Natural Product: NPC477886

Natural Product ID:  NPC477886
Common Name:   Tiegusanin N
IUPAC Name:   5-[4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,2,3-trimethoxybenzene
Synonyms:   Tiegusanin N
Molecular Formula:   C23H32O5
Standard InCHIKey:  SDTABXKGPYKKJI-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C23H32O5/c1-15(10-17-8-9-19(24-3)20(12-17)25-4)16(2)11-18-13-21(26-5)23(28-7)22(14-18)27-6/h8-9,12-16H,10-11H2,1-7H3
Canonical SMILES:  COc1cc(ccc1OC)CC(C(Cc1cc(OC)c(c(c1)OC)OC)C)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
NPO7850 Schisandra propinqua Species Schisandraceae Eukaryota aerial parts Erlang Mountain area of Sichuan Province, China 2007-SEP PMID[19413342]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Ratio CC50/EC50 = 2.6 19413342
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 9400 nM 19413342
NPT1452 Cell Line C8166 Homo sapiens CC50 = 24500 nM 19413342

  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 NPC477886 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
0.9737 High Similarity NPC475961
0.9737 High Similarity NPC254625
0.9565 High Similarity NPC15805
0.9474 High Similarity NPC123948
0.9417 High Similarity NPC285725
0.9417 High Similarity NPC112571
0.9417 High Similarity NPC9891
0.9417 High Similarity NPC88297
0.9417 High Similarity NPC186845
0.9417 High Similarity NPC50683
0.9402 High Similarity NPC472596
0.9339 High Similarity NPC127587
0.9339 High Similarity NPC189248
0.9339 High Similarity NPC202904
0.9328 High Similarity NPC282496
0.9328 High Similarity NPC233526
0.9262 High Similarity NPC283114
0.9262 High Similarity NPC222127
0.9262 High Similarity NPC82862
0.9262 High Similarity NPC149008
0.9262 High Similarity NPC207702
0.9256 High Similarity NPC76451
0.9244 High Similarity NPC261661
0.9211 High Similarity NPC204120
0.9211 High Similarity NPC165106
0.918 High Similarity NPC473093
0.918 High Similarity NPC473092
0.918 High Similarity NPC8050
0.9174 High Similarity NPC105925
0.9174 High Similarity NPC203133
0.9174 High Similarity NPC116907
0.9174 High Similarity NPC298757
0.9174 High Similarity NPC251855
0.9174 High Similarity NPC117214
0.9174 High Similarity NPC57490
0.9174 High Similarity NPC17943
0.9174 High Similarity NPC221077
0.9174 High Similarity NPC472093
0.9174 High Similarity NPC193544
0.9174 High Similarity NPC208950
0.9174 High Similarity NPC475169
0.9174 High Similarity NPC233410
0.9138 High Similarity NPC9341
0.9138 High Similarity NPC81067
0.9113 High Similarity NPC224157
0.9113 High Similarity NPC470624
0.9113 High Similarity NPC192687
0.9113 High Similarity NPC237169
0.9106 High Similarity NPC328682
0.9106 High Similarity NPC281864
0.9106 High Similarity NPC54321
0.9098 High Similarity NPC223953
0.9076 High Similarity NPC166759
0.9052 High Similarity NPC47194
0.9052 High Similarity NPC473264
0.9052 High Similarity NPC475815
0.904 High Similarity NPC141493
0.904 High Similarity NPC184928
0.904 High Similarity NPC192255
0.904 High Similarity NPC474017
0.9035 High Similarity NPC203924
0.9032 High Similarity NPC190144
0.9024 High Similarity NPC293054
0.9024 High Similarity NPC246620
0.9024 High Similarity NPC169474
0.9024 High Similarity NPC282000
0.9024 High Similarity NPC124452
0.9024 High Similarity NPC159968
0.9024 High Similarity NPC471986
0.9024 High Similarity NPC242032
0.9024 High Similarity NPC324112
0.9024 High Similarity NPC236791
0.9024 High Similarity NPC74817
0.9024 High Similarity NPC82679
0.9008 High Similarity NPC228922
0.9008 High Similarity NPC197757
0.9008 High Similarity NPC136319
0.9 High Similarity NPC126935
0.9 High Similarity NPC172676
0.9 High Similarity NPC312713
0.9 High Similarity NPC57268
0.9 High Similarity NPC65933
0.9 High Similarity NPC216929
0.8992 High Similarity NPC474565
