Structure

Physi-Chem Properties

Molecular Weight:  240.04
Volume:  239.1
LogP:  3.114
LogD:  2.346
LogS:  -3.918
# Rotatable Bonds:  0
TPSA:  74.6
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.545
Synthetic Accessibility Score:  2.587
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  2

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.949
MDCK Permeability:  1.5168096979323309e-05
Pgp-inhibitor:  0.009
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.014
20% Bioavailability (F20%):  0.006
30% Bioavailability (F30%):  0.81

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.038
Plasma Protein Binding (PPB):  100.7036361694336%
Volume Distribution (VD):  0.31
Pgp-substrate:  1.0196176767349243%

ADMET: Metabolism

CYP1A2-inhibitor:  0.983
CYP1A2-substrate:  0.151
CYP2C19-inhibitor:  0.134
CYP2C19-substrate:  0.098
CYP2C9-inhibitor:  0.379
CYP2C9-substrate:  0.455
CYP2D6-inhibitor:  0.604
CYP2D6-substrate:  0.281
CYP3A4-inhibitor:  0.313
CYP3A4-substrate:  0.106

ADMET: Excretion

Clearance (CL):  4.879
Half-life (T1/2):  0.446

ADMET: Toxicity

hERG Blockers:  0.008
Human Hepatotoxicity (H-HT):  0.38
Drug-inuced Liver Injury (DILI):  0.965
AMES Toxicity:  0.854
Rat Oral Acute Toxicity:  0.77
Maximum Recommended Daily Dose:  0.881
Skin Sensitization:  0.936
Carcinogencity:  0.819
Eye Corrosion:  0.01
Eye Irritation:  0.951
Respiratory Toxicity:  0.204

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC294226

Natural Product ID:  NPC294226
Common Name*:   Athraquinones A
IUPAC Name:   1,2-dihydroxyanthracene-9,10-dione
Synonyms:  
Standard InCHIKey:  RGCKGOZRHPZPFP-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C14H8O4/c15-10-6-5-9-11(14(10)18)13(17)8-4-2-1-3-7(8)12(9)16/h1-6,15,18H
SMILES:  c1ccc2c(c1)C(=O)c1ccc(c(c1C2=O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL55814
PubChem CID:   6293
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000018] Anthracenes
        • [CHEMONTID:0000151] Anthraquinones
          • [CHEMONTID:0001598] Hydroxyanthraquinones

