Natural Product: NPC18074

Natural Product ID:  NPC18074
Common Name:   (-)-Rosmarinic Acid
IUPAC Name:   (2S)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid
Synonyms:  
Molecular Formula:   C18H16O8
Standard InCHIKey:  DOUMFZQKYFQNTF-GIZXNFQBSA-N
Standard InCHI:  InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+/t16-/m0/s1
Canonical SMILES:  O=C(O[C@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O)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
NPO23337 Artemisia echegarayi Species Asteraceae Eukaryota UNPD*
NPO20395 Athanasia crithmifolia Species Asteraceae Eukaryota UNPD*
NPO4671 Persea mexicana Species Lauraceae Eukaryota UNPD*
NPO22518 Gnetum cleistostachyum Species Gnetaceae Eukaryota UNPD*
NPO9079 Tephrosia egregia Species Geometridae Eukaryota UNPD*
NPO28633 Bystropogon origanifolius Species Lamiaceae Eukaryota UNPD*
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota TM-MC*
NPO3465 Aconitum leucostomum Species Ranunculaceae Eukaryota UNPD*
NPO2499 Celmisia petriei Species Asteraceae Eukaryota UNPD*
NPO24988 Viburnum sieboldi Species Adoxaceae Eukaryota UNPD*
NPO12357 Lycopus europaeus Species Lamiaceae Eukaryota UNPD*
NPO6706 Arthrobotrys oligospora Species Orbiliaceae Eukaryota UNPD*
NPO25212 Ritterella rubra NA NA NA UNPD*
NPO13857 Mentha canadensis Species Lamiaceae Eukaryota TM-MC*
NPO4004 Aquilegia ecalcarata Species Ranunculaceae Eukaryota UNPD*
NPO22773 Teucrium alyssifolium Species Lamiaceae Eukaryota UNPD*
NPO21944 Laurencia mariannensis Species Rhodomelaceae Eukaryota UNPD*
NPO20726 Ophioplocus japonicus Species Ophiolepididae Eukaryota UNPD*
NPO23417 Rhabdia lycioides NA NA NA UNPD*
NPO7320 Nicotiana gossei Species Solanaceae Eukaryota UNPD*
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota TM-MC*
NPO14664 Stevia salicifolia Species Asteraceae Eukaryota UNPD*
NPO10353 Rauvolfia tetraphylla Species Apocynaceae Eukaryota UNPD*
NPO9975 Ekebergia capensis Species Meliaceae Eukaryota UNPD*
NPO22071 Gentiana olivieri Species Gentianaceae Eukaryota UNPD*
NPO6940 Roseivirga echinicomitans Species Flammeovirgaceae Bacteria UNPD*
NPO5890 Astragalus inopinatus Species Fabaceae Eukaryota UNPD*
NPO17494 Prunella vulgaris Species Lamiaceae Eukaryota TM-MC*
NPO28691 Streptomyces odorifer Species Streptomycetaceae Bacteria UNPD*
NPO5191 Penicillium cinerascens Species Aspergillaceae Eukaryota UNPD*
NPO11235 Asplenium nidus Species Aspleniaceae Eukaryota UNPD*
NPO4009 Allochromatium minutissimum Species Chromatiaceae Bacteria UNPD*
NPO10946 Scedosporium boydii Species Microascaceae Eukaryota UNPD*
NPO8892 Sordaria araneosa Species Sordariaceae Eukaryota UNPD*
NPO28626 Isodon rubescens Species Lamiaceae Eukaryota TM-MC*
NPO23101 Ircinia aruensis Species Irciniidae Eukaryota UNPD*
NPO28596 Streptomyces lavendofoliae Species Streptomycetaceae Bacteria UNPD*
NPO10996 Ferula assa-foetida Species Apiaceae Eukaryota UNPD*
NPO3549 Euonymus maackii Species Celastraceae Eukaryota UNPD*
NPO27832 Pyrobaculum neutrophilum Species Thermoproteaceae Archaea UNPD*
NPO12476 Delphinium cyphoplectrum Species Ranunculaceae Eukaryota UNPD*
NPO21072 Rhododendron dauricum Species Ericaceae Eukaryota TM-MC*
NPO28159 Rubia akane Species Rubiaceae Eukaryota TM-MC*
NPO12509 Dipterocarpus dyeri Species Dipterocarpaceae Eukaryota UNPD*
NPO5511 Populus tremula Species Salicaceae Eukaryota UNPD*
NPO8068 Blumea mollis Species Asteraceae Eukaryota UNPD*
NPO28303 Pleogyne cunninghamii Species Menispermaceae Eukaryota UNPD*
NPO11492 Kopsia grandifolia Species Apocynaceae Eukaryota UNPD*
NPO13766 Ceanothus velutinus Species Rhamnaceae Eukaryota UNPD*
NPO5743 Salvia miltiorrhiza Species Lamiaceae Eukaryota TM-MC*
NPO4530 Erysimum marschallianum Species Brassicaceae Eukaryota UNPD*
NPO23141 Angelica ursina Species Apiaceae Eukaryota UNPD*
NPO28704 Agaricus hortensis Species Agaricaceae Eukaryota UNPD*
