Structure

Physi-Chem Properties

Molecular Weight:  271.06
Volume:  266.505
LogP:  3.306
LogD:  3.1
LogS:  -3.367
# Rotatable Bonds:  1
TPSA:  92.22
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.51
Synthetic Accessibility Score:  2.895
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.965
MDCK Permeability:  9.002682418213226e-06
Pgp-inhibitor:  0.014
Pgp-substrate:  0.047
Human Intestinal Absorption (HIA):  0.014
20% Bioavailability (F20%):  0.991
30% Bioavailability (F30%):  0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.011
Plasma Protein Binding (PPB):  97.77698516845703%
Volume Distribution (VD):  0.652
Pgp-substrate:  3.2866642475128174%

ADMET: Metabolism

CYP1A2-inhibitor:  0.902
CYP1A2-substrate:  0.2
CYP2C19-inhibitor:  0.086
CYP2C19-substrate:  0.051
CYP2C9-inhibitor:  0.187
CYP2C9-substrate:  0.852
CYP2D6-inhibitor:  0.606
CYP2D6-substrate:  0.466
CYP3A4-inhibitor:  0.354
CYP3A4-substrate:  0.091

ADMET: Excretion

Clearance (CL):  13.405
Half-life (T1/2):  0.915

ADMET: Toxicity

hERG Blockers:  0.07
Human Hepatotoxicity (H-HT):  0.126
Drug-inuced Liver Injury (DILI):  0.964
AMES Toxicity:  0.506
Rat Oral Acute Toxicity:  0.213
Maximum Recommended Daily Dose:  0.719
Skin Sensitization:  0.919
Carcinogencity:  0.13
Eye Corrosion:  0.009
Eye Irritation:  0.947
Respiratory Toxicity:  0.17

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

  Natural Product: NPC190454

Natural Product ID:  NPC190454
Common Name*:   Pelargonidin
IUPAC Name:   2-(4-hydroxyphenyl)chromenylium-3,5,7-triol
Synonyms:   Pelargonidin
Standard InCHIKey:  XVFMGWDSJLBXDZ-UHFFFAOYSA-O
Standard InCHI:  InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-7H,(H3-,16,17,18,19)/p+1
SMILES:  Oc1ccc(cc1)c1[o+]c2cc(O)cc(c2cc1O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1197905
PubChem CID:   440832
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0002991] Hydroxyflavonoids
          • [CHEMONTID:0002993] 7-hydroxyflavonoids

