Natural Product: NPC278068

Natural Product ID:  NPC278068
Common Name:   3-O-Caffeoylquinic Acid
IUPAC Name:   (1R,3R,4S,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
Synonyms:   3-O-Caffeoylquinic Acid
Molecular Formula:   C16H18O9
Standard InCHIKey:  CWVRJTMFETXNAD-NXLLHMKUSA-N
Standard InCHI:  InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14+,16-/m1/s1
Canonical SMILES:  O=C(O[C@@H]1C[C@](O)(C[C@H]([C@@H]1O)O)C(=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
NPO7381 Ircinia spinosula Species Irciniidae Eukaryota UNPD*
NPO12222 Baccharis angustifolia Species Asteraceae Eukaryota UNPD*
NPO10449 Arctium lappa Species Asteraceae Eukaryota TM-MC*
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota TM-MC*
NPO13668 Taraxacum platycarpum Species Asteraceae Eukaryota TM-MC*
NPO12313 Haplophyllum obtusifolium Species Rutaceae Eukaryota UNPD*
NPO26170 Haliclona mucosa Species Chalinidae Eukaryota UNPD*
NPO19667 Hypericum styphelioides Species Hypericaceae Eukaryota UNPD*
NPO26589 Artemisia annua Species Asteraceae Eukaryota TM-MC*
NPO17755 Inula helenium Species Asteraceae Eukaryota TM-MC*
NPO12935 Thymus quinquecostatus Species Lamiaceae Eukaryota TM-MC*
NPO20421 Aplophyllum alberti-regelii NA NA NA UNPD*
NPO762 Digitalis isabelliana Species Plantaginaceae Eukaryota UNPD*
NPO10506 Artemisia apiacea Species Asteraceae Eukaryota TM-MC*
NPO4596 Lonicera confusa Species Caprifoliaceae Eukaryota TM-MC*
NPO19472 Thymus vulgaris Species Lamiaceae Eukaryota TM-MC*
NPO21038 Lemaireocereus longispinus Species Cactaceae Eukaryota UNPD*
NPO9734 Vincetoxicum hirundinaria Species Apocynaceae Eukaryota UNPD*
NPO28276 Artemisia argyi Species Asteraceae Eukaryota TM-MC*
NPO2476 Lonicera fulvotomentosa Species Caprifoliaceae Eukaryota TM-MC*
NPO13989 Uncaria macrophylla Species Rubiaceae Eukaryota TM-MC*
NPO2174 Polysiphonia elongata Species Rhodomelaceae Eukaryota UNPD*
NPO27367 Latrunculia magnifica Species Latrunculiidae Eukaryota UNPD*
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota TM-MC*
NPO21345 Lonicera hypoglauca Species Caprifoliaceae Eukaryota TM-MC*
NPO14112 Uncaria rhynchophylla Species Rubiaceae Eukaryota TM-MC*
NPO22961 Cordia leucocephala Species Cordiaceae Eukaryota UNPD*
NPO21495 Abelia chinensis Species Caprifoliaceae Eukaryota UNPD*
NPO10492 Artemisia montana Species Asteraceae Eukaryota TM-MC*
NPO1515 Lonicera japonica Species Caprifoliaceae Eukaryota TM-MC*
NPO29352 Uncaria sinensis Species Rubiaceae Eukaryota TM-MC*
NPO3808 Elaeagnus angustifolia Species Elaeagnaceae Eukaryota UNPD*
NPO14369 Pocillopora eydouxi Species Pocilloporidae Eukaryota UNPD*
NPO25094 Artemisia princeps Species Asteraceae Eukaryota TM-MC*
NPO17072 Lonicera macranthoides Species Caprifoliaceae Eukaryota TM-MC*
NPO14602 Vitex negundo Species Lamiaceae Eukaryota TM-MC*
NPO22937 Vernonia fagifolia Species Asteraceae Eukaryota UNPD*
NPO9968 Shigella dysenteriae Species Enterobacteriaceae Bacteria UNPD*
NPO5280 Rubia tetragona Species Rubiaceae Eukaryota UNPD*
NPO28688 Aster tataricus Species Asteraceae Eukaryota TM-MC*
NPO13056 Lophatherum gracile Species Poaceae Eukaryota TM-MC*
NPO17612 Xanthium sibiricum Species Asteraceae Eukaryota TM-MC*
NPO14834 Trachelospermum asiaticum Species Apocynaceae Eukaryota UNPD*
NPO9973 Euphorbia turczaninowii Species Euphorbiaceae Eukaryota UNPD*
NPO6039 Aglaia laxiflora Species Meliaceae Eukaryota UNPD*
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota TM-MC*
NPO28265 Morus alba Species Moraceae Eukaryota TM-MC*
NPO2494 Xanthium strumarium Species Asteraceae Eukaryota TM-MC*
