.922 High Similarity NPC201404
0.922 High Similarity NPC290714
0.9205 High Similarity NPC230531
0.9205 High Similarity NPC215400
0.92 High Similarity NPC29727
0.9184 High Similarity NPC24425
0.9184 High Similarity NPC316989
0.9178 High Similarity NPC304821
0.9178 High Similarity NPC477879
0.9172 High Similarity NPC154971
0.9172 High Similarity NPC212890
0.9172 High Similarity NPC252286
0.9167 High Similarity NPC166884
0.9167 High Similarity NPC141569
0.9167 High Similarity NPC477701
0.9161 High Similarity NPC133934
0.9161 High Similarity NPC184641
0.9161 High Similarity NPC184684
0.9149 High Similarity NPC865
0.9145 High Similarity NPC63061
0.9122 High Similarity NPC303519
0.9103 High Similarity NPC477702
0.9071 High Similarity NPC256776
0.9071 High Similarity NPC185680
0.9071 High Similarity NPC145722
0.906 High Similarity NPC475229
0.906 High Similarity NPC477378
0.9054 High Similarity NPC477381
0.9013 High Similarity NPC207584
0.9013 High Similarity NPC19947
0.9 High Similarity NPC477377
0.9 High Similarity NPC245948
0.8993 High Similarity NPC477379
0.8986 High Similarity NPC474393
0.8986 High Similarity NPC474347
0.898 High Similarity NPC295297
0.8947 High Similarity NPC237946
0.8947 High Similarity NPC32373
0.8944 High Similarity NPC11453
0.8944 High Similarity NPC32189
0.8944 High Similarity NPC143895
0.894 High Similarity NPC348849
0.894 High Similarity NPC178195
0.8933 High Similarity NPC302610
0.8926 High Similarity NPC470916
0.8889 High Similarity NPC46591
0.8889 High Similarity NPC216434
0.8889 High Similarity NPC103448
0.8881 High Similarity NPC301765
0.8881 High Similarity NPC86605
0.8881 High Similarity NPC474039
0.8881 High Similarity NPC46277
0.8881 High Similarity NPC3072
0.8881 High Similarity NPC156948
0.8881 High Similarity NPC283949
0.8874 High Similarity NPC149735
0.8874 High Similarity NPC474514
0.8873 High Similarity NPC236522
0.8873 High Similarity NPC150534
0.8865 High Similarity NPC196937
0.8865 High Similarity NPC58585
0.8839 High Similarity NPC288149
0.8836 High Similarity NPC474808
0.8824 High Similarity NPC477380
0.8819 High Similarity NPC471183
0.8811 High Similarity NPC197166
0.8811 High Similarity NPC133025
0.8808 High Similarity NPC56184
0.8797 High Similarity NPC311912
0.8797 High Similarity NPC471180
0.8776 High Similarity NPC472712
0.8776 High Similarity NPC187774
0.8776 High Similarity NPC473046
0.8776 High Similarity NPC118385
0.8776 High Similarity NPC472713
0.8774 High Similarity NPC96593
0.8774 High Similarity NPC150943
0.8774 High Similarity NPC268718
0.8774 High Similarity NPC119910
0.8774 High Similarity NPC91634
0.8767 High Similarity NPC41782
0.8767 High Similarity NPC474295
0.8766 High Similarity NPC477885
0.8759 High Similarity NPC226547
0.8759 High Similarity NPC56091
0.8759 High Similarity NPC177868
0.875 High Similarity NPC475141
0.875 High Similarity NPC185908
0.8742 High Similarity NPC88557
0.8734 High Similarity NPC118162
0.8734 High Similarity NPC83049
0.8734 High Similarity NPC320471
0.8733 High Similarity NPC477698
0.8732 High Similarity NPC112237
0.8726 High Similarity NPC469475
0.8726 High Similarity NPC469518
0.8726 High Similarity NPC475865
0.8725 High Similarity NPC183083
0.8725 High Similarity NPC137352
0.8725 High Similarity NPC116019
0.8723 High Similarity NPC184928
0.8723 High Similarity NPC141493
0.8716 High Similarity NPC180953
0.871 High Similarity NPC325122
0.8707 High Similarity NPC185071
0.8707 High Similarity NPC12728
0.8693 High Similarity NPC136757
0.8693 High Similarity NPC473736
0.869 High Similarity NPC30951
0.869 High Similarity NPC6369
0.869 High Similarity NPC9068
0.8681 High Similarity NPC172818
0.8681 High Similarity NPC25695
0.8679 High Similarity NPC79322
0.8675 High Similarity NPC218041
0.8675 High Similarity NPC469706
0.8675 High Similarity NPC185955
0.8675 High Similarity NPC9933
0.8675 High Similarity NPC225815
0.8675 High Similarity NPC472709
0.8675 High Similarity NPC145979
0.8675 High Similarity NPC214326
0.8675 High Similarity NPC472710
0.8675 High Similarity NPC182368
0.8675 High Similarity NPC469707
0.8675 High Similarity NPC260781
0.8671 High Similarity NPC326095
0.8671 High Similarity NPC289258
0.8671 High Similarity NPC56764
0.8671 High Similarity NPC276026
0.8671 High Similarity NPC555
0.8671 High Similarity NPC206737
0.8671 High Similarity NPC188378
0.8671 High Similarity NPC7515
0.8671 High Similarity NPC244983
0.8671 High Similarity NPC469659
0.8667 High Similarity NPC270751
0.8662 High Similarity NPC261812
0.8662 High Similarity NPC65183
0.8662 High Similarity NPC102256
0.8662 High Similarity NPC72046
0.8662 High Similarity NPC475856
0.8658 High Similarity NPC190714
0.8658 High Similarity NPC99515
0.8654 High Similarity NPC474770
0.8649 High Similarity NPC18211

