Natural Product: NPC19342

Natural Product ID:  NPC19342
Common Name:   Nagelamide G
IUPAC Name:   N-[[(5S,6R,7S)-2-amino-7-(2-amino-1H-imidazol-5-yl)-6-[[(4,5-dibromo-1H-pyrrole-2-carbonyl)amino]methyl]-4,5,6,7-tetrahydro-3H-benzimidazol-5-yl]methyl]-4,5-dibromo-1H-pyrrole-2-carboxamide
Synonyms:   Nagelamide G
Molecular Formula:   C22H22Br4N10O2
Standard InCHIKey:  VOGBZMFIZJPYAJ-PISXGGPESA-N
Standard InCHI:  InChI=1S/C22H22Br4N10O2/c23-9-2-12(32-17(9)25)19(37)29-4-7-1-11-16(36-22(28)34-11)15(14-6-31-21(27)35-14)8(7)5-30-20(38)13-3-10(24)18(26)33-13/h2-3,6-8,15,32-33H,1,4-5H2,(H,29,37)(H,30,38)(H3,27,31,35)(H3,28,34,36)/t7-,8-,15+/m1/s1
Canonical SMILES:  N=c1[nH]cc([nH]1)[C@@H]1[C@H](CNC(=O)c2[nH]c(c(c2)Br)Br)[C@@H](CNC(=O)c2[nH]c(c(c2)Br)Br)Cc2c1[nH]c(=N)[nH]2
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
NPO32675 agelas sp. Species Agelasidae Eukaryota PMID[15332839]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 2.08 ug/ml 18299196
NPT2 Others Unspecified IC50 = 13000 nM Open TG-GATES in vivo data: Biochemistry
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 16.7 ug/ml 16137881
NPT19 Organism Escherichia coli Escherichia coli MIC = 33.3 ug/ml DrugMatrix in vitro pharmacology data

  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 NPC19342 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
0.9649 High Similarity NPC111566
0.9605 High Similarity NPC136957
0.9605 High Similarity NPC19696
0.9593 High Similarity NPC310633
0.9492 High Similarity NPC174281
0.9492 High Similarity NPC475286
0.9422 High Similarity NPC63571
0.9218 High Similarity NPC329765
0.9218 High Similarity NPC48117
0.9218 High Similarity NPC476526
0.8967 High Similarity NPC9635
0.886 High Similarity NPC469717
0.8667 High Similarity NPC476527
0.8605 High Similarity NPC206148
0.8421 Intermediate Similarity NPC469716
0.8362 Intermediate Similarity NPC469976
0.8299 Intermediate Similarity NPC476524
0.8299 Intermediate Similarity NPC476525
0.8182 Intermediate Similarity NPC73687
0.8056 Intermediate Similarity NPC28096
0.8056 Intermediate Similarity NPC54214
0.8056 Intermediate Similarity NPC476421
0.8056 Intermediate Similarity NPC227489
0.8043 Intermediate Similarity NPC184932
0.8043 Intermediate Similarity NPC472861
0.8022 Intermediate Similarity NPC136441
0.7956 Intermediate Similarity NPC226835
0.7877 Intermediate Similarity NPC476418
0.7772 Intermediate Similarity NPC37268
0.7717 Intermediate Similarity NPC271927
0.7676 Intermediate Similarity NPC97106
0.7672 Intermediate Similarity NPC469814
0.7622 Intermediate Similarity NPC80528
0.7543 Intermediate Similarity NPC260041
0.75 Intermediate Similarity NPC474696
0.7449 Intermediate Similarity NPC476414
0.7446 Intermediate Similarity NPC2414
0.7398 Intermediate Similarity NPC476413
0.7368 Intermediate Similarity NPC150592
0.736 Intermediate Similarity NPC188821
0.736 Intermediate Similarity NPC474180
0.733 Intermediate Similarity NPC314281
0.733 Intermediate Similarity NPC40530
0.73 Intermediate Similarity NPC474389
0.7289 Intermediate Similarity NPC66642
0.7231 Intermediate Similarity NPC46022
