Natural Product: NPC47422

Natural Product ID:  NPC47422
Common Name:   1,3,5-Trimethoxybenzene
IUPAC Name:   1,3,5-trimethoxybenzene
Synonyms:  
Molecular Formula:   C9H12O3
Standard InCHIKey:  LKUDPHPHKOZXCD-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C9H12O3/c1-10-7-4-8(11-2)6-9(5-7)12-3/h4-6H,1-3H3
Canonical SMILES:  COc1cc(OC)cc(c1)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
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[19812218]
NPO18093 Rosa chinensis Species Rosaceae Eukaryota TCM_Taiwan*
NPO11889 Dendrobium chrysanthum Species Orchidaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 1887 nM PubChem BioAssay data set
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 31622.8 nM PubChem BioAssay data set
NPT10 Individual Protein Geminin Homo sapiens Potency 13335.9 nM PubChem BioAssay data set
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 68.6 % 23571415
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 90.48 % 23571415
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens Potency 13332.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 14960.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 31622.8 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 631 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 39810.7 nM PubChem BioAssay data set

  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 NPC47422 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
0.9881 High Similarity NPC302546
0.9213 High Similarity NPC16649
0.869 High Similarity NPC124576
0.8621 High Similarity NPC23837
0.8557 High Similarity NPC307875
0.8469 Intermediate Similarity NPC232654
0.8469 Intermediate Similarity NPC473653
0.8469 Intermediate Similarity NPC164576
0.8384 Intermediate Similarity NPC35543
0.8333 Intermediate Similarity NPC206876
0.83 Intermediate Similarity NPC245115
0.8218 Intermediate Similarity NPC82016
0.8218 Intermediate Similarity NPC165386
0.82 Intermediate Similarity NPC124712
0.8137 Intermediate Similarity NPC106141
0.8137 Intermediate Similarity NPC168657
0.8137 Intermediate Similarity NPC303521
0.8137 Intermediate Similarity NPC2682
0.8137 Intermediate Similarity NPC94045
0.8058 Intermediate Similarity NPC203924
0.8043 Intermediate Similarity NPC157213
0.8 Intermediate Similarity NPC125306
0.7981 Intermediate Similarity NPC280606
0.7957 Intermediate Similarity NPC177844
0.7957 Intermediate Similarity NPC8002
0.7957 Intermediate Similarity NPC259134
0.7957 Intermediate Similarity NPC99886
0.7955 Intermediate Similarity NPC4154
0.7905 Intermediate Similarity NPC204120
0.7885 Intermediate Similarity NPC90520
0.7885 Intermediate Similarity NPC255068
0.7885 Intermediate Similarity NPC296920
0.7872 Intermediate Similarity NPC318429
0.7872 Intermediate Similarity NPC71853
0.7865 Intermediate Similarity NPC270094
0.783 Intermediate Similarity NPC276737
0.783 Intermediate Similarity NPC180508
0.783 Intermediate Similarity NPC22610
0.783 Intermediate Similarity NPC228287
0.78 Intermediate Similarity NPC305205
0.7789 Intermediate Similarity NPC321956
0.7757 Intermediate Similarity NPC464
0.7757 Intermediate Similarity NPC53906
0.7757 Intermediate Similarity NPC185541
0.7757 Intermediate Similarity NPC167934
0.7685 Intermediate Similarity NPC128633
0.7685 Intermediate Similarity NPC123948
0.7685 Intermediate Similarity NPC114064
0.7685 Intermediate Similarity NPC141090
0.7685 Intermediate Similarity NPC193067
0.7685 Intermediate Similarity NPC229147
0.7685 Intermediate Similarity NPC85292
0.7685 Intermediate Similarity NPC150624
0.7685 Intermediate Similarity NPC54507
0.7685 Intermediate Similarity NPC203113
0.7647 Intermediate Similarity NPC238115
0.7629 Intermediate Similarity NPC471581
0.7629 Intermediate Similarity NPC114325
0.7619 Intermediate Similarity NPC247871
0.7615 Intermediate Similarity NPC195466
0.7615 Intermediate Similarity NPC69261
0.7615 Intermediate Similarity NPC470759
0.7615 Intermediate Similarity NPC474933
0.7615 Intermediate Similarity NPC33270
0.7615 Intermediate Similarity NPC50521
0.7615 Intermediate Similarity NPC244816
0.7615 Intermediate Similarity NPC52464
0.7615 Intermediate Similarity NPC304208
0.7615 Intermediate Similarity NPC15860
0.7615 Intermediate Similarity NPC259638
0.7615 Intermediate Similarity NPC127894
0.7615 Intermediate Similarity NPC221549
0.7615 Intermediate Similarity NPC33271
0.7615 Intermediate Similarity NPC219070
0.7593 Intermediate Similarity NPC808
0.7576 Intermediate Similarity NPC175298
0.7545 Intermediate Similarity NPC131118
0.7545 Intermediate Similarity NPC474612
0.7545 Intermediate Similarity NPC265547
0.7545 Intermediate Similarity NPC96705
0.7545 Intermediate Similarity NPC63083
0.7545 Intermediate Similarity NPC166591
0.75 Intermediate Similarity NPC100870
