Natural Product: NPC147686

Natural Product ID:  NPC147686
Common Name:   Liquirtigenin
IUPAC Name:   (2S)-7-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Synonyms:   (2S)-Liquiritigenin; 4',7-Dihydroxyflavanone; 7,4'-Dihydroxyflavanone; Liquiritigenin; Liquirtigenin
Molecular Formula:   C15H12O4
Standard InCHIKey:  FURUXTVZLHCCNA-AWEZNQCLSA-N
Standard InCHI:  InChI=1S/C15H12O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-7,14,16-17H,8H2/t14-/m0/s1
Canonical SMILES:  Oc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)cc(cc2)O
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
NPO33288 brazilian red propolis Species NA NA Brazil PMID[18440233]
NPO6065 Brassica carinata Species Brassicaceae Eukaryota UNPD*
NPO18476 Lophopetalum toxicum Species Celastraceae Eukaryota UNPD*
NPO21891 Panax notoginseng Species Araliaceae Eukaryota TCMSP*
NPO24543 Platymiscium floribundum Species Fabaceae Eukaryota PMID[15787450]
NPO4123 Trididemnum cyanophorum Species Didemnidae Eukaryota UNPD*
NPO29581 Dalbergiae odoriferae lignum NA NA NA TCMSP*
NPO7845 Tephrosia elata Species Geometridae Eukaryota UNPD*
NPO14114 Dalbergia parviflora Species Fabaceae Eukaryota heartwood PMID[19928832]
NPO5086 Alternaria macrospora Species Pleosporaceae Eukaryota UNPD*
NPO298 Isatdis radix NA NA NA TCMSP*
NPO1473 Xanthorhiza simplicissima Species Ranunculaceae Eukaryota UNPD*
NPO4536 Remirea maritima Species Cyperaceae Eukaryota UNPD*
NPO19470 Xanthorrhoea minor Species Asphodelaceae Eukaryota UNPD*
NPO18385 Rabdosia parvifolia Species Lamiaceae Eukaryota UNPD*
NPO15835 Glycyrrhiza Species Fabaceae Eukaryota TCMSP*
NPO9867 Ixeris debilis Species Asteraceae Eukaryota UNPD*
NPO9594 Lysimachia fordiana Species Primulaceae Eukaryota UNPD*
NPO8308 Bryocaulon pseudosatoanum Species Parmeliaceae Eukaryota UNPD*
NPO29539 Sedi herba NA NA NA TCMSP*
NPO20170 Anthoceros punctatus Species Anthocerotaceae Eukaryota UNPD*
NPO29678 Polygonati rhizoma NA NA NA TCMSP*
NPO20782 Philodendron hederaceum Species Araceae Eukaryota UNPD*
NPO29570 Rhapontici radix NA NA NA TCMSP*
NPO8938 Halobacillus litoralis Species Bacillaceae Bacteria UNPD*
NPO9499 Epimrdii herba NA NA NA TCMSP*
NPO10026 Mitracarpus scaber Species Rubiaceae Eukaryota UNPD*
NPO29724 Hedysari radix NA NA NA TCMSP*
NPO9737 Ampelocera edentula Species Ulmaceae Eukaryota UNPD*
NPO1293 Streptomyces matensis Species Streptomycetaceae Bacteria UNPD*
NPO21442 Elaeocarpus sphaericus Species Elaeocarpaceae Eukaryota UNPD*
NPO495 Daemonorops draco Species Arecaceae Eukaryota TM-MC*
NPO6807 Ranunculus asiaticus Species Ranunculaceae Eukaryota UNPD*
NPO8842 Neurymenia fraxinifolia Species Rhodomelaceae Eukaryota UNPD*
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota TM-MC*
NPO13474 Euphrasia genargentea Species Orobanchaceae Eukaryota UNPD*
NPO7786 Lentinus tigrinus Species Lentinaceae Eukaryota UNPD*
NPO3292 Desmodium styracifolium Species Fabaceae Eukaryota TM-MC*
NPO10132 Schizophyllum lobatum Species Schizophyllaceae Eukaryota UNPD*
NPO2439 Diplopterygium glaucum Species Gleicheniaceae Eukaryota UNPD*
NPO14409 Dioscorea nipponica Species Dioscoreaceae Eukaryota TM-MC*
NPO9091 Orthosiphon spicatus Species Lamiaceae Eukaryota UNPD*
NPO373 Viburnum erubescens Species Adoxaceae Eukaryota UNPD*
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota TM-MC*
NPO2765 Oxytropis falcata Species Fabaceae Eukaryota UNPD*
NPO26881 Croton zehntneri Species Euphorbiaceae Eukaryota UNPD*
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota TM-MC*
