Structure

Physi-Chem Properties

Molecular Weight:  302.22
Volume:  344.398
LogP:  4.23
LogD:  3.843
LogS:  -4.347
# Rotatable Bonds:  5
TPSA:  34.14
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.411
Synthetic Accessibility Score:  4.4
Fsp3:  0.7
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.557
MDCK Permeability:  1.43160668812925e-05
Pgp-inhibitor:  0.287
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.791
30% Bioavailability (F30%):  0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.89
Plasma Protein Binding (PPB):  52.86418151855469%
Volume Distribution (VD):  1.56
Pgp-substrate:  45.444618225097656%

ADMET: Metabolism

CYP1A2-inhibitor:  0.052
CYP1A2-substrate:  0.316
CYP2C19-inhibitor:  0.222
CYP2C19-substrate:  0.471
CYP2C9-inhibitor:  0.132
CYP2C9-substrate:  0.28
CYP2D6-inhibitor:  0.023
CYP2D6-substrate:  0.837
CYP3A4-inhibitor:  0.459
CYP3A4-substrate:  0.281

ADMET: Excretion

Clearance (CL):  6.859
Half-life (T1/2):  0.122

ADMET: Toxicity

hERG Blockers:  0.012
Human Hepatotoxicity (H-HT):  0.139
Drug-inuced Liver Injury (DILI):  0.069
AMES Toxicity:  0.128
Rat Oral Acute Toxicity:  0.189
Maximum Recommended Daily Dose:  0.896
Skin Sensitization:  0.898
Carcinogencity:  0.927
Eye Corrosion:  0.959
Eye Irritation:  0.908
Respiratory Toxicity:  0.983

Download Data

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

  Natural Product: NPC169275

Natural Product ID:  NPC169275
Common Name*:   Labda-8(17),12-Diene-15,16-Dial
IUPAC Name:   (2E)-2-[2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]butanedial
Synonyms:  
Standard InCHIKey:  TZCSIFOYBLPUIF-OQONWLFBSA-N
Standard InCHI:  InChI=1S/C20H30O2/c1-15-6-9-18-19(2,3)11-5-12-20(18,4)17(15)8-7-16(14-22)10-13-21/h7,13-14,17-18H,1,5-6,8-12H2,2-4H3/b16-7+/t17-,18-,20+/m0/s1
SMILES:  C=C1CC[C@H]2C(C)(C)CCC[C@]2(C)[C@H]1C/C=C(CC=O)/C=O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL112830
PubChem CID:   11077520
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids

