Natural Product: NPC196420

Natural Product ID:  NPC196420
Common Name:   Nirtetralin
IUPAC Name:   (5S,6R,7R)-5-(3,4-dimethoxyphenyl)-4-methoxy-6,7-bis(methoxymethyl)-5,6,7,8-tetrahydrobenzo[f][1,3]benzodioxole
Synonyms:   Nirtetralin
Molecular Formula:   C24H30O7
Standard InCHIKey:  LHQDZANQXMRHIV-XGHQBKJUSA-N
Standard InCHI:  InChI=1S/C24H30O7/c1-25-11-16-8-15-10-20-23(31-13-30-20)24(29-5)22(15)21(17(16)12-26-2)14-6-7-18(27-3)19(9-14)28-4/h6-7,9-10,16-17,21H,8,11-13H2,1-5H3/t16-,17-,21+/m0/s1
Canonical SMILES:  COC[C@@H]1Cc2cc3OCOc3c(c2[C@@H]([C@H]1COC)c1ccc(c(c1)OC)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
NPO20003 Phyllanthus niruri Species Phyllanthaceae Eukaryota HerDing*
NPO20003 Phyllanthus niruri Species Phyllanthaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT3951 Individual Protein Endothelin receptor ET-A Rattus norvegicus IC50 = 400000 nM 10.1021/np50124a006
NPT247 Individual Protein Endothelin receptor ET-A Homo sapiens IC50 = 75000 nM 10.1021/np50124a006
NPT3952 Individual Protein Endothelin receptor ET-B Homo sapiens IC50 > 500000 nM 10.1021/np50124a006

