Structure

Physi-Chem Properties

Molecular Weight:  388.15
Volume:  383.259
LogP:  2.555
LogD:  2.704
LogS:  -4.106
# Rotatable Bonds:  5
TPSA:  86.61
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.813
Synthetic Accessibility Score:  3.742
Fsp3:  0.429
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.756
MDCK Permeability:  2.2670998077956028e-05
Pgp-inhibitor:  0.031
Pgp-substrate:  0.205
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.009
30% Bioavailability (F30%):  0.052

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.231
Plasma Protein Binding (PPB):  83.66304016113281%
Volume Distribution (VD):  0.419
Pgp-substrate:  16.751453399658203%

ADMET: Metabolism

CYP1A2-inhibitor:  0.035
CYP1A2-substrate:  0.916
CYP2C19-inhibitor:  0.03
CYP2C19-substrate:  0.8
CYP2C9-inhibitor:  0.279
CYP2C9-substrate:  0.64
CYP2D6-inhibitor:  0.152
CYP2D6-substrate:  0.858
CYP3A4-inhibitor:  0.245
CYP3A4-substrate:  0.762

ADMET: Excretion

Clearance (CL):  10.192
Half-life (T1/2):  0.656

ADMET: Toxicity

hERG Blockers:  0.355
Human Hepatotoxicity (H-HT):  0.201
Drug-inuced Liver Injury (DILI):  0.864
AMES Toxicity:  0.052
Rat Oral Acute Toxicity:  0.112
Maximum Recommended Daily Dose:  0.669
Skin Sensitization:  0.952
Carcinogencity:  0.089
Eye Corrosion:  0.005
Eye Irritation:  0.791
Respiratory Toxicity:  0.897

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

  Natural Product: NPC126409

Natural Product ID:  NPC126409
Common Name*:   (+)-Medioresinol
IUPAC Name:   4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenol
Synonyms:   (+)-Medioresinol
Standard InCHIKey:  VJOBNGRIBLNUKN-BMHXQBNDSA-N
Standard InCHI:  InChI=1S/C21H24O7/c1-24-16-6-11(4-5-15(16)22)20-13-9-28-21(14(13)10-27-20)12-7-17(25-2)19(23)18(8-12)26-3/h4-8,13-14,20-23H,9-10H2,1-3H3/t13-,14-,20+,21+/m0/s1
SMILES:  COc1cc(ccc1O)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1cc(OC)c(c(c1)OC)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL376507
PubChem CID:   181681
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0001392] Lignans, neolignans and related compounds
      • [CHEMONTID:0003686] Furanoid lignans