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO41485 Stereum hirsutum + Coprinus micaceus/Coprinus disseminatus Species n.a. n.a. n.a. n.a. n.a. DOI[10.1007/s11306-007-0100-4]
NPO11391 Polygonum cuspidatum Species Polygonaceae Eukaryota n.a. n.a. n.a. PMID[11076555]
NPO4323 Morinda citrifolia Species Rubiaceae Eukaryota n.a. leaf n.a. PMID[11348221]
NPO11391 Polygonum cuspidatum Species Polygonaceae Eukaryota Roots n.a. n.a. PMID[11459643]
NPO14602 Vitex negundo Species Lamiaceae Eukaryota leaves n.a. n.a. PMID[12828478]
NPO11391 Polygonum cuspidatum Species Polygonaceae Eukaryota n.a. n.a. n.a. PMID[1517743]
NPO14602 Vitex negundo Species Lamiaceae Eukaryota n.a. root n.a. PMID[15520511]
NPO14602 Vitex negundo Species Lamiaceae Eukaryota seeds n.a. n.a. PMID[15620254]
NPO4323 Morinda citrifolia Species Rubiaceae Eukaryota fruit n.a. n.a. PMID[15844957]
NPO14602 Vitex negundo Species Lamiaceae Eukaryota seeds n.a. n.a. PMID[1624939]
NPO4323 Morinda citrifolia Species Rubiaceae Eukaryota fruits n.a. n.a. PMID[16378361]
NPO14602 Vitex negundo Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[17027268]
NPO4323 Morinda citrifolia Species Rubiaceae Eukaryota fruits Tahiti n.a. PMID[17378609]
NPO4323 Morinda citrifolia Species Rubiaceae Eukaryota Fruits n.a. n.a. PMID[17480098]
NPO4323 Morinda citrifolia Species Rubiaceae Eukaryota roots n.a. n.a. PMID[18076142]
NPO26542 Rubia cordifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[18078747]
NPO14602 Vitex negundo Species Lamiaceae Eukaryota Seeds n.a. n.a. PMID[19715321]
NPO14602 Vitex negundo Species Lamiaceae Eukaryota Seeds n.a. n.a. PMID[19931461]
NPO8921 Senna obtusifolia Species Fabaceae Eukaryota Seeds n.a. n.a. PMID[2213033]
NPO19792 Populus tomentosa Species Salicaceae Eukaryota n.a. n.a. n.a. PMID[22860454]
NPO14602 Vitex negundo Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23403897]
NPO4323 Morinda citrifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[24224843]
NPO4323 Morinda citrifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[27196335]
NPO4323 Morinda citrifolia Species Rubiaceae Eukaryota Fruits n.a. n.a. PMID[32083868]
NPO20880 Conocybe siliginea Species Bolbitiaceae Eukaryota n.a. n.a. n.a. PMID[32816486]
NPO30900 Morinda parvifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[7097296]
NPO28159 Rubia akane Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[8176404]
NPO11391 Polygonum cuspidatum Species Polygonaceae Eukaryota n.a. n.a. n.a. PMID[8277318]
NPO26542 Rubia cordifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[8882438]
NPO14602 Vitex negundo Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21199 Alangium platanifolium Species Cornaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17395 Asperula odorata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4323 Morinda citrifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30900 Morinda parvifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28024 Rheum palmatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11391 Polygonum cuspidatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7632 Rheum tanguticum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19792 Populus tomentosa Species Salicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30535 Morinda umbellata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26542 Rubia cordifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10014 Rubia tinctorum Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26542 Rubia cordifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28024 Rheum palmatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7632 Rheum tanguticum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19792 Populus tomentosa Species Salicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11391 Polygonum cuspidatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4323 Morinda citrifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14602 Vitex negundo Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10014 Rubia tinctorum Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21199 Alangium platanifolium Species Cornaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8921 Senna obtusifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20572 Vepris louisii Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17395 Asperula odorata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7632 Rheum tanguticum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14602 Vitex negundo Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28024 Rheum palmatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19792 Populus tomentosa Species Salicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30900 Morinda parvifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30535 Morinda umbellata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26542 Rubia cordifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17395 Asperula odorata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11391 Polygonum cuspidatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4323 Morinda citrifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10014 Rubia tinctorum Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11391 Polygonum cuspidatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28159 Rubia akane Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8921 Senna obtusifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28024 Rheum palmatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26542 Rubia cordifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25238 Rheum coreanum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14602 Vitex negundo Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7632 Rheum tanguticum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19792 Populus tomentosa Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28024 