NPO5301 Haplophyllum ferganicum Species Rutaceae Eukaryota UNPD*
NPO18286 Lycogala epidendrum Species Enteridiidae Eukaryota UNPD*
NPO17560 Pancratium sickenbergeri Species Amaryllidaceae Eukaryota UNPD*
NPO3813 Chaenomeles speciosa Species Rosaceae Eukaryota TM-MC*
NPO16194 Morus bombycis Species Moraceae Eukaryota TM-MC*
NPO14327 Scabiosa comosa Species Caprifoliaceae Eukaryota TCMID*
NPO4700 Pertusaria truncata Species Pertusariaceae Eukaryota UNPD*
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota UNPD*
NPO20489 Epilobium hirsutum Species Onagraceae Eukaryota UNPD*
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota TM-MC*
NPO24476 Phellodendron amurense Species Rutaceae Eukaryota TM-MC*
NPO454 Helianthus annuus Species Asteraceae Eukaryota TCMID*
NPO12006 Apis mellifera Species Apidae Eukaryota UNPD*
NPO28072 Theonella conica Species Theonellidae Eukaryota UNPD*
NPO4051 Tricholoma columbetta Species Tricholomataceae Eukaryota UNPD*
NPO16931 Cichorium glandulosum Species Asteraceae Eukaryota TM-MC*
NPO22242 Phellodendron chinense Species Rutaceae Eukaryota TM-MC*
NPO4789 Adiantum caudatum Species Pteridaceae Eukaryota TCMID*
NPO7013 Dicoma capensis Species Asteraceae Eukaryota UNPD*
NPO5721 Psorothamnus spinosus Species Fabaceae Eukaryota UNPD*
NPO5065 Cladonia fallax Species Cladoniaceae Eukaryota UNPD*
NPO9865 Cichorium intybus Species Asteraceae Eukaryota TM-MC*
NPO26538 Phellodendron chinese Species Rutaceae Eukaryota TM-MC*
NPO11266 Garcinia cambogia Species Clusiaceae Eukaryota UNPD*
NPO18861 Pyxine coccifera Species Caliciaceae Eukaryota UNPD*
NPO17258 Rhinella marina Species Bufonidae Eukaryota UNPD*
NPO14470 Polypodium decumanum Species Polypodiidae Eukaryota UNPD*
NPO18143 Dendronephthya griffini Species Nephtheidae Eukaryota UNPD*
NPO20680 Erythrina melanacantha Species Fabaceae Eukaryota UNPD*
NPO3808 Elaeagnus angustifolia Species Elaeagnaceae Eukaryota TCMID*
NPO20879 Clerodendrum bungei Species Lamiaceae Eukaryota UNPD*
NPO3924 Penicillium alutaceum Species Aspergillaceae Eukaryota UNPD*
NPO5541 Crotalaria aegyptiaca Species Fabaceae Eukaryota UNPD*
NPO15730 Citrus medica Species Rutaceae Eukaryota TM-MC*
NPO28679 Prunus mume Species Rosaceae Eukaryota TM-MC*
NPO21324 Plantago major Species Plantaginaceae Eukaryota TCMID*
NPO21631 Faramea salicifolia Species Rubiaceae Eukaryota UNPD*
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota UNPD*
NPO3013 Clathria basilana Species Microcionidae Eukaryota UNPD*
NPO12011 Crataegus pinnatifida Species Rosaceae Eukaryota TM-MC*
NPO21349 Punica granatum Species Lythraceae Eukaryota TM-MC*
NPO11842 Petasites laevigatus Species Asteraceae Eukaryota UNPD*
NPO21375 Euphorbia nematocypha Species Euphorbiaceae Eukaryota UNPD*
NPO13876 Cedrela salvadorensis Species Meliaceae Eukaryota UNPD*
NPO16819 Preussia aemulans Species Sporormiaceae Eukaryota UNPD*
NPO3152 Morella rubra Species Myricaceae Eukaryota UNPD*
NPO28669 Cuscuta australis Species Convolvulaceae Eukaryota TM-MC*
NPO1639 Pyrrosia lingua Species Polypodiaceae Eukaryota TM-MC*
NPO11080 Adenia volkensii Species Passifloraceae Eukaryota UNPD*
NPO27602 Pyrus betulifolia Species Rosaceae Eukaryota TCMID*
NPO19995 Baccharis neglecta Species Asteraceae Eukaryota UNPD*
NPO19810 Myxococcus stipitatus Species Myxococcaceae Bacteria UNPD*
NPO21562 Diospyros assimilis Species Ebenaceae Eukaryota UNPD*
NPO12521 Sphaeranthus confertifolius Species Asteraceae Eukaryota UNPD*
NPO1613 Cuscuta chinensis Species Convolvulaceae Eukaryota TM-MC*
NPO24078 Pyrrosia petiolosa Species Polypodiaceae Eukaryota TM-MC*
