Structure

Physi-Chem Properties

Molecular Weight:  254.06
Volume:  256.396
LogP:  3.343
LogD:  2.803
LogS:  -3.64
# Rotatable Bonds:  1
TPSA:  70.67
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.7
Synthetic Accessibility Score:  2.041
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:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.688
MDCK Permeability:  1.2984443856112193e-05
Pgp-inhibitor:  0.005
Pgp-substrate:  0.971
Human Intestinal Absorption (HIA):  0.009
20% Bioavailability (F20%):  0.987
30% Bioavailability (F30%):  0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.018
Plasma Protein Binding (PPB):  97.35895538330078%
Volume Distribution (VD):  0.428
Pgp-substrate:  3.2127835750579834%

ADMET: Metabolism

CYP1A2-inhibitor:  0.981
CYP1A2-substrate:  0.156
CYP2C19-inhibitor:  0.825
CYP2C19-substrate:  0.058
CYP2C9-inhibitor:  0.346
CYP2C9-substrate:  0.952
CYP2D6-inhibitor:  0.794
CYP2D6-substrate:  0.909
CYP3A4-inhibitor:  0.908
CYP3A4-substrate:  0.218

ADMET: Excretion

Clearance (CL):  6.935
Half-life (T1/2):  0.753

ADMET: Toxicity

hERG Blockers:  0.073
Human Hepatotoxicity (H-HT):  0.082
Drug-inuced Liver Injury (DILI):  0.884
AMES Toxicity:  0.201
Rat Oral Acute Toxicity:  0.25
Maximum Recommended Daily Dose:  0.533
Skin Sensitization:  0.916
Carcinogencity:  0.633
Eye Corrosion:  0.007
Eye Irritation:  0.955
Respiratory Toxicity:  0.214

Download Data

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

  Natural Product: NPC172262

Natural Product ID:  NPC172262
Common Name*:   7-Hydroxy-2-(4-Hydroxyphenyl)Chromen-4-One
IUPAC Name:   7-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
Synonyms:   4',7-Dihydroxyflavone; 7,4'-Dihydroxyflavone
Standard InCHIKey:  LCAWNFIFMLXZPQ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-8,16-17H
SMILES:  Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL294878
PubChem CID:   5282073
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0001615] Flavones

