Natural Product: NPC471541

Natural Product ID:  NPC471541
Common Name:   Rac-1,4-P-Dibromobenzoylcordiaquinol I
IUPAC Name:   [4-(4-bromobenzoyl)oxy-5,8a-dimethyl-6,10-dioxo-8,9-dihydro-7H-anthracen-1-yl] 4-bromobenzoate
Synonyms:  
Molecular Formula:   C30H22Br2O6
Standard InCHIKey:  WKUGSQLFSYNRNN-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C30H22Br2O6/c1-16-22(33)13-14-30(2)15-21-23(37-28(35)17-3-7-19(31)8-4-17)11-12-24(25(21)27(34)26(16)30)38-29(36)18-5-9-20(32)10-6-18/h3-12H,13-15H2,1-2H3
Canonical SMILES:  Brc1ccc(cc1)C(=O)Oc1ccc(c2c1C(=O)C1=C(C)C(=O)CCC1(C2)C)OC(=O)c1ccc(cc1)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
NPO6865 Cordia fragrantissima Species Cordiaceae Eukaryota Myanmar PMID[18088097]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1229 Cell Line Huh-7 Homo sapiens IC50 > 100 ug/ml 18955526
NPT841 Organism Leishmania major Leishmania major IC50 = 23.5 ug/ml 16643040

  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 NPC471541 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
0.8675 High Similarity NPC476191
0.8667 High Similarity NPC471542
0.811 Intermediate Similarity NPC3898
0.8012 Intermediate Similarity NPC67197
0.7963 Intermediate Similarity NPC474107
0.7952 Intermediate Similarity NPC469507
0.7947 Intermediate Similarity NPC196034
0.7824 Intermediate Similarity NPC472206
0.7778 Intermediate Similarity NPC473951
0.7763 Intermediate Similarity NPC45537
0.7763 Intermediate Similarity NPC298884
0.775 Intermediate Similarity NPC149780
0.7738 Intermediate Similarity NPC474777
0.773 Intermediate Similarity NPC301949
0.773 Intermediate Similarity NPC60389
0.773 Intermediate Similarity NPC211565
0.7716 Intermediate Similarity NPC274085
0.7716 Intermediate Similarity NPC89664
0.7707 Intermediate Similarity NPC281513
0.7707 Intermediate Similarity NPC22222
0.7688 Intermediate Similarity NPC30027
0.7673 Intermediate Similarity NPC265335
0.7669 Intermediate Similarity NPC47152
0.7662 Intermediate Similarity NPC57552
0.7654 Intermediate Similarity NPC476473
0.7654 Intermediate Similarity NPC472840
0.7651 Intermediate Similarity NPC474660
0.7651 Intermediate Similarity NPC473466
0.7643 Intermediate Similarity NPC1249
0.764 Intermediate Similarity NPC124365
0.7636 Intermediate Similarity NPC95526
0.7628 Intermediate Similarity NPC474340
0.7625 Intermediate Similarity NPC79372
0.7619 Intermediate Similarity NPC477691
0.761 Intermediate Similarity NPC301341
0.7607 Intermediate Similarity NPC306816
0.7593 Intermediate Similarity NPC474300
0.7593 Intermediate Similarity NPC69755
0.759 Intermediate Similarity NPC472298
0.758 Intermediate Similarity NPC470406
0.7564 Intermediate Similarity NPC141549
0.756 Intermediate Similarity NPC477690
0.755 Intermediate Similarity NPC476332
0.755 Intermediate Similarity NPC473464
0.7546 Intermediate Similarity NPC53016
0.7545 Intermediate Similarity NPC144010
0.7516 Intermediate Similarity NPC224657
0.7515 Intermediate Similarity NPC147250
0.7514 Intermediate Similarity NPC108767
0.7514 Intermediate Similarity NPC478002
0.75 Intermediate Similarity NPC278787
0.75 Intermediate Similarity NPC284184
0.75 Intermediate Similarity NPC7569
0.75 Intermediate Similarity NPC182646
0.75 Intermediate Similarity NPC290038
0.7485 Intermediate Similarity NPC70764
0.7485 Intermediate Similarity NPC24075
0.7484 Intermediate Similarity NPC298900
0.747 Intermediate Similarity NPC478018
0.7468 Intermediate Similarity NPC128321
0.7456 Intermediate Similarity NPC44606
0.7456 Intermediate Similarity NPC281272
0.7456 Intermediate Similarity NPC24232
0.7452 Intermediate Similarity NPC477412
0.7451 Intermediate Similarity NPC56332
0.7443 Intermediate Similarity NPC76647
0.7439 Intermediate Similarity NPC474599
0.7438 Intermediate Similarity NPC232996
0.7438 Intermediate Similarity NPC141934
