Natural Product: NPC187022

Natural Product ID:  NPC187022
Common Name:   Emetine
IUPAC Name:   (2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine
Synonyms:   Emetine; GNF-Pf-196; TCMDC-125531
Molecular Formula:   C29H40N2O4
Standard InCHIKey:  AUVVAXYIELKVAI-CKBKHPSWSA-N
Standard InCHI:  InChI=1S/C29H40N2O4/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3/t18-,21-,24+,25-/m0/s1
Canonical SMILES:  CC[C@H]1CN2CCc3c([C@@H]2C[C@@H]1C[C@H]1NCCc2c1cc(OC)c(c2)OC)cc(c(c3)OC)OC
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO11192 Hedera helix Species Araliaceae Eukaryota TCM_Taiwan*
NPO18851 Psychotria klugii Species Rubiaceae Eukaryota PMID[12880315]
NPO26637.1 Mentha aquatica var. citrata Varieties Lamiaceae Eukaryota UNPD*
NPO25409 Ascochyta caulina Species Didymellaceae Eukaryota UNPD*
NPO5056 Helichrysum heterolasium Species Asteraceae Eukaryota UNPD*
NPO2690 Carapichea ipecacuanha Species Rubiaceae Eukaryota UNPD*
NPO2719 Amauroascus aureus Species Onygenaceae Eukaryota UNPD*
NPO24211 Parmelia cetrarioides Species Parmeliaceae Eukaryota UNPD*
NPO24848 Acodontaster conspicuus Species Odontasteridae Eukaryota UNPD*
NPO25098 Spinacia glabra Species Chenopodiaceae Eukaryota UNPD*
NPO24646 Coryphantha elephantidens Species Cactaceae Eukaryota UNPD*
NPO24728 Tragopogon porrifolius Species Asteraceae Eukaryota UNPD*
NPO21010 Streptomyces avidinii Species Streptomycetaceae Bacteria UNPD*
NPO24880 Bacterial str NA NA NA UNPD*
NPO22548 Osteospermum jucundum Species Asteraceae Eukaryota UNPD*
NPO25360 Helminthosporium ravenelii Species Massarinaceae Eukaryota UNPD*
NPO23138 Swainsona salsula Species Fabaceae Eukaryota UNPD*
NPO24521 Helichrysum revolutum Species Asteraceae Eukaryota UNPD*
NPO23623 Hirsutella nivea Species Ophiocordycipitaceae Eukaryota UNPD*
NPO2690 Carapichea ipecacuanha Species Rubiaceae Eukaryota TM-MC*
NPO26128 Clonostachys rosea Species Bionectriaceae Eukaryota UNPD*
NPO18432 Poria corticola Species Coccinellidae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2844 Cell Line MES-SA Homo sapiens Activity = 0.88 15828831
NPT81 Cell Line A549 Homo sapiens IC50 = 40 nM 17585747
NPT91 Cell Line KB Homo sapiens IC50 = 40 nM 17585747
NPT90 Cell Line DU-145 Homo sapiens IC50 = 60 nM 17585747
NPT133 Cell Line ZR-75-1 Homo sapiens IC50 = 100 nM 17585747
NPT2 Others Unspecified IC50 > 2000 nM 17585747
NPT91 Cell Line KB Homo sapiens IC50 = 56 nM 11170658
NPT992 Organism Entamoeba histolytica Entamoeba histolytica IC50 = 1.05 ug/ml 11374974
NPT2645 Organism Giardia intestinalis Giardia intestinalis IC50 = 0.41 ug/ml 11374974
NPT139 Cell Line HT-29 Homo sapiens IC50 = 33 nM 2778449
NPT139 Cell Line HT-29 Homo sapiens IZ = 35 mm 2778449
NPT139 Cell Line HT-29 Homo sapiens IZ = 25 mm 2778449
NPT168 Cell Line P388 Mus musculus IC50 = 7 nM 2778449
NPT168 Cell Line P388 Mus musculus IZ > 40 mm 2778449
NPT168 Cell Line P388 Mus musculus IZ = 40 mm 2778449
NPT168 Cell Line P388 Mus musculus IZ = 20 mm 2778449
NPT91 Cell Line KB Homo sapiens ED50 < 1 ug/ml 7130986
NPT633 Organism Leishmania donovani Leishmania donovani IC50 = 0.03 ug/ml 12880315
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0727 ug/ml 12880315
NPT2 Others Unspecified Ratio IC50 = 6 12880315
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.078 ug/ml 12880315
NPT2 Others Unspecified Ratio IC50 = 5 12880315
NPT633 Organism Leishmania donovani Leishmania donovani IC90 = 0.13 ug/ml 12880315
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 0.42 ug/ml 12880315
NPT2536 Individual Protein Leukocyte adhesion glycoprotein LFA-1 alpha Homo sapiens MIC = 0.26 ug/ml 12880315
NPT116 Cell Line HL-60 Homo sapiens IC50 = 0.38 ug/ml 12880315
NPT2 Others Unspecified Ratio = 1.53 12880315
NPT2536 Individual Protein Leukocyte adhesion glycoprotein LFA-1 alpha Homo sapiens IC50 > 50 ug/ml 12880315
NPT992 Organism Entamoeba histolytica Entamoeba histolytica MIC = 2900 nM 10479310
NPT2 Others Unspecified IC50 = 110 nM 15974627
NPT2 Others Unspecified MIC = 300 nM 15974627
NPT2 Others Unspecified Inhibition = 18 % 15974627
NPT2 Others Unspecified Inhibition = 50 % 15974627
NPT2 Others Unspecified Inhibition = 69 % 15974627
