Natural Product: NPC477609

Natural Product ID:  NPC477609
Common Name:   4-[2-amino-1-(6-bromo-1H-indol-3-yl)ethyl]-3-(2-aminoethyl)-1H-indol-5-ol
IUPAC Name:   4-[2-amino-1-(6-bromo-1H-indol-3-yl)ethyl]-3-(2-aminoethyl)-1H-indol-5-ol
Synonyms:   (+/-)-Gelliusine D
Molecular Formula:   C20H21BrN4O
Standard InCHIKey:  CYOQHWKPIREKQD-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C20H21BrN4O/c21-12-1-2-13-15(10-25-17(13)7-12)14(8-23)20-18(26)4-3-16-19(20)11(5-6-22)9-24-16/h1-4,7,9-10,14,24-26H,5-6,8,22-23H2
Canonical SMILES:  NCCc1c[nH]c2c1c(c(cc2)O)C(c1c[nH]c2c1ccc(c2)Br)CN
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
NPO33565 Orina sp. Species NA NA New Caledonian, stations DW 114-115, at a depth of 255-285 m PMID[7595591]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 100000 nM 7595591

  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 NPC477609 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
0.959 High Similarity NPC477610
0.9554 High Similarity NPC477608
0.9363 High Similarity NPC477607
0.8769 High Similarity NPC222018
0.852 High Similarity NPC99666
0.8406 Intermediate Similarity NPC128084
0.8394 Intermediate Similarity NPC220765
0.8359 Intermediate Similarity NPC171171
0.8357 Intermediate Similarity NPC167908
0.8351 Intermediate Similarity NPC204717
0.835 Intermediate Similarity NPC77555
0.8308 Intermediate Similarity NPC314002
0.8227 Intermediate Similarity NPC106771
0.8227 Intermediate Similarity NPC303820
0.8227 Intermediate Similarity NPC205254
0.8227 Intermediate Similarity NPC23420
0.8204 Intermediate Similarity NPC476121
0.8187 Intermediate Similarity NPC184964
0.8186 Intermediate Similarity NPC475935
0.8186 Intermediate Similarity NPC52909
0.8186 Intermediate Similarity NPC94211
0.8182 Intermediate Similarity NPC246518
0.8174 Intermediate Similarity NPC475746
0.816 Intermediate Similarity NPC304926
0.816 Intermediate Similarity NPC476041
0.8155 Intermediate Similarity NPC475070
0.8148 Intermediate Similarity NPC245348
0.8111 Intermediate Similarity NPC60006
0.809 Intermediate Similarity NPC128751
0.809 Intermediate Similarity NPC246700
0.805 Intermediate Similarity NPC106833
0.805 Intermediate Similarity NPC469497
0.8029 Intermediate Similarity NPC476124
0.799 Intermediate Similarity NPC156704
0.7962 Intermediate Similarity NPC5145
0.7944 Intermediate Similarity NPC142901
0.7936 Intermediate Similarity NPC211416
0.7915 Intermediate Similarity NPC80596
0.7907 Intermediate Similarity NPC477114
0.7882 Intermediate Similarity NPC324149
0.788 Intermediate Similarity NPC276657
0.7866 Intermediate Similarity NPC117980
0.7861 Intermediate Similarity NPC46580
0.7854 Intermediate Similarity NPC242209
0.7854 Intermediate Similarity NPC130570
0.7846 Intermediate Similarity NPC477611
0.7843 Intermediate Similarity NPC307963
0.784 Intermediate Similarity NPC208284
0.783 Intermediate Similarity NPC476116
0.7816 Intermediate Similarity NPC153042
0.7793 Intermediate Similarity NPC253580
0.7788 Intermediate Similarity NPC45459
0.7788 Intermediate Similarity NPC315491
0.7783 Intermediate Similarity NPC76748
0.7767 Intermediate Similarity NPC266931
0.7748 Intermediate Similarity NPC6215
0.7748 Intermediate Similarity NPC470126