0.7438 Intermediate Similarity NPC474610
0.7427 Intermediate Similarity NPC146211
0.7425 Intermediate Similarity NPC475848
0.7425 Intermediate Similarity NPC474306
0.7421 Intermediate Similarity NPC27394
0.7419 Intermediate Similarity NPC471530
0.7412 Intermediate Similarity NPC474622
0.7412 Intermediate Similarity NPC474621
0.741 Intermediate Similarity NPC473927
0.741 Intermediate Similarity NPC300540
0.7407 Intermediate Similarity NPC29771
0.7407 Intermediate Similarity NPC299405
0.7407 Intermediate Similarity NPC476477
0.7407 Intermediate Similarity NPC256463
0.7407 Intermediate Similarity NPC471602
0.7407 Intermediate Similarity NPC1268
0.7407 Intermediate Similarity NPC111422
0.7407 Intermediate Similarity NPC223336
0.7407 Intermediate Similarity NPC216312
0.7407 Intermediate Similarity NPC306835
0.7405 Intermediate Similarity NPC118253
0.7396 Intermediate Similarity NPC48671
0.7396 Intermediate Similarity NPC39819
0.7394 Intermediate Similarity NPC308006
0.7391 Intermediate Similarity NPC186647
0.7391 Intermediate Similarity NPC245923
0.7381 Intermediate Similarity NPC474305
0.7378 Intermediate Similarity NPC329493
0.7368 Intermediate Similarity NPC66029
0.7365 Intermediate Similarity NPC119767
0.7362 Intermediate Similarity NPC225243
0.7362 Intermediate Similarity NPC32749
0.7362 Intermediate Similarity NPC37992
0.7362 Intermediate Similarity NPC147542
0.7362 Intermediate Similarity NPC42262
0.7362 Intermediate Similarity NPC327916
0.7362 Intermediate Similarity NPC473499
0.7362 Intermediate Similarity NPC220496
0.7362 Intermediate Similarity NPC241349
0.736 Intermediate Similarity NPC19273
0.736 Intermediate Similarity NPC17884
0.7353 Intermediate Similarity NPC474533
0.7353 Intermediate Similarity NPC27615
0.7353 Intermediate Similarity NPC474534
0.7349 Intermediate Similarity NPC233763
0.7349 Intermediate Similarity NPC97662
0.7348 Intermediate Similarity NPC478000
0.7345 Intermediate Similarity NPC470566
0.7345 Intermediate Similarity NPC234331
0.7345 Intermediate Similarity NPC473945
0.7342 Intermediate Similarity NPC164295
0.7342 Intermediate Similarity NPC205360
0.7342 Intermediate Similarity NPC239134
0.7342 Intermediate Similarity NPC301717
0.7341 Intermediate Similarity NPC477692
0.7338 Intermediate Similarity NPC470163
0.7338 Intermediate Similarity NPC470162
0.7338 Intermediate Similarity NPC107846
0.7337 Intermediate Similarity NPC227122
0.7337 Intermediate Similarity NPC475890
0.7333 Intermediate Similarity NPC186800
0.7333 Intermediate Similarity NPC470667
0.7333 Intermediate Similarity NPC316691
0.733 Intermediate Similarity NPC178281
0.733 Intermediate Similarity NPC280893
0.733 Intermediate Similarity NPC71390
0.7329 Intermediate Similarity NPC21797
0.7329 Intermediate Similarity NPC472308
0.7329 Intermediate Similarity NPC265515
0.7329 Intermediate Similarity NPC307401
0.7329 Intermediate Similarity NPC474813
0.7329 Intermediate Similarity NPC194847
0.7329 Intermediate Similarity NPC155211
0.7326 Intermediate Similarity NPC474983
0.7322 Intermediate Similarity NPC478001
0.7321 Intermediate Similarity NPC472839
0.7318 Intermediate Similarity NPC477836
0.7317 Intermediate Similarity NPC257003
0.7317 Intermediate Similarity NPC471444
0.7314 Intermediate Similarity NPC473022
0.731 Intermediate Similarity NPC186507
0.731 Intermediate Similarity NPC135522
0.731 Intermediate Similarity NPC178964
0.731 Intermediate Similarity NPC95842
0.731 Intermediate Similarity NPC280530
0.7308 Intermediate Similarity NPC428300
0.7305 Intermediate Similarity NPC281398
0.7303 Intermediate Similarity NPC470567
0.7303 Intermediate Similarity NPC99613
0.7303 Intermediate Similarity NPC49487
0.7301 Intermediate Similarity NPC470407
0.7301 Intermediate Similarity NPC477408
0.7299 Intermediate Similarity NPC185617
