Structure

Physi-Chem Properties

Molecular Weight:  307.12
Volume:  313.31
LogP:  3.51
LogD:  2.615
LogS:  -4.485
# Rotatable Bonds:  1
TPSA:  38.77
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.751
Synthetic Accessibility Score:  3.062
Fsp3:  0.316
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:  -4.775
MDCK Permeability:  3.1218289223033935e-05
Pgp-inhibitor:  0.871
Pgp-substrate:  0.046
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.003
30% Bioavailability (F30%):  0.063

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.706
Plasma Protein Binding (PPB):  96.90673828125%
Volume Distribution (VD):  0.905
Pgp-substrate:  1.5935953855514526%

ADMET: Metabolism

CYP1A2-inhibitor:  0.933
CYP1A2-substrate:  0.601
CYP2C19-inhibitor:  0.956
CYP2C19-substrate:  0.546
CYP2C9-inhibitor:  0.523
CYP2C9-substrate:  0.881
CYP2D6-inhibitor:  0.835
CYP2D6-substrate:  0.463
CYP3A4-inhibitor:  0.902
CYP3A4-substrate:  0.756

ADMET: Excretion

Clearance (CL):  4.145
Half-life (T1/2):  0.261

ADMET: Toxicity

hERG Blockers:  0.033
Human Hepatotoxicity (H-HT):  0.95
Drug-inuced Liver Injury (DILI):  0.57
AMES Toxicity:  0.508
Rat Oral Acute Toxicity:  0.033
Maximum Recommended Daily Dose:  0.964
Skin Sensitization:  0.128
Carcinogencity:  0.921
Eye Corrosion:  0.003
Eye Irritation:  0.016
Respiratory Toxicity:  0.421

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

  Natural Product: NPC241055

Natural Product ID:  NPC241055
Common Name*:   XVIHBNVDAPQBRH-OAHLLOKOSA-N
IUPAC Name:   n.a.
Synonyms:   N-Acetylanonaine
Standard InCHIKey:  XVIHBNVDAPQBRH-OAHLLOKOSA-N
Standard InCHI:  InChI=1S/C19H17NO3/c1-11(21)20-7-6-13-9-16-19(23-10-22-16)18-14-5-3-2-4-12(14)8-15(20)17(13)18/h2-5,9,15H,6-8,10H2,1H3/t15-/m1/s1
SMILES:  CC(=O)N1CCc2cc3c(c4-c5ccccc5C[C@@H]1c24)OCO3
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL454847
PubChem CID:   6453733
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000279] Alkaloids and derivatives
      • [CHEMONTID:0000381] Aporphines