*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
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. root n.a. PMID[11395279]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota whole plants n.a. n.a. PMID[11678652]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota whole plants Shawnee National Forest, Harrisburg, IL, US n.a. PMID[11678652]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. PMID[11754604]
NPO11059 Callicarpa japonica Species Lamiaceae Eukaryota n.a. leaf n.a. PMID[12165300]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. PMID[12419367]
NPO9646 Crotalaria pallida Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[12662101]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota Leaves n.a. n.a. PMID[12713396]
NPO9646 Crotalaria pallida Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[15013012]
NPO10262 Crotalaria assamica Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[15013012]
NPO23510 Vicia faba Species Fabaceae Eukaryota flowers n.a. n.a. PMID[16180811]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. root n.a. PMID[16441081]
NPO19240 Ligularia cymbulifera Species Asteraceae Eukaryota Roots n.a. n.a. PMID[16643057]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[16675659]
NPO8080 Sarcophyton elegans Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[18004813]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota leaves Kaohsiung, Taiwan 2006-SEP PMID[18986201]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota Fruits n.a. n.a. PMID[19296617]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota Roots Simao city, Yunnan Province, China 2007-MAY PMID[19374435]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota roots n.a. n.a. PMID[20022509]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[21123068]
NPO19832 Gambierdiscus toxicus Species Goniodomataceae Eukaryota n.a. n.a. n.a. PMID[21250701]
NPO9888 Lobophytum laevigatum Species Alcyoniidae Eukaryota n.a. Vietnamese n.a. PMID[21458279]
NPO9888 Lobophytum laevigatum Species Alcyoniidae Eukaryota n.a. Vietnamese soft coral n.a. PMID[21507644]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[21866899]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[22014228]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. branch n.a. PMID[22014228]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. leaf n.a. PMID[22014228]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. root n.a. PMID[22074222]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[22074222]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[23325115]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota Roots n.a. n.a. PMID[23541646]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. root n.a. PMID[23867078]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. rhizome n.a. PMID[23867078]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[24479468]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota roots n.a. n.a. PMID[24957203]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[25445757]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[25744461]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[26841168]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[28140583]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[28522265]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[29641206]
NPO40387 Trigonella stellata Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[29676912]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[32196343]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[7381508]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. formosan n.a. PMID[8864236]
NPO11059 Callicarpa japonica Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[9222055]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. PMID[9358644]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO27951 Vigna mungo Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO18599 Pangium edule Species Achariaceae Eukaryota n.a. n.a. Database[FooDB]
NPO23510 Vicia faba Species Fabaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO23510 Vicia faba Species Fabaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO27951 Vigna mungo Species Fabaceae Eukaryota Leaf Diffusate n.a. n.a. Database[FooDB]
NPO23510 Vicia faba Species Fabaceae Eukaryota Oil n.a. n.a. Database[FooDB]
NPO27951 Vigna mungo Species Fabaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO23510 Vicia faba Species Fabaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO27951 Vigna mungo Species Fabaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO23510 Vicia faba Species Fabaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO23510 Vicia faba Species Fabaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO15786 Umbilicaria esculenta Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9927 Crinum asiaticum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10262 Crotalaria assamica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14715 Trollius chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12465 Glycyrrhiza yunnanensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26788 Sophora viciifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11059 Callicarpa japonica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10262 Crotalaria assamica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9927 Crinum asiaticum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12465 Glycyrrhiza yunnanensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26788 Sophora viciifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16978 Entada phaseoloides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22636 