Natural Product: NPC84478

Natural Product ID:  NPC84478
Common Name:   Harmaline
IUPAC Name:  
Synonyms:   Harmaline
Molecular Formula:   C13H14N2O
Standard InCHIKey:  RERZNCLIYCABFS-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C13H14N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7,15H,5-6H2,1-2H3
Canonical SMILES:  COc1ccc2c(c1)[nH]c1c2CCN=C1C
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
NPO1085 Peganum harmala Species Nitrariaceae Eukaryota TCM_Taiwan*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1784 Individual Protein Serotonin 5a (5-HT5a) receptor Homo sapiens Ki > 10000 nM 12930153
NPT1488 Individual Protein Monoamine oxidase A Rattus norvegicus IC50 = 12 nM 7490728
NPT1487 Individual Protein Monoamine oxidase B Rattus norvegicus IC50 = 150000 nM 7490728
NPT3240 Individual Protein Cyclin-dependent kinase 5 Homo sapiens Inhibition = 7 % 11909733
NPT1371 Individual Protein Cyclin-dependent kinase 2 Homo sapiens Inhibition = 10 % 11909733
NPT1161 Cell Line CHO Cricetulus griseus Activity = 22.1 % 6195312
NPT1161 Cell Line CHO Cricetulus griseus Activity = 2.3 % 6195312
NPT1161 Cell Line CHO Cricetulus griseus Activity = 0 % 6195312
NPT991 Individual Protein Trypanothione reductase Trypanosoma cruzi Inhibition = 19 % 18558492
NPT1021 Organism Leishmania infantum Leishmania infantum IC50 = 119000 nM 18558492
NPT634 Organism Leishmania amazonensis Leishmania amazonensis IC50 = 99000 nM 18558492
NPT3107 Individual Protein Rho-associated protein kinase 2 Homo sapiens Activity = 79 % 17850214
NPT1616 Individual Protein MAP kinase p38 beta Homo sapiens Activity = 92 % 17850214
NPT1614 Individual Protein MAP kinase p38 delta Homo sapiens Activity = 92 % 17850214
NPT1615 Individual Protein MAP kinase p38 gamma Homo sapiens Activity = 120 % 17850214
NPT1695 Individual Protein Serine/threonine-protein kinase PAK 4 Homo sapiens Activity = 90 % 17850214
NPT1696 Individual Protein Serine/threonine-protein kinase PAK7 Homo sapiens Activity = 84 % 17850214
NPT1697 Individual Protein Serine/threonine-protein kinase PAK6 Homo sapiens Activity = 106 % 17850214
NPT1699 Individual Protein 3-phosphoinositide dependent protein kinase-1 Homo sapiens Activity = 86 % 17850214
NPT2 Others Unspecified Activity = 84 % 17850214
NPT1265 Individual Protein Serine/threonine-protein kinase PIM1 Homo sapiens Activity = 104 % 17850214
NPT1700 Individual Protein Serine/threonine-protein kinase PIM2 Homo sapiens Activity = 117 % 17850214
NPT1701 Individual Protein Serine/threonine-protein kinase PIM3 Homo sapiens Activity = 90 % 17850214
NPT1703 Individual Protein cAMP-dependent protein kinase alpha-catalytic subunit Homo sapiens Activity = 89 % 17850214
NPT728 Individual Protein Serine/threonine-protein kinase AKT Homo sapiens Activity = 95 % 17850214
NPT1430 Individual Protein Serine/threonine-protein kinase AKT2 Homo sapiens Activity = 105 % 17850214
NPT182 Individual Protein Protein kinase C alpha Homo sapiens Activity = 90 % 17850214
NPT3455 Individual Protein Protein kinase C zeta Homo sapiens Activity = 108 % 17850214
NPT3291 Individual Protein Serine/threonine-protein kinase SRPK1 Homo sapiens Activity = 89 % 17850214
NPT3106 Individual Protein Ribosomal protein S6 kinase alpha 1 Homo sapiens Activity = 110 % 17850214
NPT1705 Individual Protein Ribosomal protein S6 kinase alpha 3 Homo sapiens Activity = 112 % 17850214
NPT1611 Individual Protein Ribosomal protein S6 kinase 1 Homo sapiens Activity = 93 % 17850214
NPT1448 Individual Protein Serine/threonine-protein kinase Sgk1 Homo sapiens Activity = 85 % 17850214
NPT2626 Individual Protein Myosin light chain kinase, smooth muscle Homo sapiens Activity = 112 % 17850214
NPT3813 Individual Protein Tyrosine-protein kinase SRC Gallus gallus Activity = 94 % 17850214
NPT2 Others Unspecified Activity = 106 % 17850214
NPT1433 Individual Protein Serine/threonine-protein kinase Aurora-B Homo sapiens Activity = 90 % 17850214
NPT3206 Individual Protein Serine/threonine-protein kinase Aurora-C Homo sapiens Activity = 99 % 17850214
NPT3344 Individual Protein BR serine/threonine-protein kinase 2 Homo sapiens Activity = 103 % 17850214