*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
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. Nigeria(latitude 80°N and longitude 4°E) 2005; 2006 DOI[10.1002/ejlt.201000080]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. fruit n.a. DOI[10.1007/s00217-007-0799-1]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11306-010-0259-y]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11306-014-0638-x]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11746-997-0093-1]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. flower n.a. DOI[10.1016/j.foodchem.2011.01.077]
NPO11043 Pisum sativum Species Fabaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota n.a. retail stores, supermarkets and market stalls in Forssa and in the Helsinki area 2003–2005 DOI[10.1016/j.jfca.2006.05.007]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.phytol.2008.07.007]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Fruit n.a. n.a. DOI[10.1016/S0963-9969(99)00095-2]
NPO19774 Rubus idaeus Species n.a. n.a. Fruit n.a. n.a. DOI[10.1016/S0963-9969(99)00095-2]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota n.a. n.a. n.a. DOI[10.1021/jf980687v]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seeds Plovdiv, Plovdiv region in South Bulgaria DOI[10.1051/CTV/20163101031]
NPO29314 Mangifera indica Species Anacardiaceae Eukaryota n.a. n.a. n.a. DOI[10.1246/bcsj.30.618]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. root n.a. DOI[10.1271/bbb1961.42.623]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Runners Suwon, Korea 2011-Sep DOI[10.7235/HORT.2013.12200]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Leaves (runner plant) Suwon, Korea 2011-Sep DOI[10.7235/HORT.2013.12200]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Roots (mother plant) Suwon, Korea 2011-Sep DOI[10.7235/HORT.2013.12200]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Leaves (mother plant) Suwon, Korea 2011-Sep DOI[10.7235/HORT.2013.12200]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Roots (runner plant) Suwon, Korea 2011-Sep DOI[10.7235/HORT.2013.12200]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Fruits Suwon, Korea 2012-Nov DOI[10.7235/HORT.2013.12200]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Leaves Suwon, Korea DOI[10.7235/HORT.2013.12200]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[11170689]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. leaf n.a. PMID[11312782]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. fruit n.a. PMID[11312782]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[11408943]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. PMID[11520216]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. aerial part n.a. PMID[12033510]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. fruit n.a. PMID[12105962]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota n.a. n.a. n.a. PMID[1453178]
NPO11043 Pisum sativum Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[15286289]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Fruits n.a. n.a. PMID[15568772]
NPO21349 Punica granatum Species Lythraceae Eukaryota Seeds n.a. n.a. PMID[15620261]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[16748484]
NPO9865 Cichorium intybus Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[18341288]
NPO11043 Pisum sativum Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO9865 Cichorium intybus Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. Esuela Tecnica Superior de Ingenieros Agrónomos de Albacete 2007 PMID[19256538]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[20597533]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[20826702]
NPO11043 Pisum sativum Species Fabaceae Eukaryota n.a. seed n.a. PMID[20947202]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. aerial part n.a. PMID[20961090]
NPO19774 Rubus idaeus Species n.a. n.a. n.a. n.a. n.a. PMID[21381697]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[21448706]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[21856162]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[22537213]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[23001436]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[23656415]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[23759170]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24014097]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. n.a. PMID[24074359]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24128451]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24176362]
NPO11043 Pisum sativum Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[24253552]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Stalks n.a. n.a. PMID[24521157]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24868877]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. aerial part n.a. PMID[24919480]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota seeds n.a. n.a. PMID[25466198]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[25650289]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. leaf n.a. PMID[27132824]
