Natural Product: NPC244191

Natural Product ID:  NPC244191
Common Name:   n.a.
IUPAC Name:  
Synonyms:   2,2'-Disinomenine
Molecular Formula:   C38H44N2O8
Standard InCHIKey:  HPPAEVBARLOWJB-QULPKBGFSA-N
Standard InCHI:  InChI=1S/C38H44N2O8/c1-39-9-7-37-17-27(41)29(45-3)15-23(37)25(39)13-19-11-21(35(47-5)33(43)31(19)37)22-12-20-14-26-24-16-30(46-4)28(42)18-38(24,8-10-40(26)2)32(20)34(44)36(22)48-6/h11-12,15-16,23-26,43-44H,7-10,13-14,17-18H2,1-6H3/t23-,24-,25+,26+,37-,38-/m1/s1
Canonical SMILES:  COC1=C[C@@H]2[C@@H]3Cc4c([C@@]2(CC1=O)CCN3C)c(O)c(c(c4)c1cc2C[C@@H]3N(C)CC[C@]4(c2c(c1OC)O)[C@@H]3C=C(C(=O)C4)OC)OC
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
NPO1315 Sinomenium acutum Species Menispermaceae Eukaryota PMID[18081254]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 65500 nM 17844994
NPT165 Cell Line HeLa Homo sapiens IC50 = 71700 nM 17844994