NPT3232 Individual Protein CaM kinase I alpha Homo sapiens Activity = 103 % 17850214
NPT3248 Individual Protein CaM-kinase kinase alpha Homo sapiens Activity = 89 % 17850214
NPT1678 Individual Protein CaM-kinase kinase beta Homo sapiens Activity = 89 % 17850214
NPT3814 Protein Complex Cyclin-dependent kinase 2/cyclin A Homo sapiens Activity = 100 % 17850214
NPT1608 Individual Protein Serine/threonine-protein kinase Chk1 Homo sapiens Activity = 94 % 17850214
NPT1680 Individual Protein Serine/threonine-protein kinase Chk2 Homo sapiens Activity = 117 % 17850214
NPT3266 Individual Protein Casein kinase I delta Homo sapiens Activity = 65 % 17850214
NPT1609 Protein Complex Casein kinase II Homo sapiens Activity = 87 % 17850214
NPT3113 Individual Protein Tyrosine-protein kinase CSK Homo sapiens Activity = 82 % 17850214
NPT3114 Individual Protein Dual-specificity tyrosine-phosphorylation regulated kinase 1A Homo sapiens Activity = 29 % 17850214
NPT3399 Individual Protein Dual-specificity tyrosine-phosphorylation regulated kinase 2 Homo sapiens Activity = 73 % 17850214
NPT3460 Individual Protein Dual-specificity tyrosine-phosphorylation regulated kinase 3 Homo sapiens Activity = 49 % 17850214
NPT1344 Individual Protein Serine/threonine-protein kinase EEF2K Homo sapiens Activity = 107 % 17850214
NPT281 Individual Protein MAP kinase ERK1 Homo sapiens Activity = 108 % 17850214
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens Activity = 87 % 17850214
NPT3363 Individual Protein Mitogen-activated protein kinase 15 Homo sapiens Activity = 44 % 17850214
NPT3331 Individual Protein Serine/threonine-protein kinase MST2 Homo sapiens Activity = 101 % 17850214
NPT1658 Individual Protein Serine/threonine-protein kinase NEK2 Homo sapiens Activity = 96 % 17850214
NPT1657 Individual Protein Serine/threonine-protein kinase NEK6 Homo sapiens Activity = 94 % 17850214
NPT3284 Individual Protein Serine/threonine-protein kinase NEK7 Homo sapiens Activity = 107 % 17850214
NPT283 Individual Protein MAP kinase p38 alpha Homo sapiens Activity = 88 % 17850214
NPT591 Individual Protein Glycogen synthase kinase-3 beta Homo sapiens Activity = 100 % 17850214
NPT3432 Individual Protein Homeodomain-interacting protein kinase 2 Homo sapiens Activity = 91 % 17850214
NPT3409 Individual Protein Homeodomain-interacting protein kinase 3 Homo sapiens Activity = 97 % 17850214
NPT981 Individual Protein Inhibitor of nuclear factor kappa B kinase beta subunit Homo sapiens Activity = 94 % 17850214
NPT1426 Individual Protein c-Jun N-terminal kinase 1 Homo sapiens Activity = 96 % 17850214
NPT1427 Individual Protein c-Jun N-terminal kinase 2 Homo sapiens Activity = 86 % 17850214
NPT3207 Individual Protein c-Jun N-terminal kinase 3 Homo sapiens Activity = 89 % 17850214
NPT3815 Individual Protein Tyrosine-protein kinase LCK Mus musculus Activity = 81 % 17850214
NPT1441 Individual Protein MAP kinase-activated protein kinase 2 Homo sapiens Activity = 89 % 17850214
NPT3461 Individual Protein MAP kinase-activated protein kinase 3 Homo sapiens Activity = 97 % 17850214
NPT3280 Individual Protein Serine/threonine-protein kinase c-TAK1 Homo sapiens Activity = 110 % 17850214
NPT3282 Individual Protein Maternal embryonic leucine zipper kinase Homo sapiens Activity = 95 % 17850214
NPT491 Individual Protein Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens Activity = 95 % 17850214
NPT3283 Individual Protein MAP kinase-interacting serine/threonine-protein kinase MNK1 Homo sapiens Activity = 80 % 17850214
NPT3213 Individual Protein MAP kinase signal-integrating kinase 2 Homo sapiens Activity = 92 % 17850214
NPT1613 Individual Protein Ribosomal protein S6 kinase alpha 5 Homo sapiens Activity = 94 % 17850214
NPT3364 Individual Protein Protein kinase C mu Homo sapiens Activity = 108 % 17850214
NPT831 Individual Protein Serine/threonine-protein kinase PLK1 Homo sapiens Activity = 80 % 17850214
NPT1612 Individual Protein MAP kinase-activated protein kinase 5 Homo sapiens Activity = 74 % 17850214
NPT3357 Individual Protein Protein kinase N2 Homo sapiens Activity = 85 % 17850214
NPT2 Others Unspecified IC50 > 130000 nM 20329729
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 39810.7 nM PubChem BioAssay data set