*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
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. seed n.a. DOI[10.1016/0031-9422(96)00258-0]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO31303 Solanum lycopersicum Species Solanaceae 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]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Fruit n.a. n.a. DOI[10.1016/S0963-9969(99)00095-2]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. fruit n.a. DOI[10.1016/S1383-5769(99)00023-9]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. root n.a. DOI[10.1271/bbb1961.42.623]
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]
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]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[10086989]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota n.a. n.a. 1996-Sep PMID[10352947]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. seed n.a. PMID[10898633]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. n.a. PMID[10993146]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota rhizomes n.a. n.a. PMID[11000020]
NPO7925 Asparagus officinalis Species Asparagaceae Eukaryota n.a. n.a. n.a. PMID[11032480]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. seed n.a. PMID[11540412]
NPO9825 Actinoplanes durhamensis Species Micromonosporaceae Bacteria n.a. n.a. n.a. PMID[12193009]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. Tsukuba, Japan 1998-JUN PMID[12381108]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota n.a. n.a. n.a. PMID[1453178]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota n.a. Himeji City, Japan n.a. PMID[15053555]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[1512598]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota Seeds n.a. n.a. PMID[15165151]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Fruits n.a. n.a. PMID[15568772]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[15877880]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. leaf n.a. PMID[15949825]
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[16252914]
NPO7156 Vaccinium myrtillus Species Ericaceae Eukaryota n.a. fruit n.a. PMID[16417304]
NPO17434 Sambucus williamsii Species Adoxaceae Eukaryota n.a. stem n.a. PMID[16651764]
NPO2211 Solanum nigrum Species Solanaceae Eukaryota Whole plant n.a. steroidal saponins PMID[16933867]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[17764147]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota fruit Indonesia n.a. PMID[17896817]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. n.a. PMID[18270436]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota n.a. Northeastern Regional Plant Introduction Station at Geneva 1966, 1967, and 1968 crop seasons PMID[18460139]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO15146 Myrica nana Species Myricaceae Eukaryota n.a. n.a. n.a. PMID[18723353]
NPO12339 Daphne feddei Species Thymelaeaceae Eukaryota stem bark Kunming, Yunnan Province, China n.a. PMID[18986199]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. Vietnam n.a. PMID[19026551]
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[19251412]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota seeds n.a. n.a. PMID[20050684]
NPO659 Secale cereale Species Poaceae Eukaryota n.a. n.a. n.a. PMID[21381697]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota n.a. rhizome n.a. PMID[21401114]
NPO19192 Sinocalamus affinis Species n.a. n.a. skin-removed stems Pingle Town, Sichuang Province, China 2008-AUG PMID[21469695]
NPO19192 Sinocalamus affinis Species n.a. n.a. n.a. stem n.a. PMID[21469695]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota Seeds n.a. n.a. PMID[22506620]
NPO19192 Sinocalamus affinis Species n.a. n.a. n.a. n.a. n.a. PMID[22690646]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. n.a. PMID[23793896]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24176362]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. leaf n.a. PMID[24197199]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. n.a. PMID[24254087]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. seed n.a. PMID[24967651]
NPO16126 Vitex peduncularis Species Lamiaceae Eukaryota leaves n.a. n.a. PMID[25264585]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota seeds n.a. n.a. PMID[25466198]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[26522747]
NPO25653 Spatholobus suberectus Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[26690274]
NPO17434 Sambucus williamsii Species Adoxaceae Eukaryota n.a. n.a. n.a. PMID[26988298]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[2831703]
NPO7732 Solanum melongena Species Solanaceae Eukaryota Roots n.a. n.a. PMID[31742403]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. PMID[31861466]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota Roots n.a. n.a. PMID[32004936]
NPO40168 Hypoestes aristata Species Acanthaceae Eukaryota n.a. n.a. n.a. PMID[32786879]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[6481366]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. n.a. PMID[6705789]
NPO7925 Asparagus officinalis Species Asparagaceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[7561896]
NPO211 Aplysina cauliformis Species Aplysinidae Eukaryota n.a. n.a. n.a. PMID[8350091]
