Natural Product: NPC246518

Natural Product ID:  NPC246518
Common Name:   6-Bromo-1H-Indole-4,5-Diol
IUPAC Name:   6-bromo-1H-indole-4,5-diol
Synonyms:  
Molecular Formula:   C8H6BrNO2
Standard InCHIKey:  VPWQYTWJIZIIMZ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C8H6BrNO2/c9-5-3-6-4(1-2-10-6)7(11)8(5)12/h1-3,10-12H
Canonical SMILES:  Brc1cc2[nH]ccc2c(c1O)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
NPO25885 Drupella fragum Species Muricidae Eukaryota PMID[9722496]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 0.194 milliequivalent/kg 10.6019/CHEMBL1201861

  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 NPC246518 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
0.9048 High Similarity NPC222018
0.8995 High Similarity NPC142901
0.8796 High Similarity NPC326634
0.8564 High Similarity NPC128084
0.8254 Intermediate Similarity NPC184964
0.8252 Intermediate Similarity NPC477610
0.8182 Intermediate Similarity NPC477609
0.8103 Intermediate Similarity NPC46580
0.8093 Intermediate Similarity NPC314002
0.8083 Intermediate Similarity NPC220765
0.8063 Intermediate Similarity NPC96890
0.8041 Intermediate Similarity NPC204717
0.8029 Intermediate Similarity NPC316981
0.8 Intermediate Similarity NPC476121
0.7971 Intermediate Similarity NPC80596
0.7959 Intermediate Similarity NPC171171
0.7926 Intermediate Similarity NPC477607
0.7926 Intermediate Similarity NPC477608
0.7907 Intermediate Similarity NPC211416
0.787 Intermediate Similarity NPC245348
0.785 Intermediate Similarity NPC99666
0.7826 Intermediate Similarity NPC476124
0.7822 Intermediate Similarity NPC242209
0.7752 Intermediate Similarity NPC60006
0.7696 Intermediate Similarity NPC77555
0.7696 Intermediate Similarity NPC156704
0.767 Intermediate Similarity NPC213308
0.7653 Intermediate Similarity NPC266931
0.7647 Intermediate Similarity NPC251090
0.7635 Intermediate Similarity NPC106937
0.7619 Intermediate Similarity NPC88008
0.7589 Intermediate Similarity NPC97902
0.7585 Intermediate Similarity NPC45459
0.7585 Intermediate Similarity NPC315491
0.7558 Intermediate Similarity NPC255110
0.7549 Intermediate Similarity NPC307963
0.7538 Intermediate Similarity NPC474409
0.7512 Intermediate Similarity NPC135887
0.7512 Intermediate Similarity NPC199277
0.7438 Intermediate Similarity NPC296527
0.7438 Intermediate Similarity NPC32771
0.7418 Intermediate Similarity NPC18348
0.7402 Intermediate Similarity NPC76748
0.7396 Intermediate Similarity NPC131718
0.7391 Intermediate Similarity NPC13880
0.7387 Intermediate Similarity NPC72980
0.7387 Intermediate Similarity NPC42979
0.7374 Intermediate Similarity NPC224764
0.7366 Intermediate Similarity NPC92111
0.736 Intermediate Similarity NPC247980
0.7358 Intermediate Similarity NPC475070
0.7356 Intermediate Similarity NPC153042
0.7349 Intermediate Similarity NPC5145
0.7336 Intermediate Similarity NPC171787
0.732 Intermediate Similarity NPC102423
0.73 Intermediate Similarity NPC88363
0.729 Intermediate Similarity NPC183777
0.7281 Intermediate Similarity NPC219087
0.7277 Intermediate Similarity NPC212535
0.7252 Intermediate Similarity NPC470502
0.7251 Intermediate Similarity NPC121772
0.7246 Intermediate Similarity NPC473342
0.7246 Intermediate Similarity NPC477167
0.7246 Intermediate Similarity NPC304187
0.7246 Intermediate Similarity NPC477166
0.7241 Intermediate Similarity NPC190007
0.7222 Intermediate Similarity NPC325297
0.722 Intermediate Similarity NPC470501
0.7212 Intermediate Similarity NPC88315
0.7208 Intermediate Similarity NPC216369
0.7206 Intermediate Similarity NPC94943
0.7202 Intermediate Similarity NPC207020