  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 NPC196420 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
0.9323 High Similarity NPC145722
0.9323 High Similarity NPC256776
0.9323 High Similarity NPC185680
0.9281 High Similarity NPC33832
0.927 High Similarity NPC191231
0.9185 High Similarity NPC32189
0.9124 High Similarity NPC216434
0.9124 High Similarity NPC103448
0.9104 High Similarity NPC196937
0.9104 High Similarity NPC266848
0.9104 High Similarity NPC136750
0.9098 High Similarity NPC192255
0.9084 High Similarity NPC471986
0.9077 High Similarity NPC17348
0.9051 High Similarity NPC201404
0.9051 High Similarity NPC290714
0.9051 High Similarity NPC53722
0.903 High Similarity NPC72046
0.903 High Similarity NPC65183
0.903 High Similarity NPC261812
0.903 High Similarity NPC7744
0.9021 High Similarity NPC24425
0.8993 High Similarity NPC36531
0.8993 High Similarity NPC103637
0.8993 High Similarity NPC80326
0.8993 High Similarity NPC474295
0.8993 High Similarity NPC472562
0.8993 High Similarity NPC229172
0.8993 High Similarity NPC230538
0.8971 High Similarity NPC189474
0.8971 High Similarity NPC474139
0.8955 High Similarity NPC471983
0.8955 High Similarity NPC149337
0.8944 High Similarity NPC116019
0.8939 High Similarity NPC177167
0.8929 High Similarity NPC324962
0.8929 High Similarity NPC218510
0.8929 High Similarity NPC76415
0.8921 High Similarity NPC312199
0.8921 High Similarity NPC58137
0.8921 High Similarity NPC300798
0.8913 High Similarity NPC184613
0.8905 High Similarity NPC197166
0.8905 High Similarity NPC143895
0.8897 High Similarity NPC31530
0.8889 High Similarity NPC475856
0.8889 High Similarity NPC149505
0.8865 High Similarity NPC172171
0.8865 High Similarity NPC239254
0.8865 High Similarity NPC73467
0.8865 High Similarity NPC121661
0.8865 High Similarity NPC326144
0.8864 High Similarity NPC112571
0.8864 High Similarity NPC50683
0.8864 High Similarity NPC285725
0.8857 High Similarity NPC184641
0.8857 High Similarity NPC174522
0.8857 High Similarity NPC133934
0.8857 High Similarity NPC184684
0.8849 High Similarity NPC284464
0.8841 High Similarity NPC185908
0.8832 High Similarity NPC313081
0.8832 High Similarity NPC148893
0.8832 High Similarity NPC49235
0.8832 High Similarity NPC25333
0.8832 High Similarity NPC150534
0.8828 High Similarity NPC13985
0.8828 High Similarity NPC210642
0.8824 High Similarity NPC1474
0.8824 High Similarity NPC58585
0.8811 High Similarity NPC104024
0.8811 High Similarity NPC65574
0.8811 High Similarity NPC80230
0.8811 High Similarity NPC304687
0.8811 High Similarity NPC101755
0.8803 High Similarity NPC327651
0.8803 High Similarity NPC318286
0.8803 High Similarity NPC197352
0.8803 High Similarity NPC166506
0.8803 High Similarity NPC205316
0.8803 High Similarity NPC110763
0.8803 High Similarity NPC189239
0.8803 High Similarity NPC180953
0.8803 High Similarity NPC475868
0.8794 High Similarity NPC474808
0.8777 High Similarity NPC230124
0.8777 High Similarity NPC6300
0.8777 High Similarity NPC30951
0.8777 High Similarity NPC6369
0.8777 High Similarity NPC114171
0.8777 High Similarity NPC9068
0.8776 High Similarity NPC273578
0.8768 High Similarity NPC202846
0.8768 High Similarity NPC121651
0.8768 High Similarity NPC11453
0.8768 High Similarity NPC78047
0.8768 High Similarity NPC143139
0.8768 High Similarity NPC205442