NPO5857 Achlya heterosexualis Species Saprolegniaceae Eukaryota UNPD*
NPO18625 Chlorocodon whitei NA NA NA UNPD*
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota TM-MC*
NPO10917 Junceella gemmacea Species Ellisellidae Eukaryota UNPD*
NPO7418 Eucalyptus resinifera Species Myrtaceae Eukaryota UNPD*
NPO6792 Hedysarum polybotrys Species Fabaceae Eukaryota TM-MC*
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota UNPD*
NPO23036 Angelica hirsutiflora Species Apiaceae Eukaryota UNPD*
NPO23847 Lysimachia christinae Species Primulaceae Eukaryota TM-MC*
NPO5608 Croton gratissimus Species Euphorbiaceae Eukaryota UNPD*
NPO1383.1 Murraya paniculata var. omphalocarpa Varieties Rutaceae Eukaryota UNPD*
NPO22160 Polygonatum cyrtonema Species Asparagaceae Eukaryota TM-MC*
NPO26559 Glycine soja Species Fabaceae Eukaryota UNPD*
NPO10038.1 Abies pinsapo var. marocana Varieties Pinaceae Eukaryota UNPD*
NPO5325 Lobophytum durum Species Alcyoniidae Eukaryota UNPD*
NPO5956 Polygonatum falcatum Species Asparagaceae Eukaryota TM-MC*
NPO13659 Helichrysum asperum Species Asteraceae Eukaryota UNPD*
NPO28952 Sapium haematospermum Species Euphorbiaceae Eukaryota UNPD*
NPO2670 Maytenus chuchuhuasha Species Celastraceae Eukaryota UNPD*
NPO29146 Polygonatum kingianum Species Asparagaceae Eukaryota TM-MC*
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota UNPD*
NPO23120 Clausena suffruticosa Species Rutaceae Eukaryota UNPD*
NPO19860 Jasminum sambac Species Oleaceae Eukaryota UNPD*
NPO9935 Polygonatum sibiricum Species Asparagaceae Eukaryota TM-MC*
NPO26403 Brachymeris montana NA NA NA UNPD*
NPO8790 Cyanostegia angustifolia Species Lamiaceae Eukaryota UNPD*
NPO1828 Searsia leptodictya Species Anacardiaceae Eukaryota UNPD*
NPO25653 Spatholobus suberectus Species Fabaceae Eukaryota TM-MC*
NPO22157 Datura wrightii Species Solanaceae Eukaryota UNPD*
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota UNPD*
NPO8257 Carpha glomerata Species Cyperaceae Eukaryota UNPD*
NPO6361 Turpinia arguta Species Staphyleaceae Eukaryota TM-MC*
NPO22054 Cinchona officinalis Species Rubiaceae Eukaryota UNPD*
NPO3151 Solanum lanceolatum Species Solanaceae Eukaryota UNPD*
NPO9998 Abies excelsa Species Pinaceae Eukaryota UNPD*
NPO8300 Apis mellifera ligustica Species Apidae Eukaryota TCMID*
NPO784 Sinapis alba Species Brassicaceae Eukaryota UNPD*
NPO10080 Teucrium betonicum Species Lamiaceae Eukaryota UNPD*
NPO2131 Dactylorhiza viridis Species Orchidaceae Eukaryota UNPD*
NPO24543 Platymiscium floribundum Species Fabaceae Eukaryota PMID[21866899]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota PMID[21866899]
NPO7032 Marasmiellus troyanus Species Omphalotaceae Eukaryota UNPD*
NPO19597 Populus sieboldi Species Salicaceae Eukaryota UNPD*
NPO593 Wikstroemia viridiflora Species Thymelaeaceae Eukaryota UNPD*
NPO26722 Dorstenia dinklagei Species Moraceae Eukaryota UNPD*
NPO3344 Bryonia alba Species Cucurbitaceae Eukaryota UNPD*
NPO17550 Origanum onites Species Lamiaceae Eukaryota UNPD*
NPO6859 Eurycoma harmandiana Species Simaroubaceae Eukaryota UNPD*
NPO4901 Arnica mollis Species Asteraceae Eukaryota UNPD*
NPO8025 Aaptos ciliata Species Suberitidae Eukaryota UNPD*
NPO22009 Lupinus holosericeus Species Fabaceae Eukaryota UNPD*
NPO21472 Pterolobium hexapetalum Species Fabaceae Eukaryota UNPD*
NPO3838 Chrysosporum ovalisporum Species Aphanizomenonaceae Bacteria UNPD*
NPO33288 brazilian red propolis Species NA NA Brazil PMID[17950610]
NPO26531 Aeschrion excelsa NA NA NA UNPD*