NPO659 Secale cereale Species Poaceae Eukaryota n.a. n.a. n.a. PMID[9134744]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO7156 Vaccinium myrtillus Species Ericaceae Eukaryota n.a. n.a. Database[FooDB]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. Database[FooDB]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO29338 Actinidia chinensis Species Actinidiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. n.a. Database[FooDB]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7732 Solanum melongena Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO659 Secale cereale Species Poaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO29338 Actinidia chinensis Species Actinidiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7156 Vaccinium myrtillus Species Ericaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8589 Triticum aestivum Species Poaceae Eukaryota Oil n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO8589 Triticum aestivum Species Poaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO659 Secale cereale Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO659 Secale cereale Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7925 Asparagus officinalis Species Asparagaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO7156 Vaccinium myrtillus Species Ericaceae Eukaryota Fruits n.a. Database[FooDB]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. n.a. Database[FooDB]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8589 Triticum aestivum Species Poaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7732 Solanum melongena Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO7925 Asparagus officinalis Species Asparagaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO29338 Actinidia chinensis Species Actinidiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7156 Vaccinium myrtillus Species Ericaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO8589 Triticum aestivum Species Poaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7156 Vaccinium myrtillus Species Ericaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7156 Vaccinium myrtillus Species Ericaceae Eukaryota Fruit Juice n.a. n.a. Database[FooDB]
NPO7925 Asparagus officinalis Species Asparagaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO7925 Asparagus officinalis Species Asparagaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Hay n.a. n.a. Database[FooDB]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Hull Husk n.a. n.a. Database[FooDB]
NPO7156 Vaccinium myrtillus Species Ericaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8589 Triticum aestivum Species Poaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Fruits n.a. Database[FooDB]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO25653 Spatholobus suberectus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2211 Solanum nigrum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7925 Asparagus officinalis Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29338 Actinidia chinensis Species Actinidiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5649 Coptis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17434 Sambucus williamsii Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO659 Secale cereale Species Poaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO7156 Vaccinium myrtillus Species Ericaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO7925 Asparagus officinalis Species Asparagaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7925 Asparagus officinalis Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2211 Solanum nigrum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29338 Actinidia chinensis Species Actinidiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12089 Trifolium alexandrinum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5649 Coptis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25653 Spatholobus suberectus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17434 Sambucus williamsii Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2211 Solanum nigrum Species Solanaceae 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]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7925 Asparagus officinalis Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO31303 Solanum lycopersicum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29338 Actinidia chinensis Species Actinidiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5649 Coptis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14948 Brucea javanica Species Simaroubaceae 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]
NPO25653 Spatholobus suberectus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29008 Coptis teeta Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2211 Solanum nigrum Species Solanaceae 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]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17434 Sambucus williamsii Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO5649 Coptis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25653 Spatholobus suberectus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8349 Uga sinensis n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO9825 Actinoplanes durhamensis Species Micromonosporaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO22132 Hordeum vulgare Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2211 Solanum nigrum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14845 Ceratophyllum submersum Species Ceratophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10999 Corynebacterium matruchotii Species Corynebacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO26375 Viburnum grandifolium Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8589 Triticum aestivum Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29008 Coptis teeta Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13757 Coptis japonica Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12717 Parmelia metastrigosa Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO659 Secale cereale Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1641 Amycolatopsis azurea Species Pseudonocardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10818 Carpobrotus edulis Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16126 Vitex peduncularis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7732 Solanum melongena Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17721 Oenothera odorata Species Onagraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9203 Cephalonomia gallicola Species Bethylidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12292 Stevia viscida Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12339 Daphne feddei Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO211 Aplysina cauliformis Species Aplysinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10339 Fragaria x ananassa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5649 Coptis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12089 Trifolium alexandrinum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15146 Myrica nana Species Myricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16794 Oscillatoria borneti Species Oscillatoriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO26718 Chelidonura fulvipunctata Species Aglajidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14935 Nectandra rodiei Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3369 Anemone narcissiflora Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11084 Asplenium normale Species Aspleniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14150 Solanum jamaicense Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17434 Sambucus williamsii Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14749 Lippia carviodora Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12503 Cajanus scarabaeoides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2175 Hyperbaena columbica Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25653 Spatholobus suberectus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11873 Oecophylla smaragdina Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18524 Scenedesmus basiliensis Species Scenedesmaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11637 Psilostrophe cooperi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24778 Sesamum orientale Species Pedaliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12944 Sideritis tragoriganum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29338 Actinidia chinensis Species Actinidiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3164 Yponomeuta malinellus Species Yponomeutidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16474 Stereum complicatum Species Stereaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7925 Asparagus officinalis Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14312 Comptonia asplenifolia Species Myricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19192 Sinocalamus affinis Species n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO5303 Castanea crenata Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7156 Vaccinium myrtillus Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11432 Centrolobium tomentosum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14528 Pneumatospora obcoronata n.a. n.a. n.a. 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
NPO16509 NPC126409 Dried Or Powder n.a. 0.039999999 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO26343 NPC126409 Dried Or Powder n.a. 0.033 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO8589 NPC126409 Dried Or Powder n.a. 0.029999999 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO22132 NPC126409 Dried Or Powder n.a. 0.011 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO659 NPC126409 Dried Or Powder n.a. 0.148000002 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO24778 NPC126409 Dried Or Powder n.a. 4.152999878 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO7732 NPC126409 Raw n.a. 0.004 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO15670 NPC126409 Raw n.a. 0.003 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO29338 NPC126409 Raw n.a. 0.005 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO7539 NPC126409 Raw n.a. 0.001 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO31303 NPC126409 Raw n.a. 0.002 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO7925 NPC126409 Raw n.a. 0.005 n.a. n.a. mg/100g Database [PHENOL EXPLORER]
NPO10339 NPC126409 n.a. Fruits 0.05 n.a. n.a. mg/100g of FW Database [Phenol-Explorer]
NPO15670 NPC126409 n.a. Fruits 0.003 n.a. n.a. mg/100g of FW Database [Phenol-Explorer]
NPO7156 NPC126409 n.a. Fruits 0.08 n.a. n.a. mg/100g of FW Database [Phenol-Explorer]
NPO31303 NPC126409 n.a. n.a. 0.002 n.a. n.a. mg/100g of FW Database [Phenol-Explorer]
NPO42033 NPC126409 n.a. n.a. 0.04 n.a. n.a. mg/100g of FW Database [Phenol-Explorer]
NPO659 NPC126409 n.a. n.a. 0.14 n.a. n.a. mg/100g of FW Database [Phenol-Explorer]
NPO7539.1 NPC126409 n.a. n.a. 0.001 n.a. n.a. mg/100g of FW Database [Phenol-Explorer]
NPO7732 NPC126409 n.a. n.a. 0.004 n.a. n.a. mg/100g of FW Database [Phenol-Explorer]
NPO7925 NPC126409 n.a. n.a. 0.005 n.a. n.a. mg/100g of FW Database [Phenol-Explorer]
NPO8589 NPC126409 n.a. n.a. 0.03 n.a. n.a. mg/100g of FW Database [Phenol-Explorer]
NPO9299 NPC126409 n.a. n.a. 0.01 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
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 245000.0 nM PMID[571425]
NPT81 Cell Line A549 Homo sapiens IC50 > 30000.0 nM PMID[571427]
NPT147 Cell Line SK-MEL-2 Homo sapiens IC50 > 30000.0 nM PMID[571427]
NPT574 Cell Line XF498 Homo sapiens IC50 > 30000.0 nM PMID[571427]
NPT76 Cell Line C6 Rattus norvegicus Activity = 96.39 % PMID[571427]
NPT76 Cell Line C6 Rattus norvegicus Activity = 103.19 % PMID[571427]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 > 10.0 ug.mL-1 PMID[571424]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 22290.0 nM PMID[571426]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 20870.0 nM PMID[571426]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 2000.0 nM PMID[571426]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 30000.0 nM PMID[571427]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 45590.0 nM PMID[571427]
NPT27 Others Unspecified Activity = 127.23 % PMID[571427]

