Natural Product: NPC136543

Natural Product ID:  NPC136543
Common Name:   3-Bromo-4,5-Dihydroxyphenylethanol Sulfate
IUPAC Name:   2-(3-bromo-4,5-dihydroxyphenyl)ethyl hydrogen sulfate
Synonyms:  
Molecular Formula:   C8H9BrO6S
Standard InCHIKey:  NJZLDKOLESGYPU-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C8H9BrO6S/c9-6-3-5(4-7(10)8(6)11)1-2-15-16(12,13)14/h3-4,10-11H,1-2H2,(H,12,13,14)
Canonical SMILES:  Oc1cc(CCOS(=O)(=O)O)cc(c1O)Br
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
NPO14137 Rhodomela confervoides Species Rhodomelaceae Eukaryota PMID[16499317]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT179 Cell Line A2780 Homo sapiens IC50 = 20800 nM 18625775
NPT547 Cell Line BGC-823 Homo sapiens IC50 = 19100 nM 18625775
NPT81 Cell Line A549 Homo sapiens IC50 = 18500 nM 19908867
NPT180 Cell Line HCT-8 Homo sapiens IC50 = 18800 nM 19721073
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 20400 nM 16472241

  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 NPC136543 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
0.9421 High Similarity NPC150929
0.9138 High Similarity NPC79844
0.8934 High Similarity NPC137117
0.8926 High Similarity NPC229213
0.8908 High Similarity NPC38483
0.8852 High Similarity NPC473572
0.8852 High Similarity NPC474169
0.8837 High Similarity NPC224663
0.873 High Similarity NPC474614
0.8678 High Similarity NPC474146
0.8618 High Similarity NPC47790
0.8527 High Similarity NPC300678
0.8492 Intermediate Similarity NPC43706
0.8462 Intermediate Similarity NPC163560
0.8443 Intermediate Similarity NPC117759
0.8438 Intermediate Similarity NPC85049
0.8425 Intermediate Similarity NPC474147
0.8425 Intermediate Similarity NPC473708
0.8413 Intermediate Similarity NPC220311
0.8372 Intermediate Similarity NPC160081
0.8372 Intermediate Similarity NPC226493
0.8308 Intermediate Similarity NPC43613
0.8258 Intermediate Similarity NPC245386
0.8209 Intermediate Similarity NPC156356
0.8182 Intermediate Similarity NPC244890
0.8174 Intermediate Similarity NPC477802
0.8174 Intermediate Similarity NPC477801
0.8148 Intermediate Similarity NPC160932
0.812 Intermediate Similarity NPC312155
0.8103 Intermediate Similarity NPC12278
0.8029 Intermediate Similarity NPC89341
0.8 Intermediate Similarity NPC13004
0.7984 Intermediate Similarity NPC142776
0.7941 Intermediate Similarity NPC271942
0.7931 Intermediate Similarity NPC110764
0.791 Intermediate Similarity NPC471328
0.7879 Intermediate Similarity NPC474536
0.7874 Intermediate Similarity NPC227976
0.7857 Intermediate Similarity NPC109346
0.7842 Intermediate Similarity NPC184632
0.7833 Intermediate Similarity NPC471495
0.7826 Intermediate Similarity NPC109955
0.7803 Intermediate Similarity NPC214553
0.777 Intermediate Similarity NPC118794
0.7759 Intermediate Similarity NPC131587
0.7746 Intermediate Similarity NPC88896
0.7705 Intermediate Similarity NPC473358
0.7692 Intermediate Similarity NPC84606
0.7661 Intermediate Similarity NPC76400
0.7661 Intermediate Similarity NPC471485
0.7661 Intermediate Similarity NPC264558
0.7652 Intermediate Similarity NPC134219
0.7647 Intermediate Similarity NPC471511
0.7623 Intermediate Similarity NPC54543
0.7615 Intermediate Similarity NPC219444
0.76 Intermediate Similarity NPC120280
0.7586 Intermediate Similarity NPC7398
0.7574 Intermediate Similarity NPC303011
0.7563 Intermediate Similarity NPC196479
0.7561 Intermediate Similarity NPC226401
0.7561 Intermediate Similarity NPC147634
0.7561 Intermediate Similarity NPC120982
0.7561 Intermediate Similarity NPC174096
0.7561 Intermediate Similarity NPC79793
0.7542 Intermediate Similarity NPC223393
0.754 Intermediate Similarity NPC50782
0.75 Intermediate Similarity NPC268032