NPO29314 Mangifera indica Species Anacardiaceae Eukaryota n.a. n.a. n.a. PMID[27466882]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. n.a. n.a. PMID[28165740]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seeds Benedictine Pannonhalma Archabbey, Hungary PMID[29803478]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[31433178]
NPO7732 Solanum melongena Species Solanaceae Eukaryota Roots n.a. n.a. PMID[31742403]
NPO11043 Pisum sativum Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[8987503]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota Pericarp n.a. n.a. PMID[9748380]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO19774 Rubus idaeus Species n.a. n.a. n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO9865 Cichorium intybus Species Asteraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO11043 Pisum sativum Species Fabaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO9865 Cichorium intybus Species Asteraceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO19871 Rubus arcticus Species Rosaceae Eukaryota n.a. n.a. Database[FooDB]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO11043 Pisum sativum Species Fabaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO8865 Rubus occidentalis Species Rosaceae Eukaryota n.a. n.a. Database[FooDB]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota n.a. n.a. Database[FooDB]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO29314 Mangifera indica Species Anacardiaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Fruits n.a. Database[FooDB]
NPO11043 Pisum sativum Species Fabaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO21174 Vigna unguiculata Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO29314 Mangifera indica Species Anacardiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO11043 Pisum sativum Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO22287 Colocasia esculenta Species Araceae Eukaryota n.a. n.a. Database[FooDB]
NPO9865 Cichorium intybus Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO11043 Pisum sativum Species Fabaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Fruits n.a. Database[FooDB]
NPO22287 Colocasia esculenta Species Araceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO29314 Mangifera indica Species Anacardiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO19774 Rubus idaeus Species n.a. n.a. Fruits n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Root Bark n.a. n.a. Database[FooDB]
NPO29314 Mangifera indica Species Anacardiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO19774 Rubus idaeus Species n.a. n.a. Leaf n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO11043 Pisum sativum Species Fabaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO11043 Pisum sativum Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7732 Solanum melongena Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO11043 Pisum sativum Species Fabaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota Tubers n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO29314 Mangifera indica Species Anacardiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO19774 Rubus idaeus Species n.a. n.a. Fruit n.a. n.a. Database[FooDB]
NPO29314 Mangifera indica Species Anacardiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO11043 Pisum sativum Species Fabaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO22287 Colocasia esculenta Species Araceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Stem Bark n.a. n.a. Database[FooDB]
NPO7732 Solanum melongena Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO19774 Rubus idaeus Species n.a. n.a. Seed n.a. n.a. Database[FooDB]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO11043 Pisum sativum Species Fabaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Leaf Essent. Oil n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Twig n.a. n.a. Database[FooDB]
NPO21174 Vigna unguiculata Species Fabaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO9865 Cichorium intybus Species Asteraceae Eukaryota Roots n.a. Database[FooDB]
NPO21174 Vigna unguiculata Species Fabaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota Bulb n.a. n.a. Database[FooDB]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota Oil n.a. n.a. Database[FooDB]
NPO11043 Pisum sativum Species Fabaceae Eukaryota Wax n.a. n.a. Database[FooDB]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO9865 Cichorium intybus Species Asteraceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota Fruit Juice n.a. n.a. Database[FooDB]
NPO12867 Fritillaria siechuanica Species Liliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11043 Pisum sativum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25808.1 Fritillaria taipaiensis var. ningxiaensis Varieties Liliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29314 Mangifera indica Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19774 Rubus idaeus Species n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO9865 Cichorium intybus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5648 Fritillaria ussuriensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11228 Fritillaria pallidiflora Species Liliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21174 Vigna unguiculata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9295 Clerodendron fragrans n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO9865 Cichorium intybus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO11043 Pisum sativum Species Fabaceae Eukaryota Seeds n.a. Database[Phenol-Explorer]