*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
NPO26992 Sophora leachiana Species Fabaceae Eukaryota n.a. root n.a. DOI[10.1016/0031-9422(90)85209-X]
NPO5852 Litsea glutinosa Species Lauraceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(00)88469-1]
NPO5852 Litsea glutinosa Species Lauraceae Eukaryota n.a. stem n.a. DOI[10.1016/S0031-9422(00)88469-1]
NPO26409 Plakortis simplex Species Plakinidae Eukaryota n.a. Caribbean n.a. PMID[10021943]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[10479314]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[10650079]
NPO26409 Plakortis simplex Species Plakinidae Eukaryota n.a. Taiwan n.a. PMID[11277748]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota stems n.a. n.a. PMID[1517737]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. aerial part n.a. PMID[15577228]
NPO26409 Plakortis simplex Species Plakinidae Eukaryota n.a. n.a. n.a. PMID[15921424]
NPO13465 Salvia broussonetii Species Lamiaceae Eukaryota roots n.a. n.a. PMID[15969497]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[16441070]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. stem n.a. PMID[18175990]
NPO26203 Dysidea villosa Species Dysideidae Eukaryota n.a. Hainan, China n.a. PMID[19091557]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. PMID[21625478]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. PMID[22085682]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[22672802]
NPO26409 Plakortis simplex Species Plakinidae Eukaryota n.a. n.a. n.a. PMID[23806071]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[24175626]
NPO26409 Plakortis simplex Species Plakinidae Eukaryota n.a. China n.a. PMID[25115700]
NPO26298 Zanthoxylum simulans Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[26666037]
NPO13745 Gynoxys verrucosa Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[27057812]
NPO15190 Chloranthus fortunei Species Chloranthaceae Eukaryota n.a. n.a. n.a. PMID[27997206]
NPO25406 Celastrus monospermus Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[28006915]
NPO6698 Euphorbia pithyusa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[28671832]
NPO12970 Aspergillus fischeri Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[31920082]
NPO26298 Zanthoxylum simulans Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[7798955]
NPO10128 Aplysia punctata Species Aplysiidae Eukaryota n.a. n.a. n.a. PMID[9213585]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. root n.a. PMID[9987830]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO10532 Pinus edulis Species Pinaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO10532 Pinus edulis Species Pinaceae Eukaryota n.a. n.a. Database[FooDB]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19672 Hosta sieboldiana Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26992 Sophora leachiana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5852 Litsea glutinosa Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8642 Lithospermum officinale Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26298 Zanthoxylum simulans Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9087 Sarcococca vagans Species Buxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24478 Morinda coreia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1070 Matricaria suffruticosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2892 Wikstroemia chamaedaphne Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6320 Echinosophora koreensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25122 Conium maculatum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8471 Angelica taiwaniana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4340 Peucedanum praeruptorum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4120 Ulmus americana Species Ulmaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13228 Farfugium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7844 Fritillaria hupehensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13018 Thelephora aurantiotincta Species Thelephoraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6320 Echinosophora koreensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7844 Fritillaria hupehensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13018 Thelephora aurantiotincta Species Thelephoraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26298 Zanthoxylum simulans Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5852 Litsea glutinosa Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9133 Lathyrus latifolius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2892 Wikstroemia chamaedaphne Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26992 Sophora leachiana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24478 Morinda coreia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25122 Conium maculatum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4120 Ulmus americana Species Ulmaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13228 Farfugium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8471 Angelica taiwaniana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26898 Jacobaea vulgaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9087 Sarcococca vagans Species Buxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1070 Matricaria suffruticosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4340 Peucedanum praeruptorum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8642 Lithospermum officinale Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19672 Hosta sieboldiana Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13313 Talipariti tiliaceum Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3482 Alpinia flabellata Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9087 Sarcococca vagans Species Buxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19672 Hosta sieboldiana Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9133 Lathyrus latifolius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13228 Farfugium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26298 Zanthoxylum simulans Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25122 Conium maculatum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4340 Peucedanum praeruptorum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8642 Lithospermum officinale Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17166 Euphorbia palustris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4340 Peucedanum praeruptorum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7844 Fritillaria hupehensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9087 Sarcococca vagans Species Buxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10905 Baccharis truncata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2015 Udotea petiolata Species Udoteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14793 Erica glauca Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1682 Rhytidoponera metallica Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13228 Farfugium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26992 Sophora leachiana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7650 Salvia munzii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO777 Kielmeyera coriacea Species Calophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4895 Coleus esquirolii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6894 Elegia deusta Species Restionaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7009 Callyspongia spinosissima Species Callyspongiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2043 Pseudocyphellaria coronata Species Lobariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8642 Lithospermum officinale Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16266 Didymium bahiense Species Didymiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27148 Chuquiraga erinacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6801 Bellium bellidioides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13465 Salvia broussonetii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28636 Vernonia lilacina Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4523 Reaumuria hirtella Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26789 Tephrosia bidwilli Species Geometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7847 Senecio densiflorus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25259 Schrebera swietenoides Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9221 Trachelospermum lucidum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14194 Mamestra brassicae Species 0ctuidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26690 Lactarius subpiperatus Species Lactariidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25358 Senecio gilliesi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25406 Celastrus monospermus Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9590 Xanthoria aureola Species Teloschistaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1267 Acronychia laurifolia Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6698 Euphorbia pithyusa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2892 Wikstroemia chamaedaphne Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1070 Matricaria suffruticosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22890 Eutrochium purpureum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9538 Pterocarpus erinaceus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17166 Euphorbia palustris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26160 Thielavia terricola Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26409 Plakortis simplex Species Plakinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10128 Aplysia punctata Species Aplysiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13313 Talipariti tiliaceum Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15514 Pedicularis rex Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO273 Phyllobates bicolor Species Dendrobatidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12970 Aspergillus fischeri Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7841 Solanum transcaucasicum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26203 Dysidea villosa Species Dysideidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3482 Alpinia flabellata Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12018 Alternaria bataticola Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24918 Jacobaea cannabifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3341 Leishmania major Species Trypanosomatidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25118 Centaurea benedicta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11246 Ononis viscosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2070 Thioalkalivibrio versutus Species Ectothiorhodospiraceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO8471 Angelica taiwaniana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7844 Fritillaria hupehensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9995 Cynara humilis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13018 Thelephora aurantiotincta Species Thelephoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19672 Hosta sieboldiana Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14455 Triunia erythrocarpa Species Proteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2999 Coprinellus flocculosus Species Psathyrellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6556 Garcinia intermedia Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25802 Agave deserti Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22264 Inula salsoloides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8022 Consolida hohenackeri Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2568 Posidonia oceanica Species Posidoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14329 Sigillina signifera Species Polycitoridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18026 Bipolaris sacchari Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24083.1 Melanelixia fuliginosa subsp. glabratula Subspecies Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25201 Aglaia pyramidata Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15992 Hypogymnia vittata Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26898 Jacobaea vulgaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11592 Cuphea hyssopifolia Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9133 Lathyrus latifolius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13438 Centaurea calcitrapa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20059.1 Lactobacillus delbrueckii subsp. bulgaricus Subspecies Lactobacillaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO25833 Asclepias subulata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8721 Parectatosoma mocquerysi Species Anisacanthidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17358 Sorbus torminalis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2199 Tecoma pentaphylla Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7028 Sida veronicaefolia Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5852 Litsea glutinosa Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15405 Suaeda maritima Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15190 Chloranthus fortunei Species Chloranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25714 Solanum spirale Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24478 Morinda coreia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25122 Conium maculatum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4282 Fouquieria diguetii Species Fouquieriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10532 Pinus edulis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3963 Hortonia floribunda Species Monimiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2680 Holothuria squamifera Species Holothuriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13617 Eria rigida Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9476 Metapenaeus bennettae Species Penaeidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24547 Xanthoria parietina Species Teloschistaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1467 Wedelia prostrata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10048 Pyrus bourgaeana Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4120 Ulmus americana Species Ulmaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10264 Platonia insignis Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13745 Gynoxys verrucosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6378 Wilcoxia viperina n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO9733 Spongia bilamellata Species Spongiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4340 Peucedanum praeruptorum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5604 Chelonia japonica Species Cheloniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26849 Parmelia zollingeri Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6320 Echinosophora koreensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15558 Leucas neufliseana Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3005 Passiflora morifolia Species Passifloraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9324 0techis scutatus Species Elapidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5998 Echinoclathria subhispida Species Microcionidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8253 Alexandrium hiranoi Species Gonyaulacaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26298 Zanthoxylum simulans Species Rutaceae 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
NPT5396 Organism Pimephales promelas Pimephales promelas IC50 = 300000.0 nM PMID[558205]