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC325720 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
0.9 High Similarity NPD37 Approved
0.8947 High Similarity NPD4965 Approved
0.8947 High Similarity NPD4967 Phase 2
0.8947 High Similarity NPD4966 Approved
0.871 High Similarity NPD6234 Discontinued
0.8481 Intermediate Similarity NPD7199 Phase 2
0.8447 Intermediate Similarity NPD7228 Approved
0.8261 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD3027 Phase 3
0.8143 Intermediate Similarity NPD3705 Approved
0.8133 Intermediate Similarity NPD7240 Approved
0.8013 Intermediate Similarity NPD1653 Approved
0.7905 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD1613 Approved
0.7843 Intermediate Similarity NPD6674 Discontinued
0.7784 Intermediate Similarity NPD3818 Discontinued
0.7756 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7738 Intermediate Similarity NPD5844 Phase 1
0.7722 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7712 Intermediate Similarity NPD7266 Discontinued
0.7687 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD4060 Phase 1
0.7651 Intermediate Similarity NPD6232 Discontinued
0.7635 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD7473 Discontinued
0.7588 Intermediate Similarity NPD7074 Phase 3
0.7572 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD3018 Phase 2
0.7561 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7552 Intermediate Similarity NPD1357 Approved
0.7547 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD7054 Approved
0.7517 Intermediate Similarity NPD4908 Phase 1
0.7515 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6559 Discontinued
0.7485 Intermediate Similarity NPD7472 Approved
0.7484 Intermediate Similarity NPD5763 Approved
0.7484 Intermediate Similarity NPD5762 Approved
0.7457 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD1465 Phase 2
0.7429 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD2983 Phase 2
0.7415 Intermediate Similarity NPD2982 Phase 2
0.7397 Intermediate Similarity NPD1091 Approved
0.7397 Intermediate Similarity NPD1610 Phase 2
0.7394 Intermediate Similarity NPD3817 Phase 2
0.7391 Intermediate Similarity NPD7680 Approved
0.7383 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD1934 Approved
0.7376 Intermediate Similarity NPD5283 Phase 1
0.7356 Intermediate Similarity NPD7808 Phase 3
0.7351 Intermediate Similarity NPD4625 Phase 3
0.7347 Intermediate Similarity NPD2981 Phase 2
0.7341 Intermediate Similarity NPD6797 Phase 2
0.7337 Intermediate Similarity NPD7229 Phase 3
0.7333 Intermediate Similarity NPD2861 Phase 2
0.7333 Intermediate Similarity NPD8455 Phase 2
0.7325 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD3620 Phase 2
0.7305 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD7251 Discontinued
0.7273 Intermediate Similarity NPD5124 Phase 1
0.7273 Intermediate Similarity NPD6355 Discontinued
0.7273 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD2534 Approved
0.7267 Intermediate Similarity NPD2532 Approved
0.7267 Intermediate Similarity NPD2533 Approved
0.7251 Intermediate Similarity NPD6166 Phase 2
0.7251 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7247 Intermediate Similarity NPD6841 Approved
0.7247 Intermediate Similarity NPD6842 Approved
0.7247 Intermediate Similarity NPD6843 Phase 3
0.7246 Intermediate Similarity NPD3882 Suspended
0.7235 Intermediate Similarity NPD3787 Discontinued
0.7233 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD4110 Phase 3
0.7229 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD7819 Suspended
0.7219 Intermediate Similarity NPD5494 Approved
0.7208 Intermediate Similarity NPD4140 Approved
0.72 Intermediate Similarity NPD7685 Pre-registration
0.7197 Intermediate Similarity NPD2438 Suspended
0.7195 Intermediate Similarity NPD4005 Discontinued
0.719 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD4749 Approved
0.7176 Intermediate Similarity NPD8127 Discontinued
0.717 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD1652 Phase 2
0.7162 Intermediate Similarity NPD422 Phase 1
0.7159 Intermediate Similarity NPD7549 Discontinued
0.7143 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4626 Approved
0.7126 Intermediate Similarity NPD2801 Approved
0.7126 Intermediate Similarity NPD5563 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD3892 Phase 2
0.7125 Intermediate Similarity NPD3750 Approved
0.7123 Intermediate Similarity NPD1548 Phase 1
