Structure

Physi-Chem Properties

Molecular Weight:  312.1
Volume:  317.074
LogP:  3.914
LogD:  3.115
LogS:  -5.651
# Rotatable Bonds:  4
TPSA:  57.9
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.738
Synthetic Accessibility Score:  2.016
Fsp3:  0.167
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:  -4.654
MDCK Permeability:  5.062019044999033e-05
Pgp-inhibitor:  0.999
Pgp-substrate:  0.002
Human Intestinal Absorption (HIA):  0.007
20% Bioavailability (F20%):  0.009
30% Bioavailability (F30%):  0.945

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.094
Plasma Protein Binding (PPB):  84.11851501464844%
Volume Distribution (VD):  0.918
Pgp-substrate:  11.623589515686035%

ADMET: Metabolism

CYP1A2-inhibitor:  0.954
CYP1A2-substrate:  0.965
CYP2C19-inhibitor:  0.824
CYP2C19-substrate:  0.39
CYP2C9-inhibitor:  0.831
CYP2C9-substrate:  0.94
CYP2D6-inhibitor:  0.412
CYP2D6-substrate:  0.948
CYP3A4-inhibitor:  0.82
CYP3A4-substrate:  0.431

ADMET: Excretion

Clearance (CL):  5.899
Half-life (T1/2):  0.227

ADMET: Toxicity

hERG Blockers:  0.227
Human Hepatotoxicity (H-HT):  0.15
Drug-inuced Liver Injury (DILI):  0.916
AMES Toxicity:  0.693
Rat Oral Acute Toxicity:  0.061
Maximum Recommended Daily Dose:  0.412
Skin Sensitization:  0.525
Carcinogencity:  0.108
Eye Corrosion:  0.005
Eye Irritation:  0.799
Respiratory Toxicity:  0.547

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  Natural Product: NPC101294

Natural Product ID:  NPC101294
Common Name*:   Trimethylapigenin
IUPAC Name:   5,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one
Synonyms:   4',5,7-Trimethoxyflavone; Trimethylapigenin
Standard InCHIKey:  ZXJJBDHPUHUUHD-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C18H16O5/c1-20-12-6-4-11(5-7-12)15-10-14(19)18-16(22-3)8-13(21-2)9-17(18)23-15/h4-10H,1-3H3
SMILES:  COc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2OC)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1087720
PubChem CID:   79730
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0002585] O-methylated flavonoids
          • [CHEMONTID:0002592] 7-O-methylated flavonoids

*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
NPO15117 Chromolaena odorata Species Asteraceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0031-9422(00)88710-5]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[10096857]
NPO1373 Pulsatilla chinensis Species Ranunculaceae Eukaryota n.a. root n.a. PMID[10514313]
NPO1373 Pulsatilla chinensis Species Ranunculaceae Eukaryota roots n.a. n.a. PMID[10514313]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. fruit n.a. PMID[10606547]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. fruit n.a. PMID[10606547]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[10606602]
NPO27986 Lonchocarpus chiricanus Species Fabaceae Eukaryota Root barks n.a. n.a. PMID[11421729]
NPO1373 Pulsatilla chinensis Species Ranunculaceae Eukaryota roots n.a. n.a. PMID[11575962]
NPO25415 Pseudopterogorgia kallos Species Gorgoniidae Eukaryota n.a. n.a. n.a. PMID[15128261]
NPO27695 Centaurea sonchifolia Species n.a. n.a. n.a. n.a. n.a. PMID[1624943]
NPO27600 Boesenbergia pandurata Species Zingiberaceae Eukaryota rhizomes Pindaya Township, Shan State, Myanmar 2004-NOV PMID[17896818]
NPO24744 Chloranthus tianmushanensis Species Chloranthaceae Eukaryota leaves n.a. n.a. PMID[18357995]
NPO24475 Aceriphyllum rossii n.a. n.a. n.a. n.a. n.a. n.a. PMID[19618898]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. flower n.a. PMID[21916433]
NPO15117 Chromolaena odorata Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23186307]
NPO23805 Arnica nevadensis Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23501116]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23507152]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota flower buds n.a. n.a. PMID[23558238]
NPO22194 Kaempferia pulchra Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[25919052]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[27228307]
NPO27600 Boesenbergia pandurata Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[27508308]
NPO27600 Boesenbergia pandurata Species Zingiberaceae Eukaryota Rhizomes n.a. n.a. PMID[28099006]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota Roots n.a. n.a. PMID[31150241]
NPO22194 Kaempferia pulchra Species Zingiberaceae Eukaryota Rhizomes n.a. n.a. PMID[31836445]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[31860304]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[32223193]
NPO19745 Esox lucius Species Esocidae Eukaryota n.a. n.a. n.a. PMID[3349210]
