Natural Product: NPC90229

Natural Product ID:  NPC90229
Common Name:   6-Hydroxyquinoline-8-Carboxylic Acid
IUPAC Name:   6-hydroxyquinoline-8-carboxylic acid
Synonyms:  
Molecular Formula:   C10H7NO3
Standard InCHIKey:  YIAIMAQOJFRZRW-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H7NO3/c12-7-4-6-2-1-3-11-9(6)8(5-7)10(13)14/h1-5,12H,(H,13,14)
Canonical SMILES:  Oc1cc2cccnc2c(c1)C(=O)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
NPO2192 Cortinarius subtortus Species Cortinariaceae Eukaryota fruiting bodies PMID[18447384]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity Activity = 15 % 19489596
NPT3518 Organism Colletotrichum coccodes Colletotrichum coccodes Inhibition = 71 % 19489596

  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 NPC90229 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
0.9355 High Similarity NPC309845
0.8602 High Similarity NPC146724
0.8594 High Similarity NPC193238
0.8436 Intermediate Similarity NPC303225
0.8359 Intermediate Similarity NPC171787
0.8308 Intermediate Similarity NPC74360
0.8289 Intermediate Similarity NPC144381
0.8229 Intermediate Similarity NPC280714
0.8197 Intermediate Similarity NPC164340
0.8191 Intermediate Similarity NPC219087
0.8187 Intermediate Similarity NPC213308
0.8182 Intermediate Similarity NPC278434
0.8125 Intermediate Similarity NPC156704
0.8093 Intermediate Similarity NPC315491
0.8093 Intermediate Similarity NPC45459
0.8086 Intermediate Similarity NPC477112
0.8032 Intermediate Similarity NPC194040
0.8 Intermediate Similarity NPC276657
0.799 Intermediate Similarity NPC474916
0.7967 Intermediate Similarity NPC473764
0.7967 Intermediate Similarity NPC314940
0.794 Intermediate Similarity NPC183777
0.7927 Intermediate Similarity NPC276517
0.7926 Intermediate Similarity NPC207851
0.7884 Intermediate Similarity NPC282103
0.7876 Intermediate Similarity NPC230403
0.7857 Intermediate Similarity NPC41717
0.7854 Intermediate Similarity NPC469727
0.7853 Intermediate Similarity NPC44354
0.785 Intermediate Similarity NPC88008
0.7843 Intermediate Similarity NPC237740
0.7833 Intermediate Similarity NPC322644
0.7828 Intermediate Similarity NPC211813
0.7826 Intermediate Similarity NPC252590
0.7812 Intermediate Similarity NPC83111
0.7793 Intermediate Similarity NPC207686
0.7778 Intermediate Similarity NPC113812
0.7767 Intermediate Similarity NPC27041
0.7754 Intermediate Similarity NPC184964
0.7736 Intermediate Similarity NPC246381
0.7734 Intermediate Similarity NPC470020
0.7732 Intermediate Similarity NPC56170
0.773 Intermediate Similarity NPC273532
0.7696 Intermediate Similarity NPC314002
0.7685 Intermediate Similarity NPC477549
0.7684 Intermediate Similarity NPC220765
0.768 Intermediate Similarity NPC138370
0.7673 Intermediate Similarity NPC270918
0.7647 Intermediate Similarity NPC178858
0.7644 Intermediate Similarity NPC204717
0.7639 Intermediate Similarity NPC182222
0.7612 Intermediate Similarity NPC476098
0.7604 Intermediate Similarity NPC295158
0.7586 Intermediate Similarity NPC53344
0.7566 Intermediate Similarity NPC219848
0.7565 Intermediate Similarity NPC171171
0.7562 Intermediate Similarity NPC57398
0.7558 Intermediate Similarity NPC97902
0.7551 Intermediate Similarity NPC99666
0.7548 Intermediate Similarity NPC469928
0.7534 Intermediate Similarity NPC161801
0.7526 Intermediate Similarity NPC256268
0.7523 Intermediate Similarity NPC74575
0.7514 Intermediate Similarity NPC167400
0.7513 Intermediate Similarity NPC84347
0.75 Intermediate Similarity NPC243058
0.7461 Intermediate Similarity NPC203635
0.7447 Intermediate Similarity NPC253810
0.7444 Intermediate Similarity NPC208522
0.744 Intermediate Similarity NPC294375
0.7438 Intermediate Similarity NPC53144
0.7438 Intermediate Similarity NPC200836
0.7436 Intermediate Similarity NPC206186
0.7416 Intermediate Similarity NPC118228
0.7409 Intermediate Similarity NPC15801
0.7402 Intermediate Similarity NPC472259