NPO28374 Pleogyne cunninghami Species Menispermaceae Eukaryota UNPD*
NPO19148 Gouania tomentosa Species Gobiesocidae Eukaryota UNPD*
NPO28509 Achillea clypeolata Species Asteraceae Eukaryota UNPD*
NPO29221 Sarcandra glabra Species Chloranthaceae Eukaryota TM-MC*
NPO6977 Triopha carpenteri Species NA Eukaryota UNPD*
NPO26316 Pleurophycus gardneri Species Alariaceae Eukaryota UNPD*
NPO1408 Cirsium helenioides Species Asteraceae Eukaryota UNPD*
NPO13467 Anarsia lineatella Species Gelechiidae Eukaryota UNPD*
NPO22395 Ardisia macrocarpa Species Primulaceae Eukaryota UNPD*
NPO25974 Streptomyces lateritius Species Streptomycetaceae Bacteria UNPD*
NPO22717 Pinus thunbergii Species Pinaceae Eukaryota UNPD*
NPO25611 Smilax china Species Smilacaceae Eukaryota TM-MC*
NPO2717 Vatica cinerea Species Dipterocarpaceae Eukaryota UNPD*
NPO14162 Chlorophytum borivilianum Species Asparagaceae Eukaryota UNPD*
NPO1361 Chenopodium vulvaria Species Chenopodiaceae Eukaryota UNPD*
NPO2313 Jungia spectabilis Species Asteraceae Eukaryota UNPD*
NPO7016 Gardenia tubifera Species Rubiaceae Eukaryota UNPD*
NPO28576 Berberis julianae Species Berberidaceae Eukaryota UNPD*
NPO26123 Isodon serra Species Lamiaceae Eukaryota UNPD*
NPO21384 Tetraria capillaris Species Cyperaceae Eukaryota UNPD*
NPO11435 Tulipa sylvestris Species Liliaceae Eukaryota UNPD*
NPO21329 Ilyonectria destructans Species Nectriaceae Eukaryota UNPD*
NPO28161 Stephania sutchuenensis Species Menispermaceae Eukaryota UNPD*
NPO19451 Salvia prionitis Species Lamiaceae Eukaryota UNPD*
NPO20629 Oenothera speciosa Species Onagraceae Eukaryota UNPD*
NPO16669 Diospyros verrucosa Species Ebenaceae Eukaryota UNPD*
NPO10155 Stauntonia obovatifoliola Species Lardizabalaceae Eukaryota UNPD*
NPO29353 Benzoin praecox NA NA NA UNPD*
NPO5784 Walsura chrysogyne Species Meliaceae Eukaryota UNPD*
NPO19929 Jateorhiza palmata Species Menispermaceae Eukaryota UNPD*
NPO22952 Senecio grandiflorus Species Asteraceae Eukaryota UNPD*
NPO23960 Artemisia siversiana Species Asteraceae Eukaryota UNPD*
NPO25701 Amentotaxus yunnanensis Species Taxaceae Eukaryota UNPD*
NPO14887 Handroanthus guayacan Species Bignoniaceae Eukaryota UNPD*
NPO22015 Clausena indica Species Rutaceae Eukaryota UNPD*
NPO6135 Ehretia philippinensis Species Ehretiaceae Eukaryota UNPD*
NPO4487 Fritillaria thunbergii Species Liliaceae Eukaryota UNPD*
NPO14358 Rhodobacter sphaeroides Species Rhodobacteraceae Bacteria UNPD*
NPO14529 Asterias rubens Species Asteriidae Eukaryota UNPD*
NPO14797 Orthosiphon aristatus Species Lamiaceae Eukaryota UNPD*
NPO16703 Isodon lophanthoides Species Lamiaceae Eukaryota UNPD*
NPO14057 Apollonias barbujana Species Lauraceae Eukaryota UNPD*
NPO8981 Senecio integerrimus Species Asteraceae Eukaryota UNPD*
NPO6318 Caulerpa flexilis Species Caulerpaceae Eukaryota UNPD*
NPO25779 Vicia sativa Species Fabaceae Eukaryota UNPD*
NPO28528 Bridelia ferruginea Species Phyllanthaceae Eukaryota UNPD*
NPO4014 Erigeron breviscapus Species Asteraceae Eukaryota UNPD*
NPO24740 Uvaria klaineana Species Annonaceae Eukaryota UNPD*
NPO10550 Artemisia hanseniana Species Asteraceae Eukaryota UNPD*
NPO22462 Chlorophytum malayense Species Asparagaceae Eukaryota UNPD*
NPO28614 Zieria smithii Species Rutaceae Eukaryota UNPD*
NPO415 Deguelia hatschbachii Species Fabaceae Eukaryota UNPD*
NPO10211 Pajanelia multijuga NA NA NA UNPD*
NPO23183 Pinus halepensis Species Pinaceae Eukaryota UNPD*
NPO22911 Enterococcus faecalis Species Enterococcaceae Bacteria UNPD*
NPO8282 Physalis viscosa Species Solanaceae Eukaryota UNPD*
NPO25813 Salvia przewalskii Species Lamiaceae Eukaryota UNPD*
NPO26223 Cladonia bellidiflora Species Cladoniaceae Eukaryota UNPD*
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria UNPD*
NPO21745 Phleum africanum Species Poaceae Eukaryota UNPD*