☑ 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 NPC126409 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 NPC99572
0.9845 High Similarity NPC165155
0.9845 High Similarity NPC141765
0.9845 High Similarity NPC24490
0.9845 High Similarity NPC34103
0.9844 High Similarity NPC158331
0.9767 High Similarity NPC287745
0.9766 High Similarity NPC204215
0.9766 High Similarity NPC175067
0.9688 High Similarity NPC27843
0.9688 High Similarity NPC158079
0.9688 High Similarity NPC228346
0.9688 High Similarity NPC115207
0.9688 High Similarity NPC161557
0.9688 High Similarity NPC7171
0.9688 High Similarity NPC40432
0.9615 High Similarity NPC326095
0.9615 High Similarity NPC244983
0.9612 High Similarity NPC207400
0.9612 High Similarity NPC181049
0.9549 High Similarity NPC177868
0.9535 High Similarity NPC474017
0.9481 High Similarity NPC255566
0.9481 High Similarity NPC298317
0.9462 High Similarity NPC4940
0.9457 High Similarity NPC187998
0.9457 High Similarity NPC257582
0.9457 High Similarity NPC77040
0.9457 High Similarity NPC145305
0.9457 High Similarity NPC174495
0.9457 High Similarity NPC64201
0.9457 High Similarity NPC42300
0.9457 High Similarity NPC153739
0.9457 High Similarity NPC241522
0.9457 High Similarity NPC242807
0.9457 High Similarity NPC92164
0.9453 High Similarity NPC11258
0.9453 High Similarity NPC222127
0.9453 High Similarity NPC129570
0.9453 High Similarity NPC128208
0.9453 High Similarity NPC82862
0.9453 High Similarity NPC21867
0.9453 High Similarity NPC45774
0.9453 High Similarity NPC282703
0.9453 High Similarity NPC184733
0.9412 High Similarity NPC471415
0.9412 High Similarity NPC114119
0.9412 High Similarity NPC470097
0.9403 High Similarity NPC160283
0.9403 High Similarity NPC254759
0.9403 High Similarity NPC184797
0.9403 High Similarity NPC309124
0.9385 High Similarity NPC277804
0.938 High Similarity NPC475875
0.938 High Similarity NPC476968
0.938 High Similarity NPC170844
0.9375 High Similarity NPC127587
0.9375 High Similarity NPC8050
0.9375 High Similarity NPC473092
0.9375 High Similarity NPC473093
0.9338 High Similarity NPC185071
0.9338 High Similarity NPC12728
0.9333 High Similarity NPC263261
0.9333 High Similarity NPC87725
0.9328 High Similarity NPC473739
0.9328 High Similarity NPC236306
0.9328 High Similarity NPC292882
0.9328 High Similarity NPC232164
0.9313 High Similarity NPC201587
0.9313 High Similarity NPC253105
0.9302 High Similarity NPC470213
0.9302 High Similarity NPC206615
0.9302 High Similarity NPC281864
0.9302 High Similarity NPC54321
0.9302 High Similarity NPC98631
0.9302 High Similarity NPC186843
0.9302 High Similarity NPC328682
0.9302 High Similarity NPC470084
0.9297 High Similarity NPC50683
0.9297 High Similarity NPC112571
0.9297 High Similarity NPC76451
0.9297 High Similarity NPC285725
0.9275 High Similarity NPC317053
0.9275 High Similarity NPC324492
0.9265 High Similarity NPC107161
0.9254 High Similarity NPC474039
0.9248 High Similarity NPC142547
0.9248 High Similarity NPC135777
0.9237 High Similarity NPC470095
0.9237 High Similarity NPC472597
0.9237 High Similarity NPC470096
0.9225 High Similarity NPC165045
0.9225 High Similarity NPC118533
0.9219 High Similarity NPC298757
0.9219 High Similarity NPC57490
0.9219 High Similarity NPC251855
0.9219 High Similarity NPC116907
0.9219 High Similarity NPC221077
