Natural Product: NPC304821

Natural Product ID:  NPC304821
Common Name:   Schisphenone
IUPAC Name:   (3S)-4-[6-[6-(hydroxymethyl)-2,3,4-trimethoxyphenyl]-7-methoxy-1,3-benzodioxol-5-yl]-3-methylbutan-2-one
Synonyms:  
Molecular Formula:   C23H28O8
Standard InCHIKey:  PNXAJTMQLCCLIC-LBPRGKRZSA-N
Standard InCHI:  InChI=1S/C23H28O8/c1-12(13(2)25)7-14-8-17-21(31-11-30-17)23(29-6)18(14)19-15(10-24)9-16(26-3)20(27-4)22(19)28-5/h8-9,12,24H,7,10-11H2,1-6H3/t12-/m0/s1
Canonical SMILES:  OCc1cc(OC)c(c(c1c1c(C[C@@H](C(=O)C)C)cc2c(c1OC)OCO2)OC)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
NPO29191 Schisandra neglecta Species Schisandraceae Eukaryota Stems Luoji Mountain Village, Xichang County, Sicuan Province, China 2011-SEP PMID[23738539]
NPO29191 Schisandra neglecta Species Schisandraceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1452 Cell Line C8166 Homo sapiens CC50 = 156400 nM 23738539
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 12700 nM 23738539
NPT306 Cell Line PC-3 Homo sapiens IC50 = 8900 nM 23738539
NPT2 Others Unspecified Ratio CC50/EC50 = 12.3 23738539
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 23738539
NPT2 Others Unspecified IC50 > 10000 nM 23738539
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 23738539
NPT2678 Cell Line NB-4 Homo sapiens IC50 > 10000 nM 23738539