NPT2 Others Unspecified IC50 = 83 nM 15974627
NPT396 Cell Line T47D Homo sapiens Activity = 58.8 ug/ml 15974627
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 108 nM 19463002
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 120 nM 19572738
NPT65 Cell Line HepG2 Homo sapiens Inhibition = 43 % 20485427
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Inhibition = 0 % 20485427
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Inhibition = 99 % 20485427
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Inhibition = 100 % 20485427
NPT6 Organism Plasmodium falciparum Plasmodium falciparum EC50 = 10.15 nM 18579783
NPT1229 Cell Line Huh-7 Homo sapiens CC50 = 116.3 nM 18579783
NPT6 Organism Plasmodium falciparum Plasmodium falciparum EC50 = 22.94 nM 18579783
NPT5051 Individual Protein Putative hydrolase RBBP9 Homo sapiens IC50 = 7800 nM 20207142
NPT5051 Individual Protein Putative hydrolase RBBP9 Homo sapiens Inhibition = 62 % 20207142
NPT5051 Individual Protein Putative hydrolase RBBP9 Homo sapiens Inhibition = 51 % 20207142
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 0.19 nM 20971006
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Ratio IC50 = 0.4 20971006
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae Potency = 920 nM PubChem BioAssay data set
NPT537 Individual Protein Ras-related protein Rab-9A Homo sapiens Potency = 18356.4 nM PubChem BioAssay data set
NPT940 Individual Protein Serine/threonine-protein kinase mTOR Homo sapiens Potency = 5211.9 nM PubChem BioAssay data set
NPT538 Individual Protein Niemann-Pick C1 protein Homo sapiens Potency = 58047.9 nM PubChem BioAssay data set
NPT940 Individual Protein Serine/threonine-protein kinase mTOR Homo sapiens Potency = 1849.3 nM PubChem BioAssay data set
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 127 nM 21183259
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 190 nM 21316959
NPT64 Individual Protein ATPase family AAA domain-containing protein 5 Homo sapiens Potency 1299 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency 1299.5 nM PubChem BioAssay data set
NPT5 Individual Protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Potency 670.2 nM PubChem BioAssay data set
NPT64 Individual Protein ATPase family AAA domain-containing protein 5 Homo sapiens Potency 259.2 nM PubChem BioAssay data set
NPT475 Organism Plasmodium yoelii Plasmodium yoelii IC50 = 7.49 nM 22096101
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 80 nM 21875063
NPT478 Individual Protein Ataxin-2 Homo sapiens Potency 281.8 nM PubChem BioAssay data set
NPT7 Individual Protein Thioredoxin reductase 1, cytoplasmic Rattus norvegicus Potency 3548.1 nM PubChem BioAssay data set
NPT803 Individual Protein Flap endonuclease 1 Homo sapiens Potency 29934.9 nM PubChem BioAssay data set
NPT71 Cell Line HEK293 Homo sapiens Potency 183.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 326.3 nM PubChem BioAssay data set
NPT519 Cell Line SH-SY5Y Homo sapiens Potency 251.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 223.9 nM PubChem BioAssay data set
NPT219 Individual Protein Alpha-1a adrenergic receptor Rattus norvegicus IC50 = 6527 nM DrugMatrix in vitro pharmacology data
NPT219 Individual Protein Alpha-1a adrenergic receptor Rattus norvegicus Ki = 2642 nM DrugMatrix in vitro pharmacology data
NPT220 Individual Protein Alpha-1b adrenergic receptor Rattus norvegicus IC50 = 1934 nM DrugMatrix in vitro pharmacology data
NPT220 Individual Protein Alpha-1b adrenergic receptor Rattus norvegicus Ki = 1071 nM DrugMatrix in vitro pharmacology data
NPT222 Individual Protein Alpha-2a adrenergic receptor Homo sapiens IC50 = 38 nM DrugMatrix in vitro pharmacology data
NPT222 Individual Protein Alpha-2a adrenergic receptor Homo sapiens Ki = 14 nM DrugMatrix in vitro pharmacology data
NPT224 Individual Protein Alpha-2c adrenergic receptor Homo sapiens IC50 = 182 nM DrugMatrix in vitro pharmacology data
NPT224 Individual Protein Alpha-2c adrenergic receptor Homo sapiens Ki = 26 nM DrugMatrix in vitro pharmacology data
NPT2 Others Unspecified IC50 = 2356 nM DrugMatrix in vitro pharmacology data
NPT2 Others Unspecified Ki = 2094 nM DrugMatrix in vitro pharmacology data
