Natural Product: NPC16436

Natural Product ID:  NPC16436
Common Name:   Aristolamide Ii
IUPAC Name:   naphtho[2,1-g][1,3]benzodioxole-5-carboxamide
Synonyms:   Aristolamide Ii
Molecular Formula:   C16H11NO3
Standard InCHIKey:  MOCSPCCAGNSGTH-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C16H11NO3/c17-16(18)12-7-13-15(20-8-19-13)14-10-4-2-1-3-9(10)5-6-11(12)14/h1-7H,8H2,(H2,17,18)
Canonical SMILES:  OC(=N)c1cc2OCOc2c2c1ccc1c2cccc1
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
NPO18443 Aristolochia manshuriensis Species Aristolochiaceae Eukaryota PMID[21353775]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 4.11 ug/ml DrugMatrix in vitro pharmacology data
NPT2 Others Unspecified IC50 > 10 ug/ml 14640517

  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 NPC16436 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
0.9857 High Similarity NPC77359
0.8429 Intermediate Similarity NPC100129
0.8414 Intermediate Similarity NPC254610
0.8312 Intermediate Similarity NPC474442
0.8289 Intermediate Similarity NPC211296
0.8264 Intermediate Similarity NPC228843
0.8231 Intermediate Similarity NPC266006
0.8176 Intermediate Similarity NPC105847
0.8176 Intermediate Similarity NPC218131
0.8176 Intermediate Similarity NPC77572
0.8176 Intermediate Similarity NPC243759
0.816 Intermediate Similarity NPC474051
0.8158 Intermediate Similarity NPC33832
0.8146 Intermediate Similarity NPC145304
0.8138 Intermediate Similarity NPC97316
0.8138 Intermediate Similarity NPC227002
0.8133 Intermediate Similarity NPC191231
0.8121 Intermediate Similarity NPC12668
0.8121 Intermediate Similarity NPC308768
0.8108 Intermediate Similarity NPC266453
0.8108 Intermediate Similarity NPC200935
0.8108 Intermediate Similarity NPC230919
0.8108 Intermediate Similarity NPC196420
0.8108 Intermediate Similarity NPC151656
0.8101 Intermediate Similarity NPC109765
0.8095 Intermediate Similarity NPC69213
0.8058 Intermediate Similarity NPC183262
0.8054 Intermediate Similarity NPC243996
0.8054 Intermediate Similarity NPC220344
0.8054 Intermediate Similarity NPC275061
0.8054 Intermediate Similarity NPC132804
0.805 Intermediate Similarity NPC202495
0.8028 Intermediate Similarity NPC17348
0.8013 Intermediate Similarity NPC175838
0.8 Intermediate Similarity NPC296742
0.8 Intermediate Similarity NPC112676
0.7987 Intermediate Similarity NPC116019
0.7987 Intermediate Similarity NPC242715
0.7987 Intermediate Similarity NPC22902
0.7987 Intermediate Similarity NPC56329
0.7945 Intermediate Similarity NPC149337
0.7945 Intermediate Similarity NPC471983
0.7941 Intermediate Similarity NPC224293
0.7933 Intermediate Similarity NPC53722
0.7933 Intermediate Similarity NPC201404
0.7933 Intermediate Similarity NPC290714
0.7919 Intermediate Similarity NPC30632
0.7919 Intermediate Similarity NPC143139
0.7919 Intermediate Similarity NPC205442
0.7919 Intermediate Similarity NPC202846
0.7917 Intermediate Similarity NPC21563
0.7917 Intermediate Similarity NPC177167
0.7905 Intermediate Similarity NPC160697
0.7905 Intermediate Similarity NPC471942
0.7898 Intermediate Similarity NPC18614
0.7895 Intermediate Similarity NPC230538
0.7895 Intermediate Similarity NPC103637
0.7895 Intermediate Similarity NPC41782
0.7895 Intermediate Similarity NPC133934
0.7895 Intermediate Similarity NPC183709
0.7895 Intermediate Similarity NPC229172
0.7895 Intermediate Similarity NPC36531
0.7895 Intermediate Similarity NPC184684
0.7895 Intermediate Similarity NPC184641
0.7891 Intermediate Similarity NPC303144
0.7891 Intermediate Similarity NPC259742
0.7891 Intermediate Similarity NPC147616
0.7891 Intermediate Similarity NPC219671
0.7891 Intermediate Similarity NPC471505
0.7891 Intermediate Similarity NPC104077
0.7887 Intermediate Similarity NPC249788
