Structure

Physi-Chem Properties

Molecular Weight:  688.44
Volume:  693.912
LogP:  3.732
LogD:  2.872
LogS:  -4.629
# Rotatable Bonds:  10
TPSA:  143.76
# H-Bond Aceptor:  12
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.31
Synthetic Accessibility Score:  6.762
Fsp3:  1.0
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.915
MDCK Permeability:  7.35156427253969e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.648
Human Intestinal Absorption (HIA):  0.021
20% Bioavailability (F20%):  0.004
30% Bioavailability (F30%):  0.064

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.005
Plasma Protein Binding (PPB):  43.8342170715332%
Volume Distribution (VD):  0.396
Pgp-substrate:  21.261608123779297%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.88
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.801
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.0
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.081
CYP3A4-inhibitor:  0.052
CYP3A4-substrate:  0.704

ADMET: Excretion

Clearance (CL):  6.054
Half-life (T1/2):  0.581

ADMET: Toxicity

hERG Blockers:  0.953
Human Hepatotoxicity (H-HT):  0.927
Drug-inuced Liver Injury (DILI):  0.91
AMES Toxicity:  0.069
Rat Oral Acute Toxicity:  0.187
Maximum Recommended Daily Dose:  0.004
Skin Sensitization:  0.858
Carcinogencity:  0.019
Eye Corrosion:  0.017
Eye Irritation:  0.011
Respiratory Toxicity:  0.99

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

  Natural Product: NPC13826

Natural Product ID:  NPC13826
Common Name*:   Jatrorrhizine
IUPAC Name:   2,9,10-trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-3-ol
Synonyms:   Jatrorrhizine
Standard InCHIKey:  MXTLAHSTUOXGQF-UHFFFAOYSA-O
Standard InCHI:  InChI=1S/C20H19NO4/c1-23-18-5-4-12-8-16-14-10-19(24-2)17(22)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,8-11H,6-7H2,1-3H3/p+1
SMILES:  COC1=CC2=c3cc4ccc(c(c4c[n+]3CCC2=CC1=O)OC)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL251055
PubChem CID:   72323
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000279] Alkaloids and derivatives
      • [CHEMONTID:0001909] Protoberberine alkaloids 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
NPO1179 Anaxagorea luzonensis Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[10959592]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota rhizomes n.a. n.a. PMID[11000020]
NPO755 Phoradendron reichenbachianum Species Viscaceae Eukaryota n.a. aerial part n.a. PMID[11488459]
NPO8212 Ligularia nelumbifolia Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[12088436]
NPO14431 Dunaliella salina Species Dunaliellaceae Eukaryota n.a. n.a. n.a. PMID[14664856]
NPO10008 Tinospora capillipes Species Menispermaceae Eukaryota n.a. root n.a. PMID[17340259]
NPO18811 Magnolia biondii Species Magnoliaceae Eukaryota n.a. flower bud n.a. PMID[17628872]
NPO10715 Fibraurea tinctoria Species Menispermaceae Eukaryota n.a. n.a. n.a. PMID[17994701]
NPO10715 Fibraurea tinctoria Species Menispermaceae Eukaryota n.a. n.a. n.a. PMID[18829331]
NPO21435 Thalictrum faberi Species Ranunculaceae Eukaryota Roots n.a. n.a. PMID[19299148]
NPO18811 Magnolia biondii Species Magnoliaceae Eukaryota n.a. n.a. n.a. PMID[19370929]
NPO25510 Plectranthus ernstii Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[19445517]
NPO12773 Stephania tetrandra Species Menispermaceae Eukaryota n.a. root n.a. PMID[20030508]
NPO25345 Corydalis ternata Species Papaveraceae Eukaryota tubers n.a. n.a. PMID[20594848]
NPO10548 Stephania viridiflavens Species Menispermaceae Eukaryota n.a. root n.a. PMID[20645211]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota n.a. rhizome n.a. PMID[21401114]
NPO8212 Ligularia nelumbifolia Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[22472691]
NPO827 Corydalis yanhusuo Species Papaveraceae Eukaryota n.a. n.a. n.a. PMID[22737858]
NPO827 Corydalis yanhusuo Species Papaveraceae Eukaryota n.a. n.a. n.a. PMID[23194502]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota Fruits n.a. n.a. PMID[23506561]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota leaves n.a. n.a. PMID[25127165]
NPO13962 Corydalis turtschaninovii Species Papaveraceae Eukaryota n.a. rhizome n.a. PMID[25277281]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota leaves and stems n.a. n.a. PMID[25442304]
NPO13962 Corydalis turtschaninovii Species Papaveraceae Eukaryota n.a. tuber n.a. PMID[25670016]
NPO25734 Tinospora sagittata Species Menispermaceae Eukaryota n.a. n.a. n.a. PMID[28836430]
NPO14045 Corydalis decumbens Species Papaveraceae Eukaryota n.a. n.a. n.a. PMID[31599578]
NPO827 Corydalis yanhusuo Species Papaveraceae Eukaryota n.a. n.a. n.a. PMID[32058719]
NPO3148 Melianthus major Species Melianthaceae Eukaryota Leaves n.a. n.a. PMID[32663024]
NPO12773 Stephania tetrandra Species Menispermaceae Eukaryota n.a. n.a. n.a. PMID[3728032]
NPO21435 Thalictrum faberi Species Ranunculaceae Eukaryota n.a. n.a. n.a. PMID[7528786]
NPO18811 Magnolia biondii Species Magnoliaceae Eukaryota n.a. flower bud n.a. PMID[7779269]
NPO10662 Scrippsiella trochoidea Species Peridiniaceae Eukaryota n.a. n.a. n.a. PMID[8021655]
