Natural Product: NPC203426

Natural Product ID:  NPC203426
Common Name:   Gymnochrome F
IUPAC Name:  
Synonyms:   Gymnochrome F
Molecular Formula:   C38H28Br4O10
Standard InCHIKey:  VXMCGKZBNQKQJM-NXEZZACHSA-N
Standard InCHI:  InChI=1S/C38H28Br4O10/c1-3-5-9(43)7-11-13-14-12(8-10(44)6-4-2)28(40)36(50)24-16(14)18-17-15(13)23(35(49)27(11)39)31(45)25-19(17)21(33(47)29(41)37(25)51)22-20(18)26(32(24)46)38(52)30(42)34(22)48/h9-10,43-44,47-52H,3-8H2,1-2H3/t9-,10-/m1/s1
Canonical SMILES:  CCC[C@H](Cc1c(Br)c(O)c2c3c1c1c(C[C@@H](CCC)O)c(Br)c(c4c1c1c3c3c(C2=O)c(O)c(c(c3c2c1c(C4=O)c(O)c(c2O)Br)O)Br)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
NPO13709 Holopus rangii Species Holopodidae Eukaryota PMID[20158243]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 12.5 ug/ml 23944963
NPT57 Individual Protein Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens IC50 = 3300 nM 23398362
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 12.5 ug/ml 9834160

  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 NPC203426 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
0.9625 High Similarity NPC24435
0.8333 Intermediate Similarity NPC477221
0.8323 Intermediate Similarity NPC290194
0.8198 Intermediate Similarity NPC470567
0.814 Intermediate Similarity NPC470566
0.8137 Intermediate Similarity NPC227841
0.7988 Intermediate Similarity NPC37709
0.7963 Intermediate Similarity NPC293545
0.7963 Intermediate Similarity NPC174905
0.7853 Intermediate Similarity NPC451542
0.7853 Intermediate Similarity NPC313047
0.7853 Intermediate Similarity NPC295712
0.7853 Intermediate Similarity NPC474203
0.7853 Intermediate Similarity NPC296752
0.7791 Intermediate Similarity NPC474961
0.7758 Intermediate Similarity NPC12402
0.7714 Intermediate Similarity NPC469664
0.7697 Intermediate Similarity NPC10764
0.7688 Intermediate Similarity NPC472052
0.7688 Intermediate Similarity NPC470342
0.7688 Intermediate Similarity NPC472060
0.7683 Intermediate Similarity NPC135524
0.7683 Intermediate Similarity NPC85310
0.7622 Intermediate Similarity NPC305845
0.7622 Intermediate Similarity NPC246638
0.7622 Intermediate Similarity NPC204045
0.7605 Intermediate Similarity NPC110882
0.7605 Intermediate Similarity NPC85393
0.7605 Intermediate Similarity NPC271944
0.76 Intermediate Similarity NPC15374
0.759 Intermediate Similarity NPC244691
0.759 Intermediate Similarity NPC471906
0.7588 Intermediate Similarity NPC35
0.7576 Intermediate Similarity NPC19631
0.7576 Intermediate Similarity NPC239136
0.7543 Intermediate Similarity NPC273467
0.7543 Intermediate Similarity NPC189552
0.7531 Intermediate Similarity NPC191976
0.753 Intermediate Similarity NPC471682
0.7529 Intermediate Similarity NPC324736
0.7528 Intermediate Similarity NPC470341
0.7528 Intermediate Similarity NPC472058
0.7528 Intermediate Similarity NPC234497
0.7528 Intermediate Similarity NPC105414
0.7528 Intermediate Similarity NPC324522
0.7514 Intermediate Similarity NPC477991
0.7514 Intermediate Similarity NPC477992
0.75 Intermediate Similarity NPC477836
0.75 Intermediate Similarity NPC190457
0.75 Intermediate Similarity NPC472211
0.7486 Intermediate Similarity NPC186325
0.7486 Intermediate Similarity NPC312993
0.7485 Intermediate Similarity NPC474110
0.7485 Intermediate Similarity NPC84426
0.7485 Intermediate Similarity NPC44960
0.7472 Intermediate Similarity NPC477835
0.747 Intermediate Similarity NPC257644
0.747 Intermediate Similarity NPC469520
0.7458 Intermediate Similarity NPC471687
0.7453 Intermediate Similarity NPC267205
0.7443 Intermediate Similarity NPC18380
0.744 Intermediate Similarity NPC471683
0.744 Intermediate Similarity NPC34482
0.7429 Intermediate Similarity NPC177650
0.7427 Intermediate Similarity NPC477914
0.7401 Intermediate Similarity NPC315772
0.7396 Intermediate Similarity NPC143685
