Structure

Physi-Chem Properties

Molecular Weight:  320.09
Volume:  312.226
LogP:  4.687
LogD:  3.242
LogS:  -7.21
# Rotatable Bonds:  0
TPSA:  40.8
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  6
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.597
Synthetic Accessibility Score:  3.016
Fsp3:  0.211
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.262
MDCK Permeability:  2.9685781555599533e-05
Pgp-inhibitor:  0.01
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.032

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.692
Plasma Protein Binding (PPB):  96.57721710205078%
Volume Distribution (VD):  1.661
Pgp-substrate:  1.9153273105621338%

ADMET: Metabolism

CYP1A2-inhibitor:  0.965
CYP1A2-substrate:  0.169
CYP2C19-inhibitor:  0.244
CYP2C19-substrate:  0.33
CYP2C9-inhibitor:  0.021
CYP2C9-substrate:  0.796
CYP2D6-inhibitor:  0.987
CYP2D6-substrate:  0.932
CYP3A4-inhibitor:  0.851
CYP3A4-substrate:  0.166

ADMET: Excretion

Clearance (CL):  15.587
Half-life (T1/2):  0.167

ADMET: Toxicity

hERG Blockers:  0.132
Human Hepatotoxicity (H-HT):  0.057
Drug-inuced Liver Injury (DILI):  0.533
AMES Toxicity:  0.642
Rat Oral Acute Toxicity:  0.095
Maximum Recommended Daily Dose:  0.899
Skin Sensitization:  0.918
Carcinogencity:  0.957
Eye Corrosion:  0.003
Eye Irritation:  0.047
Respiratory Toxicity:  0.884

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

  Natural Product: NPC171409

Natural Product ID:  NPC171409
Common Name*:   Coptisine
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  XYHOBCMEDLZUMP-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C19H14NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,5-8H,3-4,9-10H2/q+1
SMILES:  C1Oc2c(O1)cc1c(c2)CC[n+]2c1cc1ccc3c(c1c2)OCO3
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL362071
PubChem CID:   72322
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
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. root n.a. DOI[10.5012/bkcs.2003.24.11.1699]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota rhizomes n.a. n.a. PMID[11000020]
NPO26193 Piper methysticum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[11830162]
NPO29080 Ulex airensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[11858751]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. root n.a. PMID[12510838]
NPO26193 Piper methysticum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[12809361]
NPO14337 Ecklonia stolonifera Species Lessoniaceae Eukaryota n.a. n.a. n.a. PMID[12913249]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. root n.a. PMID[15646793]
NPO6328 Corydalis incisa Species Papaveraceae Eukaryota n.a. aerial part n.a. PMID[17366734]
NPO25373 Stereocaulon alpinum Species Stereocaulaceae Eukaryota n.a. n.a. n.a. PMID[18288807]
NPO9650 Zanthoxylum nitidum Species Rutaceae Eukaryota Stems; Barks n.a. n.a. PMID[18303853]
NPO9650 Zanthoxylum nitidum Species Rutaceae Eukaryota stem bark n.a. n.a. PMID[18303853]
NPO21435 Thalictrum faberi Species Ranunculaceae Eukaryota Roots n.a. n.a. PMID[19299148]
NPO25345 Corydalis ternata Species Papaveraceae Eukaryota tubers n.a. n.a. PMID[20594848]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota n.a. rhizome n.a. PMID[21401114]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21625478]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. root n.a. PMID[21657081]
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]
NPO26428 Ligularia sagitta Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[24913558]
NPO13962 Corydalis turtschaninovii Species Papaveraceae Eukaryota n.a. rhizome n.a. PMID[25277281]
NPO26193 Piper methysticum Species Piperaceae Eukaryota root n.a. n.a. PMID[25597012]
NPO13962 Corydalis turtschaninovii Species Papaveraceae Eukaryota n.a. tuber n.a. PMID[25670016]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[27444348]
NPO25373 Stereocaulon alpinum Species Stereocaulaceae Eukaryota n.a. n.a. n.a. PMID[29878768]
NPO22441 Senna spectabilis Species Fabaceae Eukaryota flowers n.a. n.a. PMID[30413343]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota Roots n.a. n.a. PMID[31464439]
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]
NPO21435 Thalictrum faberi Species Ranunculaceae Eukaryota n.a. n.a. n.a. PMID[7528786]
NPO10662 Scrippsiella trochoidea Species Peridiniaceae Eukaryota n.a. n.a. n.a. PMID[8021655]
NPO25657 Mezzettia leptopoda Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[9868159]