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 15848.9 nM PubChem BioAssay data set
NPT483 Individual Protein Prelamin-A/C Homo sapiens Potency = 7079.5 nM PubChem BioAssay data set
NPT47 Individual Protein ATP-dependent DNA helicase Q1 Homo sapiens Potency = 14125.4 nM PubChem BioAssay data set
NPT47 Individual Protein ATP-dependent DNA helicase Q1 Homo sapiens Potency = 35481.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 17782.8 nM PubChem BioAssay data set
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 25118.9 nM PubChem BioAssay data set
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 28183.8 nM PubChem BioAssay data set
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 25118.9 nM PubChem BioAssay data set
NPT1197 Individual Protein Huntingtin Homo sapiens Potency = 15848.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 12589.3 nM PubChem BioAssay data set
NPT1226 Individual Protein Caspase-7 Homo sapiens Potency = 10000 nM PubChem BioAssay data set
NPT1226 Individual Protein Caspase-7 Homo sapiens Potency = 12589.3 nM PubChem BioAssay data set
NPT210 Individual Protein Thyroid stimulating hormone receptor Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency = 6309.6 nM PubChem BioAssay data set
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 22387.2 nM PubChem BioAssay data set
NPT791 Individual Protein Cruzipain Trypanosoma cruzi Potency = 10000 nM PubChem BioAssay data set
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 17782.8 nM PubChem BioAssay data set
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 8912.5 nM PubChem BioAssay data set
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 28183.8 nM PubChem BioAssay data set
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 35481.3 nM PubChem BioAssay data set
NPT583 Individual Protein Inositol monophosphatase 1 Rattus norvegicus Potency = 10000 nM PubChem BioAssay data set
NPT442 Individual Protein Ferritin light chain Equus caballus Potency = 35481.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 19952.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 25118.9 nM PubChem BioAssay data set
NPT150 Individual Protein Anthrax lethal factor Bacillus anthracis Potency = 25118.9 nM PubChem BioAssay data set
NPT56 Individual Protein Beta-lactamase AmpC Escherichia coli K-12 Potency = 316.2 nM PubChem BioAssay data set
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 12589.3 nM PubChem BioAssay data set
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 35481.3 nM PubChem BioAssay data set
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 39810.7 nM PubChem BioAssay data set
NPT277 Individual Protein Caspase-1 Homo sapiens Potency = 12589.3 nM PubChem BioAssay data set
NPT501 Individual Protein Alpha-galactosidase A Homo sapiens Potency = 35481.3 nM PubChem BioAssay data set
NPT524 Individual Protein Serine-protein kinase ATM Homo sapiens Potency = 35481.3 nM PubChem BioAssay data set
NPT58 Individual Protein Bloom syndrome protein Homo sapiens Potency = 35481.3 nM PubChem BioAssay data set
NPT110 Individual Protein Cytochrome P450 2D6 Homo sapiens Potency = 3981.1 nM PubChem BioAssay data set
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 19952.6 nM PubChem BioAssay data set
NPT60 Individual Protein Lysosomal alpha-glucosidase Homo sapiens Potency = 22387.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 35481.3 nM PubChem BioAssay data set
NPT59 Individual Protein DNA polymerase beta Homo sapiens Potency = 35481.3 nM PubChem BioAssay data set
NPT443 Individual Protein Histone acetyltransferase GCN5 Homo sapiens Potency 22387.2 nM PubChem BioAssay data set
NPT5 Individual Protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Potency 89125.1 nM PubChem BioAssay data set
NPT64 Individual Protein ATPase family AAA domain-containing protein 5 Homo sapiens Potency 9200 nM PubChem BioAssay data set
NPT3983 Individual Protein CAAX prenyl protease 1 Saccharomyces cerevisiae S288c AC50 = 2766 nM PubChem BioAssay data set
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency 18526 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 1299.5 nM PubChem BioAssay data set