NPO21396 Spongia vermicularis Species Spongiidae Eukaryota UNPD*
NPO27990 Schizonepeta multifida Species Lamiaceae Eukaryota UNPD*
NPO25868 Decachaeta ovatifolia NA NA NA UNPD*
NPO13968 Garcinia scortechinii Species Clusiaceae Eukaryota UNPD*
NPO4989 Tricholoma orirubens Species Tricholomataceae Eukaryota UNPD*
NPO21807 Lindera umbellata Species Lauraceae Eukaryota UNPD*
NPO28035 Streptomyces fumanus Species Streptomycetaceae Bacteria UNPD*
NPO74 Artemisia indica Species Asteraceae Eukaryota UNPD*
NPO1795 Fragaria vesca Species Rosaceae Eukaryota UNPD*
NPO2248 Aiphanes horrida Species Arecaceae Eukaryota UNPD*
NPO1638 Ulmus laciniata Species Ulmaceae Eukaryota UNPD*
NPO5877 Morus yunnanensis Species Moraceae Eukaryota UNPD*
NPO23226 Satureja montana Species Lamiaceae Eukaryota UNPD*
NPO21881 Stephania succifera Species Menispermaceae Eukaryota UNPD*
NPO26087 Euphorbia retusa Species Euphorbiaceae Eukaryota UNPD*
NPO26054 Palmaria palmata Species Palmariaceae Eukaryota UNPD*
NPO7132 Smilax glabra Species Smilacaceae Eukaryota TM-MC*
NPO13138 Acamptopappus shockleyi Species Asteraceae Eukaryota UNPD*
NPO592 Chroogomphus rutilus Species Gomphidiaceae Eukaryota UNPD*
NPO28131 Polygala amara Species Polygalaceae Eukaryota UNPD*
NPO28670 Mortierella elongata Species Mortierellaceae Eukaryota UNPD*
NPO6331 Jacobaea subalpina Species Asteraceae Eukaryota UNPD*
NPO12935 Thymus quinquecostatus Species Lamiaceae Eukaryota TM-MC*
NPO28217 Septoria pistaciarum Species Mycosphaerellaceae Eukaryota UNPD*
NPO31082 Pulsatilla koreana Species Ranunculaceae Eukaryota Roots PMID[24360605]
NPO22900 Orthosiphon stamineus Species Lamiaceae Eukaryota UNPD*
NPO205 Lasianthus fordii Species Rubiaceae Eukaryota UNPD*
NPO2257 Oceanapia phillipensis Species Phloeodictyidae Eukaryota UNPD*
NPO28073 Crateva nurvala Species Capparaceae Eukaryota UNPD*
NPO28053 Quercus serrata Species Fagaceae Eukaryota UNPD*
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota TM-MC*
NPO23062 Melibe leonina Species Dendronotidae Eukaryota UNPD*
NPO20100 Ephedra lomatolepis Species Ephedraceae Eukaryota UNPD*
NPO27867 Turbo argyrostoma Species Turbinidae Eukaryota UNPD*
NPO21140 Igernella notabilis Species Dictyodendrillidae Eukaryota UNPD*
NPO29674 Lycopi herba NA NA NA TCMSP*
NPO9258 Plantago cornuti Species Plantaginaceae Eukaryota UNPD*
NPO10073 Clusia torresii Species Clusiaceae Eukaryota UNPD*
NPO746 Panax innovans Species Araliaceae Eukaryota UNPD*
NPO6895 Elateriospermum tapos Species Euphorbiaceae Eukaryota UNPD*
NPO21680 Saussurea triangulata Species Asteraceae Eukaryota UNPD*
NPO26351 Agastache rugosa Species Lamiaceae Eukaryota TM-MC*
NPO27437 Camptothecium lutescens Species Brachytheciaceae Eukaryota UNPD*
NPO28011 Swertia japonica Species Gentianaceae Eukaryota UNPD*
NPO12339 Daphne feddei Species Thymelaeaceae Eukaryota UNPD*
NPO27959 Codonocarpus australis Species Gyrostemonaceae Eukaryota UNPD*
NPO458 Ophiarachna incrassata Species Ophiodermatidae Eukaryota UNPD*
NPO26589 Artemisia annua Species Asteraceae Eukaryota TM-MC*
NPO28269 Rubus rosa Species Rosaceae Eukaryota UNPD*
NPO13014 Ipomoea cairica Species Convolvulaceae Eukaryota UNPD*
NPO10497 Hydrolithon reinboldii Species Corallinaceae Eukaryota UNPD*
NPO21508 Tilia tomentosa Species Malvaceae Eukaryota UNPD*
NPO8541 Oryza sativa Species Poaceae Eukaryota UNPD*
NPO21545 Maytenus guianensis Species Celastraceae Eukaryota UNPD*
NPO10506 Artemisia apiacea Species Asteraceae Eukaryota TM-MC*
NPO20297 Arnebia guttata Species Boraginaceae Eukaryota UNPD*
NPO23754 Solanum aculeatissimum Species Solanaceae Eukaryota UNPD*
NPO22197 Eriogaster lanestris Species Lasiocampidae Eukaryota UNPD*
NPO11144 Centella asiatica Species Apiaceae Eukaryota UNPD*
NPO28200 Unonopsis glaucopetala Species Annonaceae Eukaryota UNPD*
NPO28334 Pyrola decorata Species Ericaceae Eukaryota UNPD*