NPO28159 Rubia akane Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[8176404]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota Root Bark n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO19745 Esox lucius Species Esocidae Eukaryota n.a. n.a. Database[FooDB]
NPO19745 Esox lucius Species Esocidae Eukaryota n.a. n.a. Database[FooDB]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota Fruit Juice n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Leaf Essent. Oil n.a. n.a. Database[FooDB]
NPO22736 Drosera peltata Species Droseraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21600 Aconitum variegatum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25258 Seriphidium cinum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1373 Pulsatilla chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6714 Securidaca inappendiculata Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25045 Senecio squalidus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30045 Citrus grandis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25359 Isodon kameba Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25623 Taxodium mucronatum Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10011 Myrsine capitellata Species Primulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22500 Stephania dielsiana Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12373 Vinca minor Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO25623 Taxodium mucronatum Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12373 Vinca minor Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22500 Stephania dielsiana Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6413 Viguiera stenoloba Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27882 Boswellia ovalifoliolata Species Burseraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10011 Myrsine capitellata Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25045 Senecio squalidus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27397 Drymaria cordata Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15117 Chromolaena odorata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23156 Maclura cochinchinensis Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25258 Seriphidium cinum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21600 Aconitum variegatum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1373 Pulsatilla chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6714 Securidaca inappendiculata Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25359 Isodon kameba Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22736 Drosera peltata Species Droseraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7135 Mollugo spergula Species Molluginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1373 Pulsatilla chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO31311 Citrus reticulate Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30045 Citrus grandis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21600 Aconitum variegatum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25258 Seriphidium cinum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30045 Citrus grandis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[Title]
NPO1373 Pulsatilla chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19787 Citrus sinensis Species Rutaceae 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]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO6714 Securidaca inappendiculata Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28412 Amorphophallus konjac Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27145 Euphorbia hylonoma Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24291 Rhizobium phaseoli Species Rhizobiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO27614 Salix rosmarinifolia Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27816 Pterocaulon serrulatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27637 Heliotropium scabrum Species Heliotropiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2030 Mimosa pigra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19745 Esox lucius Species Esocidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24475 Aceriphyllum rossii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO17337 Centaurea scoparia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9354 Lepechinia urbanii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8961 Bethencourtia palmensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15117 Chromolaena odorata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25499 Campanula