0.8767 High Similarity NPC475229
0.8767 High Similarity NPC477378
0.8759 High Similarity NPC218041
0.8759 High Similarity NPC182368
0.8759 High Similarity NPC9933
0.8759 High Similarity NPC170779
0.8759 High Similarity NPC225815
0.8759 High Similarity NPC185955
0.8759 High Similarity NPC474478
0.8759 High Similarity NPC469707
0.8759 High Similarity NPC90083
0.8759 High Similarity NPC145979
0.8759 High Similarity NPC214326
0.8759 High Similarity NPC260781
0.8759 High Similarity NPC469706
0.875 High Similarity NPC270751
0.8741 High Similarity NPC63574
0.8741 High Similarity NPC154971
0.8741 High Similarity NPC321696
0.8741 High Similarity NPC321958
0.8741 High Similarity NPC470624
0.8741 High Similarity NPC184814
0.8741 High Similarity NPC237169
0.8741 High Similarity NPC252286
0.8731 High Similarity NPC149008
0.8731 High Similarity NPC207702
0.8731 High Similarity NPC226862
0.8731 High Similarity NPC283114
0.8731 High Similarity NPC82862
0.8731 High Similarity NPC165128
0.8731 High Similarity NPC222127
0.8731 High Similarity NPC158471
0.8731 High Similarity NPC57119
0.8723 High Similarity NPC41782
0.8722 High Similarity NPC9891
0.8722 High Similarity NPC186845
0.8722 High Similarity NPC88297
0.8712 High Similarity NPC191768
0.8712 High Similarity NPC92869
0.8712 High Similarity NPC283170
0.8707 High Similarity NPC477377
0.8707 High Similarity NPC245948
0.8705 High Similarity NPC474039
0.8705 High Similarity NPC266006
0.8705 High Similarity NPC283949
0.8696 High Similarity NPC294884
0.8696 High Similarity NPC69029
0.8696 High Similarity NPC236522
0.8696 High Similarity NPC108198
0.8696 High Similarity NPC158142
0.8696 High Similarity NPC10314
0.8696 High Similarity NPC200557
0.869 High Similarity NPC177476
0.869 High Similarity NPC262455
0.8686 High Similarity NPC112237
0.8686 High Similarity NPC471391
0.8686 High Similarity NPC471390
0.8676 High Similarity NPC227160
0.8676 High Similarity NPC184928
0.8676 High Similarity NPC141493
0.8676 High Similarity NPC82111
0.8671 High Similarity NPC307466
0.8657 High Similarity NPC473092
0.8657 High Similarity NPC473093
0.8657 High Similarity NPC8050
0.8657 High Similarity NPC100129
0.8643 High Similarity NPC113550
0.8643 High Similarity NPC79622
0.8643 High Similarity NPC292487
0.8643 High Similarity NPC29868
0.8643 High Similarity NPC212942
0.8639 High Similarity NPC21902
0.8626 High Similarity NPC477886
0.8623 High Similarity NPC160697
0.8623 High Similarity NPC125649
0.8623 High Similarity NPC209199
0.8621 High Similarity NPC252281
0.8621 High Similarity NPC477375
0.8621 High Similarity NPC198129
0.8621 High Similarity NPC304821
0.8621 High Similarity NPC325720
0.8621 High Similarity NPC262804
0.8621 High Similarity NPC327352
0.8621 High Similarity NPC316676
0.8621 High Similarity NPC40654
0.8621 High Similarity NPC71726
0.8615 High Similarity NPC344161
0.8613 High Similarity NPC14224
0.8613 High Similarity NPC161958
0.8613 High Similarity NPC227002
0.8609 High Similarity NPC96593
0.8603 High Similarity NPC233224
0.8603 High Similarity NPC271208
0.8603 High Similarity NPC258483
0.86 High Similarity NPC207584
0.86 High Similarity NPC19947
0.8593 High Similarity NPC281864
0.8593 High Similarity NPC31707
0.8593 High Similarity NPC54321
0.8593 High Similarity NPC328682
0.8582 High Similarity NPC308768
0.8582 High Similarity NPC226547