NPO20623 Dendrobium farmeri Species Orchidaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT461 Cell Line PANC-1 Homo sapiens CD100 > 0.1 nM 17950610
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens IC50 = 2100 nM 18042388
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens Activity = 2.5 18042388
NPT1310 Individual Protein Xanthine dehydrogenase Bos taurus Inhibition = 100 % 3379415
NPT1310 Individual Protein Xanthine dehydrogenase Bos taurus IC50 = 11300 nM 3379415
NPT2 Others Unspecified IC50 > 100000 nM 18302333
NPT2 Others Unspecified IC50 = 56600 nM 18440233
NPT2 Others Unspecified IC50 = 97700 nM 18440233
NPT2 Others Unspecified IC50 > 100000 nM 18440233
NPT81 Cell Line A549 Homo sapiens IC50 > 100000 nM 18440233
NPT165 Cell Line HeLa Homo sapiens IC50 > 100000 nM 18440233
NPT453 Cell Line HT-1080 Homo sapiens IC50 > 100000 nM 18440233
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 323.2 mg/dl 8377021
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 198.1 mg/dl 8377021
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 38.01 mg/dl 8377021
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 245.7 mg/dl 8377021
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 39.6 mg/dl 8377021
NPT29 Organism Rattus norvegicus Rattus norvegicus Ratio = 0.11 8377021
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 406.7 mg% 8377021
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 572.9 mg% 8377021
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 837.3 mg% 8377021
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens IC50 = 340 nM 18778944
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 > 60000 nM 17125223
NPT404 Cell Line CCRF-CEM Homo sapiens IC50 > 25 ug/ml 15787450
NPT116 Cell Line HL-60 Homo sapiens IC50 = 22.5 ug/ml 15787450
NPT180 Cell Line HCT-8 Homo sapiens IC50 = 19.5 ug/ml 15787450
NPT83 Cell Line MCF7 Homo sapiens IC50 > 25 ug/ml 15787450
NPT319 Cell Line B16 Mus musculus IC50 = 5 ug/ml 15787450
NPT2 Others Unspecified IC50 = 14700 nM 19102656
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 > 50000 nM 19632832
NPT2 Others Unspecified IC50 = 46800 nM 20064716
NPT2 Others Unspecified Ki = 33100 nM 20064716
NPT396 Cell Line T47D Homo sapiens Activity = 5.9 nM 19928832
NPT396 Cell Line T47D Homo sapiens Activity = 0.01 nM 19928832
NPT83 Cell Line MCF7 Homo sapiens Activity = 0.01 nM 19928832
NPT396 Cell Line T47D Homo sapiens Activity > 0.1 nM 19928832
NPT396 Cell Line T47D Homo sapiens Activity = 0.64 nM 19928832
NPT83 Cell Line MCF7 Homo sapiens Activity = 0.65 nM 19928832
NPT83 Cell Line MCF7 Homo sapiens Activity = 0.1 nM 19928832
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 37200 nM 20494492
NPT515 Cell Line SGC-7901 Homo sapiens IC50 = 92400 nM 20494492
NPT90 Cell Line DU-145 Homo sapiens IC50 > 100000 nM 20494492
NPT111 Cell Line K562 Homo sapiens IC50 > 100000 nM 20494492
NPT165 Cell Line HeLa Homo sapiens IC50 > 100000 nM 20494492
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 > 100000 nM 21571537
NPT74 Individual Protein Proto-oncogene c-JUN Homo sapiens Inhibition = 20 % 21866899
NPT721 Individual Protein Nuclear factor NF-kappa-B p65 subunit Homo sapiens Inhibition = 39 % 21866899
NPT466 Cell Line U-937 Homo sapiens Inhibition = 24 % 21866899
NPT466 Cell Line U-937 Homo sapiens Inhibition = 11 % 21866899
NPT466 Cell Line U-937 Homo sapiens Inhibition = 34 % 21866899
NPT466 Cell Line U-937 Homo sapiens Inhibition = 23 % 21866899
