Structure

Physi-Chem Properties

Molecular Weight:  176.05
Volume:  177.592
LogP:  1.814
LogD:  1.661
LogS:  -2.261
# Rotatable Bonds:  1
TPSA:  39.44
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.622
Synthetic Accessibility Score:  1.795
Fsp3:  0.1
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.643
MDCK Permeability:  2.2612726752413437e-05
Pgp-inhibitor:  0.02
Pgp-substrate:  0.13
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.601
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.204
Plasma Protein Binding (PPB):  85.31092071533203%
Volume Distribution (VD):  0.784
Pgp-substrate:  16.028522491455078%

ADMET: Metabolism

CYP1A2-inhibitor:  0.982
CYP1A2-substrate:  0.959
CYP2C19-inhibitor:  0.525
CYP2C19-substrate:  0.191
CYP2C9-inhibitor:  0.068
CYP2C9-substrate:  0.897
CYP2D6-inhibitor:  0.743
CYP2D6-substrate:  0.906
CYP3A4-inhibitor:  0.319
CYP3A4-substrate:  0.443

ADMET: Excretion

Clearance (CL):  11.514
Half-life (T1/2):  0.627

ADMET: Toxicity

hERG Blockers:  0.245
Human Hepatotoxicity (H-HT):  0.363
Drug-inuced Liver Injury (DILI):  0.877
AMES Toxicity:  0.178
Rat Oral Acute Toxicity:  0.277
Maximum Recommended Daily Dose:  0.16
Skin Sensitization:  0.253
Carcinogencity:  0.89
Eye Corrosion:  0.49
Eye Irritation:  0.987
Respiratory Toxicity:  0.081

Download Data

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

  Natural Product: NPC265547

Natural Product ID:  NPC265547
Common Name*:   Herniarin
IUPAC Name:   7-methoxychromen-2-one
Synonyms:   7-Methoxy Coumarin; 7-Methoxycoumarin; Herniarin
Standard InCHIKey:  LIIALPBMIOVAHH-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H8O3/c1-12-8-4-2-7-3-5-10(11)13-9(7)6-8/h2-6H,1H3
SMILES:  COc1ccc2ccc(=O)oc2c1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL49732
PubChem CID:   10748
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000145] Coumarins and derivatives