0.9219 High Similarity NPC193544
0.9219 High Similarity NPC472093
0.9219 High Similarity NPC117214
0.9219 High Similarity NPC475169
0.9219 High Similarity NPC208950
0.9219 High Similarity NPC233410
0.9219 High Similarity NPC203133
0.9219 High Similarity NPC17943
0.9209 High Similarity NPC327412
0.9209 High Similarity NPC320970
0.9209 High Similarity NPC328567
0.9209 High Similarity NPC320671
0.9203 High Similarity NPC477702
0.9197 High Similarity NPC477616
0.9191 High Similarity NPC247291
0.9191 High Similarity NPC311530
0.9185 High Similarity NPC193666
0.9185 High Similarity NPC123526
0.9185 High Similarity NPC88640
0.9179 High Similarity NPC270456
0.9179 High Similarity NPC162659
0.9179 High Similarity NPC248727
0.9179 High Similarity NPC265433
0.9173 High Similarity NPC67247
0.9167 High Similarity NPC7903
0.9167 High Similarity NPC470752
0.9167 High Similarity NPC35932
0.9167 High Similarity NPC6451
0.9167 High Similarity NPC160991
0.9167 High Similarity NPC16208
0.9167 High Similarity NPC184447
0.916 High Similarity NPC472338
0.9147 High Similarity NPC9891
0.9147 High Similarity NPC88297
0.9147 High Similarity NPC206882
0.9147 High Similarity NPC186845
0.9141 High Similarity NPC121783
0.9141 High Similarity NPC34902
0.9141 High Similarity NPC131747
0.9141 High Similarity NPC257682
0.9141 High Similarity NPC146355
0.9141 High Similarity NPC18449
0.9137 High Similarity NPC212890
0.913 High Similarity NPC45257
0.913 High Similarity NPC93323
0.913 High Similarity NPC12641
0.913 High Similarity NPC280092
0.9124 High Similarity NPC41782
0.9118 High Similarity NPC27495
0.9118 High Similarity NPC291101
0.9118 High Similarity NPC266197
0.9111 High Similarity NPC477938
0.9111 High Similarity NPC185908
0.9104 High Similarity NPC470356
0.9104 High Similarity NPC94750
0.9104 High Similarity NPC134968
0.9104 High Similarity NPC112246
0.9104 High Similarity NPC256262
0.9104 High Similarity NPC112939
0.9104 High Similarity NPC121812
0.9104 High Similarity NPC474206
0.9098 High Similarity NPC266848
0.9098 High Similarity NPC136750
0.9098 High Similarity NPC475840
0.9091 High Similarity NPC232275
0.9091 High Similarity NPC45715
0.9091 High Similarity NPC12275
0.9091 High Similarity NPC309787
0.9091 High Similarity NPC474356
0.9084 High Similarity NPC273295
0.9084 High Similarity NPC218856
0.9084 High Similarity NPC3439
0.9084 High Similarity NPC212015
0.9084 High Similarity NPC222004
0.9084 High Similarity NPC470258
0.9084 High Similarity NPC285339
0.9084 High Similarity NPC202582
0.9084 High Similarity NPC226788
0.9084 High Similarity NPC190629
0.9084 High Similarity NPC210623
0.9078 High Similarity NPC470098
0.9078 High Similarity NPC286235
0.9078 High Similarity NPC51328
0.9078 High Similarity NPC473266
0.9078 High Similarity NPC470826
0.9078 High Similarity NPC55158
0.9077 High Similarity NPC159968
0.9077 High Similarity NPC324112
0.9077 High Similarity NPC82679
0.9077 High Similarity NPC74817
0.9077 High Similarity NPC210355
0.9077 High Similarity NPC246620
0.9077 High Similarity NPC293054
0.9077 High Similarity NPC5428
0.9077 High Similarity NPC169474
0.9077 High Similarity NPC282000
0.9077 High Similarity NPC124452
0.9077 High Similarity NPC236791
0.907 High Similarity NPC148627
0.9065 High Similarity NPC180953
0.9062 High Similarity NPC228922
0.9062 High Similarity NPC233526