0.7881 Intermediate Similarity NPC165026
0.7881 Intermediate Similarity NPC73505
0.7881 Intermediate Similarity NPC34431
0.7881 Intermediate Similarity NPC295719
0.7877 Intermediate Similarity NPC184814
0.7862 Intermediate Similarity NPC38017
0.7862 Intermediate Similarity NPC23012
0.7862 Intermediate Similarity NPC215300
0.7857 Intermediate Similarity NPC476301
0.7857 Intermediate Similarity NPC43508
0.7853 Intermediate Similarity NPC22130
0.7853 Intermediate Similarity NPC116838
0.7853 Intermediate Similarity NPC198796
0.7852 Intermediate Similarity NPC108198
0.7852 Intermediate Similarity NPC200557
0.7852 Intermediate Similarity NPC111655
0.7852 Intermediate Similarity NPC241241
0.7852 Intermediate Similarity NPC10314
0.7852 Intermediate Similarity NPC158142
0.7852 Intermediate Similarity NPC69029
0.7852 Intermediate Similarity NPC294884
0.7848 Intermediate Similarity NPC118332
0.7843 Intermediate Similarity NPC324962
0.7843 Intermediate Similarity NPC265154
0.7838 Intermediate Similarity NPC58585
0.7834 Intermediate Similarity NPC24425
0.7834 Intermediate Similarity NPC52475
0.7815 Intermediate Similarity NPC79622
0.7815 Intermediate Similarity NPC212942
0.7815 Intermediate Similarity NPC29868
0.7815 Intermediate Similarity NPC292487
0.78 Intermediate Similarity NPC197166
0.7793 Intermediate Similarity NPC53781
0.7792 Intermediate Similarity NPC121661
0.7792 Intermediate Similarity NPC217635
0.7792 Intermediate Similarity NPC172171
0.7792 Intermediate Similarity NPC471667
0.7792 Intermediate Similarity NPC79429
0.7792 Intermediate Similarity NPC239254
0.7792 Intermediate Similarity NPC73467
0.7785 Intermediate Similarity NPC185680
0.7785 Intermediate Similarity NPC170779
0.7785 Intermediate Similarity NPC256776
0.7785 Intermediate Similarity NPC125649
0.7785 Intermediate Similarity NPC145722
0.7785 Intermediate Similarity NPC90083
0.7785 Intermediate Similarity NPC311256
0.7784 Intermediate Similarity NPC477558
0.7778 Intermediate Similarity NPC253878
0.7778 Intermediate Similarity NPC302506
0.777 Intermediate Similarity NPC189482
0.777 Intermediate Similarity NPC106739
0.7763 Intermediate Similarity NPC284464
0.7756 Intermediate Similarity NPC31325
0.7756 Intermediate Similarity NPC224674
0.7756 Intermediate Similarity NPC275284
0.7756 Intermediate Similarity NPC213074
0.7756 Intermediate Similarity NPC114505
0.7756 Intermediate Similarity NPC15956
0.7756 Intermediate Similarity NPC193473
0.7755 Intermediate Similarity NPC63574
0.7755 Intermediate Similarity NPC143483
0.7748 Intermediate Similarity NPC25111
0.7748 Intermediate Similarity NPC73535
0.7748 Intermediate Similarity NPC6262
0.7748 Intermediate Similarity NPC272157
0.7748 Intermediate Similarity NPC201145
0.7748 Intermediate Similarity NPC90615
0.7742 Intermediate Similarity NPC475868
0.7742 Intermediate Similarity NPC110763
0.7742 Intermediate Similarity NPC166506
0.7742 Intermediate Similarity NPC286245
0.7742 Intermediate Similarity NPC180953
0.7742 Intermediate Similarity NPC189239
0.7742 Intermediate Similarity NPC272619
0.7742 Intermediate Similarity NPC197352
0.774 Intermediate Similarity NPC147247
0.774 Intermediate Similarity NPC472968
0.774 Intermediate Similarity NPC246974
0.7738 Intermediate Similarity NPC265383
0.7736 Intermediate Similarity NPC21902
0.7733 Intermediate Similarity NPC313081
0.7733 Intermediate Similarity NPC18576
0.7733 Intermediate Similarity NPC474139
0.7733 Intermediate Similarity NPC142547
0.7733 Intermediate Similarity NPC135777
0.773 Intermediate Similarity NPC103916
0.7724 Intermediate Similarity NPC213711
0.7724 Intermediate Similarity NPC40352
0.7724 Intermediate Similarity NPC274356
0.7718 Intermediate Similarity NPC112237