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 140 nM 22196513
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 19.77 nM 22750008
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 300 nM 22889556
NPT705 Individual Protein Solute carrier family 22 member 5 Homo sapiens Activity = 16.6 % 10525100
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 115600 nM 11716514
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 130300 nM 11716514
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 2400 nM 11716514
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 207100 nM 11716514
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 35100 nM 11716514
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 9200 nM 11716514
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 9600 nM 11716514
NPT478 Individual Protein Ataxin-2 Homo sapiens Potency 251.2 nM PubChem BioAssay data set
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 124830 nM 23168082
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 170 nM 23195733
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 330 nM 23347684
NPT2 Others Unspecified Potency 149.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 188.4 nM PubChem BioAssay data set
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 129 nM 23896611
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 41 nM 24077524
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 129 nM 24900630
NPT2645 Organism Giardia intestinalis Giardia intestinalis IC50 = 830 nM 24502360
NPT3535 Organism Entamoeba histolytica HM-1:IMSS Entamoeba histolytica HM-1:IMSS IC50 = 2180 nM 24502360
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 92 nM 24468411
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 100 nM 24602791
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 50 nM 10.1039/C3MD00310H
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency 268.3 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency 105.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 668.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 133.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 595.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 211.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 10682.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 2129.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 2660.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 100 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 84.1 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency 10590.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 3757.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 84.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 37.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 3757.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 220.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 9520.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 26601.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 167.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 4252.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 23.7 nM PubChem BioAssay data set
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency 44668.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 1508.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 10590.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 9200 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 11883.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 398.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 118.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 237.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 18.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 1059.1 nM PubChem BioAssay data set
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens Potency 33488.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 334.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 1412.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 631 nM PubChem BioAssay data set
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 400 nM 10.1039/C3MD20377H