0.8968 High Similarity NPC102256
0.8968 High Similarity NPC6451
0.896 High Similarity NPC126836
0.8952 High Similarity NPC206615
0.8952 High Similarity NPC98631
0.8952 High Similarity NPC154866
0.8952 High Similarity NPC186843
0.8952 High Similarity NPC31707
0.8952 High Similarity NPC470213
0.8947 High Similarity NPC2682
0.8943 High Similarity NPC44748
0.8943 High Similarity NPC78974
0.8943 High Similarity NPC214406
0.8943 High Similarity NPC223136
0.8943 High Similarity NPC28730
0.8943 High Similarity NPC103823
0.8943 High Similarity NPC18924
0.8934 High Similarity NPC34902
0.8934 High Similarity NPC5796
0.8934 High Similarity NPC18449
0.8934 High Similarity NPC121783
0.8934 High Similarity NPC206487
0.8926 High Similarity NPC71579
0.8926 High Similarity NPC41562
0.8926 High Similarity NPC262253
0.8926 High Similarity NPC473411
0.8908 High Similarity NPC308217
0.8898 High Similarity NPC266848
0.8898 High Similarity NPC136750
0.8898 High Similarity NPC158331
0.8898 High Similarity NPC196937
0.8889 High Similarity NPC232275
0.8889 High Similarity NPC45715
0.8889 High Similarity NPC149337
0.8889 High Similarity NPC12275
0.8889 High Similarity NPC474238
0.8889 High Similarity NPC474356
0.8889 High Similarity NPC471983
0.888 High Similarity NPC469951
0.888 High Similarity NPC476968
0.888 High Similarity NPC170844
0.888 High Similarity NPC474227
0.888 High Similarity NPC469963
0.8871 High Similarity NPC474119
0.8871 High Similarity NPC210355
0.8871 High Similarity NPC266555
0.8871 High Similarity NPC470699
0.8862 High Similarity NPC234400
0.8862 High Similarity NPC82483
0.8862 High Similarity NPC299584
0.8862 High Similarity NPC265483
0.8862 High Similarity NPC60885
0.886 High Similarity NPC82016
0.886 High Similarity NPC165386
0.8852 High Similarity NPC84086
0.8843 High Similarity NPC75713
0.8837 High Similarity NPC143895
0.8828 High Similarity NPC474478
0.8828 High Similarity NPC287745
0.8824 High Similarity NPC474040
0.8824 High Similarity NPC474612
0.8824 High Similarity NPC63083
0.8819 High Similarity NPC261812
0.8819 High Similarity NPC175067
0.8819 High Similarity NPC204215
0.8819 High Similarity NPC65183
0.8819 High Similarity NPC14224
0.8819 High Similarity NPC161958
0.8819 High Similarity NPC475856
0.8819 High Similarity NPC72046
0.881 High Similarity NPC79184
0.881 High Similarity NPC51840
0.881 High Similarity NPC299221
0.881 High Similarity NPC63574
0.881 High Similarity NPC307042
0.881 High Similarity NPC234488
0.881 High Similarity NPC311680
0.88 High Similarity NPC28765
0.88 High Similarity NPC210674
0.879 High Similarity NPC181361
0.879 High Similarity NPC244364
0.879 High Similarity NPC206882
0.8783 High Similarity NPC303521
0.8772 High Similarity NPC245115
0.876 High Similarity NPC126409
0.876 High Similarity NPC313081
0.876 High Similarity NPC211386
0.876 High Similarity NPC236522
0.876 High Similarity NPC189474
0.876 High Similarity NPC99572
0.875 High Similarity NPC32778
0.875 High Similarity NPC474320
0.875 High Similarity NPC1474
0.874 High Similarity NPC469625
0.874 High Similarity NPC470096
0.874 High Similarity NPC470095
0.874 High Similarity NPC469613
0.874 High Similarity NPC15543
0.874 High Similarity NPC30043
0.8739 High Similarity NPC127894
0.8739 High Similarity NPC219070
0.8739 High Similarity NPC474933
0.8739 High Similarity NPC304208
0.8739 High Similarity NPC470759
0.8739 High Similarity NPC52464
0.8739 High Similarity NPC15860
0.873 High Similarity NPC470258
0.873 High Similarity NPC285339
0.873 High Similarity NPC212015
0.873 High Similarity NPC273295
0.873 High Similarity NPC10225
0.873 High Similarity NPC222004
0.873 High Similarity NPC3439
0.873 High Similarity NPC58164
0.873 High Similarity NPC226788
0.873 High Similarity NPC218856

