Natural Product: NPC469831

Natural Product ID:  NPC469831
Common Name:   N2-(Benzyloxycarbonyl)-L-Glutamic Acid1-(Benzyl Ester)5-[(4-Benzyloxy-Phenyl)-Hydrazide]
IUPAC Name:   benzyl (2S)-5-oxo-2-(phenylmethoxycarbonylamino)-5-[2-(4-phenylmethoxyphenyl)hydrazinyl]pentanoate
Synonyms:  
Molecular Formula:   C33H33N3O6
Standard InCHIKey:  DWZCLQMRHOJBPC-PMERELPUSA-N
Standard InCHI:  InChI=1S/C33H33N3O6/c37-31(36-35-28-16-18-29(19-17-28)40-22-25-10-4-1-5-11-25)21-20-30(32(38)41-23-26-12-6-2-7-13-26)34-33(39)42-24-27-14-8-3-9-15-27/h1-19,30,35H,20-24H2,(H,34,39)(H,36,37)/t30-/m0/s1
Canonical SMILES:  OC(=NNc1ccc(cc1)OCc1ccccc1)CC[C@@H](C(=O)OCc1ccccc1)N=C(OCc1ccccc1)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
NPO14642 Lichina pygmaea Species Lichinaceae Eukaryota PMID[20570625]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT319 Cell Line B16 Mus musculus Inhibition = 100 % 10.6019/CHEMBL1201861
NPT319 Cell Line B16 Mus musculus Inhibition = 100 % 23215460
NPT319 Cell Line B16 Mus musculus IC50 = 600 nM 18651771
NPT1083 Cell Line A-375 Homo sapiens IC50 > 50000 nM PubChem BioAssay data set
NPT1083 Cell Line A-375 Homo sapiens IC50 > 50000 nM 25163667
NPT1083 Cell Line A-375 Homo sapiens Inhibition = 4 % 18723353
NPT319 Cell Line B16 Mus musculus IC50 = 5000 nM 12880316
NPT1083 Cell Line A-375 Homo sapiens Inhibition = 19 % 12880316

  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 NPC469831 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
0.9697 High Similarity NPC469829
0.9524 High Similarity NPC469830
0.7394 Intermediate Similarity NPC91615
0.7293 Intermediate Similarity NPC314861
0.7288 Intermediate Similarity NPC56635
0.7222 Intermediate Similarity NPC311357
0.7101 Intermediate Similarity NPC122542
0.71 Intermediate Similarity NPC473460
0.7083 Intermediate Similarity NPC232872
0.7024 Intermediate Similarity NPC470392
0.7018 Intermediate Similarity NPC469828
0.6971 Remote Similarity NPC247298
0.6931 Remote Similarity NPC315631
0.6919 Remote Similarity NPC108847
0.6919 Remote Similarity NPC127362
0.6915 Remote Similarity NPC214368
0.6897 Remote Similarity NPC473422
0.6893 Remote Similarity NPC132771
0.6893 Remote Similarity NPC245974
0.6885 Remote Similarity NPC231862
0.6884 Remote Similarity NPC478049
0.6884 Remote Similarity NPC314948
0.6848 Remote Similarity NPC57105
0.6839 Remote Similarity NPC314113
0.6793 Remote Similarity NPC19023
0.6743 Remote Similarity NPC212850
0.6743 Remote Similarity NPC91953
0.6743 Remote Similarity NPC83289
0.6743 Remote Similarity NPC189724
0.6743 Remote Similarity NPC469360
0.6726 Remote Similarity NPC210950
0.6726 Remote Similarity NPC199738
0.6725 Remote Similarity NPC471953
0.6725 Remote Similarity NPC244866
0.6718 Remote Similarity NPC313886
0.6703 Remote Similarity NPC306366
0.6686 Remote Similarity NPC197921
0.6684 Remote Similarity NPC204179
0.6683 Remote Similarity NPC471561
0.6667 Remote Similarity NPC191863
0.6667 Remote Similarity NPC326966
0.6667 Remote Similarity NPC289776
0.6667 Remote Similarity NPC133470
0.6648 Remote Similarity NPC17760
0.6647 Remote Similarity NPC325651