*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
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/0031-9422(81)85171-0]
NPO11164 Renealmia alpinia Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[10479331]
NPO24559 Cotinus coggygria Species Anacardiaceae Eukaryota Whole plant n.a. n.a. PMID[11141121]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[11514174]
NPO26456 Jaborosa leucotricha Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[12027740]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota fruit Hainan Island, China 1998 PMID[12398545]
NPO25854 Tripterospermum lanceolatum Species Gentianaceae Eukaryota n.a. n.a. n.a. PMID[1517742]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[15877880]
NPO16667 Curcuma mangga Species Zingiberaceae Eukaryota rhizomes n.a. n.a. PMID[16038556]
NPO22375 Saussurea salicifolia Species Asteraceae Eukaryota n.a. aerial part n.a. PMID[18057725]
NPO24900 Vladimiria muliensis n.a. n.a. n.a. n.a. n.a. n.a. PMID[18293903]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO24900 Vladimiria muliensis n.a. n.a. n.a. n.a. n.a. n.a. PMID[19432411]
NPO25518 Hedychium coronarium Species Zingiberaceae Eukaryota rhizomes n.a. n.a. PMID[21106458]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[22277277]
NPO25106 Arnica parryi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23501116]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[23583435]
NPO40012 Alpinia nigra Species Zingiberaceae Eukaryota Seeds n.a. n.a. PMID[23792320]
NPO27031 Methanosarcina barkeri Species Methanosarcinaceae Archaea n.a. n.a. n.a. PMID[24669201]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[25757283]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO24843 Pachygone dasycarpa Species Menispermaceae Eukaryota n.a. n.a. n.a. PMID[9157192]
NPO24843 Pachygone dasycarpa Species Menispermaceae Eukaryota stem bark n.a. n.a. PMID[9157192]
NPO11164 Renealmia alpinia Species Zingiberaceae Eukaryota n.a. Suriname rainforest n.a. PMID[9428162]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota Leaves n.a. Database[FooDB]
NPO23547 Strychnos amazonica Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24559 Cotinus coggygria Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29503 Alstonia spectabilis Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24328 Gratiola officinalis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25962 Rhamnus cathartica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25264 Cerbera odollam Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23478 Uncaria africana Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25518 Hedychium coronarium Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2673 Alpinia chinensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1674 Dalbergia nitidula Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26113 Strychnos wallichiana Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25469 Lupinus luteus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO25962 Rhamnus cathartica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29503 Alstonia spectabilis Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23478 Uncaria africana Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25469 Lupinus luteus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1674 Dalbergia nitidula Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23288 Justicia betonica Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26610 Spiraea formosana Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24559 Cotinus coggygria Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3714 Papaver pseudo-orientale Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25264 Cerbera odollam Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2673 Alpinia chinensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26113 Strychnos wallichiana Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25518 Hedychium coronarium Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24328 Gratiola officinalis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23547 Strychnos amazonica Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25803 Strychnos elaeocarpa Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2673 Alpinia chinensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25518 Hedychium coronarium Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23547 Strychnos amazonica Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24559 Cotinus coggygria Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25469 Lupinus luteus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO5704 Pecten caurinus Species Pectinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28819 Veronica liwanensis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22353 Lucilia caesar Species Calliphoridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25732 Trichilia havanensis Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24754 Tsitsikamma favus Species Latrunculiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6584 Pterodon apparicioi Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18875 Aconitum contortum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25469 Lupinus luteus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26175 Spongionella gracilis Species Dictyodendrillidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29093 Homalium longifolium Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24969 Ageratum mexicanum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24733 Celastrus dispermus Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18045 