Structure

Physi-Chem Properties

Molecular Weight:  131.06
Volume:  121.211
LogP:  -2.555
LogD:  -0.993
LogS:  -0.178
# Rotatable Bonds:  1
TPSA:  69.56
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.418
Synthetic Accessibility Score:  3.31
Fsp3:  0.8
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.969
MDCK Permeability:  0.0007676981622353196
Pgp-inhibitor:  0.0
Pgp-substrate:  0.023
Human Intestinal Absorption (HIA):  0.025
20% Bioavailability (F20%):  0.233
30% Bioavailability (F30%):  0.957

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.425
Plasma Protein Binding (PPB):  8.982405662536621%
Volume Distribution (VD):  0.422
Pgp-substrate:  91.48063659667969%

ADMET: Metabolism

CYP1A2-inhibitor:  0.008
CYP1A2-substrate:  0.059
CYP2C19-inhibitor:  0.042
CYP2C19-substrate:  0.061
CYP2C9-inhibitor:  0.005
CYP2C9-substrate:  0.237
CYP2D6-inhibitor:  0.01
CYP2D6-substrate:  0.191
CYP3A4-inhibitor:  0.005
CYP3A4-substrate:  0.023

ADMET: Excretion

Clearance (CL):  4.925
Half-life (T1/2):  0.73

ADMET: Toxicity

hERG Blockers:  0.016
Human Hepatotoxicity (H-HT):  0.089
Drug-inuced Liver Injury (DILI):  0.021
AMES Toxicity:  0.011
Rat Oral Acute Toxicity:  0.03
Maximum Recommended Daily Dose:  0.812
Skin Sensitization:  0.322
Carcinogencity:  0.128
Eye Corrosion:  0.118
Eye Irritation:  0.318
Respiratory Toxicity:  0.647