0.74 Intermediate Similarity NPC77555
0.7398 Intermediate Similarity NPC183805
0.7387 Intermediate Similarity NPC326634
0.7385 Intermediate Similarity NPC49547
0.7385 Intermediate Similarity NPC90415
0.7381 Intermediate Similarity NPC62995
0.7379 Intermediate Similarity NPC477111
0.7379 Intermediate Similarity NPC39679
0.7368 Intermediate Similarity NPC139763
0.7366 Intermediate Similarity NPC477113
0.7366 Intermediate Similarity NPC300156
0.736 Intermediate Similarity NPC154339
0.7356 Intermediate Similarity NPC9894
0.735 Intermediate Similarity NPC109922
0.7347 Intermediate Similarity NPC46580
0.7345 Intermediate Similarity NPC60553
0.7343 Intermediate Similarity NPC325297
0.733 Intermediate Similarity NPC321428
0.733 Intermediate Similarity NPC283117
0.7326 Intermediate Similarity NPC471178
0.7323 Intermediate Similarity NPC114974
0.7316 Intermediate Similarity NPC74619
0.7315 Intermediate Similarity NPC470018
0.7314 Intermediate Similarity NPC114310
0.7312 Intermediate Similarity NPC471177
0.7312 Intermediate Similarity NPC59779
0.7312 Intermediate Similarity NPC124542
0.7311 Intermediate Similarity NPC264285
0.7306 Intermediate Similarity NPC200553
0.7306 Intermediate Similarity NPC279189
0.7304 Intermediate Similarity NPC328318
0.7304 Intermediate Similarity NPC328596
0.7302 Intermediate Similarity NPC322482
0.73 Intermediate Similarity NPC202812
0.7299 Intermediate Similarity NPC477110
0.7295 Intermediate Similarity NPC266249
0.7294 Intermediate Similarity NPC116622
0.7286 Intermediate Similarity NPC74562
0.7286 Intermediate Similarity NPC316181
0.7286 Intermediate Similarity NPC151781
0.7278 Intermediate Similarity NPC302159
0.7273 Intermediate Similarity NPC473057
0.7268 Intermediate Similarity NPC317572
0.726 Intermediate Similarity NPC260434
0.7258 Intermediate Similarity NPC25899
0.7252 Intermediate Similarity NPC470022
0.7251 Intermediate Similarity NPC146976
0.725 Intermediate Similarity NPC267343
0.725 Intermediate Similarity NPC329541
0.725 Intermediate Similarity NPC45850
0.7241 Intermediate Similarity NPC81535
0.7241 Intermediate Similarity NPC216369
0.724 Intermediate Similarity NPC253675
0.7238 Intermediate Similarity NPC110182
0.7233 Intermediate Similarity NPC475070
0.7233 Intermediate Similarity NPC329708
0.7233 Intermediate Similarity NPC264166
0.7233 Intermediate Similarity NPC165349
0.7233 Intermediate Similarity NPC47059
0.7233 Intermediate Similarity NPC274291
0.7233 Intermediate Similarity NPC118832
0.723 Intermediate Similarity NPC174576
0.723 Intermediate Similarity NPC184408
0.7225 Intermediate Similarity NPC5145
0.7225 Intermediate Similarity NPC85273
0.7225 Intermediate Similarity NPC123839
0.7222 Intermediate Similarity NPC122436
0.7222 Intermediate Similarity NPC32771
0.7222 Intermediate Similarity NPC229893
0.7219 Intermediate Similarity NPC48192
0.7216 Intermediate Similarity NPC478032
0.7212 Intermediate Similarity NPC82548
0.7209 Intermediate Similarity NPC60621
0.7207 Intermediate Similarity NPC162002
0.7204 Intermediate Similarity NPC317752
0.7204 Intermediate Similarity NPC236668
0.7202 Intermediate Similarity NPC96890
0.7202 Intermediate Similarity NPC111275
0.7198 Intermediate Similarity NPC82053
0.7198 Intermediate Similarity NPC317373
0.7198 Intermediate Similarity NPC175602
0.7192 Intermediate Similarity NPC306376
0.7192 Intermediate Similarity NPC192315
0.719 Intermediate Similarity NPC87413
0.7184 Intermediate Similarity NPC134848
0.7181 Intermediate Similarity NPC265100
0.7178 Intermediate Similarity NPC222018
0.7178 Intermediate Similarity NPC251090
0.7176 Intermediate Similarity NPC210434
0.7174 Intermediate Similarity NPC312860
0.7173 Intermediate Similarity NPC249614
0.7172 Intermediate Similarity NPC66083
0.7171 Intermediate Similarity NPC155792
0.7171 Intermediate Similarity NPC471944
0.7167 Intermediate Similarity NPC159630
0.7167 Intermediate Similarity NPC230085