NPT466 Cell Line U-937 Homo sapiens Inhibition = 17 % 21866899
NPT280 Individual Protein Matrix metalloproteinase 9 Homo sapiens Activity = 87 % 21866899
NPT280 Individual Protein Matrix metalloproteinase 9 Homo sapiens Activity = 95 % 21866899
NPT1485 Individual Protein Collagenase Porphyromonas gingivalis Inhibition = 21 % 21866899
NPT1485 Individual Protein Collagenase Porphyromonas gingivalis Activity = 79 % 21866899
NPT1485 Individual Protein Collagenase Porphyromonas gingivalis Activity = 82 % 21866899
NPT1485 Individual Protein Collagenase Porphyromonas gingivalis Activity = 83 % 21866899
NPT1128 Organism Prevotella intermedia Prevotella intermedia GI = 85 % 21866899
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Inhibition < 50 % 24047800
NPT616 Cell Line MDCK Canis lupus familiaris CC50 = 301000 nM 24313801
NPT493 Individual Protein Neuraminidase Influenza A virus IC50 = 8330 nM 24313801
NPT493 Individual Protein Neuraminidase Influenza A virus IC50 = 2070 nM 24313801

  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 NPC147686 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
1.0 High Similarity NPC329225
1.0 High Similarity NPC472460
0.9924 High Similarity NPC79943
0.9924 High Similarity NPC287246
0.9924 High Similarity NPC84585
0.9924 High Similarity NPC296490
0.9924 High Similarity NPC13768
0.9924 High Similarity NPC243083
0.9924 High Similarity NPC32441
0.9924 High Similarity NPC476480
0.9924 High Similarity NPC295261
0.9924 High Similarity NPC107586
0.9924 High Similarity NPC12296
0.9776 High Similarity NPC20709
0.9776 High Similarity NPC310135
0.9776 High Similarity NPC150648
0.9776 High Similarity NPC225153
0.9776 High Similarity NPC265871
0.9776 High Similarity NPC274784
0.9776 High Similarity NPC329203
0.9776 High Similarity NPC261234
0.9776 High Similarity NPC222342
0.9774 High Similarity NPC275055
0.9774 High Similarity NPC290291
0.9773 High Similarity NPC9985
0.9773 High Similarity NPC239495
0.9704 High Similarity NPC110228
0.9704 High Similarity NPC6407
0.9704 High Similarity NPC188243
0.9701 High Similarity NPC118813
0.9701 High Similarity NPC280284
0.9701 High Similarity NPC188947
0.9701 High Similarity NPC99333
0.9635 High Similarity NPC310130
0.9635 High Similarity NPC149026
0.9635 High Similarity NPC68104
0.9635 High Similarity NPC257097
0.9635 High Similarity NPC91560
0.9635 High Similarity NPC175504
0.9635 High Similarity NPC75049
0.9635 High Similarity NPC39329
0.9635 High Similarity NPC150408
0.9635 High Similarity NPC143896
0.9635 High Similarity NPC164980
0.9635 High Similarity NPC221432
0.9635 High Similarity NPC169591
0.9632 High Similarity NPC3188
0.9632 High Similarity NPC213322
0.9632 High Similarity NPC324386
0.9632 High Similarity NPC4743
0.9632 High Similarity NPC312391
0.963 High Similarity NPC316480
0.963 High Similarity NPC140890
0.9565 High Similarity NPC473015
0.9565 High Similarity NPC236766
0.9565 High Similarity NPC209040
0.9565 High Similarity NPC197252
0.9565 High Similarity NPC473013
0.9562 High Similarity NPC148757
0.9562 High Similarity NPC37496
0.9562 High Similarity NPC125855
0.9562 High Similarity NPC296917
0.9562 High Similarity NPC1089
0.9562 High Similarity NPC194432
0.9562 High Similarity NPC76338
0.9562 High Similarity NPC306829
0.9562 High Similarity NPC166934
0.9562 High Similarity NPC32739
0.9562 High Similarity NPC177354
0.9562 High Similarity NPC228504
0.9562 High Similarity NPC107572
0.9562 High Similarity NPC227579
0.9562 High Similarity NPC78
0.9562 High Similarity NPC166482