Holothuria atra Species Holothuriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27093 Kniphofia foliosa Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26610 Spiraea formosana Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14283 Ponera metallica Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6242 Pseudomonas reactans Species Pseudomonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO26357 Trachyrhamphus serratus Species Syngnathidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13072 Rhamnus formosana Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25996 Stenolobium stans n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO23589 Pecten irradians Species Pectinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26113 Strychnos wallichiana Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13051 Perymenium jelskii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26392 Piptadenia colubrina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26481 Astragalus kabadianus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24608 Gaertnera morindoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28259 Viguiera pinnatilobata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24937 Callicarpa acuminata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26456 Jaborosa leucotricha Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19716 Uvaria lucida Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8003 Triphasia sarmentosa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15693 Guadua angustifolia Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11690 Anisomorpha buprestoides Species Pseudophasmatidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11164 Renealmia alpinia Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10372 Kiggelaria africana Species Achariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25130 Hylotrupes bajulus Species Cerambycidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25854 Tripterospermum lanceolatum Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11542 Laminaria cloustoni Species Laminariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25264 Cerbera odollam Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23288 Justicia betonica Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24559 Cotinus coggygria Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25768 Senecio ruwenzoriensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26816 Clinopodium gracile Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17771 Senna didymobotrya Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25582 Aquilegia viridiflora Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16667 Curcuma mangga Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23410 Potentilla candicans Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25031 Petunia nyctaginiflora Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24589 Grindelia discoidea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25106 Arnica parryi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23149 Callistemon coccineus Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23750 Escontria chiotilla Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25068 Zebrina pendula Species Enidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26846 Guettarda noumeana Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26306 Pyrobaculum organotrophum Species Thermoproteaceae Archaea n.a. n.a. n.a. Database[UNPD]
NPO24874 Croton geayi Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26524 Chondria californica Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24813 Agardhiella tenera Species Solieriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21242 Neolitsea villosa Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21639 Prunus mahaleb Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24688 Streptomyces ramocissimus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO25226 Kalanchoe spathulata Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7302 Glycosmis parva Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1674 Dalbergia nitidula Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24659 Eremurus chinensis Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24406 Rhizophora tagal Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24191 Drypetes tessmanniana Species Putranjivaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3714 Papaver pseudo-orientale Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21799 Bacillus litoralis Species Bacillaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO13455 Hemiselmis virescens Species Hemiselmidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6603 Gymnopus montagnei Species Omphalotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23837 Rubus laciniatus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25962 Rhamnus cathartica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24328 Gratiola officinalis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26554 Hexagonia speciosa Species Carabidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27277 Stenocarpella maydis Species Diaporthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22924 Bombus terrestris Species Apidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23657 Ophiocordyceps heteropoda Species Ophiocordycipitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24268 Pteryxia terebinthina Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19916 Phenax angustifolius Species Urticaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25518 Hedychium coronarium Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25803 Strychnos elaeocarpa Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26676 Daphne arisanensis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27031 Methanosarcina barkeri Species Methanosarcinaceae Archaea n.a. n.a. n.a. Database[UNPD]