NPT47 Individual Protein ATP-dependent DNA helicase Q1 Homo sapiens Potency 50118.7 nM PubChem BioAssay data set
NPT84 Individual Protein Dual specificity tyrosine-phosphorylation-regulated kinase 1A Rattus norvegicus AC50 = 1236 nM PubChem BioAssay data set
NPT199 Individual Protein DNA polymerase kappa Homo sapiens Potency 22387.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 18356.4 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 = 130000 nM 21983333
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus IC50 = 4900 nM 22425563
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus Inhibition = 85.52 % 22425563
NPT204 Individual Protein Acetylcholinesterase Homo sapiens IC50 = 23700 nM 22425563
NPT204 Individual Protein Acetylcholinesterase Homo sapiens Inhibition = 65.89 % 22425563
NPT10 Individual Protein Geminin Homo sapiens Potency 3264.3 nM PubChem BioAssay data set
NPT478 Individual Protein Ataxin-2 Homo sapiens Potency 8912.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 9200 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 13335.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 11885.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 29092.9 nM PubChem BioAssay data set
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 92.56 % 23571415
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 115.89 % 23571415
NPT105 Individual Protein Muscleblind-like protein 1 Homo sapiens Potency 28183.8 nM PubChem BioAssay data set
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency 25118.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 22387.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 35481.3 nM PubChem BioAssay data set
NPT1021 Organism Leishmania infantum Leishmania infantum IC50 = 1160 nM 24980054
NPT1021 Organism Leishmania infantum Leishmania infantum IC50 = 116800 nM 24980054
NPT633 Organism Leishmania donovani Leishmania donovani IC50 = 116800 nM 24980054
NPT633 Organism Leishmania donovani Leishmania donovani IC50 = 1160 nM 24980054
NPT2 Others Unspecified Potency 10000 nM PubChem BioAssay data set

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC84478 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9345 High Similarity NPC176127
0.9167 High Similarity NPC72980
0.9006 High Similarity NPC285558
0.8994 High Similarity NPC329747
0.8944 High Similarity NPC232727
0.8927 High Similarity NPC131017
0.8883 High Similarity NPC72211
0.8876 High Similarity NPC70259
0.8827 High Similarity NPC243834
0.8827 High Similarity NPC70956
0.882 High Similarity NPC205934
0.882 High Similarity NPC43787
0.8771 High Similarity NPC13880
0.8656 High Similarity NPC475910
0.8644 High Similarity NPC296527
0.8641 High Similarity NPC162484
0.8596 High Similarity NPC76748
0.8587 High Similarity NPC135887
0.8587 High Similarity NPC475085
0.8587 High Similarity NPC291535
0.8587 High Similarity NPC199277
0.8587 High Similarity NPC475112
0.8564 High Similarity NPC167860
0.8564 High Similarity NPC123976
0.8547 High Similarity NPC92111
0.8466 Intermediate Similarity NPC212535
0.8453 Intermediate Similarity NPC307963
0.8449 Intermediate Similarity NPC476106
0.8446 Intermediate Similarity NPC303658
0.8436 Intermediate Similarity NPC242928
0.8432 Intermediate Similarity NPC267423
0.8432 Intermediate Similarity NPC476044
0.8429 Intermediate Similarity NPC471080
0.8429 Intermediate Similarity NPC469592
0.8404 Intermediate Similarity NPC193777
0.8404 Intermediate Similarity NPC4687
0.8404 Intermediate Similarity NPC249583
0.8387 Intermediate Similarity NPC295898
0.8385 Intermediate Similarity NPC470549
0.8382 Intermediate Similarity NPC474409
0.838 Intermediate Similarity NPC46580
0.8378 Intermediate Similarity NPC121772
0.8378 Intermediate Similarity NPC329793
0.8378 Intermediate Similarity NPC176538
0.8373 Intermediate Similarity NPC26872
0.8371 Intermediate Similarity NPC94943
0.837 Intermediate Similarity NPC306376
0.8361 Intermediate Similarity NPC251090
0.8342 Intermediate Similarity NPC170114
0.8316 Intermediate Similarity NPC201697
0.8315 Intermediate Similarity NPC190007
0.8305 Intermediate Similarity NPC474798