0.9562 High Similarity NPC182852
0.9562 High Similarity NPC223500
0.9562 High Similarity NPC161506
0.9562 High Similarity NPC64915
0.9562 High Similarity NPC328164
0.9562 High Similarity NPC265040
0.9562 High Similarity NPC167624
0.9562 High Similarity NPC324436
0.9562 High Similarity NPC220998
0.9562 High Similarity NPC66515
0.9562 High Similarity NPC202981
0.9562 High Similarity NPC324134
0.9562 High Similarity NPC10937
0.9562 High Similarity NPC40833
0.9562 High Similarity NPC76372
0.9559 High Similarity NPC284550
0.9559 High Similarity NPC129853
0.9559 High Similarity NPC76445
0.9559 High Similarity NPC182421
0.9556 High Similarity NPC124269
0.9549 High Similarity NPC172262
0.9496 High Similarity NPC1940
0.9496 High Similarity NPC148011
0.9493 High Similarity NPC125894
0.9493 High Similarity NPC81697
0.9493 High Similarity NPC85162
0.9493 High Similarity NPC278249
0.9493 High Similarity NPC77794
0.9493 High Similarity NPC223812
0.9493 High Similarity NPC107177
0.9493 High Similarity NPC478086
0.9493 High Similarity NPC185276
0.9493 High Similarity NPC214166
0.9493 High Similarity NPC316816
0.9489 High Similarity NPC110038
0.9489 High Similarity NPC166689
0.9489 High Similarity NPC17170
0.9489 High Similarity NPC258630
0.9489 High Similarity NPC156190
0.9489 High Similarity NPC248372
0.9489 High Similarity NPC96408
0.9489 High Similarity NPC279650
0.9481 High Similarity NPC266597
0.9481 High Similarity NPC188879
0.9481 High Similarity NPC250266
0.9478 High Similarity NPC39426
0.9478 High Similarity NPC234560
0.9474 High Similarity NPC78540
0.9474 High Similarity NPC50898
0.9474 High Similarity NPC274121
0.9474 High Similarity NPC213216
0.9474 High Similarity NPC57601
0.9429 High Similarity NPC23728
0.9429 High Similarity NPC110303
0.9424 High Similarity NPC4152
0.9424 High Similarity NPC279417
0.9424 High Similarity NPC39045
0.9424 High Similarity NPC142731
0.9424 High Similarity NPC306607
0.9424 High Similarity NPC303185
0.9424 High Similarity NPC473014
0.9424 High Similarity NPC131568
0.9424 High Similarity NPC49130
0.9424 High Similarity NPC62290
0.9424 High Similarity NPC470135
0.9424 High Similarity NPC208176
0.9424 High Similarity NPC326506
0.9424 High Similarity NPC184649
0.9424 High Similarity NPC470136
0.9424 High Similarity NPC131579
0.9424 High Similarity NPC235217
0.942 High Similarity NPC147145
0.942 High Similarity NPC73028
0.9416 High Similarity NPC69769
0.9407 High Similarity NPC234133
0.9407 High Similarity NPC240593
0.9407 High Similarity NPC47815
0.9407 High Similarity NPC29353
0.9407 High Similarity NPC124784
0.9407 High Similarity NPC235428
0.9407 High Similarity NPC473887
0.9407 High Similarity NPC231772
0.9407 High Similarity NPC87545
0.9407 High Similarity NPC127447
0.9407 High Similarity NPC194281
0.9362 High Similarity NPC132592
0.9362 High Similarity NPC160821
0.9357 High Similarity NPC267375
0.9357 High Similarity NPC88964
0.9357 High Similarity NPC470647
0.9357 High Similarity NPC229190
0.9357 High Similarity NPC470134
0.9357 High Similarity NPC312973
0.9357 High Similarity NPC176229
0.9357 High Similarity NPC142405
0.9357 High Similarity NPC301276
0.9357 High Similarity NPC54577
0.9357 High Similarity NPC473078
0.9357 High Similarity NPC67805
0.9357 High Similarity NPC475052
0.9357 High Similarity NPC83357
0.9357 High Similarity NPC246948
0.9357 High Similarity NPC109183
0.9357 High Similarity NPC299011
0.9357 High Similarity NPC470133
0.9357 High Similarity NPC472629
0.9357 High Similarity NPC470132
0.9357 High Similarity NPC111786