Rheum palmatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20364 Ophelia bicornis Species Opheliidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20880 Conocybe siliginea Species Bolbitiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17395 Asperula odorata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20064 Litsea konishii Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4323 Morinda citrifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28159 Rubia akane Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19956 Pulveroboletus retipes Species Boletaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8921 Senna obtusifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20572 Vepris louisii Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21199 Alangium platanifolium Species Cornaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20881 Rheum officinale Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14602 Vitex negundo Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8020 Lychnophora columnaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7632 Rheum tanguticum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11391 Polygonum cuspidatum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20822 Asperula odora Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10014 Rubia tinctorum Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26542 Rubia cordifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25238 Rheum coreanum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15980 Croton penduliflorus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT4244 Individual Protein RmtA Emericella nidulans IC50 = 1220000.0 nM PMID[516660]
NPT4245 Individual Protein Protein-arginine N-methyltransferase 1 Homo sapiens IC50 = 1160000.0 nM PMID[516660]
NPT168 Cell Line P388 Mus musculus T/C = 134.0 % PMID[516663]
NPT80 Cell Line Raji Homo sapiens Activity > 80.0 % PMID[516665]
NPT80 Cell Line Raji Homo sapiens Activity = 60.0 % PMID[516665]
NPT47 Individual Protein ATP-dependent DNA helicase Q1 Homo sapiens Potency = 15848.9 nM PMID[516667]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 39810.7 nM PMID[516668]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 31622.8 nM PMID[516667]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 14125.4 nM PMID[516667]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 28183.8 nM PMID[516668]
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency = 15848.9 nM PMID[516668]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 15848.9 nM PMID[516668]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 12589.3 nM PMID[516667]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 8912.5 nM PMID[516668]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 8912.5 nM PMID[516667]
NPT583 Individual Protein Inositol monophosphatase 1 Rattus norvegicus Potency = 12589.3 nM PMID[516668]
NPT583 Individual Protein Inositol monophosphatase 1 Rattus norvegicus Potency = 12589.3 nM PMID[516667]
NPT1119 Individual Protein Arachidonate 12-lipoxygenase Homo sapiens Potency = 15848.9 nM PMID[516667]
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens Potency = 10000.0 nM PMID[516668]
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens Potency = 31622.8 nM PMID[516667]
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens Potency = 15848.9 nM PMID[516668]
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 28183.8 nM PMID[516668]
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 35481.3 nM PMID[516667]
NPT583 Individual Protein Inositol monophosphatase 1 Rattus norvegicus Potency = 15848.9 nM PMID[516667]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 39810.7 nM PMID[516668]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 31622.8 nM PMID[516667]
NPT532 Individual Protein Lysine-specific demethylase 4A Homo sapiens Potency n.a. 50118.7 nM PMID[516669]
NPT1005 Individual Protein Tumor susceptibility gene 101 protein Homo sapiens Potency n.a. 50118.7 nM PMID[516669]
NPT443 Individual Protein Histone acetyltransferase GCN5 Homo sapiens Potency n.a. 28183.8 nM PMID[516667]
NPT1139 Individual Protein Arachidonate 15-lipoxygenase, type II Homo sapiens Potency n.a. 15848.9 nM PMID[516667]
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency n.a. 7079.5 nM PMID[516669]
NPT65 Cell Line HepG2 Homo sapiens Potency n.a. 10000.0 nM PMID[516669]
NPT199 Individual Protein DNA polymerase kappa Homo sapiens Potency n.a. 19952.6 nM PMID[516668]
NPT199 Individual Protein DNA polymerase kappa Homo sapiens Potency n.a. 12589.3 nM PMID[516667]
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency n.a. 50118.7 nM PMID[516668]
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency n.a. 63095.7 nM PMID[516667]
NPT368 Cell Line SN12C Homo sapiens GI50 n.a. 42266.86 nM PMID[516672]
NPT369 Cell Line ACHN Homo sapiens GI50 n.a. 34753.62 nM PMID[516672]
NPT370 Cell Line NCI-H23 Homo sapiens GI50 n.a. 41591.06 nM PMID[516672]
NPT372 Cell Line HOP-92 Homo sapiens GI50 n.a. 38636.7 nM PMID[516672]
NPT371 Cell Line UO-31 Homo sapiens GI50 n.a. 36643.76 nM PMID[516672]
NPT374 Cell Line SF-539 Homo sapiens GI50 n.a. 42559.84 nM PMID[516672]
NPT111 Cell Line K562 Homo sapiens GI50 n.a. 36057.86 nM PMID[516672]
NPT376 Cell Line A498 Homo sapiens GI50 n.a. 39536.66 nM PMID[516672]
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 n.a. 32885.16 nM PMID[516672]
NPT112 Cell Line MOLT-4 Homo sapiens GI50 n.a. 32359.37 nM PMID[516672]
NPT379 Cell Line HOP-62 Homo sapiens GI50 n.a. 100000.0 nM PMID[516672]
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 n.a. 31332.86 nM PMID[516672]
NPT380 Cell Line U-251 Homo sapiens GI50 n.a. 38636.7 nM PMID[516672]
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 n.a. 100000.0 nM PMID[516672]
NPT383 Cell Line SNB-19 Homo sapiens GI50 n.a. 61235.04 nM PMID[516672]