0.7231 Intermediate Similarity NPC112489
0.7225 Intermediate Similarity NPC470703
0.7209 Intermediate Similarity NPC20021
0.7177 Intermediate Similarity NPC473218
0.7177 Intermediate Similarity NPC470702
0.7174 Intermediate Similarity NPC27296
0.7172 Intermediate Similarity NPC210123
0.7158 Intermediate Similarity NPC474236
0.7094 Intermediate Similarity NPC477004
0.7074 Intermediate Similarity NPC474383
0.7062 Intermediate Similarity NPC16659
0.7047 Intermediate Similarity NPC473380
0.7047 Intermediate Similarity NPC240088
0.7021 Intermediate Similarity NPC306160
0.701 Intermediate Similarity NPC265710
0.7005 Intermediate Similarity NPC476423
0.699 Remote Similarity NPC270834
0.698 Remote Similarity NPC46811
0.6968 Remote Similarity NPC470323
0.6915 Remote Similarity NPC473706
0.6906 Remote Similarity NPC474357
0.6893 Remote Similarity NPC77241
0.6893 Remote Similarity NPC166209
0.6893 Remote Similarity NPC13456
0.6893 Remote Similarity NPC269203
0.6865 Remote Similarity NPC472260
0.6861 Remote Similarity NPC935
0.6861 Remote Similarity NPC267078
0.6856 Remote Similarity NPC186068
0.6854 Remote Similarity NPC469715
0.6845 Remote Similarity NPC220797
0.6845 Remote Similarity NPC474318
0.6845 Remote Similarity NPC153123
0.6845 Remote Similarity NPC475914
0.6845 Remote Similarity NPC268744
0.6845 Remote Similarity NPC201266
0.6834 Remote Similarity NPC133003
0.6806 Remote Similarity NPC233380
0.6789 Remote Similarity NPC474195
0.6784 Remote Similarity NPC477003
0.6774 Remote Similarity NPC475736
0.6749 Remote Similarity NPC476460
0.6742 Remote Similarity NPC474196
0.6734 Remote Similarity NPC470205
0.6733 Remote Similarity NPC473666
0.6726 Remote Similarity NPC156003
0.6714 Remote Similarity NPC317701
0.6713 Remote Similarity NPC50562
0.6702 Remote Similarity NPC253687
0.67 Remote Similarity NPC324091
0.6682 Remote Similarity NPC67658
0.6667 Remote Similarity NPC247987
0.6667 Remote Similarity NPC116555
0.665 Remote Similarity NPC117027
0.6634 Remote Similarity NPC135601
0.6634 Remote Similarity NPC141612
0.6634 Remote Similarity NPC17273
0.6633 Remote Similarity NPC161861
0.6631 Remote Similarity NPC471655
0.6617 Remote Similarity NPC21429
0.6604 Remote Similarity NPC473376
0.6603 Remote Similarity NPC237414
0.6601 Remote Similarity NPC473946
0.6584 Remote Similarity NPC99939
0.6584 Remote Similarity NPC474258
0.6584 Remote Similarity NPC308931
0.6575 Remote Similarity NPC267811
0.655 Remote Similarity NPC477042
0.655 Remote Similarity NPC234403
0.6544 Remote Similarity NPC477413
0.6522 Remote Similarity NPC114033
0.6522 Remote Similarity NPC101130
0.6522 Remote Similarity NPC129412
0.6522 Remote Similarity NPC58268
0.6517 Remote Similarity NPC307191
0.6505 Remote Similarity NPC243716
0.6502 Remote Similarity NPC175150
0.6502 Remote Similarity NPC243633
0.6495 Remote Similarity NPC274981
0.6476 Remote Similarity NPC69843
0.6476 Remote Similarity NPC171317
0.6474 Remote Similarity NPC232798
0.6468 Remote Similarity NPC79777
0.6465 Remote Similarity NPC477611
0.6464 Remote Similarity NPC291517
0.6459 Remote Similarity NPC79356
0.6459 Remote Similarity NPC102592