0.75 Intermediate Similarity NPC257430
0.75 Intermediate Similarity NPC187583
0.75 Intermediate Similarity NPC120719
0.75 Intermediate Similarity NPC107522
0.75 Intermediate Similarity NPC179002
0.748 Intermediate Similarity NPC473372
0.748 Intermediate Similarity NPC62258
0.748 Intermediate Similarity NPC55617
0.7445 Intermediate Similarity NPC474135
0.7438 Intermediate Similarity NPC239291
0.7429 Intermediate Similarity NPC168680
0.7419 Intermediate Similarity NPC471487
0.741 Intermediate Similarity NPC199089
0.7398 Intermediate Similarity NPC114392
0.7398 Intermediate Similarity NPC105727
0.7398 Intermediate Similarity NPC34864
0.7398 Intermediate Similarity NPC58427
0.7381 Intermediate Similarity NPC471488
0.7377 Intermediate Similarity NPC19149
0.7377 Intermediate Similarity NPC477814
0.7364 Intermediate Similarity NPC63126
0.7364 Intermediate Similarity NPC255675
0.7355 Intermediate Similarity NPC52087
0.7347 Intermediate Similarity NPC152947
0.7344 Intermediate Similarity NPC221049
0.7339 Intermediate Similarity NPC228343
0.7339 Intermediate Similarity NPC254833
0.7333 Intermediate Similarity NPC476536
0.7329 Intermediate Similarity NPC178097
0.7328 Intermediate Similarity NPC471486
0.7317 Intermediate Similarity NPC176527
0.7308 Intermediate Similarity NPC320987
0.7308 Intermediate Similarity NPC477803
0.7308 Intermediate Similarity NPC181969
0.728 Intermediate Similarity NPC222084
0.7279 Intermediate Similarity NPC55113
0.7273 Intermediate Similarity NPC250597
0.7266 Intermediate Similarity NPC4665
0.7266 Intermediate Similarity NPC472893
0.7258 Intermediate Similarity NPC233835
0.7252 Intermediate Similarity NPC180207
0.7252 Intermediate Similarity NPC472071
0.7252 Intermediate Similarity NPC35071
0.7252 Intermediate Similarity NPC177475
0.7252 Intermediate Similarity NPC148615
0.7244 Intermediate Similarity NPC148969
0.7244 Intermediate Similarity NPC59387
0.7236 Intermediate Similarity NPC1786
0.7236 Intermediate Similarity NPC1075
0.7236 Intermediate Similarity NPC294902
0.7226 Intermediate Similarity NPC105702
0.7222 Intermediate Similarity NPC297657
0.7222 Intermediate Similarity NPC156840
0.7222 Intermediate Similarity NPC8547
0.7222 Intermediate Similarity NPC173746
0.7222 Intermediate Similarity NPC257124
0.7213 Intermediate Similarity NPC79672
0.7203 Intermediate Similarity NPC313650
0.7197 Intermediate Similarity NPC470414
0.7174 Intermediate Similarity NPC473724
0.7171 Intermediate Similarity NPC474535
0.7155 Intermediate Similarity NPC300478
0.7155 Intermediate Similarity NPC300017
0.7154 Intermediate Similarity NPC277588
0.7154 Intermediate Similarity NPC610
0.7154 Intermediate Similarity NPC145023
0.7154 Intermediate Similarity NPC175799
0.7154 Intermediate Similarity NPC200988
0.7143 Intermediate Similarity NPC266045
0.7143 Intermediate Similarity NPC476343
0.7143 Intermediate Similarity NPC49341
0.7143 Intermediate Similarity NPC322332
0.7143 Intermediate Similarity NPC7830
0.7143 Intermediate Similarity NPC470804
0.7143 Intermediate Similarity NPC472271
0.7143 Intermediate Similarity NPC147654
0.7124 Intermediate Similarity NPC475697
0.7121 Intermediate Similarity NPC118522
0.7121 Intermediate Similarity NPC169207
0.7121 Intermediate Similarity NPC115627
0.7109 Intermediate Similarity NPC95381
0.7107 Intermediate Similarity NPC130103
0.7099 Intermediate Similarity NPC86198
0.7099 Intermediate Similarity NPC144343
0.7099 Intermediate Similarity NPC203124
0.7099 Intermediate Similarity NPC309434
0.709 Intermediate Similarity NPC209567
0.709 Intermediate Similarity NPC296202
0.7087 Intermediate Similarity NPC78918
0.7087 Intermediate Similarity NPC226250
0.7087 Intermediate Similarity NPC139617
0.7078 Intermediate Similarity NPC38980