  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 NPC244191 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
0.9611 High Similarity NPC279665
0.8895 High Similarity NPC298339
0.8254 Intermediate Similarity NPC214629
0.8187 Intermediate Similarity NPC255607
0.8187 Intermediate Similarity NPC3375
0.8177 Intermediate Similarity NPC196231
0.8173 Intermediate Similarity NPC67346
0.8173 Intermediate Similarity NPC97086
0.8122 Intermediate Similarity NPC64576
0.8122 Intermediate Similarity NPC226428
0.8122 Intermediate Similarity NPC151470
0.8122 Intermediate Similarity NPC201055
0.8122 Intermediate Similarity NPC254045
0.8095 Intermediate Similarity NPC115906
0.8081 Intermediate Similarity NPC232533
0.8081 Intermediate Similarity NPC43069
0.8081 Intermediate Similarity NPC140577
0.801 Intermediate Similarity NPC66909
0.799 Intermediate Similarity NPC243483
0.7923 Intermediate Similarity NPC475780
0.7903 Intermediate Similarity NPC474931
0.7903 Intermediate Similarity NPC306555
0.7903 Intermediate Similarity NPC81218
0.7903 Intermediate Similarity NPC205421
0.7903 Intermediate Similarity NPC117188
0.7903 Intermediate Similarity NPC12053
0.7903 Intermediate Similarity NPC158376
0.7903 Intermediate Similarity NPC145832
0.7892 Intermediate Similarity NPC212794
0.7892 Intermediate Similarity NPC253043
0.7892 Intermediate Similarity NPC136508
0.7892 Intermediate Similarity NPC13504
0.7892 Intermediate Similarity NPC477563
0.7892 Intermediate Similarity NPC196447
0.7892 Intermediate Similarity NPC78222
0.7892 Intermediate Similarity NPC306843
0.7892 Intermediate Similarity NPC96603
0.7885 Intermediate Similarity NPC82056
0.7879 Intermediate Similarity NPC293624
0.7868 Intermediate Similarity NPC174783
0.7838 Intermediate Similarity NPC324144
0.7833 Intermediate Similarity NPC157958
0.7817 Intermediate Similarity NPC30182
0.7817 Intermediate Similarity NPC473589
0.7817 Intermediate Similarity NPC478092
0.7817 Intermediate Similarity NPC478091
0.7783 Intermediate Similarity NPC126211
0.7766 Intermediate Similarity NPC478093
0.7761 Intermediate Similarity NPC471489
0.7761 Intermediate Similarity NPC311781
0.7744 Intermediate Similarity NPC162694
0.7742 Intermediate Similarity NPC1229
0.7735 Intermediate Similarity NPC85747
0.7735 Intermediate Similarity NPC8337
0.772 Intermediate Similarity NPC305847
0.7703 Intermediate Similarity NPC38964
0.7684 Intermediate Similarity NPC239775
0.768 Intermediate Similarity NPC302449
0.7673 Intermediate Similarity NPC316164
0.7668 Intermediate Similarity NPC32154
0.7644 Intermediate Similarity NPC477020
0.7644 Intermediate Similarity NPC192135
0.7644 Intermediate Similarity NPC66341
0.7634 Intermediate Similarity NPC166014
0.7634 Intermediate Similarity NPC27410
0.7632 Intermediate Similarity NPC26240
0.7632 Intermediate Similarity NPC118274
0.7632 Intermediate Similarity NPC69712
0.7632 Intermediate Similarity NPC168753
0.7632 Intermediate Similarity NPC477562
0.7617 Intermediate Similarity NPC114364
0.7617 Intermediate Similarity NPC320223
0.7614 Intermediate Similarity NPC22115
0.7614 Intermediate Similarity NPC275680
0.7612 Intermediate Similarity NPC17677
0.7606 Intermediate Similarity NPC44040
0.7604 Intermediate Similarity NPC229166
0.7604 Intermediate Similarity NPC128560
0.7604 Intermediate Similarity NPC199465
0.7565 Intermediate Similarity NPC472639
0.7565 Intermediate Similarity NPC241704
0.7565 Intermediate Similarity NPC472638
0.7527 Intermediate Similarity NPC476572
0.7524 Intermediate Similarity NPC476500
0.7524 Intermediate Similarity NPC314946
0.7514 Intermediate Similarity NPC325871
0.7514 Intermediate Similarity NPC99659
0.7513 Intermediate Similarity NPC16357
0.7513 Intermediate Similarity NPC329969
0.7513 Intermediate Similarity NPC95426
0.7513 Intermediate Similarity NPC302245
0.75 Intermediate Similarity NPC30779
0.75 Intermediate Similarity NPC116284
0.75 Intermediate Similarity NPC60186
0.75 Intermediate Similarity NPC227683
0.7489 Intermediate Similarity NPC211215
0.7488 Intermediate Similarity NPC267414
0.7488 Intermediate Similarity NPC314596
0.7475 Intermediate Similarity NPC14507