NPO11120.1 Brassica rapa subsp. chinensis Subspecies Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16640 Thalictrum petaloideum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10461 Corydalis adunca Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28698 Corydalis remota Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13637 Thalictrum foliolosum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28638 Corydalis longicalcarata Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15847 Thalictrum glandulosissimum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26428 Ligularia sagitta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22242 Phellodendron chinense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30288 Thalictrum thunbergii 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]
NPO21435 Thalictrum faberi Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6637 Corydalis repens Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2341 Fibraurea recisa Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23519 Coptis teetoides Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24476 Phellodendron amurense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15929 Corydalis ledebouriana Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28372 Corydalis pallida Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26193 Piper methysticum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31576 Brassica chinensis Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14337 Ecklonia stolonifera Species Lessoniaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1106 Artabotrys maingayi Species Annonaceae 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]
NPO6328 Corydalis incisa Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23223 Symphytum officinale Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12903 Coptis gulinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25761 Thalictrum microgynum Species Ranunculaceae 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]
NPO28612 Hypecoum leptocarpum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22532 Coptis omeiensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29868 Dicentra spectabilis Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6027.1 Corydalis ambigua var. amurensis Varieties Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO827 Corydalis yanhusuo Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5649 Coptis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11457 Chelidonium majus Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13297 Thalictrum atriplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30280 Mahonia japonica n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO16414 Thuja plicata Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24480 Diospyros ebenum Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14045 Corydalis decumbens Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25973 Hypecoum japonicum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9650 Zanthoxylum nitidum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21451 Thalictrum simplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11120.1 Brassica rapa subsp. chinensis Subspecies Brassicaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO19361 Herba meconpsis integrifoliae n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO24476 Phellodendron amurense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26193 Piper methysticum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6637 Corydalis repens Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24087 Psacalium peltatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12903 Coptis gulinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5649 Coptis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16640 Thalictrum petaloideum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24758 Angelica dahurica Species Apiaceae 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]
NPO17796 Lamprocapnos spectabilis Species Papaveraceae 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]
NPO14337 Ecklonia stolonifera Species Lessoniaceae Eukaryota 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]