0.7718 Intermediate Similarity NPC26394
0.7718 Intermediate Similarity NPC471390
0.7718 Intermediate Similarity NPC196937
0.7718 Intermediate Similarity NPC471391
0.7714 Intermediate Similarity NPC29472
0.7712 Intermediate Similarity NPC471414
0.7697 Intermediate Similarity NPC6369
0.7697 Intermediate Similarity NPC30951
0.7697 Intermediate Similarity NPC9068
0.7697 Intermediate Similarity NPC184613
0.7692 Intermediate Similarity NPC30462
0.7692 Intermediate Similarity NPC252286
0.7692 Intermediate Similarity NPC126291
0.7692 Intermediate Similarity NPC260118
0.7692 Intermediate Similarity NPC154971
0.7682 Intermediate Similarity NPC114155
0.7682 Intermediate Similarity NPC32189
0.7682 Intermediate Similarity NPC300846
0.7682 Intermediate Similarity NPC68292
0.7682 Intermediate Similarity NPC476639
0.7677 Intermediate Similarity NPC164183
0.7677 Intermediate Similarity NPC253015
0.7677 Intermediate Similarity NPC179521
0.7677 Intermediate Similarity NPC471065
0.7677 Intermediate Similarity NPC327623
0.7671 Intermediate Similarity NPC471986
0.7671 Intermediate Similarity NPC157740
0.7671 Intermediate Similarity NPC191302
0.7671 Intermediate Similarity NPC99798
0.7667 Intermediate Similarity NPC49603
0.7667 Intermediate Similarity NPC141023
0.7667 Intermediate Similarity NPC47181
0.7667 Intermediate Similarity NPC187616
0.7667 Intermediate Similarity NPC193026
0.7667 Intermediate Similarity NPC103967
0.7662 Intermediate Similarity NPC470917
0.7662 Intermediate Similarity NPC186033
0.7662 Intermediate Similarity NPC60249

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC16436 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
0.8151 Intermediate Similarity NPD4097 Suspended
0.7756 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD1558 Phase 1
0.7622 Intermediate Similarity NPD3705 Approved
0.7613 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7597 Intermediate Similarity NPD6674 Discontinued
0.7578 Intermediate Similarity NPD37 Approved
0.7439 Intermediate Similarity NPD4966 Approved
0.7439 Intermediate Similarity NPD4967 Phase 2
0.7439 Intermediate Similarity NPD4965 Approved
0.7405 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD5111 Phase 2
0.74 Intermediate Similarity NPD5110 Phase 2
0.74 Intermediate Similarity NPD5109 Approved
0.7394 Intermediate Similarity NPD5604 Discontinued
0.7349 Intermediate Similarity NPD6234 Discontinued
0.7338 Intermediate Similarity NPD4108 Discontinued
0.7273 Intermediate Similarity NPD2358 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD709 Approved
0.7244 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD7243 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD6232 Discontinued
0.7219 Intermediate Similarity NPD4625 Phase 3
0.7215 Intermediate Similarity NPD6331 Phase 2
0.719 Intermediate Similarity NPD3620 Phase 2
0.719 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD4005 Discontinued
0.7172 Intermediate Similarity NPD1357 Approved
0.7162 Intermediate Similarity NPD1669 Approved
0.716 Intermediate Similarity NPD7199 Phase 2
0.7152 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD4626 Approved
0.7114 Intermediate Similarity NPD2922 Phase 1
0.7113 Intermediate Similarity NPD5283 Phase 1
0.7108 Intermediate Similarity NPD2977 Approved
0.7108 Intermediate Similarity NPD5929 Approved
0.7108 Intermediate Similarity NPD2978 Approved
0.7105 Intermediate Similarity NPD3027 Phase 3
0.7099 Intermediate Similarity NPD4319 Phase 2
0.7093 Intermediate Similarity NPD7473 Discontinued
0.7086 Intermediate Similarity NPD2861 Phase 2
0.7086 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD1613 Approved
0.7078 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7052 Intermediate Similarity NPD7228 Approved