0.8299 Intermediate Similarity NPC305984
0.8281 Intermediate Similarity NPC316981
0.8256 Intermediate Similarity NPC469594
0.8256 Intermediate Similarity NPC473041
0.8245 Intermediate Similarity NPC223427
0.8229 Intermediate Similarity NPC87413
0.8225 Intermediate Similarity NPC26850
0.8214 Intermediate Similarity NPC193267
0.8214 Intermediate Similarity NPC213530
0.8201 Intermediate Similarity NPC470930
0.8187 Intermediate Similarity NPC48353
0.8187 Intermediate Similarity NPC177404
0.8187 Intermediate Similarity NPC308137
0.8187 Intermediate Similarity NPC310211
0.8182 Intermediate Similarity NPC19872
0.8177 Intermediate Similarity NPC11464
0.8136 Intermediate Similarity NPC96890
0.8131 Intermediate Similarity NPC60621
0.8128 Intermediate Similarity NPC128823
0.8125 Intermediate Similarity NPC174758
0.8111 Intermediate Similarity NPC62069
0.8103 Intermediate Similarity NPC116238
0.81 Intermediate Similarity NPC21638
0.8081 Intermediate Similarity NPC477533
0.8069 Intermediate Similarity NPC194740
0.8069 Intermediate Similarity NPC471762
0.8065 Intermediate Similarity NPC242209
0.8061 Intermediate Similarity NPC152768
0.8061 Intermediate Similarity NPC148183
0.8059 Intermediate Similarity NPC141353
0.8053 Intermediate Similarity NPC245816
0.8053 Intermediate Similarity NPC476138
0.805 Intermediate Similarity NPC122436
0.804 Intermediate Similarity NPC477532
0.803 Intermediate Similarity NPC473179
0.802 Intermediate Similarity NPC169402
0.799 Intermediate Similarity NPC471304
0.7989 Intermediate Similarity NPC88363
0.7989 Intermediate Similarity NPC315957
0.798 Intermediate Similarity NPC247803
0.798 Intermediate Similarity NPC46561
0.7979 Intermediate Similarity NPC39679
0.7959 Intermediate Similarity NPC266931
0.7957 Intermediate Similarity NPC106937
0.795 Intermediate Similarity NPC310118
0.795 Intermediate Similarity NPC198503
0.7949 Intermediate Similarity NPC208284
0.794 Intermediate Similarity NPC208084
0.7938 Intermediate Similarity NPC473181
0.7938 Intermediate Similarity NPC469589
0.7938 Intermediate Similarity NPC209769
0.7931 Intermediate Similarity NPC473185
0.7926 Intermediate Similarity NPC153042
0.7914 Intermediate Similarity NPC276517
0.7912 Intermediate Similarity NPC204717
0.7908 Intermediate Similarity NPC94157
0.7908 Intermediate Similarity NPC264176
0.7902 Intermediate Similarity NPC475253
0.79 Intermediate Similarity NPC150239
0.79 Intermediate Similarity NPC174760
0.7897 Intermediate Similarity NPC199667
0.7892 Intermediate Similarity NPC66777
0.7887 Intermediate Similarity NPC476465
0.7879 Intermediate Similarity NPC274982
0.7876 Intermediate Similarity NPC300156
0.7876 Intermediate Similarity NPC45190
0.7869 Intermediate Similarity NPC314002
0.7868 Intermediate Similarity NPC478074
0.7857 Intermediate Similarity NPC220765
0.7846 Intermediate Similarity NPC185782
0.7846 Intermediate Similarity NPC174672
0.7829 Intermediate Similarity NPC118511
0.7826 Intermediate Similarity NPC204385
0.7826 Intermediate Similarity NPC171171
0.7821 Intermediate Similarity NPC312872
0.7816 Intermediate Similarity NPC260434
0.7807 Intermediate Similarity NPC99666
0.7805 Intermediate Similarity NPC252251
0.7801 Intermediate Similarity NPC11017
0.78 Intermediate Similarity NPC96321
0.7794 Intermediate Similarity NPC153467
0.7778 Intermediate Similarity NPC162530
0.7778 Intermediate Similarity NPC288943
0.7766 Intermediate Similarity NPC475190
0.7756 Intermediate Similarity NPC110151
0.7749 Intermediate Similarity NPC18487
0.7746 Intermediate Similarity NPC285469
0.7745 Intermediate Similarity NPC179287
0.774 Intermediate Similarity NPC473105
0.7735 Intermediate Similarity NPC283152
0.7734 Intermediate Similarity NPC280272
0.7729 Intermediate Similarity NPC477531
0.7727 Intermediate Similarity NPC26679
0.7725 Intermediate Similarity NPC326634
0.7723 Intermediate Similarity NPC86078
0.7708 Intermediate Similarity NPC249040
0.7705 Intermediate Similarity NPC206201
0.77 Intermediate Similarity NPC330009
0.77 Intermediate Similarity NPC3207
0.7688 Intermediate Similarity NPC66083
0.7681 Intermediate Similarity NPC209174
0.765 Intermediate Similarity NPC222592
0.765 Intermediate Similarity NPC168486