0.7063 Intermediate Similarity NPC7097
0.7063 Intermediate Similarity NPC36108
0.7063 Intermediate Similarity NPC473524
0.7063 Intermediate Similarity NPC233731
0.7063 Intermediate Similarity NPC71266
0.7063 Intermediate Similarity NPC246358
0.7059 Intermediate Similarity NPC274678
0.7054 Intermediate Similarity NPC115803
0.7054 Intermediate Similarity NPC217472
0.7054 Intermediate Similarity NPC328593
0.7054 Intermediate Similarity NPC261453
0.7054 Intermediate Similarity NPC94217
0.7054 Intermediate Similarity NPC33749
0.7045 Intermediate Similarity NPC217174
0.7045 Intermediate Similarity NPC470215
0.7045 Intermediate Similarity NPC263386
0.7045 Intermediate Similarity NPC20674
0.7045 Intermediate Similarity NPC24474
0.7045 Intermediate Similarity NPC141791
0.7045 Intermediate Similarity NPC191866
0.7045 Intermediate Similarity NPC109371
0.7045 Intermediate Similarity NPC70084
0.7045 Intermediate Similarity NPC470214
0.7045 Intermediate Similarity NPC311595
0.7045 Intermediate Similarity NPC135961
0.7037 Intermediate Similarity NPC471693
0.7037 Intermediate Similarity NPC473451
0.7037 Intermediate Similarity NPC165375
0.7037 Intermediate Similarity NPC220598
0.7034 Intermediate Similarity NPC325292
0.7034 Intermediate Similarity NPC138117
0.7031 Intermediate Similarity NPC146422
0.7023 Intermediate Similarity NPC164386
0.7023 Intermediate Similarity NPC293619
0.7021 Intermediate Similarity NPC170185
0.7009 Intermediate Similarity NPC312304
0.7 Intermediate Similarity NPC474967
0.7 Intermediate Similarity NPC233669
0.6992 Remote Similarity NPC34634
0.6992 Remote Similarity NPC265454
0.6992 Remote Similarity NPC475245

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC136543 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
0.7339 Intermediate Similarity NPD3021 Approved
0.7339 Intermediate Similarity NPD3022 Approved
0.7222 Intermediate Similarity NPD228 Approved
0.7143 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.7121 Intermediate Similarity NPD9384 Approved
0.7121 Intermediate Similarity NPD9381 Approved
0.7031 Intermediate Similarity NPD9377 Approved
0.7031 Intermediate Similarity NPD9379 Approved
0.6935 Remote Similarity NPD9244 Approved
0.6912 Remote Similarity NPD9622 Approved
0.6829 Remote Similarity NPD1242 Phase 1
0.6763 Remote Similarity NPD9621 Approved
0.6763 Remote Similarity NPD9620 Approved
0.6763 Remote Similarity NPD9619 Approved
0.6738 Remote Similarity NPD3027 Phase 3
0.6694 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6694 Remote Similarity NPD2934 Approved
0.6694 Remote Similarity NPD2933 Approved
0.664 Remote Similarity NPD846 Approved
0.664 Remote Similarity NPD940 Approved
0.6639 Remote Similarity NPD2859 Approved
0.6639 Remote Similarity NPD2860 Approved
0.6639 Remote Similarity NPD844 Approved
0.6638 Remote Similarity NPD111 Approved
0.6613 Remote Similarity NPD3020 Approved
0.6597 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6597 Remote Similarity NPD3062 Approved
0.6597 Remote Similarity NPD3061 Approved
0.6597 Remote Similarity NPD1613 Approved
0.6597 Remote Similarity NPD3059 Approved
0.6596 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6585 Remote Similarity NPD288 Approved
0.6573 Remote Similarity NPD597 Approved
0.6573 Remote Similarity NPD601 Approved
0.6573 Remote Similarity NPD598 Approved
0.656 Remote Similarity NPD289 Clinical (unspecified phase)
0.6549 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6538 Remote Similarity NPD9380 Clinical (unspecified phase)
0.6528 Remote Similarity NPD1136 Approved
0.6528 Remote Similarity NPD1130 Approved
0.6528 Remote Similarity NPD1132 Approved
0.6507 Remote Similarity NPD5314 Approved