0.7165 Intermediate Similarity NPC88363
0.7164 Intermediate Similarity NPC473821
0.7164 Intermediate Similarity NPC307963
0.7162 Intermediate Similarity NPC134637
0.7162 Intermediate Similarity NPC174489
0.7158 Intermediate Similarity NPC78020
0.7157 Intermediate Similarity NPC476167
0.7156 Intermediate Similarity NPC472098
0.7156 Intermediate Similarity NPC210296
0.7156 Intermediate Similarity NPC318299
0.715 Intermediate Similarity NPC327592
0.7143 Intermediate Similarity NPC74153
0.7143 Intermediate Similarity NPC51388
0.7143 Intermediate Similarity NPC473814
0.7143 Intermediate Similarity NPC78767
0.7136 Intermediate Similarity NPC3207
0.7136 Intermediate Similarity NPC330009
0.7136 Intermediate Similarity NPC322064
0.7135 Intermediate Similarity NPC263455
0.7129 Intermediate Similarity NPC86834
0.7129 Intermediate Similarity NPC93390
0.7129 Intermediate Similarity NPC210828
0.7128 Intermediate Similarity NPC52831
0.7128 Intermediate Similarity NPC242116
0.7128 Intermediate Similarity NPC325705
0.7128 Intermediate Similarity NPC271792
0.7119 Intermediate Similarity NPC132385
0.7118 Intermediate Similarity NPC270515

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC90229 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
0.8093 Intermediate Similarity NPD484 Approved
0.7835 Intermediate Similarity NPD5975 Clinical (unspecified phase)
0.7773 Intermediate Similarity NPD4845 Discontinued
0.7742 Intermediate Similarity NPD9690 Approved
0.7735 Intermediate Similarity NPD9705 Discontinued
0.7735 Intermediate Similarity NPD112 Approved
0.7708 Intermediate Similarity NPD4948 Discontinued
0.7621 Intermediate Similarity NPD3794 Approved
0.7621 Intermediate Similarity NPD3795 Approved
0.7617 Intermediate Similarity NPD5801 Clinical (unspecified phase)
0.761 Intermediate Similarity NPD5416 Discontinued
0.7602 Intermediate Similarity NPD9695 Approved
0.7593 Intermediate Similarity NPD5040 Clinical (unspecified phase)
0.7573 Intermediate Similarity NPD7069 Discontinued
0.756 Intermediate Similarity NPD4429 Discontinued
0.7525 Intermediate Similarity NPD2121 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD9074 Approved
0.7514 Intermediate Similarity NPD9075 Approved
0.75 Intermediate Similarity NPD2336 Approved
0.7488 Intermediate Similarity NPD5901 Discontinued
0.7463 Intermediate Similarity NPD2510 Approved
0.7463 Intermediate Similarity NPD2509 Approved
0.7435 Intermediate Similarity NPD5398 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD7538 Clinical (unspecified phase)
0.7402 Intermediate Similarity NPD6987 Phase 1
0.7402 Intermediate Similarity NPD6138 Clinical (unspecified phase)
0.7393 Intermediate Similarity NPD3354 Phase 2
0.7393 Intermediate Similarity NPD7395 Discontinued
0.7373 Intermediate Similarity NPD5022 Discontinued
0.735 Intermediate Similarity NPD2307 Discontinued
0.7349 Intermediate Similarity NPD7586 Clinical (unspecified phase)
0.7324 Intermediate Similarity NPD6242 Discontinued
0.7308 Intermediate Similarity NPD648 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD3394 Approved
0.7299 Intermediate Similarity NPD3389 Approved
0.7299 Intermediate Similarity NPD3393 Approved
0.7288 Intermediate Similarity NPD107 Approved
0.7273 Intermediate Similarity NPD1213 Phase 3
0.7273 Intermediate Similarity NPD5088 Discontinued
0.7251 Intermediate Similarity NPD5417 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD4897 Phase 2
0.7245 Intermediate Similarity NPD6344 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD4038 Approved
0.7233 Intermediate Similarity NPD4035 Approved
0.7233 Intermediate Similarity NPD4039 Approved
0.7233 Intermediate Similarity NPD32 Approved
0.7233 Intermediate Similarity NPD4122 Approved
0.7233 Intermediate Similarity NPD4033 Approved
0.7233 Intermediate Similarity NPD31 Approved
0.7233 Intermediate Similarity NPD4034 Approved
0.7233 Intermediate Similarity NPD4036 Approved