*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
NPO19266 Clausena excavata Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[11000023]
NPO12176 Streptomyces olivaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11376004]
NPO2073 Ancistrocladus korupensis Species Ancistrocladaceae Eukaryota n.a. Cameroon n.a. PMID[11430019]
NPO22018 Hydrangea chinensis Species Hydrangeaceae Eukaryota Roots n.a. n.a. PMID[11473431]
NPO3854 Ruta graveolens Species Rutaceae Eukaryota leaves n.a. n.a. PMID[12568545]
NPO12176 Streptomyces olivaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[1367428]
NPO1048 Ajuga reptans Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[15043410]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota aerial parts n.a. n.a. PMID[18314958]
NPO33433 adina cordifolia Species Rubiaceae Eukaryota root bark n.a. n.a. PMID[18675491]
NPO3854 Ruta graveolens Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[19191562]
NPO2073 Ancistrocladus korupensis Species Ancistrocladaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO19755 Artemisia anomala Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[20000780]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. whole plant n.a. PMID[21428416]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[22870812]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23435948]
NPO11237 Bupleurum salicifolium Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24242108]
NPO33003 murraya alata Species Rutaceae Eukaryota leaves n.a. n.a. PMID[25621853]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[25737008]
NPO3854 Ruta graveolens Species Rutaceae Eukaryota Whole Plants n.a. n.a. PMID[28093914]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. PMID[32100544]
NPO11237 Bupleurum salicifolium Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[7964800]
NPO17416 Santolina oblongifolia Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[8988605]
NPO2073 Ancistrocladus korupensis Species Ancistrocladaceae Eukaryota n.a. n.a. n.a. PMID[9249970]
NPO2073 Ancistrocladus korupensis Species Ancistrocladaceae Eukaryota n.a. n.a. n.a. PMID[9873424]
NPO12176 Streptomyces olivaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[Article]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8681 Artemisia lactiflora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22018 Hydrangea chinensis Species Hydrangeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29004 Ruta pinnata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1048 Ajuga reptans Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19755 Artemisia anomala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20995 Syringa pinnafolia Species Oleaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7991 Lactarius vellereus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19266 Clausena excavata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17381 Eupatorium ayapana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27817 Stephania hernandifolia Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3854 Ruta graveolens Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4033 Corydalis gigantea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12874 Sedum cepaea Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2073 Ancistrocladus korupensis Species Ancistrocladaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19755 Artemisia anomala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22018 Hydrangea chinensis Species Hydrangeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29004 Ruta pinnata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21413 Armillaria tabescens Species Physalacriaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15057 Isodon gesneroides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO581 Conyza bonariensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11400 Aster ptarmicoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6669 Dysosma delavayi Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1048 Ajuga reptans Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19266 Clausena excavata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7991 Lactarius vellereus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20995 Syringa pinnafolia Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3854 Ruta graveolens Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4033 Corydalis gigantea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17381 Eupatorium ayapana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21520 Corydalis thalictrifolia Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27817 Stephania hernandifolia Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8681 Artemisia lactiflora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4033 Corydalis gigantea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21520 Corydalis thalictrifolia Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3854 Ruta graveolens Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19266 Clausena excavata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19755 Artemisia anomala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1048 Ajuga reptans Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21924 Althaea officinalis Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO27817 Stephania hernandifolia Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11100 Artemisia capillaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3867 