0.663 Remote Similarity NPC212699
0.663 Remote Similarity NPC207675
0.6618 Remote Similarity NPC242728
0.6615 Remote Similarity NPC8467
0.6596 Remote Similarity NPC254700
0.6585 Remote Similarity NPC472330
0.6585 Remote Similarity NPC472329
0.658 Remote Similarity NPC474902
0.6579 Remote Similarity NPC477888
0.6556 Remote Similarity NPC259678
0.6548 Remote Similarity NPC315542
0.6548 Remote Similarity NPC477391
0.6541 Remote Similarity NPC10875
0.6541 Remote Similarity NPC187028
0.6541 Remote Similarity NPC305700
0.6541 Remote Similarity NPC197741
0.6541 Remote Similarity NPC10730
0.6541 Remote Similarity NPC140915
0.6541 Remote Similarity NPC18249
0.6541 Remote Similarity NPC10221
0.6509 Remote Similarity NPC4974
0.6497 Remote Similarity NPC318028
0.6497 Remote Similarity NPC282087
0.6497 Remote Similarity NPC317741
0.6497 Remote Similarity NPC318984
0.6497 Remote Similarity NPC259800
0.6497 Remote Similarity NPC241086
0.6497 Remote Similarity NPC328137
0.6495 Remote Similarity NPC9475
0.6488 Remote Similarity NPC471315
0.6488 Remote Similarity NPC471314
0.6477 Remote Similarity NPC473402
0.6473 Remote Similarity NPC474077
0.6468 Remote Similarity NPC473378
0.6468 Remote Similarity NPC475411
0.6468 Remote Similarity NPC473407
0.6465 Remote Similarity NPC138083
0.6464 Remote Similarity NPC473769
0.6464 Remote Similarity NPC313414
0.6462 Remote Similarity NPC194671
0.6462 Remote Similarity NPC269750
0.6462 Remote Similarity NPC45037
0.6462 Remote Similarity NPC471532
0.6458 Remote Similarity NPC83241
0.6458 Remote Similarity NPC230611
0.6452 Remote Similarity NPC112766
0.6452 Remote Similarity NPC315257
0.6441 Remote Similarity NPC471316
0.6437 Remote Similarity NPC274732
0.6422 Remote Similarity NPC149962
0.642 Remote Similarity NPC6570
0.6418 Remote Similarity NPC174122
0.6418 Remote Similarity NPC474059
0.6418 Remote Similarity NPC64140
0.6417 Remote Similarity NPC319320
0.6417 Remote Similarity NPC287757
0.6417 Remote Similarity NPC70549
0.6413 Remote Similarity NPC182119
0.6409 Remote Similarity NPC136951
0.6409 Remote Similarity NPC97004
0.6409 Remote Similarity NPC161155
0.6407 Remote Similarity NPC160120
0.6407 Remote Similarity NPC17388
0.6407 Remote Similarity NPC289330
0.6407 Remote Similarity NPC471308
0.6407 Remote Similarity NPC53596
0.6404 Remote Similarity NPC203972
0.6404 Remote Similarity NPC326860
0.6404 Remote Similarity NPC197239
0.64 Remote Similarity NPC105541
0.6392 Remote Similarity NPC155506
0.6392 Remote Similarity NPC95412
0.6392 Remote Similarity NPC158277
0.6392 Remote Similarity NPC164608
0.6392 Remote Similarity NPC159767
0.639 Remote Similarity NPC144314
0.6386 Remote Similarity NPC28510
0.6385 Remote Similarity NPC326333
0.638 Remote Similarity NPC264782
0.6379 Remote Similarity NPC313466
0.6374 Remote Similarity NPC97282
0.6373 Remote Similarity NPC310894
0.6368 Remote Similarity NPC472923
0.6368 Remote Similarity NPC234069
0.6359 Remote Similarity NPC50548
0.6354 Remote Similarity NPC178466
0.6354 Remote Similarity NPC63628
0.6353 Remote Similarity NPC211218
0.6343 Remote Similarity NPC208022