0.9357 High Similarity NPC20488
0.9357 High Similarity NPC195621
0.9357 High Similarity NPC285630
0.9357 High Similarity NPC214774
0.9357 High Similarity NPC127059
0.9357 High Similarity NPC470131
0.9353 High Similarity NPC166138
0.9353 High Similarity NPC106985
0.9353 High Similarity NPC113770
0.9353 High Similarity NPC18585
0.9348 High Similarity NPC110969
0.9343 High Similarity NPC78913
0.9343 High Similarity NPC18260
0.9338 High Similarity NPC294409
0.9338 High Similarity NPC162680
0.9338 High Similarity NPC181124
0.9338 High Similarity NPC116632
0.9338 High Similarity NPC212767

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC147686 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
1.0 High Similarity NPD1549 Phase 2
0.9924 High Similarity NPD1550 Clinical (unspecified phase)
0.9924 High Similarity NPD1552 Clinical (unspecified phase)
0.9478 High Similarity NPD1510 Phase 2
0.9323 High Similarity NPD1240 Approved
0.9185 High Similarity NPD1607 Approved
0.9124 High Similarity NPD2796 Approved
0.9014 High Similarity NPD4378 Clinical (unspecified phase)
0.8973 High Similarity NPD1934 Approved
0.8966 High Similarity NPD4380 Phase 2
0.8912 High Similarity NPD2393 Clinical (unspecified phase)
0.8904 High Similarity NPD7411 Suspended
0.8881 High Similarity NPD7410 Clinical (unspecified phase)
0.8859 High Similarity NPD4381 Clinical (unspecified phase)
0.8859 High Similarity NPD7075 Discontinued
0.8851 High Similarity NPD8443 Clinical (unspecified phase)
0.8811 High Similarity NPD1511 Approved
0.8784 High Similarity NPD7096 Clinical (unspecified phase)
0.8714 High Similarity NPD1551 Phase 2
0.869 High Similarity NPD1512 Approved
0.8681 High Similarity NPD6799 Approved
0.8658 High Similarity NPD7819 Suspended
0.8636 High Similarity NPD1547 Clinical (unspecified phase)
0.8601 High Similarity NPD3750 Approved
0.8591 High Similarity NPD6801 Discontinued
0.8487 Intermediate Similarity NPD3749 Approved
0.8456 Intermediate Similarity NPD6599 Discontinued
0.8421 Intermediate Similarity NPD3882 Suspended
0.8411 Intermediate Similarity NPD2801 Approved
0.8403 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8397 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8397 Intermediate Similarity NPD6166 Phase 2
0.8397 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8397 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8382 Intermediate Similarity NPD1203 Approved
0.8378 Intermediate Similarity NPD5403 Approved
0.8367 Intermediate Similarity NPD5401 Approved
0.8345 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8323 Intermediate Similarity NPD6959 Discontinued
0.8301 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8301 Intermediate Similarity NPD7768 Phase 2
0.8291 Intermediate Similarity NPD3818 Discontinued
0.8252 Intermediate Similarity NPD3748 Approved
0.8239 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8231 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8222 Intermediate Similarity NPD1610 Phase 2
0.8195 Intermediate Similarity NPD1548 Phase 1
0.8187 Intermediate Similarity NPD7074 Phase 3
0.8151 Intermediate Similarity NPD1243 Approved
0.8151 Intermediate Similarity NPD2800 Approved
0.8141 Intermediate Similarity NPD5494 Approved
0.8138 Intermediate Similarity NPD2344 Approved
0.8133 Intermediate Similarity NPD920 Approved
0.8125 Intermediate Similarity NPD7054 Approved
0.8121 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8117 Intermediate Similarity NPD3817 Phase 2
0.8099 Intermediate Similarity NPD943 Approved