Smallanthus glabratus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11117 Xerula melanotricha Species Physalacriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10354 Urbanodendron verrucosum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8414 Crella incrustans Species Crellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6235 Exobasidium vaccinii Species Exobasidiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4970 Torricellia tiliifolia Species Torricelliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17117 Diaporthe amygdali Species Diaporthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17381 Eupatorium ayapana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7991 Lactarius vellereus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17416 Santolina oblongifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9781 Hyphear tanakae n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO20210 Lophozia floerkei Species Scapaniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7201 Rhodopila globiformis Species Acetobacteraceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO3017 Artemisia caucasica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO581 Conyza bonariensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11895 Nama johnstonii Species Namaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4479 Rhinanthus glaber Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17456 Echinochloa esculenta Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9150 Polypodiodes formosana Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10719 Centrosema haitense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13148 Matricaria discoidea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2582 Plagiomnium undulatum Species Mniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22225 Calliandra eriophylla Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24071 Girgensohnia diptera Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21075 Phytolacca thyrsiflora Species Phytolaccaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27817 Stephania hernandifolia Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20008 Odontocline hollickii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO15057 Isodon gesneroides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22018 Hydrangea chinensis Species Hydrangeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11237 Bupleurum salicifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11400 Aster ptarmicoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16343 Galium album Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12034 Dictamnus gymnostylis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11478 Aniba duckei Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29004 Ruta pinnata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12176 Streptomyces olivaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO28881 Virola sebifera Species Myristicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4033 Corydalis gigantea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21397 Venus mercenaria Species Veneridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1048 Ajuga reptans Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8432 Haminoea orbignyana Species Haminoeidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9018 Millettia rubiginosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16888 Sophora davidii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9648 Maharanga bicolor Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14477 Comamonas testosteroni Species Comamonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10560 Adenia fruticosa Species Passifloraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3614 Echinopepon bigelovii Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21924 Althaea officinalis Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9496 Gomphostemma crinitum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1164 Osteospermum hyoseroides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8681 Artemisia lactiflora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12659 Hopea brevipetiolaris Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7653 Mosla japonica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19266 Clausena excavata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12874 Sedum cepaea Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10121 Bothrops jararaca Species Viperidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20575 Penicillium puberulum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1460 Rubus phoenicolasius Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6669 Dysosma delavayi Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21520 Corydalis thalictrifolia Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21413 Armillaria tabescens Species Physalacriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16792 0cardia pseudobrasiliensis Species 0cardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO19755 Artemisia anomala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7327 Aeromonas hydrophila Species Aeromonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11100 Artemisia capillaris Species Asteraceae 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
NPT3171 Cell Line V79 Cricetulus griseus IC50 > 100000.0 nM PMID[573826]
NPT80 Cell Line Raji Homo sapiens Activity = 30.0 % PMID[573827]