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477886 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
0.9211 High Similarity NPD5283 Phase 1
0.8926 High Similarity NPD2981 Phase 2
0.888 High Similarity NPD3027 Phase 3
0.8852 High Similarity NPD2982 Phase 2
0.8852 High Similarity NPD2983 Phase 2
0.872 High Similarity NPD3018 Phase 2
0.8382 Intermediate Similarity NPD7124 Phase 2
0.8217 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8195 Intermediate Similarity NPD6111 Discontinued
0.8175 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.814 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.813 Intermediate Similarity NPD5536 Phase 2
0.8106 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8106 Intermediate Similarity NPD1613 Approved
0.8095 Intermediate Similarity NPD3705 Approved
0.8077 Intermediate Similarity NPD4908 Phase 1
0.8074 Intermediate Similarity NPD3539 Phase 1
0.8015 Intermediate Similarity NPD3540 Phase 1
0.7955 Intermediate Similarity NPD5109 Approved
0.7955 Intermediate Similarity NPD5110 Phase 2
0.7955 Intermediate Similarity NPD5111 Phase 2
0.7955 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7953 Intermediate Similarity NPD1610 Phase 2
0.7934 Intermediate Similarity NPD228 Approved
0.7794 Intermediate Similarity NPD6896 Approved
0.7794 Intermediate Similarity NPD6895 Approved
0.7786 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD7261 Clinical (unspecified phase)
0.7769 Intermediate Similarity NPD3021 Approved
0.7769 Intermediate Similarity NPD3022 Approved
0.7762 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD4749 Approved
0.768 Intermediate Similarity NPD7157 Approved
0.7669 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7655 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7655 Intermediate Similarity NPD4005 Discontinued
0.7638 Intermediate Similarity NPD1548 Phase 1
0.7623 Intermediate Similarity NPD5451 Approved
0.7619 Intermediate Similarity NPD37 Approved
0.7612 Intermediate Similarity NPD4625 Phase 3
0.7581 Intermediate Similarity NPD7843 Approved
0.7569 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7557 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD5718 Phase 2
0.7552 Intermediate Similarity NPD4357 Discontinued
0.7541 Intermediate Similarity NPD2684 Approved
0.7533 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD3657 Discovery
0.75 Intermediate Similarity NPD2922 Phase 1
0.7482 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7482 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD4966 Approved
0.7467 Intermediate Similarity NPD4967 Phase 2
0.7467 Intermediate Similarity NPD4965 Approved
0.7463 Intermediate Similarity NPD2861 Phase 2
0.7445 Intermediate Similarity NPD3620 Phase 2
0.7445 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD1651 Approved
0.744 Intermediate Similarity NPD5535 Approved
0.7434 Intermediate Similarity NPD5494 Approved
0.7424 Intermediate Similarity NPD5327 Phase 3
0.7417 Intermediate Similarity NPD4055 Discovery
0.74 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7395 Intermediate Similarity NPD1242 Phase 1
0.7386 Intermediate Similarity NPD7199 Phase 2
0.7385 Intermediate Similarity NPD17 Approved
0.7383 Intermediate Similarity NPD1934 Approved