0.8095 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8075 Intermediate Similarity NPD7472 Approved
0.8029 Intermediate Similarity NPD9717 Approved
0.8025 Intermediate Similarity NPD6797 Phase 2
0.8 Intermediate Similarity NPD5402 Approved
0.7986 Intermediate Similarity NPD6651 Approved
0.7975 Intermediate Similarity NPD7251 Discontinued
0.7975 Intermediate Similarity NPD6559 Discontinued
0.7973 Intermediate Similarity NPD4628 Phase 3
0.7958 Intermediate Similarity NPD2313 Discontinued
0.7945 Intermediate Similarity NPD2935 Discontinued
0.7943 Intermediate Similarity NPD6832 Phase 2
0.7943 Intermediate Similarity NPD4908 Phase 1
0.7927 Intermediate Similarity NPD7808 Phase 3
0.7927 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD2309 Approved
0.7914 Intermediate Similarity NPD5953 Discontinued
0.7901 Intermediate Similarity NPD7286 Phase 2
0.7877 Intermediate Similarity NPD7033 Discontinued
0.7877 Intermediate Similarity NPD2799 Discontinued
0.7877 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7847 Intermediate Similarity NPD1613 Approved
0.7847 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7832 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD422 Phase 1
0.7823 Intermediate Similarity NPD6099 Approved
0.7823 Intermediate Similarity NPD6100 Approved
0.7821 Intermediate Similarity NPD1465 Phase 2
0.7818 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7794 Intermediate Similarity NPD9545 Approved
0.7791 Intermediate Similarity NPD5844 Phase 1
0.7763 Intermediate Similarity NPD2534 Approved
0.7763 Intermediate Similarity NPD2532 Approved
0.7763 Intermediate Similarity NPD2533 Approved
0.7736 Intermediate Similarity NPD919 Approved
0.7708 Intermediate Similarity NPD3268 Approved
0.7702 Intermediate Similarity NPD6232 Discontinued
0.7692 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7687 Intermediate Similarity NPD1241 Discontinued
0.7677 Intermediate Similarity NPD3226 Approved
0.7676 Intermediate Similarity NPD2798 Approved
0.7671 Intermediate Similarity NPD1933 Approved
0.7669 Intermediate Similarity NPD7473 Discontinued
0.766 Intermediate Similarity NPD3225 Approved
0.7651 Intermediate Similarity NPD2346 Discontinued
0.7647 Intermediate Similarity NPD9493 Approved
0.7647 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD1247 Approved
0.7635 Intermediate Similarity NPD4308 Phase 3
0.7622 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7616 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7606 Intermediate Similarity NPD2797 Approved
0.7586 Intermediate Similarity NPD1296 Phase 2
0.758 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7572 Intermediate Similarity NPD4360 Phase 2
0.7572 Intermediate Similarity NPD4363 Phase 3
0.7552 Intermediate Similarity NPD1019 Discontinued
0.7551 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD230 Phase 1
0.7551 Intermediate Similarity NPD5124 Phase 1
0.755 Intermediate Similarity NPD2654 Approved
0.7547 Intermediate Similarity NPD4288 Approved
0.7546 Intermediate Similarity NPD3926 Phase 2
0.753 Intermediate Similarity NPD1729 Discontinued
0.7518 Intermediate Similarity NPD3972 Approved
0.7518 Intermediate Similarity NPD1608 Approved
0.7515 Intermediate Similarity NPD3751 Discontinued
0.7486 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD3266 Approved
0.7483 Intermediate Similarity NPD1470 Approved
0.7483 Intermediate Similarity NPD3267 Approved
0.7466 Intermediate Similarity NPD411 Approved
0.7466 Intermediate Similarity NPD3764 Approved