NPO908 Euphorbia clarkeana Species Euphorbiaceae Eukaryota UNPD*
NPO13669 Hertia cheirifolia Species Asteraceae Eukaryota UNPD*
NPO13606 Iris pallasii Species Iridaceae Eukaryota UNPD*
NPO20142 Embelia schimperi Species Primulaceae Eukaryota UNPD*
NPO9207 Styrax ferrugineus Species Styracaceae Eukaryota UNPD*
NPO4957 Epimedium brevicornu Species Berberidaceae Eukaryota TM-MC*
NPO17849 Centaurea maculosa Species Asteraceae Eukaryota UNPD*
NPO3119 Cephalaria uralensis Species Caprifoliaceae Eukaryota UNPD*
NPO20624 Simarouba glauca Species Simaroubaceae Eukaryota UNPD*
NPO18473 Plathymenia reticulata Species Fabaceae Eukaryota UNPD*
NPO8773 Sonchus ortunoi Species Asteraceae Eukaryota UNPD*
NPO19403 Epimedium grandiflorum Species Berberidaceae Eukaryota TM-MC*
NPO13178 Ornithoglossum viride Species Colchicaceae Eukaryota UNPD*
NPO21108 Eria anomala Species Orchidaceae Eukaryota UNPD*
NPO12056 Chondrodendron tomentosum Species Menispermaceae Eukaryota UNPD*
NPO9569 Licaria chrysophylla Species Lauraceae Eukaryota UNPD*
NPO11144 Centella asiatica Species Apiaceae Eukaryota TCMSP*
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota TM-MC*
NPO15448 Chrysothamnus parryi Species Asteraceae Eukaryota UNPD*
NPO18866 Pteridium esculentum Species Dennstaedtiaceae Eukaryota UNPD*
NPO5903 Conus mus Species Conidae Eukaryota UNPD*
NPO29708 Phellodendri amurensis cortex NA NA NA TCMSP*
NPO1689 Epimedium pubescens Species Berberidaceae Eukaryota TM-MC*
NPO19036 Esenbeckia leiocarpa Species Rutaceae Eukaryota UNPD*
NPO13449 Syzygium polycephaloides Species Myrtaceae Eukaryota UNPD*
NPO16569 Gymnocalycium schickendantzii Species Cactaceae Eukaryota UNPD*
NPO29635 Eucommiae cortex NA NA NA TCMSP*
NPO10969 Epimedium sagittatum Species Berberidaceae Eukaryota TM-MC*
NPO19231 Sophora flavescens Species Fabaceae Eukaryota UNPD*
NPO8909 Pteris radiata Species Pteridaceae Eukaryota UNPD*
NPO14169 Acrocarpia paniculata Species Sargassaceae Eukaryota UNPD*
NPO22273 Angelica pubescens Species Apiaceae Eukaryota TM-MC*
NPO13384 Epimedium sempervirens Species Berberidaceae Eukaryota TM-MC*
NPO29331 Pyrrosia sheareri Species Polypodiaceae Eukaryota TM-MC*
NPO14241 Planchonia grandis Species Asterolecaniidae Eukaryota UNPD*
NPO4073 Geranium sylvaticum Species Geraniaceae Eukaryota UNPD*
NPO20084 Atraphaxis spinosa Species Polygonaceae Eukaryota UNPD*
NPO16145 Apocynum venetum Species Apocynaceae Eukaryota TM-MC*
NPO9141 Epimedium wushanense Species Berberidaceae Eukaryota TM-MC*
NPO3127 Aralia continentalis Species Araliaceae Eukaryota TM-MC*
NPO4014 Erigeron breviscapus Species Asteraceae Eukaryota TM-MC*
NPO16445 Pyrrosia tricuspis Species Polypodiaceae Eukaryota TM-MC*
NPO19912 Vellozia nanuzae Species Velloziaceae Eukaryota UNPD*
NPO11523 Erysimum leptophyllum Species Brassicaceae Eukaryota UNPD*
NPO2723 Artemisia carvifolia Species Asteraceae Eukaryota UNPD*
NPO29271 Erycibe obtusifolia Species Convolvulaceae Eukaryota TM-MC*
NPO29221 Sarcandra glabra Species Chloranthaceae Eukaryota TM-MC*
NPO18273 Merendera sobolifera Species Colchicaceae Eukaryota UNPD*
NPO550 Callicarpa maingayi Species Lamiaceae Eukaryota UNPD*
NPO18668 Asimina parviflora Species Annonaceae Eukaryota UNPD*
NPO12329 Erycibe schmidtii Species Convolvulaceae Eukaryota TM-MC*
NPO18671 Saussurea involucrata Species Asteraceae Eukaryota TM-MC*
NPO5910 Ascochyta medicaginicola Species Didymellaceae Eukaryota UNPD*
NPO21243 Siphonaria capensis Species Siphonariidae Eukaryota UNPD*
NPO7625 Scopolia hladnikiana Species Solanaceae Eukaryota UNPD*
NPO16850 Eucommia ulmoides Species Eucommiaceae Eukaryota TM-MC*
