Structure

Physi-Chem Properties

Molecular Weight:  208.11
Volume:  223.377
LogP:  2.268
LogD:  2.621
LogS:  -2.969
# Rotatable Bonds:  4
TPSA:  27.69
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.761
Synthetic Accessibility Score:  1.959
Fsp3:  0.333
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
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:  -4.579
MDCK Permeability:  1.9133611203869805e-05
Pgp-inhibitor:  0.288
Pgp-substrate:  0.985
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.009
30% Bioavailability (F30%):  0.295

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.787
Plasma Protein Binding (PPB):  87.76378631591797%
Volume Distribution (VD):  1.49
Pgp-substrate:  8.79612922668457%

ADMET: Metabolism

CYP1A2-inhibitor:  0.961
CYP1A2-substrate:  0.969
CYP2C19-inhibitor:  0.553
CYP2C19-substrate:  0.927
CYP2C9-inhibitor:  0.042
CYP2C9-substrate:  0.912
CYP2D6-inhibitor:  0.051
CYP2D6-substrate:  0.933
CYP3A4-inhibitor:  0.065
CYP3A4-substrate:  0.592

ADMET: Excretion

Clearance (CL):  9.824
Half-life (T1/2):  0.798

ADMET: Toxicity

hERG Blockers:  0.032
Human Hepatotoxicity (H-HT):  0.117
Drug-inuced Liver Injury (DILI):  0.803
AMES Toxicity:  0.21
Rat Oral Acute Toxicity:  0.049
Maximum Recommended Daily Dose:  0.053
Skin Sensitization:  0.491
Carcinogencity:  0.126
Eye Corrosion:  0.376
Eye Irritation:  0.889
Respiratory Toxicity:  0.155

Download Data

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

  Natural Product: NPC52464

Natural Product ID:  NPC52464
Common Name*:   Trans-Asarone
IUPAC Name:   1,2,4-trimethoxy-5-[(E)-prop-1-enyl]benzene
Synonyms:   Alpha-Asarone; Trans-Asarone
Standard InCHIKey:  RKFAZBXYICVSKP-AATRIKPKSA-N
Standard InCHI:  InChI=1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5+
SMILES:  C/C=C/c1cc(OC)c(cc1OC)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL333306
PubChem CID:   636822
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002341] Phenol ethers
        • [CHEMONTID:0000138] Anisoles