NPO25973 Hypecoum japonicum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21435 Thalictrum faberi Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28698 Corydalis remota Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10461 Corydalis adunca Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11457 Chelidonium majus Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15929 Corydalis ledebouriana Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2787 Cussonia racemosa Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25166 Corydalis ophiocarpa Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28372 Corydalis pallida Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26428 Ligularia sagitta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4715 Coptis linearisepala Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28612 Hypecoum leptocarpum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11281 Euphorbia fortissima Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6027.1 Corydalis ambigua var. amurensis Varieties Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5144 Berberis japonica Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9650 Zanthoxylum nitidum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1106 Artabotrys maingayi Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15847 Thalictrum glandulosissimum Species Ranunculaceae 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]
NPO13297 Thalictrum atriplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28638 Corydalis longicalcarata Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25761 Thalictrum microgynum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26230 Lappula echinata Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11120.1 Brassica rapa subsp. chinensis Subspecies Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16414 Thuja plicata Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24480 Diospyros ebenum Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2341 Fibraurea recisa 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]
NPO6295 Astragalus trojanus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22532 Coptis omeiensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23519 Coptis teetoides Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25373 Stereocaulon alpinum Species Stereocaulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14045 Corydalis decumbens Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6328 Corydalis incisa Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23223 Symphytum officinale Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13637 Thalictrum foliolosum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13637 Thalictrum foliolosum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30288 Thalictrum thunbergii Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9650 Zanthoxylum nitidum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28698 Corydalis remota Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29868 Dicentra spectabilis Species Papaveraceae 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]
NPO11457 Chelidonium majus Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15929 Corydalis ledebouriana Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30280 Mahonia japonica n.a. n.a. n.a. n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28372 Corydalis pallida Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24480 Diospyros ebenum Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26193 Piper methysticum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6328 Corydalis incisa Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23223 Symphytum officinale Species Boraginaceae 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]
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]
NPO25166 Corydalis ophiocarpa Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13962 Corydalis turtschaninovii 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]
NPO26538 Phellodendron chinese Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11457 Chelidonium majus Species Papaveraceae 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]
NPO5649 Coptis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9650 Zanthoxylum nitidum Species Rutaceae 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]
NPO22242 Phellodendron chinense Species Rutaceae 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]
NPO24758 Angelica dahurica Species Apiaceae 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]
NPO24476 Phellodendron amurense Species Rutaceae 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]