0.634 Remote Similarity NPC306804
0.634 Remote Similarity NPC273755
0.6339 Remote Similarity NPC254798
0.6337 Remote Similarity NPC283207
0.6335 Remote Similarity NPC50380
0.6335 Remote Similarity NPC179250
0.6335 Remote Similarity NPC70172
0.6332 Remote Similarity NPC477392
0.6332 Remote Similarity NPC315934
0.6332 Remote Similarity NPC294951
0.6329 Remote Similarity NPC123859
0.6326 Remote Similarity NPC326027
0.6324 Remote Similarity NPC314083
0.6324 Remote Similarity NPC114659
0.6324 Remote Similarity NPC139699
0.6322 Remote Similarity NPC473987
0.6321 Remote Similarity NPC269383
0.6321 Remote Similarity NPC151030
0.6316 Remote Similarity NPC95733
0.6316 Remote Similarity NPC62101
0.6313 Remote Similarity NPC288305
0.6313 Remote Similarity NPC314025
0.631 Remote Similarity NPC263835
0.6308 Remote Similarity NPC279871
0.6307 Remote Similarity NPC297584
0.6302 Remote Similarity NPC107938
0.6302 Remote Similarity NPC294516
0.6302 Remote Similarity NPC473502
0.6301 Remote Similarity NPC296712
0.6301 Remote Similarity NPC274268
0.63 Remote Similarity NPC235194
0.6296 Remote Similarity NPC314817
0.6296 Remote Similarity NPC316297
0.6296 Remote Similarity NPC66191
0.6296 Remote Similarity NPC103250
0.6294 Remote Similarity NPC476278
0.6286 Remote Similarity NPC45191
0.6284 Remote Similarity NPC9373
0.6283 Remote Similarity NPC292143
0.6283 Remote Similarity NPC139506
0.6281 Remote Similarity NPC314656
0.6281 Remote Similarity NPC314213
0.6279 Remote Similarity NPC29477
0.6267 Remote Similarity NPC471531
0.6263 Remote Similarity NPC32064
0.6257 Remote Similarity NPC315632
0.6256 Remote Similarity NPC248670
0.625 Remote Similarity NPC315913
0.625 Remote Similarity NPC313375
0.625 Remote Similarity NPC256369
0.625 Remote Similarity NPC314725
0.6244 Remote Similarity NPC474919
0.6237 Remote Similarity NPC471568
0.6237 Remote Similarity NPC46009
0.6237 Remote Similarity NPC196091
0.6237 Remote Similarity NPC473693
0.6237 Remote Similarity NPC90984
0.6235 Remote Similarity NPC27581
0.6233 Remote Similarity NPC26928
0.623 Remote Similarity NPC199737
0.6225 Remote Similarity NPC248822
0.6224 Remote Similarity NPC471165
0.6219 Remote Similarity NPC299806
0.6218 Remote Similarity NPC328649
0.6216 Remote Similarity NPC277857
0.6216 Remote Similarity NPC324081

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469831 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
0.7622 Intermediate Similarity NPD6045 Phase 3
0.7448 Intermediate Similarity NPD8249 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD7596 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD3965 Phase 1
0.7204 Intermediate Similarity NPD5334 Clinical (unspecified phase)
0.7175 Intermediate Similarity NPD5811 Approved
0.7135 Intermediate Similarity NPD3952 Approved
0.7135 Intermediate Similarity NPD3953 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD3951 Phase 3
0.7105 Intermediate Similarity NPD7546 Discontinued
0.7095 Intermediate Similarity NPD2366 Approved
0.7062 Intermediate Similarity NPD5871 Discontinued