choziatowskyi Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12598 Osteospermum fruticosum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1373 Pulsatilla chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12241 Hypericum reflexum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25415 Pseudopterogorgia kallos Species Gorgoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20584 Cheilanthes fragrans Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28313 Mentzelia decapetala Species Loasaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27695 Centaurea sonchifolia Species n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO27397 Drymaria cordata Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25291 Lactarius scrobiculatus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28044 Erythrina hypaphorus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25144 Artemisia monogyna Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25090 Araujia sericifera Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26321 Salvia patens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11625 Markhamia stipulata Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20823 Stenostomum lucidum Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10011 Myrsine capitellata Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24744 Chloranthus tianmushanensis Species Chloranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6864 Lactarius spinosulus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24556 Bassia butyracea Species Abylidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28289 Nepytia freemani Species Geometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23805 Arnica nevadensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23453 Pheidole pallidula Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28206 Aniba santalodora Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26342 Dialium excelsum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26128 Clonostachys rosea Species Bionectriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16156 Mucuna holtonii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13327 Phomopsis leptostromiformis Species Valsaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7135 Mollugo spergula Species Molluginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27854 Sphaeria rousseliana n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO24675 Quercus aegilops Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28083 Salvia lavanduloides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24383 Ficus formosana Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28665 Sesbania punicea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27916 Hardenbergia violacea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5970.1 Petunia axillaris subsp. parodii Subspecies Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25326 Dendrosenecio kilimanjari Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24640 Echinops amplexicaulis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27600 Boesenbergia pandurata Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11342 Sideritis trojana Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23156 Maclura cochinchinensis Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23567 Coccus fagi Species Coccidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4164 Salvia virgata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26476 Preussia terricola Species Sporormiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11849 Cynoglossum macrostylum Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25187 Cladonia evansii Species Cladoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22736 Drosera peltata Species Droseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22500 Stephania dielsiana Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7552 Alligator mississippiensis Species Alligatoridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21344 Fadogia agrestis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24218 Fusarium gibbosum Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23963 Odixia angusta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1184 Colchicum filifolium Species Colchicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16298 Quercus marilandica Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21600 Aconitum variegatum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27506 Orgyia pseudotsugata Species Lymantriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25234 