NPO11816.1 Vigna unguiculata subsp. unguiculata Subspecies Fabaceae Eukaryota UNPD*
NPO11144 Centella asiatica Species Apiaceae Eukaryota TM-MC*
NPO22016 Notholaena dealbata Species Pteridaceae Eukaryota UNPD*
NPO27780 Flavobacterium johnsoniae Species Flavobacteriaceae Bacteria UNPD*
NPO19924 Trachycladiella aurea Species Meteoriaceae Eukaryota UNPD*
NPO1425 Salvia palaestina Species Lamiaceae Eukaryota UNPD*
NPO12450 Cneorum pulverulentum Species Rutaceae Eukaryota UNPD*
NPO28656 Lactobacillus casei Species Lactobacillaceae Bacteria UNPD*
NPO28481 Cerbera dilatata Species Apocynaceae Eukaryota UNPD*
NPO27943 Cardamine pinnata Species Brassicaceae Eukaryota UNPD*
NPO6346 Phallusia fumigata Species Ascidiidae Eukaryota UNPD*
NPO28391 Euonymus nanoides Species Celastraceae Eukaryota UNPD*
NPO5442 Bryum weigelii Species Bryaceae Eukaryota UNPD*
NPO22137 Vernonia serratuloides Species Asteraceae Eukaryota UNPD*
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota TM-MC*
NPO21056 Angelica keiskei Species Apiaceae Eukaryota UNPD*
NPO10263 Alternaria tagetica Species Pleosporaceae Eukaryota UNPD*
NPO15696 Polytrichastrum alpinum Species Polytrichaceae Eukaryota UNPD*
NPO14622 Micromonospora lacustris Species Micromonosporaceae Bacteria UNPD*
NPO23000 Zephyranthes carinata Species Amaryllidaceae Eukaryota UNPD*
NPO25902 Glechoma grandis Species Lamiaceae Eukaryota TM-MC*
NPO29115 Rhinella arenarum Species Bufonidae Eukaryota UNPD*
NPO28257 Dioscorea communis Species Dioscoreaceae Eukaryota UNPD*
NPO16275 Pterocaulon rugosum Species Asteraceae Eukaryota UNPD*
NPO29219 Primula veris Species Primulaceae Eukaryota UNPD*
NPO14453 Schizonella melanogramma Species Ustilaginaceae Eukaryota UNPD*
NPO10316 Glechoma longituba Species Lamiaceae Eukaryota TM-MC*
NPO11998 Ledebouria socialis Species Hyacinthaceae Eukaryota UNPD*
NPO19152 Empetrum nigrum Species Ericaceae Eukaryota UNPD*
NPO3591 Halleria lucida Species Stilbaceae Eukaryota UNPD*
NPO25704 Tetraneuris acaulis Species Asteraceae Eukaryota UNPD*
NPO4873 Plectranthus sylvestris Species Lamiaceae Eukaryota UNPD*
NPO1680 Physalis angulata Species Solanaceae Eukaryota UNPD*
NPO20964 Picradeniopsis oppositifolia Species Asteraceae Eukaryota UNPD*
NPO22175 Perovskia abrotanoides Species Lamiaceae Eukaryota UNPD*
NPO21862 Uvaria acuminatissima Species Annonaceae Eukaryota UNPD*
NPO21453 Variolaria amara NA NA NA UNPD*
NPO11115 Aspilia mossambicensis Species Asteraceae Eukaryota UNPD*
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota UNPD*
NPO21824 Lycopus lucidus Species Lamiaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 20100 nM 24360605

  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 NPC18074 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 NPC5419
1.0 High Similarity NPC25581
1.0 High Similarity NPC61
0.9921 High Similarity NPC168799
0.9921 High Similarity NPC155209
0.992 High Similarity NPC198388
0.947 High Similarity NPC288452
0.947 High Similarity NPC289690
0.9398 High Similarity NPC38473
0.9323 High Similarity NPC156709
0.9323 High Similarity NPC179505
0.9237 High Similarity NPC106406
0.9191 High Similarity NPC160378
0.9173 High Similarity NPC279676
0.9173 High Similarity NPC67349
0.9154 High Similarity NPC318799
0.912 High Similarity NPC472271
0.912 High Similarity NPC147654
0.9118 High Similarity NPC37331
0.9118 High Similarity NPC284948
0.9118 High Similarity NPC220664
0.9118 High Similarity NPC319628
0.9118 High Similarity NPC303090
0.9111 High Similarity NPC477279
0.9104 High Similarity NPC302857
0.9104 High Similarity NPC219428
0.9104 High Similarity NPC152942
0.9104 High Similarity NPC37250
0.9104 High Similarity NPC278068
0.9104 High Similarity NPC142703
0.9044 High Similarity NPC13818
0.9044 High Similarity NPC477277
0.9044 High Similarity NPC477278
0.9044 High Similarity NPC35702
0.9044 High Similarity NPC206095
