Natural Product: NPC477254

Natural Product ID:  NPC477254
Common Name:   Psammaplysin G
IUPAC Name:   (5R)-7,9-dibromo-N-[3-[2,6-dibromo-4-[2-[carbamoyl(methyl)amino]ethyl]phenoxy]propyl]-8-methoxy-1,11-dioxa-2-azaspiro[4.6]undeca-2,7,9-triene-3-carboxamide
Synonyms:   Psammaplysin G
Molecular Formula:   C23H26Br4N4O6
Standard InCHIKey:  STQCJINACCDURA-QHCPKHFHSA-N
Standard InCHI:  InChI=1S/C23H26Br4N4O6/c1-31(22(28)33)6-4-13-8-14(24)20(15(25)9-13)35-7-3-5-29-21(32)18-11-23(37-30-18)10-16(26)19(34-2)17(27)12-36-23/h8-9,12H,3-7,10-11H2,1-2H3,(H2,28,33)(H,29,32)/t23-/m0/s1
Canonical SMILES:  COC1=C(Br)C[C@]2(OC=C1Br)ON=C(C2)C(=O)NCCCOc1c(Br)cc(cc1Br)CCN(C(=N)O)C
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
NPO32540 hyattella sp. Species Spongiidae Eukaryota (-19 m) at Hervey Bay, Little Woody, Sponge Garden, Queensland, Australia 1995-NOV PMID[20462236]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Inhibition = 98 % 20462236
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae GI = 6 % 23891184
NPT314 Organism Bacillus cereus Bacillus cereus GI = 19 % 23891184
NPT16 Organism Staphylococcus aureus Staphylococcus aureus GI = 21 % 23891184
NPT16 Organism Staphylococcus aureus Staphylococcus aureus GI = 34 % 23891184
NPT1548 Organism Pseudomonas aeruginosa PAO1 Pseudomonas aeruginosa PAO1 GI = 0.2 % 23891184
NPT19 Organism Escherichia coli Escherichia coli GI = 2 % 23891184

  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 NPC477254 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
0.9448 High Similarity NPC477255
0.907 High Similarity NPC8093
0.907 High Similarity NPC121571
0.8764 High Similarity NPC471338
0.8764 High Similarity NPC474678
0.8715 High Similarity NPC475843
0.8636 High Similarity NPC77435
0.8636 High Similarity NPC259071
0.8478 Intermediate Similarity NPC123140
0.8478 Intermediate Similarity NPC471337
0.8407 Intermediate Similarity NPC202866
0.8352 Intermediate Similarity NPC227953
0.8232 Intermediate Similarity NPC147847
0.8177 Intermediate Similarity NPC174607
0.8168 Intermediate Similarity NPC470746
0.8168 Intermediate Similarity NPC471339
0.8168 Intermediate Similarity NPC471336
0.7879 Intermediate Similarity NPC471335
0.7849 Intermediate Similarity NPC156311
0.7833 Intermediate Similarity NPC143450
0.7758 Intermediate Similarity NPC128877
0.7725 Intermediate Similarity NPC308571
0.7661 Intermediate Similarity NPC76412
0.7616 Intermediate Similarity NPC258222
0.7572 Intermediate Similarity NPC47672
0.7543 Intermediate Similarity NPC233926
0.7471 Intermediate Similarity NPC469711
0.7442 Intermediate Similarity NPC71629
0.7436 Intermediate Similarity NPC473450
0.7414 Intermediate Similarity NPC109968
0.7368 Intermediate Similarity NPC135349
0.7368 Intermediate Similarity NPC78530
0.7341 Intermediate Similarity NPC296085
0.7278 Intermediate Similarity NPC470470
0.7267 Intermediate Similarity NPC470472
0.7262 Intermediate Similarity NPC470471
0.7239 Intermediate Similarity NPC110131
0.7202 Intermediate Similarity NPC248822
0.7188 Intermediate Similarity NPC246591
0.7178 Intermediate Similarity NPC272463
0.7005 Intermediate Similarity NPC80514