0.7396 Intermediate Similarity NPC470570
0.7394 Intermediate Similarity NPC242994
0.7394 Intermediate Similarity NPC138099
0.7386 Intermediate Similarity NPC292863
0.7386 Intermediate Similarity NPC184326
0.7381 Intermediate Similarity NPC160839
0.7381 Intermediate Similarity NPC48762
0.7378 Intermediate Similarity NPC471905
0.7374 Intermediate Similarity NPC293312
0.7365 Intermediate Similarity NPC137649
0.736 Intermediate Similarity NPC290160
0.7356 Intermediate Similarity NPC66508
0.7356 Intermediate Similarity NPC266469
0.7356 Intermediate Similarity NPC226656
0.7349 Intermediate Similarity NPC181560
0.7349 Intermediate Similarity NPC169452
0.7346 Intermediate Similarity NPC314048
0.7345 Intermediate Similarity NPC472261
0.7345 Intermediate Similarity NPC137232
0.7342 Intermediate Similarity NPC472047
0.7333 Intermediate Similarity NPC87723
0.733 Intermediate Similarity NPC228654
0.733 Intermediate Similarity NPC195167
0.733 Intermediate Similarity NPC51760
0.733 Intermediate Similarity NPC18699
0.733 Intermediate Similarity NPC55443
0.7318 Intermediate Similarity NPC472051
0.7318 Intermediate Similarity NPC472057
0.7317 Intermediate Similarity NPC254847
0.7305 Intermediate Similarity NPC106519
0.7305 Intermediate Similarity NPC92079
0.7305 Intermediate Similarity NPC110810
0.7305 Intermediate Similarity NPC91019
0.7303 Intermediate Similarity NPC472059
0.7301 Intermediate Similarity NPC474224
0.7301 Intermediate Similarity NPC474117
0.7301 Intermediate Similarity NPC472262
0.7301 Intermediate Similarity NPC287604
0.7301 Intermediate Similarity NPC161964
0.7299 Intermediate Similarity NPC218870
0.7299 Intermediate Similarity NPC474824
0.7299 Intermediate Similarity NPC182921
0.7299 Intermediate Similarity NPC470408
0.7294 Intermediate Similarity NPC472134
0.7294 Intermediate Similarity NPC314437
0.7293 Intermediate Similarity NPC264063
0.7293 Intermediate Similarity NPC469486
0.729 Intermediate Similarity NPC229649
0.7289 Intermediate Similarity NPC143438
0.7283 Intermediate Similarity NPC470569
0.7278 Intermediate Similarity NPC21599
0.7278 Intermediate Similarity NPC477913
0.7278 Intermediate Similarity NPC193703
0.7273 Intermediate Similarity NPC53414
0.7273 Intermediate Similarity NPC208258
0.7273 Intermediate Similarity NPC53206
0.7273 Intermediate Similarity NPC53001
0.7273 Intermediate Similarity NPC62272
0.7268 Intermediate Similarity NPC470333
0.7263 Intermediate Similarity NPC472053
0.7262 Intermediate Similarity NPC193555
0.7257 Intermediate Similarity NPC318270
0.7257 Intermediate Similarity NPC66029
0.7251 Intermediate Similarity NPC34802
0.7247 Intermediate Similarity NPC219686
0.7247 Intermediate Similarity NPC312273
0.7247 Intermediate Similarity NPC301256
0.7241 Intermediate Similarity NPC43345
0.7239 Intermediate Similarity NPC114183
0.7239 Intermediate Similarity NPC139074
0.7239 Intermediate Similarity NPC213485
0.7239 Intermediate Similarity NPC40524
0.7235 Intermediate Similarity NPC68441
0.7235 Intermediate Similarity NPC88896
0.7235 Intermediate Similarity NPC170055
0.7225 Intermediate Similarity NPC205766
0.7225 Intermediate Similarity NPC280295
0.7225 Intermediate Similarity NPC470568
0.7225 Intermediate Similarity NPC147735
0.7222 Intermediate Similarity NPC72669
0.7222 Intermediate Similarity NPC474517
0.7219 Intermediate Similarity NPC473631
0.7219 Intermediate Similarity NPC475662
0.7219 Intermediate Similarity NPC473717
0.7219 Intermediate Similarity NPC293227
0.7216 Intermediate Similarity NPC474861
0.7212 Intermediate Similarity NPC472599
0.7212 Intermediate Similarity NPC118919
0.7209 Intermediate Similarity NPC221352
0.7209 Intermediate Similarity NPC142846
0.7207 Intermediate Similarity NPC473012
0.7202 Intermediate Similarity NPC187843
0.7198 Intermediate Similarity NPC300307