NPO742 Aloe saponaria Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5144 Berberis japonica Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6295 Astragalus trojanus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1106 Artabotrys maingayi Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26740 Tolypothrix distorta Species Tolypothrichaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15415 Othonna obtusiloba Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO827 Corydalis yanhusuo Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13235 Berberis chitria Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28372 Corydalis pallida Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28698 Corydalis remota Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8144 Labidiaster annulatus Species Labidiasteridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14045 Corydalis decumbens Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9650 Zanthoxylum nitidum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO336 Chaetomorpha moniligera Species Cladophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11120.1 Brassica rapa subsp. chinensis Subspecies Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24476 Phellodendron amurense Species Rutaceae 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]
NPO29080 Ulex airensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16670 Centaurea sclerolepis 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]
NPO24480 Diospyros ebenum Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2787 Cussonia racemosa Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24087 Psacalium peltatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22242 Phellodendron chinense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6637 Corydalis repens Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15929 Corydalis ledebouriana Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15522 Michelia fuscata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1219 Theobroma speciosum Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26428 Ligularia sagitta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25761 Thalictrum microgynum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29053 Dictyostelium longosporum Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21451 Thalictrum simplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25345 Corydalis ternata Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16414 Thuja plicata Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25316 Lasius niger Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16169 Sedum altissimum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6328 Corydalis incisa Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25484 Bumelia obtusifolia n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO14345 Androsace septentrionalis Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14337 Ecklonia stolonifera Species Lessoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7177 Inocybe rimosa Species Inocybaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11281 Euphorbia fortissima Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22532 Coptis omeiensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25373 Stereocaulon alpinum Species Stereocaulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24868 Streptomyces aizunensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10662 Scrippsiella trochoidea Species Peridiniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23519 Coptis teetoides Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6137 Lepista glaucocana Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29008 Coptis teeta Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25881 Stachys plumosa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16092 Calocephalus knappii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13962 Corydalis turtschaninovii Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25624 Teclea sudanica Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25166 Corydalis ophiocarpa Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25657 Mezzettia leptopoda Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26193 Piper methysticum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17796 Lamprocapnos spectabilis Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5649 Coptis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23223 Symphytum officinale Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22441 Senna spectabilis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26230 Lappula echinata Species Boraginaceae 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
NPT517 Cell Line Panel NCI-60 (60 carcinoma cell lines) Homo sapiens GI50 = 260.0 nM PMID[559416]
NPT1032 Individual Protein Neuraminidase Influenza A virus (strain A/USSR/90/1977 H1N1) IC50 = 25300.0 nM PMID[559417]
NPT1032 Individual Protein Neuraminidase Influenza A virus (strain A/USSR/90/1977 H1N1) IC50 = 26400.0 nM PMID[559417]