Sterculia foetida Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15786 Umbilicaria esculenta Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14715 Trollius chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9646 Crotalaria pallida Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17749 Jackiella javanica Species Jackiellaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12465 Glycyrrhiza yunnanensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30647 Sophora vicllfolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22636 Sterculia foetida Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16978 Entada phaseoloides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16978 Entada phaseoloides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19571 Oreopteris quelpaertensis Species Thelypteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17222 Hesperis matronalis Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19370 Coprosma areolata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14715 Trollius chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18839 Lilium umbellatum Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19766 Viguiera linearis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8080 Sarcophyton elegans Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19706 Polyzonium rosalbum Species Polyzoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4499 Aglaia formosana Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18599 Pangium edule Species Achariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19306 Cortinarius orellanus Species Cortinariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17894 Rhus vulgaris Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19832 Gambierdiscus toxicus Species Goniodomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15786 Umbilicaria esculenta Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18163 Aulosira fertilissima Species Fortieaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO17749 Jackiella javanica Species Jackiellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10262 Crotalaria assamica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18041 Cladrastis platycarpa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18672 Senecio adenophyllus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19168 Solidago flexicaulis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21660 Magnolia montana Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14214 Sedum obtuso-lineare Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16776 Euphorbia amygdaloides Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18925 Artemisia rehan Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9927 Crinum asiaticum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15437 Aspergillus desertorum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11059 Callicarpa japonica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17350 Jatropha macrorhiza Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14249 Diplodia natalensis Species Botryosphaeriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16978 Entada phaseoloides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19631 Aphis pini Species Aphididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15481 Hypericum balearicum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17490 Trichophyton mentagrophytes Species Arthrodermataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7786 Lentinus tigrinus Species Lentinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO495 Daemonorops draco Species Arecaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13344 Helichrysum cephaloideum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27951 Vigna mungo Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22636 Sterculia foetida Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16316 Cylindrospermum muscicola Species 0stocaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO13727 Hemionitis japonica Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26788 Sophora viciifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16132 Bryum argenteum Species Bryaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10026 Mitracarpus scaber Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2354 Rhizobium leguminosarum Species Rhizobiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO11083 Avrainvillea longicaulis Species Udoteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18422 Stizolobium deeringianum n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO18345 Phora velutina Species Phoridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19010 Elephantopus hirtiflorus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9888 Lobophytum laevigatum Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12860 Clione antarctica Species Clionidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26532 Gmelina asiatica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18260 Eremanthus seidelii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23510 Vicia faba Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15119 Aphis graminum Species Aphididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9646 Crotalaria pallida Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12465 Glycyrrhiza yunnanensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19086 Nematolepis phebalioides Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19240 Ligularia cymbulifera 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
NPO23510 NPC172262 Raw n.a. 0.049999999 n.a. n.a. mg/100g Database [PHENOL EXPLORER]