0.7368 Intermediate Similarity NPD8651 Approved
0.7368 Intermediate Similarity NPD6234 Discontinued
0.7365 Intermediate Similarity NPD4678 Approved
0.7365 Intermediate Similarity NPD4675 Approved
0.7353 Intermediate Similarity NPD7095 Approved
0.7343 Intermediate Similarity NPD7466 Approved
0.7343 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD4750 Phase 3
0.7333 Intermediate Similarity NPD2801 Approved
0.7324 Intermediate Similarity NPD4664 Clinical (unspecified phase)
0.7319 Intermediate Similarity NPD1558 Phase 1
0.7319 Intermediate Similarity NPD4060 Phase 1
0.7311 Intermediate Similarity NPD3020 Approved
0.731 Intermediate Similarity NPD5297 Approved
0.731 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD7473 Discontinued
0.7308 Intermediate Similarity NPD1357 Approved
0.7292 Intermediate Similarity NPD2219 Phase 1
0.729 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD3817 Phase 2
0.7273 Intermediate Similarity NPD3060 Approved
0.7273 Intermediate Similarity NPD4237 Approved
0.7273 Intermediate Similarity NPD6674 Discontinued
0.7273 Intermediate Similarity NPD1281 Approved
0.7273 Intermediate Similarity NPD4236 Phase 3
0.7266 Intermediate Similarity NPD6387 Discontinued
0.7254 Intermediate Similarity NPD1375 Discontinued
0.7252 Intermediate Similarity NPD2667 Approved
0.7252 Intermediate Similarity NPD2668 Approved
0.7237 Intermediate Similarity NPD6788 Approved
0.7237 Intermediate Similarity NPD3882 Suspended
0.7226 Intermediate Similarity NPD6232 Discontinued
0.7222 Intermediate Similarity NPD6331 Phase 2
0.7222 Intermediate Similarity NPD3892 Phase 2
0.7222 Intermediate Similarity NPD4110 Phase 3
0.7222 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7218 Intermediate Similarity NPD1608 Approved
0.7211 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD2808 Discontinued
0.72 Intermediate Similarity NPD5090 Approved
0.72 Intermediate Similarity NPD5089 Approved
0.7194 Intermediate Similarity NPD2238 Phase 2
0.719 Intermediate Similarity NPD846 Approved
0.719 Intermediate Similarity NPD940 Approved
0.7183 Intermediate Similarity NPD6099 Approved
0.7183 Intermediate Similarity NPD2796 Approved
0.7183 Intermediate Similarity NPD2438 Suspended
0.7183 Intermediate Similarity NPD6100 Approved
0.7179 Intermediate Similarity NPD3926 Phase 2
0.7179 Intermediate Similarity NPD5242 Approved
0.7177 Intermediate Similarity NPD1358 Approved
0.7176 Intermediate Similarity NPD5585 Approved
0.7176 Intermediate Similarity NPD5691 Approved
0.7164 Intermediate Similarity NPD1669 Approved
0.7153 Intermediate Similarity NPD5177 Phase 3
0.7153 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD7228 Approved
0.7152 Intermediate Similarity NPD8099 Discontinued
0.7152 Intermediate Similarity NPD8252 Approved
0.7152 Intermediate Similarity NPD8251 Approved
0.7143 Intermediate Similarity NPD422 Phase 1
0.7143 Intermediate Similarity NPD1424 Approved
0.7143 Intermediate Similarity NPD6355 Discontinued
0.7143 Intermediate Similarity NPD5735 Approved
0.7132 Intermediate Similarity NPD6671 Approved
0.7132 Intermediate Similarity NPD4624 Approved
0.7121 Intermediate Similarity NPD5846 Approved
0.7121 Intermediate Similarity NPD4626 Approved
0.7121 Intermediate Similarity NPD6516 Phase 2