☑ 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 NPC241055 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
0.9679 High Similarity NPC168409
0.9613 High Similarity NPC232924
0.9613 High Similarity NPC160298
0.9613 High Similarity NPC477559
0.9613 High Similarity NPC306902
0.9613 High Similarity NPC266753
0.943 High Similarity NPC225774
0.9371 High Similarity NPC219341
0.9371 High Similarity NPC476432
0.9371 High Similarity NPC24264
0.9313 High Similarity NPC298979
0.9313 High Similarity NPC247389
0.9308 High Similarity NPC16805
0.9308 High Similarity NPC302527
0.9308 High Similarity NPC167546
0.925 High Similarity NPC86144
0.925 High Similarity NPC304659
0.9226 High Similarity NPC237579
0.9193 High Similarity NPC210918
0.9161 High Similarity NPC81733
0.9161 High Similarity NPC326316
0.9125 High Similarity NPC189470
0.9102 High Similarity NPC116284
0.9024 High Similarity NPC149090
0.9024 High Similarity NPC19520
0.8963 High Similarity NPC6152
0.8922 High Similarity NPC114364
0.8922 High Similarity NPC320223
0.8916 High Similarity NPC128560
0.8916 High Similarity NPC199465
0.8916 High Similarity NPC229166
0.8875 High Similarity NPC476572
0.8869 High Similarity NPC220961
0.8869 High Similarity NPC126284
0.8868 High Similarity NPC41178
0.8868 High Similarity NPC99659
0.8868 High Similarity NPC138487
0.8868 High Similarity NPC325871
0.8868 High Similarity NPC216459
0.8848 High Similarity NPC152212
0.8846 High Similarity NPC475959
0.8837 High Similarity NPC82763
0.8812 High Similarity NPC170503
0.8812 High Similarity NPC126519
0.8812 High Similarity NPC203784
0.8812 High Similarity NPC146288
0.8765 High Similarity NPC248642
0.8765 High Similarity NPC166014
0.8765 High Similarity NPC27410
0.8757 High Similarity NPC267408
0.875 High Similarity NPC76079
0.875 High Similarity NPC112575
0.8713 High Similarity NPC156576
0.8706 High Similarity NPC474506
0.8706 High Similarity NPC32413
0.8704 High Similarity NPC477080
0.8698 High Similarity NPC23219
0.8696 High Similarity NPC234392
0.8696 High Similarity NPC31311
0.869 High Similarity NPC477558
0.8671 High Similarity NPC219162
0.8647 High Similarity NPC470879
0.8647 High Similarity NPC258695
0.8625 High Similarity NPC233029
0.8625 High Similarity NPC210148
0.8605 High Similarity NPC135772
0.8596 High Similarity NPC179704
0.8596 High Similarity NPC312918
0.8596 High Similarity NPC476574
0.8596 High Similarity NPC477561
0.8596 High Similarity NPC155442
0.8588 High Similarity NPC118633
0.8588 High Similarity NPC148693
0.8588 High Similarity NPC294790
0.8547 High Similarity NPC249405
0.8545 High Similarity NPC324144
0.8544 High Similarity NPC253883
0.8544 High Similarity NPC95075
0.8544 High Similarity NPC90844
0.8535 High Similarity NPC145304
0.8529 High Similarity NPC287588
0.8519 High Similarity NPC93593
0.8519 High Similarity NPC244112
0.8516 High Similarity NPC470925
0.8506 High Similarity NPC214116
0.8503 High Similarity NPC81218
0.8503 High Similarity NPC158376
0.8503 High Similarity NPC145832
0.8503 High Similarity NPC12053
0.8503 High Similarity NPC117188
0.8503 High Similarity NPC205421
0.8503 High Similarity NPC474931
0.8503 High Similarity NPC306555
0.8494 Intermediate Similarity NPC96603
0.8494 Intermediate Similarity NPC477563
0.8494 Intermediate Similarity NPC276944
0.8494 Intermediate Similarity NPC78222
0.8494 Intermediate Similarity NPC212794
0.8494 Intermediate Similarity NPC231198
0.8494 Intermediate Similarity NPC238530
0.8494 Intermediate Similarity NPC13504
0.8494 Intermediate Similarity NPC306843
0.8494 Intermediate Similarity NPC136508
0.8494 Intermediate Similarity NPC196447
0.8494 Intermediate Similarity NPC253043
0.8494 Intermediate Similarity NPC232514
0.8491 Intermediate Similarity NPC130941
0.8457 Intermediate Similarity NPC474904