☑ 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
NPT3102 Individual Protein Beta-glucuronidase Rattus norvegicus IC50 = 13700.0 nM PMID[481750]
NPT3103 Individual Protein Lysozyme C Rattus norvegicus IC50 > 30000.0 nM PMID[481750]
NPT145 Individual Protein Mu opioid receptor Homo sapiens Ke = 480.0 nM PMID[481751]
NPT271 Individual Protein Delta opioid receptor Homo sapiens Ke = 2090.0 nM PMID[481751]
NPT272 Individual Protein Kappa opioid receptor Homo sapiens Ke = 1610.0 nM PMID[481751]
NPT13 Individual Protein Tyrosine-protein kinase LCK Homo sapiens IC50 = 200.0 ug.mL-1 PMID[481753]
NPT1338 Individual Protein Sialidase 2 Homo sapiens IC50 = 470000.0 nM PMID[481756]
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens IC50 = 2.0 nM PMID[481757]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 7943.3 nM PMID[481758]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 794.3 nM PMID[481758]
NPT442 Individual Protein Ferritin light chain Equus caballus Potency = 35481.3 nM PMID[481758]
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens Potency = 10000.0 nM PMID[481758]
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 10000.0 nM PMID[481758]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 7943.3 nM PMID[481758]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = -1.5 % PMID[481759]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = -3.9 % PMID[481759]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = -8.1 % PMID[481759]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = -5.7 % PMID[481759]
NPT501 Individual Protein Alpha-galactosidase A Homo sapiens Potency n.a. 39810.7 nM PMID[481758]
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens FC = 5.9 n.a. PMID[481760]
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens FC = 3.5 n.a. PMID[481760]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 29092.9 nM PMID[481758]
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Inhibition < 50.0 % PMID[481762]
NPT570 Individual Protein Arachidonate 5-lipoxygenase Homo sapiens Inhibition < 50.0 % PMID[481763]
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 50000.0 nM PMID[481765]
NPT3117 Individual Protein Glutaminyl-peptide cyclotransferase Homo sapiens Inhibition = 71.8 % PMID[481766]
NPT3117 Individual Protein Glutaminyl-peptide cyclotransferase Homo sapiens IC50 = 45200.0 nM PMID[481766]
NPT1443 Individual Protein Pyruvate dehydrogenase kinase isoform 1 Homo sapiens Inhibition = 12.81 % PMID[481768]
NPT1634 Individual Protein Myeloperoxidase Homo sapiens IC50 = 5790.0 nM PMID[481769]
NPT83 Cell Line MCF7 Homo sapiens GI = 11.0 % PMID[481770]
NPT660 Cell Line SW480 Homo sapiens GI = 22.0 % PMID[481770]
NPT65 Cell Line HepG2 Homo sapiens GI = 18.0 % PMID[481770]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 5.0 % PMID[481770]
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Inhibition = 55.0 % PMID[481770]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens FC = 1.23 n.a. PMID[481771]
NPT2266 Individual Protein Fructose-1,6-bisphosphatase Homo sapiens Inhibition < 20.0 % PMID[481774]
NPT711 Individual Protein Aldose reductase Bos taurus IC50 = 13630.0 nM PMID[481748]
NPT2731 Protein Family Monoamine oxidase Homo sapiens IC50 = 30.0 nM PMID[481749]
NPT29 Organism Rattus norvegicus Rattus norvegicus IC50 > 30000.0 nM PMID[481750]
NPT32 Organism Mus musculus Mus musculus IC50 > 30000.0 nM PMID[481750]
NPT2 Others Unspecified Ratio Ki = 0.3 n.a. PMID[481751]
NPT2 Others Unspecified Ratio Ki = 1.3 n.a. PMID[481751]
NPT2 Others Unspecified IC50 = 43.0 ug.mL-1 PMID[481752]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 100000.0 nM PMID[481754]
NPT99 Individual Protein Peroxisome proliferator-activated receptor gamma Homo sapiens FC = 1.3 n.a. PMID[481755]
NPT99 Individual Protein Peroxisome proliferator-activated receptor gamma Homo sapiens FC = 5.0 n.a. PMID[481755]
NPT866 Individual Protein Peroxisome proliferator-activated receptor alpha Homo sapiens FC = 1.5 n.a. PMID[481755]
NPT866 Individual Protein Peroxisome proliferator-activated receptor alpha Homo sapiens FC = 2.6 n.a. PMID[481755]
NPT2 Others Unspecified Ratio IC50 < 0.5 n.a. PMID[481756]
NPT2 Others Unspecified IC50 > 1000000.0 nM PMID[481756]
NPT93 Individual Protein Survival motor neuron protein Homo sapiens Potency = 35481.3 nM PMID[481758]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 8912.5 nM PMID[481758]
NPT2 Others Unspecified Inhibition < 40.0 % PMID[481761]
NPT2 Others Unspecified IC50 = 26900.0 nM PMID[481761]
NPT27 Others Unspecified Activity > 98.0 % PMID[481761]
NPT2 Others Unspecified Potency n.a. 446.7 nM PMID[481758]
NPT35 Others n.a. LogD7.4 n.a. 3.2 n.a. PMID[481764]
NPT35 Others n.a. Solubility n.a. 2300.0 nM PMID[481764]
NPT2 Others Unspecified Potency n.a. 2818.4 nM PMID[481758]
NPT2 Others Unspecified IC50 = 14000.0 nM PMID[481767]
NPT2 Others Unspecified Inhibition = 0.0 % PMID[481770]
NPT2 Others Unspecified Inhibition = 11.0 % PMID[481770]
NPT22466 SINGLE PROTEIN Inositol hexakisphosphate kinase 2 Homo sapiens IC50 = 18300.0 nM PMID[481773]
NPT22467 SINGLE PROTEIN Inositol polyphosphate multikinase Homo sapiens IC50 > 30000.0 nM PMID[481773]
NPT2 Others Unspecified Ratio IC50 > 1.6 n.a. PMID[481773]