NPO12773 Stephania tetrandra Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28026 Grifola frondosa Species Schizophyllaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO827 Corydalis yanhusuo Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15847 Thalictrum glandulosissimum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18295 Berberis amurensis Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO859 Berberis oblonga Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25761 Thalictrum microgynum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28088 Mahonia shenii n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO16640 Thalictrum petaloideum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2114.1 Thalictrum minus var. hypoleucum Varieties Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13297 Thalictrum atriplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO547 Thalictrum lucidum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8915 Mahonia veitchiorum n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO2341 Fibraurea recisa Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24476 Phellodendron amurense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10008 Tinospora capillipes Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5649 Coptis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22242 Phellodendron chinense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18021 Mahonia bodinieri n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO11802 Physeter catodon Species Physeteridae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23519 Coptis teetoides Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12773 Stephania tetrandra Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17578 Berberis dubia Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17382 Berberis diaphana Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8735 Berberis poiretii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27892 Eupatorium glandulosum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2905 Tinospora hainanensis Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14045 Corydalis decumbens Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12183 Argyreia nervosa Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22532 Coptis omeiensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21451 Thalictrum simplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18811 Magnolia biondii Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5649.1 Coptis chinensis var. brevisepala Varieties Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12903 Coptis gulinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21435 Thalictrum faberi Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25362 Berberis potaninii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4715 Coptis linearisepala Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10548 Stephania viridiflavens Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13637 Thalictrum foliolosum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13508 Thalictrum honanenae Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18832 Berberis thunbergii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27112 Mahonia confusa n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO28576 Berberis julianae Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO25761 Thalictrum microgynum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17578 Berberis dubia Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2690 Carapichea ipecacuanha Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25734 Tinospora sagittata Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2341 Fibraurea recisa Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11281 Euphorbia fortissima Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11640 Berberis fortunei Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14045 Corydalis decumbens Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18832 Berberis thunbergii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8735 Berberis poiretii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14380 Cortex berberidis n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO12183 Argyreia nervosa Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO547 Thalictrum lucidum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO859 Berberis oblonga Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4715 Coptis linearisepala Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21435 Thalictrum faberi Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27892 Eupatorium glandulosum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10008 Tinospora capillipes Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23519 Coptis teetoides Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28088 Mahonia shenii n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO5499 Berberis eurybracteata Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25362 Berberis potaninii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18811 Magnolia biondii Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22532 Coptis omeiensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26472 