NPO1596 Taraxacum borealisinense Species Asteraceae Eukaryota TM-MC*
NPO28202 Helichrysum tenuifolium Species Asteraceae Eukaryota UNPD*
NPO13379 Schizanthus tricolor Species Solanaceae Eukaryota UNPD*
NPO7541 Ormosia hosiei Species Fabaceae Eukaryota UNPD*
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota TM-MC*
NPO23327 Taraxacum coreanum Species Asteraceae Eukaryota TM-MC*
NPO8437 Encyothalia cliftonii Species Sporochnaceae Eukaryota UNPD*
NPO20598 Lythrum salicaria Species Lythraceae Eukaryota UNPD*
NPO21170 Embelia parviflora Species Primulaceae Eukaryota UNPD*
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota TM-MC*
NPO26785 Taraxacum mongolicum Species Asteraceae Eukaryota TM-MC*
NPO19511 Dolabella californica Species Aplysiidae Eukaryota UNPD*
NPO8621 Cylindrospermopsis raciborskii Species Aphanizomenonaceae Bacteria UNPD*
NPO20843 Monsonia senegalensis Species Geraniaceae Eukaryota UNPD*
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota TM-MC*
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota TM-MC*
NPO16141 Piper regnellii Species Piperaceae Eukaryota UNPD*
NPO13473 Anodendron affine Species Apocynaceae Eukaryota UNPD*
NPO1611 Talaromyces pinophilus Species Trichocomaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 1.5 ug/ml 20004585
NPT1 Others Radical scavenging activity EC50 = 17 ug/ml 20004585
NPT664 Protein Family Histone deacetylase Homo sapiens IC50 = 170400 nM 26996372
NPT664 Protein Family Histone deacetylase Homo sapiens IC50 > 200000 nM 26996372

  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 NPC278068 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 NPC302857
1.0 High Similarity NPC219428
1.0 High Similarity NPC142703
1.0 High Similarity NPC152942
1.0 High Similarity NPC37250
0.9924 High Similarity NPC295492
0.9924 High Similarity NPC205751
0.9924 High Similarity NPC274891
0.9924 High Similarity NPC474875
0.9924 High Similarity NPC476820
0.9924 High Similarity NPC26241
0.9924 High Similarity NPC476819
0.9924 High Similarity NPC303683
0.9776 High Similarity NPC224389
0.9776 High Similarity NPC35702
0.9776 High Similarity NPC297517
0.9776 High Similarity NPC477335
0.9776 High Similarity NPC13818
0.9776 High Similarity NPC206095
0.9776 High Similarity NPC471027
0.9704 High Similarity NPC37331
0.9704 High Similarity NPC284948
0.9704 High Similarity NPC472016
0.9704 High Similarity NPC277315
0.9704 High Similarity NPC220664
0.9704 High Similarity NPC192831
0.9704 High Similarity NPC319628
0.9704 High Similarity NPC303090
0.9704 High Similarity NPC43158
0.9704 High Similarity NPC258469
0.9695 High Similarity NPC68517
0.9621 High Similarity NPC70680
0.9621 High Similarity NPC182217
0.9621 High Similarity NPC233350
0.9493 High Similarity NPC98356
0.942 High Similarity NPC477333
0.9407 High Similarity NPC283560
0.9407 High Similarity NPC24295
0.9357 High Similarity NPC192568
0.9357 High Similarity NPC471076
0.9348 High Similarity NPC50221
0.9348 High Similarity NPC114242
0.9291 High Similarity NPC42464
0.9286 High Similarity NPC322660
0.9225 High Similarity NPC306343
0.922 High Similarity NPC43123
0.9111 High Similarity NPC474895
0.9104 High Similarity NPC18074
0.9104 High Similarity NPC5419
0.9104 High Similarity NPC61
0.9104 High Similarity NPC25581
0.9097 High Similarity NPC163883
0.9097 High Similarity NPC93498
0.9058 High Similarity NPC179505
0.9058 High Similarity NPC156709
0.9037 High Similarity NPC155209
0.9037 High Similarity NPC168799
0.9034 High Similarity NPC19380
0.9034 High Similarity NPC146277
0.903 High Similarity NPC198388
0.9028 High Similarity NPC477334
0.9014 High Similarity NPC229264