*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]
NPO163 Daucus carota Species Apiaceae 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]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. 1996-Sep PMID[10352947]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[11040054]
NPO3939 Ardisia arborescens Species n.a. n.a. n.a. n.a. n.a. PMID[15387676]
NPO11169 Piper cubeba Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[15679319]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[15877880]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[16724856]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota roots n.a. n.a. PMID[16989524]
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]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. Northeastern Regional Plant Introduction Station at Geneva 1966, 1967, and 1968 crop seasons PMID[18460139]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[19900811]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. PMID[19919095]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. PMID[20476749]
NPO16877 Aconitum episcopale Species Ranunculaceae Eukaryota n.a. root n.a. PMID[21417277]
NPO25682 Acorus calamus Species Acoraceae Eukaryota n.a. rhizome n.a. PMID[21563811]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. exocarp 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. root n.a. PMID[21800857]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota Rhizomes n.a. n.a. PMID[21936523]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. rhizome n.a. PMID[21936523]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. stem 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. leaf n.a. PMID[21973101]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. Kego Nature Reserve, Hatinh Province, Vietnam 2008-DEC PMID[21973101]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. inflorescence n.a. PMID[21973101]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. twig n.a. PMID[21973101]
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota leaves n.a. n.a. PMID[22272932]
NPO14126 Garcinia oligantha Species Clusiaceae Eukaryota n.a. n.a. n.a. PMID[22365754]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. fruit n.a. PMID[22396124]
NPO25682 Acorus calamus Species Acoraceae Eukaryota rhizomes n.a. n.a. PMID[22671987]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota n.a. rhizome n.a. PMID[22863942]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. PMID[22940450]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota rhizomes n.a. n.a. PMID[22951040]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota flower buds and leaves Khon Kaen province, Thailand 2010 PMID[23270663]
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]
NPO25682 Acorus calamus Species Acoraceae Eukaryota n.a. n.a. n.a. PMID[23373216]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23501116]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Leaves n.a. n.a. PMID[23642481]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. rhizome n.a. PMID[23713285]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota aerial parts n.a. n.a. PMID[24042007]
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[25320841]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota rhizomes n.a. n.a. PMID[26296476]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. PMID[26305406]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Flowers n.a. n.a. PMID[26462418]
NPO14126 Garcinia oligantha Species Clusiaceae Eukaryota n.a. n.a. n.a. PMID[27329938]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[2831703]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota Rhizomes n.a. n.a. PMID[29116780]
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]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[6821187]
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[8237383]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[8368081]
NPO11169 Piper cubeba Species Piperaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO163 Daucus carota Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO10449 Arctium lappa Species Asteraceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Roots n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO10449 Arctium lappa Species Asteraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO10449 Arctium lappa Species Asteraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO10449 Arctium lappa Species Asteraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO25682 Acorus calamus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21485 Polygala sibirica Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24267 Paeonia veitchii Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO163 Daucus carota Species Apiaceae 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]
NPO11169 Piper cubeba Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO21485 Polygala sibirica Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11169 Piper cubeba Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3803 Ardisia japonica Species Primulaceae 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]
NPO25682 Acorus calamus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15902 Iris spuria Species Iridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24267 Paeonia veitchii Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21485 Polygala sibirica Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8666 Acorus tatarinowii Species Acoraceae 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]
NPO4865 Piper kadsura Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12468 Asarum heterotropoides Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24267 Paeonia veitchii Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8650 Perilla frutescens Species Lamiaceae 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]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10449 Arctium lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12468 Asarum heterotropoides Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11169 Piper cubeba Species Piperaceae 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]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21485 Polygala sibirica Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25682 Acorus calamus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16877 Aconitum episcopale Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21485 Polygala sibirica Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1912 Acanthosyris paulo-alvinii Species Cervantesiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO745 Rubus trifidus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO61 Phoebe grandis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6614 Rubus pileatus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9962 Pocillopora damicornis Species Pocilloporidae 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]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13926 Protaetia cuprea Species Scarabaeidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14126 Garcinia oligantha Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3741 Pagrus major Species Sparidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24267 Paeonia veitchii Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16552 Aromia moschata Species Cerambycidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4720 Aglaia perviridis Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25682 Acorus calamus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16119 Eucalyptus hybrid Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7909 Parmelia vittata Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5657 Oocystis polymorpha Species Oocystaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12468 Asarum heterotropoides Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO992 Betula alnoides Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10449 Arctium lappa 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]
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15902 Iris spuria Species Iridaceae 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
NPO163 NPC52464 Raw Seed 40 40 40 mg/100g Database [DUKE]