0.75 Intermediate Similarity NPC251306
0.7477 Intermediate Similarity NPC20674
0.7477 Intermediate Similarity NPC298796
0.7477 Intermediate Similarity NPC184302
0.7477 Intermediate Similarity NPC15805
0.7477 Intermediate Similarity NPC254625
0.7477 Intermediate Similarity NPC226629
0.7477 Intermediate Similarity NPC59561
0.7477 Intermediate Similarity NPC119949
0.7477 Intermediate Similarity NPC475961
0.7477 Intermediate Similarity NPC281356
0.7477 Intermediate Similarity NPC308217
0.7477 Intermediate Similarity NPC172253
0.7476 Intermediate Similarity NPC8302
0.7455 Intermediate Similarity NPC471498
0.7455 Intermediate Similarity NPC471503
0.7429 Intermediate Similarity NPC291837
0.7426 Intermediate Similarity NPC13755
0.7411 Intermediate Similarity NPC471504
0.7411 Intermediate Similarity NPC229401
0.7411 Intermediate Similarity NPC222175
0.7411 Intermediate Similarity NPC473290
0.74 Intermediate Similarity NPC313918
0.74 Intermediate Similarity NPC470161
0.7387 Intermediate Similarity NPC190514
0.7387 Intermediate Similarity NPC74821
0.7387 Intermediate Similarity NPC152306
0.7368 Intermediate Similarity NPC280254
0.7353 Intermediate Similarity NPC84325
0.7353 Intermediate Similarity NPC51633
0.7353 Intermediate Similarity NPC310905
0.7353 Intermediate Similarity NPC300166
0.7353 Intermediate Similarity NPC12714
0.7347 Intermediate Similarity NPC295295
0.7345 Intermediate Similarity NPC180006
0.7345 Intermediate Similarity NPC102639
0.7345 Intermediate Similarity NPC166759
0.7345 Intermediate Similarity NPC276195
0.7345 Intermediate Similarity NPC235190
0.7345 Intermediate Similarity NPC199023
0.7345 Intermediate Similarity NPC472596
0.7345 Intermediate Similarity NPC163200
0.7327 Intermediate Similarity NPC471576
0.7327 Intermediate Similarity NPC132725
0.7327 Intermediate Similarity NPC307039
0.7327 Intermediate Similarity NPC314803
0.7321 Intermediate Similarity NPC295259
0.7321 Intermediate Similarity NPC85895
0.7321 Intermediate Similarity NPC137294
0.7297 Intermediate Similarity NPC76915
0.7297 Intermediate Similarity NPC151617
0.729 Intermediate Similarity NPC231251
0.729 Intermediate Similarity NPC88868
0.729 Intermediate Similarity NPC25067
0.7282 Intermediate Similarity NPC179686
0.7282 Intermediate Similarity NPC192596
0.7282 Intermediate Similarity NPC298224
0.7281 Intermediate Similarity NPC49341
0.7281 Intermediate Similarity NPC75713
0.7281 Intermediate Similarity NPC285289
0.7281 Intermediate Similarity NPC212965
0.7281 Intermediate Similarity NPC476633
0.7281 Intermediate Similarity NPC310373
0.7281 Intermediate Similarity NPC477886
0.7264 Intermediate Similarity NPC241549
0.7257 Intermediate Similarity NPC232084
0.7257 Intermediate Similarity NPC247364
0.7257 Intermediate Similarity NPC93398
0.7257 Intermediate Similarity NPC474565
0.7257 Intermediate Similarity NPC10932
0.7257 Intermediate Similarity NPC8283
0.7257 Intermediate Similarity NPC258979
0.7257 Intermediate Similarity NPC61516
0.7255 Intermediate Similarity NPC107101
0.7228 Intermediate Similarity NPC95755
0.7217 Intermediate Similarity NPC270326
0.7217 Intermediate Similarity NPC96286
0.7217 Intermediate Similarity NPC100099
0.7217 Intermediate Similarity NPC248429
0.7217 Intermediate Similarity NPC473411
0.7217 Intermediate Similarity NPC77789
0.7217 Intermediate Similarity NPC211231
0.7217 Intermediate Similarity NPC18128
0.7217 Intermediate Similarity NPC71579
0.7217 Intermediate Similarity NPC120638
0.7217 Intermediate Similarity NPC36016
0.7217 Intermediate Similarity NPC288238
0.7217 Intermediate Similarity NPC194626
0.7217 Intermediate Similarity NPC261661
0.7217 Intermediate Similarity NPC474864
0.7217 Intermediate Similarity NPC264885
0.7217 Intermediate Similarity NPC152722
0.7217 Intermediate Similarity NPC262253
0.7212 Intermediate Similarity NPC38079
0.7212 Intermediate Similarity NPC109637
0.7212 Intermediate Similarity NPC2518
0.7212 Intermediate Similarity NPC474603
0.7212 Intermediate Similarity NPC12987
0.7212 Intermediate Similarity NPC108875
0.7212 Intermediate Similarity NPC292792
0.7212 Intermediate Similarity NPC283546
0.7212 Intermediate Similarity NPC38209
0.7193 Intermediate Similarity NPC218753
0.7184 Intermediate Similarity NPC307425
0.717 Intermediate Similarity NPC194034
0.7168 Intermediate Similarity NPC214289
0.7157 Intermediate Similarity NPC80027
0.7156 Intermediate Similarity NPC115379
0.7155 Intermediate Similarity NPC220598
0.7155 Intermediate Similarity NPC233526
0.7155 Intermediate Similarity NPC217854
0.7155 Intermediate Similarity NPC192810
0.7155 Intermediate Similarity NPC108545
0.7155 Intermediate Similarity NPC273772
0.7155 Intermediate Similarity NPC282496
0.7155 Intermediate Similarity NPC238810
0.7155 Intermediate Similarity NPC84086