0.6977 Remote Similarity NPC474673
0.6959 Remote Similarity NPC96275
0.6954 Remote Similarity NPC474128
0.6879 Remote Similarity NPC197045
0.6818 Remote Similarity NPC102245
0.6743 Remote Similarity NPC40321
0.6734 Remote Similarity NPC64066
0.6647 Remote Similarity NPC132308
0.663 Remote Similarity NPC324081
0.663 Remote Similarity NPC20755
0.661 Remote Similarity NPC470709
0.6571 Remote Similarity NPC196708
0.657 Remote Similarity NPC474087
0.655 Remote Similarity NPC283207
0.655 Remote Similarity NPC230539
0.6542 Remote Similarity NPC67658
0.6533 Remote Similarity NPC80337
0.6531 Remote Similarity NPC475396
0.6515 Remote Similarity NPC299806
0.6494 Remote Similarity NPC474753
0.6494 Remote Similarity NPC470392
0.6477 Remote Similarity NPC235633
0.6477 Remote Similarity NPC237227
0.6474 Remote Similarity NPC254700
0.6471 Remote Similarity NPC287757
0.6471 Remote Similarity NPC319320
0.6462 Remote Similarity NPC226001
0.6462 Remote Similarity NPC469979
0.6459 Remote Similarity NPC81845
0.6457 Remote Similarity NPC169766
0.645 Remote Similarity NPC475658
0.645 Remote Similarity NPC473892
0.645 Remote Similarity NPC116562
0.644 Remote Similarity NPC473502
0.6437 Remote Similarity NPC475735
0.6429 Remote Similarity NPC110454
0.6429 Remote Similarity NPC126128
0.6429 Remote Similarity NPC298981
0.6429 Remote Similarity NPC473462
0.6429 Remote Similarity NPC207819
0.6421 Remote Similarity NPC472923
0.6413 Remote Similarity NPC115595
0.64 Remote Similarity NPC97870
0.64 Remote Similarity NPC247018
0.64 Remote Similarity NPC307123
0.6398 Remote Similarity NPC473580
0.6379 Remote Similarity NPC474091
0.6373 Remote Similarity NPC471568
0.6373 Remote Similarity NPC473693
0.6368 Remote Similarity NPC471591
0.6364 Remote Similarity NPC175150
0.6364 Remote Similarity NPC243633
0.6358 Remote Similarity NPC280736
0.6349 Remote Similarity NPC469243
0.6348 Remote Similarity NPC106606
0.6337 Remote Similarity NPC82741
0.6337 Remote Similarity NPC473409
0.6337 Remote Similarity NPC141405
0.6332 Remote Similarity NPC74618
0.6332 Remote Similarity NPC301941
0.6332 Remote Similarity NPC214188
0.6327 Remote Similarity NPC225130
0.6321 Remote Similarity NPC280022
0.6321 Remote Similarity NPC186617
0.631 Remote Similarity NPC256689
0.631 Remote Similarity NPC123011
0.6308 Remote Similarity NPC295795
0.6305 Remote Similarity NPC61332
0.6305 Remote Similarity NPC240130
0.6293 Remote Similarity NPC65714
0.6289 Remote Similarity NPC196091
0.6287 Remote Similarity NPC94862
0.6286 Remote Similarity NPC195902
0.6286 Remote Similarity NPC135173
0.6281 Remote Similarity NPC473404
0.6271 Remote Similarity NPC163810
0.6269 Remote Similarity NPC235194
0.6267 Remote Similarity NPC50562
0.6264 Remote Similarity NPC470247
0.6263 Remote Similarity NPC475421
0.6263 Remote Similarity NPC475544
0.6257 Remote Similarity NPC307682
0.6257 Remote Similarity NPC470249
0.6257 Remote Similarity NPC470248
0.625 Remote Similarity NPC189908
0.625 Remote Similarity NPC223207
0.625 Remote Similarity NPC477552
0.625 Remote Similarity NPC11449
0.625 Remote Similarity NPC70485
0.625 Remote Similarity NPC477550
0.625 Remote Similarity NPC9373