0.8936 High Similarity NPC226738
0.8936 High Similarity NPC190587
0.8936 High Similarity NPC22176
0.8936 High Similarity NPC121573
0.8929 High Similarity NPC477278
0.8929 High Similarity NPC477277
0.8921 High Similarity NPC12218
0.8921 High Similarity NPC225036
0.8921 High Similarity NPC75763
0.8921 High Similarity NPC105525
0.8913 High Similarity NPC67349
0.8913 High Similarity NPC279676
0.8912 High Similarity NPC145425
0.8897 High Similarity NPC252979
0.8857 High Similarity NPC477279
0.8851 High Similarity NPC470896
0.8851 High Similarity NPC473275
0.8849 High Similarity NPC239943
0.8832 High Similarity NPC106406
0.8811 High Similarity NPC473867
0.8797 High Similarity NPC475695
0.8759 High Similarity NPC471749
0.8759 High Similarity NPC75945
0.875 High Similarity NPC318799
0.869 High Similarity NPC248257
0.869 High Similarity NPC120621
0.869 High Similarity NPC142528
0.869 High Similarity NPC472969
0.8676 High Similarity NPC217052
0.8676 High Similarity NPC329344
0.8676 High Similarity NPC237506
0.8676 High Similarity NPC32626
0.8671 High Similarity NPC474692
0.8671 High Similarity NPC229036
0.8652 High Similarity NPC288452
0.8652 High Similarity NPC289690
0.8649 High Similarity NPC44730
0.8639 High Similarity NPC140151
0.8633 High Similarity NPC18646
0.863 High Similarity NPC92117
0.8621 High Similarity NPC221383
0.8621 High Similarity NPC143892
0.8621 High Similarity NPC283081
0.8621 High Similarity NPC299090
0.8611 High Similarity NPC108455
0.8603 High Similarity NPC94810
0.8603 High Similarity NPC226855
0.86 High Similarity NPC134925
0.8592 High Similarity NPC38473
0.8581 High Similarity NPC246566
0.8581 High Similarity NPC95498
0.8581 High Similarity NPC75695
0.8571 High Similarity NPC156892
0.8562 High Similarity NPC98009
0.8561 High Similarity NPC248150
0.8533 High Similarity NPC203757
0.8519 High Similarity NPC168653
0.8519 High Similarity NPC251407
0.8511 High Similarity NPC84789
0.8511 High Similarity NPC302583
0.8511 High Similarity NPC100558
0.8511 High Similarity NPC310252
0.8507 High Similarity NPC85565
0.8506 High Similarity NPC227297
0.8503 High Similarity NPC98809
0.8503 High Similarity NPC476394
0.8489 Intermediate Similarity NPC304929
0.8489 Intermediate Similarity NPC1321
0.8489 Intermediate Similarity NPC156124
0.8483 Intermediate Similarity NPC258671
0.8483 Intermediate Similarity NPC53884
0.8478 Intermediate Similarity NPC108553
0.8467 Intermediate Similarity NPC477293
0.8467 Intermediate Similarity NPC229784
0.8467 Intermediate Similarity NPC477294
0.8462 Intermediate Similarity NPC9218
0.8456 Intermediate Similarity NPC158654
0.8456 Intermediate Similarity NPC476873
0.8451 Intermediate Similarity NPC220942
0.8446 Intermediate Similarity NPC473091
0.8446 Intermediate Similarity NPC32197
0.8444 Intermediate Similarity NPC132921
0.844 Intermediate Similarity NPC470572
0.8429 Intermediate Similarity NPC135127
0.8429 Intermediate Similarity NPC287597
0.8429 Intermediate Similarity NPC34293
0.8429 Intermediate Similarity NPC886
0.8421 Intermediate Similarity NPC147654
0.8421 Intermediate Similarity NPC472271
0.8417 Intermediate Similarity NPC473924
0.8414 Intermediate Similarity NPC470130
0.8414 Intermediate Similarity NPC160378
0.8414 Intermediate Similarity NPC304956
0.8414 Intermediate Similarity NPC473090
0.84 Intermediate Similarity NPC44260
0.84 Intermediate Similarity NPC327225
0.84 Intermediate Similarity NPC205037
0.84 Intermediate Similarity NPC16024
0.84 Intermediate Similarity NPC61152
0.84 Intermediate Similarity NPC3746
0.8397 Intermediate Similarity NPC471823
0.8394 Intermediate Similarity NPC232880