Berberis gracilipes Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8077 Artocarpus incisa Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8212 Ligularia nelumbifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6295 Astragalus trojanus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22242 Phellodendron chinense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO827 Corydalis yanhusuo Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18295 Berberis amurensis Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2905 Tinospora hainanensis Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16580 Berberis bealei Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12773 Stephania tetrandra Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21451 Thalictrum simplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2787 Cussonia racemosa Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17382 Berberis diaphana Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13637 Thalictrum foliolosum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28576 Berberis julianae Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27112 Mahonia confusa n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO5649.1 Coptis chinensis var. brevisepala Varieties Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16640 Thalictrum petaloideum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13508 Thalictrum honanenae Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24476 Phellodendron amurense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12903 Coptis gulinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8915 Mahonia veitchiorum n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO5144 Berberis japonica Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15847 Thalictrum glandulosissimum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22798 Pseudofumaria lutea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2114.1 Thalictrum minus var. hypoleucum Varieties Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10548 Stephania viridiflavens Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13297 Thalictrum atriplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18021 Mahonia bodinieri n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO5649 Coptis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11802 Physeter catodon Species Physeteridae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18811 Magnolia biondii Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5649 Coptis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO827 Corydalis yanhusuo Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24476 Phellodendron amurense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18832 Berberis thunbergii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28576 Berberis julianae Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18295 Berberis amurensis Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12773 Stephania tetrandra Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO547 Thalictrum lucidum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14045 Corydalis decumbens Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10548 Stephania viridiflavens Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11802 Physeter catodon Species Physeteridae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13637 Thalictrum foliolosum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22242 Phellodendron chinense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12183 Argyreia nervosa Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8735 Berberis poiretii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26538 Phellodendron chinese Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10008 Tinospora capillipes Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22242 Phellodendron chinense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12773 Stephania tetrandra Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25345 Corydalis ternata Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13962 Corydalis turtschaninovii Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18811 Magnolia biondii Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14045 Corydalis decumbens Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2341 Fibraurea recisa Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29008 Coptis teeta Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16580 Berberis bealei Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2690 Carapichea ipecacuanha Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24476 Phellodendron amurense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11640 Berberis fortunei Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO827 Corydalis yanhusuo Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25734 Tinospora sagittata Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO5649 Coptis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8077 Artocarpus incisa Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1484 Bupleurum scorzonerifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27892 Eupatorium