0.8452 Intermediate Similarity NPC314682
0.8443 Intermediate Similarity NPC476573
0.8443 Intermediate Similarity NPC35627
0.8443 Intermediate Similarity NPC81247
0.8439 Intermediate Similarity NPC476575
0.8438 Intermediate Similarity NPC92541
0.8434 Intermediate Similarity NPC1229
0.8428 Intermediate Similarity NPC476144
0.8428 Intermediate Similarity NPC106295
0.8428 Intermediate Similarity NPC210437
0.8428 Intermediate Similarity NPC16107
0.8428 Intermediate Similarity NPC51957
0.84 Intermediate Similarity NPC477259
0.84 Intermediate Similarity NPC169387
0.84 Intermediate Similarity NPC57036
0.8397 Intermediate Similarity NPC213206
0.8397 Intermediate Similarity NPC328750
0.8397 Intermediate Similarity NPC188163
0.8397 Intermediate Similarity NPC474915
0.8395 Intermediate Similarity NPC470924
0.8375 Intermediate Similarity NPC7467
0.8372 Intermediate Similarity NPC477560
0.8364 Intermediate Similarity NPC111485
0.8362 Intermediate Similarity NPC473716
0.8362 Intermediate Similarity NPC475597
0.8352 Intermediate Similarity NPC312531
0.8352 Intermediate Similarity NPC476576
0.8352 Intermediate Similarity NPC186546
0.8333 Intermediate Similarity NPC193906
0.8333 Intermediate Similarity NPC23080
0.8323 Intermediate Similarity NPC211296
0.8313 Intermediate Similarity NPC144863
0.8294 Intermediate Similarity NPC118274
0.8294 Intermediate Similarity NPC168753
0.8293 Intermediate Similarity NPC78733
0.8291 Intermediate Similarity NPC128019
0.8291 Intermediate Similarity NPC476567
0.8291 Intermediate Similarity NPC136860
0.8284 Intermediate Similarity NPC204947
0.8282 Intermediate Similarity NPC26601
0.8282 Intermediate Similarity NPC148898
0.8272 Intermediate Similarity NPC223125
0.8258 Intermediate Similarity NPC7018
0.8253 Intermediate Similarity NPC106786
0.8246 Intermediate Similarity NPC239775
0.8229 Intermediate Similarity NPC275132
0.8214 Intermediate Similarity NPC59567
0.8214 Intermediate Similarity NPC233650
0.8212 Intermediate Similarity NPC117717
0.8212 Intermediate Similarity NPC302001
0.8199 Intermediate Similarity NPC476151
0.8198 Intermediate Similarity NPC192135
0.8198 Intermediate Similarity NPC477020
0.8198 Intermediate Similarity NPC2314
0.8198 Intermediate Similarity NPC285941
0.8198 Intermediate Similarity NPC66341
0.8187 Intermediate Similarity NPC69712
0.8187 Intermediate Similarity NPC477562
0.8187 Intermediate Similarity NPC26240
0.8187 Intermediate Similarity NPC185838
0.8182 Intermediate Similarity NPC116007
0.8176 Intermediate Similarity NPC474324
0.8176 Intermediate Similarity NPC57812
0.8171 Intermediate Similarity NPC223124
0.8166 Intermediate Similarity NPC134858
0.8156 Intermediate Similarity NPC475754
0.8155 Intermediate Similarity NPC24954
0.8144 Intermediate Similarity NPC118804
0.8133 Intermediate Similarity NPC323443
0.8133 Intermediate Similarity NPC186063
0.8133 Intermediate Similarity NPC180756
0.8129 Intermediate Similarity NPC475845
0.8122 Intermediate Similarity NPC477258
0.8114 Intermediate Similarity NPC27887
0.8098 Intermediate Similarity NPC103379
0.8098 Intermediate Similarity NPC477565
0.8086 Intermediate Similarity NPC321505
0.8086 Intermediate Similarity NPC179825
0.8086 Intermediate Similarity NPC191376
0.8081 Intermediate Similarity NPC474708
0.8077 Intermediate Similarity NPC24228
0.8072 Intermediate Similarity NPC127674
0.8072 Intermediate Similarity NPC110416
0.8072 Intermediate Similarity NPC295691
0.8072 Intermediate Similarity NPC184026
0.8072 Intermediate Similarity NPC54379
0.8072 Intermediate Similarity NPC249797
0.8072 Intermediate Similarity NPC207757
0.8072 Intermediate Similarity NPC278799
0.8072 Intermediate Similarity NPC2413
0.8072 Intermediate Similarity NPC39701
0.8072 Intermediate Similarity NPC276588