0.72 Intermediate Similarity NPC214980
0.7189 Intermediate Similarity NPC11464
0.7188 Intermediate Similarity NPC470503
0.7184 Intermediate Similarity NPC128751
0.7184 Intermediate Similarity NPC246700
0.7177 Intermediate Similarity NPC276517
0.717 Intermediate Similarity NPC205254
0.717 Intermediate Similarity NPC23420
0.717 Intermediate Similarity NPC303820
0.717 Intermediate Similarity NPC106771
0.7165 Intermediate Similarity NPC230869
0.7156 Intermediate Similarity NPC192315
0.715 Intermediate Similarity NPC106833
0.715 Intermediate Similarity NPC469497
0.7136 Intermediate Similarity NPC52909
0.7136 Intermediate Similarity NPC475935
0.7136 Intermediate Similarity NPC94211
0.7123 Intermediate Similarity NPC476167
0.7117 Intermediate Similarity NPC264285
0.7111 Intermediate Similarity NPC167908
0.71 Intermediate Similarity NPC313791
0.7089 Intermediate Similarity NPC249040
0.7089 Intermediate Similarity NPC176538
0.7085 Intermediate Similarity NPC74360
0.7081 Intermediate Similarity NPC324149
0.7072 Intermediate Similarity NPC477114
0.7051 Intermediate Similarity NPC193777
0.7047 Intermediate Similarity NPC141926
0.7039 Intermediate Similarity NPC11408
0.7023 Intermediate Similarity NPC473761
0.7014 Intermediate Similarity NPC131017
0.7009 Intermediate Similarity NPC292958
0.7009 Intermediate Similarity NPC315957
0.7009 Intermediate Similarity NPC193267
0.7009 Intermediate Similarity NPC213530
0.7005 Intermediate Similarity NPC82053
0.7 Intermediate Similarity NPC473764
0.7 Intermediate Similarity NPC314940
0.6996 Remote Similarity NPC476041
0.6996 Remote Similarity NPC304926
0.6991 Remote Similarity NPC200836
0.6991 Remote Similarity NPC476098
0.6979 Remote Similarity NPC217554
0.6978 Remote Similarity NPC276657
0.6977 Remote Similarity NPC232727
0.6966 Remote Similarity NPC82472
0.6961 Remote Similarity NPC233050
0.6961 Remote Similarity NPC276540
0.6959 Remote Similarity NPC470505
0.6957 Remote Similarity NPC163421
0.6957 Remote Similarity NPC188387
0.6954 Remote Similarity NPC279918
0.6951 Remote Similarity NPC170114
0.6948 Remote Similarity NPC243834
0.6948 Remote Similarity NPC70956
0.6948 Remote Similarity NPC474188
0.6947 Remote Similarity NPC310118
0.6944 Remote Similarity NPC211813
0.6943 Remote Similarity NPC110151
0.6942 Remote Similarity NPC176127
0.6936 Remote Similarity NPC37152
0.6923 Remote Similarity NPC315555
0.6919 Remote Similarity NPC282231
0.6916 Remote Similarity NPC16352
0.6916 Remote Similarity NPC306376
0.6906 Remote Similarity NPC470549
0.6895 Remote Similarity NPC270918
0.6893 Remote Similarity NPC243381
0.6893 Remote Similarity NPC275292
0.6892 Remote Similarity NPC202605
0.6892 Remote Similarity NPC112206
0.6892 Remote Similarity NPC48353
0.6891 Remote Similarity NPC284141
0.6886 Remote Similarity NPC130570
0.6881 Remote Similarity NPC285558
0.6881 Remote Similarity NPC252590
0.6881 Remote Similarity NPC470500
0.688 Remote Similarity NPC272549
0.688 Remote Similarity NPC295228
0.6875 Remote Similarity NPC316069
0.6864 Remote Similarity NPC476465
0.686 Remote Similarity NPC469358
0.6851 Remote Similarity NPC473183
0.6838 Remote Similarity NPC473184
0.6835 Remote Similarity NPC53144
0.6833 Remote Similarity NPC476116
0.6829 Remote Similarity NPC111275
0.6827 Remote Similarity NPC84478
0.6825 Remote Similarity NPC83111
0.6824 Remote Similarity NPC200553
0.6823 Remote Similarity NPC159856
0.6822 Remote Similarity NPC179701
0.6816 Remote Similarity NPC474561
0.6816 Remote Similarity NPC475746
0.6816 Remote Similarity NPC49954
0.6816 Remote Similarity NPC160105
0.6816 Remote Similarity NPC54988
0.6814 Remote Similarity NPC173080