  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 NPC126409 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
0.938 High Similarity NPD3027 Phase 3
0.8741 High Similarity NPD1613 Approved
0.8741 High Similarity NPD1612 Clinical (unspecified phase)
0.8582 High Similarity NPD1529 Clinical (unspecified phase)
0.8507 High Similarity NPD1530 Clinical (unspecified phase)
0.8411 Intermediate Similarity NPD6234 Discontinued
0.8203 Intermediate Similarity NPD5283 Phase 1
0.8175 Intermediate Similarity NPD4908 Phase 1
0.8158 Intermediate Similarity NPD4965 Approved
0.8158 Intermediate Similarity NPD4966 Approved
0.8158 Intermediate Similarity NPD4967 Phase 2
0.8074 Intermediate Similarity NPD2982 Phase 2
0.8074 Intermediate Similarity NPD2983 Phase 2
0.806 Intermediate Similarity NPD1610 Phase 2
0.8058 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD228 Approved
0.8038 Intermediate Similarity NPD7228 Approved
0.8 Intermediate Similarity NPD2981 Phase 2
0.7971 Intermediate Similarity NPD3018 Phase 2
0.7971 Intermediate Similarity NPD2861 Phase 2
0.7961 Intermediate Similarity NPD1934 Approved
0.7961 Intermediate Similarity NPD37 Approved
0.7943 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7943 Intermediate Similarity NPD3620 Phase 2
0.7926 Intermediate Similarity NPD3705 Approved
0.7891 Intermediate Similarity NPD3021 Approved
0.7891 Intermediate Similarity NPD3022 Approved
0.781 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7806 Intermediate Similarity NPD3882 Suspended
0.7792 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.777 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7761 Intermediate Similarity NPD1548 Phase 1
0.7722 Intermediate Similarity NPD7199 Phase 2
0.7681 Intermediate Similarity NPD4749 Approved
0.7677 Intermediate Similarity NPD2801 Approved
0.7625 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7606 Intermediate Similarity NPD4625 Phase 3
0.7593 Intermediate Similarity NPD3818 Discontinued
0.7582 Intermediate Similarity NPD1653 Approved
0.758 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD6166 Phase 2
0.7578 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD1357 Approved
0.7569 Intermediate Similarity NPD1558 Phase 1
0.7569 Intermediate Similarity NPD4060 Phase 1
0.7552 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.755 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD4237 Approved
0.7517 Intermediate Similarity NPD4236 Phase 3
0.7516 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD7240 Approved
0.75 Intermediate Similarity NPD7266 Discontinued
0.7485 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD4678 Approved
0.7484 Intermediate Similarity NPD4675 Approved
0.7483 Intermediate Similarity NPD7124 Phase 2
0.7438 Intermediate Similarity NPD5494 Approved
0.7434 Intermediate Similarity NPD1511 Approved
0.7434 Intermediate Similarity NPD4357 Discontinued
0.7429 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7421 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD4005 Discontinued
0.7407 Intermediate Similarity NPD7157 Approved
0.7405 Intermediate Similarity NPD2684 Approved
0.74 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD3060 Approved
0.74 Intermediate Similarity NPD6674 Discontinued
0.7397 Intermediate Similarity NPD5735 Approved
0.7394 Intermediate Similarity NPD7074 Phase 3
0.7383 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD3540 Phase 1
0.7365 Intermediate Similarity NPD5588 Approved
0.7351 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD4110 Phase 3
0.7351 Intermediate Similarity NPD6331 Phase 2
0.7342 Intermediate Similarity NPD2978 Approved
0.7342 Intermediate Similarity NPD2977 Approved
0.7338 Intermediate Similarity NPD1512 Approved
0.7337 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7054 Approved
0.7329 Intermediate Similarity NPD2238 Phase 2
0.7315 Intermediate Similarity NPD2161 Phase 2
0.7315 Intermediate Similarity NPD3539 Phase 1
0.7313 Intermediate Similarity NPD7843 Approved
0.731 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD5536 Phase 2
0.7297 Intermediate Similarity NPD4536 Approved
0.7297 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD6111 Discontinued
0.7297 Intermediate Similarity NPD4538 Approved
0.7296 Intermediate Similarity NPD3817 Phase 2
0.729 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD7472 Approved
0.7286 Intermediate Similarity NPD1091 Approved
0.7285 Intermediate Similarity NPD5177 Phase 3