  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 NPC304821 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
0.9257 High Similarity NPC245948
0.9231 High Similarity NPC324962
0.9178 High Similarity NPC325720
0.9178 High Similarity NPC316676
0.9172 High Similarity NPC87295
0.9161 High Similarity NPC103637
0.9161 High Similarity NPC230538
0.9161 High Similarity NPC36531
0.9161 High Similarity NPC229172
0.9139 High Similarity NPC207584
0.9139 High Similarity NPC19947
0.9133 High Similarity NPC238834
0.9103 High Similarity NPC475868
0.9091 High Similarity NPC475865
0.9091 High Similarity NPC469518
0.9091 High Similarity NPC469475
0.9073 High Similarity NPC237946
0.9073 High Similarity NPC32373
0.9067 High Similarity NPC473425
0.9054 High Similarity NPC473989
0.9034 High Similarity NPC172171
0.9034 High Similarity NPC239254
0.902 High Similarity NPC474770
0.9 High Similarity NPC24562
0.9 High Similarity NPC474606
0.8993 High Similarity NPC303519
0.8993 High Similarity NPC475756
0.8986 High Similarity NPC477698
0.8973 High Similarity NPC197352
0.8973 High Similarity NPC166506
0.8973 High Similarity NPC189239
0.8973 High Similarity NPC110763
0.8961 High Similarity NPC288149
0.8951 High Similarity NPC201404
0.8951 High Similarity NPC53722
0.8951 High Similarity NPC290714
0.894 High Similarity NPC312763
0.8933 High Similarity NPC56184
0.8933 High Similarity NPC471154
0.8912 High Similarity NPC321958
0.8912 High Similarity NPC321696
0.8904 High Similarity NPC73467
0.8904 High Similarity NPC121661
0.8903 High Similarity NPC469512
0.8897 High Similarity NPC184684
0.8897 High Similarity NPC184641
0.8897 High Similarity NPC133934
0.8896 High Similarity NPC96593
0.8896 High Similarity NPC91634
0.8896 High Similarity NPC268718
0.8896 High Similarity NPC150943
0.8896 High Similarity NPC119910
0.8889 High Similarity NPC115281
0.8889 High Similarity NPC181168
0.8889 High Similarity NPC163527
0.8874 High Similarity NPC474514
0.8873 High Similarity NPC150534
0.8867 High Similarity NPC164082
0.8865 High Similarity NPC196937
0.8859 High Similarity NPC174512
0.8859 High Similarity NPC474965
0.8859 High Similarity NPC293757
0.8859 High Similarity NPC477695
0.8859 High Similarity NPC668
0.8844 High Similarity NPC318286
0.8844 High Similarity NPC327651
0.8836 High Similarity NPC218510
0.8836 High Similarity NPC76415
0.8824 High Similarity NPC477380
0.8824 High Similarity NPC473323
0.8816 High Similarity NPC348849
0.8816 High Similarity NPC178195
0.8816 High Similarity NPC136757
0.8811 High Similarity NPC471182
0.8811 High Similarity NPC197166
0.8808 High Similarity NPC477699
0.8808 High Similarity NPC220577
0.8803 High Similarity NPC185680
0.8803 High Similarity NPC256776
0.8803 High Similarity NPC145722
0.88 High Similarity NPC24425
0.88 High Similarity NPC177830
0.88 High Similarity NPC149505
0.8797 High Similarity NPC471180
0.8784 High Similarity NPC154971
0.8784 High Similarity NPC252286
0.8776 High Similarity NPC326144
0.8767 High Similarity NPC40237
0.8767 High Similarity NPC287124
0.8767 High Similarity NPC151423
0.8766 High Similarity NPC477885
0.8758 High Similarity NPC476065
0.875 High Similarity NPC16791
0.875 High Similarity NPC217708
0.875 High Similarity NPC474039
0.875 High Similarity NPC308739
0.875 High Similarity NPC65591
0.875 High Similarity NPC126405
0.875 High Similarity NPC297271
0.875 High Similarity NPC77237
0.875 High Similarity NPC53669
0.875 High Similarity NPC469506
0.875 High Similarity NPC283949
0.875 High Similarity NPC178574
0.8742 High Similarity NPC210642
0.8742 High Similarity NPC477700
0.8742 High Similarity NPC224472
0.8742 High Similarity NPC13985
0.8741 High Similarity NPC236522
0.8733 High Similarity NPC145569
0.8733 High Similarity NPC216223
0.8732 High Similarity NPC58585
0.8726 High Similarity NPC14294
0.8726 High Similarity NPC116759
0.8718 High Similarity NPC100465
0.8718 High Similarity NPC152424
0.871 High Similarity NPC325122
0.8707 High Similarity NPC477697
0.8707 High Similarity NPC470811
0.8707 High Similarity NPC474288
0.8707 High Similarity NPC477696
0.8707 High Similarity NPC474808
0.8701 High Similarity NPC29727
0.8699 High Similarity NPC19158
0.8693 High Similarity NPC103197
0.8693 High Similarity NPC273578
0.8693 High Similarity NPC30009
0.8693 High Similarity NPC198461
0.869 High Similarity NPC30951
0.869 High Similarity NPC6369
0.869 High Similarity NPC9068
0.8681 High Similarity NPC32189
0.8679 High Similarity NPC311912
0.8675 High Similarity NPC316989
0.8671 High Similarity NPC222531
0.8667 High Similarity NPC477375
0.8667 High Similarity NPC252281
0.8667 High Similarity NPC198129
0.8667 High Similarity NPC327352
0.8667 High Similarity NPC477879
0.8658 High Similarity NPC212890
0.8658 High Similarity NPC474799
0.8658 High Similarity NPC472560
0.8654 High Similarity NPC63061
0.8649 High Similarity NPC475000
0.8649 High Similarity NPC18211
0.8649 High Similarity NPC218841
0.8649 High Similarity NPC92693
0.8649 High Similarity NPC474036
0.8649 High Similarity NPC166884
0.8649 High Similarity NPC141569
0.8649 High Similarity NPC477701
0.8649 High Similarity NPC143092
0.8645 High Similarity NPC474990
0.8645 High Similarity NPC475592
0.8639 High Similarity NPC176586
0.8639 High Similarity NPC210354
0.8639 High Similarity NPC191231
0.8639 High Similarity NPC52664
0.8634 High Similarity NPC471181
0.863 High Similarity NPC46591
0.863 High Similarity NPC226547
0.863 High Similarity NPC216434
0.863 High Similarity NPC56091
0.863 High Similarity NPC284464
0.863 High Similarity NPC103448
0.8625 High Similarity NPC88557
0.8621 High Similarity NPC185908
0.8621 High Similarity NPC196420
0.8618 High Similarity NPC234152
0.8618 High Similarity NPC32079
0.8616 High Similarity NPC474042
0.8616 High Similarity NPC83049
0.8616 High Similarity NPC118162
0.8616 High Similarity NPC174734
0.8616 High Similarity NPC320471
0.8611 High Similarity NPC72796
0.8611 High Similarity NPC44245
0.8609 High Similarity NPC477374
0.8609 High Similarity NPC85141
0.8609 High Similarity NPC322426
0.8609 High Similarity NPC477376
0.8601 High Similarity NPC112237
0.86 High Similarity NPC88345
0.86 High Similarity NPC304687
0.86 High Similarity NPC80230
0.86 High Similarity NPC104024
0.86 High Similarity NPC101755
0.86 High Similarity NPC116019
0.86 High Similarity NPC65574
0.8599 High Similarity NPC115624
0.8591 High Similarity NPC477702
0.8591 High Similarity NPC474982
0.8581 High Similarity NPC273657
0.8581 High Similarity NPC106920
0.8581 High Similarity NPC469474
0.8571 High Similarity NPC477883
0.8562 High Similarity NPC185498
0.8562 High Similarity NPC79322
0.8562 High Similarity NPC104353