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 61 nM 25451997
NPT2 Others Unspecified IC50 = 50 nM 25461309
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 125 nM 25544689
NPT943 Individual Protein Hexose transporter 1 Plasmodium falciparum IC50 = 90 nM 10.6019/CHEMBL3433997
NPT944 Individual Protein Glucose transporter Leishmania mexicana Inhibition = 90.27 % 10.6019/CHEMBL3433997
NPT944 Individual Protein Glucose transporter Leishmania mexicana IC50 = 81 nM 10.6019/CHEMBL3433997
NPT942 Individual Protein Glucose transporter Homo sapiens IC50 = 108 nM 10.6019/CHEMBL3433997
NPT942 Individual Protein Glucose transporter Homo sapiens Inhibition = 96.79 % 10.6019/CHEMBL3433997
NPT943 Individual Protein Hexose transporter 1 Plasmodium falciparum Inhibition = 94.03 % 10.6019/CHEMBL3433997
NPT2 Others Unspecified Ratio = 53 21051535
NPT2 Others Unspecified Ratio = 0.6 21051535
NPT2 Others Unspecified Ratio = 2.6 21051535
NPT2 Others Unspecified Ratio = 78 21051535
NPT2 Others Unspecified Ratio = 66 21051535
NPT2 Others Unspecified Potency 266 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 25118.9 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 10000 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 3010.7 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 16.34 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 11.58 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 1 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 32.66 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 61.47 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 749.8 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 2.28 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 1693 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 943.9 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 8.31 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 22.1 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 947.7 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 17782.8 nM PubChem BioAssay data set
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 30 nM 26235033
NPT858 Cell Line LNCaP Homo sapiens IC50 = 37 nM 26187015
NPT306 Cell Line PC-3 Homo sapiens IC50 = 35 nM 26187015
NPT90 Cell Line DU-145 Homo sapiens IC50 = 33 nM 26187015
NPT858 Cell Line LNCaP Homo sapiens IC50 = 27 nM 26187015
NPT306 Cell Line PC-3 Homo sapiens IC50 = 27 nM 26187015
NPT90 Cell Line DU-145 Homo sapiens IC50 = 25 nM 26187015
NPT306 Cell Line PC-3 Homo sapiens IC50 = 29 nM 26187015
NPT90 Cell Line DU-145 Homo sapiens IC50 = 24 nM 26187015
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 104 nM 26264839
NPT3535 Organism Entamoeba histolytica HM-1:IMSS Entamoeba histolytica HM-1:IMSS IC50 = 2180 nM 26517282
NPT2645 Organism Giardia intestinalis Giardia intestinalis IC50 = 830 nM 26517282
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 61 nM 26832222
NPT1161 Cell Line CHO Cricetulus griseus IC50 = 400 nM 10.1039/C5MD00343A
NPT165 Cell Line HeLa Homo sapiens IC50 = 370 nM 26974377
NPT2 Others Unspecified IC50 = 50 nM 27210430

  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 NPC187022 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 NPC80129
0.9539 High Similarity NPC121275
0.9539 High Similarity NPC284183
0.9539 High Similarity NPC4138
0.9295 High Similarity NPC109925
0.9241 High Similarity NPC128019
0.9241 High Similarity NPC136860
0.9241 High Similarity NPC476567
0.9221 High Similarity NPC475393
0.906 High Similarity NPC7467
0.8993 High Similarity NPC210437
0.8993 High Similarity NPC106295
0.8993 High Similarity NPC476144
0.8993 High Similarity NPC16107
0.8993 High Similarity NPC51957
0.8973 High Similarity NPC474915
0.8973 High Similarity NPC328750
0.8973 High Similarity NPC188163
0.8973 High Similarity NPC213206
0.8904 High Similarity NPC314682
0.8903 High Similarity NPC216816
0.8897 High Similarity NPC253429
0.8896 High Similarity NPC247639
0.8896 High Similarity NPC25084
0.8874 High Similarity NPC60538
0.8874 High Similarity NPC207824
0.8816 High Similarity NPC97221
0.8816 High Similarity NPC220858
0.8816 High Similarity NPC151895
0.8816 High Similarity NPC88249
0.8816 High Similarity NPC192768
