Structure

Physi-Chem Properties

Molecular Weight:  223.19
Volume:  262.578
LogP:  3.633
LogD:  3.847
LogS:  -3.054
# Rotatable Bonds:  9
TPSA:  29.1
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.495
Synthetic Accessibility Score:  2.617
Fsp3:  0.643
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.453
MDCK Permeability:  3.3095628168666735e-05
Pgp-inhibitor:  0.009
Pgp-substrate:  0.005
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.004
30% Bioavailability (F30%):  0.005

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.842
Plasma Protein Binding (PPB):  94.79180908203125%
Volume Distribution (VD):  0.862
Pgp-substrate:  5.2700371742248535%

ADMET: Metabolism

CYP1A2-inhibitor:  0.778
CYP1A2-substrate:  0.417
CYP2C19-inhibitor:  0.685
CYP2C19-substrate:  0.8
CYP2C9-inhibitor:  0.472
CYP2C9-substrate:  0.65
CYP2D6-inhibitor:  0.052
CYP2D6-substrate:  0.551
CYP3A4-inhibitor:  0.327
CYP3A4-substrate:  0.228

ADMET: Excretion

Clearance (CL):  7.898
Half-life (T1/2):  0.746

ADMET: Toxicity

hERG Blockers:  0.151
Human Hepatotoxicity (H-HT):  0.296
Drug-inuced Liver Injury (DILI):  0.015
AMES Toxicity:  0.024
Rat Oral Acute Toxicity:  0.714
Maximum Recommended Daily Dose:  0.801
Skin Sensitization:  0.963
Carcinogencity:  0.404
Eye Corrosion:  0.049
Eye Irritation:  0.7
Respiratory Toxicity:  0.882

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

  Natural Product: NPC195986

Natural Product ID:  NPC195986
Common Name*:   Pellitorin
IUPAC Name:   (2E,4E)-N-(2-methylpropyl)deca-2,4-dienamide
Synonyms:   Pellitorin; Pellitorine
Standard InCHIKey:  MAGQQZHFHJDIRE-BNFZFUHLSA-N
Standard InCHI:  InChI=1S/C14H25NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h8-11,13H,4-7,12H2,1-3H3,(H,15,16)/b9-8+,11-10+
SMILES:  CCCCC/C=C/C=C/C(=NCC(C)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL271242
PubChem CID:   5318516
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000331] Fatty amides
          • [CHEMONTID:0001096] N-acyl amines