NPT2 Others Unspecified IC50 = 25100.0 nM PMID[559417]
NPT21577 NUCLEIC-ACID quadruplex DNA Homo sapiens EC50 = 12010.0 nM PMID[559418]
NPT21577 NUCLEIC-ACID quadruplex DNA Homo sapiens EC50 = 5930.0 nM PMID[559418]
NPT2 Others Unspecified Ratio EC50 = 2.0 n.a. PMID[559418]

☑ 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 NPC171409 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 NPC96405
0.9789 High Similarity NPC296482
0.9789 High Similarity NPC202768
0.9789 High Similarity NPC53069
0.9734 High Similarity NPC135549
0.9526 High Similarity NPC313189
0.9421 High Similarity NPC36229
0.9421 High Similarity NPC16452
0.9421 High Similarity NPC476581
0.9312 High Similarity NPC477019
0.9263 High Similarity NPC31930
0.9211 High Similarity NPC234197
0.9196 High Similarity NPC46451
0.9158 High Similarity NPC476582
0.9158 High Similarity NPC4071
0.9158 High Similarity NPC476578
0.9086 High Similarity NPC112206
0.9086 High Similarity NPC202605
0.905 High Similarity NPC100079
0.905 High Similarity NPC23614
0.8995 High Similarity NPC235076
0.8894 High Similarity NPC251160
0.885 High Similarity NPC149471
0.885 High Similarity NPC271215
0.8842 High Similarity NPC195268
0.8842 High Similarity NPC133140
0.8794 High Similarity NPC188420
0.8689 High Similarity NPC118121
0.8607 High Similarity NPC290689
0.8495 Intermediate Similarity NPC204446
0.8385 Intermediate Similarity NPC204385
0.8372 Intermediate Similarity NPC253675
0.8368 Intermediate Similarity NPC206201
0.8271 Intermediate Similarity NPC278525
0.8241 Intermediate Similarity NPC22481
0.8238 Intermediate Similarity NPC174049
0.823 Intermediate Similarity NPC473822
0.8165 Intermediate Similarity NPC108342
0.8148 Intermediate Similarity NPC201508
0.8128 Intermediate Similarity NPC189903
0.8128 Intermediate Similarity NPC182907
0.8109 Intermediate Similarity NPC287437
0.8091 Intermediate Similarity NPC166722
0.8038 Intermediate Similarity NPC236668
0.8018 Intermediate Similarity NPC210296
0.8 Intermediate Similarity NPC146976
0.7991 Intermediate Similarity NPC122463
0.7991 Intermediate Similarity NPC255800
0.7991 Intermediate Similarity NPC96584
0.7961 Intermediate Similarity NPC470164
0.7961 Intermediate Similarity NPC323345
0.7925 Intermediate Similarity NPC473513
0.7919 Intermediate Similarity NPC295228
0.7917 Intermediate Similarity NPC312872
0.7911 Intermediate Similarity NPC124313
0.7907 Intermediate Similarity NPC210434
0.7902 Intermediate Similarity NPC84164
0.7902 Intermediate Similarity NPC207283
0.7867 Intermediate Similarity NPC162530
0.7867 Intermediate Similarity NPC266931
0.7826 Intermediate Similarity NPC285558
0.781 Intermediate Similarity NPC123976
0.781 Intermediate Similarity NPC167860
0.7804 Intermediate Similarity NPC173080
0.7798 Intermediate Similarity NPC214980
0.7773 Intermediate Similarity NPC24019
0.7767 Intermediate Similarity NPC148409
0.7745 Intermediate Similarity NPC224928
0.7742 Intermediate Similarity NPC280272
0.7739 Intermediate Similarity NPC183537
0.7738 Intermediate Similarity NPC476999
0.7727 Intermediate Similarity NPC476997
0.7725 Intermediate Similarity NPC470020
0.7696 Intermediate Similarity NPC24954
0.7692 Intermediate Similarity NPC475774
0.7692 Intermediate Similarity NPC476996
0.7692 Intermediate Similarity NPC476998
0.7685 Intermediate Similarity NPC213530
0.7685 Intermediate Similarity NPC193267
0.7678 Intermediate Similarity NPC174758
0.7678 Intermediate Similarity NPC174672
0.7678 Intermediate Similarity NPC469589
0.7662 Intermediate Similarity NPC77878
0.7653 Intermediate Similarity NPC316981
0.7647 Intermediate Similarity NPC476994
0.7638 Intermediate Similarity NPC179704
0.763 Intermediate Similarity NPC82548
0.7628 Intermediate Similarity NPC170114
0.7626 Intermediate Similarity NPC322482
0.7623 Intermediate Similarity NPC233334
0.7621 Intermediate Similarity NPC99891
0.7606 Intermediate Similarity NPC208284
0.76 Intermediate Similarity NPC249405
0.7596 Intermediate Similarity NPC232727
0.7583 Intermediate Similarity NPC474595
0.7581 Intermediate Similarity NPC470549
0.7579 Intermediate Similarity NPC234392
0.7579 Intermediate Similarity NPC31311
0.7576 Intermediate Similarity NPC270515
0.7556 Intermediate Similarity NPC90875
0.755 Intermediate Similarity NPC284559
0.7549 Intermediate Similarity NPC280964
0.7549 Intermediate Similarity NPC141915
0.7549 Intermediate Similarity NPC114335
0.7548 Intermediate Similarity NPC11017
0.7548 Intermediate Similarity NPC176538
0.7544 Intermediate Similarity NPC119134
0.7544 Intermediate Similarity NPC217554
0.7536 Intermediate Similarity NPC472111
0.7535 Intermediate Similarity NPC474594