☑ 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
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens IC50 = 92300.0 nM PMID[487690]
NPT110 Individual Protein Cytochrome P450 2D6 Homo sapiens IC50 > 100000.0 nM PMID[487690]
NPT2666 Individual Protein 3-hydroxy-3-methylglutaryl-coenzyme A reductase Schizosaccharomyces pombe 972h- IC50 = 2488000.0 nM PMID[487692]
NPT253 Individual Protein HMG-CoA reductase Homo sapiens IC50 = 5860.0 nM PMID[487696]
NPT253 Individual Protein HMG-CoA reductase Homo sapiens IC50 = 36.31 nM PMID[487696]
NPT605 Organism Homo sapiens Homo sapiens Inhibition = 4.0 % PMID[487687]
NPT605 Organism Homo sapiens Homo sapiens Inhibition = 14.7 % PMID[487687]
NPT605 Organism Homo sapiens Homo sapiens Inhibition = 40.3 % PMID[487687]
NPT605 Organism Homo sapiens Homo sapiens Inhibition = 30.3 % PMID[487687]
NPT605 Organism Homo sapiens Homo sapiens Inhibition = 47.0 % PMID[487687]
NPT32 Organism Mus musculus Mus musculus No. of killed or paralyzed = 13.0 n.a. PMID[487687]
NPT32 Organism Mus musculus Mus musculus Protected = 0.0 % PMID[487687]
NPT32 Organism Mus musculus Mus musculus No. of killed or paralyzed = 10.0 n.a. PMID[487687]
NPT32 Organism Mus musculus Mus musculus Protected = 44.0 % PMID[487687]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae MIC = 800.0 ug.mL-1 PMID[487688]
NPT20 Organism Candida albicans Candida albicans MIC = 800.0 ug.mL-1 PMID[487688]
NPT523 Organism Malassezia furfur Malassezia furfur MIC = 200.0 ug.mL-1 PMID[487688]
NPT167 Organism Propionibacterium acnes Propionibacterium acnes MIC = 100.0 ug.mL-1 PMID[487689]
NPT593 Organism Bursaphelenchus xylophilus Bursaphelenchus xylophilus mortality = 12.1 % PMID[487693]
NPT3154 Organism Manduca sexta Manduca sexta Activity = 79.0 % PMID[487694]
NPT1579 Organism Heliothis virescens Heliothis virescens Activity = 96.0 % PMID[487694]
NPT915 Organism Helicoverpa zea Helicoverpa zea Activity = 97.0 % PMID[487694]
NPT1381 Organism Aedes aegypti Aedes aegypti mortality = 43.0 % PMID[487694]
NPT1381 Organism Aedes aegypti Aedes aegypti mortality = 100.0 % PMID[487694]
NPT1272 Organism Panagrellus redivivus Panagrellus redivivus mortality = 100.0 % PMID[487694]
NPT530 Organism Caenorhabditis elegans Caenorhabditis elegans mortality = 100.0 % PMID[487694]
NPT188 Organism Candida parapsilosis Candida parapsilosis IZ = 6.0 mm PMID[487694]
NPT187 Organism Issatchenkia orientalis Pichia kudriavzevii IZ = 7.0 mm PMID[487694]
NPT20 Organism Candida albicans Candida albicans IZ = 6.0 mm PMID[487694]
NPT20 Organism Candida albicans Candida albicans MIC = 600000.0 nM PMID[487695]
NPT187 Organism Issatchenkia orientalis Pichia kudriavzevii MIC = 1200000.0 nM PMID[487695]
NPT21 Organism Aspergillus niger Aspergillus niger MIC = 4800000.0 nM PMID[487695]
NPT1262 Organism Aspergillus parasiticus Aspergillus parasiticus MIC = 1200000.0 nM PMID[487695]
NPT1263 Organism Aspergillus sydowii Aspergillus sydowii MIC = 2400000.0 nM PMID[487695]
NPT329 Organism Trichophyton rubrum Trichophyton rubrum MIC = 600000.0 nM PMID[487695]
NPT1033 Organism Enterobacter cloacae Enterobacter cloacae MIC = 9600000.0 nM PMID[487695]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 40.0 % PMID[487697]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 57.0 % PMID[487697]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 42.0 % PMID[487697]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 38.0 % PMID[487697]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 7.01 % PMID[487698]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 17.37 % PMID[487699]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 14.19 % PMID[487700]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = -0.04 % PMID[487701]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = -0.01 % PMID[487702]