NPT80 Cell Line Raji Homo sapiens Activity = 60.0 % PMID[573827]
NPT80 Cell Line Raji Homo sapiens Activity > 80.0 % PMID[573827]
NPT1061 Individual Protein Carbonic anhydrase XIII Mus musculus Ki = 8900.0 nM PMID[573832]
NPT1147 Individual Protein Carbonic anhydrase 15 Mus musculus Ki = 8400.0 nM PMID[573832]
NPT1063 Individual Protein Carbonic anhydrase VI Homo sapiens Ki = 5500.0 nM PMID[573832]
NPT1144 Individual Protein Carbonic anhydrase VB Homo sapiens Ki > 500000.0 nM PMID[573832]
NPT1143 Individual Protein Carbonic anhydrase VA Homo sapiens Ki = 5100.0 nM PMID[573832]
NPT1062 Individual Protein Carbonic anhydrase IV Homo sapiens Ki = 8300.0 nM PMID[573832]
NPT1146 Individual Protein Carbonic anhydrase III Homo sapiens Ki = 96000.0 nM PMID[573832]
NPT233 Individual Protein Carbonic anhydrase II Homo sapiens Ki > 500000.0 nM PMID[573832]
NPT4115 Individual Protein Exportin-1 Homo sapiens IC50 > 25000.0 nM PMID[573833]
NPT41 Individual Protein Aldose reductase Homo sapiens IC50 = 67500.0 nM PMID[573835]
NPT1551 Individual Protein Sorbitol dehydrogenase Homo sapiens IC50 = 124000.0 nM PMID[573835]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 25118.9 nM PMID[573836]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 28183.8 nM PMID[573836]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 31622.8 nM PMID[573837]
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 28183.8 nM PMID[573837]
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 31622.8 nM PMID[573836]
NPT199 Individual Protein DNA polymerase kappa Homo sapiens Potency n.a. 3981.1 nM PMID[573836]
NPT41 Individual Protein Aldose reductase Homo sapiens IC50 = 131000.0 nM PMID[573841]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 18356.4 nM PMID[573836]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 29092.9 nM PMID[573836]
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency n.a. 7943.3 nM PMID[573837]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 12400.0 nM PMID[573846]
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens IC50 > 10000.0 nM PMID[573847]
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens Activity = 96.0 % PMID[573847]
NPT2 Others Unspecified Activity = 0.0 % PMID[573827]
NPT2 Others Unspecified Activity = 71.7 % PMID[573827]
NPT2 Others Unspecified Activity = 100.0 % PMID[573827]
NPT1897 Organism Oryzias latipes Oryzias latipes LC50 = 50.0 ppm PMID[573828]
NPT1897 Organism Oryzias latipes Oryzias latipes LC100 = 75.0 ppm PMID[573828]
NPT2 Others Unspecified Selectivity Index = 0.5 n.a. PMID[573828]
NPT176 Organism Artemia salina Artemia salina LC50 = 20.0 ppm PMID[573828]
NPT176 Organism Artemia salina Artemia salina LC100 = 80.0 ppm PMID[573828]
NPT593 Organism Bursaphelenchus xylophilus Bursaphelenchus xylophilus MED = 40.0 ug PMID[573828]
NPT2 Others Unspecified Selectivity Index = 1.25 n.a. PMID[573828]
NPT992 Organism Entamoeba histolytica Entamoeba histolytica IC50 = 8920000.0 nM PMID[573829]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 2.94 % PMID[573830]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 65.65 % PMID[573830]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 84000.0 nM PMID[573830]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 28.0 % PMID[573831]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 36.0 % PMID[573831]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 21.0 % PMID[573831]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 0.0 % PMID[573831]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 10.0 % PMID[573831]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 11.0 % PMID[573831]
NPT949 Individual Protein Carbonic anhydrase XII Homo sapiens Ki = 9700.0 nM PMID[573832]
NPT954 Individual Protein Carbonic anhydrase XIV Homo sapiens Ki = 9000.0 nM PMID[573832]
NPT948 Individual Protein Carbonic anhydrase IX Homo sapiens Ki = 9800.0 nM PMID[573832]
NPT955 Individual Protein Carbonic anhydrase VII Homo sapiens Ki = 2400.0 nM PMID[573832]
NPT947 Individual Protein Carbonic anhydrase I Homo sapiens Ki = 5900.0 nM PMID[573832]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. deltaA = 0.18 n.a. PMID[573834]
NPT2 Others Unspecified IC50 = 131000.0 nM PMID[573835]
NPT2 Others Unspecified Ratio IC50 = 0.95 n.a. PMID[573835]
NPT2 Others Unspecified Ratio IC50 = 0.52 n.a. PMID[573835]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 28183.8 nM PMID[573837]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 31622.8 nM PMID[573836]
NPT7 Individual Protein Thioredoxin reductase 1, cytoplasmic Rattus norvegicus Potency n.a. 50118.7 nM PMID[573837]
NPT740 Individual Protein Beta-secretase 1 Homo sapiens IC50 > 500000.0 nM PMID[573840]
NPT740 Individual Protein Beta-secretase 1 Homo sapiens Inhibition = 1.1 % PMID[573840]
NPT851 Organism Colletotrichum fragariae Colletotrichum fragariae GI = 21.0 % PMID[573842]
NPT2241 Organism Glomerella acutata Glomerella acutata Activity = 15.0 % PMID[573842]
NPT489 Organism Coptotermes formosanus Coptotermes formosanus Activity = 3.5 % PMID[573843]
NPT489 Organism Coptotermes formosanus Coptotermes formosanus mortality = 13.1 % PMID[573843]
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 148.32 % PMID[573844]
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 104.52 % PMID[573844]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Emax = 100.0 % PMID[573845]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. EC50 = 244000.0 nM PMID[573845]