glandulosum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2905 Tinospora hainanensis Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11640 Berberis fortunei Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28247 Radula voluta Species Radulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28111 Lathyrus aphaca Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25345 Corydalis ternata Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21826 Vulpicida juniperinus Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1219 Theobroma speciosum Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8212 Ligularia nelumbifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO742 Aloe saponaria Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12183 Argyreia nervosa Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22754 0tholaena schaffneri Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3148 Melianthus major Species Melianthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28652 Euphorbia broteri Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28576 Berberis julianae Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14345 Androsace septentrionalis Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8139 Clostridium paraputrificum Species Clostridiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO28143 Sideritis ferrensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22767 Phomopsis cassiae Species Valsaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13962 Corydalis turtschaninovii Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO755 Phoradendron reichenbachianum Species Viscaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10715 Fibraurea tinctoria Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16092 Calocephalus knappii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14045 Corydalis decumbens Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1557 Rhizoplaca chrysoleuca Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12882 Clitocybe fasciculata Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5649 Coptis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5377 Tapinoma erraticum Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12663 Penicillium implicatum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO859 Berberis oblonga Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28026 Grifola frondosa Species Schizophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10548 Stephania viridiflavens Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22242 Phellodendron chinense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2787 Cussonia racemosa Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24476 Phellodendron amurense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18003 Leptolyngbya lurida Species Leptolyngbyaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO595 Tephrosia falciformis Species Geometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18811 Magnolia biondii Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25510 Plectranthus ernstii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO547 Thalictrum lucidum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22798 Pseudofumaria lutea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12244 Lymnaea stagnalis Species Lymnaeidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1114 Cetraria australiensis Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4842 Limonium vulgare Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21496 Pilosocereus chrysacanthus Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5144 Berberis japonica Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10518 Chrysanthemum myconis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13637 Thalictrum foliolosum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23519 Coptis teetoides Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2679 Dictyota bartayresiana Species Dictyotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25761 Thalictrum microgynum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25734 Tinospora sagittata Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18295 Berberis amurensis Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28690 Zamia spiralis Species Zamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14431 Dunaliella salina Species Dunaliellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2690 Carapichea ipecacuanha Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11802 Physeter catodon Species Physeteridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO435 Bohadschia marmorata Species Holothuriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18832 Berberis thunbergii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10008 Tinospora capillipes Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29008 Coptis teeta Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12773 Stephania tetrandra Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11281 Euphorbia fortissima Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7698 Elettaria cardamomum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8735 