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

  Natural Product: NPC135539

Natural Product ID:  NPC135539
Common Name*:   Cis-4-Hydroxy-L-Proline
IUPAC Name:   (2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid
Synonyms:  
Standard InCHIKey:  PMMYEEVYMWASQN-IMJSIDKUSA-N
Standard InCHI:  InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1
SMILES:  C1[C@@H](CN[C@@H]1C(=O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1233477
PubChem CID:   440015
6971054
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0000013] Amino acids, peptides, and analogues
          • [CHEMONTID:0000347] Amino acids and derivatives
            • [CHEMONTID:0000060] Alpha amino acids and derivatives
              • [CHEMONTID:0004322] Proline 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
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. DOI[10.1016/0045-6535(91)90110-Y]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2004.07.004]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2004.07.004]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO163 Daucus carota Species Apiaceae 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]
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]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0031-9422(00)89267-5]
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]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. root n.a. DOI[10.1271/bbb1961.42.623]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. DOI[10.3923/pjbs.2013.1138.1144]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. 1996-Sep PMID[10352947]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota n.a. n.a. n.a. PMID[12379786]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[12882150]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[12932131]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[15666542]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[15877880]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[16748484]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. leaf n.a. PMID[17262437]
NPO441 Cucurbita maxima Species Cucurbitaceae Eukaryota Seeds Cornell Univeristy, Ithaca PMID[17439238]
NPO441 Cucurbita maxima Species Cucurbitaceae Eukaryota Seeds Petone, New Zealand PMID[17439238]
NPO441 Cucurbita maxima Species Cucurbitaceae Eukaryota Seeds Randolph, WI PMID[17439238]
NPO441 Cucurbita maxima Species Cucurbitaceae Eukaryota Seeds Shenandoah, IA PMID[17439238]
NPO441 Cucurbita maxima Species Cucurbitaceae Eukaryota Seeds Winslow, ME PMID[17439238]
NPO441 Cucurbita maxima Species Cucurbitaceae Eukaryota Seeds Cornell University, Geneva, NY PMID[17439238]
NPO441 Cucurbita maxima Species Cucurbitaceae Eukaryota Seeds Onehunga, New Zealand, PMID[17439238]
NPO441 Cucurbita maxima Species Cucurbitaceae Eukaryota Seeds Warminster, PA PMID[17439238]
NPO441 Cucurbita maxima Species Cucurbitaceae Eukaryota Seeds n.a. PMID[17439238]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. n.a. PMID[18270436]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[18326559]
NPO27241 Prunus tomentosa Species Rosaceae Eukaryota n.a. seed n.a. PMID[18449498]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. Northeastern Regional Plant Introduction Station at Geneva 1966, 1967, and 1968 crop seasons PMID[18460139]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[20460582]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[20597533]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. seed n.a. PMID[21049975]
NPO19774 Rubus idaeus Species n.a. n.a. n.a. n.a. n.a. PMID[21381697]
NPO659 Secale cereale Species Poaceae Eukaryota n.a. n.a. n.a. PMID[21381697]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[21448706]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. root n.a. PMID[21800857]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21800857]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. exocarp n.a. PMID[21800857]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21800857]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[21856162]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[23001436]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Essential oil n.a. n.a. PMID[23163425]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota n.a. n.a. n.a. PMID[23507362]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[23656415]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. n.a. PMID[23793896]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[23865201]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24014097]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24128451]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. bulb n.a. PMID[24508058]
NPO27241 Prunus tomentosa Species Rosaceae Eukaryota leaves n.a. n.a. PMID[24767839]
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]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. seed n.a. PMID[24967651]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. aerial part n.a. PMID[25154406]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[25172746]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[25650289]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[25650289]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota garlic skin n.a. n.a. PMID[25726329]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[2831703]
NPO441 Cucurbita maxima Species Cucurbitaceae Eukaryota Fruits Wolkowo, Poland 2016-Oct PMID[31487816]
NPO7732 Solanum melongena Species Solanaceae Eukaryota Roots n.a. n.a. PMID[31742403]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. n.a. PMID[33118348]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. trunk bark n.a. PMID[556731]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. n.a. PMID[6705789]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[8350088]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[8910532]
NPO659 Secale cereale Species Poaceae Eukaryota n.a. n.a. n.a. PMID[9134744]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. leaf n.a. PMID[9433811]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota Root Essent. Oil n.a. n.a. Database[FooDB]
NPO19774 Rubus idaeus Species n.a. n.a. Fruits n.a. Database[FooDB]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota Tubers n.a. Database[FooDB]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO2776 Lactuca sativa Species Asteraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO659 Secale cereale Species Poaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO2776 Lactuca sativa Species Asteraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO19774 Rubus idaeus Species n.a. n.a. Fruit n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO659 Secale cereale Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO7732 Solanum melongena Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO441 Cucurbita maxima Species Cucurbitaceae Eukaryota Plant 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]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO2776 Lactuca sativa Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7732 Solanum melongena Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Resin, Exudate, Sap n.a. n.a. Database[FooDB]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO3938 Cucurbita pepo Species Cucurbitaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota Fruit Juice n.a. n.a. Database[FooDB]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota Tuber n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Hay n.a. n.a. Database[FooDB]