0.645 Remote Similarity NPC284775
0.6447 Remote Similarity NPC471943
0.6442 Remote Similarity NPC304203
0.6441 Remote Similarity NPC168209
0.6438 Remote Similarity NPC282247
0.6425 Remote Similarity NPC474492
0.6422 Remote Similarity NPC320968
0.641 Remote Similarity NPC201831
0.641 Remote Similarity NPC17487
0.64 Remote Similarity NPC151635
0.6386 Remote Similarity NPC88110
0.6386 Remote Similarity NPC91179
0.6383 Remote Similarity NPC477108
0.6383 Remote Similarity NPC477107
0.6383 Remote Similarity NPC477109
0.6374 Remote Similarity NPC23215
0.6373 Remote Similarity NPC110158
0.6368 Remote Similarity NPC52110
0.6364 Remote Similarity NPC326422
0.6364 Remote Similarity NPC54744
0.6359 Remote Similarity NPC17059
0.6345 Remote Similarity NPC109447
0.6339 Remote Similarity NPC292434
0.6339 Remote Similarity NPC200397
0.6339 Remote Similarity NPC138596
0.6339 Remote Similarity NPC64661
0.6339 Remote Similarity NPC195704
0.6339 Remote Similarity NPC14448
0.6339 Remote Similarity NPC167200
0.6339 Remote Similarity NPC98156
0.633 Remote Similarity NPC204141
0.6329 Remote Similarity NPC213629
0.6321 Remote Similarity NPC142688
0.6321 Remote Similarity NPC74357
0.6318 Remote Similarity NPC471194
0.6318 Remote Similarity NPC471193
0.6316 Remote Similarity NPC477167
0.6316 Remote Similarity NPC473342
0.6316 Remote Similarity NPC304187
0.6316 Remote Similarity NPC477166
0.6311 Remote Similarity NPC94752
0.6308 Remote Similarity NPC100104
0.6308 Remote Similarity NPC470680
0.6305 Remote Similarity NPC182940
0.6294 Remote Similarity NPC280864
0.6294 Remote Similarity NPC17751
0.6293 Remote Similarity NPC228835
0.6293 Remote Similarity NPC108011
0.629 Remote Similarity NPC169308
0.629 Remote Similarity NPC3698
0.629 Remote Similarity NPC302717
0.629 Remote Similarity NPC129753
0.629 Remote Similarity NPC97230
0.629 Remote Similarity NPC12831
0.629 Remote Similarity NPC205604
0.629 Remote Similarity NPC286529
0.629 Remote Similarity NPC48171
0.629 Remote Similarity NPC74928
0.629 Remote Similarity NPC244087
0.629 Remote Similarity NPC59839
0.629 Remote Similarity NPC209281
0.629 Remote Similarity NPC77582
0.6286 Remote Similarity NPC221726
0.6286 Remote Similarity NPC225622
0.6286 Remote Similarity NPC477414
0.6274 Remote Similarity NPC167710
0.6273 Remote Similarity NPC72956

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC19342 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
0.73 Intermediate Similarity NPD7459 Phase 2
0.6825 Remote Similarity NPD2443 Approved
0.6825 Remote Similarity NPD2442 Approved
0.678 Remote Similarity NPD2289 Phase 3
0.678 Remote Similarity NPD2290 Phase 3
0.6714 Remote Similarity NPD7704 Clinical (unspecified phase)
0.67 Remote Similarity NPD5686 Approved
0.67 Remote Similarity NPD5685 Approved
0.6651 Remote Similarity NPD5643 Phase 2
0.6636 Remote Similarity NPD2408 Discontinued
0.662 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6573 Remote Similarity NPD2008 Discontinued
0.6542 Remote Similarity NPD1506 Discontinued
0.6522 Remote Similarity NPD460 Discontinued
0.6516 Remote Similarity NPD5199 Approved
0.6516 Remote Similarity NPD5198 Approved