0.6814 Remote Similarity NPC475736
0.681 Remote Similarity NPC278434
0.68 Remote Similarity NPC40779
0.68 Remote Similarity NPC74969
0.68 Remote Similarity NPC8022
0.68 Remote Similarity NPC311276
0.68 Remote Similarity NPC470799
0.68 Remote Similarity NPC477110
0.6798 Remote Similarity NPC60621
0.6797 Remote Similarity NPC6215
0.6791 Remote Similarity NPC262898
0.6789 Remote Similarity NPC475112
0.6789 Remote Similarity NPC475085
0.6789 Remote Similarity NPC291535
0.6786 Remote Similarity NPC469765
0.6786 Remote Similarity NPC469763
0.6786 Remote Similarity NPC469760
0.6786 Remote Similarity NPC73952
0.6786 Remote Similarity NPC469786
0.6786 Remote Similarity NPC25008
0.6786 Remote Similarity NPC259644
0.6782 Remote Similarity NPC78020
0.6782 Remote Similarity NPC63751
0.6779 Remote Similarity NPC48938
0.6773 Remote Similarity NPC477113
0.6771 Remote Similarity NPC208284
0.6769 Remote Similarity NPC280272
0.6768 Remote Similarity NPC469762
0.6766 Remote Similarity NPC17751
0.6766 Remote Similarity NPC174489

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC246518 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
0.7723 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.7635 Intermediate Similarity NPD802 Phase 2
0.7585 Intermediate Similarity NPD484 Approved
0.7549 Intermediate Similarity NPD1038 Approved
0.7453 Intermediate Similarity NPD1392 Approved
0.7295 Intermediate Similarity NPD1304 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7948 Phase 1
0.726 Intermediate Similarity NPD5612 Discontinued
0.7123 Intermediate Similarity NPD1768 Approved
0.7104 Intermediate Similarity NPD6803 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD5658 Approved
0.7009 Intermediate Similarity NPD1740 Approved
0.7009 Intermediate Similarity NPD1739 Approved
0.6957 Remote Similarity NPD6344 Clinical (unspecified phase)
0.6927 Remote Similarity NPD3003 Approved
0.6906 Remote Similarity NPD5902 Approved
0.6906 Remote Similarity NPD5903 Approved
0.6897 Remote Similarity NPD9690 Approved
0.6897 Remote Similarity NPD5065 Approved
0.6895 Remote Similarity NPD3930 Clinical (unspecified phase)
0.6883 Remote Similarity NPD1900 Clinical (unspecified phase)
0.6881 Remote Similarity NPD4795 Phase 2
0.6867 Remote Similarity NPD7558 Phase 2
0.6864 Remote Similarity NPD2187 Approved
0.6864 Remote Similarity NPD2189 Approved
0.6861 Remote Similarity NPD1322 Clinical (unspecified phase)
0.6849 Remote Similarity NPD3932 Clinical (unspecified phase)
0.6807 Remote Similarity NPD5051 Phase 1
0.6784 Remote Similarity NPD9705 Discontinued
0.6784 Remote Similarity NPD112 Approved
0.6776 Remote Similarity NPD3324 Clinical (unspecified phase)
0.6771 Remote Similarity NPD5067 Phase 2
0.6771 Remote Similarity NPD5066 Phase 2
0.6749 Remote Similarity NPD1325 Approved
0.6749 Remote Similarity NPD4184 Clinical (unspecified phase)
0.6749 Remote Similarity NPD1326 Approved
0.6729 Remote Similarity NPD9695 Approved
0.6728 Remote Similarity NPD3825 Phase 3
0.6712 Remote Similarity NPD3931 Approved
0.6712 Remote Similarity NPD3928 Approved
0.6667 Remote Similarity NPD3330 Phase 1
0.6667 Remote Similarity NPD8405 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8512 Phase 3
0.6653 Remote Similarity NPD6494 Phase 2
0.665 Remote Similarity NPD482 Approved
0.6637 Remote Similarity NPD2916 Discontinued
0.6623 Remote Similarity NPD1954 Phase 1
0.6618 Remote Similarity NPD749 Clinical (unspecified phase)
0.6609 Remote Similarity NPD6242 Discontinued
0.6609 Remote Similarity NPD7603 Discontinued
0.6591 Remote Similarity NPD4511 Phase 1
0.6575 Remote Similarity NPD4118 Clinical (unspecified phase)