Berberis poiretii Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22532 Coptis omeiensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO827 Corydalis yanhusuo Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28177 Photinus marginellus Species Lampyridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6295 Astragalus trojanus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21451 Thalictrum simplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22389 Phelipanche arenaria Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5783 Acronychia muelleri Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2114.1 Thalictrum minus var. hypoleucum Varieties Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1179 Anaxagorea luzonensis Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15367 Croton regelianus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12430 Erythrina chiriquensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10662 Scrippsiella trochoidea Species Peridiniaceae 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
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens IC50 = 2100.0 nM PMID[471433]
NPT483 Individual Protein Prelamin-A/C Homo sapiens Potency = 11220.2 nM PMID[471434]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 12589.3 nM PMID[471434]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 15848.9 nM PMID[471434]
NPT60 Individual Protein Lysosomal alpha-glucosidase Homo sapiens Potency = 7079.5 nM PMID[471434]
NPT583 Individual Protein Inositol monophosphatase 1 Rattus norvegicus Potency = 12589.3 nM PMID[471434]
NPT55 Individual Protein Putative fructose-1,6-bisphosphate aldolase Giardia intestinalis Potency = 19905.4 nM PMID[471434]
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 35481.3 nM PMID[471434]
NPT59 Individual Protein DNA polymerase beta Homo sapiens Potency = 39810.7 nM PMID[471434]
NPT61 Individual Protein Beta-glucocerebrosidase Homo sapiens Potency n.a. 25118.9 nM PMID[471434]
NPT4 Individual Protein Large T antigen Simian virus 40 IC50 n.a. 10120.0 nM PMID[471434]
NPT5 Individual Protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Potency n.a. 89125.1 nM PMID[471434]
NPT1273 Individual Protein ATP-dependent molecular chaperone HSP82 Candida albicans (strain WO-1) (Yeast) EC50 > 160000.0 nM PMID[471434]
NPT100 Individual Protein Glutaminase kidney isoform, mitochondrial Homo sapiens Potency n.a. 31622.8 nM PMID[471434]
NPT159 Individual Protein Aberrant vpr protein Human immunodeficiency virus 1 Potency n.a. 63095.7 nM PMID[471434]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 25929.0 nM PMID[471434]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 29092.9 nM PMID[471434]
NPT1274 Individual Protein DNA repair protein RAD52 homolog Homo sapiens AC50 = 15210.0 nM PMID[471434]
NPT105 Individual Protein Muscleblind-like protein 1 Homo sapiens Potency n.a. 15848.9 nM PMID[471434]
NPT1032 Individual Protein Neuraminidase Influenza A virus (strain A/USSR/90/1977 H1N1) IC50 = 66200.0 nM PMID[471436]
NPT1032 Individual Protein Neuraminidase Influenza A virus (strain A/USSR/90/1977 H1N1) IC50 = 76300.0 nM PMID[471436]
NPT2 Others Unspecified IC50 = 4220.0 nM PMID[471434]
NPT93 Individual Protein Survival motor neuron protein Homo sapiens Potency = 3162.3 nM PMID[471434]
NPT2 Others Unspecified EC50 = 2906.0 nM PMID[471434]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 116.9 nM PMID[471434]
NPT803 Individual Protein Flap endonuclease 1 Homo sapiens Potency n.a. 31622.8 nM PMID[471434]
NPT8 Individual Protein DNA polymerase iota Homo sapiens Potency n.a. 19952.6 nM PMID[471434]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 414.7 nM PMID[471434]
NPT2 Others Unspecified EC50 > 160000.0 nM PMID[471434]
NPT992 Organism Entamoeba histolytica Entamoeba histolytica IC50 = 27.95 ug.mL-1 PMID[471435]
NPT2 Others Unspecified AC50 > 39000.0 nM PMID[471434]
NPT2 Others Unspecified AC50 > 20000.0 nM PMID[471434]
NPT2 Others Unspecified IC50 = 37000.0 nM PMID[471436]

☑ 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 NPC13826 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 NPC209195
0.9921 High Similarity NPC274441
0.9606 High Similarity NPC196026
0.9606 High Similarity NPC200555
0.7881 Intermediate Similarity NPC476580
0.7727 Intermediate Similarity NPC57512
0.7702 Intermediate Similarity NPC4669
0.7468 Intermediate Similarity NPC476579
0.7355 Intermediate Similarity NPC85747
0.7355 Intermediate Similarity NPC8337
0.7346 Intermediate Similarity NPC471604
0.7329 Intermediate Similarity NPC306669
0.7267 Intermediate Similarity NPC476569
0.7192 Intermediate Similarity NPC118419
0.7181 Intermediate Similarity NPC214036
0.7181 Intermediate Similarity NPC113236
0.7163 Intermediate Similarity NPC298486
0.7162 Intermediate Similarity NPC11147
0.7081 Intermediate Similarity NPC106786
0.7067 Intermediate Similarity NPC470707
0.7063 Intermediate Similarity NPC190931
0.7055 Intermediate Similarity NPC59567
0.7047 Intermediate Similarity NPC251454
0.7047 Intermediate Similarity NPC255817
0.7047 Intermediate Similarity NPC73883
0.7047 Intermediate Similarity NPC277042
0.7047 Intermediate Similarity NPC475828
