Natural Product: NPC474606

Natural Product ID:  NPC474606
Common Name:   Schizarin B
IUPAC Name:  
Synonyms:  
Molecular Formula:   C27H34O8
Standard InCHIKey:  ORAVERBYOHZBBN-UQIUVRODSA-N
Standard InCHI:  InChI=1S/C27H34O8/c1-8-13(2)27(29)35-23-15(4)14(3)9-16-10-18(30-5)25(31-6)26(32-7)20(16)21-17(23)11-19-24(22(21)28)34-12-33-19/h10-11,13-15,23,28H,8-9,12H2,1-7H3/t13?,14-,15-,23+/m1/s1
Canonical SMILES:  CCC(C(=O)O[C@H]1[C@H](C)[C@H](C)Cc2c(c3c1cc1OCOc1c3O)c(OC)c(c(c2)OC)OC)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
NPO10144 Kadsura matsudai Species Schisandraceae Eukaryota PMID[11325232]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT963 Organism Hepatitis B virus Hepatitis B virus Activity = 42.6 % 21146414
NPT963 Organism Hepatitis B virus Hepatitis B virus Activity = 54.9 % 21146414
NPT963 Organism Hepatitis B virus Hepatitis B virus Activity = 42.1 % 18052327
NPT963 Organism Hepatitis B virus Hepatitis B virus Activity = 40.7 % 25651042