0.6567 Remote Similarity NPD4890 Phase 2
0.6558 Remote Similarity NPD459 Clinical (unspecified phase)
0.654 Remote Similarity NPD2095 Phase 2
0.654 Remote Similarity NPD2094 Phase 2
0.654 Remote Similarity NPD2092 Phase 2
0.6524 Remote Similarity NPD6595 Phase 3
0.6522 Remote Similarity NPD6985 Discontinued
0.652 Remote Similarity NPD3816 Phase 1
0.652 Remote Similarity NPD3815 Phase 1
0.6513 Remote Similarity NPD5040 Clinical (unspecified phase)
0.6511 Remote Similarity NPD4845 Discontinued
0.6509 Remote Similarity NPD2091 Phase 2
0.6509 Remote Similarity NPD2096 Phase 2
0.6507 Remote Similarity NPD7112 Discontinued
0.6507 Remote Similarity NPD2763 Phase 2
0.6502 Remote Similarity NPD5901 Discontinued
0.65 Remote Similarity NPD3814 Phase 1
0.6495 Remote Similarity NPD1592 Phase 3
0.6494 Remote Similarity NPD7194 Discontinued
0.6491 Remote Similarity NPD2615 Phase 3
0.6491 Remote Similarity NPD2616 Phase 3
0.6488 Remote Similarity NPD424 Approved
0.6488 Remote Similarity NPD425 Approved
0.6484 Remote Similarity NPD2952 Discontinued
0.6478 Remote Similarity NPD7823 Clinical (unspecified phase)
0.6476 Remote Similarity NPD949 Phase 1
0.6471 Remote Similarity NPD5140 Approved
0.6471 Remote Similarity NPD5138 Approved
0.6466 Remote Similarity NPD5930 Phase 3
0.6452 Remote Similarity NPD3922 Approved
0.6452 Remote Similarity NPD3404 Approved
0.6452 Remote Similarity NPD3924 Approved
0.6452 Remote Similarity NPD9689 Approved
0.6452 Remote Similarity NPD3923 Approved
0.6452 Remote Similarity NPD3921 Approved
0.6439 Remote Similarity NPD925 Approved
0.6439 Remote Similarity NPD926 Approved
0.6425 Remote Similarity NPD2176 Approved
0.6425 Remote Similarity NPD8396 Approved
0.6425 Remote Similarity NPD2177 Approved
0.6425 Remote Similarity NPD8395 Approved
0.6425 Remote Similarity NPD2175 Phase 3
0.6417 Remote Similarity NPD6963 Approved
0.6417 Remote Similarity NPD6964 Approved
0.6414 Remote Similarity NPD5559 Phase 2
0.6414 Remote Similarity NPD5050 Approved
0.6413 Remote Similarity NPD6975 Discontinued
0.6406 Remote Similarity NPD198 Clinical (unspecified phase)
0.6404 Remote Similarity NPD604 Clinical (unspecified phase)
0.6397 Remote Similarity NPD5007 Approved
0.6393 Remote Similarity NPD4875 Phase 3
0.6393 Remote Similarity NPD4876 Phase 3
0.6389 Remote Similarity NPD8110 Clinical (unspecified phase)
0.6384 Remote Similarity NPD6991 Approved
0.6381 Remote Similarity NPD3255 Phase 1
0.6381 Remote Similarity NPD3254 Phase 1
0.6379 Remote Similarity NPD5632 Approved
0.6377 Remote Similarity NPD5069 Clinical (unspecified phase)
0.6373 Remote Similarity NPD9398 Clinical (unspecified phase)
0.6372 Remote Similarity NPD7452 Approved
0.6372 Remote Similarity NPD7453 Approved
0.6372 Remote Similarity NPD7222 Phase 2
0.6364 Remote Similarity NPD750 Phase 2
0.636 Remote Similarity NPD3014 Clinical (unspecified phase)
0.636 Remote Similarity NPD3013 Phase 3
0.6356 Remote Similarity NPD4035 Approved
0.6356 Remote Similarity NPD31 Approved
0.6356 Remote Similarity NPD4038 Approved
0.6356 Remote Similarity NPD4039 Approved
0.6356 Remote Similarity NPD4036 Approved
0.6356 Remote Similarity NPD4034 Approved
0.6356 Remote Similarity NPD4122 Approved
0.6356 Remote Similarity NPD4037 Approved
0.6356 Remote Similarity NPD32 Approved
0.6356 Remote Similarity NPD4033 Approved
0.6351 Remote Similarity NPD5751 Clinical (unspecified phase)
0.6343 Remote Similarity NPD8431 Approved
0.6341 Remote Similarity NPD6230 Discontinued
0.6337 Remote Similarity NPD7729 Clinical (unspecified phase)
0.6326 Remote Similarity NPD6610 Clinical (unspecified phase)