0.7466 Intermediate Similarity NPD6798 Discontinued
0.7452 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD1201 Approved
0.7442 Intermediate Similarity NPD4287 Approved
0.744 Intermediate Similarity NPD6104 Discontinued
0.7436 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD447 Suspended
0.74 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD1481 Phase 2
0.7379 Intermediate Similarity NPD2861 Phase 2
0.7365 Intermediate Similarity NPD4307 Phase 2
0.7361 Intermediate Similarity NPD1164 Approved
0.7355 Intermediate Similarity NPD7390 Discontinued
0.733 Intermediate Similarity NPD4361 Phase 2
0.733 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD2296 Approved
0.7324 Intermediate Similarity NPD1535 Discovery
0.732 Intermediate Similarity NPD1652 Phase 2
0.7312 Intermediate Similarity NPD6844 Discontinued
0.7308 Intermediate Similarity NPD4662 Approved
0.7308 Intermediate Similarity NPD4661 Approved
0.7305 Intermediate Similarity NPD17 Approved
0.7303 Intermediate Similarity NPD1471 Phase 3
0.7289 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7286 Intermediate Similarity NPD1894 Discontinued
0.7279 Intermediate Similarity NPD4625 Phase 3
0.7273 Intermediate Similarity NPD5710 Approved
0.7273 Intermediate Similarity NPD3787 Discontinued
0.7273 Intermediate Similarity NPD5711 Approved
0.7263 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD8312 Approved
0.7251 Intermediate Similarity NPD8313 Approved
0.725 Intermediate Similarity NPD5889 Approved
0.725 Intermediate Similarity NPD5890 Approved
0.7248 Intermediate Similarity NPD3140 Approved
0.7248 Intermediate Similarity NPD3142 Approved
0.7244 Intermediate Similarity NPD7212 Phase 2
0.7244 Intermediate Similarity NPD7213 Phase 3
0.7233 Intermediate Similarity NPD7458 Discontinued
0.7226 Intermediate Similarity NPD3887 Approved
0.7226 Intermediate Similarity NPD2354 Approved
0.7222 Intermediate Similarity NPD4749 Approved
0.7213 Intermediate Similarity NPD7584 Approved
0.7205 Intermediate Similarity NPD7577 Discontinued
0.72 Intermediate Similarity NPD6355 Discontinued
0.719 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7185 Intermediate Similarity NPD9266 Approved
0.7185 Intermediate Similarity NPD74 Approved
0.7181 Intermediate Similarity NPD6233 Phase 2
0.7179 Intermediate Similarity NPD7440 Discontinued
0.7172 Intermediate Similarity NPD1876 Approved
0.717 Intermediate Similarity NPD1653 Approved
0.7162 Intermediate Similarity NPD3027 Phase 3
0.7143 Intermediate Similarity NPD9494 Approved
0.7134 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD5405 Approved
0.7124 Intermediate Similarity NPD5406 Approved
0.7124 Intermediate Similarity NPD5404 Approved
0.7124 Intermediate Similarity NPD5408 Approved
0.7114 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD9263 Approved
0.7111 Intermediate Similarity NPD9267 Approved
0.7111 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD9264 Approved
0.7108 Intermediate Similarity NPD7199 Phase 2
0.7101 Intermediate Similarity NPD7893 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   114829
ChEMBL   CHEMBL252642
ZINC  

Physicochemical Properties

Molecular Weight:  256.07
ALogP:  -1.3541
MLogP:  2.67
XLogP:  1.86
# Rotatable Bonds:  3
Polar Surface Area:  66.76
# H-Bond Aceptor:  1
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  19

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Structure MOL file  
Source Organisms  
Biological Activities  
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