  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 NPC474606 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
0.9931 High Similarity NPC471154
0.9864 High Similarity NPC238834
0.9862 High Similarity NPC475756
0.973 High Similarity NPC476065
0.96 High Similarity NPC475592
0.953 High Similarity NPC473425
0.9521 High Similarity NPC316676
0.9521 High Similarity NPC325720
0.9517 High Similarity NPC321958
0.9517 High Similarity NPC321696
0.9463 High Similarity NPC217708
0.9463 High Similarity NPC53669
0.9463 High Similarity NPC77237
0.9463 High Similarity NPC16791
0.9463 High Similarity NPC308739
0.9463 High Similarity NPC126405
0.9463 High Similarity NPC297271
0.9463 High Similarity NPC24562
0.9459 High Similarity NPC224472
0.9448 High Similarity NPC318286
0.9448 High Similarity NPC327651
0.9408 High Similarity NPC230531
0.9408 High Similarity NPC215400
0.9404 High Similarity NPC29727
0.9392 High Similarity NPC473989
0.9384 High Similarity NPC474054
0.9379 High Similarity NPC121661
0.9379 High Similarity NPC87883
0.9379 High Similarity NPC73467
0.9379 High Similarity NPC326144
0.9324 High Similarity NPC474347
0.9324 High Similarity NPC474393
0.9315 High Similarity NPC189239
0.9315 High Similarity NPC166506
0.9315 High Similarity NPC110763
0.9315 High Similarity NPC197352
0.931 High Similarity NPC218510
0.931 High Similarity NPC76415
0.9276 High Similarity NPC473323
0.9272 High Similarity NPC312763
0.9272 High Similarity NPC198461
0.9262 High Similarity NPC24425
0.9262 High Similarity NPC470916
0.9262 High Similarity NPC316989
0.9257 High Similarity NPC477375
0.9257 High Similarity NPC198129
0.9257 High Similarity NPC327352
0.9257 High Similarity NPC252281
0.9252 High Similarity NPC252286
0.9252 High Similarity NPC154971
0.9241 High Similarity NPC184641
0.9241 High Similarity NPC133934
0.9241 High Similarity NPC184684
0.9195 High Similarity NPC322426
0.9195 High Similarity NPC477374
0.9195 High Similarity NPC477376
0.9184 High Similarity NPC477702
0.9178 High Similarity NPC324962
0.9128 High Similarity NPC477879
0.9122 High Similarity NPC212890
0.9114 High Similarity NPC311912
0.911 High Similarity NPC103637
0.911 High Similarity NPC36531
0.911 High Similarity NPC230538
0.911 High Similarity NPC229172
0.9097 High Similarity NPC63061
0.9079 High Similarity NPC149735
0.9073 High Similarity NPC303519
0.9067 High Similarity NPC85141
0.906 High Similarity NPC295297
0.9057 High Similarity NPC88557
0.9054 High Similarity NPC475868
0.9034 High Similarity NPC471183
0.9 High Similarity NPC304821
0.8986 High Similarity NPC239254
0.8986 High Similarity NPC172171
0.8974 High Similarity NPC268718
0.8974 High Similarity NPC91634
0.8974 High Similarity NPC150943
0.8968 High Similarity NPC181168
0.8968 High Similarity NPC163527
0.8968 High Similarity NPC115281
0.8966 High Similarity NPC865
0.8954 High Similarity NPC477377
0.8954 High Similarity NPC475141
0.894 High Similarity NPC474965
0.894 High Similarity NPC174512
0.894 High Similarity NPC477695
0.894 High Similarity NPC293757
0.894 High Similarity NPC668
0.8931 High Similarity NPC83049
0.8931 High Similarity NPC118162
0.8931 High Similarity NPC320471
0.8924 High Similarity NPC469475
0.8924 High Similarity NPC469518
0.8904 High Similarity NPC53722
0.8904 High Similarity NPC290714
0.8904 High Similarity NPC201404
0.8903 High Similarity NPC477380
0.8897 High Similarity NPC133025
0.8896 High Similarity NPC473736
0.8896 High Similarity NPC136757
0.8896 High Similarity NPC178195
0.8896 High Similarity NPC348849
0.8889 High Similarity NPC475229
0.8889 High Similarity NPC477378
0.8889 High Similarity NPC477699
0.8882 High Similarity NPC477381
0.8861 High Similarity NPC469512
0.8859 High Similarity NPC472712
0.8859 High Similarity NPC187774
0.8859 High Similarity NPC472713
0.8859 High Similarity NPC473046
0.8859 High Similarity NPC118385
0.8851 High Similarity NPC41782
0.8851 High Similarity NPC287124
0.8846 High Similarity NPC207584
0.8846 High Similarity NPC477885
0.8846 High Similarity NPC19947
0.8844 High Similarity NPC177868
0.8836 High Similarity NPC3072
0.8836 High Similarity NPC281780
0.8836 High Similarity NPC86605
0.8836 High Similarity NPC301765
0.8836 High Similarity NPC156948
0.8836 High Similarity NPC46277
0.8836 High Similarity NPC474039
0.8831 High Similarity NPC474514
0.8831 High Similarity NPC65591
0.8831 High Similarity NPC245948
0.8831 High Similarity NPC178574
0.8827 High Similarity NPC471181
0.8824 High Similarity NPC477700
0.8824 High Similarity NPC477379
0.8816 High Similarity NPC216223
0.8816 High Similarity NPC145569
0.8805 High Similarity NPC116759
0.8805 High Similarity NPC14294
0.8792 High Similarity NPC477696
0.8792 High Similarity NPC469630
0.8792 High Similarity NPC477697
0.8792 High Similarity NPC185071
0.8792 High Similarity NPC470811
0.8792 High Similarity NPC12728
0.8782 High Similarity NPC237946
0.8782 High Similarity NPC32373
0.8776 High Similarity NPC30951
0.8776 High Similarity NPC6369
0.8774 High Similarity NPC103197
0.8774 High Similarity NPC30009
0.8767 High Similarity NPC143895
0.8766 High Similarity NPC302610
0.8759 High Similarity NPC56764
0.8759 High Similarity NPC185680
0.8759 High Similarity NPC276026
0.8759 High Similarity NPC555
0.8759 High Similarity NPC469659
0.8759 High Similarity NPC256776
0.8759 High Similarity NPC7515
0.8759 High Similarity NPC145722
0.8759 High Similarity NPC289258
0.8759 High Similarity NPC206737
0.8759 High Similarity NPC188378
0.8758 High Similarity NPC218041
0.8758 High Similarity NPC182368
0.8758 High Similarity NPC469707
0.8758 High Similarity NPC185498
0.8758 High Similarity NPC472709
0.8758 High Similarity NPC185955
0.8758 High Similarity NPC472710
0.8758 High Similarity NPC260781
0.8758 High Similarity NPC9933
0.8758 High Similarity NPC214326
0.8758 High Similarity NPC145979
0.8758 High Similarity NPC469706
0.8758 High Similarity NPC225815
0.8758 High Similarity NPC79322
0.8742 High Similarity NPC42797
0.8742 High Similarity NPC473445
0.8733 High Similarity NPC166884
0.8733 High Similarity NPC141569
0.8733 High Similarity NPC477701
0.8725 High Similarity NPC472714
0.8725 High Similarity NPC191231
0.8725 High Similarity NPC5262
0.8716 High Similarity NPC284464
0.8712 High Similarity NPC178737
0.8701 High Similarity NPC32079
0.8699 High Similarity NPC214853
0.8699 High Similarity NPC240279
0.8699 High Similarity NPC55239
0.8699 High Similarity NPC180602
0.8693 High Similarity NPC125570
0.8688 High Similarity NPC291977
0.8684 High Similarity NPC183083
0.8684 High Similarity NPC137352
0.8684 High Similarity NPC39657
0.8679 High Similarity NPC288149
0.8679 High Similarity NPC152424
0.8679 High Similarity NPC319749