  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 NPC241055 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
0.8428 Intermediate Similarity NPD4584 Approved
0.8397 Intermediate Similarity NPD4664 Clinical (unspecified phase)
0.8239 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD4481 Phase 3
0.8025 Intermediate Similarity NPD2421 Approved
0.8025 Intermediate Similarity NPD2420 Approved
0.8012 Intermediate Similarity NPD3051 Approved
0.7963 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7907 Intermediate Similarity NPD4166 Phase 2
0.7892 Intermediate Similarity NPD4017 Approved
0.7879 Intermediate Similarity NPD3641 Approved
0.7879 Intermediate Similarity NPD3639 Approved
0.7879 Intermediate Similarity NPD3640 Phase 3
0.7861 Intermediate Similarity NPD2969 Approved
0.7861 Intermediate Similarity NPD2970 Approved
0.7848 Intermediate Similarity NPD2492 Phase 1
0.784 Intermediate Similarity NPD5754 Discontinued
0.7816 Intermediate Similarity NPD2489 Approved
0.7816 Intermediate Similarity NPD2898 Approved
0.7816 Intermediate Similarity NPD27 Approved
0.7791 Intermediate Similarity NPD7201 Clinical (unspecified phase)
0.7765 Intermediate Similarity NPD2971 Approved
0.7765 Intermediate Similarity NPD7280 Phase 3
0.7765 Intermediate Similarity NPD2968 Approved
0.7765 Intermediate Similarity NPD7281 Phase 3
0.7751 Intermediate Similarity NPD7298 Approved
0.7733 Intermediate Similarity NPD7400 Phase 3
0.7722 Intermediate Similarity NPD3109 Approved
0.7722 Intermediate Similarity NPD3110 Approved
0.7697 Intermediate Similarity NPD6297 Approved
0.7683 Intermediate Similarity NPD5241 Discontinued
0.7665 Intermediate Similarity NPD4727 Phase 1
0.764 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD7667 Clinical (unspecified phase)
0.7627 Intermediate Similarity NPD8251 Approved
0.7627 Intermediate Similarity NPD8099 Discontinued
0.7627 Intermediate Similarity NPD8252 Approved
0.7616 Intermediate Similarity NPD6788 Approved
0.7596 Intermediate Similarity NPD3349 Phase 2
0.7584 Intermediate Similarity NPD5313 Approved
0.7584 Intermediate Similarity NPD8156 Discontinued
0.7584 Intermediate Similarity NPD5312 Approved
0.7572 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.7572 Intermediate Similarity NPD7833 Phase 2
0.7572 Intermediate Similarity NPD7831 Phase 2
0.7569 Intermediate Similarity NPD5917 Clinical (unspecified phase)
0.756 Intermediate Similarity NPD6031 Approved
0.756 Intermediate Similarity NPD6030 Approved
0.7553 Intermediate Similarity NPD4420 Approved
0.7532 Intermediate Similarity NPD2669 Clinical (unspecified phase)
0.7527 Intermediate Similarity NPD6853 Approved
0.7527 Intermediate Similarity NPD6851 Approved
0.7514 Intermediate Similarity NPD2490 Approved
0.7514 Intermediate Similarity NPD2488 Approved
0.75 Intermediate Similarity NPD7906 Approved
0.75 Intermediate Similarity NPD7291 Discontinued
0.7485 Intermediate Similarity NPD4773 Phase 2
0.7485 Intermediate Similarity NPD7110 Phase 1
0.7485 Intermediate Similarity NPD7109 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD4772 Phase 2
0.7484 Intermediate Similarity NPD5718 Phase 2
0.7473 Intermediate Similarity NPD4577 Approved
0.7473 Intermediate Similarity NPD4578 Approved
0.7444 Intermediate Similarity NPD3885 Approved
0.7443 Intermediate Similarity NPD6107 Approved