0.7475 Intermediate Similarity NPC47077
0.7475 Intermediate Similarity NPC65312
0.7475 Intermediate Similarity NPC139783
0.7474 Intermediate Similarity NPC124657
0.7462 Intermediate Similarity NPC302275
0.7459 Intermediate Similarity NPC306011
0.7459 Intermediate Similarity NPC472838
0.7449 Intermediate Similarity NPC286119
0.7421 Intermediate Similarity NPC318081
0.7411 Intermediate Similarity NPC290582
0.7411 Intermediate Similarity NPC185639
0.7411 Intermediate Similarity NPC7715
0.7411 Intermediate Similarity NPC258657
0.7411 Intermediate Similarity NPC217748
0.7411 Intermediate Similarity NPC54654
0.7411 Intermediate Similarity NPC181796
0.7411 Intermediate Similarity NPC311973
0.7411 Intermediate Similarity NPC42663
0.7411 Intermediate Similarity NPC239824
0.7411 Intermediate Similarity NPC251735
0.7411 Intermediate Similarity NPC104196
0.7411 Intermediate Similarity NPC290005
0.7411 Intermediate Similarity NPC182052
0.7411 Intermediate Similarity NPC8836
0.7411 Intermediate Similarity NPC90998
0.7411 Intermediate Similarity NPC222661
0.7411 Intermediate Similarity NPC49075
0.7411 Intermediate Similarity NPC229373
0.7411 Intermediate Similarity NPC223690
0.7411 Intermediate Similarity NPC279228
0.7411 Intermediate Similarity NPC15414
0.7411 Intermediate Similarity NPC285931
0.7411 Intermediate Similarity NPC328155
0.7411 Intermediate Similarity NPC271013
0.74 Intermediate Similarity NPC206900
0.7398 Intermediate Similarity NPC474507
0.7396 Intermediate Similarity NPC470324
0.7394 Intermediate Similarity NPC288353
0.7387 Intermediate Similarity NPC116465
0.7387 Intermediate Similarity NPC212237
0.7385 Intermediate Similarity NPC173416
0.7385 Intermediate Similarity NPC35680
0.7385 Intermediate Similarity NPC148709
0.7385 Intermediate Similarity NPC476577
0.7382 Intermediate Similarity NPC240841
0.7382 Intermediate Similarity NPC35627
0.7382 Intermediate Similarity NPC256012
0.7382 Intermediate Similarity NPC250846
0.7382 Intermediate Similarity NPC317272
0.7382 Intermediate Similarity NPC268503
0.7382 Intermediate Similarity NPC42549
0.7382 Intermediate Similarity NPC81247
0.7382 Intermediate Similarity NPC476573
0.7374 Intermediate Similarity NPC135772
0.7374 Intermediate Similarity NPC167116
0.7374 Intermediate Similarity NPC274716
0.7374 Intermediate Similarity NPC254441
0.7368 Intermediate Similarity NPC476569
0.7366 Intermediate Similarity NPC471031
0.7366 Intermediate Similarity NPC469689
0.736 Intermediate Similarity NPC477561
0.736 Intermediate Similarity NPC312918
0.736 Intermediate Similarity NPC155442
0.736 Intermediate Similarity NPC476574
0.7358 Intermediate Similarity NPC109925
0.7348 Intermediate Similarity NPC201297
0.734 Intermediate Similarity NPC33256
0.7337 Intermediate Similarity NPC470757
0.7333 Intermediate Similarity NPC304125
0.7333 Intermediate Similarity NPC265563
0.7333 Intermediate Similarity NPC476496
0.733 Intermediate Similarity NPC24465
0.7326 Intermediate Similarity NPC249797
0.7326 Intermediate Similarity NPC184026
0.7326 Intermediate Similarity NPC2413
0.7326 Intermediate Similarity NPC278799
0.7326 Intermediate Similarity NPC207757
0.7326 Intermediate Similarity NPC110416
0.7326 Intermediate Similarity NPC189266
0.7326 Intermediate Similarity NPC5238
0.7326 Intermediate Similarity NPC127674
0.7326 Intermediate Similarity NPC276588
0.7326 Intermediate Similarity NPC54379
0.7326 Intermediate Similarity NPC193949
0.7326 Intermediate Similarity NPC204828
0.7326 Intermediate Similarity NPC39701
0.7326 Intermediate Similarity NPC469817
0.7326 Intermediate Similarity NPC295691
0.7326 Intermediate Similarity NPC172765
0.7324 Intermediate Similarity NPC473746
0.7323 Intermediate Similarity NPC47191
0.7321 Intermediate Similarity NPC326895
0.7313 Intermediate Similarity NPC82763
0.7312 Intermediate Similarity NPC295977
0.7312 Intermediate Similarity NPC58310
0.731 Intermediate Similarity NPC149285
0.7304 Intermediate Similarity NPC281629
0.73 Intermediate Similarity NPC124626
0.7297 Intermediate Similarity NPC220858
0.7297 Intermediate Similarity NPC192768
0.7297 Intermediate Similarity NPC88249