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC47422 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
0.8043 Intermediate Similarity NPD9295 Approved
0.7955 Intermediate Similarity NPD9093 Approved
0.7872 Intermediate Similarity NPD9365 Approved
0.7865 Intermediate Similarity NPD9089 Approved
0.7629 Intermediate Similarity NPD9296 Approved
0.7615 Intermediate Similarity NPD1408 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD7533 Approved
0.7545 Intermediate Similarity NPD7534 Approved
0.7525 Intermediate Similarity NPD291 Approved
0.7387 Intermediate Similarity NPD1548 Phase 1
0.7368 Intermediate Similarity NPD9094 Approved
0.7217 Intermediate Similarity NPD2981 Phase 2
0.717 Intermediate Similarity NPD290 Approved
0.7155 Intermediate Similarity NPD2982 Phase 2
0.7155 Intermediate Similarity NPD2983 Phase 2
0.713 Intermediate Similarity NPD422 Phase 1
0.713 Intermediate Similarity NPD1610 Phase 2
0.7075 Intermediate Similarity NPD3134 Approved
0.7048 Intermediate Similarity NPD9501 Approved
0.7037 Intermediate Similarity NPD556 Approved
0.7019 Intermediate Similarity NPD940 Approved
0.7019 Intermediate Similarity NPD846 Approved
0.7009 Intermediate Similarity NPD4749 Approved
0.7009 Intermediate Similarity NPD9552 Approved
0.7009 Intermediate Similarity NPD1358 Approved
0.6975 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6966 Remote Similarity NPD9087 Approved
0.6944 Remote Similarity NPD2684 Approved
0.6923 Remote Similarity NPD1242 Phase 1
0.6917 Remote Similarity NPD3018 Phase 2
0.6916 Remote Similarity NPD968 Approved
0.6881 Remote Similarity NPD5451 Approved
0.686 Remote Similarity NPD4908 Phase 1
0.686 Remote Similarity NPD3537 Clinical (unspecified phase)
0.6852 Remote Similarity NPD5374 Approved
0.6852 Remote Similarity NPD9624 Approved
0.6852 Remote Similarity NPD5373 Approved
0.6848 Remote Similarity NPD9088 Approved
0.6833 Remote Similarity NPD1469 Clinical (unspecified phase)
0.6818 Remote Similarity NPD2673 Approved
0.6818 Remote Similarity NPD2671 Approved
0.6803 Remote Similarity NPD3027 Phase 3
0.6757 Remote Similarity NPD228 Approved
0.6748 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6748 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6748 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6721 Remote Similarity NPD1008 Clinical (unspecified phase)
0.6696 Remote Similarity NPD821 Approved
0.6696 Remote Similarity NPD769 Approved
0.6696 Remote Similarity NPD7843 Approved
0.6695 Remote Similarity NPD1091 Approved
0.6667 Remote Similarity NPD4625 Phase 3
0.6667 Remote Similarity NPD9697 Approved
0.664 Remote Similarity NPD1240 Approved
0.6639 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6637 Remote Similarity NPD5283 Phase 1
0.6637 Remote Similarity NPD1241 Discontinued
0.6607 Remote Similarity NPD1137 Approved
0.6607 Remote Similarity NPD1139 Approved
0.6585 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6577 Remote Similarity NPD4750 Phase 3
0.6555 Remote Similarity NPD3705 Approved
0.6549 Remote Similarity NPD5535 Approved
0.6549 Remote Similarity NPD1138 Approved
0.6535 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6535 Remote Similarity NPD1607 Approved