0.7438 Intermediate Similarity NPD554 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD6818 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD3647 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD5005 Approved
0.7396 Intermediate Similarity NPD5006 Approved
0.7391 Intermediate Similarity NPD5087 Clinical (unspecified phase)
0.7385 Intermediate Similarity NPD4859 Phase 1
0.7382 Intermediate Similarity NPD5457 Discontinued
0.7377 Intermediate Similarity NPD7313 Approved
0.7377 Intermediate Similarity NPD7311 Approved
0.7377 Intermediate Similarity NPD7310 Approved
0.7377 Intermediate Similarity NPD7312 Approved
0.7377 Intermediate Similarity NPD3534 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD5977 Approved
0.7356 Intermediate Similarity NPD5978 Approved
0.7353 Intermediate Similarity NPD6662 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD4663 Approved
0.7345 Intermediate Similarity NPD7802 Discontinued
0.7337 Intermediate Similarity NPD8054 Approved
0.7337 Intermediate Similarity NPD7309 Approved
0.7337 Intermediate Similarity NPD8053 Approved
0.7329 Intermediate Similarity NPD4474 Approved
0.7329 Intermediate Similarity NPD4475 Approved
0.7321 Intermediate Similarity NPD2422 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD3845 Phase 1
0.7316 Intermediate Similarity NPD2975 Approved
0.7316 Intermediate Similarity NPD2973 Approved
0.7316 Intermediate Similarity NPD2974 Approved
0.7303 Intermediate Similarity NPD6071 Discontinued
0.7303 Intermediate Similarity NPD4010 Discontinued
0.7278 Intermediate Similarity NPD5602 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD3124 Discontinued
0.7277 Intermediate Similarity NPD8318 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD2563 Approved
0.7257 Intermediate Similarity NPD2560 Approved
0.725 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7243 Intermediate Similarity NPD6618 Phase 2
0.7241 Intermediate Similarity NPD7248 Discontinued
0.7225 Intermediate Similarity NPD5564 Approved
0.7225 Intermediate Similarity NPD6875 Approved
0.7225 Intermediate Similarity NPD6876 Approved
0.7216 Intermediate Similarity NPD4581 Clinical (unspecified phase)
0.7214 Intermediate Similarity NPD7047 Phase 3
0.7202 Intermediate Similarity NPD4580 Approved
0.7195 Intermediate Similarity NPD4579 Clinical (unspecified phase)
0.7192 Intermediate Similarity NPD3763 Approved
0.7182 Intermediate Similarity NPD5966 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD7598 Phase 2
0.7171 Intermediate Similarity NPD6997 Phase 2
0.7168 Intermediate Similarity NPD7261 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD2493 Approved
0.7165 Intermediate Similarity NPD3450 Approved
0.7165 Intermediate Similarity NPD2494 Approved
0.7165 Intermediate Similarity NPD3452 Approved
0.7152 Intermediate Similarity NPD6896 Approved
0.7152 Intermediate Similarity NPD6895 Approved
0.7151 Intermediate Similarity NPD1914 Approved
0.7143 Intermediate Similarity NPD5525 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD1337 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD6493 Phase 3
0.7113 Intermediate Similarity NPD4107 Approved
0.7107 Intermediate Similarity NPD7607 Clinical (unspecified phase)
0.7104 Intermediate Similarity NPD42 Phase 2
0.7104 Intermediate Similarity NPD6042 Phase 2
0.7102 Intermediate Similarity NPD2977 Approved
0.7102 Intermediate Similarity NPD2978 Approved