0.7047 Intermediate Similarity NPC230698
0.7047 Intermediate Similarity NPC136330
0.7047 Intermediate Similarity NPC205178
0.7047 Intermediate Similarity NPC196609
0.7037 Intermediate Similarity NPC226428
0.702 Intermediate Similarity NPC231572
0.7012 Intermediate Similarity NPC3375
0.7012 Intermediate Similarity NPC255607
0.7 Intermediate Similarity NPC99078
0.698 Remote Similarity NPC167096
0.6954 Remote Similarity NPC220923
0.6954 Remote Similarity NPC252107
0.6954 Remote Similarity NPC193528
0.6918 Remote Similarity NPC172403
0.6909 Remote Similarity NPC2770
0.6909 Remote Similarity NPC39103
0.6906 Remote Similarity NPC268317
0.6867 Remote Similarity NPC159150
0.6867 Remote Similarity NPC470441
0.6867 Remote Similarity NPC328419
0.6867 Remote Similarity NPC103947
0.6867 Remote Similarity NPC193673
0.6867 Remote Similarity NPC45783
0.6867 Remote Similarity NPC94280
0.6857 Remote Similarity NPC120075
0.6853 Remote Similarity NPC211992
0.6849 Remote Similarity NPC218323
0.6842 Remote Similarity NPC253429
0.6829 Remote Similarity NPC158900
0.6821 Remote Similarity NPC96406
0.6821 Remote Similarity NPC138365
0.6818 Remote Similarity NPC323204
0.6813 Remote Similarity NPC218575
0.68 Remote Similarity NPC160692
0.6795 Remote Similarity NPC244338
0.6776 Remote Similarity NPC137172
0.6776 Remote Similarity NPC145446
0.6766 Remote Similarity NPC53146
0.6766 Remote Similarity NPC286790
0.6766 Remote Similarity NPC188120
0.6755 Remote Similarity NPC29650
0.675 Remote Similarity NPC13397
0.6738 Remote Similarity NPC280001
0.6738 Remote Similarity NPC185738
0.6733 Remote Similarity NPC217574
0.6732 Remote Similarity NPC95366
0.6732 Remote Similarity NPC248505
0.6711 Remote Similarity NPC262641
0.671 Remote Similarity NPC328750
0.671 Remote Similarity NPC213206
0.671 Remote Similarity NPC474915
0.671 Remote Similarity NPC188163
0.6688 Remote Similarity NPC119569
0.6687 Remote Similarity NPC169742
0.6687 Remote Similarity NPC187022
0.6687 Remote Similarity NPC207824
0.6687 Remote Similarity NPC80129
0.6687 Remote Similarity NPC93593
0.6687 Remote Similarity NPC60538
0.6686 Remote Similarity NPC473748
0.6667 Remote Similarity NPC118804
0.6645 Remote Similarity NPC314682
0.6624 Remote Similarity NPC128019
0.6624 Remote Similarity NPC136860
0.6624 Remote Similarity NPC476567
0.6624 Remote Similarity NPC473804
0.6605 Remote Similarity NPC277669
0.6605 Remote Similarity NPC76213
0.6601 Remote Similarity NPC180647
0.66 Remote Similarity NPC160193
0.6593 Remote Similarity NPC42383
0.6584 Remote Similarity NPC44869
0.6579 Remote Similarity NPC266425
0.6575 Remote Similarity NPC286573
0.6575 Remote Similarity NPC256167
0.6573 Remote Similarity NPC277460
0.6569 Remote Similarity NPC97811
0.6564 Remote Similarity NPC58661
0.6562 Remote Similarity NPC476144
0.6562 Remote Similarity NPC16107
0.6562 Remote Similarity NPC210437
0.6562 Remote Similarity NPC106295
0.6562 Remote Similarity NPC51957
0.6561 Remote Similarity NPC138438
0.6561 Remote Similarity NPC908
0.6558 Remote Similarity NPC469808
0.6558 Remote Similarity NPC42793
0.6558 Remote Similarity NPC307682
0.6558 Remote Similarity NPC167944
0.6558 Remote Similarity NPC231884
0.6556 Remote Similarity NPC172673
0.6554 Remote Similarity NPC136112
0.6554 Remote Similarity NPC320242
0.6554 Remote Similarity NPC141739
0.6552 Remote Similarity NPC269843
0.6552 Remote Similarity NPC224814
0.6552 Remote Similarity NPC189844
0.6552 Remote Similarity NPC109083
0.6552 Remote Similarity NPC60962
0.6552 Remote Similarity NPC14007
0.6548 Remote Similarity NPC475393
0.6545 Remote Similarity NPC126519
0.6545 Remote Similarity NPC203784
0.6545 Remote Similarity NPC170503
0.6543 Remote Similarity NPC223125
0.6541 Remote Similarity NPC130926
0.6541 Remote Similarity NPC469978
0.6533 Remote Similarity NPC110313
0.6531 Remote Similarity NPC140359
0.6531 Remote Similarity NPC328267
0.6531 Remote Similarity NPC13020
0.6531 Remote Similarity NPC217277
0.6527 Remote Similarity NPC475780
0.6524 Remote Similarity NPC477564
0.6524 Remote Similarity NPC2295
0.6522 Remote Similarity NPC7467
0.6516 Remote Similarity NPC225745
0.6513 Remote Similarity NPC318862
0.6503 Remote Similarity NPC476568
0.65 Remote Similarity NPC2672
0.6497 Remote Similarity NPC204546
0.6496 Remote Similarity NPC186469
0.6486 Remote Similarity NPC105513
0.6481 Remote Similarity NPC469539
0.6481 Remote Similarity NPC469540
0.6478 Remote Similarity NPC294249
0.6477 Remote Similarity NPC298339
0.6475 Remote Similarity NPC179309
0.6471 Remote Similarity NPC239302
0.6471 Remote Similarity NPC153453
0.6467 Remote Similarity NPC329640
0.6467 Remote Similarity NPC291847
0.6463 Remote Similarity NPC270811
0.6463 Remote Similarity NPC223124
0.6463 Remote Similarity NPC203424
0.6463 Remote Similarity NPC206372
0.6463 Remote Similarity NPC471073
0.646 Remote Similarity NPC90844
0.646 Remote Similarity NPC253883
0.646 Remote Similarity NPC144863
0.646 Remote Similarity NPC95075
0.6457 Remote Similarity NPC206876
0.6454 Remote Similarity NPC26524
0.6447 Remote Similarity NPC476570
0.6438 Remote Similarity NPC471877
0.6438 Remote Similarity NPC185838
0.6429 Remote Similarity NPC21890
0.6424 Remote Similarity NPC226941