NPT572 Cell Line DMS-273 Homo sapiens GI50 n.a. 35892.19 nM PMID[516672]
NPT385 Cell Line SR Homo sapiens GI50 n.a. 34833.73 nM PMID[516672]
NPT384 Cell Line TK-10 Homo sapiens GI50 n.a. 100000.0 nM PMID[516672]
NPT573 Cell Line M19-MEL Homo sapiens GI50 n.a. 72443.6 nM PMID[516672]
NPT323 Cell Line SW-620 Homo sapiens GI50 n.a. 37931.5 nM PMID[516672]
NPT386 Cell Line KM12 Homo sapiens GI50 n.a. 57809.6 nM PMID[516672]
NPT455 Cell Line NCI-H522 Homo sapiens GI50 n.a. 39445.73 nM PMID[516672]
NPT574 Cell Line XF498 Homo sapiens GI50 n.a. 39084.09 nM PMID[516672]
NPT387 Cell Line M14 Homo sapiens GI50 n.a. 77624.71 nM PMID[516672]
NPT388 Cell Line NCI-H322M Homo sapiens GI50 n.a. 49888.45 nM PMID[516672]
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 n.a. 36475.39 nM PMID[516672]
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 n.a. 32062.69 nM PMID[516672]
NPT390 Cell Line LOX IMVI Homo sapiens GI50 n.a. 37844.26 nM PMID[516672]
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 n.a. 42953.64 nM PMID[516672]
NPT391 Cell Line HCC 2998 Homo sapiens GI50 n.a. 33113.11 nM PMID[516672]
NPT81 Cell Line A549 Homo sapiens GI50 n.a. 10000.0 nM PMID[516672]
NPT392 Cell Line SNB-75 Homo sapiens GI50 n.a. 28183.83 nM PMID[516672]
NPT393 Cell Line HCT-116 Homo sapiens GI50 n.a. 32433.96 nM PMID[516672]
NPT148 Cell Line HCT-15 Homo sapiens GI50 n.a. 37068.07 nM PMID[516672]
NPT394 Cell Line EKVX Homo sapiens GI50 n.a. 26915.35 nM PMID[516672]
NPT395 Cell Line SF-268 Homo sapiens GI50 n.a. 31988.95 nM PMID[516672]
NPT731 Cell Line LXFL 529 Homo sapiens GI50 n.a. 43151.91 nM PMID[516672]
NPT397 Cell Line NCI-H460 Homo sapiens GI50 n.a. 38904.51 nM PMID[516672]
NPT398 Cell Line UACC-62 Homo sapiens GI50 n.a. 25409.73 nM PMID[516672]
NPT308 Cell Line CAKI-1 Homo sapiens GI50 n.a. 39536.66 nM PMID[516672]
NPT458 Cell Line IGROV-1 Homo sapiens GI50 n.a. 35645.11 nM PMID[516672]
NPT399 Cell Line SF-295 Homo sapiens GI50 n.a. 57279.6 nM PMID[516672]
NPT484 Individual Protein Luciferin 4-monooxygenase Photinus pyralis Potency n.a. 25574.8 nM PMID[516668]
NPT401 Cell Line 786-0 Homo sapiens GI50 n.a. 62950.62 nM PMID[516672]
NPT534 Individual Protein Phosphoglycerate kinase, glycosomal Trypanosoma brucei brucei Potency n.a. 25118.9 nM PMID[516669]
NPT578 Cell Line SNB-78 Homo sapiens GI50 n.a. 76032.63 nM PMID[516672]
NPT403 Cell Line UACC-257 Homo sapiens GI50 n.a. 71121.35 nM PMID[516672]
NPT579 Cell Line DLD-1 Homo sapiens GI50 n.a. 43351.09 nM PMID[516672]
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 n.a. 36559.48 nM PMID[516672]
NPT139 Cell Line HT-29 Homo sapiens GI50 n.a. 35974.93 nM PMID[516672]
NPT405 Cell Line NCI-H226 Homo sapiens GI50 n.a. 94841.85 nM PMID[516672]
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 n.a. 100000.0 nM PMID[516672]
NPT406 Cell Line RXF 393 Homo sapiens GI50 n.a. 40831.94 nM PMID[516672]
NPT407 Cell Line COLO 205 Homo sapiens GI50 n.a. 34514.37 nM PMID[516672]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 3662.6 nM PMID[516669]
NPT2808 Individual Protein Kelch-like ECH-associated protein 1 Homo sapiens Max_Activity_Concent n.a. 26.0 uM PMID[516669]
NPT478 Individual Protein Ataxin-2 Homo sapiens Potency n.a. 22387.2 nM PMID[516669]
NPT159 Individual Protein Aberrant vpr protein Human immunodeficiency virus 1 Potency n.a. 12589.3 nM PMID[516669]
NPT1005 Individual Protein Tumor susceptibility gene 101 protein Homo sapiens Potency n.a. 32609.0 nM PMID[516669]
NPT57 Individual Protein Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens Ki = 1620.0 nM PMID[516673]
NPT160 Individual Protein TAR DNA-binding protein 43 Homo sapiens Potency n.a. 39810.7 nM PMID[516669]
NPT1854 Individual Protein Phosphoglycerate kinase Trypanosoma brucei brucei (strain 927/4 GUTat10.1) Potency n.a. 20574.9 nM PMID[516669]
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency n.a. 35481.3 nM PMID[516669]
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency n.a. 28183.8 nM PMID[516667]
NPT11 Individual Protein Guanine nucleotide-binding protein G(s), subunit alpha Homo sapiens Potency n.a. 39810.7 nM PMID[516669]
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency n.a. 28183.8 nM PMID[516677]
NPT393 Cell Line HCT-116 Homo sapiens IC50 > 50000.0 nM PMID[516678]
NPT3140 Cell Line MGC-803 Homo sapiens IC50 = 39350.0 nM PMID[516678]
NPT397 Cell Line NCI-H460 Homo sapiens IC50 > 50000.0 nM PMID[516678]
NPT81 Cell Line A549 Homo sapiens IC50 > 50000.0 nM PMID[516678]
NPT91 Cell Line KB Homo sapiens IC50 = 15650.0 nM PMID[516678]
NPT3887 Cell Line CNE Homo sapiens IC50 > 100000.0 nM PMID[516678]
NPT165 Cell Line HeLa Homo sapiens IC50 > 100000.0 nM PMID[516678]
NPT65 Cell Line HepG2 Homo sapiens IC50 > 50000.0 nM PMID[516678]
NPT737 Cell Line HUVEC Homo sapiens IC50 > 50000.0 nM PMID[516678]
NPT261 Individual Protein Monoamine oxidase A Homo sapiens IC50 = 30100.0 nM PMID[516680]
NPT582 Individual Protein Monoamine oxidase B Homo sapiens IC50 > 60000.0 nM PMID[516680]
NPT582 Individual Protein Monoamine oxidase B Homo sapiens Inhibition = 16.5 % PMID[516680]
NPT1604 Individual Protein Cytochrome P450 1B1 Homo sapiens Ki = 500.0 nM PMID[516681]
NPT459 Individual Protein Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 IC50 > 100000.0 nM PMID[516682]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 4216 nM PubChem BioAssay data set
NPT544 Protein Family Estrogen receptor Homo sapiens Control < 130.1 % PMID[516658]
NPT544 Protein Family Estrogen receptor Homo sapiens Control < 157.5 % PMID[516658]
NPT544 Protein Family Estrogen receptor Homo sapiens Control < 143.0 % PMID[516658]
NPT138 Organism Brugia malayi Brugia malayi Mortality = 5.0 % PMID[516659]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Mortality = 3.0 % PMID[516659]
NPT2 Others Unspecified Activity = 12.0 uM PMID[516661]