0.7296 Intermediate Similarity NPC183103
0.7294 Intermediate Similarity NPC198615
0.7294 Intermediate Similarity NPC474663
0.7293 Intermediate Similarity NPC102053
0.7289 Intermediate Similarity NPC471600
0.7289 Intermediate Similarity NPC169942
0.7288 Intermediate Similarity NPC29160
0.7288 Intermediate Similarity NPC251336
0.7285 Intermediate Similarity NPC35744
0.7285 Intermediate Similarity NPC54243
0.7284 Intermediate Similarity NPC477534
0.7283 Intermediate Similarity NPC317580
0.7278 Intermediate Similarity NPC300983
0.7273 Intermediate Similarity NPC477689
0.7267 Intermediate Similarity NPC318270
0.7267 Intermediate Similarity NPC55662
0.7267 Intermediate Similarity NPC166054
0.7263 Intermediate Similarity NPC313304
0.7262 Intermediate Similarity NPC478163
0.7262 Intermediate Similarity NPC12305
0.7261 Intermediate Similarity NPC176590
0.7257 Intermediate Similarity NPC24761
0.7257 Intermediate Similarity NPC18380
0.7257 Intermediate Similarity NPC472261
0.7251 Intermediate Similarity NPC10429
0.725 Intermediate Similarity NPC477536
0.7247 Intermediate Similarity NPC472660
0.7246 Intermediate Similarity NPC49282
0.7246 Intermediate Similarity NPC478019
0.7244 Intermediate Similarity NPC96915
0.7244 Intermediate Similarity NPC177925
0.7244 Intermediate Similarity NPC306765
0.7244 Intermediate Similarity NPC474264
0.7241 Intermediate Similarity NPC472299
0.7241 Intermediate Similarity NPC326084
0.7241 Intermediate Similarity NPC287458
0.7241 Intermediate Similarity NPC177650
0.7241 Intermediate Similarity NPC186113

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471541 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
0.8013 Intermediate Similarity NPD2346 Discontinued
0.7805 Intermediate Similarity NPD3226 Approved
0.7613 Intermediate Similarity NPD2313 Discontinued
0.7547 Intermediate Similarity NPD2799 Discontinued
0.7531 Intermediate Similarity NPD7003 Approved
0.7515 Intermediate Similarity NPD6273 Approved
0.7471 Intermediate Similarity NPD4288 Approved
0.7391 Intermediate Similarity NPD2935 Discontinued
0.7372 Intermediate Similarity NPD6832 Phase 2
0.7358 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD8032 Phase 2
0.7329 Intermediate Similarity NPD3748 Approved
0.7283 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD2296 Approved
0.7255 Intermediate Similarity NPD1611 Approved
0.7244 Intermediate Similarity NPD2798 Approved
0.7209 Intermediate Similarity NPD7819 Suspended
0.7198 Intermediate Similarity NPD8312 Approved
0.7198 Intermediate Similarity NPD8313 Approved
0.7189 Intermediate Similarity NPD4287 Approved
0.7188 Intermediate Similarity NPD4307 Phase 2
0.7143 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD1471 Phase 3
0.7111 Intermediate Similarity NPD5844 Phase 1
0.7108 Intermediate Similarity NPD3750 Approved
0.7086 Intermediate Similarity NPD3749 Approved
0.7076 Intermediate Similarity NPD7458 Discontinued
0.707 Intermediate Similarity NPD3266 Approved
0.707 Intermediate Similarity NPD3267 Approved
0.707 Intermediate Similarity NPD1203 Approved
0.7069 Intermediate Similarity NPD5402 Approved
0.7062 Intermediate Similarity NPD6959 Discontinued
0.7048 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD447 Suspended
0.703 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD7768 Phase 2
0.7012 Intermediate Similarity NPD4308 Phase 3
0.7006 Intermediate Similarity NPD5494 Approved
0.6994 Remote Similarity NPD7411 Suspended
0.6987 Remote Similarity NPD9717 Approved
0.697 Remote Similarity NPD5404 Approved
0.697 Remote Similarity NPD5406 Approved
0.697 Remote Similarity NPD5408 Approved
0.697 Remote Similarity NPD5405 Approved
0.6962 Remote Similarity NPD2797 Approved
0.6962 Remote Similarity NPD1470 Approved
0.6957 Remote Similarity NPD3268 Approved