0.7197 Intermediate Similarity NPC232708
0.7195 Intermediate Similarity NPC166480
0.7195 Intermediate Similarity NPC270899
0.7195 Intermediate Similarity NPC12070
0.7195 Intermediate Similarity NPC282780
0.7193 Intermediate Similarity NPC285122
0.7191 Intermediate Similarity NPC476506
0.7184 Intermediate Similarity NPC476553
0.7184 Intermediate Similarity NPC149526
0.7184 Intermediate Similarity NPC474417
0.7184 Intermediate Similarity NPC476552
0.7184 Intermediate Similarity NPC476551
0.7184 Intermediate Similarity NPC232645
0.7184 Intermediate Similarity NPC72958
0.7182 Intermediate Similarity NPC251336
0.7176 Intermediate Similarity NPC84568
0.7176 Intermediate Similarity NPC48130
0.7176 Intermediate Similarity NPC300684
0.7176 Intermediate Similarity NPC218866
0.7175 Intermediate Similarity NPC317580
0.7175 Intermediate Similarity NPC257166
0.7175 Intermediate Similarity NPC475184
0.7174 Intermediate Similarity NPC131862
0.7174 Intermediate Similarity NPC470336
0.7174 Intermediate Similarity NPC470335
0.7174 Intermediate Similarity NPC229051
0.7168 Intermediate Similarity NPC329933
0.7167 Intermediate Similarity NPC473009
0.716 Intermediate Similarity NPC476508
0.716 Intermediate Similarity NPC147757
0.716 Intermediate Similarity NPC73061
0.7159 Intermediate Similarity NPC52611
0.7159 Intermediate Similarity NPC159707
0.7159 Intermediate Similarity NPC100049
0.7159 Intermediate Similarity NPC265624
0.7159 Intermediate Similarity NPC186227
0.7159 Intermediate Similarity NPC215203
0.7159 Intermediate Similarity NPC254351
0.7159 Intermediate Similarity NPC37253
0.7159 Intermediate Similarity NPC121649

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC203426 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
0.8137 Intermediate Similarity NPD7390 Discontinued
0.7644 Intermediate Similarity NPD6959 Discontinued
0.7317 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5404 Approved
0.7273 Intermediate Similarity NPD5406 Approved
0.7273 Intermediate Similarity NPD5405 Approved
0.7273 Intermediate Similarity NPD5408 Approved
0.7235 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4287 Approved
0.6923 Remote Similarity NPD6232 Discontinued
0.6902 Remote Similarity NPD7473 Discontinued
0.6872 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6848 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6839 Remote Similarity NPD2533 Approved
0.6839 Remote Similarity NPD2534 Approved
0.6839 Remote Similarity NPD2532 Approved
0.6742 Remote Similarity NPD4380 Phase 2
0.6722 Remote Similarity NPD7819 Suspended
0.6667 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6166 Phase 2
0.6649 Remote Similarity NPD5844 Phase 1
0.6649 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6648 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6648 Remote Similarity NPD7768 Phase 2
0.663 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6605 Remote Similarity NPD1201 Approved
0.6593 Remote Similarity NPD4288 Approved
0.6588 Remote Similarity NPD6651 Approved
0.6585 Remote Similarity NPD8151 Discontinued
0.6582 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6562 Remote Similarity NPD8312 Approved
0.6562 Remote Similarity NPD8313 Approved
0.6554 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6545 Remote Similarity NPD1470 Approved
0.6519 Remote Similarity NPD7411 Suspended
0.6503 Remote Similarity NPD2296 Approved
0.6474 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6471 Remote Similarity NPD943 Approved
0.6462 Remote Similarity NPD8150 Discontinued
0.6458 Remote Similarity NPD6559 Discontinued
0.6432 Remote Similarity NPD6535 Approved
0.6432 Remote Similarity NPD6534 Approved
0.6418 Remote Similarity NPD7699 Phase 2
0.6418 Remote Similarity NPD7700 Phase 2
0.6416 Remote Similarity NPD1510 Phase 2