NPO19774 Rubus idaeus Species n.a. n.a. Seed n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota Bulb n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO19774 Rubus idaeus Species n.a. n.a. n.a. n.a. Database[FooDB]
NPO441 Cucurbita maxima Species Cucurbitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Hull Husk n.a. n.a. Database[FooDB]
NPO441 Cucurbita maxima Species Cucurbitaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Bulb n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota Oil n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO3938 Cucurbita pepo Species Cucurbitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota Roots n.a. Database[FooDB]
NPO2776 Lactuca sativa Species Asteraceae Eukaryota Latex Exudate n.a. n.a. Database[FooDB]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota Cotyledon n.a. n.a. Database[FooDB]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO18665 Amelanchier alnifolia Species Rosaceae Eukaryota n.a. n.a. Database[FooDB]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota Leaves n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota Seed Oil n.a. n.a. Database[FooDB]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO27241 Prunus tomentosa Species Rosaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Roots n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO659 Secale cereale Species Poaceae 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 Shoot n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4934 Phaseolus vulgaris 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]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2776 Lactuca sativa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3938 Cucurbita pepo Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27241 Prunus tomentosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14582 Spinacia oleracea Species Chenopodiaceae 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]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO659 Secale cereale Species Poaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO163 Daucus carota Species Apiaceae 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]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO27241 Prunus tomentosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3938 Cucurbita pepo Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21845 Calvatia fenzlii Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2776 Lactuca sativa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7576 Brassica oleracea Species Brassicaceae 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]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO163 Daucus carota Species Apiaceae 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]
NPO2776 Lactuca sativa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14582 Spinacia oleracea Species Chenopodiaceae 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]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25583 Beta vulgaris Species Chenopodiaceae 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]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3938 Cucurbita pepo Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14964 Calvatia gigantea Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17030 Calvatia lilacina Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21460 Anethum graveolens Species Apiaceae 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]
NPO21845 Calvatia fenzlii Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO659 Secale cereale Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21845 Calvatia fenzlii Species Lycoperdaceae 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]
NPO2776 Lactuca sativa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23230 Allium cepa Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18665 Amelanchier alnifolia Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7530 Cucumis sativus Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4934 Phaseolus vulgaris Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3938 Cucurbita pepo Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4359 Solanum tuberosum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27241 Prunus tomentosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25583 Beta vulgaris Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO441 Cucurbita maxima Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17030 Calvatia lilacina Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16509 Avena sativa Species Poaceae 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
NPO22132 NPC135539 Other n.a. 4.34644382 n.a. n.a. mg/100g Database [FooDB]
NPO7576 NPC135539 Other n.a. 0.3 n.a. n.a. mg/100g Database [FooDB]
NPO163 NPC135539 Other n.a. 0.04 n.a. n.a. mg/100g Database [FooDB]
NPO7530 NPC135539 Other n.a. 0.02 n.a. n.a. mg/100g Database [FooDB]
NPO27241 NPC135539 Other n.a. 2 n.a. n.a. mg/100g Database [FooDB]
NPO21460 NPC135539 Other n.a. 0.19 n.a. n.a. mg/100g Database [FooDB]
NPO7732 NPC135539 Other n.a. 0.16 n.a. n.a. mg/100g Database [FooDB]
NPO3938 NPC135539 Other n.a. 0.09 n.a. n.a. mg/100g Database [FooDB]
NPO2776 NPC135539 Other n.a. 0.1 n.a. n.a. mg/100g Database [FooDB]
NPO16509 NPC135539 Other n.a. 6.36 n.a. n.a. mg/100g Database [FooDB]
NPO23230 NPC135539 Other n.a. 0.08 n.a. n.a. mg/100g Database [FooDB]
NPO16501 NPC135539 Other n.a. 0.09 n.a. n.a. mg/100g Database [FooDB]
NPO13642 NPC135539 Other n.a. 0.167698648 n.a. n.a. mg/100g Database [FooDB]
NPO4359 NPC135539 Other n.a. 0.08 n.a. n.a. mg/100g Database [FooDB]
NPO16501 NPC135539 Other n.a. 0.0489552 n.a. n.a. mg/100g Database [FooDB]
NPO25583 NPC135539 Other n.a. 0.11 n.a. n.a. mg/100g Database [FooDB]
NPO659 NPC135539 Other n.a. 7.99 n.a. n.a. mg/100g Database [FooDB]
NPO14582 NPC135539 Other n.a. 0.13 n.a. n.a. mg/100g Database [FooDB]
NPO18665 NPC135539 Other n.a. 0.4 n.a. n.a. mg/100g Database [FooDB]
NPO3938 NPC135539 Other n.a. 0.08 n.a. n.a. mg/100g Database [FooDB]
NPO25583 NPC135539 Other n.a. 0.961519053 n.a. n.a. mg/100g Database [FooDB]
NPO19774 NPC135539 Other n.a. 1.038280615 n.a. n.a. mg/100g Database [FooDB]
NPO7576 NPC135539 Other n.a. 0.08 n.a. n.a. mg/100g Database [FooDB]
NPO3938 NPC135539 Other n.a. 0.11 n.a. n.a. mg/100g Database [FooDB]
NPO441 NPC135539 Other n.a. 0.07 n.a. n.a. mg/100g Database [FooDB]
NPO4934 NPC135539 Other n.a. 0.39 n.a. n.a. mg/100g Database [FooDB]
NPO11120 NPC135539 Other n.a. 0.04 n.a. n.a. mg/100g Database [FooDB]
NPO4934 NPC135539 Other n.a. 0.8 n.a. n.a. mg/100g Database [FooDB]
NPO16501 NPC135539 Other n.a. 0.07 n.a. n.a. mg/100g Database [FooDB]
NPO22132 NPC135539 n.a. n.a. 4.35 n.a. n.a. mg/100g Database [FooDB]
NPO659 NPC135539 n.a. n.a. 3.32 n.a. n.a. mg/100g Database [FooDB]
NPO25583 NPC135539 n.a. n.a. 0.96 n.a. n.a. mg/100g Database [FooDB]
NPO3938 NPC135539 n.a. n.a. 0.61 n.a. n.a. mg/100g Database [FooDB]
NPO13642 NPC135539 n.a. n.a. 0.17 n.a. n.a. mg/100g Database [FooDB]
NPO16501 NPC135539 n.a. n.a. 0.05 n.a. n.a. mg/100g Database [FooDB]