0.6957 Remote Similarity NPD411 Approved
0.6954 Remote Similarity NPD6844 Discontinued
0.6944 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6936 Remote Similarity NPD6599 Discontinued
0.6933 Remote Similarity NPD1933 Approved
0.6931 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6928 Remote Similarity NPD2344 Approved
0.6927 Remote Similarity NPD6232 Discontinued
0.6918 Remote Similarity NPD1019 Discontinued
0.6906 Remote Similarity NPD7473 Discontinued
0.6905 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6879 Remote Similarity NPD3972 Approved
0.6871 Remote Similarity NPD2979 Phase 3
0.6868 Remote Similarity NPD7177 Discontinued
0.6867 Remote Similarity NPD2796 Approved
0.686 Remote Similarity NPD5586 Clinical (unspecified phase)
0.6842 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6842 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6839 Remote Similarity NPD5585 Approved
0.6815 Remote Similarity NPD1281 Approved
0.6815 Remote Similarity NPD1201 Approved
0.681 Remote Similarity NPD4870 Approved
0.6805 Remote Similarity NPD4628 Phase 3
0.6805 Remote Similarity NPD8166 Discontinued
0.6795 Remote Similarity NPD17 Approved
0.678 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6778 Remote Similarity NPD8127 Discontinued
0.6765 Remote Similarity NPD2309 Approved
0.6763 Remote Similarity NPD920 Approved
0.6752 Remote Similarity NPD3496 Discontinued
0.6748 Remote Similarity NPD3764 Approved
0.6746 Remote Similarity NPD1243 Approved
0.6744 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6743 Remote Similarity NPD6585 Discontinued
0.6731 Remote Similarity NPD5691 Approved
0.6731 Remote Similarity NPD1651 Approved
0.6723 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6723 Remote Similarity NPD2801 Approved
0.6711 Remote Similarity NPD5535 Approved
0.6705 Remote Similarity NPD5889 Approved
0.6705 Remote Similarity NPD5890 Approved
0.6687 Remote Similarity NPD1283 Approved
0.6687 Remote Similarity NPD1876 Approved
0.6687 Remote Similarity NPD7095 Approved
0.6686 Remote Similarity NPD6799 Approved
0.6686 Remote Similarity NPD7390 Discontinued
0.6685 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6685 Remote Similarity NPD3817 Phase 2
0.6667 Remote Similarity NPD1608 Approved
0.6667 Remote Similarity NPD5403 Approved
0.6667 Remote Similarity NPD4140 Approved
0.6667 Remote Similarity NPD1551 Phase 2
0.6648 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6647 Remote Similarity NPD5401 Approved
0.6647 Remote Similarity NPD642 Clinical (unspecified phase)
0.6647 Remote Similarity NPD2534 Approved
0.6647 Remote Similarity NPD2532 Approved
0.6647 Remote Similarity NPD2533 Approved
0.6646 Remote Similarity NPD6798 Discontinued
0.6646 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6633 Remote Similarity NPD8285 Discontinued
0.6632 Remote Similarity NPD8434 Phase 2
0.6632 Remote Similarity NPD8150 Discontinued
0.6629 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6627 Remote Similarity NPD4618 Approved
0.6627 Remote Similarity NPD4622 Approved
0.6625 Remote Similarity NPD4359 Approved
0.6611 Remote Similarity NPD7075 Discontinued
0.6606 Remote Similarity NPD6233 Phase 2
0.6603 Remote Similarity NPD7644 Approved
0.6595 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6588 Remote Similarity NPD970 Clinical (unspecified phase)
0.6585 Remote Similarity NPD7008 Discontinued
0.6583 Remote Similarity NPD7435 Discontinued
0.6582 Remote Similarity NPD4626 Approved
0.6582 Remote Similarity NPD3412 Clinical (unspecified phase)
0.658 Remote Similarity NPD3269 Clinical (unspecified phase)
0.6576 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6576 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6576 Remote Similarity NPD6166 Phase 2
0.6573 Remote Similarity NPD6801 Discontinued