0.7534 Intermediate Similarity NPC469792
0.7522 Intermediate Similarity NPC284141
0.7512 Intermediate Similarity NPC302001
0.7512 Intermediate Similarity NPC329541
0.75 Intermediate Similarity NPC92111
0.7489 Intermediate Similarity NPC476995
0.7489 Intermediate Similarity NPC314954
0.7489 Intermediate Similarity NPC473183
0.7489 Intermediate Similarity NPC246381
0.7488 Intermediate Similarity NPC274291
0.7488 Intermediate Similarity NPC264166
0.7488 Intermediate Similarity NPC472098
0.7488 Intermediate Similarity NPC329708
0.7488 Intermediate Similarity NPC118832
0.7488 Intermediate Similarity NPC47059
0.7488 Intermediate Similarity NPC296527
0.7488 Intermediate Similarity NPC165349
0.7487 Intermediate Similarity NPC287588
0.7476 Intermediate Similarity NPC135887
0.7476 Intermediate Similarity NPC199277
0.7467 Intermediate Similarity NPC469554
0.7465 Intermediate Similarity NPC470931
0.7465 Intermediate Similarity NPC274982
0.7456 Intermediate Similarity NPC11408
0.7451 Intermediate Similarity NPC312531
0.7451 Intermediate Similarity NPC76748
0.744 Intermediate Similarity NPC13880
0.744 Intermediate Similarity NPC162653
0.744 Intermediate Similarity NPC251090
0.7435 Intermediate Similarity NPC216459
0.7435 Intermediate Similarity NPC41178
0.7435 Intermediate Similarity NPC26850
0.7435 Intermediate Similarity NPC138487
0.7427 Intermediate Similarity NPC307963
0.7409 Intermediate Similarity NPC177404
0.7404 Intermediate Similarity NPC267928
0.7403 Intermediate Similarity NPC15406
0.7401 Intermediate Similarity NPC473184
0.7396 Intermediate Similarity NPC146288
0.7395 Intermediate Similarity NPC11464
0.7391 Intermediate Similarity NPC131017
0.7389 Intermediate Similarity NPC101543
0.7373 Intermediate Similarity NPC471080
0.7373 Intermediate Similarity NPC469592
0.7344 Intermediate Similarity NPC93593
0.7342 Intermediate Similarity NPC303374
0.733 Intermediate Similarity NPC233029
0.733 Intermediate Similarity NPC210148
0.733 Intermediate Similarity NPC477533
0.7327 Intermediate Similarity NPC264176
0.7318 Intermediate Similarity NPC469594
0.7302 Intermediate Similarity NPC287208
0.7299 Intermediate Similarity NPC329793
0.7299 Intermediate Similarity NPC329747
0.7299 Intermediate Similarity NPC315957
0.7297 Intermediate Similarity NPC310118
0.7296 Intermediate Similarity NPC472434
0.729 Intermediate Similarity NPC475841
0.729 Intermediate Similarity NPC304183
0.729 Intermediate Similarity NPC474145
0.7289 Intermediate Similarity NPC110151
0.7289 Intermediate Similarity NPC473185
0.7286 Intermediate Similarity NPC127085
0.7285 Intermediate Similarity NPC17565
0.7282 Intermediate Similarity NPC474904
0.7277 Intermediate Similarity NPC469440
0.7277 Intermediate Similarity NPC476138
0.7277 Intermediate Similarity NPC245816
0.7277 Intermediate Similarity NPC162484
0.7269 Intermediate Similarity NPC201697
0.7269 Intermediate Similarity NPC185782
0.7264 Intermediate Similarity NPC295676
0.7256 Intermediate Similarity NPC193777
0.7248 Intermediate Similarity NPC26679
0.7248 Intermediate Similarity NPC94157
0.7246 Intermediate Similarity NPC469390
0.7246 Intermediate Similarity NPC134637
0.7245 Intermediate Similarity NPC471178
0.7244 Intermediate Similarity NPC200888
0.7244 Intermediate Similarity NPC470018
0.7243 Intermediate Similarity NPC137929
0.7243 Intermediate Similarity NPC164374
0.723 Intermediate Similarity NPC295898
0.7222 Intermediate Similarity NPC476518
0.7222 Intermediate Similarity NPC475910
0.722 Intermediate Similarity NPC60621
0.7217 Intermediate Similarity NPC19872
0.7214 Intermediate Similarity NPC285941
0.7212 Intermediate Similarity NPC74575
0.7212 Intermediate Similarity NPC99666

  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 NPC171409 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
0.9789 High Similarity NPD3816 Phase 1
0.9789 High Similarity NPD3815 Phase 1
0.9196 High Similarity NPD3763 Approved
0.8842 High Similarity NPD3923 Approved
0.8842 High Similarity NPD3921 Approved
0.8842 High Similarity NPD3922 Approved
0.8842 High Similarity NPD3924 Approved
0.8263 Intermediate Similarity NPD3920 Phase 2
0.7971 Intermediate Similarity NPD5658 Approved
0.797 Intermediate Similarity NPD6257 Clinical (unspecified phase)
0.7945 Intermediate Similarity NPD4885 Approved
0.7911 Intermediate Similarity NPD6230 Discontinued
0.7904 Intermediate Similarity NPD4926 Clinical (unspecified phase)
0.79 Intermediate Similarity NPD6569 Phase 2
0.7828 Intermediate Similarity NPD6494 Phase 2
0.782 Intermediate Similarity NPD7069 Discontinued
0.7783 Intermediate Similarity NPD7571 Clinical (unspecified phase)
0.7734 Intermediate Similarity NPD4418 Discontinued