☑ 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
NPT1006 Individual Protein Proton-coupled amino acid transporter 1 Homo sapiens Ki = 30000000.0 nM PMID[480414]
NPT1006 Individual Protein Proton-coupled amino acid transporter 1 Homo sapiens pKi = -1.48 mM PMID[480414]

☑ 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 NPC135539 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 NPC221764
1.0 High Similarity NPC78312
1.0 High Similarity NPC196359
0.875 High Similarity NPC160661
0.8689 High Similarity NPC11433
0.8689 High Similarity NPC302003
0.8689 High Similarity NPC245346
0.8358 Intermediate Similarity NPC107224
0.7742 Intermediate Similarity NPC272396
0.7656 Intermediate Similarity NPC65832
0.7656 Intermediate Similarity NPC311668
0.7656 Intermediate Similarity NPC10262
0.7639 Intermediate Similarity NPC185084
0.7465 Intermediate Similarity NPC15864
0.7391 Intermediate Similarity NPC472609
0.7286 Intermediate Similarity NPC287693
0.7273 Intermediate Similarity NPC190385
0.7222 Intermediate Similarity NPC322274
0.7206 Intermediate Similarity NPC8087
0.7206 Intermediate Similarity NPC474014
0.7206 Intermediate Similarity NPC57846
0.7206 Intermediate Similarity NPC30126
0.7206 Intermediate Similarity NPC62507
0.7164 Intermediate Similarity NPC268927
0.7164 Intermediate Similarity NPC64250
0.7164 Intermediate Similarity NPC276928
0.7089 Intermediate Similarity NPC219340
0.7067 Intermediate Similarity NPC320221
0.7031 Intermediate Similarity NPC333075
0.7031 Intermediate Similarity NPC274499
0.7031 Intermediate Similarity NPC8488
0.6935 Remote Similarity NPC93081
0.6935 Remote Similarity NPC140872
0.6901 Remote Similarity NPC474928
0.6806 Remote Similarity NPC473952
0.6806 Remote Similarity NPC116377
0.6806 Remote Similarity NPC101746
0.6806 Remote Similarity NPC69798
0.6806 Remote Similarity NPC77191
0.6761 Remote Similarity NPC88898
0.6761 Remote Similarity NPC106216
0.6753 Remote Similarity NPC327272
0.6714 Remote Similarity NPC118429
0.6667 Remote Similarity NPC469363
0.6571 Remote Similarity NPC68974
0.6567 Remote Similarity NPC275727
0.6528 Remote Similarity NPC103130
0.6528 Remote Similarity NPC226453
0.6508 Remote Similarity NPC136159
0.6508 Remote Similarity NPC101249
0.6494 Remote Similarity NPC29326
0.6452 Remote Similarity NPC327698
0.6452 Remote Similarity NPC118459
0.6447 Remote Similarity NPC473710
0.6447 Remote Similarity NPC475694
0.6429 Remote Similarity NPC290106
0.6429 Remote Similarity NPC76726
0.6429 Remote Similarity NPC143809
0.6429 Remote Similarity NPC193593
0.6418 Remote Similarity NPC183845
0.6418 Remote Similarity NPC279661
0.6393 Remote Similarity NPC276294
0.6377 Remote Similarity NPC278209
0.6364 Remote Similarity NPC255535
0.6364 Remote Similarity NPC299603
0.6364 Remote Similarity NPC200550
0.6364 Remote Similarity NPC155156
0.6364 Remote Similarity NPC137554
0.6364 Remote Similarity NPC28959
0.6364 Remote Similarity NPC285014
0.6351 Remote Similarity NPC327985
0.6308 Remote Similarity NPC324825
0.6308 Remote Similarity NPC270805
0.6308 Remote Similarity NPC93888
0.6308 Remote Similarity NPC316231
0.6308 Remote Similarity NPC112890
0.629 Remote Similarity NPC198301
0.6286 Remote Similarity NPC204709
0.6282 Remote Similarity NPC474468
0.625 Remote Similarity NPC322206