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474606 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
0.9032 High Similarity NPD6234 Discontinued
0.8831 High Similarity NPD37 Approved
0.8782 High Similarity NPD4965 Approved
0.8782 High Similarity NPD4967 Phase 2
0.8782 High Similarity NPD4966 Approved
0.8758 High Similarity NPD7228 Approved
0.8447 Intermediate Similarity NPD7199 Phase 2
0.8344 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.8214 Intermediate Similarity NPD7240 Approved
0.8163 Intermediate Similarity NPD3027 Phase 3
0.7987 Intermediate Similarity NPD1653 Approved
0.7976 Intermediate Similarity NPD3818 Discontinued
0.7965 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7882 Intermediate Similarity NPD7074 Phase 3
0.7881 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7881 Intermediate Similarity NPD1613 Approved
0.7866 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7862 Intermediate Similarity NPD3705 Approved
0.7833 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7824 Intermediate Similarity NPD7054 Approved
0.7816 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7811 Intermediate Similarity NPD7473 Discontinued
0.7806 Intermediate Similarity NPD7266 Discontinued
0.7785 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD7472 Approved
0.7744 Intermediate Similarity NPD1465 Phase 2
0.7738 Intermediate Similarity NPD6232 Discontinued
0.7736 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7733 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD6674 Discontinued
0.7702 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7683 Intermediate Similarity NPD1934 Approved
0.7663 Intermediate Similarity NPD7680 Approved
0.7647 Intermediate Similarity NPD4060 Phase 1
0.7644 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7616 Intermediate Similarity NPD5844 Phase 1
0.7586 Intermediate Similarity NPD7251 Discontinued
0.7586 Intermediate Similarity NPD6559 Discontinued
0.7545 Intermediate Similarity NPD3882 Suspended
0.7543 Intermediate Similarity NPD7808 Phase 3
0.753 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD6797 Phase 2
0.7516 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD7685 Pre-registration
0.7485 Intermediate Similarity NPD3817 Phase 2
0.7484 Intermediate Similarity NPD6355 Discontinued
0.7442 Intermediate Similarity NPD6166 Phase 2
0.7442 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD7229 Phase 3
0.7425 Intermediate Similarity NPD2801 Approved
0.7425 Intermediate Similarity NPD8455 Phase 2
0.7421 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD4908 Phase 1
0.7362 Intermediate Similarity NPD2533 Approved
0.7362 Intermediate Similarity NPD2534 Approved
0.7362 Intermediate Similarity NPD2532 Approved
0.7358 Intermediate Similarity NPD5763 Approved
0.7358 Intermediate Similarity NPD5762 Approved
0.733 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD7819 Suspended
0.732 Intermediate Similarity NPD3018 Phase 2
0.7317 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD3620 Phase 2
0.7308 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD7075 Discontinued
0.729 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD1610 Phase 2
0.7261 Intermediate Similarity NPD230 Phase 1
0.7226 Intermediate Similarity NPD4625 Phase 3
0.7225 Intermediate Similarity NPD3787 Discontinued
0.7222 Intermediate Similarity NPD4110 Phase 3
0.7222 Intermediate Similarity NPD3750 Approved
0.7222 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD5494 Approved
0.7208 Intermediate Similarity NPD2861 Phase 2
0.7195 Intermediate Similarity NPD1511 Approved
0.7188 Intermediate Similarity NPD6099 Approved
0.7188 Intermediate Similarity NPD6100 Approved
0.7188 Intermediate Similarity NPD2438 Suspended
0.7181 Intermediate Similarity NPD1357 Approved
0.7178 Intermediate Similarity NPD6190 Approved
0.7171 Intermediate Similarity NPD2982 Phase 2
0.7171 Intermediate Similarity NPD2983 Phase 2
0.717 Intermediate Similarity NPD7097 Phase 1
0.7168 Intermediate Similarity NPD8127 Discontinued
0.7152 Intermediate Similarity NPD1091 Approved
0.7152 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4380 Phase 2
0.7143 Intermediate Similarity NPD6842 Approved
0.7143 Intermediate Similarity NPD6841 Approved
0.7143 Intermediate Similarity NPD6843 Phase 3
0.7143 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD5283 Phase 1
0.712 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7118 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD7095 Approved
0.7111 Intermediate Similarity NPD8312 Approved
0.7111 Intermediate Similarity NPD8313 Approved
0.7108 Intermediate Similarity NPD1512 Approved