Epaltes gariepina Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27986 Lonchocarpus chiricanus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24987 Simira eliezeriana Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28003 Astragalus circassicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27642 Podocarpus dacrydioides Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22194 Kaempferia pulchra Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28385 Iris kashmiriana Species Tarachodidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27882 Boswellia ovalifoliolata Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12373 Vinca minor Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18352 Anaxagorea clavata Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28063 Beilschmiedia madang Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21534 Ostrya carpinifolia Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9162 Nicotiana affinis Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26042 Agnorhiza bolanderi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25835 Parmotrema nilgherrense Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27455 Dysidea fragilis Species Dysideidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24068 Prunus laurocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25671 Gardenia fosbergii Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27613 Helleborus macranthus Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25623 Taxodium mucronatum Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23691 Pyrosoma giganteum Species Pyrosomatidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2471 Axinyssa variabilis Species Halichondriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25471 Chromolaena pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27338 Senecio platyphylloides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20833 Beyeria brevifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24511 Dipterocarpus alatus Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19383 Lactarius mitissimus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7445 Pteris prolifera Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27234 Thalassiosira weissflogii Species Thalassiosiraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1794 Ilex affinis Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6413 Viguiera stenoloba Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15456 Sideritis soluta Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28159 Rubia akane Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25390 Pterocarpus grandiflorus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24929 Aria pallescens Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5805 Chlorociboria aeruginascens Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25258 Seriphidium cinum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO944 Senecio sandersonii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27702 Matricaria sabulosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24830 Prosopis glandulosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25045 Senecio squalidus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27057 Matsucoccus josephi Species Margarodidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26553 Lemonia spectabilis Species Lemoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24599 Streptomyces althioticus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO25699 Vitex madiensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25359 Isodon kameba Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25529 Bursaria spinosa Species Pittosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28426 Etmopterus spinax Species Etmopteridae 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
NPT520 Cell Line 3T3-L1 Mus musculus Activity = -17.2 % PMID[534735]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 14.1 % PMID[534735]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 16.7 % PMID[534735]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = -83.0 % PMID[534735]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 5.6 % PMID[534735]
NPT1380 Individual Protein Avian myoblastosis virus polyprotein II Avian myeloblastosis virus Inhibition = 45.6 % PMID[534739]
NPT113 Cell Line RAW264.7 Mus musculus Activity = 102.62 % PMID[534741]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 27.2 % PMID[534741]
NPT21 Organism Aspergillus niger Aspergillus niger MIC > 800000.0 nM PMID[534736]
NPT2 Others Unspecified Inhibition = 89.93 % PMID[534737]