0.7745 Intermediate Similarity NPC92111
0.7734 Intermediate Similarity NPC32771
0.7734 Intermediate Similarity NPC296527
0.7731 Intermediate Similarity NPC470549
0.7707 Intermediate Similarity NPC477167
0.7707 Intermediate Similarity NPC477166
0.7707 Intermediate Similarity NPC473342
0.7707 Intermediate Similarity NPC304187
0.7703 Intermediate Similarity NPC213308
0.7699 Intermediate Similarity NPC97902
0.7696 Intermediate Similarity NPC170114
0.7688 Intermediate Similarity NPC88363
0.7681 Intermediate Similarity NPC251090
0.7647 Intermediate Similarity NPC470501
0.7638 Intermediate Similarity NPC59269
0.7633 Intermediate Similarity NPC326634
0.763 Intermediate Similarity NPC473761
0.7626 Intermediate Similarity NPC264285
0.7608 Intermediate Similarity NPC192315
0.7602 Intermediate Similarity NPC470502
0.7591 Intermediate Similarity NPC255110
0.7586 Intermediate Similarity NPC15102
0.7576 Intermediate Similarity NPC474409
0.7571 Intermediate Similarity NPC476167
0.7565 Intermediate Similarity NPC135141
0.7565 Intermediate Similarity NPC92796
0.7559 Intermediate Similarity NPC470505
0.7558 Intermediate Similarity NPC207020
0.755 Intermediate Similarity NPC96890
0.7545 Intermediate Similarity NPC214980
0.7536 Intermediate Similarity NPC176538
0.7534 Intermediate Similarity NPC470503
0.7533 Intermediate Similarity NPC207686
0.7526 Intermediate Similarity NPC131718
0.7522 Intermediate Similarity NPC11408
0.75 Intermediate Similarity NPC106937
0.7488 Intermediate Similarity NPC88008
0.7488 Intermediate Similarity NPC193777
0.7478 Intermediate Similarity NPC15801
0.7477 Intermediate Similarity NPC470500
0.7465 Intermediate Similarity NPC11464
0.7458 Intermediate Similarity NPC216369
0.7457 Intermediate Similarity NPC217554
0.7456 Intermediate Similarity NPC63031
0.7453 Intermediate Similarity NPC249040
0.7446 Intermediate Similarity NPC41679
0.7445 Intermediate Similarity NPC326363
0.7435 Intermediate Similarity NPC295228
0.743 Intermediate Similarity NPC475774
0.7415 Intermediate Similarity NPC94943
0.7412 Intermediate Similarity NPC476451
0.7411 Intermediate Similarity NPC16352
0.74 Intermediate Similarity NPC313791
0.7397 Intermediate Similarity NPC294620
0.7397 Intermediate Similarity NPC316981
0.7391 Intermediate Similarity NPC325976
0.7383 Intermediate Similarity NPC476073
0.7382 Intermediate Similarity NPC81175
0.7376 Intermediate Similarity NPC74969
0.7373 Intermediate Similarity NPC171787
0.7373 Intermediate Similarity NPC476465
0.7366 Intermediate Similarity NPC190007
0.7362 Intermediate Similarity NPC284141
0.7361 Intermediate Similarity NPC477113
0.736 Intermediate Similarity NPC102423
0.7356 Intermediate Similarity NPC95783
0.7354 Intermediate Similarity NPC292958
0.7352 Intermediate Similarity NPC9894
0.735 Intermediate Similarity NPC39092
0.7349 Intermediate Similarity NPC223427
0.734 Intermediate Similarity NPC72980
0.7339 Intermediate Similarity NPC37152
0.7337 Intermediate Similarity NPC63751
0.7333 Intermediate Similarity NPC329541
0.7325 Intermediate Similarity NPC252251
0.7318 Intermediate Similarity NPC48353
0.7318 Intermediate Similarity NPC219087
0.7317 Intermediate Similarity NPC212535