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC304821 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
0.9257 High Similarity NPD37 Approved
0.9073 High Similarity NPD4965 Approved
0.9073 High Similarity NPD4966 Approved
0.9073 High Similarity NPD4967 Phase 2
0.8831 High Similarity NPD6234 Discontinued
0.8718 High Similarity NPD7199 Phase 2
0.8562 High Similarity NPD7228 Approved
0.8491 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.8242 Intermediate Similarity NPD7240 Approved
0.8221 Intermediate Similarity NPD3818 Discontinued
0.8182 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.8069 Intermediate Similarity NPD3027 Phase 3
0.8049 Intermediate Similarity NPD7473 Discontinued
0.8014 Intermediate Similarity NPD3705 Approved
0.8012 Intermediate Similarity NPD7074 Phase 3
0.7987 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7975 Intermediate Similarity NPD6232 Discontinued
0.7952 Intermediate Similarity NPD7054 Approved
0.7904 Intermediate Similarity NPD7472 Approved
0.7844 Intermediate Similarity NPD5844 Phase 1
0.7812 Intermediate Similarity NPD1934 Approved
0.7811 Intermediate Similarity NPD6559 Discontinued
0.7778 Intermediate Similarity NPD3882 Suspended
0.7778 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7765 Intermediate Similarity NPD7808 Phase 3
0.7751 Intermediate Similarity NPD6797 Phase 2
0.773 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7716 Intermediate Similarity NPD3817 Phase 2
0.7706 Intermediate Similarity NPD7251 Discontinued
0.7669 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD1613 Approved
0.7667 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD6166 Phase 2
0.7665 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD2801 Approved
0.7654 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD1465 Phase 2
0.7654 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD3787 Discontinued
0.7636 Intermediate Similarity NPD5494 Approved
0.763 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7613 Intermediate Similarity NPD6674 Discontinued
0.7578 Intermediate Similarity NPD7028 Phase 2
0.7568 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD3018 Phase 2
0.7562 Intermediate Similarity NPD1653 Approved
0.7548 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD7819 Suspended
0.7545 Intermediate Similarity NPD7229 Phase 3
0.7532 Intermediate Similarity NPD6099 Approved
0.7532 Intermediate Similarity NPD6100 Approved
0.7517 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD7680 Approved
0.7484 Intermediate Similarity NPD2532 Approved
0.7484 Intermediate Similarity NPD2533 Approved
0.7484 Intermediate Similarity NPD2534 Approved
0.7471 Intermediate Similarity NPD3751 Discontinued
0.7469 Intermediate Similarity NPD4380 Phase 2
0.7452 Intermediate Similarity NPD3750 Approved
0.7439 Intermediate Similarity NPD8455 Phase 2
0.7431 Intermediate Similarity NPD1357 Approved
0.7427 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7421 Intermediate Similarity NPD1511 Approved
0.7415 Intermediate Similarity NPD2983 Phase 2
0.7415 Intermediate Similarity NPD2982 Phase 2
0.741 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD4908 Phase 1
0.7396 Intermediate Similarity NPD3926 Phase 2
0.7386 Intermediate Similarity NPD6355 Discontinued
0.7383 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD6959 Discontinued
0.7376 Intermediate Similarity NPD5283 Phase 1
0.7375 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD1283 Approved
0.7355 Intermediate Similarity NPD1510 Phase 2
0.7347 Intermediate Similarity NPD2981 Phase 2
0.7342 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD4110 Phase 3
0.7341 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD1512 Approved
0.732 Intermediate Similarity NPD1240 Approved
0.732 Intermediate Similarity NPD4060 Phase 1
0.731 Intermediate Similarity NPD1651 Approved
0.7308 Intermediate Similarity NPD2438 Suspended
0.7303 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD7685 Pre-registration
0.7297 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD1610 Phase 2
0.7278 Intermediate Similarity NPD8127 Discontinued
0.7267 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD919 Approved
0.7261 Intermediate Similarity NPD7266 Discontinued
0.7244 Intermediate Similarity NPD3748 Approved
0.7237 Intermediate Similarity NPD4625 Phase 3
0.7233 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD1607 Approved
0.7222 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD2979 Phase 3
0.7208 Intermediate Similarity NPD3620 Phase 2
0.7208 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD4357 Discontinued