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 1400.0 nM PMID[534738]
NPT27 Others Unspecified Drug excretion = 1.76 % PMID[534740]
NPT27 Others Unspecified Drug excretion = 1.77 % PMID[534740]
NPT27 Others Unspecified Tmax = 3.14 hr PMID[534740]
NPT632 Tissue Brain Rattus norvegicus Tmax = 3.43 hr PMID[534740]
NPT21823 TISSUE Lung Rattus norvegicus Tmax = 1.76 hr PMID[534740]
NPT1590 Tissue Kidney Rattus norvegicus Tmax = 3.43 hr PMID[534740]
NPT1593 Tissue Liver Rattus norvegicus Tmax = 2.64 hr PMID[534740]
NPT27 Others Unspecified Cmax = 1.1 ug/g PMID[534740]
NPT632 Tissue Brain Rattus norvegicus Cmax = 1.43 ug/g PMID[534740]
NPT21823 TISSUE Lung Rattus norvegicus Cmax = 1.41 ug/g PMID[534740]
NPT1590 Tissue Kidney Rattus norvegicus Cmax = 1.64 ug/g PMID[534740]
NPT1593 Tissue Liver Rattus norvegicus Cmax = 3.01 ug/g PMID[534740]
NPT27 Others Unspecified AUC = 1.96 ug.hr/g PMID[534740]
NPT632 Tissue Brain Rattus norvegicus AUC = 2.5 ug.hr/g PMID[534740]
NPT21823 TISSUE Lung Rattus norvegicus AUC = 1.88 ug.hr/g PMID[534740]
NPT1590 Tissue Kidney Rattus norvegicus AUC = 3.01 ug.hr/g PMID[534740]
NPT1593 Tissue Liver Rattus norvegicus AUC = 7.83 ug.hr/g PMID[534740]
NPT29 Organism Rattus norvegicus Rattus norvegicus F = 1.75 % PMID[534740]
NPT29 Organism Rattus norvegicus Rattus norvegicus ka = 8.53 /hr PMID[534740]
NPT29 Organism Rattus norvegicus Rattus norvegicus Vd = 2385.1 ml PMID[534740]
NPT29 Organism Rattus norvegicus Rattus norvegicus Cmax = 0.88 ug.mL-1 PMID[534740]
NPT29 Organism Rattus norvegicus Rattus norvegicus Tmax = 0.85 hr PMID[534740]
NPT29 Organism Rattus norvegicus Rattus norvegicus CL = 6.3 ml/hr PMID[534740]
NPT29 Organism Rattus norvegicus Rattus norvegicus CL = 337.0 ml/hr PMID[534740]
NPT29 Organism Rattus norvegicus Rattus norvegicus Ke = 0.32 /hr PMID[534740]
NPT29 Organism Rattus norvegicus Rattus norvegicus Ke = 0.15 /hr PMID[534740]
NPT29 Organism Rattus norvegicus Rattus norvegicus T1/2 = 4.19 hr PMID[534740]
NPT29 Organism Rattus norvegicus Rattus norvegicus T1/2 = 5.04 hr PMID[534740]
NPT29 Organism Rattus norvegicus Rattus norvegicus AUC = 275660.0 ng.hr.mL-1 PMID[534740]
NPT29 Organism Rattus norvegicus Rattus norvegicus AUC = 6960.0 ng.hr.mL-1 PMID[534740]

☑ 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 NPC101294 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC473655
0.9921 High Similarity NPC278556
0.9764 High Similarity NPC284424
0.9692 High Similarity NPC161196
0.9692 High Similarity NPC72452
0.9692 High Similarity NPC61546
0.9692 High Similarity NPC254741
0.969 High Similarity NPC125269
0.9615 High Similarity NPC99854
0.9612 High Similarity NPC292998
0.9603 High Similarity NPC473907
0.9545 High Similarity NPC17848
0.9545 High Similarity NPC276905
0.9542 High Similarity NPC231772
0.9542 High Similarity NPC47815
0.9542 High Similarity NPC473887
0.9542 High Similarity NPC194281
0.9542 High Similarity NPC29353
0.9542 High Similarity NPC124784
0.9542 High Similarity NPC234133
0.9542 High Similarity NPC13408
0.9542 High Similarity NPC127447
0.9528 High Similarity NPC211120
0.9528 High Similarity NPC473894
0.9524 High Similarity NPC41721
0.9524 High Similarity NPC475496
0.9524 High Similarity NPC49852
0.947 High Similarity NPC266597
0.947 High Similarity NPC259685
0.947 High Similarity NPC250266
0.9466 High Similarity NPC46869
0.9462 High Similarity NPC223354
0.9403 High Similarity NPC241100
0.9403 High Similarity NPC150522
0.9403 High Similarity NPC159275
0.9385 High Similarity NPC182428
0.9333 High Similarity NPC103362
0.9333 High Similarity NPC262094
0.9333 High Similarity NPC110969
0.9333 High Similarity NPC90582
0.9333 High Similarity NPC282300
0.9328 High Similarity NPC241838
0.9328 High Similarity NPC78913
0.9328 High Similarity NPC217186
0.9328 High Similarity NPC220062
0.9328 High Similarity NPC152042
0.9328 High Similarity NPC143799
0.9328 High Similarity NPC96565
0.9328 High Similarity NPC301217
0.9328 High Similarity NPC216978
0.9328 High Similarity NPC303633
0.9328 High Similarity NPC53181
0.9328 High Similarity NPC11566
0.9328 High Similarity NPC55018
0.9328 High Similarity NPC18260
0.9328 High Similarity NPC136095
0.9323 High Similarity NPC188879
0.9323 High Similarity NPC103001
0.9323 High Similarity NPC157855
0.9313 High Similarity NPC78540
0.9313 High Similarity NPC50898
0.9313 High Similarity NPC213216
0.9313 High Similarity NPC274121
0.9297 High Similarity NPC475017
0.9265 High Similarity NPC226636
0.9265 High Similarity NPC11561
0.9265 High Similarity NPC9966
0.9265 High Similarity NPC70853
0.9259 High Similarity NPC184536