0.705 Intermediate Similarity NPD2342 Discontinued
0.7047 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD4123 Phase 3
0.7025 Intermediate Similarity NPD1375 Discontinued
0.7019 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD5844 Phase 1
0.7007 Intermediate Similarity NPD2286 Discontinued
0.7 Intermediate Similarity NPD6696 Suspended
0.7 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1283 Approved
0.6987 Remote Similarity NPD2157 Approved
0.6982 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6981 Remote Similarity NPD2808 Discontinued
0.6981 Remote Similarity NPD7037 Approved
0.6972 Remote Similarity NPD228 Approved
0.6968 Remote Similarity NPD4060 Phase 1
0.6948 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6946 Remote Similarity NPD7945 Clinical (unspecified phase)
0.6933 Remote Similarity NPD7020 Approved
0.6933 Remote Similarity NPD7019 Approved
0.6933 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6923 Remote Similarity NPD3657 Discovery
0.6919 Remote Similarity NPD3051 Approved
0.6906 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6905 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6903 Remote Similarity NPD554 Clinical (unspecified phase)
0.6892 Remote Similarity NPD5125 Phase 3
0.6892 Remote Similarity NPD5126 Approved
0.6879 Remote Similarity NPD2969 Approved
0.6879 Remote Similarity NPD2970 Approved
0.6872 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6871 Remote Similarity NPD4357 Discontinued
0.6867 Remote Similarity NPD6523 Clinical (unspecified phase)
0.6852 Remote Similarity NPD2677 Approved
0.6852 Remote Similarity NPD5241 Discontinued
0.6848 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6848 Remote Similarity NPD2122 Discontinued
0.6842 Remote Similarity NPD5709 Phase 3
0.6839 Remote Similarity NPD6812 Clinical (unspecified phase)
0.6832 Remote Similarity NPD3060 Approved
0.6826 Remote Similarity NPD4675 Approved
0.6826 Remote Similarity NPD4678 Approved
0.6826 Remote Similarity NPD7028 Phase 2
0.6824 Remote Similarity NPD5691 Approved
0.6824 Remote Similarity NPD4581 Clinical (unspecified phase)
0.6824 Remote Similarity NPD1651 Approved
0.6818 Remote Similarity NPD4908 Phase 1
0.6807 Remote Similarity NPD2883 Discontinued
0.6805 Remote Similarity NPD8455 Phase 2
0.6802 Remote Similarity NPD7201 Clinical (unspecified phase)
0.6802 Remote Similarity NPD6746 Phase 2
0.6802 Remote Similarity NPD4666 Phase 3
0.68 Remote Similarity NPD1281 Approved
0.68 Remote Similarity NPD1610 Phase 2
0.68 Remote Similarity NPD1611 Approved
0.6798 Remote Similarity NPD7240 Approved
0.6797 Remote Similarity NPD4624 Approved
0.6797 Remote Similarity NPD6584 Phase 3
0.6795 Remote Similarity NPD2674 Phase 3
0.6791 Remote Similarity NPD7237 Clinical (unspecified phase)
0.679 Remote Similarity NPD7003 Approved
0.6784 Remote Similarity NPD4055 Discovery
0.6772 Remote Similarity NPD6823 Phase 2
0.6772 Remote Similarity NPD4579 Clinical (unspecified phase)
0.6765 Remote Similarity NPD2563 Approved
0.6765 Remote Similarity NPD2560 Approved
0.6761 Remote Similarity NPD7493 Clinical (unspecified phase)
0.6755 Remote Similarity NPD1840 Phase 2
0.6755 Remote Similarity NPD2232 Approved
0.6755 Remote Similarity NPD2233 Approved
0.6755 Remote Similarity NPD2230 Approved
0.6753 Remote Similarity NPD1712 Approved
0.6753 Remote Similarity NPD3018 Phase 2
0.675 Remote Similarity NPD2161 Phase 2
0.6748 Remote Similarity NPD2219 Phase 1
0.6747 Remote Similarity NPD5976 Discontinued
0.6743 Remote Similarity NPD27 Approved
0.6743 Remote Similarity NPD2489 Approved
0.6742 Remote Similarity NPD6996 Clinical (unspecified phase)
0.6742 Remote Similarity NPD7007 Discovery
0.6728 Remote Similarity NPD4237 Approved