0.9044 High Similarity NPC471027
0.9044 High Similarity NPC477335
0.9044 High Similarity NPC297517
0.9044 High Similarity NPC224389
0.9037 High Similarity NPC476819
0.9037 High Similarity NPC303683
0.9037 High Similarity NPC26241
0.9037 High Similarity NPC205751
0.9037 High Similarity NPC474875
0.9037 High Similarity NPC295492
0.9037 High Similarity NPC476820
0.9037 High Similarity NPC274891
0.8993 High Similarity NPC229264
0.8978 High Similarity NPC277315
0.8978 High Similarity NPC43158
0.8978 High Similarity NPC258469
0.8978 High Similarity NPC472016
0.8978 High Similarity NPC192831
0.8931 High Similarity NPC32626
0.8931 High Similarity NPC217052
0.8931 High Similarity NPC237506
0.8931 High Similarity NPC329344
0.8929 High Similarity NPC471076
0.8929 High Similarity NPC192568
0.8906 High Similarity NPC85565
0.8906 High Similarity NPC288945
0.8889 High Similarity NPC470849
0.8889 High Similarity NPC470848
0.888 High Similarity NPC263386
0.888 High Similarity NPC141791
0.8872 High Similarity NPC471749
0.8857 High Similarity NPC221383
0.8857 High Similarity NPC299090
0.8857 High Similarity NPC143892
0.8857 High Similarity NPC283081
0.8849 High Similarity NPC477333
0.8824 High Similarity NPC283560
0.8824 High Similarity NPC284409
0.8824 High Similarity NPC24295
0.8806 High Similarity NPC68517
0.8803 High Similarity NPC221091
0.8803 High Similarity NPC259576
0.8741 High Similarity NPC300329
0.8741 High Similarity NPC182217
0.8741 High Similarity NPC70680
0.8741 High Similarity NPC233350
0.8723 High Similarity NPC322660
0.8722 High Similarity NPC108553
0.8714 High Similarity NPC258671
0.8714 High Similarity NPC53884
0.8696 High Similarity NPC9218
0.8681 High Similarity NPC246566
0.8681 High Similarity NPC95498
0.8671 High Similarity NPC32197
0.8667 High Similarity NPC34293
0.8667 High Similarity NPC886
0.8667 High Similarity NPC248150
0.8667 High Similarity NPC474895
0.8667 High Similarity NPC135127
0.8667 High Similarity NPC287597
0.8662 High Similarity NPC98009
0.8652 High Similarity NPC98356
0.8651 High Similarity NPC63126
0.8651 High Similarity NPC309434
0.8651 High Similarity NPC275519
0.8643 High Similarity NPC304956
0.8643 High Similarity NPC474692
0.8621 High Similarity NPC475145
0.8621 High Similarity NPC44730
0.8621 High Similarity NPC475162
0.8621 High Similarity NPC475216
0.8621 High Similarity NPC475595
0.8621 High Similarity NPC266084
0.8621 High Similarity NPC473544
0.8621 High Similarity NPC83663
0.8611 High Similarity NPC477334
0.8603 High Similarity NPC123988
0.8601 High Similarity NPC42464
0.8593 High Similarity NPC475468
0.8571 High Similarity NPC241354
0.8571 High Similarity NPC285550
0.8571 High Similarity NPC94810
0.855 High Similarity NPC132921
0.8542 High Similarity NPC306343
0.854 High Similarity NPC90431
0.8538 High Similarity NPC212541
0.8538 High Similarity NPC14141
0.8531 High Similarity NPC43123
0.8531 High Similarity NPC472969
0.8527 High Similarity NPC322332
0.8519 High Similarity NPC327204
0.8519 High Similarity NPC323379
0.8511 High Similarity NPC22176
0.8511 High Similarity NPC470130
0.8511 High Similarity NPC190587
0.8511 High Similarity NPC121573
0.8511 High Similarity NPC226738
0.8511 High Similarity NPC50221
0.8511 High Similarity NPC114242
0.8511 High Similarity NPC183824
0.8507 High Similarity NPC285361
0.8504 High Similarity NPC203124
0.85 High Similarity NPC253722
0.85 High Similarity NPC253481
0.85 High Similarity NPC31751
0.8496 Intermediate Similarity NPC110313
0.8496 Intermediate Similarity NPC167463
0.8492 Intermediate Similarity NPC277394
0.8492 Intermediate Similarity NPC299252
0.8492 Intermediate Similarity NPC61062
0.8492 Intermediate Similarity NPC281277
0.8489 Intermediate Similarity NPC322021
0.8485 Intermediate Similarity NPC213552
0.8485 Intermediate Similarity NPC475695
0.8485 Intermediate Similarity NPC120225