NPT27 Others Unspecified IC50 = 62000.0 nM PMID[516661]
NPT2 Others Unspecified Ratio = 5.1 n.a. PMID[516661]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity > 0.25 mg/ml PMID[516662]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 60.0 % PMID[516663]
NPT2 Others Unspecified IC50 = 63900.0 nM PMID[516664]
NPT2 Others Unspecified IC50 = 49500.0 nM PMID[516664]
NPT2 Others Unspecified Inhibition = 100.0 % PMID[516665]
NPT2 Others Unspecified Inhibition = 92.4 % PMID[516665]
NPT2 Others Unspecified Inhibition = 71.4 % PMID[516665]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 717.0 % PMID[516666]
NPT35 Others n.a. Activity = 246.0 % PMID[516666]
NPT2 Others Unspecified Activity = 40.0 uL PMID[516666]
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 316227.8 nM PMID[516667]
NPT2 Others Unspecified Potency = 19952.6 nM PMID[516667]
NPT93 Individual Protein Survival motor neuron protein Homo sapiens Potency = 22387.2 nM PMID[516668]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 18869.9 nM PMID[516667]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 31622.8 nM PMID[516668]
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 125892.5 nM PMID[516667]
NPT792 Individual Protein Arachidonate 15-lipoxygenase Homo sapiens Potency = 10000.0 nM PMID[516668]
NPT792 Individual Protein Arachidonate 15-lipoxygenase Homo sapiens Potency = 5011.9 nM PMID[516667]
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 177827.9 nM PMID[516667]
NPT2 Others Unspecified Potency = 14125.4 nM PMID[516667]
NPT533 Protein-Protein Interaction Runt-related transcription factor 1/Core-binding factor subunit beta Homo sapiens Potency n.a. 8912.5 nM PMID[516667]
NPT21702 PROTEIN-PROTEIN INTERACTION Importin subunit beta-1/Snurportin-1 Homo sapiens Potency n.a. 141253.8 nM PMID[516669]
NPT22155 PROTEIN-PROTEIN INTERACTION Keap1/Nrf2 Homo sapiens AC50 > 52000.0 nM PMID[516669]
NPT803 Individual Protein Flap endonuclease 1 Homo sapiens Potency n.a. 7943.3 nM PMID[516669]
NPT9 Individual Protein DNA polymerase eta Homo sapiens Potency n.a. 56234.1 nM PMID[516669]
NPT84 Individual Protein Dual specificity tyrosine-phosphorylation-regulated kinase 1A Rattus norvegicus AC50 = 4543.0 nM PMID[516669]
NPT901 Individual Protein UDP-glucuronosyltransferase 1-1 Homo sapiens Activity = 120.0 pm/min/mg PMID[516670]
NPT901 Individual Protein UDP-glucuronosyltransferase 1-1 Homo sapiens Activity = 160.0 pm/min/mg PMID[516670]
NPT699 Individual Protein UDP-glucuronosyltransferase 1-10 Homo sapiens Activity = 205.0 pm/min/mg PMID[516670]
NPT694 Individual Protein UDP-glucuronosyltransferase 1-3 Homo sapiens Activity = 1072.0 pm/min/mg PMID[516670]
NPT902 Individual Protein UDP-glucuronosyltransferase 1A4 Homo sapiens Activity = 0.0 pm/min/mg PMID[516670]
NPT702 Individual Protein UDP-glucuronosyltransferase 1-6 Homo sapiens Activity = 0.0 pm/min/mg PMID[516670]
NPT695 Individual Protein UDP-glucuronosyltransferase 1-8 Homo sapiens Activity = 843.0 pm/min/mg PMID[516670]
NPT695 Individual Protein UDP-glucuronosyltransferase 1-8 Homo sapiens Activity = 1500.0 pm/min/mg PMID[516670]
NPT703 Individual Protein UDP-glucuronosyltransferase 1-9 Homo sapiens Activity = 1900.0 pm/min/mg PMID[516670]
NPT704 Individual Protein UDP-glucuronosyltransferase 2B15 Homo sapiens Activity = 11.0 pm/min/mg PMID[516670]
NPT901 Individual Protein UDP-glucuronosyltransferase 1-1 Homo sapiens Activity = 0.0 pm/min/mg PMID[516671]
NPT702 Individual Protein UDP-glucuronosyltransferase 1-6 Homo sapiens Activity = 0.0 pm/min/mg PMID[516671]
NPT703 Individual Protein UDP-glucuronosyltransferase 1-9 Homo sapiens Activity = 0.0 pm/min/mg PMID[516671]
NPT2 Others Unspecified Potency n.a. 16.1 nM PMID[516668]
NPT2 Others Unspecified Potency n.a. 28183.8 nM PMID[516669]
NPT821 Individual Protein Werner syndrome ATP-dependent helicase Homo sapiens Potency n.a. 44668.4 nM PMID[516669]
NPT755 Individual Protein Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Homo sapiens Potency n.a. 28183.8 nM PMID[516669]
NPT980 Individual Protein Apoptosis regulator Bcl-2 Homo sapiens Ki = 1150.0 nM PMID[516673]
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 84.81 % PMID[516676]
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 93.11 % PMID[516676]
NPT9 Individual Protein DNA polymerase eta Homo sapiens Potency n.a. 75686.3 nM PMID[516669]
NPT831 Individual Protein Serine/threonine-protein kinase PLK1 Homo sapiens Potency n.a. 23778.1 nM PMID[516669]
NPT803 Individual Protein Flap endonuclease 1 Homo sapiens Potency n.a. 7568.6 nM PMID[516669]
NPT8 Individual Protein DNA polymerase iota Homo sapiens Potency n.a. 84367.9 nM PMID[516669]
NPT2 Others Unspecified AC50 n.a. 7943.3 nM PMID[516679]
NPT2 Others Unspecified Ac50 n.a. 7.943 uM PMID[516679]
NPT2 Others Unspecified Ac50 n.a. 8.913 uM PMID[516679]
NPT2 Others Unspecified AC50 n.a. 8912.5 nM PMID[516679]
NPT2 Others Unspecified Ratio IC50 > 1.99 n.a. PMID[516680]
NPT26022 SINGLE PROTEIN Gag-Pol polyprotein Human immunodeficiency virus type 1 group M subtype B (isolate HXB2)(HIV-1) IC50 = 79000.0 nM PMID[516682]
NPT23712 CELL-LINE KG-1a Homo sapiens IC50 = 60200.0 nM PMID[516683]
NPT23712 CELL-LINE KG-1a Homo sapiens IC50 = 58610.0 nM PMID[516683]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 20000.0 nM PMID[516684]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 19952.62 nM PMID[516684]
NPT2 Others Unspecified Potency n.a. 11883.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 26832.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 9439.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 19692.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 29849.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 7497.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 7497.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 33491.5 nM PubChem BioAssay data set