0.6406 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6395 Remote Similarity NPD1607 Approved
0.6393 Remote Similarity NPD1934 Approved
0.639 Remote Similarity NPD7871 Phase 2
0.639 Remote Similarity NPD7870 Phase 2
0.6383 Remote Similarity NPD5710 Approved
0.6383 Remote Similarity NPD5711 Approved
0.6364 Remote Similarity NPD2800 Approved
0.6354 Remote Similarity NPD7074 Phase 3
0.6344 Remote Similarity NPD3749 Approved
0.6344 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6344 Remote Similarity NPD7075 Discontinued
0.6343 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6343 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6328 Remote Similarity NPD7003 Approved
0.6322 Remote Similarity NPD651 Clinical (unspecified phase)
0.6307 Remote Similarity NPD1549 Phase 2
0.6307 Remote Similarity NPD970 Clinical (unspecified phase)
0.6304 Remote Similarity NPD6801 Discontinued
0.6302 Remote Similarity NPD7054 Approved
0.629 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6279 Remote Similarity NPD1240 Approved
0.6275 Remote Similarity NPD6782 Approved
0.6275 Remote Similarity NPD6776 Approved
0.6275 Remote Similarity NPD6779 Approved
0.6275 Remote Similarity NPD6777 Approved
0.6275 Remote Similarity NPD6778 Approved
0.6275 Remote Similarity NPD6781 Approved
0.6275 Remote Similarity NPD6780 Approved
0.6269 Remote Similarity NPD7472 Approved
0.6262 Remote Similarity NPD7698 Approved
0.6262 Remote Similarity NPD7697 Approved
0.6262 Remote Similarity NPD7696 Phase 3
0.6256 Remote Similarity NPD7808 Phase 3
0.6237 Remote Similarity NPD6797 Phase 2
0.6232 Remote Similarity NPD8319 Approved
0.6232 Remote Similarity NPD8320 Phase 1
0.623 Remote Similarity NPD5808 Clinical (unspecified phase)
0.623 Remote Similarity NPD3226 Approved
0.6219 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6219 Remote Similarity NPD6213 Phase 3
0.6219 Remote Similarity NPD6212 Phase 3
0.6205 Remote Similarity NPD7251 Discontinued
0.6193 Remote Similarity NPD2935 Discontinued
0.6193 Remote Similarity NPD2796 Approved
0.619 Remote Similarity NPD5494 Approved
0.6184 Remote Similarity NPD7435 Discontinued
0.6183 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6183 Remote Similarity NPD2801 Approved
0.6166 Remote Similarity NPD3818 Discontinued
0.6143 Remote Similarity NPD7701 Phase 2
0.6141 Remote Similarity NPD7458 Discontinued
0.6133 Remote Similarity NPD1511 Approved
0.6132 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6132 Remote Similarity NPD7783 Phase 2
0.6085 Remote Similarity NPD7874 Approved
0.6085 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6077 Remote Similarity NPD3300 Phase 2
0.6067 Remote Similarity NPD2346 Discontinued
0.6066 Remote Similarity NPD1512 Approved
0.6064 Remote Similarity NPD3817 Phase 2
0.6064 Remote Similarity NPD8438 Clinical (unspecified phase)
0.6059 Remote Similarity NPD1164 Approved
0.6058 Remote Similarity NPD6823 Phase 2
0.6056 Remote Similarity NPD3750 Approved
0.6056 Remote Similarity NPD7801 Approved
0.6048 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6043 Remote Similarity NPD37 Approved
0.6032 Remote Similarity NPD3882 Suspended
0.6022 Remote Similarity NPD6599 Discontinued
0.6011 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6011 Remote Similarity NPD1465 Phase 2
0.601 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6 Remote Similarity NPD7177 Discontinued
0.6 Remote Similarity NPD7421 Clinical (unspecified phase)
0.5979 Remote Similarity NPD5402 Approved
0.5969 Remote Similarity NPD6020 Phase 2
0.5967 Remote Similarity NPD8166 Discontinued
0.5959 Remote Similarity NPD3787 Discontinued
0.5955 Remote Similarity NPD8155 Clinical (unspecified phase)
0.5951 Remote Similarity NPD7539 Clinical (unspecified phase)
0.5947 Remote Similarity NPD4966 Approved