0.9259 High Similarity NPC474037
0.9259 High Similarity NPC129853
0.9259 High Similarity NPC188243
0.9259 High Similarity NPC59951
0.9259 High Similarity NPC6407
0.9259 High Similarity NPC103342
0.9259 High Similarity NPC103904
0.9259 High Similarity NPC472409
0.9259 High Similarity NPC146679
0.9259 High Similarity NPC270883
0.9259 High Similarity NPC269652
0.9259 High Similarity NPC76445
0.9259 High Similarity NPC284550
0.9259 High Similarity NPC171094
0.9259 High Similarity NPC230285
0.9259 High Similarity NPC281207
0.9259 High Similarity NPC172986
0.9259 High Similarity NPC261227
0.9259 High Similarity NPC110228
0.9254 High Similarity NPC201395
0.9254 High Similarity NPC124269
0.9254 High Similarity NPC280284
0.9254 High Similarity NPC188947
0.9254 High Similarity NPC99333
0.9248 High Similarity NPC240593
0.9242 High Similarity NPC172262
0.9242 High Similarity NPC66705
0.9237 High Similarity NPC229646
0.9237 High Similarity NPC10971
0.9213 High Similarity NPC2771
0.9213 High Similarity NPC65041
0.9197 High Similarity NPC113089
0.9197 High Similarity NPC59522
0.9191 High Similarity NPC156590
0.9191 High Similarity NPC64908
0.9191 High Similarity NPC118840
0.9191 High Similarity NPC136840
0.9191 High Similarity NPC147688
0.9191 High Similarity NPC52576
0.9191 High Similarity NPC22467
0.9191 High Similarity NPC205006
0.9191 High Similarity NPC29536
0.9185 High Similarity NPC225153
0.9185 High Similarity NPC20709
0.9185 High Similarity NPC329203
0.9185 High Similarity NPC140890
0.9185 High Similarity NPC274784
0.9185 High Similarity NPC310135
0.9185 High Similarity NPC265871
0.9185 High Similarity NPC222342
0.9185 High Similarity NPC150648
0.9185 High Similarity NPC473209
0.9179 High Similarity NPC275055
0.9179 High Similarity NPC290291
0.9179 High Similarity NPC253616
0.9179 High Similarity NPC228661
0.9167 High Similarity NPC56031
0.9167 High Similarity NPC139813
0.9167 High Similarity NPC175098
0.9167 High Similarity NPC312318
0.9167 High Similarity NPC18877
0.9167 High Similarity NPC204960
0.9167 High Similarity NPC20560
0.9167 High Similarity NPC337373
0.9167 High Similarity NPC57601
0.9167 High Similarity NPC294593
0.9167 High Similarity NPC144051
0.9167 High Similarity NPC28753
0.9167 High Similarity NPC263670
0.9167 High Similarity NPC188646
0.9167 High Similarity NPC472365
0.9167 High Similarity NPC242294
0.9167 High Similarity NPC82225
0.9167 High Similarity NPC159623
0.9167 High Similarity NPC192304
0.916 High Similarity NPC31872
0.916 High Similarity NPC475589
0.916 High Similarity NPC113006
0.916 High Similarity NPC473584
0.9154 High Similarity NPC228184
0.913 High Similarity NPC234629
0.913 High Similarity NPC471590
0.913 High Similarity NPC319752
0.913 High Similarity NPC216538
0.913 High Similarity NPC179970
0.913 High Similarity NPC311741
0.913 High Similarity NPC136278
0.913 High Similarity NPC273538
0.9124 High Similarity NPC324134
0.9124 High Similarity NPC1089
0.9124 High Similarity NPC40833
0.9124 High Similarity NPC217083
0.9124 High Similarity NPC10937
0.9124 High Similarity NPC328164
0.9124 High Similarity NPC220998
0.9124 High Similarity NPC228504
0.9124 High Similarity NPC299080
0.9124 High Similarity NPC32739
0.9124 High Similarity NPC147145
0.9124 High Similarity NPC265040
0.9124 High Similarity NPC177354
0.9124 High Similarity NPC227579
0.9124 High Similarity NPC296917
0.9124 High Similarity NPC324436
0.9124 High Similarity NPC223500
0.9124 High Similarity NPC66515
0.9124 High Similarity NPC78803
0.9124 High Similarity NPC37496
0.9124 High Similarity NPC182852
0.9124 High Similarity NPC161506
0.9124 High Similarity NPC107572
0.9124 High Similarity NPC59739
0.9124 High Similarity NPC214236
0.9124 High Similarity NPC78
0.9124 High Similarity NPC166482
0.9124 High Similarity NPC62840
0.9124 High Similarity NPC76338
0.9124 High Similarity NPC306829
0.9124 High Similarity NPC293852
0.9124 High Similarity NPC166934
0.9124 High Similarity NPC125855
0.9124 High Similarity NPC64915
0.9124 High Similarity NPC167624
0.9124 High Similarity NPC76372
0.9124 High Similarity NPC200694
0.9124 High Similarity NPC194432
0.9124 High Similarity NPC148757
0.9118 High Similarity NPC475680
0.9118 High Similarity NPC69769
0.9118 High Similarity NPC235239
0.9118 High Similarity NPC305355

  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 NPC101294 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
0.9542 High Similarity NPD2796 Approved
0.913 High Similarity NPD4378 Clinical (unspecified phase)
0.9037 High Similarity NPD1550 Clinical (unspecified phase)
0.9037 High Similarity NPD1552 Clinical (unspecified phase)