0.7233 Intermediate Similarity NPD4037 Approved
0.7213 Intermediate Similarity NPD9706 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD5483 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD3962 Phase 2
0.7212 Intermediate Similarity NPD3959 Phase 2
0.7207 Intermediate Similarity NPD3006 Discontinued
0.7206 Intermediate Similarity NPD4396 Clinical (unspecified phase)
0.7204 Intermediate Similarity NPD3243 Approved
0.72 Intermediate Similarity NPD1483 Discontinued
0.72 Intermediate Similarity NPD9689 Approved
0.7198 Intermediate Similarity NPD8091 Phase 3
0.719 Intermediate Similarity NPD3779 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD5475 Discontinued
0.7175 Intermediate Similarity NPD2896 Discontinued
0.7164 Intermediate Similarity NPD1038 Approved
0.7163 Intermediate Similarity NPD3280 Approved
0.7162 Intermediate Similarity NPD3809 Discontinued
0.7158 Intermediate Similarity NPD2781 Approved
0.7156 Intermediate Similarity NPD7603 Discontinued
0.7143 Intermediate Similarity NPD2780 Approved
0.7143 Intermediate Similarity NPD925 Approved
0.7143 Intermediate Similarity NPD926 Approved
0.7143 Intermediate Similarity NPD2782 Approved
0.7143 Intermediate Similarity NPD5522 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD9510 Approved
0.712 Intermediate Similarity NPD1573 Approved
0.712 Intermediate Similarity NPD1575 Approved
0.7108 Intermediate Similarity NPD4987 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD5513 Phase 2
0.7094 Intermediate Similarity NPD5512 Phase 3
0.709 Intermediate Similarity NPD1631 Approved
0.7081 Intermediate Similarity NPD5429 Discontinued
0.7079 Intermediate Similarity NPD1173 Approved
0.7077 Intermediate Similarity NPD8304 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD4889 Approved
0.7062 Intermediate Similarity NPD5100 Phase 3
0.7056 Intermediate Similarity NPD5728 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD7112 Discontinued
0.7054 Intermediate Similarity NPD5469 Phase 3
0.7053 Intermediate Similarity NPD3928 Approved
0.7053 Intermediate Similarity NPD3931 Approved
0.7051 Intermediate Similarity NPD5506 Approved
0.7051 Intermediate Similarity NPD5507 Approved
0.7049 Intermediate Similarity NPD9271 Approved
0.7047 Intermediate Similarity NPD750 Phase 2
0.7037 Intermediate Similarity NPD3258 Approved
0.7031 Intermediate Similarity NPD5488 Discontinued
0.7028 Intermediate Similarity NPD7927 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD2882 Phase 1
0.7026 Intermediate Similarity NPD6159 Phase 2
0.7026 Intermediate Similarity NPD5751 Clinical (unspecified phase)
0.7023 Intermediate Similarity NPD3326 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD2761 Approved
0.701 Intermediate Similarity NPD482 Approved
0.7005 Intermediate Similarity NPD3178 Discontinued
0.7004 Intermediate Similarity NPD6790 Phase 1
0.7 Intermediate Similarity NPD6276 Discontinued
0.6995 Remote Similarity NPD1304 Clinical (unspecified phase)
0.6991 Remote Similarity NPD2011 Clinical (unspecified phase)
0.699 Remote Similarity NPD9688 Approved
0.699 Remote Similarity NPD9687 Approved
0.699 Remote Similarity NPD6137 Clinical (unspecified phase)
0.699 Remote Similarity NPD7000 Clinical (unspecified phase)
0.699 Remote Similarity NPD6999 Discontinued
0.6986 Remote Similarity NPD3222 Phase 2
0.6986 Remote Similarity NPD6323 Clinical (unspecified phase)
0.6983 Remote Similarity NPD203 Clinical (unspecified phase)
0.6979 Remote Similarity NPD6872 Clinical (unspecified phase)
0.6977 Remote Similarity NPD6803 Clinical (unspecified phase)
0.6976 Remote Similarity NPD7948 Phase 1
0.6974 Remote Similarity NPD749 Clinical (unspecified phase)
0.6968 Remote Similarity NPD3259 Approved
0.6968 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6967 Remote Similarity NPD2916 Discontinued
0.6961 Remote Similarity NPD4418 Discontinued
0.6959 Remote Similarity NPD7404 Approved