0.6531 Remote Similarity NPD111 Approved
0.6525 Remote Similarity NPD17 Approved
0.6525 Remote Similarity NPD1778 Approved
0.6522 Remote Similarity NPD7157 Approved
0.6522 Remote Similarity NPD191 Approved
0.6508 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6508 Remote Similarity NPD1613 Approved
0.6484 Remote Similarity NPD2200 Suspended
0.6484 Remote Similarity NPD6111 Discontinued
0.648 Remote Similarity NPD1296 Phase 2
0.6435 Remote Similarity NPD595 Approved
0.6435 Remote Similarity NPD593 Approved
0.6435 Remote Similarity NPD9299 Approved
0.6434 Remote Similarity NPD5788 Clinical (unspecified phase)
0.641 Remote Similarity NPD1103 Approved
0.641 Remote Similarity NPD1102 Approved
0.641 Remote Similarity NPD5536 Phase 2
0.641 Remote Similarity NPD254 Approved
0.6385 Remote Similarity NPD3539 Phase 1
0.6385 Remote Similarity NPD2796 Approved
0.6379 Remote Similarity NPD6671 Approved
0.6379 Remote Similarity NPD709 Approved
0.6379 Remote Similarity NPD2557 Approved
0.6364 Remote Similarity NPD1608 Approved
0.6348 Remote Similarity NPD592 Approved
0.6348 Remote Similarity NPD594 Approved
0.6336 Remote Similarity NPD3540 Phase 1
0.6325 Remote Similarity NPD3596 Phase 2
0.6308 Remote Similarity NPD1510 Phase 2
0.6303 Remote Similarity NPD1651 Approved
0.6303 Remote Similarity NPD1798 Approved
0.6303 Remote Similarity NPD5585 Approved
0.6303 Remote Similarity NPD1357 Approved
0.6303 Remote Similarity NPD5691 Approved
0.6303 Remote Similarity NPD1797 Approved
0.6288 Remote Similarity NPD970 Clinical (unspecified phase)
0.6286 Remote Similarity NPD2934 Approved
0.6286 Remote Similarity NPD2933 Approved
0.626 Remote Similarity NPD6099 Approved
0.626 Remote Similarity NPD3225 Approved
0.626 Remote Similarity NPD6100 Approved
0.626 Remote Similarity NPD1551 Phase 2
0.626 Remote Similarity NPD3454 Phase 3
0.625 Remote Similarity NPD4626 Approved
0.625 Remote Similarity NPD2667 Approved
0.625 Remote Similarity NPD2668 Approved
0.6241 Remote Similarity NPD1652 Phase 2
0.6241 Remote Similarity NPD2654 Approved
0.6239 Remote Similarity NPD6387 Discontinued
0.623 Remote Similarity NPD9717 Approved
0.6226 Remote Similarity NPD2859 Approved
0.6226 Remote Similarity NPD2860 Approved
0.6218 Remote Similarity NPD9545 Approved
0.6218 Remote Similarity NPD6581 Approved
0.6218 Remote Similarity NPD1182 Approved
0.6218 Remote Similarity NPD6580 Approved
0.6212 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6212 Remote Similarity NPD1550 Clinical (unspecified phase)
0.621 Remote Similarity NPD2082 Clinical (unspecified phase)
0.6202 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6202 Remote Similarity NPD5124 Phase 1
0.62 Remote Similarity NPD9073 Approved
0.6198 Remote Similarity NPD3496 Discontinued
0.6198 Remote Similarity NPD3847 Discontinued
0.6194 Remote Similarity NPD7466 Approved
0.6194 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6186 Remote Similarity NPD9493 Approved
0.6183 Remote Similarity NPD3748 Approved
0.6167 Remote Similarity NPD3443 Approved
0.6167 Remote Similarity NPD6830 Clinical (unspecified phase)
0.6167 Remote Similarity NPD3444 Approved
0.6167 Remote Similarity NPD2594 Approved
0.6167 Remote Similarity NPD6382 Discontinued