0.6164 Remote Similarity NPC306462
0.6164 Remote Similarity NPC150680
0.6164 Remote Similarity NPC218150
0.6164 Remote Similarity NPC22774
0.6164 Remote Similarity NPC2432
0.6164 Remote Similarity NPC69669
0.6154 Remote Similarity NPC306973
0.6133 Remote Similarity NPC315980
0.6133 Remote Similarity NPC325534
0.6111 Remote Similarity NPC177191
0.6104 Remote Similarity NPC133183
0.6092 Remote Similarity NPC90476
0.6092 Remote Similarity NPC69374
0.6076 Remote Similarity NPC55274
0.6061 Remote Similarity NPC43204
0.6061 Remote Similarity NPC226027
0.6061 Remote Similarity NPC245027
0.6061 Remote Similarity NPC174246
0.6061 Remote Similarity NPC162620
0.6061 Remote Similarity NPC84636
0.6061 Remote Similarity NPC62045
0.6056 Remote Similarity NPC112224
0.6056 Remote Similarity NPC327895
0.6056 Remote Similarity NPC43169
0.6056 Remote Similarity NPC93861
0.6 Remote Similarity NPC198341
0.6 Remote Similarity NPC471892
0.6 Remote Similarity NPC223386
0.6 Remote Similarity NPC75435
0.6 Remote Similarity NPC471780
0.6 Remote Similarity NPC126186
0.6 Remote Similarity NPC278881
0.6 Remote Similarity NPC142290
0.5976 Remote Similarity NPC315780
0.597 Remote Similarity NPC273330
0.597 Remote Similarity NPC137958
0.5952 Remote Similarity NPC100204
0.5952 Remote Similarity NPC83248
0.5949 Remote Similarity NPC328457
0.5942 Remote Similarity NPC322091
0.5942 Remote Similarity NPC60672
0.5938 Remote Similarity NPC208793
0.5938 Remote Similarity NPC285322
0.5921 Remote Similarity NPC286851
0.5921 Remote Similarity NPC303798
0.5909 Remote Similarity NPC153370
0.5909 Remote Similarity NPC327542
0.5889 Remote Similarity NPC322966
0.5889 Remote Similarity NPC275715
0.5882 Remote Similarity NPC470783
0.5882 Remote Similarity NPC475542
0.5857 Remote Similarity NPC2801
0.5854 Remote Similarity NPC470782
0.5846 Remote Similarity NPC309658
0.5844 Remote Similarity NPC118524
0.5833 Remote Similarity NPC189301
0.5833 Remote Similarity NPC176164
0.5806 Remote Similarity NPC326992
0.5806 Remote Similarity NPC168375
0.5806 Remote Similarity NPC121517
0.5802 Remote Similarity NPC208657
0.5797 Remote Similarity NPC197087
0.5797 Remote Similarity NPC190184
0.5789 Remote Similarity NPC233034
0.5781 Remote Similarity NPC323974
0.5775 Remote Similarity NPC325985
0.5775 Remote Similarity NPC38463
0.5769 Remote Similarity NPC471418
0.5753 Remote Similarity NPC254541
0.5753 Remote Similarity NPC473599
0.5753 Remote Similarity NPC320598
0.5747 Remote Similarity NPC165119
0.5735 Remote Similarity NPC27359
0.5735 Remote Similarity NPC295832
0.5735 Remote Similarity NPC198398
0.5714 Remote Similarity NPC37681
0.5714 Remote Similarity NPC233108
0.5714 Remote Similarity NPC294883
0.5714 Remote Similarity NPC12514
0.57 Remote Similarity NPC128303
0.5696 Remote Similarity NPC268922
0.5692 Remote Similarity NPC329263
0.567 Remote Similarity NPC158394
0.5658 Remote Similarity NPC315744
0.5658 Remote Similarity NPC57420
0.5644 Remote Similarity NPC241394
0.5641 Remote Similarity NPC141156
0.5641 Remote Similarity NPC184150
0.5641 Remote Similarity NPC59221
0.5634 Remote Similarity NPC327831
0.5625 Remote Similarity NPC291186
0.5625 Remote Similarity NPC167986
0.5618 Remote Similarity NPC277918
0.5604 Remote Similarity NPC52533
0.56 Remote Similarity NPC314510