☑ 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 NPC172262 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
0.9922 High Similarity NPC78540
0.9922 High Similarity NPC213216
0.9922 High Similarity NPC57601
0.9922 High Similarity NPC50898
0.9922 High Similarity NPC274121
0.9771 High Similarity NPC299379
0.9771 High Similarity NPC266597
0.9771 High Similarity NPC250266
0.9769 High Similarity NPC9985
0.9769 High Similarity NPC239495
0.9766 High Similarity NPC113006
0.9695 High Similarity NPC29353
0.9695 High Similarity NPC127447
0.9695 High Similarity NPC187432
0.9695 High Similarity NPC124784
0.9695 High Similarity NPC234133
0.9695 High Similarity NPC473887
0.9695 High Similarity NPC281917
0.9695 High Similarity NPC47815
0.9695 High Similarity NPC216361
0.9695 High Similarity NPC256042
0.9695 High Similarity NPC13408
0.9695 High Similarity NPC231772
0.9695 High Similarity NPC194281
0.9695 High Similarity NPC116775
0.9621 High Similarity NPC228661
0.9621 High Similarity NPC290291
0.9621 High Similarity NPC275055
0.9552 High Similarity NPC269652
0.9552 High Similarity NPC281207
0.9552 High Similarity NPC261227
0.9552 High Similarity NPC270883
0.9552 High Similarity NPC172986
0.9549 High Similarity NPC99333
0.9549 High Similarity NPC329225
0.9549 High Similarity NPC147686
0.9549 High Similarity NPC201395
0.9549 High Similarity NPC280284
0.9549 High Similarity NPC188947
0.9549 High Similarity NPC472460
0.9542 High Similarity NPC248872
0.9535 High Similarity NPC137264
0.9535 High Similarity NPC270369
0.9535 High Similarity NPC5515
0.9531 High Similarity NPC197425
0.9481 High Similarity NPC118840
0.9481 High Similarity NPC136840
0.9481 High Similarity NPC64908
0.9481 High Similarity NPC147688
0.9481 High Similarity NPC110969
0.9481 High Similarity NPC205006
0.9481 High Similarity NPC156590
0.9478 High Similarity NPC18260
0.9478 High Similarity NPC152042
0.9478 High Similarity NPC261234
0.9478 High Similarity NPC96565
0.9478 High Similarity NPC241838
0.9478 High Similarity NPC220062
0.9478 High Similarity NPC216978
0.9478 High Similarity NPC78913
0.9478 High Similarity NPC55018
0.9478 High Similarity NPC301217
0.9478 High Similarity NPC303633
0.9478 High Similarity NPC143799
0.9474 High Similarity NPC287246
0.9474 High Similarity NPC160972
0.9474 High Similarity NPC107586
0.9474 High Similarity NPC84585
0.9474 High Similarity NPC32441
0.9474 High Similarity NPC243083
0.9474 High Similarity NPC12296
0.9474 High Similarity NPC296490
0.9474 High Similarity NPC13768
0.9474 High Similarity NPC476480
0.9474 High Similarity NPC295261
0.9474 High Similarity NPC254841
0.9474 High Similarity NPC188879
0.9474 High Similarity NPC79943
0.947 High Similarity NPC39426
0.947 High Similarity NPC234560
0.9462 High Similarity NPC31872
0.9462 High Similarity NPC473584
0.9462 High Similarity NPC475589
0.9457 High Similarity NPC39753
0.9457 High Similarity NPC115998
0.9412 High Similarity NPC226636
0.9412 High Similarity NPC11561
0.9407 High Similarity NPC146679
0.9407 High Similarity NPC184536
0.9407 High Similarity NPC305355
0.9407 High Similarity NPC235239
0.9407 High Similarity NPC475680
0.9407 High Similarity NPC241100
0.9407 High Similarity NPC230285
0.9407 High Similarity NPC69769
0.9407 High Similarity NPC103342
0.9407 High Similarity NPC103904
0.9407 High Similarity NPC59951