0.8382 Intermediate Similarity NPC147192
0.8378 Intermediate Similarity NPC478242
0.8369 Intermediate Similarity NPC123988
0.8366 Intermediate Similarity NPC287872
0.8366 Intermediate Similarity NPC74319
0.8357 Intermediate Similarity NPC477280
0.8357 Intermediate Similarity NPC19719
0.8357 Intermediate Similarity NPC477281
0.8357 Intermediate Similarity NPC254398
0.8357 Intermediate Similarity NPC129889
0.8357 Intermediate Similarity NPC307006
0.8356 Intermediate Similarity NPC469683
0.8345 Intermediate Similarity NPC219677
0.8345 Intermediate Similarity NPC264145
0.8344 Intermediate Similarity NPC191046
0.8344 Intermediate Similarity NPC128403
0.8344 Intermediate Similarity NPC194095
0.8344 Intermediate Similarity NPC327032
0.8333 Intermediate Similarity NPC106818
0.8333 Intermediate Similarity NPC326065
0.8322 Intermediate Similarity NPC284409
0.8322 Intermediate Similarity NPC259576
0.8322 Intermediate Similarity NPC328273
0.8322 Intermediate Similarity NPC321184
0.8322 Intermediate Similarity NPC321638
0.8322 Intermediate Similarity NPC171134
0.8322 Intermediate Similarity NPC221091
0.831 Intermediate Similarity NPC475111
0.8301 Intermediate Similarity NPC226759
0.8301 Intermediate Similarity NPC472860
0.8299 Intermediate Similarity NPC9370
0.8299 Intermediate Similarity NPC474465
0.8299 Intermediate Similarity NPC287495
0.8296 Intermediate Similarity NPC474275
0.8296 Intermediate Similarity NPC224208
0.8289 Intermediate Similarity NPC156624

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC278068 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
0.9704 High Similarity NPD6190 Approved
0.8489 Intermediate Similarity NPD230 Phase 1
0.8194 Intermediate Similarity NPD7266 Discontinued
0.8117 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7956 Intermediate Similarity NPD9269 Phase 2
0.7866 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7853 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7831 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD3882 Suspended
0.7721 Intermediate Similarity NPD9545 Approved
0.7707 Intermediate Similarity NPD3817 Phase 2
0.7697 Intermediate Similarity NPD7685 Pre-registration
0.7669 Intermediate Similarity NPD3818 Discontinued
0.7667 Intermediate Similarity NPD4628 Phase 3
0.7664 Intermediate Similarity NPD9268 Approved
0.7662 Intermediate Similarity NPD1653 Approved
0.7654 Intermediate Similarity NPD6166 Phase 2
0.7654 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7643 Intermediate Similarity NPD2801 Approved
0.7595 Intermediate Similarity NPD5402 Approved
0.758 Intermediate Similarity NPD1934 Approved
0.7569 Intermediate Similarity NPD3027 Phase 3
0.7552 Intermediate Similarity NPD9494 Approved
0.755 Intermediate Similarity NPD8166 Discontinued
0.7534 Intermediate Similarity NPD943 Approved
0.7532 Intermediate Similarity NPD1512 Approved
0.7532 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.753 Intermediate Similarity NPD6797 Phase 2
0.7518 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7075 Discontinued
0.7485 Intermediate Similarity NPD7251 Discontinued
0.7466 Intermediate Similarity NPD6233 Phase 2
0.7453 Intermediate Similarity NPD6234 Discontinued
0.7452 Intermediate Similarity NPD4380 Phase 2
0.745 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7421 Intermediate Similarity NPD1465 Phase 2
0.741 Intermediate Similarity NPD7054 Approved
0.741 Intermediate Similarity NPD5844 Phase 1
0.7403 Intermediate Similarity NPD1511 Approved
0.7403 Intermediate Similarity NPD6799 Approved
0.7397 Intermediate Similarity NPD3764 Approved