0.7279 Intermediate Similarity NPD230 Phase 1
0.7279 Intermediate Similarity NPD6355 Discontinued
0.7267 Intermediate Similarity NPD1375 Discontinued
0.7266 Intermediate Similarity NPD1242 Phase 1
0.7261 Intermediate Similarity NPD4380 Phase 2
0.7255 Intermediate Similarity NPD5058 Phase 3
0.7239 Intermediate Similarity NPD6232 Discontinued
0.7237 Intermediate Similarity NPD3892 Phase 2
0.7229 Intermediate Similarity NPD5844 Phase 1
0.7218 Intermediate Similarity NPD4750 Phase 3
0.7212 Intermediate Similarity NPD7473 Discontinued
0.7203 Intermediate Similarity NPD3094 Phase 2
0.7192 Intermediate Similarity NPD5110 Phase 2
0.7192 Intermediate Similarity NPD5111 Phase 2
0.7192 Intermediate Similarity NPD5109 Approved
0.719 Intermediate Similarity NPD6190 Approved
0.719 Intermediate Similarity NPD2219 Phase 1
0.7188 Intermediate Similarity NPD3020 Approved
0.7175 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD422 Phase 1
0.7162 Intermediate Similarity NPD3657 Discovery
0.7161 Intermediate Similarity NPD4123 Phase 3
0.7153 Intermediate Similarity NPD6671 Approved
0.7153 Intermediate Similarity NPD6584 Phase 3
0.7152 Intermediate Similarity NPD5762 Approved
0.7152 Intermediate Similarity NPD5763 Approved
0.7143 Intermediate Similarity NPD2674 Phase 3
0.7143 Intermediate Similarity NPD6797 Phase 2
0.7133 Intermediate Similarity NPD5960 Phase 3
0.7133 Intermediate Similarity NPD8651 Approved
0.7125 Intermediate Similarity NPD1465 Phase 2
0.7124 Intermediate Similarity NPD4628 Phase 3
0.7123 Intermediate Similarity NPD7095 Approved
0.7121 Intermediate Similarity NPD968 Approved
0.7115 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD6653 Approved
0.7111 Intermediate Similarity NPD7680 Approved
0.7101 Intermediate Similarity NPD7251 Discontinued
0.7097 Intermediate Similarity NPD7212 Phase 2
0.7097 Intermediate Similarity NPD7213 Phase 3
0.7086 Intermediate Similarity NPD6100 Approved
0.7086 Intermediate Similarity NPD6099 Approved
0.7081 Intermediate Similarity NPD2563 Approved
0.7081 Intermediate Similarity NPD2560 Approved
0.7078 Intermediate Similarity NPD2677 Approved
0.7077 Intermediate Similarity NPD940 Approved
0.7077 Intermediate Similarity NPD846 Approved
0.7075 Intermediate Similarity NPD3144 Approved
0.7075 Intermediate Similarity NPD3145 Approved
0.7068 Intermediate Similarity NPD290 Approved
0.7063 Intermediate Similarity NPD5327 Phase 3
0.7059 Intermediate Similarity NPD1652 Phase 2
0.7059 Intermediate Similarity NPD4162 Approved
0.7059 Intermediate Similarity NPD7549 Discontinued
0.7059 Intermediate Similarity NPD7808 Phase 3
0.7059 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD7447 Phase 1
0.7051 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD2489 Approved
0.7048 Intermediate Similarity NPD27 Approved
0.7047 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD5124 Phase 1
0.7042 Intermediate Similarity NPD3092 Approved
0.7041 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD6233 Phase 2
0.7025 Intermediate Similarity NPD4210 Discontinued
0.7021 Intermediate Similarity NPD5126 Approved
0.7021 Intermediate Similarity NPD6516 Phase 2
0.7021 Intermediate Similarity NPD5846 Approved
0.7021 Intermediate Similarity NPD5125 Phase 3
0.702 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD1510 Phase 2
0.7019 Intermediate Similarity NPD5773 Approved
0.7019 Intermediate Similarity NPD5772 Approved
0.7018 Intermediate Similarity NPD7312 Approved
0.7018 Intermediate Similarity NPD4577 Approved
0.7018 Intermediate Similarity NPD7313 Approved
0.7018 Intermediate Similarity NPD7310 Approved
0.7018 Intermediate Similarity NPD4578 Approved
0.7018 Intermediate Similarity NPD7311 Approved
0.7014 Intermediate Similarity NPD6696 Suspended
0.7013 Intermediate Similarity NPD7466 Approved
0.7006 Intermediate Similarity NPD7527 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD52 Approved
0.7006 Intermediate Similarity NPD7526 Approved
0.7 Intermediate Similarity NPD6353 Approved
0.7 Intermediate Similarity NPD6559 Discontinued
0.7 Intermediate Similarity NPD7685 Pre-registration
0.6994 Remote Similarity NPD7075 Discontinued
0.6994 Remote Similarity NPD4663 Approved
0.6994 Remote Similarity NPD4055 Discovery
0.6994 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6993 Remote Similarity NPD1549 Phase 2
0.6993 Remote Similarity NPD1608 Approved
0.6993 Remote Similarity NPD2233 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