☑ 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 NPC52464 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 NPC304208
0.982 High Similarity NPC308217
0.9554 High Similarity NPC474612
0.9478 High Similarity NPC194626
0.9478 High Similarity NPC270326
0.9455 High Similarity NPC204120
0.945 High Similarity NPC203924
0.9391 High Similarity NPC285289
0.9316 High Similarity NPC183446
0.931 High Similarity NPC264885
0.9266 High Similarity NPC165386
0.9153 High Similarity NPC92869
0.9153 High Similarity NPC283170
0.9153 High Similarity NPC191768
0.9145 High Similarity NPC211231
0.9035 High Similarity NPC123948
0.8966 High Similarity NPC254625
0.8966 High Similarity NPC475961
0.8966 High Similarity NPC15805
0.8934 High Similarity NPC10225
0.8934 High Similarity NPC58164
0.8934 High Similarity NPC190144
0.8926 High Similarity NPC189248
0.8926 High Similarity NPC202904
0.8917 High Similarity NPC64391
0.8879 High Similarity NPC63083
0.8862 High Similarity NPC224157
0.8862 High Similarity NPC234488
0.8862 High Similarity NPC51840
0.8862 High Similarity NPC299221
0.8862 High Similarity NPC192687
0.8862 High Similarity NPC311680
0.8843 High Similarity NPC112596
0.8824 High Similarity NPC246967
0.8824 High Similarity NPC135414
0.8824 High Similarity NPC474864
0.8814 High Similarity NPC472596
0.8803 High Similarity NPC119949
0.8803 High Similarity NPC20674
0.8793 High Similarity NPC33271
0.8793 High Similarity NPC259638
0.879 High Similarity NPC474356
0.879 High Similarity NPC45715
0.879 High Similarity NPC12275
0.878 High Similarity NPC45824
0.878 High Similarity NPC153547
0.878 High Similarity NPC150809
0.877 High Similarity NPC242032
0.877 High Similarity NPC474670
0.876 High Similarity NPC299584
0.876 High Similarity NPC82483
0.876 High Similarity NPC234400
0.876 High Similarity NPC105925
0.876 High Similarity NPC60885
0.876 High Similarity NPC265483
0.8739 High Similarity NPC75713
0.8739 High Similarity NPC477886
0.8729 High Similarity NPC222175
0.872 High Similarity NPC137669
0.872 High Similarity NPC6451
0.871 High Similarity NPC470624
0.871 High Similarity NPC237169
0.871 High Similarity NPC244799
0.871 High Similarity NPC240722
0.871 High Similarity NPC214860
0.8707 High Similarity NPC193067
0.8699 High Similarity NPC31707
0.8699 High Similarity NPC266691
0.8689 High Similarity NPC223953
0.8689 High Similarity NPC214406
0.8689 High Similarity NPC28730
0.8689 High Similarity NPC44748
0.8689 High Similarity NPC78974
0.8689 High Similarity NPC223136
0.8689 High Similarity NPC245060
0.8689 High Similarity NPC244364
0.8689 High Similarity NPC18924
0.8689 High Similarity NPC103823
0.8667 High Similarity NPC261661
0.8655 High Similarity NPC199023
0.8655 High Similarity NPC166759
0.8651 High Similarity NPC36437
0.8651 High Similarity NPC241341
0.8651 High Similarity NPC233018
0.864 High Similarity NPC232275
0.8636 High Similarity NPC292792
0.8629 High Similarity NPC123127
0.8629 High Similarity NPC27239
0.8624 High Similarity NPC12714
0.8624 High Similarity NPC310905
0.8618 High Similarity NPC169474
0.8618 High Similarity NPC82679
0.8618 High Similarity NPC216836
0.8618 High Similarity NPC236791
0.8618 High Similarity NPC159968
0.8618 High Similarity NPC282000
0.8618 High Similarity NPC474821
0.8618 High Similarity NPC74817
0.8618 High Similarity NPC124452
0.8618 High Similarity NPC293054
0.8618 High Similarity NPC324112
0.8618 High Similarity NPC246620
0.8595 High Similarity NPC95168
0.8595 High Similarity NPC165375
0.8595 High Similarity NPC282496
0.8595 High Similarity NPC233526