0.8485 Intermediate Similarity NPC168653
0.8485 Intermediate Similarity NPC251407
0.8485 Intermediate Similarity NPC118584
0.8478 Intermediate Similarity NPC78363
0.8478 Intermediate Similarity NPC84789
0.8478 Intermediate Similarity NPC310252
0.8478 Intermediate Similarity NPC100558
0.8478 Intermediate Similarity NPC308976
0.8478 Intermediate Similarity NPC260425
0.8478 Intermediate Similarity NPC302583
0.8462 Intermediate Similarity NPC86900
0.8456 Intermediate Similarity NPC477281
0.8456 Intermediate Similarity NPC477280
0.8456 Intermediate Similarity NPC19719
0.8451 Intermediate Similarity NPC228940
0.8446 Intermediate Similarity NPC473275
0.8446 Intermediate Similarity NPC470896
0.8438 Intermediate Similarity NPC70084
0.8435 Intermediate Similarity NPC477299
0.8433 Intermediate Similarity NPC229784
0.8433 Intermediate Similarity NPC83062
0.8433 Intermediate Similarity NPC477294
0.8433 Intermediate Similarity NPC64111
0.8433 Intermediate Similarity NPC226855
0.8433 Intermediate Similarity NPC477293
0.8425 Intermediate Similarity NPC200988
0.8425 Intermediate Similarity NPC163883
0.8425 Intermediate Similarity NPC610
0.8425 Intermediate Similarity NPC145023
0.8425 Intermediate Similarity NPC175799
0.8425 Intermediate Similarity NPC93498
0.8421 Intermediate Similarity NPC276466
0.8421 Intermediate Similarity NPC5018
0.8421 Intermediate Similarity NPC123228
0.8421 Intermediate Similarity NPC151167
0.8421 Intermediate Similarity NPC123722
0.8421 Intermediate Similarity NPC476873
0.8417 Intermediate Similarity NPC205195
0.8417 Intermediate Similarity NPC321638
0.8417 Intermediate Similarity NPC321184
0.8417 Intermediate Similarity NPC171134
0.8417 Intermediate Similarity NPC472350
0.8417 Intermediate Similarity NPC89105
0.8417 Intermediate Similarity NPC328273
0.8417 Intermediate Similarity NPC81515
0.8417 Intermediate Similarity NPC476383
0.8417 Intermediate Similarity NPC64141
0.8417 Intermediate Similarity NPC197316
0.8417 Intermediate Similarity NPC68092
0.8413 Intermediate Similarity NPC233669

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC18074 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
0.9118 High Similarity NPD6190 Approved
0.8417 Intermediate Similarity NPD7266 Discontinued
0.8058 Intermediate Similarity NPD230 Phase 1
0.7986 Intermediate Similarity NPD8166 Discontinued
0.7985 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7961 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7919 Intermediate Similarity NPD3455 Phase 2
0.7862 Intermediate Similarity NPD4628 Phase 3
0.7843 Intermediate Similarity NPD3882 Suspended
0.7842 Intermediate Similarity NPD6798 Discontinued
0.7823 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7803 Intermediate Similarity NPD9545 Approved
0.7801 Intermediate Similarity NPD6355 Discontinued
0.7786 Intermediate Similarity NPD6233 Phase 2
0.7786 Intermediate Similarity NPD4062 Phase 3
0.7778 Intermediate Similarity NPD3817 Phase 2
0.7714 Intermediate Similarity NPD3764 Approved
0.7677 Intermediate Similarity NPD7075 Discontinued
0.7643 Intermediate Similarity NPD3027 Phase 3
0.7607 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7606 Intermediate Similarity NPD4060 Phase 1
0.7593 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7584 Intermediate Similarity NPD6799 Approved
0.7552 Intermediate Similarity NPD4340 Discontinued
0.755 Intermediate Similarity NPD5403 Approved
0.7548 Intermediate Similarity NPD5402 Approved
0.7532 Intermediate Similarity NPD1934 Approved
0.7519 Intermediate Similarity NPD3022 Approved
0.7519 Intermediate Similarity NPD3021 Approved
0.7518 Intermediate Similarity NPD7095 Approved
0.7518 Intermediate Similarity NPD9269 Phase 2
0.7516 Intermediate Similarity NPD6234 Discontinued
0.75 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD9494 Approved
0.75 Intermediate Similarity NPD6166 Phase 2