0.7316 Intermediate Similarity NPC245055
0.7315 Intermediate Similarity NPC285558
0.7308 Intermediate Similarity NPC321708
0.7304 Intermediate Similarity NPC279189
0.7304 Intermediate Similarity NPC200553
0.7302 Intermediate Similarity NPC211813
0.7299 Intermediate Similarity NPC276517
0.7297 Intermediate Similarity NPC183407
0.7294 Intermediate Similarity NPC477111
0.7293 Intermediate Similarity NPC209174
0.7289 Intermediate Similarity NPC473317
0.7289 Intermediate Similarity NPC310118
0.7286 Intermediate Similarity NPC474561
0.7286 Intermediate Similarity NPC49954
0.7286 Intermediate Similarity NPC160105
0.7285 Intermediate Similarity NPC478074
0.7277 Intermediate Similarity NPC213530
0.7277 Intermediate Similarity NPC193267
0.7277 Intermediate Similarity NPC171393
0.7277 Intermediate Similarity NPC295452
0.7277 Intermediate Similarity NPC131887
0.7268 Intermediate Similarity NPC141926
0.7265 Intermediate Similarity NPC477861
0.7264 Intermediate Similarity NPC13880
0.7261 Intermediate Similarity NPC477531
0.7241 Intermediate Similarity NPC474958
0.7233 Intermediate Similarity NPC176127
0.723 Intermediate Similarity NPC227582
0.7217 Intermediate Similarity NPC195314
0.721 Intermediate Similarity NPC162002
0.7208 Intermediate Similarity NPC230869
0.7205 Intermediate Similarity NPC473185
0.7203 Intermediate Similarity NPC17487
0.7203 Intermediate Similarity NPC201831
0.7193 Intermediate Similarity NPC125597
0.719 Intermediate Similarity NPC231536
0.7189 Intermediate Similarity NPC476098
0.7185 Intermediate Similarity NPC178858
0.7181 Intermediate Similarity NPC280272
0.7179 Intermediate Similarity NPC259644
0.7179 Intermediate Similarity NPC469763
0.7179 Intermediate Similarity NPC469760
0.7179 Intermediate Similarity NPC469786
0.7179 Intermediate Similarity NPC73952
0.7179 Intermediate Similarity NPC25008
0.7179 Intermediate Similarity NPC469765
0.7174 Intermediate Similarity NPC156003
0.7173 Intermediate Similarity NPC477107
0.7173 Intermediate Similarity NPC477108
0.7173 Intermediate Similarity NPC477109
0.7172 Intermediate Similarity NPC279918
0.7171 Intermediate Similarity NPC77101
0.717 Intermediate Similarity NPC88315
0.7168 Intermediate Similarity NPC132642
0.7167 Intermediate Similarity NPC174489
0.7165 Intermediate Similarity NPC53947
0.7164 Intermediate Similarity NPC201700
0.7163 Intermediate Similarity NPC153123
0.7163 Intermediate Similarity NPC201266
0.7163 Intermediate Similarity NPC220797
0.7163 Intermediate Similarity NPC474318
0.7163 Intermediate Similarity NPC475914
0.7163 Intermediate Similarity NPC268744
0.7162 Intermediate Similarity NPC319232
0.7162 Intermediate Similarity NPC24370

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477609 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
0.8477 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.8079 Intermediate Similarity NPD7948 Phase 1
0.7843 Intermediate Similarity NPD1038 Approved
0.7788 Intermediate Similarity NPD484 Approved
0.7778 Intermediate Similarity NPD6803 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD5612 Discontinued
0.7761 Intermediate Similarity NPD6344 Clinical (unspecified phase)
0.7756 Intermediate Similarity NPD1304 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD4511 Phase 1