0.8758 High Similarity NPC108434
0.8758 High Similarity NPC475215
0.8758 High Similarity NPC277669
0.8758 High Similarity NPC76213
0.8701 High Similarity NPC210148
0.8701 High Similarity NPC233029
0.8667 High Similarity NPC239584
0.8654 High Similarity NPC126519
0.8654 High Similarity NPC203784
0.8654 High Similarity NPC170503
0.8654 High Similarity NPC146288
0.8627 High Similarity NPC92541
0.8621 High Similarity NPC160692
0.8609 High Similarity NPC185838
0.8606 High Similarity NPC475479
0.8606 High Similarity NPC243454
0.859 High Similarity NPC5238
0.859 High Similarity NPC110416
0.859 High Similarity NPC207757
0.859 High Similarity NPC172765
0.859 High Similarity NPC469817
0.859 High Similarity NPC39701
0.859 High Similarity NPC138487
0.859 High Similarity NPC216459
0.859 High Similarity NPC184026
0.859 High Similarity NPC54379
0.859 High Similarity NPC276588
0.859 High Similarity NPC189266
0.859 High Similarity NPC2413
0.859 High Similarity NPC193949
0.859 High Similarity NPC249797
0.859 High Similarity NPC41178
0.859 High Similarity NPC204828
0.859 High Similarity NPC295691
0.859 High Similarity NPC278799
0.859 High Similarity NPC127674
0.8562 High Similarity NPC24233
0.8562 High Similarity NPC135538
0.8562 High Similarity NPC428
0.8562 High Similarity NPC147390
0.8562 High Similarity NPC476571
0.8562 High Similarity NPC475959
0.8562 High Similarity NPC246587
0.8526 High Similarity NPC477564
0.8526 High Similarity NPC2295
0.8519 High Similarity NPC66573
0.8516 High Similarity NPC476568
0.8509 High Similarity NPC317272
0.8509 High Similarity NPC256012
0.8509 High Similarity NPC250846
0.8509 High Similarity NPC268503
0.8509 High Similarity NPC240841
0.8509 High Similarity NPC42549
0.8497 Intermediate Similarity NPC144863
0.8497 Intermediate Similarity NPC179825
0.8497 Intermediate Similarity NPC191376
0.8497 Intermediate Similarity NPC321505
0.8428 Intermediate Similarity NPC111485
0.8421 Intermediate Similarity NPC294249
0.8418 Intermediate Similarity NPC234392
0.8418 Intermediate Similarity NPC31311
0.8414 Intermediate Similarity NPC160193
0.8397 Intermediate Similarity NPC326316
0.8397 Intermediate Similarity NPC81733
0.8397 Intermediate Similarity NPC476579
0.8377 Intermediate Similarity NPC476151
0.8364 Intermediate Similarity NPC129518
0.8364 Intermediate Similarity NPC251580
0.8364 Intermediate Similarity NPC41376
0.8364 Intermediate Similarity NPC12424
0.8354 Intermediate Similarity NPC99659
0.8354 Intermediate Similarity NPC325871
0.8344 Intermediate Similarity NPC204947
0.8323 Intermediate Similarity NPC130941
0.8314 Intermediate Similarity NPC191132
0.8314 Intermediate Similarity NPC60295
0.8313 Intermediate Similarity NPC477080
0.8303 Intermediate Similarity NPC317439
0.8303 Intermediate Similarity NPC317145
0.8303 Intermediate Similarity NPC227060
0.8303 Intermediate Similarity NPC63646
0.8303 Intermediate Similarity NPC115284
0.8303 Intermediate Similarity NPC198498
0.8303 Intermediate Similarity NPC10908
0.8303 Intermediate Similarity NPC276890
0.8303 Intermediate Similarity NPC76682
0.8282 Intermediate Similarity NPC304659
0.8282 Intermediate Similarity NPC86144
0.8282 Intermediate Similarity NPC476573
0.8282 Intermediate Similarity NPC81247
0.8282 Intermediate Similarity NPC35627
0.8269 Intermediate Similarity NPC103379
0.8269 Intermediate Similarity NPC477565
0.8269 Intermediate Similarity NPC219162
0.8256 Intermediate Similarity NPC175890
0.8256 Intermediate Similarity NPC82457
0.8256 Intermediate Similarity NPC11296
0.8256 Intermediate Similarity NPC48490
0.8256 Intermediate Similarity NPC274661
0.8256 Intermediate Similarity NPC281581
0.825 Intermediate Similarity NPC476572
0.8247 Intermediate Similarity NPC130926
0.8242 Intermediate Similarity NPC69712
0.8242 Intermediate Similarity NPC26240
0.8242 Intermediate Similarity NPC477562
0.8242 Intermediate Similarity NPC6152
0.8228 Intermediate Similarity NPC37272
0.8224 Intermediate Similarity NPC323204
0.8221 Intermediate Similarity NPC24465
0.8221 Intermediate Similarity NPC232514
0.8221 Intermediate Similarity NPC276944
0.8221 Intermediate Similarity NPC238530
0.8218 Intermediate Similarity NPC256124
0.8171 Intermediate Similarity NPC13916