0.6503 Remote Similarity NPD9718 Approved
0.6503 Remote Similarity NPD1223 Clinical (unspecified phase)
0.65 Remote Similarity NPD9634 Clinical (unspecified phase)
0.6475 Remote Similarity NPD9269 Phase 2
0.6438 Remote Similarity NPD230 Phase 1
0.6429 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6412 Remote Similarity NPD4750 Phase 3
0.6408 Remote Similarity NPD258 Approved
0.6408 Remote Similarity NPD257 Approved
0.6403 Remote Similarity NPD3092 Approved
0.6395 Remote Similarity NPD817 Approved
0.6395 Remote Similarity NPD823 Approved
0.6383 Remote Similarity NPD5310 Approved
0.6383 Remote Similarity NPD5311 Approved
0.6377 Remote Similarity NPD3095 Discontinued
0.6376 Remote Similarity NPD9570 Approved
0.6371 Remote Similarity NPD1809 Phase 2
0.637 Remote Similarity NPD943 Approved
0.637 Remote Similarity NPD826 Approved
0.637 Remote Similarity NPD825 Approved
0.6364 Remote Similarity NPD9569 Approved
0.6343 Remote Similarity NPD5283 Phase 1
0.6338 Remote Similarity NPD3053 Approved
0.6338 Remote Similarity NPD3094 Phase 2
0.6338 Remote Similarity NPD3055 Approved
0.6338 Remote Similarity NPD4339 Clinical (unspecified phase)
0.6333 Remote Similarity NPD9094 Approved
0.6333 Remote Similarity NPD7266 Discontinued
0.6327 Remote Similarity NPD555 Phase 2
0.6304 Remote Similarity NPD1357 Approved
0.6301 Remote Similarity NPD259 Phase 1
0.6286 Remote Similarity NPD3705 Approved
0.628 Remote Similarity NPD4010 Discontinued
0.6276 Remote Similarity NPD9537 Phase 1
0.6276 Remote Similarity NPD9536 Phase 1
0.6259 Remote Similarity NPD3620 Phase 2
0.6259 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6259 Remote Similarity NPD1558 Phase 1
0.625 Remote Similarity NPD9494 Approved
0.6241 Remote Similarity NPD2337 Clinical (unspecified phase)
0.6232 Remote Similarity NPD3091 Approved
0.6225 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6212 Remote Similarity NPD2684 Approved
0.621 Remote Similarity NPD845 Approved
0.62 Remote Similarity NPD651 Clinical (unspecified phase)
0.6194 Remote Similarity NPD6124 Clinical (unspecified phase)
0.619 Remote Similarity NPD2674 Phase 3
0.6187 Remote Similarity NPD9268 Approved
0.6183 Remote Similarity NPD1445 Approved
0.6183 Remote Similarity NPD1444 Approved
0.6176 Remote Similarity NPD475 Phase 2
0.6176 Remote Similarity NPD9618 Approved
0.6176 Remote Similarity NPD9614 Approved
0.6159 Remote Similarity NPD856 Approved
0.6159 Remote Similarity NPD317 Approved
0.6159 Remote Similarity NPD318 Approved
0.6159 Remote Similarity NPD16 Approved
0.6154 Remote Similarity NPD9608 Approved
0.6154 Remote Similarity NPD9610 Approved
0.6148 Remote Similarity NPD7843 Approved
0.6131 Remote Similarity NPD7157 Approved
0.6122 Remote Similarity NPD2028 Clinical (unspecified phase)
0.6115 Remote Similarity NPD1548 Phase 1
0.6107 Remote Similarity NPD274 Approved
0.6107 Remote Similarity NPD275 Approved
0.6103 Remote Similarity NPD7159 Clinical (unspecified phase)
0.6077 Remote Similarity NPD9500 Approved
0.6065 Remote Similarity NPD302 Approved
0.6065 Remote Similarity NPD6190 Approved
0.6061 Remote Similarity NPD968 Approved
0.6056 Remote Similarity NPD1610 Phase 2
0.6047 Remote Similarity NPD3028 Approved
0.6045 Remote Similarity NPD1792 Phase 2
0.6043 Remote Similarity NPD9613 Approved
0.6043 Remote Similarity NPD9615 Approved
0.6043 Remote Similarity NPD9616 Approved
0.6039 Remote Similarity NPD3060 Approved
0.6032 Remote Similarity NPD9296 Approved
0.6028 Remote Similarity NPD5238 Clinical (unspecified phase)
0.6027 Remote Similarity NPD2861 Phase 2
0.6015 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6015 Remote Similarity NPD290 Approved
0.6015 Remote Similarity NPD2342 Discontinued