0.6238 Remote Similarity NPC49172
0.6237 Remote Similarity NPC129486
0.6231 Remote Similarity NPC290534
0.6229 Remote Similarity NPC283079
0.6223 Remote Similarity NPC235033
0.6223 Remote Similarity NPC73132
0.6223 Remote Similarity NPC471235
0.6222 Remote Similarity NPC48202
0.6222 Remote Similarity NPC213471
0.6218 Remote Similarity NPC304074
0.6218 Remote Similarity NPC290755
0.6218 Remote Similarity NPC471771
0.6209 Remote Similarity NPC204546
0.6207 Remote Similarity NPC144823
0.6207 Remote Similarity NPC4910
0.6205 Remote Similarity NPC274198
0.6205 Remote Similarity NPC115803
0.6205 Remote Similarity NPC198254
0.6202 Remote Similarity NPC471592
0.6193 Remote Similarity NPC164608
0.619 Remote Similarity NPC477551
0.6188 Remote Similarity NPC138083
0.6184 Remote Similarity NPC469721
0.6181 Remote Similarity NPC475615
0.6181 Remote Similarity NPC119652
0.6181 Remote Similarity NPC181905
0.6181 Remote Similarity NPC97526
0.618 Remote Similarity NPC243404
0.6173 Remote Similarity NPC191557
0.6169 Remote Similarity NPC470903
0.6169 Remote Similarity NPC167763
0.6169 Remote Similarity NPC470112
0.6168 Remote Similarity NPC194699
0.6168 Remote Similarity NPC219350
0.6167 Remote Similarity NPC309667
0.6154 Remote Similarity NPC66490
0.6154 Remote Similarity NPC212850
0.6154 Remote Similarity NPC83289
0.6154 Remote Similarity NPC189724
0.6149 Remote Similarity NPC320242
0.6142 Remote Similarity NPC475532
0.6142 Remote Similarity NPC90245
0.6136 Remote Similarity NPC471321
0.6136 Remote Similarity NPC471306
0.6134 Remote Similarity NPC469479
0.6124 Remote Similarity NPC274732
0.6124 Remote Similarity NPC469731
0.6122 Remote Similarity NPC276506
0.6117 Remote Similarity NPC56685
0.6114 Remote Similarity NPC218323
0.6114 Remote Similarity NPC22014
0.6111 Remote Similarity NPC165285
0.6111 Remote Similarity NPC17698
0.6111 Remote Similarity NPC288747
0.6108 Remote Similarity NPC315542
0.6099 Remote Similarity NPC470250
0.6098 Remote Similarity NPC102959
0.6089 Remote Similarity NPC266425
0.6082 Remote Similarity NPC263835
0.6082 Remote Similarity NPC180207
0.608 Remote Similarity NPC196243
0.608 Remote Similarity NPC78061
0.608 Remote Similarity NPC159987
0.608 Remote Similarity NPC122359
0.6078 Remote Similarity NPC276120
0.6073 Remote Similarity NPC56635
0.6071 Remote Similarity NPC469505
0.607 Remote Similarity NPC32064

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477254 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
0.7006 Intermediate Similarity NPD5348 Clinical (unspecified phase)
0.6818 Remote Similarity NPD5165 Clinical (unspecified phase)
0.6701 Remote Similarity NPD5192 Clinical (unspecified phase)
0.6648 Remote Similarity NPD1725 Approved
0.6648 Remote Similarity NPD3175 Clinical (unspecified phase)
0.6632 Remote Similarity NPD7608 Discontinued
0.6595 Remote Similarity NPD2541 Clinical (unspecified phase)
0.6593 Remote Similarity NPD4186 Clinical (unspecified phase)
0.6579 Remote Similarity NPD7484 Phase 3
0.6579 Remote Similarity NPD7485 Phase 3
0.6557 Remote Similarity NPD7131 Phase 3
0.6554 Remote Similarity NPD2239 Approved
0.6554 Remote Similarity NPD2240 Approved