0.8171 Intermediate Similarity NPC264850
0.816 Intermediate Similarity NPC189470
0.8155 Intermediate Similarity NPC293093
0.8151 Intermediate Similarity NPC172403
0.8144 Intermediate Similarity NPC477020
0.8144 Intermediate Similarity NPC66341
0.8144 Intermediate Similarity NPC192135
0.8141 Intermediate Similarity NPC95075
0.8141 Intermediate Similarity NPC90844
0.8141 Intermediate Similarity NPC253883
0.8049 Intermediate Similarity NPC324144
0.8039 Intermediate Similarity NPC323123
0.8037 Intermediate Similarity NPC266753
0.8037 Intermediate Similarity NPC27410
0.8037 Intermediate Similarity NPC160298
0.8037 Intermediate Similarity NPC166014
0.8037 Intermediate Similarity NPC232924
0.8037 Intermediate Similarity NPC477559
0.8037 Intermediate Similarity NPC306902
0.8023 Intermediate Similarity NPC274716
0.8023 Intermediate Similarity NPC167116
0.8023 Intermediate Similarity NPC254441
0.8013 Intermediate Similarity NPC11147
0.8012 Intermediate Similarity NPC286119
0.8012 Intermediate Similarity NPC93593
0.8012 Intermediate Similarity NPC244112
0.8 Intermediate Similarity NPC136508
0.8 Intermediate Similarity NPC167546
0.8 Intermediate Similarity NPC477563
0.8 Intermediate Similarity NPC212794
0.8 Intermediate Similarity NPC39103
0.8 Intermediate Similarity NPC13504
0.8 Intermediate Similarity NPC169743
0.8 Intermediate Similarity NPC16805
0.8 Intermediate Similarity NPC96603
0.8 Intermediate Similarity NPC2770
0.8 Intermediate Similarity NPC306843
0.8 Intermediate Similarity NPC196447
0.8 Intermediate Similarity NPC253043
0.8 Intermediate Similarity NPC78222
0.8 Intermediate Similarity NPC302527
0.7987 Intermediate Similarity NPC470925
0.7987 Intermediate Similarity NPC274026
0.7975 Intermediate Similarity NPC106786
0.7974 Intermediate Similarity NPC211468
0.7974 Intermediate Similarity NPC170170
0.7974 Intermediate Similarity NPC219233
0.7965 Intermediate Similarity NPC223690
0.7965 Intermediate Similarity NPC285931
0.7965 Intermediate Similarity NPC290582
0.7965 Intermediate Similarity NPC229373
0.7965 Intermediate Similarity NPC222661
0.7965 Intermediate Similarity NPC90998
0.7965 Intermediate Similarity NPC73492
0.7965 Intermediate Similarity NPC290005

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC187022 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 NPD7298 Approved
0.8993 High Similarity NPD4584 Approved
0.8973 High Similarity NPD4664 Clinical (unspecified phase)
0.8679 High Similarity NPD6107 Approved
0.8627 High Similarity NPD6030 Approved
0.8627 High Similarity NPD6031 Approved
0.8506 High Similarity NPD3639 Approved
0.8506 High Similarity NPD3641 Approved
0.8506 High Similarity NPD3640 Phase 3
0.8408 Intermediate Similarity NPD4772 Phase 2
0.8408 Intermediate Similarity NPD4773 Phase 2
0.8395 Intermediate Similarity NPD4166 Phase 2
0.8312 Intermediate Similarity NPD3124 Discontinued
0.8303 Intermediate Similarity NPD8251 Approved
0.8303 Intermediate Similarity NPD8252 Approved
0.8303 Intermediate Similarity NPD8099 Discontinued
0.828 Intermediate Similarity NPD4017 Approved
0.8253 Intermediate Similarity NPD8156 Discontinued
0.8194 Intermediate Similarity NPD7598 Phase 2
0.8108 Intermediate Similarity NPD5718 Phase 2
0.8105 Intermediate Similarity NPD7045 Clinical (unspecified phase)
0.807 Intermediate Similarity NPD6618 Phase 2
0.8049 Intermediate Similarity NPD7201 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD6297 Approved
0.8026 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.8026 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7965 Intermediate Similarity NPD6851 Approved
0.7965 Intermediate Similarity NPD8053 Approved
0.7965 Intermediate Similarity NPD8054 Approved
0.7965 Intermediate Similarity NPD6853 Approved
0.7961 Intermediate Similarity NPD6896 Approved
0.7961 Intermediate Similarity NPD6895 Approved
0.7929 Intermediate Similarity NPD5312 Approved
0.7929 Intermediate Similarity NPD5313 Approved
0.7919 Intermediate Similarity NPD2669 Clinical (unspecified phase)
0.7892 Intermediate Similarity NPD7802 Discontinued
0.7853 Intermediate Similarity NPD6818 Clinical (unspecified phase)
0.7844 Intermediate Similarity NPD4010 Discontinued