*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
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. fruit n.a. DOI[10.1016/S0040-4039(01)00209-X]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[10575373]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[11040054]
NPO10274 Pothomorphe peltata n.a. n.a. n.a. n.a. Dominican Republic n.a. PMID[11430019]
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[14695795]
NPO3939 Ardisia arborescens Species n.a. n.a. n.a. n.a. n.a. PMID[15387676]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. leaf n.a. PMID[15467205]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[16724856]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. whole plant n.a. PMID[16808005]
NPO26237 Piper longum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[16872768]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. whole plant n.a. PMID[17243725]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota whole plants Sendai, Miyagi Prefecture, Japan 2000-Sep PMID[17243725]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. whole plant n.a. PMID[17397219]
NPO4682 Lindera aggregata Species Lauraceae Eukaryota n.a. leaf n.a. PMID[17999353]
NPO21908 Corymbia scabrida Species Myrtaceae Eukaryota seeds n.a. n.a. PMID[18771320]
NPO3968 Dracontium loretense Species Araceae Eukaryota n.a. n.a. n.a. PMID[19341262]
NPO3968 Dracontium loretense Species Araceae Eukaryota corms Iquitos, Peru 2005-MAY PMID[19341262]
NPO10666 Verbesina virginica Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[19485332]
NPO4682 Lindera aggregata Species Lauraceae Eukaryota Roots; Tubers n.a. n.a. PMID[19639966]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[19900811]
NPO26237 Piper longum Species Piperaceae Eukaryota fruits n.a. n.a. PMID[20839888]
NPO16665 Tephrosia semiglabra Species Geometridae Eukaryota n.a. n.a. n.a. PMID[2089123]
NPO30128 Piper boehmeriaefolium Species Piperaceae Eukaryota n.a. whole plant n.a. PMID[21158422]
NPO30128 Piper boehmeriaefolium Species Piperaceae Eukaryota whole plant Luxi County, Yunnan Province, China 2008-OCT PMID[21158422]
NPO16877 Aconitum episcopale Species Ranunculaceae Eukaryota n.a. root n.a. PMID[21417277]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. stem n.a. PMID[21973101]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. twig n.a. PMID[21973101]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. leaf n.a. PMID[21973101]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. inflorescence n.a. PMID[21973101]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota aerial parts Kego Nature Reserve, Hatinh Province, Vietnam 2008-DEC PMID[21973101]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. Kego Nature Reserve, Hatinh Province, Vietnam 2008-DEC PMID[21973101]
NPO14126 Garcinia oligantha Species Clusiaceae Eukaryota n.a. n.a. n.a. PMID[22365754]
NPO4251 Photorhabdus luminescens Species Morganellaceae Bacteria n.a. n.a. n.a. PMID[22909174]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. PMID[22940450]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[23102654]
NPO12125 Pseudomonas stutzeri Species Pseudomonadaceae Bacteria n.a. n.a. n.a. PMID[23149469]
NPO4720 Aglaia perviridis Species Meliaceae Eukaryota leaves, twigs, and fruits Nui Chua National Park (11 43' N; 109 08' E; 730 m alt.), Ninh Thuan Province, Vietnam 2010-Jan PMID[23301897]
NPO26237 Piper longum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[23434420]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota Fruits n.a. n.a. PMID[23506561]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota leaves n.a. n.a. PMID[25127165]
NPO4251 Photorhabdus luminescens Species Morganellaceae Bacteria n.a. n.a. n.a. PMID[25988621]
NPO14126 Garcinia oligantha Species Clusiaceae Eukaryota n.a. n.a. n.a. PMID[27329938]
NPO9925 Rhododendron latoucheae Species Ericaceae Eukaryota Twigs; Leaves n.a. n.a. PMID[30106288]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[31103896]
NPO4720 Aglaia perviridis Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[31621322]
NPO14126 Garcinia oligantha Species Clusiaceae Eukaryota n.a. n.a. n.a. PMID[33296199]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[8237383]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. aerial part n.a. PMID[8237383]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[8368081]
NPO32775 dinosperma erythrococca Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[9599259]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28928 Piper nigrum Species Piperaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. Database[FooDB]
NPO9480 Huperzia miyoshiana Species Lycopodiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22661 Pinus aristata Species Pinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21779 Umbilicaria hypococcinea Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7158 Schefflera venulosa Species Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26237 Piper longum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3939 Ardisia arborescens Species n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30128 Piper boehmeriaefolium Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27487 Silene banksia Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21779 Umbilicaria hypococcinea Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3939 Ardisia arborescens Species n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7158 Schefflera venulosa Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21084 Nymphaea caerulea Species Nymphaeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21520 Corydalis thalictrifolia Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4682 Lindera aggregata Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12383 Frullania brasiliensis Species Frullaniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9480 Huperzia miyoshiana Species Lycopodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22661 Pinus aristata Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15902 Iris spuria Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26237 Piper longum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26237 Piper longum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21520 Corydalis thalictrifolia Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21779 Umbilicaria hypococcinea Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4682 Lindera aggregata Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26237 Piper longum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO6428 Euphorbia wangii Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27487 Silene banksia Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3741 Pagrus major Species Sparidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20575 Penicillium puberulum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4682 Lindera aggregata Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5657 Oocystis polymorpha Species Oocystaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7522 Streptomyces amakusaensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO20008 Odontocline hollickii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO876 Didymosphaeria enalia Species Didymosphaeriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13234 Gyalolechia fulgida Species Teloschistaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19174 Anoplophora chinensis Species Cerambycidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21337 Libanotis transcaucasica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19078 Lophocolea bidentata Species Lophocoleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8639 Agaricus xanthodermus Species Agaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7158 Schefflera venulosa Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9480 Huperzia miyoshiana Species Lycopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO745 Rubus trifidus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO313 Castilleja sulphurea Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12488 Bupleurum rigidum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11511 Cochlearia officinalis Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6880 Crocus corsicus Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7536 Mycoplasma mycoides Species Mycoplasmataceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO21397 Venus mercenaria Species Veneridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9925 Rhododendron latoucheae Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26237 Piper longum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17547 Dryopteris arguta Species Dryopteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO43 Leifsonia aquatica Species Microbacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO21908 Corymbia scabrida Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4251 Photorhabdus luminescens Species Morganellaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO2840 Podocarpus minor Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20578 Kallichroma tethys Species Bionectriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1912 Acanthosyris paulo-alvinii Species Cervantesiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18852 Plenckia populnea Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23642 Penicillium tardum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10459 Brickellia longifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3968 Dracontium loretense Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21779 Umbilicaria hypococcinea Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO61 Phoebe grandis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3939 Ardisia arborescens Species n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO15902 Iris spuria Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO984 Hippocrepis emerus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19004 Dryobalanops camphora Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22225 Calliandra eriophylla Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO964 Homalium laurifolium Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14126 Garcinia oligantha Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6614 Rubus pileatus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10274 Pothomorphe peltata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO9950 Coelogyne nitida Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20319 Kopsia jasminiflora Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17401 Kopsia lapidilecta Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22301 Pinus hartwegii Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21084 Nymphaea caerulea Species Nymphaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11024 Bellardia viscosa Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1155 Forsythia japonica Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9571 Pseudobrickellia brasiliensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15193 Cacia concinna n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO9962 Pocillopora damicornis Species Pocilloporidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18647 Achillea falcata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21526 Scabiosa rotata Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28039 Alstonia vitiensis Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13059 Abies webbiana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16552 Aromia moschata Species Cerambycidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22661 Pinus aristata Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9301 Dioscorea sativa Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16877 Aconitum episcopale Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9166 Monascus rubropunctatus Species Fellodistomidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21520 Corydalis thalictrifolia Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7909 Parmelia vittata Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16119 Eucalyptus hybrid Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2393 Matsumurella chinensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16665 Tephrosia semiglabra Species Geometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10666 Verbesina virginica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27802 Candida albicaus Species Debaryomycetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11137 Dichotomanthes tristaniicarpa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12125 Pseudomonas stutzeri Species Pseudomonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO6475 Gymnosporia trigyna Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13926 Protaetia cuprea Species Scarabaeidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4720 Aglaia perviridis Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO230 Palisota barteri Species Commelinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO992 Betula alnoides Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21075 Phytolacca thyrsiflora Species Phytolaccaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12383 Frullania brasiliensis Species Frullaniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