NPO9027 Disporopsis pernyi Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24894 Parmelia tinctina Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24118 Buxus hildebrandtii Species Buxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24456 Salvia lavandulifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21483 0nomuraea dietziae Species Streptosporangiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO25086 Viburnum betulifolium Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25393 Coelogyne flavida Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23375 Hypericum reptans Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7335 Quercus occidentalis Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24900 Vladimiria muliensis n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO29503 Alstonia spectabilis Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2673 Alpinia chinensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25575 Streptomyces pseudovenezuelae Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO23660 Alpinia zerumbet Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26079 Asterococcus muratae Species Cerococcidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26208 Brombya platynema Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24493 Echinacea simulata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25906 Acacia linarioides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24021 Eucryphia cordifolia Species Cunoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26743 Lippia adoensis Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24829 Gyrostroma missouriense n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO23478 Uncaria africana Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22375 Saussurea salicifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23547 Strychnos amazonica Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24843 Pachygone dasycarpa Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7465 Vachellia leucophloea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17445 Streptomyces corchorusii Species Streptomycetaceae Bacteria 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
NPT168 Cell Line P388 Mus musculus IC50 = 4.1 ug.mL-1 PMID[541494]
NPT319 Cell Line B16 Mus musculus IC50 = 41.2 ug.mL-1 PMID[541494]
NPT788 Cell Line SNU1 Homo sapiens IC50 = 12.0 ug.mL-1 PMID[541494]
NPT521 Cell Line RBL-2H3 Rattus norvegicus Inhibition = 13.1 % PMID[541495]
NPT521 Cell Line RBL-2H3 Rattus norvegicus Inhibition = 42.0 % PMID[541495]
NPT521 Cell Line RBL-2H3 Rattus norvegicus Inhibition = -0.9 % PMID[541495]
NPT91 Cell Line KB Homo sapiens ED50 = 40.0 ug ml-1 PMID[541496]
NPT2 Others Unspecified Inhibition = 68.1 % PMID[541495]
NPT2 Others Unspecified Inhibition = 95.6 % PMID[541495]
NPT2 Others Unspecified Inhibition = -4.7 % PMID[541495]
NPT2 Others Unspecified Inhibition = 9.3 % PMID[541495]
NPT2 Others Unspecified IC50 = 22000.0 nM PMID[541495]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 = 46.0 ug ml-1 PMID[541496]
NPT186 Organism Candida tropicalis Candida tropicalis MIC = 6.25 ug.mL-1 PMID[541496]
NPT2578 Organism Pichia guilliermondii Meyerozyma guilliermondii MIC = 6.25 ug.mL-1 PMID[541496]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 5.7 % PMID[541497]
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv MIC = 500.0 ug.mL-1 PMID[541498]
NPT4276 Organism Yersinia enterocolitica Yersinia enterocolitica RFU = 80.7 n.a. PMID[541499]
NPT19 Organism Escherichia coli Escherichia coli RFU = 139.0 n.a. PMID[541499]
NPT1398 Organism Salmonella paratyphi Salmonella enterica subsp. enterica serovar Paratyphi A RFU = 78.5 n.a. PMID[541499]
NPT19 Organism Escherichia coli Escherichia coli RFU = 146.0 n.a. PMID[541499]
NPT564 Organism Listeria monocytogenes Listeria monocytogenes RFU = 70.9 n.a. PMID[541499]
NPT314 Organism Bacillus cereus Bacillus cereus RFU = 117.0 n.a. PMID[541499]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus RFU = 114.0 n.a. PMID[541499]
NPT4276 Organism Yersinia enterocolitica Yersinia enterocolitica MBC = 25.0 ug ml-1 PMID[541499]
NPT19 Organism Escherichia coli Escherichia coli MBC = 25.0 ug ml-1 PMID[541499]
NPT1398 Organism Salmonella paratyphi Salmonella enterica subsp. enterica serovar Paratyphi A MBC = 12.5 ug ml-1 PMID[541499]
NPT19 Organism Escherichia coli Escherichia coli MBC = 50.0 ug ml-1 PMID[541499]
NPT564 Organism Listeria monocytogenes Listeria monocytogenes MBC = 25.0 ug ml-1 PMID[541499]
NPT314 Organism Bacillus cereus Bacillus cereus MBC = 12.5 ug ml-1 PMID[541499]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MBC = 25.0 ug ml-1 PMID[541499]
NPT4276 Organism Yersinia enterocolitica Yersinia enterocolitica MIC = 12.5 ug.mL-1 PMID[541499]
NPT19 Organism Escherichia coli Escherichia coli MIC = 25.0 ug.mL-1 PMID[541499]
NPT1398 Organism Salmonella paratyphi Salmonella enterica subsp. enterica serovar Paratyphi A MIC = 12.5 ug.mL-1 PMID[541499]
NPT564 Organism Listeria monocytogenes Listeria monocytogenes MIC = 25.0 ug.mL-1 PMID[541499]
NPT314 Organism Bacillus cereus Bacillus cereus MIC = 12.5 ug.mL-1 PMID[541499]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 12.5 ug.mL-1 PMID[541499]