0.7113 Intermediate Similarity NPD3748 Approved
0.7111 Intermediate Similarity NPD1283 Approved
0.7107 Intermediate Similarity NPD8156 Discontinued
0.7105 Intermediate Similarity NPD4585 Approved
0.7101 Intermediate Similarity NPD2669 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD7533 Approved
0.7099 Intermediate Similarity NPD7534 Approved
0.7097 Intermediate Similarity NPD3134 Approved
0.7095 Intermediate Similarity NPD1350 Approved
0.7095 Intermediate Similarity NPD1349 Approved
0.7095 Intermediate Similarity NPD1351 Approved
0.709 Intermediate Similarity NPD2232 Approved
0.709 Intermediate Similarity NPD2233 Approved
0.709 Intermediate Similarity NPD2230 Approved
0.7077 Intermediate Similarity NPD3596 Phase 2
0.7075 Intermediate Similarity NPD1511 Approved
0.7071 Intermediate Similarity NPD1240 Approved
0.7071 Intermediate Similarity NPD2979 Phase 3
0.7068 Intermediate Similarity NPD3847 Discontinued
0.7063 Intermediate Similarity NPD2161 Phase 2
0.7059 Intermediate Similarity NPD2859 Approved
0.7059 Intermediate Similarity NPD2860 Approved
0.7059 Intermediate Similarity NPD5353 Approved
0.7055 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD6830 Clinical (unspecified phase)
0.7042 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7042 Intermediate Similarity NPD4536 Approved
0.7042 Intermediate Similarity NPD4538 Approved
0.7034 Intermediate Similarity NPD4162 Approved
0.7027 Intermediate Similarity NPD7447 Phase 1
0.7027 Intermediate Similarity NPD4123 Phase 3
0.7027 Intermediate Similarity NPD4584 Approved
0.7025 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD6166 Phase 2
0.7025 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7023 Intermediate Similarity NPD1408 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD5762 Approved
0.7014 Intermediate Similarity NPD5763 Approved
0.7014 Intermediate Similarity NPD7266 Discontinued
0.7013 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD7905 Discontinued
0.7007 Intermediate Similarity NPD6584 Phase 3
0.7 Intermediate Similarity NPD4210 Discontinued
0.7 Intermediate Similarity NPD2674 Phase 3
0.7 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD709 Approved
0.7 Intermediate Similarity NPD1653 Approved
0.7 Intermediate Similarity NPD5844 Phase 1
0.6993 Remote Similarity NPD4108 Discontinued
0.6993 Remote Similarity NPD7819 Suspended
0.6993 Remote Similarity NPD1510 Phase 2
0.6986 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6985 Remote Similarity NPD7258 Clinical (unspecified phase)
0.6985 Remote Similarity NPD1876 Approved
0.698 Remote Similarity NPD52 Approved
0.698 Remote Similarity NPD7527 Clinical (unspecified phase)
0.698 Remote Similarity NPD7526 Approved
0.698 Remote Similarity NPD1512 Approved
0.6975 Remote Similarity NPD7240 Approved

Structure

External Identifiers

PubChem CID   44179428
ChEMBL   CHEMBL556989
ZINC  

Physicochemical Properties

Molecular Weight:  388.22
ALogP:  0.6502
MLogP:  3.44
XLogP:  5.832
# Rotatable Bonds:  17
Polar Surface Area:  46.15
# H-Bond Aceptor:  0
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  28

Download Data

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Biological Activities  
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