0.7047 Intermediate Similarity NPD5558 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD7083 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD7477 Discontinued
0.7022 Intermediate Similarity NPD4003 Phase 3
0.6989 Remote Similarity NPD2114 Discontinued
0.6982 Remote Similarity NPD1393 Approved
0.6973 Remote Similarity NPD2247 Approved
0.6973 Remote Similarity NPD2249 Approved
0.6968 Remote Similarity NPD3909 Discontinued
0.695 Remote Similarity NPD6519 Phase 2
0.6947 Remote Similarity NPD6211 Clinical (unspecified phase)
0.6943 Remote Similarity NPD3154 Approved
0.6943 Remote Similarity NPD3153 Approved
0.6919 Remote Similarity NPD7880 Clinical (unspecified phase)
0.691 Remote Similarity NPD4186 Clinical (unspecified phase)
0.6906 Remote Similarity NPD3778 Approved
0.6895 Remote Similarity NPD5557 Phase 1
0.6882 Remote Similarity NPD756 Suspended
0.6872 Remote Similarity NPD3627 Approved
0.6869 Remote Similarity NPD7256 Discontinued
0.686 Remote Similarity NPD5416 Discontinued
0.6856 Remote Similarity NPD6967 Phase 2
0.6851 Remote Similarity NPD3296 Phase 1
0.6848 Remote Similarity NPD7773 Phase 2
0.6845 Remote Similarity NPD4606 Clinical (unspecified phase)
0.6845 Remote Similarity NPD7608 Discontinued
0.6837 Remote Similarity NPD2843 Phase 2
0.6837 Remote Similarity NPD2845 Phase 2
0.6832 Remote Similarity NPD7476 Discontinued
0.6823 Remote Similarity NPD5192 Clinical (unspecified phase)
0.6816 Remote Similarity NPD6874 Approved
0.6793 Remote Similarity NPD3557 Approved
0.6793 Remote Similarity NPD3560 Approved
0.6793 Remote Similarity NPD3558 Approved
0.6793 Remote Similarity NPD3559 Clinical (unspecified phase)
0.6793 Remote Similarity NPD3556 Approved
0.6786 Remote Similarity NPD1898 Discontinued
0.6778 Remote Similarity NPD8330 Clinical (unspecified phase)
0.6776 Remote Similarity NPD3812 Clinical (unspecified phase)
0.6771 Remote Similarity NPD6184 Discontinued
0.6762 Remote Similarity NPD7538 Clinical (unspecified phase)
0.6735 Remote Similarity NPD6793 Clinical (unspecified phase)
0.672 Remote Similarity NPD2216 Approved
0.672 Remote Similarity NPD8005 Clinical (unspecified phase)
0.672 Remote Similarity NPD3453 Discontinued
0.672 Remote Similarity NPD2215 Approved
0.6716 Remote Similarity NPD6034 Phase 2
0.6702 Remote Similarity NPD3511 Discontinued
0.6686 Remote Similarity NPD1422 Approved
0.6667 Remote Similarity NPD6502 Phase 2
0.6667 Remote Similarity NPD2458 Approved
0.6667 Remote Similarity NPD2460 Phase 3
0.6667 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2459 Approved
0.6649 Remote Similarity NPD2842 Clinical (unspecified phase)
0.6649 Remote Similarity NPD6060 Clinical (unspecified phase)
0.6649 Remote Similarity NPD7972 Discontinued
0.663 Remote Similarity NPD6390 Discontinued
0.6626 Remote Similarity NPD254 Approved
0.6618 Remote Similarity NPD6810 Clinical (unspecified phase)
0.6614 Remote Similarity NPD2681 Approved
0.6614 Remote Similarity NPD7484 Phase 3
0.6614 Remote Similarity NPD7485 Phase 3
0.6614 Remote Similarity NPD2680 Approved
0.661 Remote Similarity NPD7153 Discontinued
0.6601 Remote Similarity NPD6877 Discontinued
0.6598 Remote Similarity NPD6496 Clinical (unspecified phase)