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available 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 NPC294226 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
0.969 High Similarity NPC258502
0.9618 High Similarity NPC61398
0.9618 High Similarity NPC416
0.9603 High Similarity NPC234175
0.9542 High Similarity NPC147418
0.9474 High Similarity NPC203063
0.9453 High Similarity NPC117609
0.9265 High Similarity NPC238629
0.9206 High Similarity NPC375356
0.913 High Similarity NPC160777
0.913 High Similarity NPC73416
0.9127 High Similarity NPC300274
0.9127 High Similarity NPC91478
0.9098 High Similarity NPC72918
0.9091 High Similarity NPC52407
0.9077 High Similarity NPC99731
0.9062 High Similarity NPC103540
0.9048 High Similarity NPC120545
0.9023 High Similarity NPC44437
0.8992 High Similarity NPC96915
0.8923 High Similarity NPC473787
0.8881 High Similarity NPC50924
0.8872 High Similarity NPC135801
0.8864 High Similarity NPC136588
0.8864 High Similarity NPC199253
0.8855 High Similarity NPC282923
0.8837 High Similarity NPC142956
0.8824 High Similarity NPC53414
0.8824 High Similarity NPC290030
0.8824 High Similarity NPC53206
0.8815 High Similarity NPC153088
0.8815 High Similarity NPC80035
0.8806 High Similarity NPC225051
0.8806 High Similarity NPC111845
0.8803 High Similarity NPC471907
0.8797 High Similarity NPC93015
0.8797 High Similarity NPC469526
0.8797 High Similarity NPC244699
0.8797 High Similarity NPC34070
0.8759 High Similarity NPC4214
0.8759 High Similarity NPC13715
0.875 High Similarity NPC118427
0.875 High Similarity NPC7464
0.875 High Similarity NPC302783
0.875 High Similarity NPC473201
0.875 High Similarity NPC254847
0.8731 High Similarity NPC70622
0.8722 High Similarity NPC233056
0.8722 High Similarity NPC31799
0.8722 High Similarity NPC26697
0.8712 High Similarity NPC48248
0.8705 High Similarity NPC84273
0.8702 High Similarity NPC3224
0.8696 High Similarity NPC242994
0.8696 High Similarity NPC138099
0.8696 High Similarity NPC472903
0.869 High Similarity NPC312338
0.869 High Similarity NPC164912
0.869 High Similarity NPC149889
0.8686 High Similarity NPC471905
0.8686 High Similarity NPC264022
0.8676 High Similarity NPC283088
0.8667 High Similarity NPC138472
0.8667 High Similarity NPC53896
0.8657 High Similarity NPC205992
0.8652 High Similarity NPC79627
0.8647 High Similarity NPC34414
0.8647 High Similarity NPC146647
0.8636 High Similarity NPC324209
0.8633 High Similarity NPC181560
0.8633 High Similarity NPC169452
0.8623 High Similarity NPC289358
0.8623 High Similarity NPC28592
0.8623 High Similarity NPC469857
0.8623 High Similarity NPC23667
0.8623 High Similarity NPC206207
0.8623 High Similarity NPC114333
0.8623 High Similarity NPC149773
0.8623 High Similarity NPC473479
0.8623 High Similarity NPC157284
0.8623 High Similarity NPC91887
0.8623 High Similarity NPC473779
0.8623 High Similarity NPC165191
0.8623 High Similarity NPC46242
0.8623 High Similarity NPC297797
0.8623 High Similarity NPC42384
0.8623 High Similarity NPC5014
0.8623 High Similarity NPC477849
0.8623 High Similarity NPC50615
0.8623 High Similarity NPC245760
0.8623 High Similarity NPC51531
0.8621 High Similarity NPC144283
0.8613 High Similarity NPC264112
0.8613 High Similarity NPC324929
0.8613 High Similarity NPC155211
0.8613 High Similarity NPC65005
0.8613 High Similarity NPC194764
0.8611 High Similarity NPC37220
0.8603 High Similarity NPC288089
0.8594 High Similarity NPC206778
0.8594 High Similarity NPC285829
0.8571 High Similarity NPC247250
0.8571 High Similarity NPC767
0.8571 High Similarity NPC95537
0.8571 High Similarity NPC472904
0.8561 High Similarity NPC190457
0.8561 High Similarity NPC143438
0.8561 High Similarity NPC294330
0.8561 High Similarity NPC231774
0.8561 High Similarity NPC223336
0.8552 High Similarity NPC280295
0.8551 High Similarity NPC49911
0.8551 High Similarity NPC277559
0.855 High Similarity NPC173978
0.855 High Similarity NPC310540
0.8538 High Similarity NPC307174
0.8529 High Similarity NPC267205
0.8529 High Similarity NPC4170
0.8529 High Similarity NPC115458
0.8521 High Similarity NPC244691
0.8511 High Similarity NPC193555
0.8511 High Similarity NPC169214
0.8511 High Similarity NPC229218
0.8511 High Similarity NPC141817
0.8511 High Similarity NPC73061
0.8511 High Similarity NPC291078
0.8511 High Similarity NPC192597
0.8511 High Similarity NPC19631
0.8511 High Similarity NPC239136
0.8511 High Similarity NPC176030
0.8504 High Similarity NPC150919
0.8503 High Similarity NPC107109
0.85 High Similarity NPC473527
0.85 High Similarity NPC471853
0.8496 Intermediate Similarity NPC107672
0.8493 Intermediate Similarity NPC35
0.8489 Intermediate Similarity NPC471974
0.8489 Intermediate Similarity NPC469680
0.8489 Intermediate Similarity NPC469681
0.8489 Intermediate Similarity NPC230811
0.8489 Intermediate Similarity NPC141368
0.8478 Intermediate Similarity NPC315275
0.8478 Intermediate Similarity NPC223836
0.8472 Intermediate Similarity NPC10842
0.8467 Intermediate Similarity NPC282780
0.8467 Intermediate Similarity NPC166480
0.8456 Intermediate Similarity NPC178976
0.8451 Intermediate Similarity NPC199936
0.8451 Intermediate Similarity NPC66593
0.8444 Intermediate Similarity NPC244441
0.8444 Intermediate Similarity NPC55949
0.844 Intermediate Similarity NPC204045
0.844 Intermediate Similarity NPC305845
0.844 Intermediate Similarity NPC246638
0.844 Intermediate Similarity NPC290550
0.8433 Intermediate Similarity NPC96024
0.8429 Intermediate Similarity NPC26924
0.8425 Intermediate Similarity NPC108288
0.8421 Intermediate Similarity NPC160499
0.8421 Intermediate Similarity NPC306765
0.8421 Intermediate Similarity NPC8745
0.8397 Intermediate Similarity NPC283514
0.8394 Intermediate Similarity NPC171968
0.8394 Intermediate Similarity NPC314048
0.8392 Intermediate Similarity NPC21599
0.8392 Intermediate Similarity NPC193703
0.8389 Intermediate Similarity NPC5379
0.8389 Intermediate Similarity NPC14561
0.8389 Intermediate Similarity NPC77807
0.8385 Intermediate Similarity NPC294361
0.8385 Intermediate Similarity NPC236520
0.8382 Intermediate Similarity NPC72669
0.8382 Intermediate Similarity NPC474517
0.838 Intermediate Similarity NPC135524
0.838 Intermediate Similarity NPC469855
0.838 Intermediate Similarity NPC471971
0.838 Intermediate Similarity NPC30846
0.838 Intermediate Similarity NPC471972
0.838 Intermediate Similarity NPC248068
0.837 Intermediate Similarity NPC276238
0.8369 Intermediate Similarity NPC315578
0.8369 Intermediate Similarity NPC476534
0.8369 Intermediate Similarity NPC96421
0.8358 Intermediate Similarity NPC69424
0.8358 Intermediate Similarity NPC176130
0.8358 Intermediate Similarity NPC78364
0.8358 Intermediate Similarity NPC84672
0.8357 Intermediate Similarity NPC175552
0.8357 Intermediate Similarity NPC123714
0.8346 Intermediate Similarity NPC10926
0.8345 Intermediate Similarity NPC141934
0.8345 Intermediate Similarity NPC193358
0.8345 Intermediate Similarity NPC272268
0.8345 Intermediate Similarity NPC191976
0.8345 Intermediate Similarity NPC476821
0.8345 Intermediate Similarity NPC474813
0.8333 Intermediate Similarity NPC470038
0.8333 Intermediate Similarity NPC478019
0.8333 Intermediate Similarity NPC37543
0.8333 Intermediate Similarity NPC199463