0.9407 High Similarity NPC159275
0.9403 High Similarity NPC118813
0.9403 High Similarity NPC124269
0.9398 High Similarity NPC240593
0.9398 High Similarity NPC235428
0.9398 High Similarity NPC87545
0.9389 High Similarity NPC212631
0.9389 High Similarity NPC257756
0.9389 High Similarity NPC25937
0.9389 High Similarity NPC10971
0.9389 High Similarity NPC205468
0.9389 High Similarity NPC87231
0.9389 High Similarity NPC128216
0.9389 High Similarity NPC129132
0.9375 High Similarity NPC22783
0.9343 High Similarity NPC38219
0.9338 High Similarity NPC3188
0.9338 High Similarity NPC103362
0.9338 High Similarity NPC262094
0.9338 High Similarity NPC282300
0.9338 High Similarity NPC90582
0.9338 High Similarity NPC14871
0.9333 High Similarity NPC274784
0.9333 High Similarity NPC53181
0.9333 High Similarity NPC150648
0.9333 High Similarity NPC329203
0.9333 High Similarity NPC20709
0.9333 High Similarity NPC265871
0.9333 High Similarity NPC310135
0.9333 High Similarity NPC316480
0.9333 High Similarity NPC222342
0.9333 High Similarity NPC217186
0.9333 High Similarity NPC225153
0.9328 High Similarity NPC303644
0.9328 High Similarity NPC212767
0.9328 High Similarity NPC209560
0.9328 High Similarity NPC162680
0.9328 High Similarity NPC294409
0.9328 High Similarity NPC181124
0.9328 High Similarity NPC116632
0.9328 High Similarity NPC7013
0.9323 High Similarity NPC151113
0.9318 High Similarity NPC56031
0.9318 High Similarity NPC192304
0.9318 High Similarity NPC139813
0.9318 High Similarity NPC337373
0.9318 High Similarity NPC188646
0.9318 High Similarity NPC108113
0.9318 High Similarity NPC472365
0.9318 High Similarity NPC175098
0.9318 High Similarity NPC263670
0.9318 High Similarity NPC242294
0.9318 High Similarity NPC312318
0.9318 High Similarity NPC223457
0.9318 High Similarity NPC93756
0.9313 High Similarity NPC278556
0.9313 High Similarity NPC308037
0.9313 High Similarity NPC64359
0.9313 High Similarity NPC284424
0.9313 High Similarity NPC262359
0.9313 High Similarity NPC313618
0.9308 High Similarity NPC185497
0.9275 High Similarity NPC311741
0.9275 High Similarity NPC70136
0.9275 High Similarity NPC234629
0.927 High Similarity NPC78803
0.927 High Similarity NPC217083
0.927 High Similarity NPC473042
0.927 High Similarity NPC299080
0.927 High Similarity NPC144499
0.927 High Similarity NPC202981
0.927 High Similarity NPC159855
0.927 High Similarity NPC169479
0.927 High Similarity NPC293852
0.927 High Similarity NPC59739
0.927 High Similarity NPC200694
0.927 High Similarity NPC214236
0.927 High Similarity NPC62840
0.9265 High Similarity NPC76445
0.9265 High Similarity NPC110228
0.9265 High Similarity NPC129853
0.9265 High Similarity NPC188243
0.9265 High Similarity NPC150522
0.9265 High Similarity NPC6407
0.9265 High Similarity NPC284550
0.9259 High Similarity NPC276905
0.9259 High Similarity NPC55162
0.9259 High Similarity NPC279668
0.9259 High Similarity NPC90665
0.9259 High Similarity NPC12175
0.9259 High Similarity NPC309154
0.9259 High Similarity NPC278323
0.9254 High Similarity NPC193792
0.9248 High Similarity NPC286336
0.9248 High Similarity NPC125920
0.9242 High Similarity NPC101294
0.9242 High Similarity NPC473655
0.9231 High Similarity NPC60558
0.9203 High Similarity NPC221432
0.9203 High Similarity NPC75049
0.9203 High Similarity NPC150408
0.9203 High Similarity NPC24821