0.7647 Intermediate Similarity NPC128751
0.7647 Intermediate Similarity NPC246700
0.7644 Intermediate Similarity NPC267928
0.7638 Intermediate Similarity NPC473180
0.7637 Intermediate Similarity NPC184964
0.7635 Intermediate Similarity NPC132642
0.763 Intermediate Similarity NPC473183
0.763 Intermediate Similarity NPC184680
0.763 Intermediate Similarity NPC235685
0.7622 Intermediate Similarity NPC284678
0.7621 Intermediate Similarity NPC227908
0.7619 Intermediate Similarity NPC473184
0.7617 Intermediate Similarity NPC234197
0.7614 Intermediate Similarity NPC82548
0.7614 Intermediate Similarity NPC470931
0.7612 Intermediate Similarity NPC8022
0.7612 Intermediate Similarity NPC470799
0.7606 Intermediate Similarity NPC469497
0.7606 Intermediate Similarity NPC106833
0.7602 Intermediate Similarity NPC472111
0.76 Intermediate Similarity NPC476287
0.76 Intermediate Similarity NPC39500
0.7594 Intermediate Similarity NPC470785
0.7594 Intermediate Similarity NPC470784
0.7594 Intermediate Similarity NPC101350
0.759 Intermediate Similarity NPC134848
0.7588 Intermediate Similarity NPC187501
0.7585 Intermediate Similarity NPC157931
0.7582 Intermediate Similarity NPC224764
0.7581 Intermediate Similarity NPC42591
0.7581 Intermediate Similarity NPC473189
0.7579 Intermediate Similarity NPC279401
0.7579 Intermediate Similarity NPC79293
0.7571 Intermediate Similarity NPC16667
0.7571 Intermediate Similarity NPC473182
0.7569 Intermediate Similarity NPC34508
0.7565 Intermediate Similarity NPC287437
0.7563 Intermediate Similarity NPC321428
0.755 Intermediate Similarity NPC294620
0.7546 Intermediate Similarity NPC22079
0.7526 Intermediate Similarity NPC324149
0.7525 Intermediate Similarity NPC183407
0.7525 Intermediate Similarity NPC86834
0.7525 Intermediate Similarity NPC210828
0.7514 Intermediate Similarity NPC131718

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC84478 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
0.8764 High Similarity NPD1304 Clinical (unspecified phase)
0.8656 High Similarity NPD5658 Approved
0.8453 Intermediate Similarity NPD1038 Approved
0.8449 Intermediate Similarity NPD3003 Approved
0.8424 Intermediate Similarity NPD1768 Approved
0.8424 Intermediate Similarity NPD4118 Clinical (unspecified phase)
0.8306 Intermediate Similarity NPD3324 Clinical (unspecified phase)
0.8115 Intermediate Similarity NPD1392 Approved
0.8103 Intermediate Similarity NPD5903 Approved
0.8103 Intermediate Similarity NPD5902 Approved
0.801 Intermediate Similarity NPD4795 Phase 2
0.7989 Intermediate Similarity NPD1739 Approved
0.7989 Intermediate Similarity NPD1740 Approved
0.7969 Intermediate Similarity NPD8403 Phase 1
0.7957 Intermediate Similarity NPD802 Phase 2
0.7937 Intermediate Similarity NPD3825 Phase 3
0.7914 Intermediate Similarity NPD6861 Clinical (unspecified phase)
0.7914 Intermediate Similarity NPD4418 Discontinued
0.7887 Intermediate Similarity NPD2189 Approved
0.7887 Intermediate Similarity NPD2187 Approved
0.78 Intermediate Similarity NPD5632 Approved
0.78 Intermediate Similarity NPD6985 Discontinued
0.7789 Intermediate Similarity NPD5612 Discontinued
0.7766 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.7761 Intermediate Similarity NPD7194 Discontinued
0.7753 Intermediate Similarity NPD1326 Approved
0.7753 Intermediate Similarity NPD1325 Approved
0.773 Intermediate Similarity NPD5256 Discontinued
0.7723 Intermediate Similarity NPD6242 Discontinued
0.7705 Intermediate Similarity NPD4204 Approved
0.7705 Intermediate Similarity NPD4203 Approved
0.7692 Intermediate Similarity NPD3920 Phase 2
0.7677 Intermediate Similarity NPD5067 Phase 2
0.7677 Intermediate Similarity NPD5066 Phase 2
0.7674 Intermediate Similarity NPD814 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD5912 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD5913 Phase 3
0.7656 Intermediate Similarity NPD7558 Phase 2
0.7653 Intermediate Similarity NPD7452 Approved
0.7653 Intermediate Similarity NPD7222 Phase 2
0.7653 Intermediate Similarity NPD7453 Approved
0.7644 Intermediate Similarity NPD7948 Phase 1
0.7632 Intermediate Similarity NPD3810 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD1322 Clinical (unspecified phase)