0.7205 Intermediate Similarity NPD6799 Approved
0.7202 Intermediate Similarity NPD7075 Discontinued
0.7197 Intermediate Similarity NPD2935 Discontinued
0.7195 Intermediate Similarity NPD7458 Discontinued
0.7195 Intermediate Similarity NPD4005 Discontinued
0.7186 Intermediate Similarity NPD5402 Approved
0.7186 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD1247 Approved
0.7172 Intermediate Similarity NPD5536 Phase 2
0.7169 Intermediate Similarity NPD6801 Discontinued
0.7162 Intermediate Similarity NPD1091 Approved
0.7162 Intermediate Similarity NPD1281 Approved
0.7161 Intermediate Similarity NPD230 Phase 1
0.7152 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6005 Phase 3
0.7152 Intermediate Similarity NPD6002 Phase 3
0.7152 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6004 Phase 3
0.7152 Intermediate Similarity NPD6599 Discontinued
0.7151 Intermediate Similarity NPD6843 Phase 3
0.7151 Intermediate Similarity NPD6842 Approved
0.7151 Intermediate Similarity NPD6841 Approved
0.7127 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD4628 Phase 3
0.7119 Intermediate Similarity NPD8313 Approved
0.7119 Intermediate Similarity NPD8312 Approved
0.7114 Intermediate Similarity NPD1608 Approved
0.7108 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD7411 Suspended
0.7107 Intermediate Similarity NPD1549 Phase 2
0.7105 Intermediate Similarity NPD2861 Phase 2
0.7101 Intermediate Similarity NPD3749 Approved
0.7089 Intermediate Similarity NPD2796 Approved
0.7086 Intermediate Similarity NPD2797 Approved
0.7081 Intermediate Similarity NPD6190 Approved
0.7078 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD6798 Discontinued
0.7078 Intermediate Similarity NPD3268 Approved
0.7073 Intermediate Similarity NPD5403 Approved
0.7067 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD4749 Approved
0.7044 Intermediate Similarity NPD5762 Approved
0.7044 Intermediate Similarity NPD3540 Phase 1
0.7044 Intermediate Similarity NPD5763 Approved
0.7041 Intermediate Similarity NPD7768 Phase 2
0.7039 Intermediate Similarity NPD2798 Approved
0.7025 Intermediate Similarity NPD7033 Discontinued
0.7019 Intermediate Similarity NPD3892 Phase 2
0.7018 Intermediate Similarity NPD6746 Phase 2
0.7016 Intermediate Similarity NPD8151 Discontinued
0.7007 Intermediate Similarity NPD1548 Phase 1
0.7006 Intermediate Similarity NPD5089 Approved
0.7006 Intermediate Similarity NPD5090 Approved
0.7 Intermediate Similarity NPD4055 Discovery
0.6994 Remote Similarity NPD7390 Discontinued
0.6994 Remote Similarity NPD5242 Approved
0.6988 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6987 Remote Similarity NPD943 Approved
0.6982 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6981 Remote Similarity NPD3539 Phase 1
0.6975 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6975 Remote Similarity NPD5084 Clinical (unspecified phase)
0.6968 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6968 Remote Similarity NPD5005 Approved
0.6968 Remote Similarity NPD5006 Approved
0.6957 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6957 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6957 Remote Similarity NPD2800 Approved
0.6954 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6951 Remote Similarity NPD5401 Approved
0.6951 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6951 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6943 Remote Similarity NPD1933 Approved
0.6943 Remote Similarity NPD447 Suspended
0.694 Remote Similarity NPD7296 Approved
0.6936 Remote Similarity NPD5710 Approved
0.6936 Remote Similarity NPD5711 Approved
0.6923 Remote Similarity NPD2978 Approved
0.6923 Remote Similarity NPD2977 Approved
0.6923 Remote Similarity NPD6233 Phase 2
0.6923 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6918 Remote Similarity NPD4108 Discontinued
0.6914 Remote Similarity NPD7003 Approved
0.6913 Remote Similarity NPD4626 Approved
0.6913 Remote Similarity NPD17 Approved
0.6908 Remote Similarity NPD1876 Approved
0.6907 Remote Similarity NPD7827 Phase 1
0.6899 Remote Similarity NPD6653 Approved
0.6899 Remote Similarity NPD6651 Approved
0.6886 Remote Similarity NPD6055 Clinical (unspecified phase)
0.6886 Remote Similarity NPD3226 Approved

Structure

External Identifiers

PubChem CID   73351982
ChEMBL   CHEMBL2386338
ZINC  

Physicochemical Properties

Molecular Weight:  432.18
ALogP:  -0.5965
MLogP:  3.11
XLogP:  1.148
# Rotatable Bonds:  16
Polar Surface Area:  92.68
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  31

Download Data

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Similar NPs/Drugs