0.7389 Intermediate Similarity NPD3455 Phase 2
0.7365 Intermediate Similarity NPD7472 Approved
0.7365 Intermediate Similarity NPD7074 Phase 3
0.7358 Intermediate Similarity NPD6801 Discontinued
0.7358 Intermediate Similarity NPD37 Approved
0.7349 Intermediate Similarity NPD3751 Discontinued
0.7337 Intermediate Similarity NPD7808 Phase 3
0.7329 Intermediate Similarity NPD4966 Approved
0.7329 Intermediate Similarity NPD4965 Approved
0.7329 Intermediate Similarity NPD4967 Phase 2
0.7317 Intermediate Similarity NPD6232 Discontinued
0.7312 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD1613 Approved
0.7297 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD8150 Discontinued
0.7261 Intermediate Similarity NPD5403 Approved
0.7261 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD7228 Approved
0.7212 Intermediate Similarity NPD3787 Discontinued
0.72 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD6385 Approved
0.7188 Intermediate Similarity NPD6386 Approved
0.7186 Intermediate Similarity NPD7473 Discontinued
0.7181 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD2935 Discontinued
0.7171 Intermediate Similarity NPD9570 Approved
0.7169 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD8434 Phase 2
0.7164 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD6798 Discontinued
0.716 Intermediate Similarity NPD5353 Approved
0.7152 Intermediate Similarity NPD7199 Phase 2
0.7134 Intermediate Similarity NPD5401 Approved
0.7133 Intermediate Similarity NPD6355 Discontinued
0.7133 Intermediate Similarity NPD447 Suspended
0.7125 Intermediate Similarity NPD6599 Discontinued
0.7114 Intermediate Similarity NPD4062 Phase 3
0.7086 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD825 Approved
0.7067 Intermediate Similarity NPD826 Approved
0.705 Intermediate Similarity NPD2629 Approved
0.7048 Intermediate Similarity NPD8127 Discontinued
0.7032 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD5536 Phase 2
0.7 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.6994 Remote Similarity NPD7819 Suspended
0.6993 Remote Similarity NPD1510 Phase 2
0.6993 Remote Similarity NPD7033 Discontinued
0.6988 Remote Similarity NPD5494 Approved
0.6987 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6987 Remote Similarity NPD4110 Phase 3
0.698 Remote Similarity NPD7095 Approved
0.6968 Remote Similarity NPD1549 Phase 2
0.6966 Remote Similarity NPD1608 Approved
0.6964 Remote Similarity NPD5242 Approved
0.6959 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6954 Remote Similarity NPD4060 Phase 1
0.6948 Remote Similarity NPD1551 Phase 2
0.6934 Remote Similarity NPD3021 Approved
0.6934 Remote Similarity NPD3022 Approved
0.6918 Remote Similarity NPD2533 Approved
0.6918 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6918 Remote Similarity NPD3146 Approved
0.6918 Remote Similarity NPD3688 Clinical (unspecified phase)
0.6918 Remote Similarity NPD2532 Approved
0.6918 Remote Similarity NPD2534 Approved
0.6908 Remote Similarity NPD4340 Discontinued
0.6908 Remote Similarity NPD555 Phase 2
0.6903 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6903 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6897 Remote Similarity NPD1535 Discovery
0.6879 Remote Similarity NPD6559 Discontinued
0.6879 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6879 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6879 Remote Similarity NPD3750 Approved
0.6871 Remote Similarity NPD7411 Suspended
0.6863 Remote Similarity NPD6653 Approved
0.6855 Remote Similarity NPD4357 Discontinued
0.6849 Remote Similarity NPD1481 Phase 2
0.6842 Remote Similarity NPD1240 Approved