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

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 19.0 % PMID[510325]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 25.0 % PMID[510325]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 42.0 % PMID[510325]
NPT3836 Individual Protein Intercellular adhesion molecule-1 Homo sapiens Inhibition = 80.6 % PMID[510326]
NPT3836 Individual Protein Intercellular adhesion molecule-1 Homo sapiens Inhibition = 46.4 % PMID[510326]
NPT3836 Individual Protein Intercellular adhesion molecule-1 Homo sapiens Inhibition = 16.5 % PMID[510326]
NPT3836 Individual Protein Intercellular adhesion molecule-1 Homo sapiens IC50 = 13.5 ug.mL-1 PMID[510326]
NPT3836 Individual Protein Intercellular adhesion molecule-1 Homo sapiens Inhibition = 11.3 % PMID[510326]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 4.4 % PMID[510328]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 18.2 % PMID[510328]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 10.0 % PMID[510328]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 6.2 % PMID[510328]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 2.0 % PMID[510329]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 4.0 % PMID[510329]
NPT1460 Cell Line L929 Mus musculus Inhibition = 4.0 % PMID[510329]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 5.0 % PMID[510329]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 6.0 % PMID[510329]
NPT1460 Cell Line L929 Mus musculus Inhibition = 10.0 % PMID[510329]
NPT1460 Cell Line L929 Mus musculus Inhibition = 18.0 % PMID[510329]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 19.0 % PMID[510329]
NPT1460 Cell Line L929 Mus musculus Inhibition = 19.0 % PMID[510329]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 25.0 % PMID[510329]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 42.0 % PMID[510329]
NPT993 Cell Line Hepatocyte Mus musculus IC50 = 9300.0 nM PMID[510329]
NPT115 Organism Mycobacterium tuberculosis H37Ra Mycobacterium tuberculosis H37Ra MIC = 50.0 ug.mL-1 PMID[510330]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 57100.0 nM PMID[510331]
NPT4776 Organism Diatraea saccharalis Diatraea saccharalis LD90 = 184.56 ug PMID[510332]
NPT4776 Organism Diatraea saccharalis Diatraea saccharalis LD50 = 91.19 ug PMID[510332]
NPT1381 Organism Aedes aegypti Aedes aegypti LC50 = 0.92 ppm PMID[510333]