0.5947 Remote Similarity NPD4967 Phase 2
0.5947 Remote Similarity NPD4965 Approved
0.5938 Remote Similarity NPD7654 Discontinued
0.5931 Remote Similarity NPD3269 Clinical (unspecified phase)
0.593 Remote Similarity NPD4419 Clinical (unspecified phase)
0.5928 Remote Similarity NPD4196 Clinical (unspecified phase)
0.5926 Remote Similarity NPD8455 Phase 2
0.5922 Remote Similarity NPD6100 Approved
0.5922 Remote Similarity NPD6099 Approved
0.5918 Remote Similarity NPD3751 Discontinued
0.5918 Remote Similarity NPD7228 Approved
0.5894 Remote Similarity NPD8090 Clinical (unspecified phase)
0.5893 Remote Similarity NPD3019 Approved
0.5886 Remote Similarity NPD1699 Clinical (unspecified phase)
0.5885 Remote Similarity NPD6234 Discontinued
0.5879 Remote Similarity NPD3400 Discontinued
0.5876 Remote Similarity NPD7229 Phase 3
0.5874 Remote Similarity NPD4360 Phase 2
0.5874 Remote Similarity NPD4363 Phase 3
0.587 Remote Similarity NPD6799 Approved
0.5869 Remote Similarity NPD6973 Clinical (unspecified phase)
0.5866 Remote Similarity NPD3299 Clinical (unspecified phase)
0.586 Remote Similarity NPD920 Approved
0.586 Remote Similarity NPD5403 Approved
0.585 Remote Similarity NPD36 Approved
0.585 Remote Similarity NPD5026 Approved
0.585 Remote Similarity NPD5034 Approved
0.585 Remote Similarity NPD4955 Approved
0.585 Remote Similarity NPD4954 Approved
0.585 Remote Similarity NPD5028 Approved
0.5843 Remote Similarity NPD405 Clinical (unspecified phase)
0.5833 Remote Similarity NPD1551 Phase 2
0.5829 Remote Similarity NPD7008 Discontinued
0.5829 Remote Similarity NPD5953 Discontinued
0.5821 Remote Similarity NPD5035 Approved
0.5813 Remote Similarity NPD5038 Approved
0.5813 Remote Similarity NPD5037 Approved
0.581 Remote Similarity NPD7501 Clinical (unspecified phase)
0.5808 Remote Similarity NPD7286 Phase 2
0.5806 Remote Similarity NPD6273 Approved
0.5801 Remote Similarity NPD2344 Approved
0.58 Remote Similarity NPD5030 Phase 2
0.5799 Remote Similarity NPD2932 Approved
0.5795 Remote Similarity NPD4907 Clinical (unspecified phase)
0.5795 Remote Similarity NPD3764 Approved
0.5792 Remote Similarity NPD1878 Clinical (unspecified phase)
0.5792 Remote Similarity NPD4628 Phase 3
0.5787 Remote Similarity NPD230 Phase 1
0.5778 Remote Similarity NPD3748 Approved
0.5776 Remote Similarity NPD2342 Discontinued
0.5775 Remote Similarity NPD6980 Clinical (unspecified phase)
0.5765 Remote Similarity NPD3926 Phase 2
0.5764 Remote Similarity NPD8055 Clinical (unspecified phase)
0.5764 Remote Similarity NPD5036 Approved
0.5761 Remote Similarity NPD6190 Approved
0.5758 Remote Similarity NPD4869 Clinical (unspecified phase)
0.5753 Remote Similarity NPD5401 Approved
0.5744 Remote Similarity NPD7199 Phase 2
0.5739 Remote Similarity NPD4625 Phase 3
0.5738 Remote Similarity NPD1243 Approved
0.5721 Remote Similarity NPD5039 Approved
0.5707 Remote Similarity NPD6398 Clinical (unspecified phase)
0.5706 Remote Similarity NPD4750 Phase 3
0.57 Remote Similarity NPD4956 Approved
0.5698 Remote Similarity NPD9269 Phase 2
0.5697 Remote Similarity NPD7635 Approved
0.5693 Remote Similarity NPD8453 Clinical (unspecified phase)
0.5691 Remote Similarity NPD2799 Discontinued
0.569 Remote Similarity NPD3094 Phase 2
0.5687 Remote Similarity NPD8285 Discontinued
0.5683 Remote Similarity NPD8059 Phase 3
0.5683 Remote Similarity NPD8058 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   15101872
ChEMBL   CHEMBL1094578
ZINC  

Physicochemical Properties

Molecular Weight:  959.84
ALogP:  -1.6802
MLogP:  4.1
XLogP:  3.424
# Rotatable Bonds:  22
Polar Surface Area:  195.98
# H-Bond Aceptor:  4
# H-Bond Donor:  8
# Rings:  8
# Heavy Atoms:  52

Download Data

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Biological Activities  
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