0.6507 Remote Similarity NPD2880 Discontinued
0.6505 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6481 Remote Similarity NPD1600 Suspended
0.6476 Remote Similarity NPD1982 Phase 1
0.6468 Remote Similarity NPD2411 Approved
0.6462 Remote Similarity NPD6837 Clinical (unspecified phase)
0.6445 Remote Similarity NPD2405 Phase 3
0.6439 Remote Similarity NPD2009 Clinical (unspecified phase)
0.6425 Remote Similarity NPD6180 Clinical (unspecified phase)
0.6413 Remote Similarity NPD6579 Phase 2
0.6393 Remote Similarity NPD7657 Approved
0.6393 Remote Similarity NPD7656 Approved
0.639 Remote Similarity NPD5820 Clinical (unspecified phase)
0.6372 Remote Similarity NPD6288 Clinical (unspecified phase)
0.6351 Remote Similarity NPD8257 Approved
0.6351 Remote Similarity NPD8256 Approved
0.6351 Remote Similarity NPD8258 Clinical (unspecified phase)
0.6335 Remote Similarity NPD7971 Clinical (unspecified phase)
0.6335 Remote Similarity NPD7970 Approved
0.6332 Remote Similarity NPD3347 Clinical (unspecified phase)
0.6324 Remote Similarity NPD3319 Phase 1
0.6324 Remote Similarity NPD3320 Approved
0.6324 Remote Similarity NPD3318 Approved
0.6313 Remote Similarity NPD6328 Clinical (unspecified phase)
0.6308 Remote Similarity NPD5017 Discontinued
0.6286 Remote Similarity NPD5274 Clinical (unspecified phase)
0.6283 Remote Similarity NPD5001 Clinical (unspecified phase)
0.6274 Remote Similarity NPD5446 Phase 2
0.6274 Remote Similarity NPD1952 Discontinued
0.6256 Remote Similarity NPD2590 Clinical (unspecified phase)
0.6256 Remote Similarity NPD5853 Phase 3
0.6256 Remote Similarity NPD5855 Phase 3
0.625 Remote Similarity NPD9343 Clinical (unspecified phase)
0.625 Remote Similarity NPD6470 Phase 3
0.6238 Remote Similarity NPD7098 Clinical (unspecified phase)
0.6233 Remote Similarity NPD7817 Phase 1
0.6232 Remote Similarity NPD4426 Clinical (unspecified phase)
0.6227 Remote Similarity NPD7809 Clinical (unspecified phase)
0.6215 Remote Similarity NPD5854 Approved
0.621 Remote Similarity NPD6459 Phase 2
0.6202 Remote Similarity NPD3246 Discontinued
0.6197 Remote Similarity NPD6664 Approved
0.6193 Remote Similarity NPD3967 Approved
0.6184 Remote Similarity NPD7717 Approved
0.6184 Remote Similarity NPD7716 Approved
0.6168 Remote Similarity NPD465 Clinical (unspecified phase)
0.6164 Remote Similarity NPD3410 Approved
0.6164 Remote Similarity NPD3411 Phase 2
0.6158 Remote Similarity NPD2367 Phase 2
0.6157 Remote Similarity NPD3891 Phase 2
0.6157 Remote Similarity NPD3890 Phase 2
0.6154 Remote Similarity NPD6465 Phase 2
0.615 Remote Similarity NPD569 Clinical (unspecified phase)
0.6127 Remote Similarity NPD7865 Approved
0.6126 Remote Similarity NPD4863 Approved
0.6124 Remote Similarity NPD3486 Clinical (unspecified phase)
0.6123 Remote Similarity NPD6210 Phase 3
0.6117 Remote Similarity NPD3178 Discontinued
0.6117 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6114 Remote Similarity NPD1658 Discontinued
0.6109 Remote Similarity NPD3968 Approved
0.6104 Remote Similarity NPD6165 Phase 2
0.6104 Remote Similarity NPD6164 Phase 2
0.6103 Remote Similarity NPD7618 Phase 3