0.8971 High Similarity NPD1549 Phase 2
0.8921 High Similarity NPD6799 Approved
0.8889 High Similarity NPD1510 Phase 2
0.8872 High Similarity NPD1240 Approved
0.8857 High Similarity NPD7410 Clinical (unspecified phase)
0.8741 High Similarity NPD1607 Approved
0.8652 High Similarity NPD1511 Approved
0.863 High Similarity NPD2801 Approved
0.8621 High Similarity NPD7411 Suspended
0.8613 High Similarity NPD3748 Approved
0.8582 High Similarity NPD6859 Clinical (unspecified phase)
0.8571 High Similarity NPD3817 Phase 2
0.8562 High Similarity NPD6801 Discontinued
0.8552 High Similarity NPD6599 Discontinued
0.8531 High Similarity NPD1512 Approved
0.8503 High Similarity NPD7096 Clinical (unspecified phase)
0.8503 High Similarity NPD2393 Clinical (unspecified phase)
0.8503 High Similarity NPD7819 Suspended
0.85 High Similarity NPD1243 Approved
0.8446 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8435 Intermediate Similarity NPD1934 Approved
0.8433 Intermediate Similarity NPD6832 Phase 2
0.8425 Intermediate Similarity NPD4380 Phase 2
0.8345 Intermediate Similarity NPD920 Approved
0.8345 Intermediate Similarity NPD5403 Approved
0.8333 Intermediate Similarity NPD5401 Approved
0.8333 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD7075 Discontinued
0.8322 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8321 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.831 Intermediate Similarity NPD3750 Approved
0.8298 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8267 Intermediate Similarity NPD3882 Suspended
0.8239 Intermediate Similarity NPD2654 Approved
0.8239 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8224 Intermediate Similarity NPD5494 Approved
0.8207 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8156 Intermediate Similarity NPD1551 Phase 2
0.8074 Intermediate Similarity NPD3266 Approved
0.8074 Intermediate Similarity NPD3267 Approved
0.8026 Intermediate Similarity NPD7768 Phase 2
0.8015 Intermediate Similarity NPD2798 Approved
0.8013 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8013 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8013 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8013 Intermediate Similarity NPD6166 Phase 2
0.8 Intermediate Similarity NPD1933 Approved
0.7986 Intermediate Similarity NPD2800 Approved
0.7985 Intermediate Similarity NPD3972 Approved
0.7975 Intermediate Similarity NPD7054 Approved
0.7975 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7974 Intermediate Similarity NPD3749 Approved
0.7961 Intermediate Similarity NPD5402 Approved
0.7958 Intermediate Similarity NPD2799 Discontinued
0.7949 Intermediate Similarity NPD3926 Phase 2
0.7943 Intermediate Similarity NPD6651 Approved
0.7941 Intermediate Similarity NPD1203 Approved
0.7935 Intermediate Similarity NPD6959 Discontinued
0.7931 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7925 Intermediate Similarity NPD7472 Approved
0.7922 Intermediate Similarity NPD919 Approved
0.7914 Intermediate Similarity NPD1296 Phase 2
0.7914 Intermediate Similarity NPD3268 Approved
0.7914 Intermediate Similarity NPD2313 Discontinued
0.7911 Intermediate Similarity NPD3818 Discontinued
0.7907 Intermediate Similarity NPD1241 Discontinued
0.7879 Intermediate Similarity NPD1548 Phase 1
0.7875 Intermediate Similarity NPD6797 Phase 2
0.7872 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7852 Intermediate Similarity NPD9717 Approved
0.7852 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7847 Intermediate Similarity NPD2344 Approved
0.7832 Intermediate Similarity NPD7033 Discontinued
0.7826 Intermediate Similarity NPD7251 Discontinued
0.7821 Intermediate Similarity NPD1247 Approved
0.7812 Intermediate Similarity NPD7074 Phase 3
0.781 Intermediate Similarity NPD2797 Approved
0.7801 Intermediate Similarity NPD4307 Phase 2
0.7778 Intermediate Similarity NPD422 Phase 1
0.7778 Intermediate Similarity NPD7808 Phase 3
0.7778 Intermediate Similarity NPD2935 Discontinued
0.7778 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7754 Intermediate Similarity NPD1019 Discontinued
0.7737 Intermediate Similarity NPD3225 Approved
0.7687 Intermediate Similarity NPD4628 Phase 3
0.7677 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7673 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7669 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7658 Intermediate Similarity NPD6232 Discontinued
0.7655 Intermediate Similarity NPD6100 Approved
0.7655 Intermediate Similarity NPD6099 Approved
0.7654 Intermediate Similarity NPD5953 Discontinued
0.7643 Intermediate Similarity NPD4908 Phase 1
0.7643 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD7286 Phase 2