0.75 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD6797 Phase 2
0.7484 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD943 Approved
0.7483 Intermediate Similarity NPD826 Approved
0.7483 Intermediate Similarity NPD1512 Approved
0.7483 Intermediate Similarity NPD825 Approved
0.747 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7463 Intermediate Similarity NPD5536 Phase 2
0.7439 Intermediate Similarity NPD7251 Discontinued
0.7419 Intermediate Similarity NPD6801 Discontinued
0.7417 Intermediate Similarity NPD5401 Approved
0.7407 Intermediate Similarity NPD3818 Discontinued
0.7386 Intermediate Similarity NPD1653 Approved
0.7383 Intermediate Similarity NPD4110 Phase 3
0.7383 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD2801 Approved
0.7368 Intermediate Similarity NPD2629 Approved
0.7365 Intermediate Similarity NPD4534 Discontinued
0.7365 Intermediate Similarity NPD5958 Discontinued
0.7361 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7361 Intermediate Similarity NPD1613 Approved
0.7351 Intermediate Similarity NPD1511 Approved
0.7347 Intermediate Similarity NPD2935 Discontinued
0.7343 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7685 Pre-registration
0.7329 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD555 Phase 2
0.7308 Intermediate Similarity NPD37 Approved
0.729 Intermediate Similarity NPD4380 Phase 2
0.729 Intermediate Similarity NPD6599 Discontinued
0.7289 Intermediate Similarity NPD7808 Phase 3
0.7279 Intermediate Similarity NPD1894 Discontinued
0.7278 Intermediate Similarity NPD4967 Phase 2
0.7278 Intermediate Similarity NPD4965 Approved
0.7278 Intermediate Similarity NPD4966 Approved
0.7273 Intermediate Similarity NPD228 Approved
0.7266 Intermediate Similarity NPD1608 Approved
0.7261 Intermediate Similarity NPD1465 Phase 2
0.7256 Intermediate Similarity NPD7054 Approved
0.7244 Intermediate Similarity NPD6385 Approved
0.7244 Intermediate Similarity NPD6386 Approved
0.7231 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD9570 Approved
0.723 Intermediate Similarity NPD1501 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD9268 Approved
0.7212 Intermediate Similarity NPD7074 Phase 3
0.7212 Intermediate Similarity NPD7472 Approved
0.7205 Intermediate Similarity NPD8127 Discontinued
0.7203 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD7228 Approved
0.7194 Intermediate Similarity NPD1535 Discovery
0.719 Intermediate Similarity NPD3146 Approved
0.719 Intermediate Similarity NPD3688 Clinical (unspecified phase)
0.7183 Intermediate Similarity NPD258 Approved
0.7183 Intermediate Similarity NPD257 Approved
0.7172 Intermediate Similarity NPD259 Phase 1
0.7172 Intermediate Similarity NPD6663 Approved
0.7162 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD6232 Discontinued
0.7152 Intermediate Similarity NPD3750 Approved
0.7152 Intermediate Similarity NPD5844 Phase 1
0.7143 Intermediate Similarity NPD1481 Phase 2
0.7135 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD5736 Approved
0.7133 Intermediate Similarity NPD9569 Approved
0.7125 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7121 Intermediate Similarity NPD2067 Discontinued
0.7114 Intermediate Similarity NPD1551 Phase 2
0.7114 Intermediate Similarity NPD2438 Suspended
0.7111 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD3887 Approved
0.7105 Intermediate Similarity NPD2354 Approved
0.7099 Intermediate Similarity NPD7199 Phase 2
0.7099 Intermediate Similarity NPD1358 Approved
0.7078 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD447 Suspended
0.7067 Intermediate Similarity NPD5763 Approved
0.7067 Intermediate Similarity NPD5762 Approved
0.7067 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD4198 Discontinued
0.705 Intermediate Similarity NPD17 Approved
0.7047 Intermediate Similarity NPD1510 Phase 2
0.7044 Intermediate Similarity NPD7819 Suspended