0.8595 High Similarity NPC220598
0.8584 High Similarity NPC82016
0.8583 High Similarity NPC474600
0.8583 High Similarity NPC49341
0.8583 High Similarity NPC474478
0.8571 High Similarity NPC474565
0.8571 High Similarity NPC319969
0.8571 High Similarity NPC229401
0.856 High Similarity NPC476399
0.856 High Similarity NPC220935
0.8548 High Similarity NPC149008
0.8548 High Similarity NPC19694
0.8548 High Similarity NPC154866
0.8548 High Similarity NPC474651
0.8548 High Similarity NPC474623
0.8548 High Similarity NPC63179
0.8548 High Similarity NPC283114
0.8548 High Similarity NPC207702
0.8548 High Similarity NPC474616
0.8537 High Similarity NPC112571
0.8537 High Similarity NPC50683
0.8537 High Similarity NPC285725
0.8537 High Similarity NPC474632
0.8516 High Similarity NPC111655
0.8516 High Similarity NPC472337
0.8516 High Similarity NPC195022
0.8512 High Similarity NPC473411
0.8512 High Similarity NPC262253
0.8512 High Similarity NPC288238
0.8512 High Similarity NPC41562
0.8512 High Similarity NPC71579
0.8492 Intermediate Similarity NPC82503
0.8487 Intermediate Similarity NPC135961
0.848 Intermediate Similarity NPC469951
0.848 Intermediate Similarity NPC158477
0.848 Intermediate Similarity NPC469963
0.848 Intermediate Similarity NPC474227
0.8468 Intermediate Similarity NPC471986
0.8468 Intermediate Similarity NPC266555
0.8455 Intermediate Similarity NPC233410
0.8455 Intermediate Similarity NPC472093
0.8455 Intermediate Similarity NPC251855
0.8455 Intermediate Similarity NPC117214
0.8455 Intermediate Similarity NPC116907
0.8455 Intermediate Similarity NPC203133
0.8455 Intermediate Similarity NPC298757
0.8455 Intermediate Similarity NPC221077
0.8455 Intermediate Similarity NPC193544
0.8455 Intermediate Similarity NPC57490
0.8455 Intermediate Similarity NPC17943
0.8455 Intermediate Similarity NPC208950
0.8455 Intermediate Similarity NPC475169
0.845 Intermediate Similarity NPC472336
0.845 Intermediate Similarity NPC205442
0.845 Intermediate Similarity NPC286843
0.845 Intermediate Similarity NPC173660
0.845 Intermediate Similarity NPC472334
0.8443 Intermediate Similarity NPC108545
0.8443 Intermediate Similarity NPC121115
0.8443 Intermediate Similarity NPC197757
0.8443 Intermediate Similarity NPC228922
0.8438 Intermediate Similarity NPC309953
0.8438 Intermediate Similarity NPC106215
0.843 Intermediate Similarity NPC310373
0.8417 Intermediate Similarity NPC61516
0.8417 Intermediate Similarity NPC232084
0.8417 Intermediate Similarity NPC247364
0.8417 Intermediate Similarity NPC10932
0.8413 Intermediate Similarity NPC126836
0.8413 Intermediate Similarity NPC229231
0.8413 Intermediate Similarity NPC19242
0.8407 Intermediate Similarity NPC35543
0.8407 Intermediate Similarity NPC258171
0.84 Intermediate Similarity NPC28765
0.84 Intermediate Similarity NPC222127
0.84 Intermediate Similarity NPC82862
0.84 Intermediate Similarity NPC474636
0.84 Intermediate Similarity NPC210674
0.839 Intermediate Similarity NPC203113
0.8387 Intermediate Similarity NPC186845
0.8387 Intermediate Similarity NPC88297
0.8387 Intermediate Similarity NPC52593
0.8387 Intermediate Similarity NPC9891
0.8387 Intermediate Similarity NPC476006
0.8385 Intermediate Similarity NPC90615
0.8385 Intermediate Similarity NPC276490
0.8385 Intermediate Similarity NPC103976
0.8385 Intermediate Similarity NPC326797
0.8385 Intermediate Similarity NPC272157
0.8385 Intermediate Similarity NPC73535
0.8385 Intermediate Similarity NPC201145
0.8385 Intermediate Similarity NPC102904
0.8385 Intermediate Similarity NPC474282
0.8385 Intermediate Similarity NPC107551