0.7581 Intermediate Similarity NPD6344 Clinical (unspecified phase)
0.7577 Intermediate Similarity NPD4511 Phase 1
0.7565 Intermediate Similarity NPD3814 Phase 1
0.7488 Intermediate Similarity NPD7823 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD1305 Clinical (unspecified phase)
0.7463 Intermediate Similarity NPD5930 Phase 3
0.7462 Intermediate Similarity NPD3397 Phase 2
0.7459 Intermediate Similarity NPD4724 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD6491 Clinical (unspecified phase)
0.7441 Intermediate Similarity NPD4885 Approved
0.7435 Intermediate Similarity NPD3924 Approved
0.7435 Intermediate Similarity NPD3923 Approved
0.7435 Intermediate Similarity NPD3922 Approved
0.7435 Intermediate Similarity NPD3921 Approved
0.7418 Intermediate Similarity NPD1078 Clinical (unspecified phase)
0.7413 Intermediate Similarity NPD4502 Phase 2
0.7403 Intermediate Similarity NPD6872 Clinical (unspecified phase)
0.7395 Intermediate Similarity NPD2921 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD5070 Clinical (unspecified phase)
0.736 Intermediate Similarity NPD5669 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD6251 Discontinued
0.7358 Intermediate Similarity NPD6590 Discontinued
0.734 Intermediate Similarity NPD5083 Clinical (unspecified phase)
0.7337 Intermediate Similarity NPD6150 Discontinued
0.7333 Intermediate Similarity NPD3084 Phase 3
0.7326 Intermediate Similarity NPD3386 Phase 2
0.7316 Intermediate Similarity NPD2749 Discontinued
0.7314 Intermediate Similarity NPD3833 Phase 3
0.7314 Intermediate Similarity NPD3835 Phase 3
0.731 Intermediate Similarity NPD1592 Phase 3
0.7308 Intermediate Similarity NPD6824 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD6160 Clinical (unspecified phase)
0.7304 Intermediate Similarity NPD6140 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD4548 Discontinued
0.7291 Intermediate Similarity NPD3815 Phase 1
0.7291 Intermediate Similarity NPD3816 Phase 1
0.7282 Intermediate Similarity NPD6769 Clinical (unspecified phase)
0.7259 Intermediate Similarity NPD484 Approved
0.7258 Intermediate Similarity NPD3504 Approved
0.7258 Intermediate Similarity NPD3503 Approved
0.7254 Intermediate Similarity NPD6569 Phase 2
0.7251 Intermediate Similarity NPD3259 Approved
0.725 Intermediate Similarity NPD5530 Phase 1
0.7241 Intermediate Similarity NPD6220 Phase 3
0.7234 Intermediate Similarity NPD7414 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD5512 Phase 3
0.7231 Intermediate Similarity NPD6550 Discontinued
0.7225 Intermediate Similarity NPD2383 Phase 1
0.722 Intermediate Similarity NPD5417 Clinical (unspecified phase)
0.7217 Intermediate Similarity NPD5559 Phase 2
0.7211 Intermediate Similarity NPD4889 Approved
0.7208 Intermediate Similarity NPD2177 Approved
0.7208 Intermediate Similarity NPD2175 Phase 3
0.7208 Intermediate Similarity NPD2176 Approved
0.7194 Intermediate Similarity NPD5003 Discontinued
0.7186 Intermediate Similarity NPD6208 Discontinued
0.7183 Intermediate Similarity NPD4952 Phase 3
0.7178 Intermediate Similarity NPD2916 Discontinued
0.7163 Intermediate Similarity NPD6494 Phase 2
0.7163 Intermediate Similarity NPD3402 Phase 1
0.7151 Intermediate Similarity NPD5065 Approved
0.715 Intermediate Similarity NPD4499 Approved
0.715 Intermediate Similarity NPD6324 Phase 1
0.715 Intermediate Similarity NPD6991 Approved
0.7143 Intermediate Similarity NPD3037 Phase 1
0.7143 Intermediate Similarity NPD1954 Phase 1
0.7143 Intermediate Similarity NPD5140 Approved
0.7143 Intermediate Similarity NPD5138 Approved
0.713 Intermediate Similarity NPD5482 Discontinued
0.713 Intermediate Similarity NPD6244 Phase 3
0.713 Intermediate Similarity NPD6243 Phase 3
0.7128 Intermediate Similarity NPD1620 Clinical (unspecified phase)
0.7122 Intermediate Similarity NPD6202 Discontinued
0.7121 Intermediate Similarity NPD8396 Approved
0.7121 Intermediate Similarity NPD8395 Approved
0.7119 Intermediate Similarity NPD4463 Approved
0.7119 Intermediate Similarity NPD4462 Approved
0.7112 Intermediate Similarity NPD4354 Approved
0.7104 Intermediate Similarity NPD6230 Discontinued
0.7103 Intermediate Similarity NPD8512 Phase 3