NPO11043 Pisum sativum Species Fabaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO19774 Rubus idaeus Species n.a. n.a. Fruits n.a. Database[Phenol-Explorer]
NPO19774 Rubus idaeus Species n.a. n.a. n.a. n.a. Database[Phenol-Explorer]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO21349 Punica granatum Species Lythraceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO29314 Mangifera indica Species Anacardiaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO8865 Rubus occidentalis Species Rosaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO9865 Cichorium intybus Species Asteraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11228 Fritillaria pallidiflora Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25808.1 Fritillaria taipaiensis var. ningxiaensis Varieties Liliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5648 Fritillaria ussuriensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21174 Vigna unguiculata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9295 Clerodendron fragrans n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO12867 Fritillaria siechuanica Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29314 Mangifera indica Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19774 Rubus idaeus Species n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO11043 Pisum sativum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9865 Cichorium intybus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9295 Clerodendron fragrans n.a. n.a. n.a. n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11228 Fritillaria pallidiflora Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5648 Fritillaria ussuriensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9865 Cichorium intybus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29314 Mangifera indica Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5648 Fritillaria ussuriensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11228 Fritillaria pallidiflora Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9865 Cichorium intybus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16931 Cichorium glandulosum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22287 Colocasia esculenta Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8865 Rubus occidentalis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11228 Fritillaria pallidiflora Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29314 Mangifera indica Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9865 Cichorium intybus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21174 Vigna unguiculata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5648 Fritillaria ussuriensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11043 Pisum sativum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16931 Cichorium glandulosum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19871 Rubus arcticus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19774 Rubus idaeus Species n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23230 Allium cepa Species Amaryllidaceae 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
NPO19871 NPC190454 n.a. n.a. 0.7 0.7 0.7 mg/100g Database [USDA]
NPO21349 NPC190454 n.a. n.a. 0.09 0.02 0.39 mg/100g Database [USDA]
NPO19774 NPC190454 n.a. n.a. 1.09 1.09 1.09 mg/100g Database [USDA]
NPO10339 NPC190454 n.a. n.a. 11.79 11.79 11.79 mg/100g Database [USDA]
NPO29314 NPC190454 n.a. n.a. 0.02 0.02 0.02 mg/100g Database [USDA]
NPO17024 NPC190454 n.a. n.a. 0.01 0 0.02 mg/100g Database [USDA]
NPO8865 NPC190454 n.a. n.a. 16.69 16.69 16.69 mg/100g Database [USDA]
NPO19774 NPC190454 n.a. n.a. 1.07 0.56 1.74 mg/100g Database [USDA]
NPO10339 NPC190454 n.a. n.a. 19.32 7.35 48.5 mg/100g Database [USDA]
NPO10339 NPC190454 n.a. n.a. 24.85 5.91 57.49 mg/100g Database [USDA]
NPO4934 NPC190454 n.a. n.a. 0.02 0.02 0.02 mg/100g Database [USDA]
NPO11120 NPC190454 n.a. n.a. 0.02 0.02 0.02 mg/100g Database [USDA]
NPO7576 NPC190454 n.a. n.a. 0.02 0.02 0.02 mg/100g Database [USDA]
NPO7732 NPC190454 n.a. n.a. 0.02 0.02 0.02 mg/100g Database [USDA]
NPO23230 NPC190454 n.a. n.a. 0.02 0.02 0.02 mg/100g Database [USDA]
NPO11043 NPC190454 n.a. n.a. 0.02 0.02 0.02 mg/100g Database [USDA]
NPO7539 NPC190454 n.a. n.a. 63.13 7.4 128.05 mg/100g Database [USDA]
NPO2848 NPC190454 n.a. n.a. 0.02 0.02 0.02 mg/100g Database [USDA]
NPO22287 NPC190454 n.a. n.a. 0.02 0.02 0.02 mg/100g Database [USDA]
NPO21174 NPC190454 n.a. n.a. 0.02 0.02 0.02 mg/100g Database [USDA]
NPO4934 NPC190454 n.a. n.a. 4.82 4.82 4.82 mg/100g Database [USDA]
NPO10339 NPC190454 Raw n.a. 4.308333317 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO4934 NPC190454 Raw n.a. 0.949999988 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO10339 NPC190454 n.a. Fruits 4.30833 n.a. n.a. mg/100g of FW Database [Phenol-Explorer]