☑ 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 NPC265547 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
0.991 High Similarity NPC298796
0.991 High Similarity NPC281356
0.982 High Similarity NPC152306
0.982 High Similarity NPC96705
0.9818 High Similarity NPC128633
0.9735 High Similarity NPC235190
0.9735 High Similarity NPC180006
0.9735 High Similarity NPC163200
0.9565 High Similarity NPC248429
0.9565 High Similarity NPC96286
0.9483 High Similarity NPC273772
0.9483 High Similarity NPC472518
0.9483 High Similarity NPC109675
0.9478 High Similarity NPC144418
0.9402 High Similarity NPC27671
0.9402 High Similarity NPC201667
0.9402 High Similarity NPC73413
0.9397 High Similarity NPC257188
0.9397 High Similarity NPC13007
0.9316 High Similarity NPC315807
0.9316 High Similarity NPC154176
0.9316 High Similarity NPC173350
0.9316 High Similarity NPC290605
0.931 High Similarity NPC52247
0.9304 High Similarity NPC247553
0.9244 High Similarity NPC234109
0.9244 High Similarity NPC188327
0.9237 High Similarity NPC111347
0.9224 High Similarity NPC319378
0.9224 High Similarity NPC302107
0.9167 High Similarity NPC258567
0.9167 High Similarity NPC121740
0.9167 High Similarity NPC224774
0.916 High Similarity NPC471828
0.916 High Similarity NPC93219
0.916 High Similarity NPC471827
0.916 High Similarity NPC244495
0.9145 High Similarity NPC187868
0.9099 High Similarity NPC106141
0.9091 High Similarity NPC199204
0.9091 High Similarity NPC185066
0.9091 High Similarity NPC472519
0.9091 High Similarity NPC469453
0.9083 High Similarity NPC471826
0.9076 High Similarity NPC291899
0.9016 High Similarity NPC168710
0.9009 High Similarity NPC149545
0.9008 High Similarity NPC243688
0.8992 High Similarity NPC50720
0.8943 High Similarity NPC113098
0.8943 High Similarity NPC240722
0.8943 High Similarity NPC244799
0.8943 High Similarity NPC80170
0.8943 High Similarity NPC19242
0.8934 High Similarity NPC157212
0.8926 High Similarity NPC101894
0.8908 High Similarity NPC150214
0.8871 High Similarity NPC267336
0.8871 High Similarity NPC272650
0.8871 High Similarity NPC29734
0.8862 High Similarity NPC27239
0.8862 High Similarity NPC474289
0.8862 High Similarity NPC123127
0.8843 High Similarity NPC168259
0.8818 High Similarity NPC139891
0.88 High Similarity NPC137669
0.88 High Similarity NPC194277
0.88 High Similarity NPC19157
0.88 High Similarity NPC14248
0.88 High Similarity NPC175159
0.875 High Similarity NPC291837
0.873 High Similarity NPC222036
0.873 High Similarity NPC296624
0.873 High Similarity NPC163557
0.873 High Similarity NPC469449
0.873 High Similarity NPC31849
0.873 High Similarity NPC241341
0.873 High Similarity NPC318400
0.873 High Similarity NPC472524
0.873 High Similarity NPC207002
0.873 High Similarity NPC2363
0.873 High Similarity NPC233018
0.873 High Similarity NPC133956
0.873 High Similarity NPC55147
0.873 High Similarity NPC167111
0.873 High Similarity NPC7526
0.873 High Similarity NPC471910
0.873 High Similarity NPC36437
0.872 High Similarity NPC472517
0.8689 High Similarity NPC202594
0.8689 High Similarity NPC232692
0.8678 High Similarity NPC143725
0.8661 High Similarity NPC195343
0.8661 High Similarity NPC166672
0.8661 High Similarity NPC319859
0.8661 High Similarity NPC326600
0.8661 High Similarity NPC309953
0.8661 High Similarity NPC55149
0.8661 High Similarity NPC62366
0.8661 High Similarity NPC47163
0.8661 High Similarity NPC18804
0.8661 High Similarity NPC84894
0.8661 High Similarity NPC267412
0.8661 High Similarity NPC260265