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC244191 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
0.8895 High Similarity NPD3534 Clinical (unspecified phase)
0.8413 Intermediate Similarity NPD2490 Approved
0.8413 Intermediate Similarity NPD2488 Approved
0.8214 Intermediate Similarity NPD2493 Approved
0.8214 Intermediate Similarity NPD2494 Approved
0.8209 Intermediate Similarity NPD5676 Approved
0.8182 Intermediate Similarity NPD4582 Approved
0.8182 Intermediate Similarity NPD4583 Approved
0.8173 Intermediate Similarity NPD3057 Approved
0.8131 Intermediate Similarity NPD4004 Approved
0.8131 Intermediate Similarity NPD4002 Approved
0.8122 Intermediate Similarity NPD3450 Approved
0.8122 Intermediate Similarity NPD3452 Approved
0.8095 Intermediate Similarity NPD2968 Approved
0.8095 Intermediate Similarity NPD2971 Approved
0.8081 Intermediate Similarity NPD2491 Approved
0.8081 Intermediate Similarity NPD3533 Approved
0.8081 Intermediate Similarity NPD2972 Approved
0.8029 Intermediate Similarity NPD7907 Approved
0.801 Intermediate Similarity NPD2973 Approved
0.801 Intermediate Similarity NPD2974 Approved
0.801 Intermediate Similarity NPD2975 Approved
0.799 Intermediate Similarity NPD3448 Approved
0.798 Intermediate Similarity NPD4580 Approved
0.7952 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.791 Intermediate Similarity NPD4040 Phase 1
0.7889 Intermediate Similarity NPD4107 Approved
0.7762 Intermediate Similarity NPD4111 Phase 1
0.7762 Intermediate Similarity NPD4665 Approved
0.7761 Intermediate Similarity NPD4482 Phase 3
0.772 Intermediate Similarity NPD7312 Approved
0.772 Intermediate Similarity NPD7310 Approved
0.772 Intermediate Similarity NPD7313 Approved
0.772 Intermediate Similarity NPD7311 Approved
0.768 Intermediate Similarity NPD7309 Approved
0.7579 Intermediate Similarity NPD2489 Approved
0.7579 Intermediate Similarity NPD27 Approved
0.7563 Intermediate Similarity NPD7906 Approved
0.7526 Intermediate Similarity NPD2969 Approved
0.7526 Intermediate Similarity NPD2970 Approved
0.75 Intermediate Similarity NPD7922 Phase 1
0.7477 Intermediate Similarity NPD7048 Phase 3
0.7474 Intermediate Similarity NPD3051 Approved
0.7411 Intermediate Similarity NPD8053 Approved
0.7411 Intermediate Similarity NPD8054 Approved
0.7407 Intermediate Similarity NPD6997 Phase 2
0.7396 Intermediate Similarity NPD2898 Approved
0.7371 Intermediate Similarity NPD7047 Phase 3
0.7368 Intermediate Similarity NPD7701 Phase 2
0.736 Intermediate Similarity NPD4577 Approved
0.736 Intermediate Similarity NPD4578 Approved
0.7343 Intermediate Similarity NPD7497 Discontinued
0.7337 Intermediate Similarity NPD4663 Approved
0.7336 Intermediate Similarity NPD5980 Discovery
0.7306 Intermediate Similarity NPD4481 Phase 3
0.7282 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD7667 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD8453 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD5190 Phase 2
0.7151 Intermediate Similarity NPD3640 Phase 3
0.7151 Intermediate Similarity NPD3639 Approved
0.7151 Intermediate Similarity NPD3641 Approved
0.7143 Intermediate Similarity NPD8319 Approved
0.7143 Intermediate Similarity NPD8320 Phase 1
0.7107 Intermediate Similarity NPD4603 Phase 2
0.7094 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD2420 Approved
0.7081 Intermediate Similarity NPD2421 Approved
0.7065 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD8252 Approved
0.7056 Intermediate Similarity NPD8251 Approved
0.7056 Intermediate Similarity NPD7177 Discontinued
0.7056 Intermediate Similarity NPD8099 Discontinued
0.702 Intermediate Similarity NPD8156 Discontinued
0.702 Intermediate Similarity NPD42 Phase 2
0.702 Intermediate Similarity NPD6042 Phase 2
0.7 Intermediate Similarity NPD7109 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7110 Phase 1
0.6968 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6952 Remote Similarity NPD4584 Approved
0.6944 Remote Similarity NPD7801 Approved
0.6934 Remote Similarity NPD7697 Approved
0.6934 Remote Similarity NPD7698 Approved
0.6934 Remote Similarity NPD7696 Phase 3
0.693 Remote Similarity NPD8151 Discontinued
0.6919 Remote Similarity NPD7473 Discontinued
0.6911 Remote Similarity NPD6386 Approved
0.6911 Remote Similarity NPD6385 Approved
0.6911 Remote Similarity NPD6873 Phase 2
0.6907 Remote Similarity NPD7833 Phase 2
0.6907 Remote Similarity NPD7831 Phase 2
0.6907 Remote Similarity NPD7832 Clinical (unspecified phase)
0.6905 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6898 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6898 Remote Similarity NPD7874 Approved
0.6891 Remote Similarity NPD5978 Approved
0.6891 Remote Similarity NPD5977 Approved
0.6882 Remote Similarity NPD5241 Discontinued
0.6881 Remote Similarity NPD5032 Approved
0.6875 Remote Similarity NPD7298 Approved
0.6872 Remote Similarity NPD6778 Approved