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1721 Individual Protein Death-associated protein kinase 1 Homo sapiens IC50 = 220000.0 nM PMID[560216]
NPT2 Others Unspecified IC50 = 4400.0 nM PMID[560213]
NPT870 Individual Protein Lymphocyte differentiation antigen CD38 Homo sapiens IC50 = 16300.0 nM PMID[560214]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. log(%) = 1.606 n.a. PMID[560215]

☑ 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 NPC190454 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 NPC97432
0.9661 High Similarity NPC207179
0.9661 High Similarity NPC278552
0.9661 High Similarity NPC167571
0.9421 High Similarity NPC222572
0.9421 High Similarity NPC226331
0.9421 High Similarity NPC46274
0.9421 High Similarity NPC87224
0.9339 High Similarity NPC5447
0.9339 High Similarity NPC250432
0.9316 High Similarity NPC93398
0.9316 High Similarity NPC258979
0.9316 High Similarity NPC8283
0.9194 High Similarity NPC103799
0.9167 High Similarity NPC76465
0.9167 High Similarity NPC38761
0.916 High Similarity NPC193364
0.916 High Similarity NPC54972
0.9145 High Similarity NPC74821
0.912 High Similarity NPC202762
0.912 High Similarity NPC219876
0.912 High Similarity NPC61477
0.912 High Similarity NPC185604
0.912 High Similarity NPC86655
0.912 High Similarity NPC78770
0.912 High Similarity NPC261619
0.912 High Similarity NPC126029
0.912 High Similarity NPC15658
0.9098 High Similarity NPC50315
0.9098 High Similarity NPC262573
0.9098 High Similarity NPC230479
0.9098 High Similarity NPC471215
0.9098 High Similarity NPC26879
0.9098 High Similarity NPC283049
0.9083 High Similarity NPC100099
0.9083 High Similarity NPC36016
0.9068 High Similarity NPC295259
0.9048 High Similarity NPC92805
0.904 High Similarity NPC42760
0.904 High Similarity NPC268342
0.904 High Similarity NPC162801
0.904 High Similarity NPC220825
0.904 High Similarity NPC268266
0.9016 High Similarity NPC17809
0.9016 High Similarity NPC188022
0.9016 High Similarity NPC103420
0.9016 High Similarity NPC285040
0.9016 High Similarity NPC102540
0.8976 High Similarity NPC124085
0.8976 High Similarity NPC117048
0.8968 High Similarity NPC127624
0.8952 High Similarity NPC39064
0.8952 High Similarity NPC47283
0.8952 High Similarity NPC53986
0.8952 High Similarity NPC38664
0.8952 High Similarity NPC274717
0.8943 High Similarity NPC276212
0.8934 High Similarity NPC86502
0.8934 High Similarity NPC197351
0.8934 High Similarity NPC106914
0.8934 High Similarity NPC134195
0.8934 High Similarity NPC246648
0.8906 High Similarity NPC112246
0.8906 High Similarity NPC94750
0.8906 High Similarity NPC470356
0.8906 High Similarity NPC474206
0.8906 High Similarity NPC112939
0.8906 High Similarity NPC61946
0.8906 High Similarity NPC151224
0.8906 High Similarity NPC121812
0.8906 High Similarity NPC164787
0.8898 High Similarity NPC11060
0.8898 High Similarity NPC215037
0.8898 High Similarity NPC85435
0.888 High Similarity NPC93962
0.8862 High Similarity NPC168259
0.8852 High Similarity NPC474160
0.8837 High Similarity NPC162659
0.8837 High Similarity NPC248727
0.8837 High Similarity NPC227503
0.8837 High Similarity NPC302701
0.8837 High Similarity NPC3049
0.8837 High Similarity NPC265433
0.8837 High Similarity NPC474639
0.8837 High Similarity NPC20829
0.8837 High Similarity NPC230734
0.8837 High Similarity NPC18189
0.8837 High Similarity NPC262585
0.8837 High Similarity NPC16435
0.8837 High Similarity NPC306441
0.8837 High Similarity NPC270456
0.8837 High Similarity NPC269091