0.8661 High Similarity NPC98179
0.8661 High Similarity NPC307412
0.8661 High Similarity NPC100986
0.8661 High Similarity NPC74655
0.8661 High Similarity NPC204353
0.8661 High Similarity NPC50896
0.8661 High Similarity NPC253574
0.8661 High Similarity NPC198381
0.8661 High Similarity NPC92830
0.8661 High Similarity NPC287182
0.8661 High Similarity NPC164269
0.8661 High Similarity NPC127888
0.8651 High Similarity NPC123954
0.8649 High Similarity NPC128730
0.864 High Similarity NPC32463
0.8621 High Similarity NPC87563
0.8596 High Similarity NPC88868
0.8596 High Similarity NPC25067
0.8596 High Similarity NPC141068
0.8596 High Similarity NPC231251
0.8594 High Similarity NPC471625
0.8594 High Similarity NPC33986
0.8594 High Similarity NPC86892
0.8594 High Similarity NPC66705
0.8594 High Similarity NPC469675
0.8594 High Similarity NPC472424
0.8594 High Similarity NPC281241
0.8594 High Similarity NPC471909
0.8583 High Similarity NPC54503
0.8571 High Similarity NPC176971
0.8559 High Similarity NPC109637
0.8548 High Similarity NPC289316
0.8548 High Similarity NPC194841
0.8527 High Similarity NPC26954
0.8527 High Similarity NPC128529
0.8527 High Similarity NPC283019
0.8527 High Similarity NPC149320
0.8527 High Similarity NPC160727
0.8527 High Similarity NPC38099
0.8527 High Similarity NPC78746
0.8527 High Similarity NPC476455
0.8527 High Similarity NPC177281
0.8527 High Similarity NPC283331
0.8527 High Similarity NPC55615
0.8527 High Similarity NPC188380
0.8527 High Similarity NPC167517
0.8527 High Similarity NPC471630
0.8527 High Similarity NPC224543
0.8516 High Similarity NPC224475
0.8516 High Similarity NPC213173
0.8516 High Similarity NPC180716
0.8504 High Similarity NPC319969
0.8504 High Similarity NPC281558
0.8504 High Similarity NPC469956
0.8496 Intermediate Similarity NPC151530
0.8496 Intermediate Similarity NPC157473
0.8482 Intermediate Similarity NPC238115
0.848 Intermediate Similarity NPC60704
0.848 Intermediate Similarity NPC474651
0.848 Intermediate Similarity NPC293642
0.848 Intermediate Similarity NPC474623
0.848 Intermediate Similarity NPC139595
0.8475 Intermediate Similarity NPC33717
0.8468 Intermediate Similarity NPC163248
0.8468 Intermediate Similarity NPC127604
0.8468 Intermediate Similarity NPC179686
0.8462 Intermediate Similarity NPC294456
0.8462 Intermediate Similarity NPC148835
0.8462 Intermediate Similarity NPC471069
0.8462 Intermediate Similarity NPC225106
0.8462 Intermediate Similarity NPC212124
0.8462 Intermediate Similarity NPC76336
0.8462 Intermediate Similarity NPC471068
0.8462 Intermediate Similarity NPC14697
0.8462 Intermediate Similarity NPC281014
0.8462 Intermediate Similarity NPC153818
0.8462 Intermediate Similarity NPC472516
0.8462 Intermediate Similarity NPC139548
0.8462 Intermediate Similarity NPC95162
0.8462 Intermediate Similarity NPC306365
0.8462 Intermediate Similarity NPC20511
0.8462 Intermediate Similarity NPC155963
0.8462 Intermediate Similarity NPC52086
0.8462 Intermediate Similarity NPC131198
0.8462 Intermediate Similarity NPC20796
0.8462 Intermediate Similarity NPC232246
0.8462 Intermediate Similarity NPC184861
0.8455 Intermediate Similarity NPC107101
0.845 Intermediate Similarity NPC61499
0.845 Intermediate Similarity NPC229128
0.845 Intermediate Similarity NPC240915
0.845 Intermediate Similarity NPC472525
0.845 Intermediate Similarity NPC234865
0.8438 Intermediate Similarity NPC469955
0.8438 Intermediate Similarity NPC469952
0.8425 Intermediate Similarity NPC250727