0.7107 Intermediate Similarity NPD6653 Approved
0.7105 Intermediate Similarity NPD2981 Phase 2
0.7101 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7077 Intermediate Similarity NPD7827 Phase 1
0.707 Intermediate Similarity NPD6798 Discontinued
0.707 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD6959 Discontinued
0.7063 Intermediate Similarity NPD4978 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD3751 Discontinued
0.7059 Intermediate Similarity NPD4749 Approved
0.7039 Intermediate Similarity NPD422 Phase 1
0.7035 Intermediate Similarity NPD7768 Phase 2
0.7027 Intermediate Similarity NPD7296 Approved
0.7018 Intermediate Similarity NPD2978 Approved
0.7018 Intermediate Similarity NPD2977 Approved
0.7018 Intermediate Similarity NPD5563 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD1283 Approved
0.7012 Intermediate Similarity NPD4628 Phase 3
0.701 Intermediate Similarity NPD8151 Discontinued
0.7 Intermediate Similarity NPD1548 Phase 1
0.6988 Remote Similarity NPD4357 Discontinued
0.6988 Remote Similarity NPD6799 Approved
0.6986 Remote Similarity NPD228 Approved
0.6982 Remote Similarity NPD6055 Clinical (unspecified phase)
0.6981 Remote Similarity NPD2979 Phase 3
0.6977 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6977 Remote Similarity NPD5402 Approved
0.6977 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6975 Remote Similarity NPD2935 Discontinued
0.6961 Remote Similarity NPD7549 Discontinued
0.6959 Remote Similarity NPD6801 Discontinued
0.6954 Remote Similarity NPD919 Approved
0.6951 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6951 Remote Similarity NPD1652 Phase 2
0.6948 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6941 Remote Similarity NPD6599 Discontinued
0.6941 Remote Similarity NPD7028 Phase 2
0.6937 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6937 Remote Similarity NPD5124 Phase 1
0.6933 Remote Similarity NPD6004 Phase 3
0.6933 Remote Similarity NPD6002 Phase 3
0.6933 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6933 Remote Similarity NPD6005 Phase 3
0.6933 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6933 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6918 Remote Similarity NPD6233 Phase 2
0.6914 Remote Similarity NPD7033 Discontinued
0.6914 Remote Similarity NPD3748 Approved
0.6909 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6909 Remote Similarity NPD8166 Discontinued
0.6908 Remote Similarity NPD4626 Approved
0.6905 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6902 Remote Similarity NPD8434 Phase 2
0.6897 Remote Similarity NPD3749 Approved
0.6893 Remote Similarity NPD3926 Phase 2
0.6883 Remote Similarity NPD1608 Approved
0.6882 Remote Similarity NPD4005 Discontinued
0.6882 Remote Similarity NPD7458 Discontinued
0.6879 Remote Similarity NPD5353 Approved
0.6879 Remote Similarity NPD5736 Approved
0.6875 Remote Similarity NPD4140 Approved
0.6875 Remote Similarity NPD5005 Approved
0.6875 Remote Similarity NPD5006 Approved
0.6871 Remote Similarity NPD6032 Approved
0.6867 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6864 Remote Similarity NPD5403 Approved
0.6859 Remote Similarity NPD2797 Approved
0.6855 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6849 Remote Similarity NPD3021 Approved
0.6849 Remote Similarity NPD3022 Approved
0.6845 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5691 Approved
0.6836 Remote Similarity NPD5710 Approved
0.6836 Remote Similarity NPD5711 Approved
0.6829 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6829 Remote Similarity NPD3540 Phase 1
0.6829 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6826 Remote Similarity NPD5058 Phase 3
0.6821 Remote Similarity NPD5536 Phase 2
0.6818 Remote Similarity NPD6746 Phase 2
0.6818 Remote Similarity NPD1281 Approved
0.681 Remote Similarity NPD4108 Discontinued
0.681 Remote Similarity NPD1510 Phase 2
0.6807 Remote Similarity NPD3892 Phase 2
0.6802 Remote Similarity NPD7411 Suspended
0.68 Remote Similarity NPD4055 Discovery
0.6798 Remote Similarity NPD5242 Approved
0.6797 Remote Similarity NPD5125 Phase 3
0.6797 Remote Similarity NPD5126 Approved
0.6795 Remote Similarity NPD6696 Suspended
0.6788 Remote Similarity NPD1549 Phase 2
0.6784 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7906 Approved
0.677 Remote Similarity NPD1240 Approved

Structure

External Identifiers

PubChem CID   10582671
ChEMBL   CHEMBL476698
ZINC  

Physicochemical Properties

Molecular Weight:  486.23
ALogP:  -0.4138
MLogP:  3.55
XLogP:  3.945
# Rotatable Bonds:  15
Polar Surface Area:  92.68
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  35

Download Data

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