☑ 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 NPC169275 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 NPC52449
0.8906 High Similarity NPC4370
0.8906 High Similarity NPC290350
0.8806 High Similarity NPC144947
0.8769 High Similarity NPC155198
0.8676 High Similarity NPC211641
0.8676 High Similarity NPC75485
0.8676 High Similarity NPC219232
0.8676 High Similarity NPC168975
0.8676 High Similarity NPC128346
0.8406 Intermediate Similarity NPC238146
0.8382 Intermediate Similarity NPC474562
0.8308 Intermediate Similarity NPC268039
0.8226 Intermediate Similarity NPC60772
0.8194 Intermediate Similarity NPC115515
0.8169 Intermediate Similarity NPC469793
0.8169 Intermediate Similarity NPC469796
0.8082 Intermediate Similarity NPC283789
0.7945 Intermediate Similarity NPC59436
0.7917 Intermediate Similarity NPC19907
0.7857 Intermediate Similarity NPC304983
0.7808 Intermediate Similarity NPC470428
0.7794 Intermediate Similarity NPC193770
0.7778 Intermediate Similarity NPC208749
0.7778 Intermediate Similarity NPC321568
0.7778 Intermediate Similarity NPC22019
0.7778 Intermediate Similarity NPC281986
0.7761 Intermediate Similarity NPC183422
0.7733 Intermediate Similarity NPC474509
0.7714 Intermediate Similarity NPC251929
0.7714 Intermediate Similarity NPC260040
0.7714 Intermediate Similarity NPC265782
0.7714 Intermediate Similarity NPC2634
0.7703 Intermediate Similarity NPC228911
0.7703 Intermediate Similarity NPC476949
0.7692 Intermediate Similarity NPC127582
0.7681 Intermediate Similarity NPC260474
0.7681 Intermediate Similarity NPC188292
0.7662 Intermediate Similarity NPC307258
0.7647 Intermediate Similarity NPC185587
0.7639 Intermediate Similarity NPC20025
0.7639 Intermediate Similarity NPC309852
0.7632 Intermediate Similarity NPC90055
0.7606 Intermediate Similarity NPC54123
0.76 Intermediate Similarity NPC470429
0.76 Intermediate Similarity NPC90965
0.76 Intermediate Similarity NPC170793
0.7571 Intermediate Similarity NPC139397
0.7532 Intermediate Similarity NPC470813
0.7532 Intermediate Similarity NPC142683
0.75 Intermediate Similarity NPC251118
0.75 Intermediate Similarity NPC474228
0.75 Intermediate Similarity NPC303613
0.75 Intermediate Similarity NPC107258
0.7468 Intermediate Similarity NPC2709
0.7465 Intermediate Similarity NPC307176
0.7463 Intermediate Similarity NPC288253
0.7463 Intermediate Similarity NPC202118
0.7463 Intermediate Similarity NPC197238
0.7432 Intermediate Similarity NPC4509
0.7429 Intermediate Similarity NPC87141
0.7429 Intermediate Similarity NPC310992
0.7419 Intermediate Similarity NPC23117
0.7397 Intermediate Similarity NPC474797
0.7397 Intermediate Similarity NPC78527
0.7397 Intermediate Similarity NPC474796
0.7397 Intermediate Similarity NPC329866
0.7391 Intermediate Similarity NPC92327
0.7385 Intermediate Similarity NPC311852
0.7368 Intermediate Similarity NPC476177
0.7361 Intermediate Similarity NPC21944
0.7361 Intermediate Similarity NPC133253
0.7361 Intermediate Similarity NPC190035
0.7353 Intermediate Similarity NPC469662
0.7353 Intermediate Similarity NPC475124
0.7353 Intermediate Similarity NPC212210
0.7353 Intermediate Similarity NPC285371
0.7333 Intermediate Similarity NPC219809
0.7324 Intermediate Similarity NPC256846
0.7313 Intermediate Similarity NPC60565
0.7302 Intermediate Similarity NPC250539
0.7286 Intermediate Similarity NPC176107
0.7286 Intermediate Similarity NPC475523
0.7273 Intermediate Similarity NPC471514
0.7273 Intermediate Similarity NPC276764
0.7273 Intermediate Similarity NPC472304
0.726 Intermediate Similarity NPC251705
0.7222 Intermediate Similarity NPC159577
0.7222 Intermediate Similarity NPC282593
0.7222 Intermediate Similarity NPC35734
0.7215 Intermediate Similarity NPC470165
0.72 Intermediate Similarity NPC69408
0.72 Intermediate Similarity NPC474463
0.7188 Intermediate Similarity NPC188789
0.7162 Intermediate Similarity NPC159497
0.7162 Intermediate Similarity NPC255021