  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 NPC172262 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
0.9549 High Similarity NPD1549 Phase 2
0.9474 High Similarity NPD1550 Clinical (unspecified phase)
0.9474 High Similarity NPD1552 Clinical (unspecified phase)
0.947 High Similarity NPD1510 Phase 2
0.9313 High Similarity NPD1240 Approved
0.9203 High Similarity NPD1511 Approved
0.9173 High Similarity NPD1607 Approved
0.9137 High Similarity NPD4378 Clinical (unspecified phase)
0.9137 High Similarity NPD7410 Clinical (unspecified phase)
0.9071 High Similarity NPD1512 Approved
0.8971 High Similarity NPD2796 Approved
0.8849 High Similarity NPD3750 Approved
0.8696 High Similarity NPD1551 Phase 2
0.869 High Similarity NPD4380 Phase 2
0.8662 High Similarity NPD6799 Approved
0.8639 High Similarity NPD2801 Approved
0.8636 High Similarity NPD1203 Approved
0.863 High Similarity NPD7411 Suspended
0.8591 High Similarity NPD4381 Clinical (unspecified phase)
0.8571 High Similarity NPD970 Clinical (unspecified phase)
0.8571 High Similarity NPD1934 Approved
0.8514 High Similarity NPD2393 Clinical (unspecified phase)
0.8489 Intermediate Similarity NPD3748 Approved
0.8467 Intermediate Similarity NPD3749 Approved
0.8467 Intermediate Similarity NPD7075 Discontinued
0.8456 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8446 Intermediate Similarity NPD6801 Discontinued
0.84 Intermediate Similarity NPD3882 Suspended
0.8389 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8389 Intermediate Similarity NPD7819 Suspended
0.838 Intermediate Similarity NPD1243 Approved
0.8356 Intermediate Similarity NPD5403 Approved
0.8345 Intermediate Similarity NPD5401 Approved
0.8321 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8311 Intermediate Similarity NPD6599 Discontinued
0.8308 Intermediate Similarity NPD1548 Phase 1
0.8271 Intermediate Similarity NPD9717 Approved
0.8252 Intermediate Similarity NPD2800 Approved
0.8252 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8239 Intermediate Similarity NPD2344 Approved
0.8212 Intermediate Similarity NPD3817 Phase 2
0.8207 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8201 Intermediate Similarity NPD943 Approved
0.8195 Intermediate Similarity NPD422 Phase 1
0.8195 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8188 Intermediate Similarity NPD2313 Discontinued
0.8158 Intermediate Similarity NPD7768 Phase 2
0.8153 Intermediate Similarity NPD3818 Discontinued
0.8141 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8108 Intermediate Similarity NPD920 Approved
0.8095 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD6166 Phase 2
0.8025 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8015 Intermediate Similarity NPD3225 Approved
0.8014 Intermediate Similarity NPD2309 Approved
0.7987 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD7054 Approved
0.7974 Intermediate Similarity NPD5402 Approved
0.7972 Intermediate Similarity NPD2799 Discontinued
0.7972 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7958 Intermediate Similarity NPD6651 Approved
0.7949 Intermediate Similarity NPD6959 Discontinued
0.7937 Intermediate Similarity NPD7472 Approved
0.7929 Intermediate Similarity NPD3268 Approved
0.7926 Intermediate Similarity NPD1610 Phase 2
0.7922 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD2935 Discontinued
0.7914 Intermediate Similarity NPD6832 Phase 2
0.7899 Intermediate Similarity NPD2798 Approved
0.7888 Intermediate Similarity NPD6797 Phase 2
0.7847 Intermediate Similarity NPD4308 Phase 3
0.784 Intermediate Similarity NPD7251 Discontinued
0.7826 Intermediate Similarity NPD2797 Approved
0.7826 Intermediate Similarity NPD7074 Phase 3
0.7801 Intermediate Similarity NPD1296 Phase 2
0.7793 Intermediate Similarity NPD6100 Approved
0.7793 Intermediate Similarity NPD6099 Approved
0.7792 Intermediate Similarity NPD1465 Phase 2
0.7791 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD7808 Phase 3
0.7778 Intermediate Similarity NPD5953 Discontinued
0.7771 Intermediate Similarity NPD5494 Approved
0.7764 Intermediate Similarity NPD7286 Phase 2
0.7763 Intermediate Similarity NPD3226 Approved
0.7761 Intermediate Similarity NPD9545 Approved
0.7744 Intermediate Similarity NPD9493 Approved
0.7742 Intermediate Similarity NPD4288 Approved
0.7724 Intermediate Similarity NPD7033 Discontinued
0.7707 Intermediate Similarity NPD919 Approved
0.7703 Intermediate Similarity NPD4628 Phase 3
0.7698 Intermediate Similarity NPD3267 Approved
0.7698 Intermediate Similarity NPD3266 Approved
0.7676 Intermediate Similarity NPD411 Approved
0.7673 Intermediate Similarity NPD6232 Discontinued