0.6596 Remote Similarity NPD8245 Clinical (unspecified phase)
0.6593 Remote Similarity NPD7131 Phase 3
0.6587 Remote Similarity NPD6296 Discontinued
0.6585 Remote Similarity NPD7566 Clinical (unspecified phase)
0.6585 Remote Similarity NPD3416 Discontinued
0.6584 Remote Similarity NPD6550 Discontinued
0.6573 Remote Similarity NPD8015 Phase 3
0.6571 Remote Similarity NPD1536 Approved
0.657 Remote Similarity NPD7891 Discontinued
0.6569 Remote Similarity NPD7810 Phase 3
0.6569 Remote Similarity NPD7811 Phase 3
0.6567 Remote Similarity NPD5150 Phase 2
0.6564 Remote Similarity NPD3037 Phase 1
0.6561 Remote Similarity NPD6746 Phase 2
0.6557 Remote Similarity NPD950 Clinical (unspecified phase)
0.6552 Remote Similarity NPD9694 Discovery
0.6545 Remote Similarity NPD4083 Discontinued
0.6543 Remote Similarity NPD8031 Discontinued
0.6541 Remote Similarity NPD980 Clinical (unspecified phase)
0.6534 Remote Similarity NPD5788 Clinical (unspecified phase)
0.6533 Remote Similarity NPD6608 Clinical (unspecified phase)
0.6531 Remote Similarity NPD2802 Phase 3
0.6526 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6526 Remote Similarity NPD2821 Approved
0.6524 Remote Similarity NPD7318 Phase 3
0.6524 Remote Similarity NPD6063 Approved
0.6519 Remote Similarity NPD2752 Clinical (unspecified phase)
0.6518 Remote Similarity NPD7853 Phase 2
0.6512 Remote Similarity NPD7395 Discontinued
0.6512 Remote Similarity NPD3136 Phase 2
0.651 Remote Similarity NPD2248 Approved
0.651 Remote Similarity NPD2246 Approved
0.6505 Remote Similarity NPD8019 Approved
0.6505 Remote Similarity NPD6604 Discontinued
0.6502 Remote Similarity NPD5512 Phase 3
0.65 Remote Similarity NPD4258 Approved
0.65 Remote Similarity NPD7994 Phase 2
0.65 Remote Similarity NPD4259 Approved
0.6497 Remote Similarity NPD1537 Approved
0.6497 Remote Similarity NPD1538 Phase 1
0.6497 Remote Similarity NPD1519 Approved
0.6497 Remote Similarity NPD7877 Suspended
0.6495 Remote Similarity NPD7475 Clinical (unspecified phase)
0.6484 Remote Similarity NPD2874 Phase 2
0.6484 Remote Similarity NPD5348 Clinical (unspecified phase)
0.6482 Remote Similarity NPD8103 Clinical (unspecified phase)
0.6477 Remote Similarity NPD1521 Approved
0.6477 Remote Similarity NPD5605 Phase 2
0.6477 Remote Similarity NPD1520 Approved
0.6461 Remote Similarity NPD3656 Approved
0.6459 Remote Similarity NPD6905 Phase 2
0.6455 Remote Similarity NPD6533 Clinical (unspecified phase)
0.6453 Remote Similarity NPD2614 Approved
0.6452 Remote Similarity NPD7438 Suspended
0.6452 Remote Similarity NPD2541 Clinical (unspecified phase)
0.6452 Remote Similarity NPD4255 Phase 1
0.6447 Remote Similarity NPD7883 Discontinued
0.6442 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6441 Remote Similarity NPD6865 Phase 2
0.6441 Remote Similarity NPD6864 Phase 2
0.644 Remote Similarity NPD4986 Clinical (unspecified phase)
0.6438 Remote Similarity NPD7547 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5445 Approved
0.6429 Remote Similarity NPD5429 Discontinued
0.6425 Remote Similarity NPD4597 Approved