0.7143 Intermediate Similarity NPC242945
0.7143 Intermediate Similarity NPC176171
0.7143 Intermediate Similarity NPC14002
0.7143 Intermediate Similarity NPC259156
0.7125 Intermediate Similarity NPC470812
0.7123 Intermediate Similarity NPC234707
0.7123 Intermediate Similarity NPC474539
0.7123 Intermediate Similarity NPC305501
0.7123 Intermediate Similarity NPC225467
0.7123 Intermediate Similarity NPC115023
0.7121 Intermediate Similarity NPC56905
0.7121 Intermediate Similarity NPC27610
0.7108 Intermediate Similarity NPC469546
0.7108 Intermediate Similarity NPC184663
0.7105 Intermediate Similarity NPC472300
0.7101 Intermediate Similarity NPC329698
0.7089 Intermediate Similarity NPC200513
0.7089 Intermediate Similarity NPC94200
0.7083 Intermediate Similarity NPC61702
0.7083 Intermediate Similarity NPC286814
0.7083 Intermediate Similarity NPC162867
0.7067 Intermediate Similarity NPC255650
0.7067 Intermediate Similarity NPC473171
0.7067 Intermediate Similarity NPC65650
0.7067 Intermediate Similarity NPC476346
0.7067 Intermediate Similarity NPC293803
0.7059 Intermediate Similarity NPC213152
0.7051 Intermediate Similarity NPC472478
0.7051 Intermediate Similarity NPC2482
0.7049 Intermediate Similarity NPC22765
0.7037 Intermediate Similarity NPC70685
0.7037 Intermediate Similarity NPC33881
0.7031 Intermediate Similarity NPC5626
0.7031 Intermediate Similarity NPC100809
0.7031 Intermediate Similarity NPC209431
0.7027 Intermediate Similarity NPC470044
0.7027 Intermediate Similarity NPC470045
0.7027 Intermediate Similarity NPC130016
0.7027 Intermediate Similarity NPC56747
0.7027 Intermediate Similarity NPC109576
0.7027 Intermediate Similarity NPC180015
0.7024 Intermediate Similarity NPC101651
0.7024 Intermediate Similarity NPC159748
0.7015 Intermediate Similarity NPC259261
0.7013 Intermediate Similarity NPC253561
0.7013 Intermediate Similarity NPC62336
0.7013 Intermediate Similarity NPC80088
0.7013 Intermediate Similarity NPC198240
0.7 Intermediate Similarity NPC470329
0.7 Intermediate Similarity NPC469
0.6988 Remote Similarity NPC206060
0.6986 Remote Similarity NPC40574
0.6984 Remote Similarity NPC22182
0.6974 Remote Similarity NPC26504
0.6974 Remote Similarity NPC263582
0.6974 Remote Similarity NPC1254
0.6974 Remote Similarity NPC250621
0.6974 Remote Similarity NPC470525
0.697 Remote Similarity NPC11130
0.697 Remote Similarity NPC192427
0.697 Remote Similarity NPC115385
0.6962 Remote Similarity NPC6663
0.6962 Remote Similarity NPC149237
0.6962 Remote Similarity NPC121984
0.6962 Remote Similarity NPC116797
0.6951 Remote Similarity NPC168248
0.6944 Remote Similarity NPC20610
0.6944 Remote Similarity NPC39157
0.6944 Remote Similarity NPC296697
0.6944 Remote Similarity NPC82477
0.6944 Remote Similarity NPC142754
0.6941 Remote Similarity NPC230064
0.6935 Remote Similarity NPC228776
0.6933 Remote Similarity NPC147438
0.6933 Remote Similarity NPC166797
0.6923 Remote Similarity NPC152061
0.6923 Remote Similarity NPC170394
0.6923 Remote Similarity NPC190211
0.6914 Remote Similarity NPC472265
0.6914 Remote Similarity NPC476412
0.6912 Remote Similarity NPC25853
0.6901 Remote Similarity NPC323005
0.6892 Remote Similarity NPC72343
0.6892 Remote Similarity NPC5701
0.6883 Remote Similarity NPC203403
0.6883 Remote Similarity NPC165711
0.6883 Remote Similarity NPC61952
0.6875 Remote Similarity NPC296311
0.6875 Remote Similarity NPC103486
0.6867 Remote Similarity NPC89747
0.6866 Remote Similarity NPC30215
0.6866 Remote Similarity NPC94991
0.6866 Remote Similarity NPC266295
0.6866 Remote Similarity NPC170799
0.6866 Remote Similarity NPC308108
0.686 Remote Similarity NPC151722
0.6857 Remote Similarity NPC4638
0.6857 Remote Similarity NPC473902
0.6857 Remote Similarity NPC6697
0.6849 Remote Similarity NPC182815
0.6835 Remote Similarity NPC474956
0.6835 Remote Similarity NPC476809
0.6835 Remote Similarity NPC472301
0.6833 Remote Similarity NPC86683