0.7562 Intermediate Similarity NPD6595 Phase 3
0.7538 Intermediate Similarity NPD5065 Approved
0.75 Intermediate Similarity NPD5040 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD802 Phase 2
0.7466 Intermediate Similarity NPD8405 Clinical (unspecified phase)
0.7465 Intermediate Similarity NPD6975 Discontinued
0.7415 Intermediate Similarity NPD6610 Clinical (unspecified phase)
0.7406 Intermediate Similarity NPD3825 Phase 3
0.7406 Intermediate Similarity NPD8395 Approved
0.7406 Intermediate Similarity NPD8396 Approved
0.7376 Intermediate Similarity NPD6203 Clinical (unspecified phase)
0.7373 Intermediate Similarity NPD2189 Approved
0.7373 Intermediate Similarity NPD2187 Approved
0.7302 Intermediate Similarity NPD3928 Approved
0.7302 Intermediate Similarity NPD3931 Approved
0.7237 Intermediate Similarity NPD7603 Discontinued
0.7217 Intermediate Similarity NPD3324 Clinical (unspecified phase)
0.7214 Intermediate Similarity NPD1325 Approved
0.7214 Intermediate Similarity NPD4184 Clinical (unspecified phase)
0.7214 Intermediate Similarity NPD1326 Approved
0.7207 Intermediate Similarity NPD1322 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD8431 Approved
0.7168 Intermediate Similarity NPD6242 Discontinued
0.7163 Intermediate Similarity NPD4118 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD4795 Phase 2
0.7143 Intermediate Similarity NPD7112 Discontinued
0.7124 Intermediate Similarity NPD7558 Phase 2
0.7123 Intermediate Similarity NPD3404 Approved
0.7117 Intermediate Similarity NPD5066 Phase 2
0.7117 Intermediate Similarity NPD5067 Phase 2
0.7085 Intermediate Similarity NPD3330 Phase 1
0.7083 Intermediate Similarity NPD2176 Approved
0.7083 Intermediate Similarity NPD3814 Phase 1
0.7083 Intermediate Similarity NPD2177 Approved
0.7083 Intermediate Similarity NPD2175 Phase 3
0.7078 Intermediate Similarity NPD5426 Phase 3
0.7067 Intermediate Similarity NPD5522 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD1739 Approved
0.7051 Intermediate Similarity NPD1740 Approved
0.7043 Intermediate Similarity NPD4890 Phase 2
0.704 Intermediate Similarity NPD7470 Discontinued
0.7035 Intermediate Similarity NPD7823 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD2125 Clinical (unspecified phase)
0.7026 Intermediate Similarity NPD5559 Phase 2
0.7014 Intermediate Similarity NPD3930 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD1392 Approved
0.7005 Intermediate Similarity NPD4079 Approved
0.7005 Intermediate Similarity NPD4076 Approved
0.7004 Intermediate Similarity NPD2021 Discontinued
0.6983 Remote Similarity NPD4845 Discontinued
0.6982 Remote Similarity NPD2916 Discontinued
0.6981 Remote Similarity NPD8110 Clinical (unspecified phase)
0.6971 Remote Similarity NPD8464 Clinical (unspecified phase)
0.6968 Remote Similarity NPD3003 Approved
0.6968 Remote Similarity NPD3932 Clinical (unspecified phase)
0.6964 Remote Similarity NPD5939 Approved
0.6964 Remote Similarity NPD5936 Approved
0.696 Remote Similarity NPD5164 Discontinued
0.6957 Remote Similarity NPD3506 Approved
0.6957 Remote Similarity NPD3505 Approved
0.6937 Remote Similarity NPD6838 Clinical (unspecified phase)