0.7111 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD5691 Approved
0.707 Intermediate Similarity NPD7097 Phase 1
0.7069 Intermediate Similarity NPD3751 Discontinued
0.7067 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD4380 Phase 2
0.7044 Intermediate Similarity NPD6002 Phase 3
0.7044 Intermediate Similarity NPD3540 Phase 1
0.7044 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD6004 Phase 3
0.7044 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD6005 Phase 3
0.7037 Intermediate Similarity NPD5058 Phase 3
0.7029 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD5126 Approved
0.7027 Intermediate Similarity NPD5125 Phase 3
0.7025 Intermediate Similarity NPD7033 Discontinued
0.7025 Intermediate Similarity NPD4108 Discontinued
0.7024 Intermediate Similarity NPD2978 Approved
0.7024 Intermediate Similarity NPD2977 Approved
0.702 Intermediate Similarity NPD1283 Approved
0.7019 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD4628 Phase 3
0.7012 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6653 Approved
0.7 Intermediate Similarity NPD4055 Discovery
0.7 Intermediate Similarity NPD7075 Discontinued
0.6994 Remote Similarity NPD4357 Discontinued
0.6987 Remote Similarity NPD2979 Phase 3
0.6987 Remote Similarity NPD2238 Phase 2
0.6982 Remote Similarity NPD2560 Approved
0.6982 Remote Similarity NPD2563 Approved
0.6982 Remote Similarity NPD5402 Approved
0.6981 Remote Similarity NPD6099 Approved
0.6981 Remote Similarity NPD3539 Phase 1
0.6981 Remote Similarity NPD6100 Approved
0.6977 Remote Similarity NPD6959 Discontinued
0.6975 Remote Similarity NPD6190 Approved
0.6975 Remote Similarity NPD5084 Clinical (unspecified phase)
0.6968 Remote Similarity NPD6798 Discontinued
0.6964 Remote Similarity NPD6801 Discontinued
0.6962 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6959 Remote Similarity NPD919 Approved
0.6957 Remote Similarity NPD4236 Phase 3
0.6957 Remote Similarity NPD5177 Phase 3
0.6957 Remote Similarity NPD4237 Approved
0.6954 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6946 Remote Similarity NPD7028 Phase 2
0.6943 Remote Similarity NPD230 Phase 1
0.694 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6937 Remote Similarity NPD1375 Discontinued
0.6933 Remote Similarity NPD1611 Approved
0.6928 Remote Similarity NPD3686 Approved
0.6928 Remote Similarity NPD3687 Approved
0.6927 Remote Similarity NPD8312 Approved
0.6927 Remote Similarity NPD8313 Approved
0.6923 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6918 Remote Similarity NPD3748 Approved
0.6914 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6905 Remote Similarity NPD5089 Approved
0.6905 Remote Similarity NPD5090 Approved
0.6903 Remote Similarity NPD7095 Approved
0.6897 Remote Similarity NPD3926 Phase 2
0.689 Remote Similarity NPD6799 Approved
0.689 Remote Similarity NPD1511 Approved
0.6887 Remote Similarity NPD1608 Approved
0.6886 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6878 Remote Similarity NPD5006 Approved
0.6878 Remote Similarity NPD5005 Approved
0.6875 Remote Similarity NPD228 Approved
0.6875 Remote Similarity NPD2935 Discontinued
0.6875 Remote Similarity NPD6032 Approved
0.6871 Remote Similarity NPD2677 Approved
0.6871 Remote Similarity NPD2219 Phase 1
0.6867 Remote Similarity NPD5403 Approved
0.6867 Remote Similarity NPD3496 Discontinued
0.6863 Remote Similarity NPD2797 Approved
0.686 Remote Similarity NPD5709 Phase 3
0.6859 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6857 Remote Similarity NPD4481 Phase 3
0.6848 Remote Similarity NPD7296 Approved
0.6845 Remote Similarity NPD4678 Approved
0.6845 Remote Similarity NPD4675 Approved
0.6845 Remote Similarity NPD6599 Discontinued
0.6842 Remote Similarity NPD7768 Phase 2
0.6839 Remote Similarity NPD8151 Discontinued
0.6835 Remote Similarity NPD3657 Discovery
0.6835 Remote Similarity NPD5735 Approved
0.6832 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6666 Approved
0.6829 Remote Similarity NPD6667 Approved
0.6829 Remote Similarity NPD7124 Phase 2
0.6824 Remote Similarity NPD5536 Phase 2

Structure

External Identifiers

PubChem CID   53355342
ChEMBL   CHEMBL1782113
ZINC  

Physicochemical Properties

Molecular Weight:  474.19
ALogP:  -0.8854
MLogP:  3.22
XLogP:  1.897
# Rotatable Bonds:  14
Polar Surface Area:  101.91
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  34

Download Data

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