  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 NPC169275 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
0.7714 Intermediate Similarity NPD4691 Approved
0.7571 Intermediate Similarity NPD4137 Phase 3
0.7465 Intermediate Similarity NPD4747 Approved
0.7397 Intermediate Similarity NPD4058 Approved
0.7123 Intermediate Similarity NPD5276 Approved
0.7089 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.6944 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6933 Remote Similarity NPD4687 Approved
0.6933 Remote Similarity NPD5733 Approved
0.6866 Remote Similarity NPD287 Approved
0.6835 Remote Similarity NPD4695 Discontinued
0.6707 Remote Similarity NPD3665 Phase 1
0.6707 Remote Similarity NPD3133 Approved
0.6707 Remote Similarity NPD3666 Approved
0.6548 Remote Similarity NPD7521 Approved
0.6548 Remote Similarity NPD3618 Phase 1
0.6548 Remote Similarity NPD7334 Approved
0.6548 Remote Similarity NPD7146 Approved
0.6548 Remote Similarity NPD6684 Approved
0.6548 Remote Similarity NPD5330 Approved
0.6548 Remote Similarity NPD6409 Approved
0.6543 Remote Similarity NPD8028 Phase 2
0.65 Remote Similarity NPD4195 Approved
0.6463 Remote Similarity NPD4223 Phase 3
0.6463 Remote Similarity NPD4221 Approved
0.6463 Remote Similarity NPD3667 Approved
0.6444 Remote Similarity NPD4697 Phase 3
0.6395 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6395 Remote Similarity NPD6903 Approved
0.6395 Remote Similarity NPD5737 Approved
0.6395 Remote Similarity NPD6672 Approved
0.6386 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6079 Approved
0.6353 Remote Similarity NPD5279 Phase 3
0.6338 Remote Similarity NPD4192 Approved
0.6338 Remote Similarity NPD4191 Approved
0.6338 Remote Similarity NPD4194 Approved
0.6338 Remote Similarity NPD4193 Approved
0.6322 Remote Similarity NPD5328 Approved
0.6322 Remote Similarity NPD4753 Phase 2
0.631 Remote Similarity NPD4786 Approved
0.631 Remote Similarity NPD3668 Phase 3
0.631 Remote Similarity NPD4197 Approved
0.6279 Remote Similarity NPD3573 Approved
0.6235 Remote Similarity NPD5329 Approved
0.6222 Remote Similarity NPD7900 Approved
0.6222 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6184 Remote Similarity NPD6922 Approved
0.6184 Remote Similarity NPD6923 Approved
0.618 Remote Similarity NPD7515 Phase 2
0.6173 Remote Similarity NPD3617 Approved
0.6164 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6163 Remote Similarity NPD4688 Approved
0.6163 Remote Similarity NPD5205 Approved
0.6163 Remote Similarity NPD4138 Approved
0.6163 Remote Similarity NPD4690 Approved
0.6163 Remote Similarity NPD4693 Phase 3
0.6163 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6163 Remote Similarity NPD5690 Phase 2
0.6163 Remote Similarity NPD4623 Approved
0.6163 Remote Similarity NPD4689 Approved
0.6163 Remote Similarity NPD4519 Discontinued
0.6154 Remote Similarity NPD4629 Approved
0.6154 Remote Similarity NPD5210 Approved
0.6125 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4202 Approved
0.6104 Remote Similarity NPD7144 Approved
0.6104 Remote Similarity NPD7143 Approved
0.6087 Remote Similarity NPD5222 Approved
0.6087 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6087 Remote Similarity NPD5221 Approved
0.6087 Remote Similarity NPD4219 Approved
0.6076 Remote Similarity NPD6924 Approved
0.6076 Remote Similarity NPD6926 Approved
0.6066 Remote Similarity NPD1799 Clinical (unspecified phase)
0.6044 Remote Similarity NPD7748 Approved
0.6026 Remote Similarity NPD7152 Approved
0.6026 Remote Similarity NPD7150 Approved