0.6937 Remote Similarity NPD7453 Approved
0.6937 Remote Similarity NPD6290 Phase 2
0.6937 Remote Similarity NPD7222 Phase 2
0.6937 Remote Similarity NPD7452 Approved
0.6935 Remote Similarity NPD6530 Approved
0.6935 Remote Similarity NPD6531 Approved
0.6923 Remote Similarity NPD5901 Discontinued
0.6916 Remote Similarity NPD2763 Phase 2
0.6912 Remote Similarity NPD5069 Clinical (unspecified phase)
0.6906 Remote Similarity NPD7671 Approved
0.6906 Remote Similarity NPD7672 Approved
0.6906 Remote Similarity NPD5658 Approved
0.6903 Remote Similarity NPD2616 Phase 3
0.6903 Remote Similarity NPD2615 Phase 3
0.6903 Remote Similarity NPD8094 Discontinued
0.6892 Remote Similarity NPD5530 Phase 1
0.6878 Remote Similarity NPD6991 Approved
0.6878 Remote Similarity NPD4886 Phase 2
0.6875 Remote Similarity NPD3872 Phase 3
0.686 Remote Similarity NPD9690 Approved
0.6858 Remote Similarity NPD8093 Discontinued
0.6856 Remote Similarity NPD8109 Clinical (unspecified phase)
0.6855 Remote Similarity NPD5050 Approved
0.6851 Remote Similarity NPD7567 Approved
0.6849 Remote Similarity NPD7000 Clinical (unspecified phase)
0.6849 Remote Similarity NPD6999 Discontinued
0.6847 Remote Similarity NPD4037 Approved
0.6847 Remote Similarity NPD32 Approved
0.6847 Remote Similarity NPD4033 Approved
0.6847 Remote Similarity NPD4122 Approved
0.6847 Remote Similarity NPD4034 Approved
0.6847 Remote Similarity NPD4036 Approved
0.6847 Remote Similarity NPD31 Approved
0.6847 Remote Similarity NPD4035 Approved
0.6847 Remote Similarity NPD4039 Approved
0.6847 Remote Similarity NPD4038 Approved
0.6835 Remote Similarity NPD2952 Discontinued
0.6832 Remote Similarity NPD9705 Discontinued
0.6832 Remote Similarity NPD112 Approved
0.683 Remote Similarity NPD7947 Clinical (unspecified phase)
0.6827 Remote Similarity NPD6375 Clinical (unspecified phase)
0.6825 Remote Similarity NPD2092 Phase 2
0.6825 Remote Similarity NPD2095 Phase 2
0.6825 Remote Similarity NPD5728 Clinical (unspecified phase)
0.6825 Remote Similarity NPD2094 Phase 2
0.6824 Remote Similarity NPD7586 Clinical (unspecified phase)
0.6814 Remote Similarity NPD4502 Phase 2
0.6802 Remote Similarity NPD4044 Discontinued
0.6798 Remote Similarity NPD5902 Approved
0.6798 Remote Similarity NPD5903 Approved
0.6794 Remote Similarity NPD6159 Phase 2
0.6794 Remote Similarity NPD4181 Approved
0.6792 Remote Similarity NPD2091 Phase 2
0.6792 Remote Similarity NPD2096 Phase 2
0.6783 Remote Similarity NPD3354 Phase 2
0.678 Remote Similarity NPD425 Approved
0.678 Remote Similarity NPD424 Approved
0.6779 Remote Similarity NPD482 Approved
0.6779 Remote Similarity NPD4128 Approved
0.6777 Remote Similarity NPD7414 Clinical (unspecified phase)
0.6776 Remote Similarity NPD2383 Phase 1
0.6774 Remote Similarity NPD9695 Approved
0.6773 Remote Similarity NPD7621 Clinical (unspecified phase)
0.677 Remote Similarity NPD3013 Phase 3
0.677 Remote Similarity NPD3014 Clinical (unspecified phase)
0.6768 Remote Similarity NPD4374 Clinical (unspecified phase)
0.6765 Remote Similarity NPD3323 Discontinued
0.6765 Remote Similarity NPD5138 Approved
0.6765 Remote Similarity NPD6494 Phase 2
0.6765 Remote Similarity NPD5140 Approved
0.6763 Remote Similarity NPD5934 Clinical (unspecified phase)