0.6568 Remote Similarity NPD2531 Phase 2
0.6568 Remote Similarity NPD4476 Approved
0.6568 Remote Similarity NPD2438 Suspended
0.6568 Remote Similarity NPD4477 Approved
0.6558 Remote Similarity NPD1241 Discontinued
0.6557 Remote Similarity NPD6808 Phase 2
0.6552 Remote Similarity NPD7446 Clinical (unspecified phase)
0.655 Remote Similarity NPD2800 Approved
0.6548 Remote Similarity NPD5688 Approved
0.6548 Remote Similarity NPD5689 Approved
0.6543 Remote Similarity NPD6559 Discontinued
0.6538 Remote Similarity NPD405 Clinical (unspecified phase)
0.6536 Remote Similarity NPD1465 Phase 2
0.6532 Remote Similarity NPD643 Clinical (unspecified phase)
0.6529 Remote Similarity NPD6800 Clinical (unspecified phase)
0.6519 Remote Similarity NPD8005 Clinical (unspecified phase)
0.6515 Remote Similarity NPD6777 Approved
0.6515 Remote Similarity NPD6778 Approved
0.6515 Remote Similarity NPD6779 Approved
0.6515 Remote Similarity NPD6781 Approved
0.6515 Remote Similarity NPD6776 Approved
0.6515 Remote Similarity NPD6780 Approved
0.6515 Remote Similarity NPD6782 Approved
0.6509 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6505 Remote Similarity NPD3751 Discontinued
0.6495 Remote Similarity NPD4302 Clinical (unspecified phase)
0.6494 Remote Similarity NPD1511 Approved
0.6491 Remote Similarity NPD2897 Discontinued
0.6491 Remote Similarity NPD1549 Phase 2
0.6489 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6485 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6484 Remote Similarity NPD919 Approved
0.6481 Remote Similarity NPD3225 Approved
0.648 Remote Similarity NPD6280 Approved
0.648 Remote Similarity NPD6279 Approved
0.648 Remote Similarity NPD1934 Approved
0.6478 Remote Similarity NPD1778 Approved
0.6478 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6477 Remote Similarity NPD7427 Discontinued
0.6477 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6474 Remote Similarity NPD3295 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6099 Approved
0.6471 Remote Similarity NPD6100 Approved
0.6468 Remote Similarity NPD7871 Phase 2
0.6468 Remote Similarity NPD7870 Phase 2
0.6467 Remote Similarity NPD4060 Phase 1
0.6467 Remote Similarity NPD3787 Discontinued
0.6461 Remote Similarity NPD4380 Phase 2
0.646 Remote Similarity NPD1481 Phase 2
0.6457 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6455 Remote Similarity NPD1298 Discontinued
0.645 Remote Similarity NPD7097 Phase 1
0.645 Remote Similarity NPD6823 Phase 2
0.6446 Remote Similarity NPD7985 Registered
0.6444 Remote Similarity NPD8455 Phase 2
0.6441 Remote Similarity NPD2370 Clinical (unspecified phase)
0.6439 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6439 Remote Similarity NPD7783 Phase 2
0.6437 Remote Similarity NPD7440 Discontinued
0.6437 Remote Similarity NPD3300 Phase 2
0.6436 Remote Similarity NPD5441 Clinical (unspecified phase)
0.6433 Remote Similarity NPD2353 Approved
0.6433 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6433 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6433 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6432 Remote Similarity NPD3926 Phase 2
0.6429 Remote Similarity NPD6355 Discontinued
0.6429 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6429 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7539 Clinical (unspecified phase)
0.6421 Remote Similarity NPD4338 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   24770030
ChEMBL   CHEMBL255868
ZINC  

Physicochemical Properties

Molecular Weight:  635.98
ALogP:  2.612
MLogP:  3.88
XLogP:  7.158
# Rotatable Bonds:  10
Polar Surface Area:  86.74
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  38

Download Data

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Biological Activities  
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