0.6835 Remote Similarity NPD228 Approved
0.6835 Remote Similarity NPD3887 Approved
0.6835 Remote Similarity NPD2354 Approved
0.6833 Remote Similarity NPD6535 Approved
0.6833 Remote Similarity NPD6534 Approved
0.6831 Remote Similarity NPD9493 Approved
0.6826 Remote Similarity NPD919 Approved
0.6813 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6812 Remote Similarity NPD2067 Discontinued
0.6811 Remote Similarity NPD7435 Discontinued
0.6788 Remote Similarity NPD8455 Phase 2
0.6788 Remote Similarity NPD1358 Approved
0.6782 Remote Similarity NPD7039 Approved
0.6782 Remote Similarity NPD7038 Approved
0.6782 Remote Similarity NPD7240 Approved
0.6779 Remote Similarity NPD257 Approved
0.6779 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6779 Remote Similarity NPD258 Approved
0.6776 Remote Similarity NPD259 Phase 1
0.6776 Remote Similarity NPD6663 Approved
0.677 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6765 Remote Similarity NPD3926 Phase 2
0.6759 Remote Similarity NPD1778 Approved
0.6759 Remote Similarity NPD17 Approved
0.6757 Remote Similarity NPD3225 Approved
0.6753 Remote Similarity NPD1607 Approved
0.6752 Remote Similarity NPD5958 Discontinued
0.6752 Remote Similarity NPD4534 Discontinued
0.6746 Remote Similarity NPD1247 Approved
0.6739 Remote Similarity NPD6779 Approved
0.6739 Remote Similarity NPD6776 Approved
0.6739 Remote Similarity NPD6780 Approved
0.6739 Remote Similarity NPD6778 Approved
0.6739 Remote Similarity NPD6781 Approved
0.6739 Remote Similarity NPD6782 Approved
0.6739 Remote Similarity NPD6777 Approved
0.6736 Remote Similarity NPD1894 Discontinued
0.6733 Remote Similarity NPD5736 Approved
0.6733 Remote Similarity NPD9569 Approved
0.6731 Remote Similarity NPD2438 Suspended
0.6731 Remote Similarity NPD2796 Approved
0.6721 Remote Similarity NPD7700 Phase 2
0.6721 Remote Similarity NPD7699 Phase 2
0.6712 Remote Similarity NPD3496 Discontinued
0.6711 Remote Similarity NPD1203 Approved
0.671 Remote Similarity NPD7097 Phase 1
0.6709 Remote Similarity NPD1652 Phase 2
0.6708 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6705 Remote Similarity NPD8313 Approved
0.6705 Remote Similarity NPD8312 Approved
0.6692 Remote Similarity NPD9495 Approved
0.669 Remote Similarity NPD690 Clinical (unspecified phase)
0.6689 Remote Similarity NPD2983 Phase 2
0.6689 Remote Similarity NPD2982 Phase 2
0.6688 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6688 Remote Similarity NPD5763 Approved
0.6688 Remote Similarity NPD5762 Approved
0.6687 Remote Similarity NPD3687 Approved
0.6687 Remote Similarity NPD3686 Approved
0.6686 Remote Similarity NPD8368 Discontinued
0.6684 Remote Similarity NPD8320 Phase 1
0.6684 Remote Similarity NPD8319 Approved
0.6667 Remote Similarity NPD3749 Approved
0.6667 Remote Similarity NPD5647 Approved
0.6667 Remote Similarity NPD3400 Discontinued
0.6667 Remote Similarity NPD422 Phase 1
0.6667 Remote Similarity NPD1091 Approved
0.6647 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6646 Remote Similarity NPD2424 Discontinued
0.6646 Remote Similarity NPD3226 Approved
0.6644 Remote Similarity NPD9381 Approved
0.6644 Remote Similarity NPD9384 Approved

Structure

External Identifiers

PubChem CID   5280633
ChEMBL   CHEMBL249450
ZINC  

Physicochemical Properties

Molecular Weight:  354.10
ALogP:  -2.1962
MLogP:  2.23
XLogP:  -0.447
# Rotatable Bonds:  11
Polar Surface Area:  164.75
# H-Bond Aceptor:  7
# H-Bond Donor:  6
# Rings:  2
# Heavy Atoms:  25

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Biological Activities  
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