0.7042 Intermediate Similarity NPD1283 Approved
0.7037 Intermediate Similarity NPD5283 Phase 1
0.703 Intermediate Similarity NPD7473 Discontinued
0.7024 Intermediate Similarity NPD7038 Approved
0.7024 Intermediate Similarity NPD7039 Approved
0.702 Intermediate Similarity NPD1549 Phase 2
0.702 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD9495 Approved
0.7007 Intermediate Similarity NPD9493 Approved
0.7 Intermediate Similarity NPD5408 Approved
0.7 Intermediate Similarity NPD5405 Approved
0.7 Intermediate Similarity NPD5404 Approved
0.7 Intermediate Similarity NPD3847 Discontinued
0.7 Intermediate Similarity NPD5406 Approved
0.6993 Remote Similarity NPD1203 Approved
0.6993 Remote Similarity NPD2797 Approved
0.6988 Remote Similarity NPD3751 Discontinued
0.6975 Remote Similarity NPD919 Approved
0.6968 Remote Similarity NPD3536 Discontinued
0.6968 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6968 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6966 Remote Similarity NPD6832 Phase 2
0.6954 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6954 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6946 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6937 Remote Similarity NPD8455 Phase 2
0.6933 Remote Similarity NPD2799 Discontinued
0.6933 Remote Similarity NPD7033 Discontinued
0.6929 Remote Similarity NPD1778 Approved
0.6928 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6923 Remote Similarity NPD3225 Approved
0.6923 Remote Similarity NPD5049 Phase 3
0.6923 Remote Similarity NPD6273 Approved
0.6923 Remote Similarity NPD6559 Discontinued
0.6919 Remote Similarity NPD8150 Discontinued
0.6918 Remote Similarity NPD9537 Phase 1
0.6918 Remote Similarity NPD7411 Suspended
0.6918 Remote Similarity NPD9536 Phase 1
0.6913 Remote Similarity NPD6653 Approved
0.6912 Remote Similarity NPD1241 Discontinued
0.6905 Remote Similarity NPD2934 Approved
0.6905 Remote Similarity NPD2933 Approved
0.6903 Remote Similarity NPD4357 Discontinued
0.6897 Remote Similarity NPD2861 Phase 2
0.6894 Remote Similarity NPD3134 Approved
0.6892 Remote Similarity NPD3062 Approved
0.6892 Remote Similarity NPD3059 Approved
0.6892 Remote Similarity NPD1558 Phase 1
0.6892 Remote Similarity NPD2979 Phase 3
0.6892 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6892 Remote Similarity NPD3061 Approved
0.6892 Remote Similarity NPD1240 Approved
0.6879 Remote Similarity NPD3496 Discontinued
0.6875 Remote Similarity NPD1164 Approved
0.6875 Remote Similarity NPD1470 Approved
0.6871 Remote Similarity NPD3268 Approved
0.687 Remote Similarity NPD1237 Approved
0.6867 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6857 Remote Similarity NPD5585 Approved
0.6857 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6855 Remote Similarity NPD4972 Discontinued
0.6853 Remote Similarity NPD2983 Phase 2
0.6853 Remote Similarity NPD2982 Phase 2
0.6852 Remote Similarity NPD7768 Phase 2
0.685 Remote Similarity NPD2859 Approved
0.685 Remote Similarity NPD2860 Approved
0.6849 Remote Similarity NPD2614 Approved
0.6848 Remote Similarity NPD3787 Discontinued
0.6846 Remote Similarity NPD274 Approved
0.6846 Remote Similarity NPD1933 Approved
0.6846 Remote Similarity NPD275 Approved
0.6842 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6842 Remote Similarity NPD2353 Approved
0.6839 Remote Similarity NPD7440 Discontinued
0.6835 Remote Similarity NPD3687 Approved
0.6835 Remote Similarity NPD3686 Approved
0.6831 Remote Similarity NPD1281 Approved

Structure

External Identifiers

PubChem CID   639655
ChEMBL   CHEMBL3098862
ZINC  

Physicochemical Properties

Molecular Weight:  360.08
ALogP:  -1.9057
MLogP:  2.56
XLogP:  2.083
# Rotatable Bonds:  12
Polar Surface Area:  144.52
# H-Bond Aceptor:  4
# H-Bond Donor:  5
# Rings:  2
# Heavy Atoms:  26

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