0.6103 Remote Similarity NPD7619 Phase 3
0.6085 Remote Similarity NPD4922 Phase 2
0.6076 Remote Similarity NPD3360 Clinical (unspecified phase)
0.6068 Remote Similarity NPD5473 Discontinued
0.6065 Remote Similarity NPD7621 Clinical (unspecified phase)
0.6058 Remote Similarity NPD1096 Discontinued
0.6058 Remote Similarity NPD3607 Clinical (unspecified phase)
0.6055 Remote Similarity NPD6269 Clinical (unspecified phase)
0.6055 Remote Similarity NPD6268 Phase 1
0.6054 Remote Similarity NPD8013 Clinical (unspecified phase)
0.6053 Remote Similarity NPD2007 Clinical (unspecified phase)
0.6045 Remote Similarity NPD4559 Clinical (unspecified phase)
0.6045 Remote Similarity NPD6271 Approved
0.6043 Remote Similarity NPD8047 Clinical (unspecified phase)
0.6036 Remote Similarity NPD2819 Clinical (unspecified phase)
0.6035 Remote Similarity NPD4541 Clinical (unspecified phase)
0.6028 Remote Similarity NPD7406 Phase 2
0.6026 Remote Similarity NPD8316 Phase 2
0.6026 Remote Similarity NPD8317 Phase 2
0.602 Remote Similarity NPD2392 Clinical (unspecified phase)
0.6019 Remote Similarity NPD3077 Approved
0.6019 Remote Similarity NPD1284 Clinical (unspecified phase)
0.6019 Remote Similarity NPD3076 Approved
0.6019 Remote Similarity NPD3078 Approved
0.6019 Remote Similarity NPD3079 Approved
0.6018 Remote Similarity NPD8322 Phase 2
0.6018 Remote Similarity NPD3353 Approved
0.6009 Remote Similarity NPD1896 Approved
0.6 Remote Similarity NPD7027 Phase 3
0.6 Remote Similarity NPD7208 Approved
0.6 Remote Similarity NPD7026 Phase 2
0.6 Remote Similarity NPD5426 Phase 3
0.6 Remote Similarity NPD7209 Approved
0.6 Remote Similarity NPD4299 Phase 1
0.6 Remote Similarity NPD2363 Discontinued
0.6 Remote Similarity NPD3247 Clinical (unspecified phase)
0.6 Remote Similarity NPD4075 Phase 2
0.6 Remote Similarity NPD7207 Approved
0.6 Remote Similarity NPD3834 Clinical (unspecified phase)
0.5991 Remote Similarity NPD2787 Clinical (unspecified phase)
0.5991 Remote Similarity NPD5887 Clinical (unspecified phase)
0.599 Remote Similarity NPD5962 Phase 2
0.5982 Remote Similarity NPD3915 Approved
0.5982 Remote Similarity NPD2881 Approved
0.5982 Remote Similarity NPD6802 Phase 3
0.5982 Remote Similarity NPD2879 Approved
0.5973 Remote Similarity NPD4395 Phase 1
0.5972 Remote Similarity NPD3961 Discontinued
0.5972 Remote Similarity NPD4988 Discontinued
0.5971 Remote Similarity NPD3041 Approved
0.5964 Remote Similarity NPD5510 Approved
0.5962 Remote Similarity NPD1895 Discontinued
0.5961 Remote Similarity NPD1575 Approved
0.5961 Remote Similarity NPD1573 Approved
0.5956 Remote Similarity NPD3917 Approved
0.5956 Remote Similarity NPD3918 Approved
0.5956 Remote Similarity NPD3916 Clinical (unspecified phase)
0.5951 Remote Similarity NPD4883 Approved
0.5951 Remote Similarity NPD4736 Clinical (unspecified phase)
0.5949 Remote Similarity NPD971 Clinical (unspecified phase)
0.5945 Remote Similarity NPD2947 Clinical (unspecified phase)
0.5943 Remote Similarity NPD7175 Phase 1
0.5943 Remote Similarity NPD1250 Clinical (unspecified phase)
0.5941 Remote Similarity NPD438 Approved