0.7092 Intermediate Similarity NPD3395 Approved
0.7092 Intermediate Similarity NPD3396 Approved
0.7088 Intermediate Similarity NPD972 Clinical (unspecified phase)
0.7088 Intermediate Similarity NPD1684 Approved
0.7088 Intermediate Similarity NPD1685 Approved
0.7085 Intermediate Similarity NPD4501 Approved
0.7085 Intermediate Similarity NPD4500 Approved
0.7083 Intermediate Similarity NPD4373 Phase 2
0.7075 Intermediate Similarity NPD7719 Discontinued
0.7074 Intermediate Similarity NPD4072 Approved
0.7074 Intermediate Similarity NPD4071 Approved
0.7073 Intermediate Similarity NPD3570 Phase 2
0.7067 Intermediate Similarity NPD5164 Discontinued
0.7062 Intermediate Similarity NPD2565 Phase 2
0.7062 Intermediate Similarity NPD2564 Approved
0.7061 Intermediate Similarity NPD7956 Approved
0.7061 Intermediate Similarity NPD7955 Approved
0.7059 Intermediate Similarity NPD2125 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD3477 Phase 2
0.7056 Intermediate Similarity NPD774 Phase 3
0.7056 Intermediate Similarity NPD3478 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD5293 Phase 2
0.7051 Intermediate Similarity NPD6964 Approved
0.7051 Intermediate Similarity NPD6963 Approved
0.7048 Intermediate Similarity NPD7678 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD1034 Phase 3
0.7047 Intermediate Similarity NPD1033 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD5680 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD7479 Phase 2
0.7033 Intermediate Similarity NPD9705 Discontinued
0.7033 Intermediate Similarity NPD8405 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD112 Approved
0.703 Intermediate Similarity NPD4033 Approved
0.703 Intermediate Similarity NPD4038 Approved
0.703 Intermediate Similarity NPD4122 Approved
0.703 Intermediate Similarity NPD4039 Approved
0.703 Intermediate Similarity NPD4034 Approved
0.703 Intermediate Similarity NPD4037 Approved
0.703 Intermediate Similarity NPD4036 Approved
0.703 Intermediate Similarity NPD4035 Approved
0.703 Intermediate Similarity NPD31 Approved
0.703 Intermediate Similarity NPD32 Approved
0.7027 Intermediate Similarity NPD5483 Clinical (unspecified phase)
0.7026 Intermediate Similarity NPD2334 Discontinued
0.702 Intermediate Similarity NPD2952 Discontinued
0.702 Intermediate Similarity NPD6988 Phase 1
0.7016 Intermediate Similarity NPD5596 Phase 2
0.7014 Intermediate Similarity NPD6473 Phase 1
0.7014 Intermediate Similarity NPD4439 Discontinued
0.7011 Intermediate Similarity NPD3834 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD4021 Phase 2
0.701 Intermediate Similarity NPD7671 Approved
0.701 Intermediate Similarity NPD7672 Approved
0.7 Intermediate Similarity NPD7025 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3763 Approved
0.7 Intermediate Similarity NPD3875 Discontinued
0.6995 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6995 Remote Similarity NPD4305 Clinical (unspecified phase)
0.6995 Remote Similarity NPD2917 Approved
0.6995 Remote Similarity NPD6246 Approved
0.6991 Remote Similarity NPD6962 Phase 2
0.699 Remote Similarity NPD6567 Clinical (unspecified phase)
0.6989 Remote Similarity NPD4184 Clinical (unspecified phase)
0.6986 Remote Similarity NPD3440 Clinical (unspecified phase)
0.6984 Remote Similarity NPD6159 Phase 2
0.6983 Remote Similarity NPD6476 Clinical (unspecified phase)
0.6983 Remote Similarity NPD6158 Phase 2
0.6981 Remote Similarity NPD7221 Approved
0.6981 Remote Similarity NPD7219 Approved
0.6977 Remote Similarity NPD7710 Clinical (unspecified phase)
0.6976 Remote Similarity NPD4437 Phase 3
0.6974 Remote Similarity NPD2410 Phase 2
0.6971 Remote Similarity NPD3257 Approved
0.6968 Remote Similarity NPD1923 Clinical (unspecified phase)
0.6968 Remote Similarity NPD6790 Phase 1
0.6966 Remote Similarity NPD8364 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL340807
ZINC  

Physicochemical Properties

Molecular Weight:  214.11
ALogP:  -0.5249
MLogP:  2.56
XLogP:  1.73
# Rotatable Bonds:  3
Polar Surface Area:  37.38
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  16

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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