0.6761 Remote Similarity NPD7424 Clinical (unspecified phase)
0.6753 Remote Similarity NPD3402 Phase 1
0.675 Remote Similarity NPD4344 Clinical (unspecified phase)
0.675 Remote Similarity NPD4343 Phase 1
0.6748 Remote Similarity NPD2781 Approved
0.6746 Remote Similarity NPD749 Clinical (unspecified phase)
0.6743 Remote Similarity NPD4418 Discontinued
0.6741 Remote Similarity NPD8403 Phase 1
0.6741 Remote Similarity NPD4862 Clinical (unspecified phase)
0.674 Remote Similarity NPD8013 Clinical (unspecified phase)
0.6738 Remote Similarity NPD7221 Approved
0.6738 Remote Similarity NPD7219 Approved
0.6737 Remote Similarity NPD7555 Discontinued
0.6735 Remote Similarity NPD8358 Approved
0.6734 Remote Similarity NPD4463 Approved
0.6734 Remote Similarity NPD4462 Approved
0.6732 Remote Similarity NPD926 Approved
0.6732 Remote Similarity NPD925 Approved
0.6732 Remote Similarity NPD2782 Approved
0.6732 Remote Similarity NPD2780 Approved
0.6728 Remote Similarity NPD3922 Approved
0.6728 Remote Similarity NPD3921 Approved
0.6728 Remote Similarity NPD3924 Approved
0.6728 Remote Similarity NPD3923 Approved
0.6725 Remote Similarity NPD4358 Clinical (unspecified phase)
0.6721 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6718 Remote Similarity NPD1722 Approved
0.6713 Remote Similarity NPD6281 Approved
0.6712 Remote Similarity NPD6449 Clinical (unspecified phase)
0.6711 Remote Similarity NPD5097 Phase 2
0.6711 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6711 Remote Similarity NPD8458 Clinical (unspecified phase)
0.6708 Remote Similarity NPD7392 Phase 2
0.6707 Remote Similarity NPD8442 Discontinued
0.67 Remote Similarity NPD6476 Clinical (unspecified phase)
0.67 Remote Similarity NPD6158 Phase 2
0.6698 Remote Similarity NPD6141 Clinical (unspecified phase)
0.6698 Remote Similarity NPD3486 Clinical (unspecified phase)
0.6697 Remote Similarity NPD1768 Approved
0.6693 Remote Similarity NPD8284 Discontinued
0.6681 Remote Similarity NPD3763 Approved
0.6681 Remote Similarity NPD8488 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5100 Phase 3
0.6667 Remote Similarity NPD5409 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4075 Phase 2
0.6667 Remote Similarity NPD3234 Phase 3
0.6667 Remote Similarity NPD7957 Phase 1
0.6667 Remote Similarity NPD7001 Phase 3
0.6667 Remote Similarity NPD3233 Phase 2
0.6667 Remote Similarity NPD7958 Clinical (unspecified phase)
0.6653 Remote Similarity NPD5483 Clinical (unspecified phase)
0.6651 Remote Similarity NPD6277 Clinical (unspecified phase)
0.6651 Remote Similarity NPD994 Phase 2
0.6651 Remote Similarity NPD996 Phase 2
0.665 Remote Similarity NPD2172 Phase 1
0.6639 Remote Similarity NPD5891 Approved
0.6639 Remote Similarity NPD5051 Phase 1
0.6638 Remote Similarity NPD3816 Phase 1
0.6638 Remote Similarity NPD3815 Phase 1

Structure

External Identifiers

PubChem CID   9979096
ChEMBL   CHEMBL518247
ZINC  

Physicochemical Properties

Molecular Weight:  412.09
ALogP:  -1.6676
MLogP:  3
XLogP:  1.844
# Rotatable Bonds:  9
Polar Surface Area:  103.85
# H-Bond Aceptor:  4
# H-Bond Donor:  5
# Rings:  4
# Heavy Atoms:  26

Download Data

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