0.7731 Intermediate Similarity NPD5070 Clinical (unspecified phase)
0.7716 Intermediate Similarity NPD7414 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD5863 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD4889 Approved
0.7644 Intermediate Similarity NPD6477 Clinical (unspecified phase)
0.7641 Intermediate Similarity NPD1923 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD2060 Approved
0.7611 Intermediate Similarity NPD7729 Clinical (unspecified phase)
0.7583 Intermediate Similarity NPD7222 Phase 2
0.7561 Intermediate Similarity NPD6861 Clinical (unspecified phase)
0.7557 Intermediate Similarity NPD7674 Phase 3
0.7557 Intermediate Similarity NPD7676 Clinical (unspecified phase)
0.7557 Intermediate Similarity NPD7675 Phase 3
0.7548 Intermediate Similarity NPD6219 Discontinued
0.7548 Intermediate Similarity NPD4396 Clinical (unspecified phase)
0.7488 Intermediate Similarity NPD4039 Approved
0.7488 Intermediate Similarity NPD4033 Approved
0.7488 Intermediate Similarity NPD4035 Approved
0.7488 Intermediate Similarity NPD4122 Approved
0.7488 Intermediate Similarity NPD4037 Approved
0.7488 Intermediate Similarity NPD4795 Phase 2
0.7488 Intermediate Similarity NPD4038 Approved
0.7488 Intermediate Similarity NPD32 Approved
0.7488 Intermediate Similarity NPD4034 Approved
0.7488 Intermediate Similarity NPD31 Approved
0.7488 Intermediate Similarity NPD4036 Approved
0.7478 Intermediate Similarity NPD6963 Approved
0.7478 Intermediate Similarity NPD6964 Approved
0.7465 Intermediate Similarity NPD5612 Discontinued
0.7453 Intermediate Similarity NPD5530 Phase 1
0.744 Intermediate Similarity NPD3478 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD3477 Phase 2
0.7434 Intermediate Similarity NPD7558 Phase 2
0.7427 Intermediate Similarity NPD1304 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD1038 Approved
0.7426 Intermediate Similarity NPD7424 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD8091 Phase 3
0.7423 Intermediate Similarity NPD2782 Approved
0.7423 Intermediate Similarity NPD2780 Approved
0.7419 Intermediate Similarity NPD6140 Clinical (unspecified phase)
0.7406 Intermediate Similarity NPD3397 Phase 2
0.7399 Intermediate Similarity NPD7426 Phase 1
0.7397 Intermediate Similarity NPD6568 Discontinued
0.7378 Intermediate Similarity NPD7567 Approved
0.7363 Intermediate Similarity NPD3386 Phase 2
0.7352 Intermediate Similarity NPD7823 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD6872 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD2781 Approved
0.7343 Intermediate Similarity NPD4551 Phase 2
0.734 Intermediate Similarity NPD6344 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD5903 Approved
0.7339 Intermediate Similarity NPD5902 Approved
0.7336 Intermediate Similarity NPD7453 Approved
0.7336 Intermediate Similarity NPD7452 Approved
0.733 Intermediate Similarity NPD5930 Phase 3
0.7299 Intermediate Similarity NPD1739 Approved
0.7299 Intermediate Similarity NPD1740 Approved
0.729 Intermediate Similarity NPD5601 Phase 2
0.7284 Intermediate Similarity NPD4876 Phase 3
0.7284 Intermediate Similarity NPD4875 Phase 3
0.7282 Intermediate Similarity NPD6281 Approved
0.7277 Intermediate Similarity NPD7719 Discontinued
0.7268 Intermediate Similarity NPD1034 Phase 3
0.7268 Intermediate Similarity NPD1033 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD7859 Phase 2
0.7251 Intermediate Similarity NPD3825 Phase 3
0.7251 Intermediate Similarity NPD4118 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD2334 Discontinued
0.7229 Intermediate Similarity NPD6727 Phase 2
0.7225 Intermediate Similarity NPD8052 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD2739 Clinical (unspecified phase)
0.722 Intermediate Similarity NPD4375 Approved
0.7214 Intermediate Similarity NPD1032 Phase 2
0.7212 Intermediate Similarity NPD6553 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD4372 Phase 1
0.721 Intermediate Similarity NPD6517 Phase 3
0.7208 Intermediate Similarity NPD7169 Suspended
0.7202 Intermediate Similarity NPD4131 Phase 3
0.72 Intermediate Similarity NPD5602 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD1954 Phase 1
0.7186 Intermediate Similarity NPD1078 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD7555 Discontinued
0.7176 Intermediate Similarity NPD1392 Approved
0.7167 Intermediate Similarity NPD6790 Phase 1
0.7162 Intermediate Similarity NPD3354 Phase 2
0.7143 Intermediate Similarity NPD6503 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5147 Discontinued
0.7136 Intermediate Similarity NPD5944 Phase 1
0.7136 Intermediate Similarity NPD5945 Phase 1