0.8828 High Similarity NPC317380
0.8814 High Similarity NPC85292
0.8814 High Similarity NPC54507
0.8814 High Similarity NPC229147
0.881 High Similarity NPC91291
0.878 High Similarity NPC159132
0.8769 High Similarity NPC474687
0.8769 High Similarity NPC262328
0.8769 High Similarity NPC211549
0.8769 High Similarity NPC474282
0.8769 High Similarity NPC107551
0.8769 High Similarity NPC103976
0.8769 High Similarity NPC102904
0.8769 High Similarity NPC326797
0.8769 High Similarity NPC176051
0.8769 High Similarity NPC276490
0.8769 High Similarity NPC87777
0.876 High Similarity NPC234333
0.876 High Similarity NPC473413
0.876 High Similarity NPC195022
0.876 High Similarity NPC47398
0.876 High Similarity NPC260898
0.875 High Similarity NPC168059
0.875 High Similarity NPC229442
0.875 High Similarity NPC263064
0.875 High Similarity NPC172253
0.875 High Similarity NPC59561
0.874 High Similarity NPC150011
0.874 High Similarity NPC236014
0.874 High Similarity NPC118114
0.874 High Similarity NPC268917
0.874 High Similarity NPC129106
0.874 High Similarity NPC12875
0.874 High Similarity NPC196765
0.874 High Similarity NPC129784
0.874 High Similarity NPC211413
0.874 High Similarity NPC228369
0.874 High Similarity NPC17343
0.874 High Similarity NPC244888
0.874 High Similarity NPC68205
0.874 High Similarity NPC118683
0.874 High Similarity NPC164804
0.874 High Similarity NPC476166
0.874 High Similarity NPC293203
0.874 High Similarity NPC280653
0.874 High Similarity NPC164574
0.874 High Similarity NPC300875
0.874 High Similarity NPC207892
0.874 High Similarity NPC206224
0.873 High Similarity NPC134360
0.8729 High Similarity NPC464
0.8729 High Similarity NPC185541
0.872 High Similarity NPC470699
0.872 High Similarity NPC149796
0.8702 High Similarity NPC260741
0.8702 High Similarity NPC25966
0.8702 High Similarity NPC475836
0.8702 High Similarity NPC473739
0.8702 High Similarity NPC70682
0.8702 High Similarity NPC232164
0.8702 High Similarity NPC245207
0.8702 High Similarity NPC236306
0.8702 High Similarity NPC319647
0.8702 High Similarity NPC127218
0.8692 High Similarity NPC173660
0.8692 High Similarity NPC234952
0.8692 High Similarity NPC470802
0.8682 High Similarity NPC256307
0.8682 High Similarity NPC106215
0.8682 High Similarity NPC66840
0.8672 High Similarity NPC13005
0.8667 High Similarity NPC131118
0.8661 High Similarity NPC470225
0.8661 High Similarity NPC27187
0.8655 High Similarity NPC203113
0.864 High Similarity NPC181361
0.8636 High Similarity NPC309124
0.8636 High Similarity NPC184797
0.8629 High Similarity NPC122792
0.8629 High Similarity NPC228972
0.8605 High Similarity NPC475840
0.8605 High Similarity NPC77196
0.8594 High Similarity NPC181497
0.8594 High Similarity NPC271945
0.8583 High Similarity NPC45824
0.8571 High Similarity NPC324112
0.8571 High Similarity NPC124452
0.8571 High Similarity NPC210192
0.8571 High Similarity NPC74817
0.8571 High Similarity NPC246620
0.8571 High Similarity NPC282000
0.8571 High Similarity NPC159968
0.8571 High Similarity NPC277331
0.8571 High Similarity NPC82679
0.8571 High Similarity NPC236791
0.8571 High Similarity NPC266555
0.8571 High Similarity NPC178054
0.8571 High Similarity NPC35216
0.8571 High Similarity NPC293054
0.8571 High Similarity NPC169474
0.8571 High Similarity NPC50368
0.8571 High Similarity NPC210355
0.8571 High Similarity NPC46978
0.8571 High Similarity NPC471389
0.8571 High Similarity NPC100482
0.8561 High Similarity NPC32630
0.8561 High Similarity NPC292487
0.8561 High Similarity NPC471388