0.6872 Remote Similarity NPD6781 Approved
0.6872 Remote Similarity NPD6779 Approved
0.6872 Remote Similarity NPD6776 Approved
0.6872 Remote Similarity NPD6780 Approved
0.6872 Remote Similarity NPD6782 Approved
0.6872 Remote Similarity NPD6777 Approved
0.6863 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6859 Remote Similarity NPD6876 Approved
0.6859 Remote Similarity NPD6875 Approved
0.6857 Remote Similarity NPD7700 Phase 2
0.6857 Remote Similarity NPD7699 Phase 2
0.685 Remote Similarity NPD5312 Approved
0.685 Remote Similarity NPD5313 Approved
0.6839 Remote Similarity NPD6818 Clinical (unspecified phase)
0.6835 Remote Similarity NPD7827 Phase 1
0.6834 Remote Similarity NPD5033 Approved
0.6829 Remote Similarity NPD8150 Discontinued
0.6822 Remote Similarity NPD7870 Phase 2
0.6822 Remote Similarity NPD7871 Phase 2
0.6818 Remote Similarity NPD8051 Clinical (unspecified phase)
0.6806 Remote Similarity NPD4859 Phase 1
0.6796 Remote Similarity NPD7291 Discontinued
0.6796 Remote Similarity NPD3110 Approved
0.6796 Remote Similarity NPD3109 Approved
0.6789 Remote Similarity NPD6662 Clinical (unspecified phase)
0.6784 Remote Similarity NPD6166 Phase 2
0.6784 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6784 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6779 Remote Similarity NPD5968 Phase 3
0.6772 Remote Similarity NPD1754 Clinical (unspecified phase)
0.6768 Remote Similarity NPD6232 Discontinued
0.6751 Remote Similarity NPD4666 Phase 3
0.6749 Remote Similarity NPD7038 Approved
0.6749 Remote Similarity NPD5039 Approved
0.6749 Remote Similarity NPD5031 Approved
0.6749 Remote Similarity NPD5027 Approved
0.6749 Remote Similarity NPD5029 Approved
0.6749 Remote Similarity NPD7039 Approved
0.6745 Remote Similarity NPD8285 Discontinued
0.6738 Remote Similarity NPD8166 Discontinued
0.6733 Remote Similarity NPD4956 Approved
0.6732 Remote Similarity NPD6618 Phase 2
0.6723 Remote Similarity NPD8152 Approved
0.6723 Remote Similarity NPD8153 Approved
0.672 Remote Similarity NPD4664 Clinical (unspecified phase)
0.6718 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6717 Remote Similarity NPD6959 Discontinued
0.6716 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6714 Remote Similarity NPD6535 Approved
0.6714 Remote Similarity NPD6534 Approved
0.6713 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6701 Remote Similarity NPD5709 Phase 3
0.67 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6699 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6698 Remote Similarity NPD4420 Approved
0.6698 Remote Similarity NPD7435 Discontinued
0.6684 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6683 Remote Similarity NPD6071 Discontinued
0.6683 Remote Similarity NPD6836 Approved
0.6683 Remote Similarity NPD5844 Phase 1
0.6683 Remote Similarity NPD5035 Approved
0.6667 Remote Similarity NPD6212 Phase 3
0.6667 Remote Similarity NPD6213 Phase 3
0.6667 Remote Similarity NPD7201 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4585 Approved
0.6667 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5038 Approved
0.6667 Remote Similarity NPD8059 Phase 3
0.6667 Remote Similarity NPD5037 Approved
0.6651 Remote Similarity NPD6823 Phase 2
0.6649 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6649 Remote Similarity NPD4772 Phase 2
0.6649 Remote Similarity NPD4773 Phase 2
0.6649 Remote Similarity NPD5089 Approved
0.6649 Remote Similarity NPD5090 Approved
0.6649 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6636 Remote Similarity NPD7783 Phase 2
0.6636 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6635 Remote Similarity NPD6835 Approved
0.6634 Remote Similarity NPD7228 Approved
0.6634 Remote Similarity NPD7549 Discontinued
0.6633 Remote Similarity NPD8127 Discontinued
0.6633 Remote Similarity NPD6107 Approved
0.6632 Remote Similarity NPD7458 Discontinued
0.663 Remote Similarity NPD5156 Approved
0.663 Remote Similarity NPD5155 Approved
0.6618 Remote Similarity NPD6297 Approved
0.6618 Remote Similarity NPD5036 Approved
0.6603 Remote Similarity NPD6377 Clinical (unspecified phase)
0.66 Remote Similarity NPD4010 Discontinued
0.6597 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6595 Remote Similarity NPD6895 Approved
0.6595 Remote Similarity NPD6896 Approved
0.6582 Remote Similarity NPD1465 Phase 2
0.6579 Remote Similarity NPD6666 Approved
0.6579 Remote Similarity NPD7124 Phase 2
0.6579 Remote Similarity NPD2422 Clinical (unspecified phase)
0.6579 Remote Similarity NPD6667 Approved

Structure

External Identifiers

PubChem CID   24770039
ChEMBL   CHEMBL256341
ZINC  

Physicochemical Properties

Molecular Weight:  656.31
ALogP:  -1.5626
MLogP:  4.54
XLogP:  1.756
# Rotatable Bonds:  13
Polar Surface Area:  118
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  8
# Heavy Atoms:  48

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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