0.713 Intermediate Similarity NPD3003 Approved
0.7129 Intermediate Similarity NPD5751 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD7025 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD5066 Phase 2
0.7123 Intermediate Similarity NPD5067 Phase 2
0.7119 Intermediate Similarity NPD8100 Phase 3
0.7115 Intermediate Similarity NPD8063 Discontinued
0.7111 Intermediate Similarity NPD1856 Discontinued
0.7107 Intermediate Similarity NPD7956 Approved
0.7107 Intermediate Similarity NPD7955 Approved
0.7101 Intermediate Similarity NPD6525 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD6243 Phase 3
0.7101 Intermediate Similarity NPD6244 Phase 3
0.7098 Intermediate Similarity NPD6242 Discontinued
0.7095 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.7074 Intermediate Similarity NPD5801 Clinical (unspecified phase)
0.7074 Intermediate Similarity NPD4925 Approved
0.7068 Intermediate Similarity NPD4584 Approved
0.7067 Intermediate Similarity NPD6298 Discontinued
0.7062 Intermediate Similarity NPD3396 Approved
0.7062 Intermediate Similarity NPD3395 Approved
0.7054 Intermediate Similarity NPD7194 Discontinued
0.7054 Intermediate Similarity NPD6500 Approved
0.7054 Intermediate Similarity NPD6501 Approved
0.7053 Intermediate Similarity NPD4919 Phase 3
0.7053 Intermediate Similarity NPD4920 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD4921 Phase 3
0.7051 Intermediate Similarity NPD8016 Phase 3
0.7051 Intermediate Similarity NPD8017 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD4502 Phase 2
0.7043 Intermediate Similarity NPD4996 Approved
0.7043 Intermediate Similarity NPD4995 Approved
0.7034 Intermediate Similarity NPD7620 Phase 2
0.7031 Intermediate Similarity NPD5559 Phase 2
0.7029 Intermediate Similarity NPD8101 Phase 3
0.7026 Intermediate Similarity NPD2757 Phase 2
0.7024 Intermediate Similarity NPD4204 Approved
0.7024 Intermediate Similarity NPD4203 Approved
0.7022 Intermediate Similarity NPD8479 Phase 2
0.7014 Intermediate Similarity NPD802 Phase 2
0.701 Intermediate Similarity NPD1620 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD3837 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD3313 Phase 2
0.7009 Intermediate Similarity NPD8109 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD112 Approved
0.7005 Intermediate Similarity NPD9705 Discontinued
0.7 Intermediate Similarity NPD1900 Clinical (unspecified phase)
0.6995 Remote Similarity NPD7948 Phase 1
0.6991 Remote Similarity NPD6975 Discontinued
0.6988 Remote Similarity NPD5459 Phase 2
0.6986 Remote Similarity NPD5528 Clinical (unspecified phase)
0.6986 Remote Similarity NPD2187 Approved
0.6986 Remote Similarity NPD2189 Approved
0.6986 Remote Similarity NPD5529 Phase 1
0.6981 Remote Similarity NPD1602 Discontinued
0.6981 Remote Similarity NPD3324 Clinical (unspecified phase)
0.698 Remote Similarity NPD7862 Clinical (unspecified phase)
0.6978 Remote Similarity NPD5519 Discontinued
0.6971 Remote Similarity NPD2917 Approved
0.6965 Remote Similarity NPD4724 Clinical (unspecified phase)
0.6964 Remote Similarity NPD6216 Approved
0.6964 Remote Similarity NPD7803 Approved
0.6957 Remote Similarity NPD7710 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5083 Clinical (unspecified phase)
0.6948 Remote Similarity NPD2482 Clinical (unspecified phase)
0.6947 Remote Similarity NPD7678 Clinical (unspecified phase)
0.6943 Remote Similarity NPD7051 Phase 3
0.6943 Remote Similarity NPD7050 Clinical (unspecified phase)
0.6939 Remote Similarity NPD7708 Approved
0.6939 Remote Similarity NPD6228 Discontinued
0.6934 Remote Similarity NPD6361 Phase 2
0.693 Remote Similarity NPD3541 Clinical (unspecified phase)
0.693 Remote Similarity NPD4548 Discontinued
0.6927 Remote Similarity NPD3946 Clinical (unspecified phase)
0.6926 Remote Similarity NPD8512 Phase 3
0.692 Remote Similarity NPD7112 Discontinued
0.6917 Remote Similarity NPD5007 Approved
0.6916 Remote Similarity NPD2952 Discontinued
0.6914 Remote Similarity NPD8442 Discontinued
0.6909 Remote Similarity NPD7671 Approved
0.6909 Remote Similarity NPD7672 Approved
0.6908 Remote Similarity NPD5522 Clinical (unspecified phase)
0.6907 Remote Similarity NPD5905 Phase 1
0.6907 Remote Similarity NPD7886 Phase 2
0.6907 Remote Similarity NPD7885 Phase 2
0.6905 Remote Similarity NPD4021 Phase 2
0.6903 Remote Similarity NPD3402 Phase 1
0.6895 Remote Similarity NPD8403 Phase 1
0.6894 Remote Similarity NPD5805 Approved
0.6893 Remote Similarity NPD2601 Approved
0.6893 Remote Similarity NPD2600 Approved
0.6893 Remote Similarity NPD2599 Approved
0.6881 Remote Similarity NPD6991 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