  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 NPC190454 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
0.9421 High Similarity NPD1529 Clinical (unspecified phase)
0.9339 High Similarity NPD1530 Clinical (unspecified phase)
0.916 High Similarity NPD1610 Phase 2
0.9145 High Similarity NPD1548 Phase 1
0.912 High Similarity NPD1612 Clinical (unspecified phase)
0.912 High Similarity NPD1613 Approved
0.88 High Similarity NPD4908 Phase 1
0.8661 High Similarity NPD4907 Clinical (unspecified phase)
0.8387 Intermediate Similarity NPD422 Phase 1
0.8295 Intermediate Similarity NPD4625 Phase 3
0.8295 Intermediate Similarity NPD3027 Phase 3
0.8254 Intermediate Similarity NPD4749 Approved
0.824 Intermediate Similarity NPD1091 Approved
0.8148 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8148 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.814 Intermediate Similarity NPD2861 Phase 2
0.8088 Intermediate Similarity NPD1549 Phase 2
0.7966 Intermediate Similarity NPD968 Approved
0.7955 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7931 Intermediate Similarity NPD846 Approved
0.7931 Intermediate Similarity NPD940 Approved
0.7929 Intermediate Similarity NPD1511 Approved
0.7899 Intermediate Similarity NPD1652 Phase 2
0.7899 Intermediate Similarity NPD290 Approved
0.7862 Intermediate Similarity NPD1934 Approved
0.7842 Intermediate Similarity NPD3750 Approved
0.7833 Intermediate Similarity NPD2684 Approved
0.7823 Intermediate Similarity NPD6671 Approved
0.782 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7817 Intermediate Similarity NPD1512 Approved
0.7801 Intermediate Similarity NPD7213 Phase 3
0.7801 Intermediate Similarity NPD7212 Phase 2
0.7746 Intermediate Similarity NPD7447 Phase 1
0.7746 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7737 Intermediate Similarity NPD1510 Phase 2
0.7724 Intermediate Similarity NPD4380 Phase 2
0.7724 Intermediate Similarity NPD7843 Approved
0.7704 Intermediate Similarity NPD1240 Approved
0.7692 Intermediate Similarity NPD1242 Phase 1
0.7687 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7664 Intermediate Similarity NPD4536 Approved
0.7664 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7664 Intermediate Similarity NPD4538 Approved
0.7656 Intermediate Similarity NPD5846 Approved
0.7656 Intermediate Similarity NPD6516 Phase 2
0.7651 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD5124 Phase 1
0.7647 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7643 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD8651 Approved
0.7634 Intermediate Similarity NPD3225 Approved
0.7609 Intermediate Similarity NPD5588 Approved
0.7609 Intermediate Similarity NPD5960 Phase 3
0.7594 Intermediate Similarity NPD3018 Phase 2
0.7591 Intermediate Similarity NPD1607 Approved
0.7586 Intermediate Similarity NPD1653 Approved
0.7584 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7581 Intermediate Similarity NPD5535 Approved
0.7574 Intermediate Similarity NPD4060 Phase 1
0.7568 Intermediate Similarity NPD2801 Approved
0.7556 Intermediate Similarity NPD6798 Discontinued
0.7554 Intermediate Similarity NPD6100 Approved
0.7554 Intermediate Similarity NPD6099 Approved
0.754 Intermediate Similarity NPD7157 Approved
0.7538 Intermediate Similarity NPD1535 Discovery
0.7533 Intermediate Similarity NPD7075 Discontinued
0.75 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD228 Approved
0.7482 Intermediate Similarity NPD3748 Approved
0.7481 Intermediate Similarity NPD1481 Phase 2
0.745 Intermediate Similarity NPD1465 Phase 2
0.745 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7445 Intermediate Similarity NPD1558 Phase 1
0.7444 Intermediate Similarity NPD2797 Approved
0.7432 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7431 Intermediate Similarity NPD6799 Approved
0.7429 Intermediate Similarity NPD1551 Phase 2
0.7426 Intermediate Similarity NPD1296 Phase 2
0.7424 Intermediate Similarity NPD6582 Phase 2
0.7424 Intermediate Similarity NPD2983 Phase 2
0.7424 Intermediate Similarity NPD6583 Phase 3
0.7424 Intermediate Similarity NPD2982 Phase 2
0.7407 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD4340 Discontinued
0.7372 Intermediate Similarity NPD6233 Phase 2
0.7361 Intermediate Similarity NPD5058 Phase 3
0.7355 Intermediate Similarity NPD6166 Phase 2
0.7355 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD7095 Approved
0.735 Intermediate Similarity NPD2859 Approved
0.735 Intermediate Similarity NPD2860 Approved
0.7348 Intermediate Similarity NPD2981 Phase 2
0.7343 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD7411 Suspended
0.7313 Intermediate Similarity NPD1203 Approved
0.7305 Intermediate Similarity NPD2796 Approved