0.6424 Remote Similarity NPC108957
0.6424 Remote Similarity NPC292003
0.6424 Remote Similarity NPC44642
0.6424 Remote Similarity NPC14005
0.642 Remote Similarity NPC475959
0.642 Remote Similarity NPC24233
0.642 Remote Similarity NPC147390
0.642 Remote Similarity NPC428
0.642 Remote Similarity NPC476571
0.642 Remote Similarity NPC135538
0.642 Remote Similarity NPC246587
0.6419 Remote Similarity NPC229084
0.6419 Remote Similarity NPC160900
0.6419 Remote Similarity NPC106659
0.6419 Remote Similarity NPC18984
0.6416 Remote Similarity NPC472894
0.6414 Remote Similarity NPC69670
0.6412 Remote Similarity NPC4138
0.6412 Remote Similarity NPC284183
0.6412 Remote Similarity NPC231198
0.6412 Remote Similarity NPC121275
0.641 Remote Similarity NPC28641
0.641 Remote Similarity NPC194359
0.6408 Remote Similarity NPC294941
0.64 Remote Similarity NPC301713

  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 NPC13826 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
0.7192 Intermediate Similarity NPD3531 Approved
0.7192 Intermediate Similarity NPD3530 Approved
0.7192 Intermediate Similarity NPD3532 Approved
0.7107 Intermediate Similarity NPD3311 Phase 1
0.7107 Intermediate Similarity NPD3312 Phase 1
0.7101 Intermediate Similarity NPD1103 Approved
0.7101 Intermediate Similarity NPD1102 Approved
0.7063 Intermediate Similarity NPD4585 Approved
0.7047 Intermediate Similarity NPD2492 Phase 1
0.7006 Intermediate Similarity NPD6031 Approved
0.7006 Intermediate Similarity NPD6030 Approved
0.7 Intermediate Similarity NPD1798 Approved
0.7 Intermediate Similarity NPD1797 Approved
0.6948 Remote Similarity NPD2086 Clinical (unspecified phase)
0.6948 Remote Similarity NPD2085 Suspended
0.6933 Remote Similarity NPD2653 Approved
0.6933 Remote Similarity NPD3368 Phase 2
0.6928 Remote Similarity NPD1044 Clinical (unspecified phase)
0.6918 Remote Similarity NPD2250 Discontinued
0.6884 Remote Similarity NPD593 Approved
0.6884 Remote Similarity NPD595 Approved
0.6871 Remote Similarity NPD3537 Clinical (unspecified phase)
0.6783 Remote Similarity NPD155 Clinical (unspecified phase)
0.6779 Remote Similarity NPD5718 Phase 2
0.6774 Remote Similarity NPD4162 Approved
0.6774 Remote Similarity NPD3060 Approved
0.6772 Remote Similarity NPD3536 Discontinued
0.6757 Remote Similarity NPD5752 Clinical (unspecified phase)
0.6752 Remote Similarity NPD3281 Clinical (unspecified phase)
0.6738 Remote Similarity NPD5536 Phase 2
0.6733 Remote Similarity NPD554 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5481 Discontinued
0.6713 Remote Similarity NPD2556 Approved
0.6713 Remote Similarity NPD2554 Approved
0.671 Remote Similarity NPD4664 Clinical (unspecified phase)
0.6709 Remote Similarity NPD5297 Approved
0.6708 Remote Similarity NPD3866 Clinical (unspecified phase)
0.6687 Remote Similarity NPD7298 Approved
0.6667 Remote Similarity NPD2335 Discontinued
0.6643 Remote Similarity NPD3049 Approved
0.6631 Remote Similarity NPD4859 Phase 1
0.6625 Remote Similarity NPD3647 Clinical (unspecified phase)
0.6623 Remote Similarity NPD2245 Discovery
0.6623 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6623 Remote Similarity NPD6028 Clinical (unspecified phase)
0.66 Remote Similarity NPD5163 Phase 2
0.66 Remote Similarity NPD3180 Approved
0.66 Remote Similarity NPD2669 Clinical (unspecified phase)
0.66 Remote Similarity NPD3179 Approved
0.6579 Remote Similarity NPD3140 Approved
0.6579 Remote Similarity NPD3142 Approved
0.6562 Remote Similarity NPD4584 Approved
0.6562 Remote Similarity NPD1424 Approved
0.6558 Remote Similarity NPD6895 Approved
0.6558 Remote Similarity NPD6896 Approved
0.6556 Remote Similarity NPD3056 Clinical (unspecified phase)
0.6554 Remote Similarity NPD1819 Approved
0.6554 Remote Similarity NPD1794 Approved
0.6554 Remote Similarity NPD1820 Approved
0.6554 Remote Similarity NPD1817 Approved
0.6554 Remote Similarity NPD1818 Approved
0.6543 Remote Similarity NPD4124 Clinical (unspecified phase)
0.6531 Remote Similarity NPD2429 Approved
0.6531 Remote Similarity NPD2428 Approved
0.6528 Remote Similarity NPD6382 Discontinued
0.6528 Remote Similarity NPD2594 Approved
0.6528 Remote Similarity NPD2595 Approved
0.6524 Remote Similarity NPD6386 Approved
0.6524 Remote Similarity NPD6385 Approved
0.6522 Remote Similarity NPD1350 Approved
0.6522 Remote Similarity NPD1349 Approved
0.6522 Remote Similarity NPD1351 Approved
0.6512 Remote Similarity NPD2822 Clinical (unspecified phase)
0.6512 Remote Similarity NPD2163 Approved
0.6506 Remote Similarity NPD5978 Approved
0.6506 Remote Similarity NPD5977 Approved
0.6503 Remote Similarity NPD1408 Clinical (unspecified phase)
0.6497 Remote Similarity NPD7045 Clinical (unspecified phase)
0.6497 Remote Similarity NPD4598 Approved
0.6497 Remote Similarity NPD4597 Approved
0.6496 Remote Similarity NPD5374 Approved
0.6496 Remote Similarity NPD5373 Approved
0.649 Remote Similarity NPD3166 Approved
0.649 Remote Similarity NPD3164 Approved
0.649 Remote Similarity NPD3165 Approved
0.649 Remote Similarity NPD3167 Approved
0.6486 Remote Similarity NPD7258 Clinical (unspecified phase)
0.6485 Remote Similarity NPD4018 Clinical (unspecified phase)
0.6481 Remote Similarity NPD3640 Phase 3