0.6167 Remote Similarity NPD3049 Approved
0.6167 Remote Similarity NPD2595 Approved
0.6167 Remote Similarity NPD3445 Approved
0.6165 Remote Similarity NPD1549 Phase 2
0.616 Remote Similarity NPD1019 Discontinued
0.6148 Remote Similarity NPD2219 Phase 1
0.6148 Remote Similarity NPD1281 Approved
0.6148 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6148 Remote Similarity NPD776 Approved
0.6142 Remote Similarity NPD3179 Approved
0.6142 Remote Similarity NPD3180 Approved
0.6132 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6129 Remote Similarity NPD8651 Approved
0.6129 Remote Similarity NPD6696 Suspended
0.6124 Remote Similarity NPD2238 Phase 2
0.6119 Remote Similarity NPD1243 Approved
0.6116 Remote Similarity NPD2554 Approved
0.6116 Remote Similarity NPD2423 Clinical (unspecified phase)
0.6116 Remote Similarity NPD2556 Approved
0.6116 Remote Similarity NPD6516 Phase 2
0.6116 Remote Similarity NPD1010 Approved
0.6116 Remote Similarity NPD5846 Approved
0.6111 Remote Similarity NPD2861 Phase 2
0.6103 Remote Similarity NPD7124 Phase 2
0.6098 Remote Similarity NPD2230 Approved
0.6098 Remote Similarity NPD2233 Approved
0.6098 Remote Similarity NPD2232 Approved
0.6098 Remote Similarity NPD3972 Approved
0.6083 Remote Similarity NPD2486 Discontinued
0.6083 Remote Similarity NPD1894 Discontinued
0.608 Remote Similarity NPD3266 Approved
0.608 Remote Similarity NPD3568 Approved
0.608 Remote Similarity NPD3567 Approved
0.608 Remote Similarity NPD3827 Clinical (unspecified phase)
0.608 Remote Similarity NPD2797 Approved
0.608 Remote Similarity NPD3267 Approved
0.608 Remote Similarity NPD6362 Approved
0.6077 Remote Similarity NPD230 Phase 1
0.6075 Remote Similarity NPD844 Approved
0.6074 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6074 Remote Similarity NPD3892 Phase 2
0.6066 Remote Similarity NPD3447 Discontinued
0.6066 Remote Similarity NPD155 Clinical (unspecified phase)
0.6063 Remote Similarity NPD596 Approved
0.6063 Remote Similarity NPD600 Approved
0.6063 Remote Similarity NPD6832 Phase 2
0.6058 Remote Similarity NPD6799 Approved
0.6058 Remote Similarity NPD7212 Phase 2
0.6058 Remote Similarity NPD5297 Approved
0.6058 Remote Similarity NPD4357 Discontinued
0.6058 Remote Similarity NPD7213 Phase 3
0.6055 Remote Similarity NPD3020 Approved
0.6048 Remote Similarity NPD5327 Phase 3
0.6048 Remote Similarity NPD6583 Phase 3
0.6048 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6048 Remote Similarity NPD4359 Approved
0.6048 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6048 Remote Similarity NPD6582 Phase 2
0.6048 Remote Similarity NPD1669 Approved
0.6048 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6048 Remote Similarity NPD3685 Discontinued

Structure

External Identifiers

PubChem CID   69301
ChEMBL   CHEMBL1605492
ZINC  

Physicochemical Properties

Molecular Weight:  168.08
ALogP:  -0.1554
MLogP:  2.12
XLogP:  1.464
# Rotatable Bonds:  6
Polar Surface Area:  27.69
# H-Bond Aceptor:  0
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  12

Download Data

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Biological Activities  
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