0.6529 Remote Similarity NPD1770 Clinical (unspecified phase)
0.6508 Remote Similarity NPD8031 Discontinued
0.6503 Remote Similarity NPD2186 Approved
0.65 Remote Similarity NPD1662 Clinical (unspecified phase)
0.6489 Remote Similarity NPD5967 Approved
0.6474 Remote Similarity NPD9718 Approved
0.6461 Remote Similarity NPD3156 Discontinued
0.6444 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6413 Remote Similarity NPD1975 Clinical (unspecified phase)
0.64 Remote Similarity NPD1423 Approved
0.64 Remote Similarity NPD2245 Discovery
0.6379 Remote Similarity NPD5163 Phase 2
0.6368 Remote Similarity NPD6089 Clinical (unspecified phase)
0.6359 Remote Similarity NPD1771 Clinical (unspecified phase)
0.635 Remote Similarity NPD6556 Clinical (unspecified phase)
0.6345 Remote Similarity NPD5557 Phase 1
0.6339 Remote Similarity NPD3281 Clinical (unspecified phase)
0.6327 Remote Similarity NPD3909 Discontinued
0.6316 Remote Similarity NPD7318 Phase 3
0.6307 Remote Similarity NPD5745 Approved
0.6302 Remote Similarity NPD8303 Discontinued
0.6298 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6296 Remote Similarity NPD5355 Approved
0.6296 Remote Similarity NPD5356 Approved
0.629 Remote Similarity NPD5586 Clinical (unspecified phase)
0.629 Remote Similarity NPD7523 Phase 3
0.6277 Remote Similarity NPD3679 Phase 2
0.627 Remote Similarity NPD6419 Discontinued
0.6264 Remote Similarity NPD2459 Approved
0.6264 Remote Similarity NPD2458 Approved
0.6264 Remote Similarity NPD2460 Phase 3
0.6257 Remote Similarity NPD5267 Discontinued
0.6225 Remote Similarity NPD6377 Clinical (unspecified phase)
0.6222 Remote Similarity NPD6380 Phase 1
0.6211 Remote Similarity NPD7317 Phase 3
0.6209 Remote Similarity NPD6681 Discovery
0.62 Remote Similarity NPD1298 Discontinued
0.6195 Remote Similarity NPD5525 Clinical (unspecified phase)
0.6193 Remote Similarity NPD5605 Phase 2
0.6193 Remote Similarity NPD5746 Approved
0.619 Remote Similarity NPD1009 Approved
0.6183 Remote Similarity NPD2874 Phase 2
0.6158 Remote Similarity NPD7193 Clinical (unspecified phase)
0.6154 Remote Similarity NPD3656 Approved
0.615 Remote Similarity NPD2183 Approved
0.615 Remote Similarity NPD2184 Approved
0.6149 Remote Similarity NPD1818 Approved
0.6149 Remote Similarity NPD1820 Approved
0.6149 Remote Similarity NPD1817 Approved
0.6149 Remote Similarity NPD1819 Approved
0.6142 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6136 Remote Similarity NPD2614 Approved
0.6134 Remote Similarity NPD6862 Phase 2
0.6133 Remote Similarity NPD7425 Clinical (unspecified phase)
0.6129 Remote Similarity NPD6087 Phase 1
0.6127 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6126 Remote Similarity NPD8019 Approved
0.6126 Remote Similarity NPD7495 Discontinued
0.6111 Remote Similarity NPD3054 Approved
0.6111 Remote Similarity NPD3052 Approved
0.6106 Remote Similarity NPD4413 Clinical (unspecified phase)
0.6102 Remote Similarity NPD3165 Approved
0.6102 Remote Similarity NPD3179 Approved
0.6102 Remote Similarity NPD3166 Approved
0.6102 Remote Similarity NPD3167 Approved
0.6102 Remote Similarity NPD3180 Approved
0.6102 Remote Similarity NPD3164 Approved