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC294226 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
0.9062 High Similarity NPD1470 Approved
0.8872 High Similarity NPD943 Approved
0.875 High Similarity NPD1509 Clinical (unspecified phase)
0.875 High Similarity NPD1201 Approved
0.8478 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.8425 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.8207 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.8028 Intermediate Similarity NPD5404 Approved
0.8028 Intermediate Similarity NPD5406 Approved
0.8028 Intermediate Similarity NPD5408 Approved
0.8028 Intermediate Similarity NPD5405 Approved
0.7891 Intermediate Similarity NPD7390 Discontinued
0.7891 Intermediate Similarity NPD1511 Approved
0.7823 Intermediate Similarity NPD3300 Phase 2
0.781 Intermediate Similarity NPD1164 Approved
0.7785 Intermediate Similarity NPD1512 Approved
0.7771 Intermediate Similarity NPD6232 Discontinued
0.7736 Intermediate Similarity NPD7473 Discontinued
0.7662 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7632 Intermediate Similarity NPD3226 Approved
0.763 Intermediate Similarity NPD3019 Approved
0.7603 Intermediate Similarity NPD2344 Approved
0.7603 Intermediate Similarity NPD2346 Discontinued
0.7597 Intermediate Similarity NPD1934 Approved
0.7591 Intermediate Similarity NPD9269 Phase 2
0.7586 Intermediate Similarity NPD1510 Phase 2
0.7568 Intermediate Similarity NPD8166 Discontinued
0.7548 Intermediate Similarity NPD2801 Approved
0.7535 Intermediate Similarity NPD3764 Approved
0.75 Intermediate Similarity NPD2932 Approved
0.7462 Intermediate Similarity NPD3022 Approved
0.7462 Intermediate Similarity NPD3021 Approved
0.7452 Intermediate Similarity NPD3882 Suspended
0.7448 Intermediate Similarity NPD1607 Approved
0.7447 Intermediate Similarity NPD9494 Approved
0.7431 Intermediate Similarity NPD1240 Approved
0.7426 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD2935 Discontinued
0.74 Intermediate Similarity NPD2309 Approved
0.7365 Intermediate Similarity NPD1471 Phase 3
0.7347 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD2799 Discontinued
0.7325 Intermediate Similarity NPD1465 Phase 2
0.7315 Intermediate Similarity NPD1549 Phase 2
0.7299 Intermediate Similarity NPD9268 Approved
0.7294 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD2313 Discontinued
0.726 Intermediate Similarity NPD230 Phase 1
0.7256 Intermediate Similarity NPD3818 Discontinued
0.7254 Intermediate Similarity NPD2798 Approved
0.7252 Intermediate Similarity NPD9266 Approved
0.7252 Intermediate Similarity NPD74 Approved
0.7248 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD4380 Phase 2
0.7239 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD6166 Phase 2
0.7233 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD7819 Suspended
0.72 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD3026 Approved
0.7194 Intermediate Similarity NPD3023 Approved
0.7188 Intermediate Similarity NPD3749 Approved
0.7176 Intermediate Similarity NPD2342 Discontinued
0.7176 Intermediate Similarity NPD9267 Approved
0.7176 Intermediate Similarity NPD9263 Approved
0.7176 Intermediate Similarity NPD9264 Approved
0.7176 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD3025 Approved
0.7174 Intermediate Similarity NPD3024 Approved
0.7171 Intermediate Similarity NPD6190 Approved
0.7163 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD447 Suspended
0.7143 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD7003 Approved
0.7105 Intermediate Similarity NPD3750 Approved
0.708 Intermediate Similarity NPD9493 Approved
0.707 Intermediate Similarity NPD7458 Discontinued
0.7063 Intermediate Similarity NPD1203 Approved
0.7059 Intermediate Similarity NPD5951 Approved
0.7055 Intermediate Similarity NPD6959 Discontinued
0.7039 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD5844 Phase 1
0.6994 Remote Similarity NPD5494 Approved
0.6993 Remote Similarity NPD1876 Approved
0.6993 Remote Similarity NPD1283 Approved
0.6977 Remote Similarity NPD8150 Discontinued
0.6975 Remote Similarity NPD7075 Discontinued
0.6972 Remote Similarity NPD3972 Approved
0.6972 Remote Similarity NPD4878 Approved
0.6964 Remote Similarity NPD7074 Phase 3
0.6957 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6957 Remote Similarity NPD3817 Phase 2
0.6934 Remote Similarity NPD9281 Approved
0.6929 Remote Similarity NPD1651 Approved
0.6923 Remote Similarity NPD2534 Approved
0.6923 Remote Similarity NPD2533 Approved
0.6923 Remote Similarity NPD2532 Approved