  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 NPC265547 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
0.931 High Similarity NPD422 Phase 1
0.8818 High Similarity NPD9697 Approved
0.878 High Similarity NPD1008 Clinical (unspecified phase)
0.8492 Intermediate Similarity NPD1296 Phase 2
0.8333 Intermediate Similarity NPD1548 Phase 1
0.8246 Intermediate Similarity NPD3134 Approved
0.8203 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8174 Intermediate Similarity NPD1358 Approved
0.8154 Intermediate Similarity NPD5124 Phase 1
0.8154 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.8134 Intermediate Similarity NPD1652 Phase 2
0.8106 Intermediate Similarity NPD3748 Approved
0.8016 Intermediate Similarity NPD3225 Approved
0.8 Intermediate Similarity NPD1243 Approved
0.7983 Intermediate Similarity NPD5535 Approved
0.792 Intermediate Similarity NPD1610 Phase 2
0.7917 Intermediate Similarity NPD1241 Discontinued
0.791 Intermediate Similarity NPD2796 Approved
0.7857 Intermediate Similarity NPD9717 Approved
0.7826 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD3266 Approved
0.7812 Intermediate Similarity NPD3267 Approved
0.7812 Intermediate Similarity NPD2797 Approved
0.781 Intermediate Similarity NPD3750 Approved
0.7778 Intermediate Similarity NPD1551 Phase 2
0.777 Intermediate Similarity NPD6799 Approved
0.7769 Intermediate Similarity NPD6832 Phase 2
0.7752 Intermediate Similarity NPD1019 Discontinued
0.773 Intermediate Similarity NPD920 Approved
0.7714 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.768 Intermediate Similarity NPD5691 Approved
0.7676 Intermediate Similarity NPD1653 Approved
0.7674 Intermediate Similarity NPD1203 Approved
0.7669 Intermediate Similarity NPD1240 Approved
0.7664 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD4908 Phase 1
0.7619 Intermediate Similarity NPD1778 Approved
0.7563 Intermediate Similarity NPD290 Approved
0.7559 Intermediate Similarity NPD3496 Discontinued
0.7556 Intermediate Similarity NPD1607 Approved
0.7537 Intermediate Similarity NPD4307 Phase 2
0.7536 Intermediate Similarity NPD1549 Phase 2
0.7519 Intermediate Similarity NPD3268 Approved
0.7519 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7481 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.748 Intermediate Similarity NPD17 Approved
0.748 Intermediate Similarity NPD4626 Approved
0.7465 Intermediate Similarity NPD5401 Approved
0.7464 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7464 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.746 Intermediate Similarity NPD9545 Approved
0.7448 Intermediate Similarity NPD6599 Discontinued
0.7445 Intermediate Similarity NPD1510 Phase 2
0.7429 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7397 Intermediate Similarity NPD7411 Suspended
0.7385 Intermediate Similarity NPD4749 Approved
0.7379 Intermediate Similarity NPD8158 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7364 Intermediate Similarity NPD1091 Approved
0.7364 Intermediate Similarity NPD1611 Approved
0.7361 Intermediate Similarity NPD5403 Approved
0.7357 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD2684 Approved
0.7353 Intermediate Similarity NPD1933 Approved
0.7353 Intermediate Similarity NPD4340 Discontinued
0.7347 Intermediate Similarity NPD6801 Discontinued
0.7343 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD919 Approved
0.7323 Intermediate Similarity NPD1894 Discontinued
0.7319 Intermediate Similarity NPD4308 Phase 3
0.7308 Intermediate Similarity NPD1608 Approved
0.7302 Intermediate Similarity NPD9493 Approved
0.7297 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD7819 Suspended
0.7293 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7293 Intermediate Similarity NPD3018 Phase 2
0.7292 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD846 Approved
0.7288 Intermediate Similarity NPD940 Approved
0.7279 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD1613 Approved
0.7266 Intermediate Similarity NPD5585 Approved
0.7259 Intermediate Similarity NPD411 Approved
0.7248 Intermediate Similarity NPD3817 Phase 2
0.7231 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD447 Suspended
0.7222 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD7768 Phase 2
0.7194 Intermediate Similarity NPD7033 Discontinued
0.719 Intermediate Similarity NPD968 Approved
0.7185 Intermediate Similarity NPD4625 Phase 3
0.7176 Intermediate Similarity NPD2981 Phase 2
0.7172 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD7837 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD1511 Approved
0.7152 Intermediate Similarity NPD7075 Discontinued