0.6026 Remote Similarity NPD7151 Approved
0.6024 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6023 Remote Similarity NPD5208 Approved
0.6022 Remote Similarity NPD7902 Approved
0.6022 Remote Similarity NPD5173 Approved
0.6 Remote Similarity NPD4788 Approved
0.6 Remote Similarity NPD6942 Approved
0.6 Remote Similarity NPD7339 Approved
0.5977 Remote Similarity NPD4694 Approved
0.5977 Remote Similarity NPD5280 Approved
0.5957 Remote Similarity NPD4225 Approved
0.5955 Remote Similarity NPD6080 Approved
0.5955 Remote Similarity NPD6904 Approved
0.5955 Remote Similarity NPD6673 Approved
0.5934 Remote Similarity NPD6399 Phase 3
0.5926 Remote Similarity NPD6933 Approved
0.5904 Remote Similarity NPD7645 Phase 2
0.5895 Remote Similarity NPD5285 Approved
0.5895 Remote Similarity NPD4696 Approved
0.5895 Remote Similarity NPD5286 Approved
0.5862 Remote Similarity NPD1694 Approved
0.5854 Remote Similarity NPD6925 Approved
0.5854 Remote Similarity NPD5776 Phase 2
0.5854 Remote Similarity NPD6932 Approved
0.5851 Remote Similarity NPD4755 Approved
0.5851 Remote Similarity NPD6084 Phase 2
0.5851 Remote Similarity NPD6083 Phase 2
0.5833 Remote Similarity NPD7525 Registered
0.5833 Remote Similarity NPD5223 Approved
0.5824 Remote Similarity NPD5693 Phase 1
0.5823 Remote Similarity NPD4243 Approved
0.5806 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5806 Remote Similarity NPD5695 Phase 3
0.5802 Remote Similarity NPD8264 Approved
0.5802 Remote Similarity NPD8039 Approved
0.5795 Remote Similarity NPD6098 Approved
0.5789 Remote Similarity NPD7638 Approved
0.5789 Remote Similarity NPD7331 Phase 2
0.5789 Remote Similarity NPD5696 Approved
0.5783 Remote Similarity NPD7145 Approved
0.5783 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5778 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5773 Remote Similarity NPD5225 Approved
0.5773 Remote Similarity NPD4633 Approved
0.5773 Remote Similarity NPD5211 Phase 2
0.5773 Remote Similarity NPD5224 Approved
0.5773 Remote Similarity NPD5226 Approved
0.5758 Remote Similarity NPD8262 Approved
0.5745 Remote Similarity NPD7732 Phase 3
0.5729 Remote Similarity NPD7639 Approved
0.5729 Remote Similarity NPD4700 Approved
0.5729 Remote Similarity NPD7640 Approved
0.5714 Remote Similarity NPD5692 Phase 3
0.5714 Remote Similarity NPD5175 Approved
0.5714 Remote Similarity NPD5207 Approved
0.5714 Remote Similarity NPD5174 Approved
0.5714 Remote Similarity NPD4096 Approved
0.5714 Remote Similarity NPD6683 Phase 2
0.5714 Remote Similarity NPD6929 Approved
0.5699 Remote Similarity NPD6001 Approved
0.5698 Remote Similarity NPD5209 Approved
0.5684 Remote Similarity NPD3495 Discontinued
0.5682 Remote Similarity NPD1696 Phase 3
0.5679 Remote Similarity NPD4784 Approved
0.5679 Remote Similarity NPD4785 Approved
0.5658 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5657 Remote Similarity NPD5141 Approved
0.5652 Remote Similarity NPD5281 Approved
0.5652 Remote Similarity NPD6050 Approved
0.5652 Remote Similarity NPD5694 Approved
0.5652 Remote Similarity NPD5284 Approved
0.5652 Remote Similarity NPD7637 Suspended
0.5647 Remote Similarity NPD6931 Approved
0.5647 Remote Similarity NPD7509 Discontinued
0.5647 Remote Similarity NPD7514 Phase 3
0.5647 Remote Similarity NPD6930 Phase 2
0.5647 Remote Similarity NPD7332 Phase 2
0.5625 Remote Similarity NPD5290 Discontinued
0.561 Remote Similarity NPD4190 Phase 3
0.561 Remote Similarity NPD5275 Approved
0.5604 Remote Similarity NPD6051 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