0.7101 Intermediate Similarity NPD6748 Discontinued
0.7095 Intermediate Similarity NPD6037 Discontinued
0.7083 Intermediate Similarity NPD5582 Discontinued
0.7079 Intermediate Similarity NPD5604 Discontinued
0.7056 Intermediate Similarity NPD4583 Approved
0.7056 Intermediate Similarity NPD4582 Approved
0.7055 Intermediate Similarity NPD6812 Clinical (unspecified phase)
0.7052 Intermediate Similarity NPD5976 Discontinued
0.7045 Intermediate Similarity NPD7945 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD1420 Approved
0.7044 Intermediate Similarity NPD1421 Approved
0.7043 Intermediate Similarity NPD7132 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD7190 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD5177 Phase 3
0.7035 Intermediate Similarity NPD1424 Approved
0.7026 Intermediate Similarity NPD6612 Phase 2
0.7018 Intermediate Similarity NPD2120 Phase 2
0.7017 Intermediate Similarity NPD6747 Phase 1
0.7011 Intermediate Similarity NPD4210 Discontinued
0.7006 Intermediate Similarity NPD4108 Discontinued
0.7005 Intermediate Similarity NPD4002 Approved
0.7005 Intermediate Similarity NPD4004 Approved
0.7005 Intermediate Similarity NPD6146 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD2904 Discontinued
0.7 Intermediate Similarity NPD2041 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD2042 Clinical (unspecified phase)
0.6994 Remote Similarity NPD5155 Approved
0.6994 Remote Similarity NPD5156 Approved
0.699 Remote Similarity NPD4482 Phase 3
0.6983 Remote Similarity NPD4055 Discovery
0.698 Remote Similarity NPD3815 Phase 1
0.698 Remote Similarity NPD3816 Phase 1
0.6978 Remote Similarity NPD8051 Clinical (unspecified phase)
0.6978 Remote Similarity NPD6687 Approved
0.6978 Remote Similarity NPD6688 Approved
0.6973 Remote Similarity NPD5900 Clinical (unspecified phase)
0.697 Remote Similarity NPD4040 Phase 1
0.6968 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6966 Remote Similarity NPD5967 Approved
0.6959 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6954 Remote Similarity NPD3057 Approved
0.6954 Remote Similarity NPD7427 Discontinued
0.6952 Remote Similarity NPD8453 Clinical (unspecified phase)
0.6933 Remote Similarity NPD3595 Approved
0.6933 Remote Similarity NPD2606 Approved
0.6933 Remote Similarity NPD2605 Approved
0.6933 Remote Similarity NPD3594 Approved
0.6919 Remote Similarity NPD5521 Clinical (unspecified phase)
0.6919 Remote Similarity NPD5600 Discontinued
0.6914 Remote Similarity NPD7247 Discontinued
0.6911 Remote Similarity NPD3408 Clinical (unspecified phase)
0.6906 Remote Similarity NPD5677 Discontinued
0.6905 Remote Similarity NPD1753 Discontinued
0.6901 Remote Similarity NPD3977 Clinical (unspecified phase)
0.6897 Remote Similarity NPD7827 Phase 1
0.6894 Remote Similarity NPD7258 Clinical (unspecified phase)
0.6889 Remote Similarity NPD6533 Clinical (unspecified phase)
0.6888 Remote Similarity NPD8095 Phase 1
0.6882 Remote Similarity NPD7045 Clinical (unspecified phase)
0.6879 Remote Similarity NPD5297 Approved
0.6875 Remote Similarity NPD824 Approved
0.6872 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6871 Remote Similarity NPD3636 Approved
0.6871 Remote Similarity NPD3635 Approved
0.6871 Remote Similarity NPD3637 Approved
0.6869 Remote Similarity NPD2491 Approved
0.6869 Remote Similarity NPD3448 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