0.6318 Remote Similarity NPD9706 Clinical (unspecified phase)
0.6318 Remote Similarity NPD4418 Discontinued
0.6311 Remote Similarity NPD2921 Clinical (unspecified phase)
0.6309 Remote Similarity NPD2021 Discontinued
0.6309 Remote Similarity NPD3354 Phase 2
0.6308 Remote Similarity NPD5728 Clinical (unspecified phase)
0.6308 Remote Similarity NPD786 Approved
0.6305 Remote Similarity NPD6244 Phase 3
0.6305 Remote Similarity NPD6243 Phase 3
0.6303 Remote Similarity NPD5100 Phase 3
0.63 Remote Similarity NPD6838 Clinical (unspecified phase)
0.6296 Remote Similarity NPD706 Phase 1
0.6282 Remote Similarity NPD3763 Approved
0.628 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6278 Remote Similarity NPD9688 Approved
0.6278 Remote Similarity NPD9687 Approved
0.6274 Remote Similarity NPD2144 Approved
0.6274 Remote Similarity NPD6203 Clinical (unspecified phase)
0.6272 Remote Similarity NPD7672 Approved
0.6272 Remote Similarity NPD7671 Approved
0.6267 Remote Similarity NPD2383 Phase 1
0.6266 Remote Similarity NPD5409 Clinical (unspecified phase)
0.6266 Remote Similarity NPD5164 Discontinued
0.6261 Remote Similarity NPD1622 Discontinued
0.6256 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6255 Remote Similarity NPD7859 Phase 2
0.6245 Remote Similarity NPD1297 Clinical (unspecified phase)
0.6245 Remote Similarity NPD2125 Clinical (unspecified phase)
0.6244 Remote Similarity NPD1722 Approved
0.6244 Remote Similarity NPD4076 Approved
0.6244 Remote Similarity NPD4079 Approved
0.6228 Remote Similarity NPD6290 Phase 2
0.622 Remote Similarity NPD2781 Approved
0.622 Remote Similarity NPD8091 Phase 3
0.622 Remote Similarity NPD2844 Phase 3
0.6218 Remote Similarity NPD7586 Clinical (unspecified phase)
0.6213 Remote Similarity NPD534 Phase 2
0.6213 Remote Similarity NPD537 Phase 2
0.6211 Remote Similarity NPD5426 Phase 3
0.621 Remote Similarity NPD5117 Phase 2
0.6205 Remote Similarity NPD7621 Clinical (unspecified phase)
0.6202 Remote Similarity NPD2782 Approved
0.6202 Remote Similarity NPD2780 Approved
0.6201 Remote Similarity NPD7947 Clinical (unspecified phase)
0.6197 Remote Similarity NPD3506 Approved
0.6197 Remote Similarity NPD3505 Approved
0.6197 Remote Similarity NPD6159 Phase 2
0.6195 Remote Similarity NPD9382 Approved
0.6195 Remote Similarity NPD9383 Approved
0.6193 Remote Similarity NPD6141 Clinical (unspecified phase)
0.619 Remote Similarity NPD4131 Phase 3
0.619 Remote Similarity NPD5939 Approved
0.619 Remote Similarity NPD5936 Approved
0.619 Remote Similarity NPD7470 Discontinued
0.6189 Remote Similarity NPD4454 Phase 2
0.6188 Remote Similarity NPD4463 Approved
0.6188 Remote Similarity NPD4462 Approved
0.6188 Remote Similarity NPD1229 Phase 2
0.6186 Remote Similarity NPD3038 Discontinued
0.618 Remote Similarity NPD4358 Clinical (unspecified phase)
0.6179 Remote Similarity NPD5905 Phase 1
0.6176 Remote Similarity NPD2803 Discontinued
0.6173 Remote Similarity NPD4080 Discontinued
0.6173 Remote Similarity NPD9076 Clinical (unspecified phase)
0.6172 Remote Similarity NPD6531 Approved
0.6172 Remote Similarity NPD6530 Approved
0.6168 Remote Similarity NPD1503 Clinical (unspecified phase)
0.6166 Remote Similarity NPD4926 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10751799
ChEMBL   CHEMBL509117
ZINC  

Physicochemical Properties

Molecular Weight:  226.96
ALogP:  -0.4522
MLogP:  1.9
XLogP:  1.176
# Rotatable Bonds:  3
Polar Surface Area:  56.25
# H-Bond Aceptor:  1
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  12

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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