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC196420 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
0.8707 High Similarity NPD37 Approved
0.8626 High Similarity NPD3705 Approved
0.8533 High Similarity NPD4967 Phase 2
0.8533 High Similarity NPD4965 Approved
0.8533 High Similarity NPD4966 Approved
0.8421 Intermediate Similarity NPD6234 Discontinued
0.8194 Intermediate Similarity NPD7199 Phase 2
0.8138 Intermediate Similarity NPD6674 Discontinued
0.8129 Intermediate Similarity NPD3027 Phase 3
0.8089 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.8077 Intermediate Similarity NPD5283 Phase 1
0.805 Intermediate Similarity NPD7228 Approved
0.8 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7986 Intermediate Similarity NPD3018 Phase 2
0.7905 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7883 Intermediate Similarity NPD2981 Phase 2
0.7853 Intermediate Similarity NPD7240 Approved
0.7832 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7832 Intermediate Similarity NPD1613 Approved
0.7826 Intermediate Similarity NPD2982 Phase 2
0.7826 Intermediate Similarity NPD2983 Phase 2
0.7817 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7801 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7801 Intermediate Similarity NPD4908 Phase 1
0.773 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7655 Intermediate Similarity NPD3657 Discovery
0.7622 Intermediate Similarity NPD4625 Phase 3
0.7586 Intermediate Similarity NPD3620 Phase 2
0.7586 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD6232 Discontinued
0.7566 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7562 Intermediate Similarity NPD5494 Approved
0.7554 Intermediate Similarity NPD1610 Phase 2
0.755 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD7473 Discontinued
0.7535 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7464 Intermediate Similarity NPD1357 Approved
0.7455 Intermediate Similarity NPD5844 Phase 1
0.745 Intermediate Similarity NPD3539 Phase 1
0.7447 Intermediate Similarity NPD5327 Phase 3
0.7438 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD3540 Phase 1
0.7394 Intermediate Similarity NPD3818 Discontinued
0.7386 Intermediate Similarity NPD7124 Phase 2
0.7383 Intermediate Similarity NPD4108 Discontinued
0.7372 Intermediate Similarity NPD1653 Approved
0.7361 Intermediate Similarity NPD2861 Phase 2
0.7347 Intermediate Similarity NPD4060 Phase 1
0.7338 Intermediate Similarity NPD5691 Approved
0.7329 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD5109 Approved
0.7329 Intermediate Similarity NPD5111 Phase 2
0.7329 Intermediate Similarity NPD5110 Phase 2
0.7325 Intermediate Similarity NPD4005 Discontinued
0.7324 Intermediate Similarity NPD4749 Approved
0.7324 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD3382 Approved
0.7296 Intermediate Similarity NPD3384 Approved
0.7296 Intermediate Similarity NPD3383 Approved
0.7286 Intermediate Similarity NPD5125 Phase 3
0.7286 Intermediate Similarity NPD5126 Approved
0.7278 Intermediate Similarity NPD7028 Phase 2
0.7266 Intermediate Similarity NPD1548 Phase 1
0.7256 Intermediate Similarity NPD7229 Phase 3
0.7255 Intermediate Similarity NPD7466 Approved
0.7251 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD4097 Suspended
0.7215 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD3817 Phase 2
0.7202 Intermediate Similarity NPD7074 Phase 3
0.72 Intermediate Similarity NPD6111 Discontinued
0.7194 Intermediate Similarity NPD5536 Phase 2
0.7191 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD1934 Approved
0.7183 Intermediate Similarity NPD1091 Approved
0.7181 Intermediate Similarity NPD5735 Approved
0.7172 Intermediate Similarity NPD4624 Approved
0.7171 Intermediate Similarity NPD5762 Approved
0.7171 Intermediate Similarity NPD5763 Approved
0.7171 Intermediate Similarity NPD1375 Discontinued
0.7163 Intermediate Similarity NPD4626 Approved
0.7161 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD5058 Phase 3
0.7152 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7054 Approved
0.7143 Intermediate Similarity NPD3892 Phase 2
0.7143 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7127 Intermediate Similarity NPD7680 Approved
0.7118 Intermediate Similarity NPD6559 Discontinued
0.7117 Intermediate Similarity NPD4055 Discovery
0.7114 Intermediate Similarity NPD2979 Phase 3
0.7114 Intermediate Similarity NPD4140 Approved
0.7107 Intermediate Similarity NPD7261 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD2438 Suspended
0.7101 Intermediate Similarity NPD7472 Approved
0.7095 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD1651 Approved
0.7066 Intermediate Similarity NPD4481 Phase 3
0.7063 Intermediate Similarity NPD1281 Approved