0.6101 Remote Similarity NPD3336 Discovery
0.6096 Remote Similarity NPD3536 Discontinued
0.6085 Remote Similarity NPD4124 Clinical (unspecified phase)
0.6073 Remote Similarity NPD6677 Suspended
0.6073 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6067 Remote Similarity NPD1039 Discontinued
0.6067 Remote Similarity NPD3056 Clinical (unspecified phase)
0.6066 Remote Similarity NPD1035 Clinical (unspecified phase)
0.6064 Remote Similarity NPD6390 Discontinued
0.6064 Remote Similarity NPD7613 Discontinued
0.6058 Remote Similarity NPD6181 Discontinued
0.6034 Remote Similarity NPD2428 Approved
0.6034 Remote Similarity NPD2429 Approved
0.6034 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6033 Remote Similarity NPD3655 Clinical (unspecified phase)
0.6033 Remote Similarity NPD7153 Discontinued
0.6032 Remote Similarity NPD1670 Discontinued
0.6029 Remote Similarity NPD6853 Approved
0.6029 Remote Similarity NPD6851 Approved
0.6022 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6022 Remote Similarity NPD2653 Approved
0.6021 Remote Similarity NPD2592 Discontinued
0.6011 Remote Similarity NPD3136 Phase 2
0.601 Remote Similarity NPD7132 Clinical (unspecified phase)
0.601 Remote Similarity NPD6668 Clinical (unspecified phase)
0.6 Remote Similarity NPD4162 Approved
0.6 Remote Similarity NPD44 Approved
0.6 Remote Similarity NPD3140 Approved
0.6 Remote Similarity NPD6364 Approved
0.6 Remote Similarity NPD3142 Approved
0.6 Remote Similarity NPD196 Phase 1
0.599 Remote Similarity NPD3511 Discontinued
0.599 Remote Similarity NPD6297 Approved
0.599 Remote Similarity NPD4259 Approved
0.599 Remote Similarity NPD4258 Approved
0.5989 Remote Similarity NPD2407 Clinical (unspecified phase)
0.5989 Remote Similarity NPD2120 Phase 2
0.5989 Remote Similarity NPD2040 Clinical (unspecified phase)
0.5988 Remote Similarity NPD2554 Approved
0.5988 Remote Similarity NPD821 Approved
0.5988 Remote Similarity NPD2556 Approved
0.5972 Remote Similarity NPD7607 Clinical (unspecified phase)
0.5969 Remote Similarity NPD6315 Phase 2
0.5969 Remote Similarity NPD8245 Clinical (unspecified phase)
0.5966 Remote Similarity NPD1794 Approved
0.5956 Remote Similarity NPD2661 Clinical (unspecified phase)
0.5953 Remote Similarity NPD5152 Clinical (unspecified phase)
0.5953 Remote Similarity NPD3802 Phase 3
0.5951 Remote Similarity NPD5946 Clinical (unspecified phase)
0.595 Remote Similarity NPD4443 Clinical (unspecified phase)
0.595 Remote Similarity NPD3366 Approved
0.5946 Remote Similarity NPD1391 Approved
0.5944 Remote Similarity NPD3162 Approved
0.5944 Remote Similarity NPD3163 Approved
0.5943 Remote Similarity NPD4129 Approved
0.5942 Remote Similarity NPD4157 Discontinued
0.5939 Remote Similarity NPD2042 Clinical (unspecified phase)
0.5939 Remote Similarity NPD2041 Clinical (unspecified phase)
0.5939 Remote Similarity NPD5014 Discontinued
0.5931 Remote Similarity NPD7190 Clinical (unspecified phase)
0.5931 Remote Similarity NPD4847 Phase 1
0.593 Remote Similarity NPD3049 Approved
0.593 Remote Similarity NPD644 Clinical (unspecified phase)
0.5928 Remote Similarity NPD7972 Discontinued
0.5926 Remote Similarity NPD5556 Clinical (unspecified phase)