0.6425 Remote Similarity NPD6607 Clinical (unspecified phase)
0.6425 Remote Similarity NPD4598 Approved
0.6425 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6422 Remote Similarity NPD7667 Clinical (unspecified phase)
0.6418 Remote Similarity NPD7861 Discontinued
0.6417 Remote Similarity NPD5356 Approved
0.6417 Remote Similarity NPD5355 Approved
0.6417 Remote Similarity NPD7317 Phase 3
0.6416 Remote Similarity NPD5163 Phase 2
0.6412 Remote Similarity NPD196 Phase 1
0.6406 Remote Similarity NPD5847 Phase 1
0.6404 Remote Similarity NPD7450 Phase 2
0.6404 Remote Similarity NPD1522 Approved
0.6404 Remote Similarity NPD1523 Approved
0.6398 Remote Similarity NPD4154 Approved
0.6396 Remote Similarity NPD6104 Discontinued
0.6395 Remote Similarity NPD4993 Discontinued
0.6394 Remote Similarity NPD7316 Discontinued
0.6393 Remote Similarity NPD4123 Phase 3
0.6393 Remote Similarity NPD3536 Discontinued
0.6392 Remote Similarity NPD4443 Clinical (unspecified phase)
0.6391 Remote Similarity NPD5108 Clinical (unspecified phase)
0.639 Remote Similarity NPD4979 Clinical (unspecified phase)
0.639 Remote Similarity NPD5651 Approved
0.639 Remote Similarity NPD6988 Phase 1
0.639 Remote Similarity NPD5652 Approved
0.639 Remote Similarity NPD6769 Clinical (unspecified phase)
0.639 Remote Similarity NPD5650 Approved
0.6387 Remote Similarity NPD3251 Approved
0.6386 Remote Similarity NPD1924 Approved
0.6382 Remote Similarity NPD6556 Clinical (unspecified phase)
0.6381 Remote Similarity NPD7174 Clinical (unspecified phase)
0.6379 Remote Similarity NPD3056 Clinical (unspecified phase)
0.6374 Remote Similarity NPD7554 Discontinued
0.6373 Remote Similarity NPD5680 Clinical (unspecified phase)
0.6368 Remote Similarity NPD955 Approved
0.6364 Remote Similarity NPD6669 Phase 2
0.6364 Remote Similarity NPD7105 Phase 1
0.6364 Remote Similarity NPD2672 Discontinued
0.6364 Remote Similarity NPD6677 Suspended
0.6359 Remote Similarity NPD9509 Clinical (unspecified phase)
0.6358 Remote Similarity NPD6359 Clinical (unspecified phase)
0.6355 Remote Similarity NPD4740 Approved
0.6354 Remote Similarity NPD6379 Discontinued
0.6354 Remote Similarity NPD6457 Approved
0.6354 Remote Similarity NPD1662 Clinical (unspecified phase)
0.6351 Remote Similarity NPD7222 Phase 2
0.635 Remote Similarity NPD6340 Approved
0.635 Remote Similarity NPD6339 Approved
0.6349 Remote Similarity NPD1012 Discontinued
0.6348 Remote Similarity NPD6867 Clinical (unspecified phase)
0.6348 Remote Similarity NPD6866 Clinical (unspecified phase)
0.6348 Remote Similarity NPD822 Approved
0.6345 Remote Similarity NPD5553 Clinical (unspecified phase)
0.6344 Remote Similarity NPD6523 Clinical (unspecified phase)
0.6343 Remote Similarity NPD6147 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   49863077
ChEMBL   CHEMBL1210430
ZINC  

Physicochemical Properties

Molecular Weight:  567.24
ALogP:  -0.6535
MLogP:  4.1
XLogP:  11.434
# Rotatable Bonds:  18
Polar Surface Area:  121.97
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  42

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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