0.7799 Intermediate Similarity NPD1424 Approved
0.7785 Intermediate Similarity NPD2422 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD3845 Phase 1
0.7758 Intermediate Similarity NPD6788 Approved
0.775 Intermediate Similarity NPD3647 Clinical (unspecified phase)
0.7746 Intermediate Similarity NPD8453 Clinical (unspecified phase)
0.7733 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD5241 Discontinued
0.7716 Intermediate Similarity NPD7261 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD7831 Phase 2
0.7711 Intermediate Similarity NPD7833 Phase 2
0.7711 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.7706 Intermediate Similarity NPD5602 Clinical (unspecified phase)
0.7658 Intermediate Similarity NPD3977 Clinical (unspecified phase)
0.7628 Intermediate Similarity NPD1632 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD7109 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD7110 Phase 1
0.7614 Intermediate Similarity NPD5087 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD3060 Approved
0.7595 Intermediate Similarity NPD4162 Approved
0.7582 Intermediate Similarity NPD554 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD5720 Discontinued
0.7562 Intermediate Similarity NPD7124 Phase 2
0.7532 Intermediate Similarity NPD3110 Approved
0.7532 Intermediate Similarity NPD3109 Approved
0.75 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD5978 Approved
0.7485 Intermediate Similarity NPD4727 Phase 1
0.7485 Intermediate Similarity NPD5977 Approved
0.7485 Intermediate Similarity NPD6687 Approved
0.7485 Intermediate Similarity NPD6688 Approved
0.7469 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.7457 Intermediate Similarity NPD5708 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD6876 Approved
0.7455 Intermediate Similarity NPD6875 Approved
0.7453 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7446 Intermediate Similarity NPD8095 Phase 1
0.7442 Intermediate Similarity NPD4481 Phase 3
0.7442 Intermediate Similarity NPD2898 Approved
0.744 Intermediate Similarity NPD4581 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD2653 Approved
0.7432 Intermediate Similarity NPD7034 Discontinued
0.743 Intermediate Similarity NPD7291 Discontinued
0.7427 Intermediate Similarity NPD3051 Approved
0.7427 Intermediate Similarity NPD6071 Discontinued
0.7391 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7384 Intermediate Similarity NPD2969 Approved
0.7384 Intermediate Similarity NPD2970 Approved
0.7378 Intermediate Similarity NPD6662 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD7479 Phase 2
0.7355 Intermediate Similarity NPD3532 Approved
0.7355 Intermediate Similarity NPD3530 Approved
0.7355 Intermediate Similarity NPD3531 Approved
0.7351 Intermediate Similarity NPD7258 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD2120 Phase 2
0.7345 Intermediate Similarity NPD7132 Clinical (unspecified phase)
0.7341 Intermediate Similarity NPD27 Approved
0.7341 Intermediate Similarity NPD2489 Approved
0.7329 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD2986 Phase 2
0.7325 Intermediate Similarity NPD2989 Phase 2
0.7321 Intermediate Similarity NPD4585 Approved
0.7321 Intermediate Similarity NPD2978 Approved
0.7321 Intermediate Similarity NPD2977 Approved
0.7312 Intermediate Similarity NPD6612 Phase 2
0.7312 Intermediate Similarity NPD7153 Discontinued
0.7303 Intermediate Similarity NPD5917 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD2421 Approved
0.7301 Intermediate Similarity NPD2420 Approved
0.7283 Intermediate Similarity NPD7667 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD4083 Discontinued
0.7273 Intermediate Similarity NPD5976 Discontinued
0.7267 Intermediate Similarity NPD5177 Phase 3
0.7255 Intermediate Similarity NPD7905 Discontinued
0.7244 Intermediate Similarity NPD4474 Approved
0.7244 Intermediate Similarity NPD4475 Approved
0.7222 Intermediate Similarity NPD6748 Discontinued
0.7212 Intermediate Similarity NPD7527 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD7526 Approved
0.7212 Intermediate Similarity NPD52 Approved
0.7207 Intermediate Similarity NPD7310 Approved
0.7207 Intermediate Similarity NPD7312 Approved
0.7207 Intermediate Similarity NPD7280 Phase 3