  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 NPC52464 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
0.8618 High Similarity NPD3018 Phase 2
0.8512 High Similarity NPD2981 Phase 2
0.8443 Intermediate Similarity NPD2983 Phase 2
0.8443 Intermediate Similarity NPD2982 Phase 2
0.8333 Intermediate Similarity NPD3027 Phase 3
0.8136 Intermediate Similarity NPD5283 Phase 1
0.812 Intermediate Similarity NPD228 Approved
0.811 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8031 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD1613 Approved
0.7984 Intermediate Similarity NPD3705 Approved
0.797 Intermediate Similarity NPD3539 Phase 1
0.791 Intermediate Similarity NPD3540 Phase 1
0.7724 Intermediate Similarity NPD5536 Phase 2
0.7687 Intermediate Similarity NPD6111 Discontinued
0.7661 Intermediate Similarity NPD1548 Phase 1
0.7606 Intermediate Similarity NPD1653 Approved
0.76 Intermediate Similarity NPD1357 Approved
0.7589 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7559 Intermediate Similarity NPD1610 Phase 2
0.7554 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD1424 Approved
0.75 Intermediate Similarity NPD940 Approved
0.75 Intermediate Similarity NPD846 Approved
0.7479 Intermediate Similarity NPD290 Approved
0.7466 Intermediate Similarity NPD2801 Approved
0.7442 Intermediate Similarity NPD4749 Approved
0.7429 Intermediate Similarity NPD2219 Phase 1
0.7424 Intermediate Similarity NPD4908 Phase 1
0.7422 Intermediate Similarity NPD422 Phase 1
0.7419 Intermediate Similarity NPD6671 Approved
0.7417 Intermediate Similarity NPD2684 Approved
0.7405 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7385 Intermediate Similarity NPD2922 Phase 1
0.7376 Intermediate Similarity NPD7124 Phase 2
0.7348 Intermediate Similarity NPD2861 Phase 2
0.7333 Intermediate Similarity NPD1358 Approved
0.7313 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7287 Intermediate Similarity NPD1091 Approved
0.7265 Intermediate Similarity NPD1242 Phase 1
0.7239 Intermediate Similarity NPD4625 Phase 3
0.7219 Intermediate Similarity NPD5494 Approved
0.7209 Intermediate Similarity NPD3496 Discontinued
0.7203 Intermediate Similarity NPD4357 Discontinued
0.7203 Intermediate Similarity NPD5297 Approved
0.7188 Intermediate Similarity NPD5691 Approved
0.7185 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7185 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD3817 Phase 2
0.7177 Intermediate Similarity NPD7843 Approved
0.7172 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD1408 Clinical (unspecified phase)
0.7164 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD1934 Approved
0.7143 Intermediate Similarity NPD4675 Approved
0.7143 Intermediate Similarity NPD7157 Approved
0.7143 Intermediate Similarity NPD1375 Discontinued
0.7143 Intermediate Similarity NPD4678 Approved
0.7132 Intermediate Similarity NPD4626 Approved
0.7132 Intermediate Similarity NPD1778 Approved
0.7109 Intermediate Similarity NPD7533 Approved
0.7109 Intermediate Similarity NPD7534 Approved
0.7107 Intermediate Similarity NPD968 Approved
0.7107 Intermediate Similarity NPD3134 Approved
0.7103 Intermediate Similarity NPD1350 Approved
0.7103 Intermediate Similarity NPD1351 Approved
0.7103 Intermediate Similarity NPD1349 Approved
0.7095 Intermediate Similarity NPD5090 Approved
0.7095 Intermediate Similarity NPD5089 Approved
0.7086 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD1511 Approved
0.708 Intermediate Similarity NPD1558 Phase 1
0.7075 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD5451 Approved
0.7073 Intermediate Similarity NPD4750 Phase 3
0.7059 Intermediate Similarity NPD5718 Phase 2
0.7059 Intermediate Similarity NPD5110 Phase 2
0.7059 Intermediate Similarity NPD5111 Phase 2
0.7059 Intermediate Similarity NPD1247 Approved
0.7059 Intermediate Similarity NPD5109 Approved
0.7047 Intermediate Similarity NPD37 Approved
0.7042 Intermediate Similarity NPD1652 Phase 2
0.7037 Intermediate Similarity NPD600 Approved
0.7037 Intermediate Similarity NPD596 Approved
0.7037 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD447 Suspended
0.7029 Intermediate Similarity NPD230 Phase 1
0.702 Intermediate Similarity NPD6788 Approved
0.702 Intermediate Similarity NPD3882 Suspended
0.7007 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD2674 Phase 3
0.7 Intermediate Similarity NPD4585 Approved
0.7 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.6992 Remote Similarity NPD8651 Approved
0.6992 Remote Similarity NPD6696 Suspended
0.6986 Remote Similarity NPD1512 Approved