0.7635 Intermediate Similarity NPD2309 Approved
0.763 Intermediate Similarity NPD17 Approved
0.7625 Intermediate Similarity NPD7473 Discontinued
0.76 Intermediate Similarity NPD2532 Approved
0.76 Intermediate Similarity NPD2534 Approved
0.76 Intermediate Similarity NPD2533 Approved
0.7586 Intermediate Similarity NPD4308 Phase 3
0.7552 Intermediate Similarity NPD3142 Approved
0.7552 Intermediate Similarity NPD943 Approved
0.7552 Intermediate Similarity NPD3140 Approved
0.7535 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD5890 Approved
0.7532 Intermediate Similarity NPD5889 Approved
0.7518 Intermediate Similarity NPD1610 Phase 2
0.7516 Intermediate Similarity NPD3226 Approved
0.75 Intermediate Similarity NPD6559 Discontinued
0.75 Intermediate Similarity NPD4288 Approved
0.7483 Intermediate Similarity NPD1471 Phase 3
0.7483 Intermediate Similarity NPD2346 Discontinued
0.7482 Intermediate Similarity NPD1876 Approved
0.7468 Intermediate Similarity NPD6585 Discontinued
0.7466 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7464 Intermediate Similarity NPD1608 Approved
0.7453 Intermediate Similarity NPD2403 Approved
0.7424 Intermediate Similarity NPD5535 Approved
0.7423 Intermediate Similarity NPD5844 Phase 1
0.7413 Intermediate Similarity NPD6798 Discontinued
0.74 Intermediate Similarity NPD3887 Approved
0.7379 Intermediate Similarity NPD5124 Phase 1
0.7379 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD6280 Approved
0.7372 Intermediate Similarity NPD6279 Approved
0.7365 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD2353 Approved
0.7353 Intermediate Similarity NPD9545 Approved
0.7333 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD9493 Approved
0.7326 Intermediate Similarity NPD4363 Phase 3
0.7326 Intermediate Similarity NPD4360 Phase 2
0.7308 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD7390 Discontinued
0.7292 Intermediate Similarity NPD411 Approved
0.7289 Intermediate Similarity NPD6104 Discontinued
0.7283 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD4361 Phase 2
0.7267 Intermediate Similarity NPD1652 Phase 2
0.7261 Intermediate Similarity NPD6844 Discontinued
0.726 Intermediate Similarity NPD447 Suspended
0.7256 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD4661 Approved
0.7255 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD4662 Approved
0.7241 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD6233 Phase 2
0.7229 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD1894 Discontinued
0.7222 Intermediate Similarity NPD6808 Phase 2
0.7215 Intermediate Similarity NPD1465 Phase 2
0.719 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD6971 Discontinued
0.7174 Intermediate Similarity NPD1651 Approved
0.7171 Intermediate Similarity NPD3295 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD2354 Approved
0.7169 Intermediate Similarity NPD1729 Discontinued
0.716 Intermediate Similarity NPD7199 Phase 2
0.7153 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD5536 Phase 2
0.7143 Intermediate Similarity NPD6355 Discontinued
0.7143 Intermediate Similarity NPD230 Phase 1
0.7125 Intermediate Similarity NPD5019 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD3787 Discontinued
0.7117 Intermediate Similarity NPD7229 Phase 3
0.7103 Intermediate Similarity NPD4625 Phase 3
0.7092 Intermediate Similarity NPD1481 Phase 2
0.7083 Intermediate Similarity NPD3018 Phase 2
0.7083 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD1613 Approved
0.7073 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD5242 Approved
0.707 Intermediate Similarity NPD8158 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD7458 Discontinued
0.7063 Intermediate Similarity NPD2296 Approved
0.7055 Intermediate Similarity NPD3764 Approved
0.7051 Intermediate Similarity NPD5586 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD3751 Discontinued
0.7042 Intermediate Similarity NPD4749 Approved
0.7027 Intermediate Similarity NPD4340 Discontinued
0.7027 Intermediate Similarity NPD4618 Approved
0.7027 Intermediate Similarity NPD4622 Approved
0.7023 Intermediate Similarity NPD9697 Approved
0.7021 Intermediate Similarity NPD1535 Discovery
0.7021 Intermediate Similarity NPD1201 Approved
0.702 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD7440 Discontinued
0.7012 Intermediate Similarity NPD5710 Approved
0.7012 Intermediate Similarity NPD5711 Approved
0.7007 Intermediate Similarity NPD4062 Phase 3
0.7 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1778 Approved
0.7 Intermediate Similarity NPD9261 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