0.766 Intermediate Similarity NPD4908 Phase 1
0.766 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7652 Intermediate Similarity NPD1241 Discontinued
0.764 Intermediate Similarity NPD7473 Discontinued
0.7639 Intermediate Similarity NPD1933 Approved
0.7639 Intermediate Similarity NPD447 Suspended
0.7635 Intermediate Similarity NPD2654 Approved
0.7622 Intermediate Similarity NPD6559 Discontinued
0.7619 Intermediate Similarity NPD2346 Discontinued
0.7616 Intermediate Similarity NPD2534 Approved
0.7616 Intermediate Similarity NPD2532 Approved
0.7616 Intermediate Similarity NPD2533 Approved
0.761 Intermediate Similarity NPD1247 Approved
0.7609 Intermediate Similarity NPD1608 Approved
0.7609 Intermediate Similarity NPD1481 Phase 2
0.7603 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7589 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7584 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7571 Intermediate Similarity NPD1470 Approved
0.7569 Intermediate Similarity NPD4307 Phase 2
0.7552 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7552 Intermediate Similarity NPD3764 Approved
0.7536 Intermediate Similarity NPD1535 Discovery
0.7536 Intermediate Similarity NPD1201 Approved
0.7518 Intermediate Similarity NPD1019 Discontinued
0.7517 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD230 Phase 1
0.7516 Intermediate Similarity NPD3926 Phase 2
0.7482 Intermediate Similarity NPD3972 Approved
0.7455 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD1613 Approved
0.7447 Intermediate Similarity NPD1164 Approved
0.7439 Intermediate Similarity NPD5844 Phase 1
0.7434 Intermediate Similarity NPD7390 Discontinued
0.7413 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7412 Intermediate Similarity NPD4287 Approved
0.7405 Intermediate Similarity NPD74 Approved
0.7405 Intermediate Similarity NPD9266 Approved
0.7405 Intermediate Similarity NPD2296 Approved
0.7403 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD1729 Discontinued
0.7391 Intermediate Similarity NPD17 Approved
0.7383 Intermediate Similarity NPD1471 Phase 3
0.7356 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7341 Intermediate Similarity NPD4363 Phase 3
0.7341 Intermediate Similarity NPD4360 Phase 2
0.7328 Intermediate Similarity NPD9264 Approved
0.7328 Intermediate Similarity NPD9263 Approved
0.7328 Intermediate Similarity NPD9267 Approved
0.7328 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD2354 Approved
0.7299 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD4361 Phase 2
0.7279 Intermediate Similarity NPD5124 Phase 1
0.7279 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD3751 Discontinued
0.7273 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD1894 Discontinued
0.7241 Intermediate Similarity NPD4625 Phase 3
0.7226 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD6104 Discontinued
0.72 Intermediate Similarity NPD5404 Approved
0.72 Intermediate Similarity NPD5408 Approved
0.72 Intermediate Similarity NPD5406 Approved
0.72 Intermediate Similarity NPD5405 Approved
0.7192 Intermediate Similarity NPD6798 Discontinued
0.7183 Intermediate Similarity NPD4749 Approved
0.7171 Intermediate Similarity NPD1652 Phase 2
0.717 Intermediate Similarity NPD6844 Discontinued
0.7169 Intermediate Similarity NPD5940 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6585 Discontinued
0.7152 Intermediate Similarity NPD2353 Approved
0.7143 Intermediate Similarity NPD7440 Discontinued
0.7133 Intermediate Similarity NPD1876 Approved
0.7113 Intermediate Similarity NPD9269 Phase 2
0.7107 Intermediate Similarity NPD5889 Approved
0.7107 Intermediate Similarity NPD5890 Approved
0.7103 Intermediate Similarity NPD9494 Approved
0.7099 Intermediate Similarity NPD6971 Discontinued
0.7097 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD3142 Approved
0.7095 Intermediate Similarity NPD3140 Approved
0.7089 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD7458 Discontinued
0.708 Intermediate Similarity NPD9281 Approved
0.7071 Intermediate Similarity NPD9268 Approved
0.7051 Intermediate Similarity NPD4662 Approved
0.7051 Intermediate Similarity NPD4661 Approved
0.7045 Intermediate Similarity NPD9697 Approved
0.7039 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD5710 Approved
0.703 Intermediate Similarity NPD3787 Discontinued
0.703 Intermediate Similarity NPD5711 Approved
0.7027 Intermediate Similarity NPD6233 Phase 2
0.7025 Intermediate Similarity NPD1653 Approved
0.7023 Intermediate Similarity NPD9261 Approved
0.7013 Intermediate Similarity NPD7003 Approved
0.7006 Intermediate Similarity NPD5049 Phase 3

  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