0.6014 Remote Similarity NPD3144 Approved
0.6014 Remote Similarity NPD3145 Approved
0.6 Remote Similarity NPD9545 Approved
0.6 Remote Similarity NPD8166 Discontinued
0.6 Remote Similarity NPD316 Approved
0.5986 Remote Similarity NPD3023 Approved
0.5986 Remote Similarity NPD3026 Approved
0.5985 Remote Similarity NPD2234 Approved
0.5985 Remote Similarity NPD2228 Approved
0.5985 Remote Similarity NPD2229 Approved
0.5972 Remote Similarity NPD2982 Phase 2
0.5972 Remote Similarity NPD3600 Clinical (unspecified phase)
0.5972 Remote Similarity NPD2983 Phase 2
0.5949 Remote Similarity NPD7422 Clinical (unspecified phase)
0.5949 Remote Similarity NPD4160 Clinical (unspecified phase)
0.5948 Remote Similarity NPD1632 Clinical (unspecified phase)
0.5948 Remote Similarity NPD9294 Approved
0.5933 Remote Similarity NPD4060 Phase 1
0.5929 Remote Similarity NPD5536 Phase 2
0.5918 Remote Similarity NPD3018 Phase 2
0.5915 Remote Similarity NPD4059 Approved
0.5915 Remote Similarity NPD2286 Discontinued
0.5915 Remote Similarity NPD2932 Approved
0.5915 Remote Similarity NPD3019 Approved
0.5912 Remote Similarity NPD821 Approved
0.5912 Remote Similarity NPD7635 Approved
0.5903 Remote Similarity NPD2561 Approved
0.5903 Remote Similarity NPD2981 Phase 2
0.5903 Remote Similarity NPD2562 Approved
0.5899 Remote Similarity NPD6671 Approved
0.5894 Remote Similarity NPD3657 Discovery
0.5891 Remote Similarity NPD9273 Approved
0.5886 Remote Similarity NPD1511 Approved
0.5882 Remote Similarity NPD1169 Approved
0.5882 Remote Similarity NPD9093 Approved
0.5878 Remote Similarity NPD4908 Phase 1
0.5867 Remote Similarity NPD1726 Clinical (unspecified phase)
0.5862 Remote Similarity NPD4659 Approved
0.5855 Remote Similarity NPD2568 Approved
0.585 Remote Similarity NPD602 Approved
0.585 Remote Similarity NPD859 Approved
0.585 Remote Similarity NPD599 Approved
0.585 Remote Similarity NPD858 Approved
0.585 Remote Similarity NPD6584 Phase 3
0.5845 Remote Similarity NPD3025 Approved
0.5845 Remote Similarity NPD3024 Approved
0.5845 Remote Similarity NPD4093 Discontinued
0.5839 Remote Similarity NPD1653 Approved
0.5833 Remote Similarity NPD1201 Approved
0.5833 Remote Similarity NPD5351 Clinical (unspecified phase)
0.5833 Remote Similarity NPD1091 Approved
0.5833 Remote Similarity NPD4236 Phase 3
0.5833 Remote Similarity NPD9089 Approved
0.5833 Remote Similarity NPD4237 Approved
0.5833 Remote Similarity NPD5350 Clinical (unspecified phase)
0.5827 Remote Similarity NPD9299 Approved
0.5827 Remote Similarity NPD1793 Approved
0.5827 Remote Similarity NPD1791 Approved
0.5827 Remote Similarity NPD1476 Clinical (unspecified phase)
0.5826 Remote Similarity NPD9087 Approved
0.5818 Remote Similarity NPD4288 Approved
0.5813 Remote Similarity NPD1512 Approved
0.5811 Remote Similarity NPD5736 Approved
0.5806 Remote Similarity NPD1375 Discontinued
0.5804 Remote Similarity NPD4626 Approved
0.5804 Remote Similarity NPD1751 Approved
0.58 Remote Similarity NPD4907 Clinical (unspecified phase)
0.5793 Remote Similarity NPD1934 Approved
0.5786 Remote Similarity NPD256 Approved
0.5786 Remote Similarity NPD255 Approved
0.5782 Remote Similarity NPD1134 Approved
0.5782 Remote Similarity NPD1129 Approved
0.5782 Remote Similarity NPD1135 Approved
0.5782 Remote Similarity NPD1131 Approved
0.5782 Remote Similarity NPD4104 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11645303
ChEMBL   CHEMBL492153
ZINC  

Physicochemical Properties

Molecular Weight:  311.93
ALogP:  -0.2737
MLogP:  1.46
XLogP:  -0.226
# Rotatable Bonds:  8
Polar Surface Area:  112.44
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  16

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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