☑ 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 NPC195986 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
0.9796 High Similarity NPC303672
0.9583 High Similarity NPC307435
0.9583 High Similarity NPC267692
0.9412 High Similarity NPC297020
0.9412 High Similarity NPC273023
0.9388 High Similarity NPC145032
0.9388 High Similarity NPC243539
0.9388 High Similarity NPC267340
0.9388 High Similarity NPC304223
0.9388 High Similarity NPC54542
0.9231 High Similarity NPC261158
0.9231 High Similarity NPC24216
0.9231 High Similarity NPC104138
0.9231 High Similarity NPC306420
0.9038 High Similarity NPC471992
0.9038 High Similarity NPC471991
0.902 High Similarity NPC119655
0.8846 High Similarity NPC305288
0.8846 High Similarity NPC124382
0.8846 High Similarity NPC56028
0.8846 High Similarity NPC13011
0.8846 High Similarity NPC123669
0.8846 High Similarity NPC167759
0.8846 High Similarity NPC163912
0.8571 High Similarity NPC6795
0.8519 High Similarity NPC477049
0.8491 Intermediate Similarity NPC246519
0.8491 Intermediate Similarity NPC132669
0.8491 Intermediate Similarity NPC14234
0.8491 Intermediate Similarity NPC184014
0.8491 Intermediate Similarity NPC44193
0.8491 Intermediate Similarity NPC269800
0.8393 Intermediate Similarity NPC312826
0.8039 Intermediate Similarity NPC91044
0.8036 Intermediate Similarity NPC245650
0.7869 Intermediate Similarity NPC187315
0.7857 Intermediate Similarity NPC4881
0.7797 Intermediate Similarity NPC324077
0.7705 Intermediate Similarity NPC477525
0.7667 Intermediate Similarity NPC471023
0.7377 Intermediate Similarity NPC77891
0.7333 Intermediate Similarity NPC130807
0.7333 Intermediate Similarity NPC309877
0.7302 Intermediate Similarity NPC315141
0.7302 Intermediate Similarity NPC129995
0.7258 Intermediate Similarity NPC235311
0.7258 Intermediate Similarity NPC253468
0.7255 Intermediate Similarity NPC86121
0.7255 Intermediate Similarity NPC470439
0.7167 Intermediate Similarity NPC150505
0.7167 Intermediate Similarity NPC74617
0.7 Intermediate Similarity NPC210999
0.697 Remote Similarity NPC471022
0.6935 Remote Similarity NPC29468
0.6935 Remote Similarity NPC273614
0.6912 Remote Similarity NPC314678
0.6825 Remote Similarity NPC182758
0.678 Remote Similarity NPC242930
0.6667 Remote Similarity NPC299114
0.6567 Remote Similarity NPC249713
0.6481 Remote Similarity NPC138935
0.6471 Remote Similarity NPC15934
0.6452 Remote Similarity NPC325734
0.6452 Remote Similarity NPC321030
0.6415 Remote Similarity NPC206906
0.6349 Remote Similarity NPC326524
0.6349 Remote Similarity NPC329003
0.6349 Remote Similarity NPC325550
0.6316 Remote Similarity NPC14326
0.6271 Remote Similarity NPC208638
0.625 Remote Similarity NPC180575
0.6232 Remote Similarity NPC280065
0.6232 Remote Similarity NPC103712
0.6232 Remote Similarity NPC291196
0.6232 Remote Similarity NPC45060
0.6154 Remote Similarity NPC182840
0.6154 Remote Similarity NPC29091
0.6154 Remote Similarity NPC255042
0.6154 Remote Similarity NPC103213
0.6111 Remote Similarity NPC304151
0.6102 Remote Similarity NPC261571
0.6061 Remote Similarity NPC316674
0.6027 Remote Similarity NPC476923
0.6 Remote Similarity NPC188341
0.6 Remote Similarity NPC49494
0.5926 Remote Similarity NPC269823
0.5921 Remote Similarity NPC313911
0.5921 Remote Similarity NPC314854
0.589 Remote Similarity NPC288086
0.5875 Remote Similarity NPC3210
0.5833 Remote Similarity NPC59408
0.5833 Remote Similarity NPC71053
0.5821 Remote Similarity NPC477106
0.5818 Remote Similarity NPC68889
0.5818 Remote Similarity NPC67761
0.5818 Remote Similarity NPC180871
0.5818 Remote Similarity NPC256766
0.5818 Remote Similarity NPC108494
0.5818 Remote Similarity NPC88079
0.5818 Remote Similarity NPC194586
0.5818 Remote Similarity NPC213538
0.5818 Remote Similarity NPC51758
0.5818 Remote Similarity NPC209279
0.5811 Remote Similarity NPC476924
0.5789 Remote Similarity NPC269074
0.5741 Remote Similarity NPC56917
0.5741 Remote Similarity NPC145077
0.5738 Remote Similarity NPC68014
0.5732 Remote Similarity NPC473031
0.5714 Remote Similarity NPC329686
0.5714 Remote Similarity NPC116934
0.5696 Remote Similarity NPC224072
0.5696 Remote Similarity NPC39966
0.5686 Remote Similarity NPC58957
0.5667 Remote Similarity NPC291437
0.5667 Remote Similarity NPC328784
0.5667 Remote Similarity NPC182102
0.5667 Remote Similarity NPC26960
0.5663 Remote Similarity NPC316186
0.5645 Remote Similarity NPC61177
0.5625 Remote Similarity NPC249645
0.5625 Remote Similarity NPC228638
0.5625 Remote Similarity NPC55412
0.5614 Remote Similarity NPC6963
0.5614 Remote Similarity NPC304079
0.561 Remote Similarity NPC203076

  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 NPC195986 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
0.6364 Remote Similarity NPD860 Phase 2
0.6034 Remote Similarity NPD4220 Pre-registration
0.5806 Remote Similarity NPD9652 Approved
0.5625 Remote Similarity NPD4219 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