0.6481 Remote Similarity NPD5976 Discontinued
0.6481 Remote Similarity NPD3641 Approved
0.6481 Remote Similarity NPD3639 Approved
0.648 Remote Similarity NPD7235 Clinical (unspecified phase)
0.6477 Remote Similarity NPD3534 Clinical (unspecified phase)
0.6474 Remote Similarity NPD2240 Approved
0.6474 Remote Similarity NPD2239 Approved
0.6471 Remote Similarity NPD3597 Clinical (unspecified phase)
0.6463 Remote Similarity NPD4179 Approved
0.6463 Remote Similarity NPD4180 Approved
0.646 Remote Similarity NPD4661 Approved
0.646 Remote Similarity NPD4662 Approved
0.6458 Remote Similarity NPD7534 Approved
0.6458 Remote Similarity NPD7533 Approved
0.6456 Remote Similarity NPD5061 Approved
0.6456 Remote Similarity NPD4237 Approved
0.6456 Remote Similarity NPD4236 Phase 3
0.6456 Remote Similarity NPD5062 Approved
0.6446 Remote Similarity NPD3465 Clinical (unspecified phase)
0.6446 Remote Similarity NPD2842 Clinical (unspecified phase)
0.6442 Remote Similarity NPD5267 Discontinued
0.6442 Remote Similarity NPD3686 Approved
0.6442 Remote Similarity NPD3687 Approved
0.6441 Remote Similarity NPD6618 Phase 2
0.6438 Remote Similarity NPD6652 Clinical (unspecified phase)
0.6432 Remote Similarity NPD5457 Discontinued
0.6424 Remote Similarity NPD4205 Phase 3
0.6424 Remote Similarity NPD6873 Phase 2
0.6424 Remote Similarity NPD5089 Approved
0.6424 Remote Similarity NPD5090 Approved
0.6419 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6412 Remote Similarity NPD6107 Approved
0.6405 Remote Similarity NPD3162 Approved
0.6405 Remote Similarity NPD3163 Approved
0.6402 Remote Similarity NPD2649 Approved
0.6402 Remote Similarity NPD789 Phase 2
0.6402 Remote Similarity NPD2651 Approved
0.6398 Remote Similarity NPD1774 Approved
0.6395 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6395 Remote Similarity NPD2898 Approved
0.6392 Remote Similarity NPD1372 Clinical (unspecified phase)
0.6387 Remote Similarity NPD2986 Phase 2
0.6387 Remote Similarity NPD3052 Approved
0.6387 Remote Similarity NPD2989 Phase 2
0.6387 Remote Similarity NPD3054 Approved
0.6382 Remote Similarity NPD5746 Approved
0.6377 Remote Similarity NPD1358 Approved
0.6376 Remote Similarity NPD2922 Phase 1
0.6375 Remote Similarity NPD5241 Discontinued
0.6375 Remote Similarity NPD5160 Discontinued
0.637 Remote Similarity NPD2667 Approved
0.637 Remote Similarity NPD2668 Approved
0.6369 Remote Similarity NPD3156 Discontinued
0.6369 Remote Similarity NPD5019 Clinical (unspecified phase)
0.6369 Remote Similarity NPD3175 Clinical (unspecified phase)
0.6369 Remote Similarity NPD4084 Clinical (unspecified phase)
0.6369 Remote Similarity NPD3454 Phase 3
0.6364 Remote Similarity NPD7039 Approved
0.6364 Remote Similarity NPD1337 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7038 Approved
0.6358 Remote Similarity NPD5266 Clinical (unspecified phase)
0.6358 Remote Similarity NPD6720 Clinical (unspecified phase)
0.6358 Remote Similarity NPD4993 Discontinued
0.6357 Remote Similarity NPD2671 Approved
0.6357 Remote Similarity NPD2673 Approved
0.6352 Remote Similarity NPD5177 Phase 3
0.6347 Remote Similarity NPD2978 Approved
0.6347 Remote Similarity NPD2977 Approved
0.6345 Remote Similarity NPD2486 Discontinued
0.6337 Remote Similarity NPD4083 Discontinued
0.6335 Remote Similarity NPD3122 Phase 3
0.6333 Remote Similarity NPD1770 Clinical (unspecified phase)
0.6333 Remote Similarity NPD4098 Discontinued
0.6331 Remote Similarity NPD8031 Discontinued
0.6331 Remote Similarity NPD1309 Phase 2
0.6331 Remote Similarity NPD1307 Phase 2
0.6329 Remote Similarity NPD3656 Approved
0.6328 Remote Similarity NPD3936 Clinical (unspecified phase)
0.6327 Remote Similarity NPD3294 Phase 2
0.6327 Remote Similarity NPD3447 Discontinued
0.6312 Remote Similarity NPD3977 Clinical (unspecified phase)
0.6312 Remote Similarity NPD6658 Clinical (unspecified phase)
0.631 Remote Similarity NPD6063 Approved
0.6307 Remote Similarity NPD6297 Approved
0.6306 Remote Similarity NPD2154 Approved
0.6306 Remote Similarity NPD2156 Approved
0.6306 Remote Similarity NPD2155 Approved
0.6303 Remote Similarity NPD2312 Discontinued
0.6303 Remote Similarity NPD824 Approved
0.6299 Remote Similarity NPD1423 Approved
0.6299 Remote Similarity NPD5745 Approved
0.6296 Remote Similarity NPD7598 Phase 2
0.6294 Remote Similarity NPD5709 Phase 3
0.6291 Remote Similarity NPD2987 Approved
0.6291 Remote Similarity NPD2990 Approved
0.6289 Remote Similarity NPD7153 Discontinued
0.6289 Remote Similarity NPD2030 Discontinued
0.6287 Remote Similarity NPD1769 Discontinued
0.628 Remote Similarity NPD6662 Clinical (unspecified phase)
0.628 Remote Similarity NPD4727 Phase 1
0.6279 Remote Similarity NPD5186 Approved
0.6279 Remote Similarity NPD4166 Phase 2
0.6279 Remote Similarity NPD5183 Approved
0.6273 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6273 Remote Similarity NPD2677 Approved
0.6266 Remote Similarity NPD1725 Approved
0.6266 Remote Similarity NPD1422 Approved
0.6264 Remote Similarity NPD3489 Phase 3
0.6264 Remote Similarity NPD3366 Approved
0.6259 Remote Similarity NPD2423 Clinical (unspecified phase)
0.6258 Remote Similarity NPD3688 Clinical (unspecified phase)

  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