0.6985 Remote Similarity NPD2669 Clinical (unspecified phase)
0.6983 Remote Similarity NPD9296 Approved
0.6978 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6975 Remote Similarity NPD289 Clinical (unspecified phase)
0.6974 Remote Similarity NPD4055 Discovery
0.6963 Remote Similarity NPD9494 Approved
0.6959 Remote Similarity NPD7261 Clinical (unspecified phase)
0.6959 Remote Similarity NPD4005 Discontinued
0.6957 Remote Similarity NPD1240 Approved
0.695 Remote Similarity NPD2796 Approved
0.6934 Remote Similarity NPD3145 Approved
0.6934 Remote Similarity NPD3144 Approved
0.6923 Remote Similarity NPD4236 Phase 3
0.6923 Remote Similarity NPD4237 Approved
0.6923 Remote Similarity NPD1651 Approved
0.6923 Remote Similarity NPD5177 Phase 3
0.6917 Remote Similarity NPD291 Approved
0.6917 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6908 Remote Similarity NPD4967 Phase 2
0.6908 Remote Similarity NPD4965 Approved
0.6908 Remote Similarity NPD4966 Approved
0.6905 Remote Similarity NPD821 Approved
0.6903 Remote Similarity NPD6232 Discontinued
0.6899 Remote Similarity NPD5844 Phase 1
0.6894 Remote Similarity NPD1611 Approved
0.6884 Remote Similarity NPD554 Clinical (unspecified phase)
0.6884 Remote Similarity NPD839 Approved
0.6884 Remote Similarity NPD840 Approved
0.6883 Remote Similarity NPD5677 Discontinued
0.6875 Remote Similarity NPD709 Approved
0.6857 Remote Similarity NPD1607 Approved
0.6853 Remote Similarity NPD970 Clinical (unspecified phase)
0.6853 Remote Similarity NPD1372 Clinical (unspecified phase)
0.6849 Remote Similarity NPD1774 Approved
0.6846 Remote Similarity NPD1182 Approved
0.6842 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6842 Remote Similarity NPD9295 Approved
0.6842 Remote Similarity NPD5353 Approved
0.6839 Remote Similarity NPD7199 Phase 2
0.6835 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6835 Remote Similarity NPD2238 Phase 2
0.6835 Remote Similarity NPD3620 Phase 2
0.6831 Remote Similarity NPD2935 Discontinued
0.6825 Remote Similarity NPD1139 Approved
0.6825 Remote Similarity NPD1137 Approved
0.6818 Remote Similarity NPD6234 Discontinued
0.6818 Remote Similarity NPD919 Approved
0.6815 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6815 Remote Similarity NPD6166 Phase 2
0.6815 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6812 Remote Similarity NPD1296 Phase 2
0.6809 Remote Similarity NPD6896 Approved
0.6809 Remote Similarity NPD6895 Approved
0.6806 Remote Similarity NPD3060 Approved
0.6806 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6806 Remote Similarity NPD6674 Discontinued
0.6803 Remote Similarity NPD4123 Phase 3
0.68 Remote Similarity NPD3021 Approved
0.68 Remote Similarity NPD3022 Approved
0.6797 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6794 Remote Similarity NPD5585 Approved
0.6786 Remote Similarity NPD3657 Discovery
0.678 Remote Similarity NPD844 Approved
0.6772 Remote Similarity NPD5535 Approved
0.6772 Remote Similarity NPD1138 Approved
0.6772 Remote Similarity NPD7473 Discontinued
0.6761 Remote Similarity NPD1510 Phase 2
0.6759 Remote Similarity NPD7466 Approved
0.6757 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6752 Remote Similarity NPD3926 Phase 2
0.6752 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6748 Remote Similarity NPD9697 Approved
0.6742 Remote Similarity NPD17 Approved
0.6738 Remote Similarity NPD2653 Approved
0.6735 Remote Similarity NPD6799 Approved
0.6735 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6728 Remote Similarity NPD7549 Discontinued
0.6719 Remote Similarity NPD1241 Discontinued
0.6716 Remote Similarity NPD2232 Approved
0.6716 Remote Similarity NPD2230 Approved
0.6716 Remote Similarity NPD2233 Approved
0.6715 Remote Similarity NPD2237 Approved
0.6714 Remote Similarity NPD4060 Phase 1
0.6713 Remote Similarity NPD2161 Phase 2
0.6713 Remote Similarity NPD6100 Approved
0.6713 Remote Similarity NPD6099 Approved
0.6712 Remote Similarity NPD2677 Approved
0.669 Remote Similarity NPD2200 Suspended
0.6689 Remote Similarity NPD3688 Clinical (unspecified phase)
0.6689 Remote Similarity NPD3146 Approved
0.6689 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6687 Remote Similarity NPD7054 Approved
0.6667 Remote Similarity NPD5327 Phase 3
0.6667 Remote Similarity NPD3686 Approved
0.6667 Remote Similarity NPD1669 Approved
0.6667 Remote Similarity NPD593 Approved
0.6667 Remote Similarity NPD3489 Phase 3
0.6667 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6667 Remote Similarity NPD595 Approved
0.6667 Remote Similarity NPD3687 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