  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 NPC135539 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
1.0 High Similarity NPD8868 Approved
0.8689 High Similarity NPD8865 Approved
0.7273 Intermediate Similarity NPD9023 Clinical (unspecified phase)
0.6935 Remote Similarity NPD8808 Approved
0.6935 Remote Similarity NPD8809 Approved
0.6714 Remote Similarity NPD9014 Approved
0.6667 Remote Similarity NPD4261 Phase 1
0.6625 Remote Similarity NPD617 Approved
0.6528 Remote Similarity NPD9047 Approved
0.6528 Remote Similarity NPD9045 Approved
0.6528 Remote Similarity NPD9046 Phase 3
0.6528 Remote Similarity NPD9048 Approved
0.6508 Remote Similarity NPD8867 Approved
0.6508 Remote Similarity NPD8866 Approved
0.6322 Remote Similarity NPD3177 Phase 3
0.6308 Remote Similarity NPD8624 Approved
0.6308 Remote Similarity NPD9044 Approved
0.6308 Remote Similarity NPD9016 Clinical (unspecified phase)
0.6267 Remote Similarity NPD9231 Phase 3
0.6267 Remote Similarity NPD9232 Phase 2
0.6267 Remote Similarity NPD9233 Phase 3
0.6234 Remote Similarity NPD9649 Approved
0.6234 Remote Similarity NPD2220 Clinical (unspecified phase)
0.6203 Remote Similarity NPD366 Approved
0.6164 Remote Similarity NPD9026 Phase 2
0.6164 Remote Similarity NPD9029 Phase 3
0.6164 Remote Similarity NPD9027 Phase 3
0.6164 Remote Similarity NPD9028 Phase 2
0.6133 Remote Similarity NPD8952 Approved
0.6061 Remote Similarity NPD9017 Approved
0.6061 Remote Similarity NPD9018 Approved
0.6047 Remote Similarity NPD3733 Clinical (unspecified phase)
0.6027 Remote Similarity NPD9022 Phase 2
0.6027 Remote Similarity NPD9024 Phase 2
0.6 Remote Similarity NPD8980 Approved
0.6 Remote Similarity NPD9217 Clinical (unspecified phase)
0.6 Remote Similarity NPD8979 Approved
0.6 Remote Similarity NPD8972 Approved
0.6 Remote Similarity NPD8981 Clinical (unspecified phase)
0.6 Remote Similarity NPD8973 Approved
0.5977 Remote Similarity NPD9401 Discovery
0.5974 Remote Similarity NPD9451 Clinical (unspecified phase)
0.597 Remote Similarity NPD8872 Phase 3
0.597 Remote Similarity NPD8871 Approved
0.5938 Remote Similarity NPD8610 Approved
0.593 Remote Similarity NPD883 Phase 2
0.593 Remote Similarity NPD882 Phase 2
0.5921 Remote Similarity NPD9442 Clinical (unspecified phase)
0.5909 Remote Similarity NPD8614 Approved
0.589 Remote Similarity NPD9239 Approved
0.589 Remote Similarity NPD9240 Approved
0.5833 Remote Similarity NPD8848 Approved
0.5811 Remote Similarity NPD3192 Approved
0.5811 Remote Similarity NPD3193 Approved
0.5797 Remote Similarity NPD8785 Approved
0.5797 Remote Similarity NPD8851 Phase 1
0.5789 Remote Similarity NPD9440 Discontinued
0.5781 Remote Similarity NPD9019 Approved
0.5761 Remote Similarity NPD2682 Approved
0.5753 Remote Similarity NPD8951 Approved
0.5735 Remote Similarity NPD9225 Phase 3
0.5735 Remote Similarity NPD9226 Approved
0.5729 Remote Similarity NPD3715 Approved
0.5729 Remote Similarity NPD3713 Approved
0.5729 Remote Similarity NPD8038 Phase 2
0.5729 Remote Similarity NPD3714 Approved
0.5714 Remote Similarity NPD631 Approved
0.5714 Remote Similarity NPD630 Approved
0.5641 Remote Similarity NPD1429 Clinical (unspecified phase)
0.5641 Remote Similarity NPD8842 Clinical (unspecified phase)
0.5632 Remote Similarity NPD1125 Discovery
0.5625 Remote Similarity NPD8805 Approved
0.5625 Remote Similarity NPD8804 Approved
0.5616 Remote Similarity NPD9433 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