0.6914 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6905 Remote Similarity NPD7054 Approved
0.6897 Remote Similarity NPD258 Approved
0.6897 Remote Similarity NPD257 Approved
0.6894 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6892 Remote Similarity NPD6663 Approved
0.6883 Remote Similarity NPD4628 Phase 3
0.6875 Remote Similarity NPD7411 Suspended
0.6871 Remote Similarity NPD4381 Clinical (unspecified phase)
0.687 Remote Similarity NPD9261 Approved
0.6864 Remote Similarity NPD7472 Approved
0.6859 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6857 Remote Similarity NPD9545 Approved
0.6855 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6852 Remote Similarity NPD2296 Approved
0.6849 Remote Similarity NPD5736 Approved
0.6842 Remote Similarity NPD2796 Approved
0.6842 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6838 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6824 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6824 Remote Similarity NPD6797 Phase 2
0.6821 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6818 Remote Similarity NPD1237 Approved
0.6813 Remote Similarity NPD6599 Discontinued
0.6802 Remote Similarity NPD8312 Approved
0.6802 Remote Similarity NPD8313 Approved
0.6788 Remote Similarity NPD7635 Approved
0.6784 Remote Similarity NPD7251 Discontinued
0.6784 Remote Similarity NPD5029 Approved
0.6784 Remote Similarity NPD5031 Approved
0.6784 Remote Similarity NPD5027 Approved
0.6783 Remote Similarity NPD3092 Approved
0.6783 Remote Similarity NPD1281 Approved
0.6776 Remote Similarity NPD3748 Approved
0.6772 Remote Similarity NPD6273 Approved
0.6769 Remote Similarity NPD3020 Approved
0.6766 Remote Similarity NPD3926 Phase 2
0.6761 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6761 Remote Similarity NPD2286 Discontinued
0.6752 Remote Similarity NPD6799 Approved
0.675 Remote Similarity NPD3455 Phase 2
0.6746 Remote Similarity NPD3751 Discontinued
0.6744 Remote Similarity NPD288 Approved
0.6744 Remote Similarity NPD5026 Approved
0.6744 Remote Similarity NPD5034 Approved
0.6744 Remote Similarity NPD4955 Approved
0.6744 Remote Similarity NPD36 Approved
0.6744 Remote Similarity NPD5028 Approved
0.6744 Remote Similarity NPD4954 Approved
0.6742 Remote Similarity NPD6534 Approved
0.6742 Remote Similarity NPD6535 Approved
0.6738 Remote Similarity NPD3091 Approved
0.6736 Remote Similarity NPD9717 Approved
0.6735 Remote Similarity NPD9569 Approved
0.6732 Remote Similarity NPD1551 Phase 2
0.673 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6728 Remote Similarity NPD6801 Discontinued
0.6727 Remote Similarity NPD6234 Discontinued
0.6726 Remote Similarity NPD1220 Phase 1
0.6726 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6712 Remote Similarity NPD3094 Phase 2
0.6711 Remote Similarity NPD411 Approved
0.671 Remote Similarity NPD2800 Approved
0.6707 Remote Similarity NPD7768 Phase 2
0.6706 Remote Similarity NPD1221 Approved
0.6705 Remote Similarity NPD3534 Clinical (unspecified phase)
0.669 Remote Similarity NPD1755 Approved
0.6689 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6689 Remote Similarity NPD1933 Approved
0.6686 Remote Similarity NPD5030 Phase 2
0.6685 Remote Similarity NPD6212 Phase 3
0.6685 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6685 Remote Similarity NPD6213 Phase 3
0.6667 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2859 Approved
0.6667 Remote Similarity NPD2860 Approved
0.6667 Remote Similarity NPD844 Approved
0.6667 Remote Similarity NPD5536 Phase 2
0.6667 Remote Similarity NPD4308 Phase 3
0.6667 Remote Similarity NPD1932 Approved
0.6648 Remote Similarity NPD6780 Approved
0.6648 Remote Similarity NPD6776 Approved
0.6648 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6648 Remote Similarity NPD6782 Approved
0.6648 Remote Similarity NPD6777 Approved
0.6648 Remote Similarity NPD6778 Approved
0.6648 Remote Similarity NPD6781 Approved
0.6648 Remote Similarity NPD6779 Approved
0.6647 Remote Similarity NPD7808 Phase 3
0.6647 Remote Similarity NPD1247 Approved
0.6646 Remote Similarity NPD5978 Approved
0.6646 Remote Similarity NPD5977 Approved
0.6646 Remote Similarity NPD8438 Clinical (unspecified phase)
0.6644 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6643 Remote Similarity NPD4059 Approved
0.6643 Remote Similarity NPD4626 Approved
0.663 Remote Similarity NPD7700 Phase 2
0.663 Remote Similarity NPD7699 Phase 2
0.6627 Remote Similarity NPD919 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data