0.5926 Remote Similarity NPD7020 Approved
0.5926 Remote Similarity NPD3985 Discontinued
0.5926 Remote Similarity NPD3158 Phase 1
0.5926 Remote Similarity NPD7019 Approved
0.5926 Remote Similarity NPD3157 Approved
0.5924 Remote Similarity NPD2161 Phase 2
0.5924 Remote Similarity NPD3964 Approved
0.5924 Remote Similarity NPD4476 Approved
0.5924 Remote Similarity NPD4477 Approved
0.5922 Remote Similarity NPD6967 Phase 2
0.5922 Remote Similarity NPD3153 Approved
0.5922 Remote Similarity NPD3154 Approved
0.592 Remote Similarity NPD2822 Clinical (unspecified phase)
0.5918 Remote Similarity NPD1309 Phase 2
0.5918 Remote Similarity NPD8070 Approved
0.5918 Remote Similarity NPD3368 Phase 2
0.5918 Remote Similarity NPD1307 Phase 2
0.5917 Remote Similarity NPD593 Approved
0.5917 Remote Similarity NPD595 Approved
0.5916 Remote Similarity NPD3686 Approved
0.5916 Remote Similarity NPD3687 Approved
0.5914 Remote Similarity NPD6860 Clinical (unspecified phase)
0.5905 Remote Similarity NPD4466 Phase 1
0.5904 Remote Similarity NPD5295 Discontinued
0.5902 Remote Similarity NPD1521 Approved
0.5902 Remote Similarity NPD1536 Approved
0.5902 Remote Similarity NPD1520 Approved
0.5897 Remote Similarity NPD7080 Clinical (unspecified phase)
0.5896 Remote Similarity NPD2423 Clinical (unspecified phase)
0.5895 Remote Similarity NPD7526 Approved
0.5895 Remote Similarity NPD52 Approved
0.5895 Remote Similarity NPD7527 Clinical (unspecified phase)
0.5894 Remote Similarity NPD3863 Clinical (unspecified phase)
0.5889 Remote Similarity NPD3374 Clinical (unspecified phase)
0.5888 Remote Similarity NPD6519 Phase 2
0.5885 Remote Similarity NPD2651 Approved
0.5885 Remote Similarity NPD2649 Approved
0.5876 Remote Similarity NPD4018 Clinical (unspecified phase)
0.5876 Remote Similarity NPD3567 Approved
0.5876 Remote Similarity NPD3568 Approved
0.5865 Remote Similarity NPD6608 Clinical (unspecified phase)
0.5865 Remote Similarity NPD7693 Approved
0.5864 Remote Similarity NPD6662 Clinical (unspecified phase)
0.586 Remote Similarity NPD1044 Clinical (unspecified phase)
0.586 Remote Similarity NPD4149 Clinical (unspecified phase)
0.5859 Remote Similarity NPD2904 Discontinued
0.5857 Remote Similarity NPD4302 Clinical (unspecified phase)
0.5854 Remote Similarity NPD2802 Phase 3
0.5852 Remote Similarity NPD3685 Discontinued
0.5846 Remote Similarity NPD5772 Approved
0.5846 Remote Similarity NPD3465 Clinical (unspecified phase)
0.5846 Remote Similarity NPD5773 Approved
0.5842 Remote Similarity NPD3146 Approved
0.5842 Remote Similarity NPD5940 Clinical (unspecified phase)
0.5842 Remote Similarity NPD6620 Discovery

Structure

External Identifiers

PubChem CID   46888579
ChEMBL   CHEMBL1095497
ZINC  

Physicochemical Properties

Molecular Weight:  769.86
ALogP:  1.7369
MLogP:  2.45
XLogP:  6.221
# Rotatable Bonds:  19
Polar Surface Area:  125.7
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  37

Download Data

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Structure MOL file  
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Biological Activities  
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