0.7133 Intermediate Similarity NPD4288 Approved
0.7132 Intermediate Similarity NPD6798 Discontinued
0.7132 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7121 Intermediate Similarity NPD2982 Phase 2
0.7121 Intermediate Similarity NPD2983 Phase 2
0.712 Intermediate Similarity NPD7843 Approved
0.712 Intermediate Similarity NPD821 Approved
0.7109 Intermediate Similarity NPD5536 Phase 2
0.7101 Intermediate Similarity NPD230 Phase 1
0.7099 Intermediate Similarity NPD1535 Discovery
0.7071 Intermediate Similarity NPD2799 Discontinued
0.7063 Intermediate Similarity NPD4628 Phase 3
0.7055 Intermediate Similarity NPD1512 Approved
0.7054 Intermediate Similarity NPD1282 Approved
0.7047 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD1481 Phase 2
0.7039 Intermediate Similarity NPD3749 Approved
0.7029 Intermediate Similarity NPD4060 Phase 1
0.7023 Intermediate Similarity NPD3847 Discontinued
0.7021 Intermediate Similarity NPD2935 Discontinued
0.702 Intermediate Similarity NPD5402 Approved
0.7016 Intermediate Similarity NPD5451 Approved
0.7007 Intermediate Similarity NPD1048 Approved
0.7007 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD2313 Discontinued
0.7 Intermediate Similarity NPD2200 Suspended
0.6992 Remote Similarity NPD4359 Approved
0.6978 Remote Similarity NPD6355 Discontinued
0.6974 Remote Similarity NPD4868 Clinical (unspecified phase)
0.697 Remote Similarity NPD1281 Approved
0.6966 Remote Similarity NPD6667 Approved
0.6966 Remote Similarity NPD6666 Approved
0.6963 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6957 Remote Similarity NPD6233 Phase 2
0.6954 Remote Similarity NPD2801 Approved
0.6953 Remote Similarity NPD7157 Approved
0.6953 Remote Similarity NPD2557 Approved
0.6953 Remote Similarity NPD6671 Approved
0.6944 Remote Similarity NPD7466 Approved
0.6942 Remote Similarity NPD9261 Approved
0.694 Remote Similarity NPD8651 Approved
0.6934 Remote Similarity NPD5163 Phase 2
0.6934 Remote Similarity NPD3027 Phase 3
0.6929 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6928 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6928 Remote Similarity NPD6971 Discontinued
0.6918 Remote Similarity NPD7212 Phase 2
0.6918 Remote Similarity NPD7213 Phase 3
0.6917 Remote Similarity NPD1242 Phase 1
0.6917 Remote Similarity NPD3972 Approved
0.6912 Remote Similarity NPD2861 Phase 2
0.6912 Remote Similarity NPD2237 Approved
0.6906 Remote Similarity NPD4140 Approved
0.6901 Remote Similarity NPD6099 Approved
0.6901 Remote Similarity NPD6100 Approved
0.6899 Remote Similarity NPD3596 Phase 2
0.6889 Remote Similarity NPD987 Approved
0.6887 Remote Similarity NPD1934 Approved
0.6884 Remote Similarity NPD3374 Clinical (unspecified phase)
0.6879 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6875 Remote Similarity NPD2654 Approved
0.6871 Remote Similarity NPD7447 Phase 1
0.6867 Remote Similarity NPD4380 Phase 2
0.6863 Remote Similarity NPD3882 Suspended
0.6861 Remote Similarity NPD2614 Approved
0.6857 Remote Similarity NPD9694 Discovery
0.6855 Remote Similarity NPD5844 Phase 1
0.6842 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6842 Remote Similarity NPD1465 Phase 2
0.6838 Remote Similarity NPD2798 Approved
0.6835 Remote Similarity NPD8032 Phase 2
0.6835 Remote Similarity NPD4062 Phase 3
0.6824 Remote Similarity NPD2186 Approved
0.6815 Remote Similarity NPD1876 Approved
0.6815 Remote Similarity NPD1283 Approved
0.6812 Remote Similarity NPD5746 Approved
0.6812 Remote Similarity NPD7095 Approved
0.6806 Remote Similarity NPD2424 Discontinued
0.6797 Remote Similarity NPD594 Approved
0.6797 Remote Similarity NPD592 Approved
0.6797 Remote Similarity NPD5283 Phase 1
0.6797 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6795 Remote Similarity NPD1247 Approved
0.6794 Remote Similarity NPD1182 Approved
0.6794 Remote Similarity NPD6581 Approved
0.6794 Remote Similarity NPD6580 Approved
0.679 Remote Similarity NPD7549 Discontinued
0.6788 Remote Similarity NPD454 Approved
0.6786 Remote Similarity NPD3142 Approved
0.6786 Remote Similarity NPD3140 Approved
0.6783 Remote Similarity NPD4477 Approved
0.6783 Remote Similarity NPD4476 Approved
0.6783 Remote Similarity NPD3539 Phase 1
0.6772 Remote Similarity NPD228 Approved
0.6772 Remote Similarity NPD1139 Approved
0.6772 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6772 Remote Similarity NPD1137 Approved
0.6761 Remote Similarity NPD7097 Phase 1
0.6759 Remote Similarity NPD2800 Approved
0.6757 Remote Similarity NPD2533 Approved
0.6757 Remote Similarity NPD2532 Approved
0.6757 Remote Similarity NPD2534 Approved
0.6742 Remote Similarity NPD3443 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