0.5941 Remote Similarity NPD439 Approved
0.5936 Remote Similarity NPD7903 Clinical (unspecified phase)
0.5931 Remote Similarity NPD6828 Phase 2
0.5931 Remote Similarity NPD6827 Clinical (unspecified phase)
0.5928 Remote Similarity NPD8169 Discontinued
0.5928 Remote Similarity NPD8115 Approved
0.5928 Remote Similarity NPD8114 Approved
0.5928 Remote Similarity NPD8098 Approved
0.5926 Remote Similarity NPD7023 Clinical (unspecified phase)
0.5926 Remote Similarity NPD1871 Approved
0.5924 Remote Similarity NPD4940 Approved
0.5924 Remote Similarity NPD6986 Phase 1
0.5922 Remote Similarity NPD4385 Clinical (unspecified phase)
0.592 Remote Similarity NPD3583 Phase 2
0.5919 Remote Similarity NPD8399 Phase 1
0.5919 Remote Similarity NPD8423 Phase 2
0.5913 Remote Similarity NPD1996 Discontinued
0.5913 Remote Similarity NPD3927 Phase 2
0.5909 Remote Similarity NPD4134 Clinical (unspecified phase)
0.5907 Remote Similarity NPD175 Clinical (unspecified phase)
0.5907 Remote Similarity NPD3460 Discontinued
0.5905 Remote Similarity NPD6850 Phase 2
0.5905 Remote Similarity NPD7564 Discontinued
0.5905 Remote Similarity NPD6752 Phase 1
0.5905 Remote Similarity NPD6753 Phase 1
0.5905 Remote Similarity NPD6849 Phase 2
0.5901 Remote Similarity NPD7568 Phase 1
0.5901 Remote Similarity NPD5491 Phase 3
0.5901 Remote Similarity NPD5489 Phase 1
0.5891 Remote Similarity NPD1568 Clinical (unspecified phase)
0.5887 Remote Similarity NPD4854 Phase 3
0.5885 Remote Similarity NPD8097 Phase 3
0.5885 Remote Similarity NPD8458 Clinical (unspecified phase)
0.5885 Remote Similarity NPD8096 Phase 3
0.588 Remote Similarity NPD5987 Approved
0.588 Remote Similarity NPD5986 Approved
0.5878 Remote Similarity NPD4558 Phase 2
0.5874 Remote Similarity NPD3905 Phase 3
0.5872 Remote Similarity NPD7888 Approved
0.5872 Remote Similarity NPD7887 Approved
0.5872 Remote Similarity NPD7204 Clinical (unspecified phase)
0.5871 Remote Similarity NPD6771 Discontinued
0.587 Remote Similarity NPD1031 Discontinued
0.5869 Remote Similarity NPD5016 Approved
0.5867 Remote Similarity NPD3833 Phase 3
0.5867 Remote Similarity NPD3835 Phase 3
0.5867 Remote Similarity NPD7998 Clinical (unspecified phase)
0.5865 Remote Similarity NPD2930 Clinical (unspecified phase)
0.5864 Remote Similarity NPD7727 Phase 2
0.5862 Remote Similarity NPD4643 Clinical (unspecified phase)
0.586 Remote Similarity NPD803 Phase 1
0.586 Remote Similarity NPD5974 Approved
0.586 Remote Similarity NPD5973 Phase 2
0.5859 Remote Similarity NPD2061 Approved
0.5859 Remote Similarity NPD8488 Clinical (unspecified phase)
0.5857 Remote Similarity NPD5728 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11262829
ChEMBL   CHEMBL1162473
ZINC  

Physicochemical Properties

Molecular Weight:  773.87
ALogP:  -1.2681
MLogP:  2.12
XLogP:  4.632
# Rotatable Bonds:  13
Polar Surface Area:  185.6
# H-Bond Aceptor:  12
# H-Bond Donor:  10
# Rings:  5
# Heavy Atoms:  38

Download Data

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Structure MOL file  
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Biological Activities  
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