0.6728 Remote Similarity NPD5177 Phase 3
0.6728 Remote Similarity NPD4236 Phase 3
0.6725 Remote Similarity NPD7773 Phase 2
0.6722 Remote Similarity NPD4578 Approved
0.6722 Remote Similarity NPD4577 Approved
0.6709 Remote Similarity NPD5735 Approved
0.6707 Remote Similarity NPD5058 Phase 3
0.6706 Remote Similarity NPD6818 Clinical (unspecified phase)
0.6704 Remote Similarity NPD6559 Discontinued
0.669 Remote Similarity NPD7635 Approved
0.6689 Remote Similarity NPD1091 Approved
0.6688 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6687 Remote Similarity NPD4110 Phase 3
0.6687 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6687 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6687 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6686 Remote Similarity NPD7832 Clinical (unspecified phase)
0.6686 Remote Similarity NPD7833 Phase 2
0.6686 Remote Similarity NPD6072 Discontinued
0.6686 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6686 Remote Similarity NPD7831 Phase 2
0.6667 Remote Similarity NPD9280 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3818 Discontinued
0.6667 Remote Similarity NPD7458 Discontinued
0.6667 Remote Similarity NPD6387 Discontinued
0.6649 Remote Similarity NPD8151 Discontinued
0.6648 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6647 Remote Similarity NPD3382 Approved
0.6647 Remote Similarity NPD5722 Discontinued
0.6647 Remote Similarity NPD3383 Approved
0.6647 Remote Similarity NPD3384 Approved
0.6646 Remote Similarity NPD2979 Phase 3
0.6646 Remote Similarity NPD4140 Approved
0.6646 Remote Similarity NPD2238 Phase 2
0.6644 Remote Similarity NPD1548 Phase 1
0.663 Remote Similarity NPD3408 Clinical (unspecified phase)
0.6629 Remote Similarity NPD6071 Discontinued
0.6627 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6624 Remote Similarity NPD3145 Approved
0.6624 Remote Similarity NPD3144 Approved
0.6622 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6612 Remote Similarity NPD4663 Approved
0.6608 Remote Similarity NPD5772 Approved
0.6608 Remote Similarity NPD5773 Approved
0.6607 Remote Similarity NPD1653 Approved
0.6605 Remote Similarity NPD5763 Approved
0.6605 Remote Similarity NPD5762 Approved
0.6605 Remote Similarity NPD7266 Discontinued
0.6601 Remote Similarity NPD2982 Phase 2
0.6601 Remote Similarity NPD2983 Phase 2
0.6601 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6601 Remote Similarity NPD4749 Approved
0.6601 Remote Similarity NPD6583 Phase 3
0.6601 Remote Similarity NPD6582 Phase 2
0.6601 Remote Similarity NPD5327 Phase 3
0.6587 Remote Similarity NPD7527 Clinical (unspecified phase)
0.6587 Remote Similarity NPD52 Approved
0.6587 Remote Similarity NPD7526 Approved
0.6584 Remote Similarity NPD2155 Approved
0.6584 Remote Similarity NPD2154 Approved
0.6584 Remote Similarity NPD3846 Clinical (unspecified phase)
0.6584 Remote Similarity NPD2156 Approved
0.6582 Remote Similarity NPD7477 Discontinued
0.6576 Remote Similarity NPD7906 Approved
0.6571 Remote Similarity NPD8127 Discontinued
0.6568 Remote Similarity NPD3226 Approved
0.6566 Remote Similarity NPD6087 Phase 1
0.6564 Remote Similarity NPD7153 Discontinued
0.6564 Remote Similarity NPD1372 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   51346765
ChEMBL   CHEMBL1684819
ZINC  

Physicochemical Properties

Molecular Weight:  265.07
ALogP:  -0.3843
MLogP:  2.78
XLogP:  5.019
# Rotatable Bonds:  2
Polar Surface Area:  62.54
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  20

Download Data

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Structure MOL file  
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Biological Activities  
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