0.6957 Remote Similarity NPD1740 Approved
0.6957 Remote Similarity NPD1739 Approved
0.6957 Remote Similarity NPD8248 Clinical (unspecified phase)
0.6955 Remote Similarity NPD3925 Approved
0.6952 Remote Similarity NPD7010 Phase 3
0.6948 Remote Similarity NPD6567 Clinical (unspecified phase)
0.6946 Remote Similarity NPD5505 Discontinued
0.6941 Remote Similarity NPD8356 Approved
0.6931 Remote Similarity NPD4081 Clinical (unspecified phase)
0.6931 Remote Similarity NPD5255 Approved
0.6931 Remote Similarity NPD1630 Approved
0.693 Remote Similarity NPD3257 Approved
0.6927 Remote Similarity NPD425 Approved
0.6927 Remote Similarity NPD424 Approved
0.6927 Remote Similarity NPD8479 Phase 2
0.6915 Remote Similarity NPD9364 Phase 2
0.6915 Remote Similarity NPD9363 Approved
0.6912 Remote Similarity NPD8405 Clinical (unspecified phase)
0.6905 Remote Similarity NPD4795 Phase 2
0.6905 Remote Similarity NPD944 Approved
0.6905 Remote Similarity NPD3947 Discontinued
0.6892 Remote Similarity NPD8430 Approved
0.689 Remote Similarity NPD6975 Discontinued
0.6887 Remote Similarity NPD6376 Discontinued
0.6887 Remote Similarity NPD7467 Discontinued
0.6886 Remote Similarity NPD2921 Clinical (unspecified phase)
0.6884 Remote Similarity NPD2094 Phase 2
0.6884 Remote Similarity NPD2092 Phase 2
0.6884 Remote Similarity NPD2095 Phase 2
0.6881 Remote Similarity NPD7203 Clinical (unspecified phase)
0.6878 Remote Similarity NPD820 Phase 3
0.6875 Remote Similarity NPD6389 Clinical (unspecified phase)
0.6869 Remote Similarity NPD7703 Clinical (unspecified phase)
0.6867 Remote Similarity NPD6525 Clinical (unspecified phase)
0.6866 Remote Similarity NPD4989 Phase 2
0.6863 Remote Similarity NPD6569 Phase 2
0.6862 Remote Similarity NPD2809 Approved
0.685 Remote Similarity NPD5083 Clinical (unspecified phase)
0.685 Remote Similarity NPD2091 Phase 2
0.685 Remote Similarity NPD2096 Phase 2
0.6847 Remote Similarity NPD3321 Discontinued
0.6845 Remote Similarity NPD6158 Phase 2
0.6845 Remote Similarity NPD5965 Clinical (unspecified phase)
0.6845 Remote Similarity NPD6476 Clinical (unspecified phase)
0.6844 Remote Similarity NPD3960 Clinical (unspecified phase)
0.684 Remote Similarity NPD6838 Clinical (unspecified phase)
0.6837 Remote Similarity NPD5065 Approved
0.6834 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6834 Remote Similarity NPD4203 Approved
0.6834 Remote Similarity NPD4204 Approved
0.6834 Remote Similarity NPD7414 Clinical (unspecified phase)
0.6833 Remote Similarity NPD2803 Discontinued
0.6828 Remote Similarity NPD5891 Approved
0.6825 Remote Similarity NPD2672 Discontinued
0.6821 Remote Similarity NPD485 Clinical (unspecified phase)
0.682 Remote Similarity NPD6733 Discontinued
0.682 Remote Similarity NPD5612 Discontinued
0.6818 Remote Similarity NPD1587 Approved
0.6818 Remote Similarity NPD1620 Clinical (unspecified phase)
0.6814 Remote Similarity NPD4850 Phase 1
0.6814 Remote Similarity NPD4373 Phase 2
0.681 Remote Similarity NPD5721 Clinical (unspecified phase)
0.681 Remote Similarity NPD6477 Clinical (unspecified phase)
0.681 Remote Similarity NPD2779 Approved
0.6809 Remote Similarity NPD180 Clinical (unspecified phase)
0.6806 Remote Similarity NPD2511 Approved
0.6802 Remote Similarity NPD7269 Clinical (unspecified phase)
0.6795 Remote Similarity NPD3986 Discontinued
0.6795 Remote Similarity NPD5482 Discontinued
0.6793 Remote Similarity NPD3813 Approved
0.6792 Remote Similarity NPD7001 Phase 3
0.6792 Remote Similarity NPD6732 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   20376344
ChEMBL   CHEMBL504815
ZINC  

Physicochemical Properties

Molecular Weight:  189.04
ALogP:  -0.7001
MLogP:  2.12
XLogP:  1.091
# Rotatable Bonds:  3
Polar Surface Area:  70.42
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  14

Download Data

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Biological Activities  
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