0.7207 Intermediate Similarity NPD7311 Approved
0.7207 Intermediate Similarity NPD7281 Phase 3
0.7207 Intermediate Similarity NPD7313 Approved
0.719 Intermediate Similarity NPD3055 Approved
0.719 Intermediate Similarity NPD3053 Approved
0.7179 Intermediate Similarity NPD2028 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD5160 Discontinued
0.7176 Intermediate Similarity NPD2560 Approved
0.7176 Intermediate Similarity NPD2563 Approved
0.717 Intermediate Similarity NPD6111 Discontinued
0.7169 Intermediate Similarity NPD2122 Discontinued
0.7167 Intermediate Similarity NPD7309 Approved
0.716 Intermediate Similarity NPD2459 Approved
0.716 Intermediate Similarity NPD2458 Approved
0.716 Intermediate Similarity NPD2460 Phase 3
0.7152 Intermediate Similarity NPD1771 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD2874 Phase 2
0.7124 Intermediate Similarity NPD5311 Approved
0.7124 Intermediate Similarity NPD5310 Approved
0.7123 Intermediate Similarity NPD5283 Phase 1
0.7117 Intermediate Similarity NPD5754 Discontinued
0.711 Intermediate Similarity NPD5677 Discontinued
0.7093 Intermediate Similarity NPD4055 Discovery
0.7083 Intermediate Similarity NPD4005 Discontinued
0.7081 Intermediate Similarity NPD3156 Discontinued
0.7078 Intermediate Similarity NPD4098 Discontinued
0.707 Intermediate Similarity NPD5109 Approved
0.707 Intermediate Similarity NPD5111 Phase 2
0.707 Intermediate Similarity NPD5110 Phase 2
0.707 Intermediate Similarity NPD6812 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD5525 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7945 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD1769 Discontinued
0.7055 Intermediate Similarity NPD44 Approved
0.7055 Intermediate Similarity NPD6364 Approved
0.7049 Intermediate Similarity NPD7906 Approved
0.7025 Intermediate Similarity NPD2674 Phase 3
0.7024 Intermediate Similarity NPD2883 Discontinued
0.7022 Intermediate Similarity NPD42 Phase 2
0.7022 Intermediate Similarity NPD6042 Phase 2
0.7021 Intermediate Similarity NPD5071 Phase 2
0.702 Intermediate Similarity NPD2668 Approved
0.702 Intermediate Similarity NPD2667 Approved
0.7019 Intermediate Similarity NPD2155 Approved
0.7019 Intermediate Similarity NPD2156 Approved
0.7019 Intermediate Similarity NPD6380 Phase 1
0.7019 Intermediate Similarity NPD2154 Approved
0.7017 Intermediate Similarity NPD2971 Approved
0.7017 Intermediate Similarity NPD2968 Approved
0.7017 Intermediate Similarity NPD3534 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD6037 Discontinued
0.7006 Intermediate Similarity NPD6090 Discontinued
0.7006 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6873 Phase 2
0.7 Intermediate Similarity NPD4579 Clinical (unspecified phase)
0.6994 Remote Similarity NPD4257 Approved
0.6994 Remote Similarity NPD1372 Clinical (unspecified phase)
0.6994 Remote Similarity NPD4256 Phase 2
0.6983 Remote Similarity NPD3920 Phase 2
0.6982 Remote Similarity NPD6357 Discontinued
0.6966 Remote Similarity NPD4498 Clinical (unspecified phase)
0.6962 Remote Similarity NPD3145 Approved
0.6962 Remote Similarity NPD3144 Approved
0.6959 Remote Similarity NPD593 Approved
0.6959 Remote Similarity NPD595 Approved
0.6959 Remote Similarity NPD5722 Discontinued
0.6957 Remote Similarity NPD3349 Phase 2
0.6951 Remote Similarity NPD4236 Phase 3
0.6951 Remote Similarity NPD4237 Approved
0.6948 Remote Similarity NPD1421 Approved
0.6948 Remote Similarity NPD1420 Approved
0.6947 Remote Similarity NPD5457 Discontinued
0.6946 Remote Similarity NPD4123 Phase 3
0.6944 Remote Similarity NPD6996 Clinical (unspecified phase)
0.6941 Remote Similarity NPD4179 Approved
0.6941 Remote Similarity NPD4180 Approved
0.6941 Remote Similarity NPD1337 Clinical (unspecified phase)
0.6935 Remote Similarity NPD3921 Approved
0.6935 Remote Similarity NPD3924 Approved

Structure

External Identifiers

PubChem CID   10219
ChEMBL   CHEMBL50588
ZINC  

Physicochemical Properties

Molecular Weight:  480.30
ALogP:  -0.5069
MLogP:  3.99
XLogP:  4.161
# Rotatable Bonds:  12
Polar Surface Area:  52.19
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  35

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Similar NPs/Drugs