0.7063 Intermediate Similarity NPD1611 Approved
0.7059 Intermediate Similarity NPD7266 Discontinued
0.7055 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD3882 Suspended
0.705 Intermediate Similarity NPD709 Approved
0.705 Intermediate Similarity NPD6387 Discontinued
0.7048 Intermediate Similarity NPD3051 Approved
0.7048 Intermediate Similarity NPD3787 Discontinued
0.7041 Intermediate Similarity NPD8156 Discontinued
0.7039 Intermediate Similarity NPD3748 Approved
0.7037 Intermediate Similarity NPD7819 Suspended
0.7037 Intermediate Similarity NPD2801 Approved
0.7034 Intermediate Similarity NPD8651 Approved
0.7025 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD1139 Approved
0.7007 Intermediate Similarity NPD228 Approved
0.7007 Intermediate Similarity NPD1137 Approved
0.6994 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6988 Remote Similarity NPD8127 Discontinued
0.6986 Remote Similarity NPD3094 Phase 2
0.6985 Remote Similarity NPD5451 Approved
0.6982 Remote Similarity NPD8099 Discontinued
0.6982 Remote Similarity NPD8252 Approved
0.6982 Remote Similarity NPD8251 Approved
0.698 Remote Similarity NPD6812 Clinical (unspecified phase)
0.6977 Remote Similarity NPD7808 Phase 3
0.6977 Remote Similarity NPD7549 Discontinued
0.697 Remote Similarity NPD919 Approved
0.6968 Remote Similarity NPD5177 Phase 3
0.6964 Remote Similarity NPD6166 Phase 2
0.6964 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6964 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6962 Remote Similarity NPD2534 Approved
0.6962 Remote Similarity NPD2532 Approved
0.6962 Remote Similarity NPD2533 Approved
0.6959 Remote Similarity NPD6797 Phase 2
0.6957 Remote Similarity NPD5535 Approved
0.6957 Remote Similarity NPD1138 Approved
0.6951 Remote Similarity NPD6788 Approved
0.6933 Remote Similarity NPD2977 Approved
0.6933 Remote Similarity NPD2978 Approved
0.6933 Remote Similarity NPD8455 Phase 2
0.6933 Remote Similarity NPD8032 Phase 2
0.6923 Remote Similarity NPD6658 Clinical (unspecified phase)
0.6923 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6331 Phase 2
0.6923 Remote Similarity NPD4110 Phase 3
0.6919 Remote Similarity NPD7251 Discontinued
0.6918 Remote Similarity NPD2922 Phase 1
0.6918 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6918 Remote Similarity NPD6696 Suspended
0.6918 Remote Similarity NPD1283 Approved
0.6914 Remote Similarity NPD5090 Approved
0.6914 Remote Similarity NPD5089 Approved
0.6909 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6908 Remote Similarity NPD6353 Approved
0.6908 Remote Similarity NPD4579 Clinical (unspecified phase)
0.6905 Remote Similarity NPD2970 Approved
0.6905 Remote Similarity NPD2969 Approved
0.6905 Remote Similarity NPD3926 Phase 2
0.6903 Remote Similarity NPD4664 Clinical (unspecified phase)
0.6899 Remote Similarity NPD4357 Discontinued
0.6894 Remote Similarity NPD7458 Discontinued
0.6887 Remote Similarity NPD2238 Phase 2
0.6886 Remote Similarity NPD1247 Approved
0.6885 Remote Similarity NPD5006 Approved
0.6885 Remote Similarity NPD5005 Approved
0.6883 Remote Similarity NPD2796 Approved
0.6883 Remote Similarity NPD6100 Approved
0.6883 Remote Similarity NPD6099 Approved
0.6879 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4727 Phase 1
0.6863 Remote Similarity NPD6896 Approved
0.6863 Remote Similarity NPD6895 Approved
0.6863 Remote Similarity NPD7119 Phase 2
0.6863 Remote Similarity NPD7097 Phase 1
0.6861 Remote Similarity NPD3021 Approved
0.6861 Remote Similarity NPD4750 Phase 3
0.6861 Remote Similarity NPD3022 Approved
0.6859 Remote Similarity NPD4237 Approved
0.6859 Remote Similarity NPD4236 Phase 3
0.6855 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6855 Remote Similarity NPD4584 Approved
0.6855 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6852 Remote Similarity NPD4675 Approved
0.6852 Remote Similarity NPD4678 Approved
0.6849 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6846 Remote Similarity NPD5752 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6355 Discontinued
0.6842 Remote Similarity NPD1933 Approved
0.6842 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5124 Phase 1
0.6839 Remote Similarity NPD4577 Approved
0.6839 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6839 Remote Similarity NPD4578 Approved
0.6836 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6829 Remote Similarity NPD4585 Approved

Structure

External Identifiers

PubChem CID   10477792
ChEMBL   CHEMBL453822
ZINC  

Physicochemical Properties

Molecular Weight:  430.20
ALogP:  -0.831
MLogP:  3.33
XLogP:  2.62
# Rotatable Bonds:  13
Polar Surface Area:  64.61
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  31

Download Data

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