0.7299 Intermediate Similarity NPD3268 Approved
0.7293 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD5403 Approved
0.7267 Intermediate Similarity NPD6801 Discontinued
0.7266 Intermediate Similarity NPD6355 Discontinued
0.7265 Intermediate Similarity NPD2934 Approved
0.7265 Intermediate Similarity NPD2933 Approved
0.726 Intermediate Similarity NPD5401 Approved
0.7259 Intermediate Similarity NPD6584 Phase 3
0.7259 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD6599 Discontinued
0.7244 Intermediate Similarity NPD5283 Phase 1
0.7237 Intermediate Similarity NPD3882 Suspended
0.7234 Intermediate Similarity NPD7033 Discontinued
0.7222 Intermediate Similarity NPD7466 Approved
0.7222 Intermediate Similarity NPD3892 Phase 2
0.7218 Intermediate Similarity NPD1608 Approved
0.7215 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD2424 Discontinued
0.72 Intermediate Similarity NPD5451 Approved
0.72 Intermediate Similarity NPD4750 Phase 3
0.719 Intermediate Similarity NPD3749 Approved
0.7171 Intermediate Similarity NPD3817 Phase 2
0.717 Intermediate Similarity NPD7074 Phase 3
0.7167 Intermediate Similarity NPD3020 Approved
0.7165 Intermediate Similarity NPD821 Approved
0.7163 Intermediate Similarity NPD7097 Phase 1
0.7153 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD3818 Discontinued
0.7124 Intermediate Similarity NPD7768 Phase 2
0.7111 Intermediate Similarity NPD6696 Suspended
0.7107 Intermediate Similarity NPD7054 Approved
0.7105 Intermediate Similarity NPD8455 Phase 2
0.7105 Intermediate Similarity NPD7819 Suspended
0.7103 Intermediate Similarity NPD4535 Phase 3
0.7103 Intermediate Similarity NPD4628 Phase 3
0.7099 Intermediate Similarity NPD1894 Discontinued
0.7086 Intermediate Similarity NPD6072 Discontinued
0.7083 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD6559 Discontinued
0.7071 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD3022 Approved
0.7063 Intermediate Similarity NPD3021 Approved
0.7063 Intermediate Similarity NPD7472 Approved
0.7059 Intermediate Similarity NPD3267 Approved
0.7059 Intermediate Similarity NPD5402 Approved
0.7059 Intermediate Similarity NPD3266 Approved
0.7051 Intermediate Similarity NPD7199 Phase 2
0.7042 Intermediate Similarity NPD2200 Suspended
0.7037 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD6674 Discontinued
0.7034 Intermediate Similarity NPD2800 Approved
0.7032 Intermediate Similarity NPD6234 Discontinued
0.7027 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD4675 Approved
0.702 Intermediate Similarity NPD4678 Approved
0.7019 Intermediate Similarity NPD6797 Phase 2
0.7019 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD9697 Approved
0.7015 Intermediate Similarity NPD1611 Approved
0.7015 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD3540 Phase 1
0.7014 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD9365 Approved
0.7 Intermediate Similarity NPD4062 Phase 3
0.7 Intermediate Similarity NPD5844 Phase 1
0.7 Intermediate Similarity NPD2557 Approved
0.6993 Remote Similarity NPD4308 Phase 3
0.6992 Remote Similarity NPD17 Approved
0.698 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6977 Remote Similarity NPD1398 Phase 1
0.6975 Remote Similarity NPD7251 Discontinued
0.697 Remote Similarity NPD6580 Approved
0.697 Remote Similarity NPD6581 Approved
0.697 Remote Similarity NPD1182 Approved
0.6963 Remote Similarity NPD9717 Approved
0.6962 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6954 Remote Similarity NPD8158 Clinical (unspecified phase)
0.695 Remote Similarity NPD943 Approved
0.6948 Remote Similarity NPD4288 Approved
0.6947 Remote Similarity NPD3596 Phase 2
0.6944 Remote Similarity NPD2935 Discontinued
0.6944 Remote Similarity NPD3539 Phase 1
0.6943 Remote Similarity NPD6959 Discontinued
0.694 Remote Similarity NPD3496 Discontinued
0.694 Remote Similarity NPD3847 Discontinued
0.6939 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6939 Remote Similarity NPD2677 Approved
0.6934 Remote Similarity NPD987 Approved
0.6933 Remote Similarity NPD7808 Phase 3
0.6933 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6929 Remote Similarity NPD2313 Discontinued
0.6928 Remote Similarity NPD37 Approved
0.6923 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6918 Remote Similarity NPD5061 Approved
0.6918 Remote Similarity NPD5062 Approved
0.6918 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6917 Remote Similarity NPD6830 Clinical (unspecified phase)
0.6911 Remote Similarity NPD291 Approved
0.6905 Remote Similarity NPD1358 Approved
0.6903 Remote Similarity NPD4967 Phase 2
0.6903 Remote Similarity NPD4966 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