Structure

Physi-Chem Properties

Molecular Weight:  364.15
Volume:  348.02
LogP:  2.373
LogD:  1.281
LogS:  -3.428
# Rotatable Bonds:  1
TPSA:  109.36
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.643
Synthetic Accessibility Score:  6.583
Fsp3:  0.737
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:  -5.704
MDCK Permeability:  8.715376679901965e-06
Pgp-inhibitor:  0.004
Pgp-substrate:  0.99
Human Intestinal Absorption (HIA):  0.01
20% Bioavailability (F20%):  0.015
30% Bioavailability (F30%):  0.83

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.589
Plasma Protein Binding (PPB):  75.43419647216797%
Volume Distribution (VD):  1.309
Pgp-substrate:  28.00070571899414%

ADMET: Metabolism

CYP1A2-inhibitor:  0.029
CYP1A2-substrate:  0.953
CYP2C19-inhibitor:  0.018
CYP2C19-substrate:  0.252
CYP2C9-inhibitor:  0.011
CYP2C9-substrate:  0.075
CYP2D6-inhibitor:  0.009
CYP2D6-substrate:  0.221
CYP3A4-inhibitor:  0.579
CYP3A4-substrate:  0.186

ADMET: Excretion

Clearance (CL):  5.693
Half-life (T1/2):  0.764

ADMET: Toxicity

hERG Blockers:  0.019
Human Hepatotoxicity (H-HT):  0.551
Drug-inuced Liver Injury (DILI):  0.815
AMES Toxicity:  0.224
Rat Oral Acute Toxicity:  0.892
Maximum Recommended Daily Dose:  0.512
Skin Sensitization:  0.197
Carcinogencity:  0.725
Eye Corrosion:  0.005
Eye Irritation:  0.015
Respiratory Toxicity:  0.976

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General Info & Identifiers & Properties  
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Similar NPs/Drugs  

  Natural Product: NPC138370

Natural Product ID:  NPC138370
Common Name*:   Methylindole-3-Carboxylate
IUPAC Name:   methyl 1H-indole-3-carboxylate
Synonyms:  
Standard InCHIKey:  QXAUTQFAWKKNLM-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H9NO2/c1-13-10(12)8-6-11-9-5-3-2-4-7(8)9/h2-6,11H,1H3
SMILES:  COC(=O)c1c[nH]c2ccccc12
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2270066
PubChem CID:   589098
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000211] Indoles and derivatives
        • [CHEMONTID:0002013] Indolecarboxylic acids and derivatives

*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
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.phytochem.2005.10.025]
NPO32970 epichloë festucae Species n.a. n.a. n.a. n.a. n.a. PMID[11052720]
NPO6836 Alpinia blepharocalyx Species Zingiberaceae Eukaryota seeds Mengha, Yunnan Province, China 1991-Aug PMID[11277741]
NPO6836 Alpinia blepharocalyx Species Zingiberaceae Eukaryota seeds n.a. n.a. PMID[11325233]
NPO6836 Alpinia blepharocalyx Species Zingiberaceae Eukaryota Seeds n.a. n.a. PMID[11430002]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[11520245]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[12045343]
NPO25119 Euonymus laxiflorus Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[12713415]
NPO25119 Euonymus laxiflorus Species Celastraceae Eukaryota n.a. stem n.a. PMID[12713415]
NPO25119 Euonymus laxiflorus Species Celastraceae Eukaryota n.a. leaf n.a. PMID[12713415]
NPO19263 Bulbinella floribunda Species Asphodelaceae Eukaryota roots n.a. n.a. PMID[12828488]
NPO3261 Aplysina archeri Species Aplysinidae Eukaryota n.a. n.a. n.a. PMID[1324982]
NPO6457 Pinus strobus Species Pinaceae Eukaryota n.a. heartwood n.a. PMID[13465274]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[14695801]
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota n.a. n.a. n.a. PMID[1536925]
NPO14054 Penicillium janczewskii Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[16180822]
NPO25344 Caryocar villosum Species Caryocaraceae Eukaryota Fruits n.a. n.a. PMID[16792411]
NPO422 Euphorbia cornigera Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[17512094]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[1791484]
NPO25206 Cucurbita moschata Species Cucurbitaceae Eukaryota n.a. Northeastern Regional Plant Introduction Station at Geneva 1966, 1967, and 1968 crop seasons PMID[18460139]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. spore n.a. PMID[18827358]
NPO422 Euphorbia cornigera Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[19376614]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies Nagano, Japan 2008-MAY PMID[20039640]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[20384295]
NPO23525 Physalis sordida Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[20575572]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies n.a. n.a. PMID[20702092]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies n.a. n.a. PMID[21924611]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[22014750]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[22044278]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting body n.a. n.a. PMID[22047696]
NPO25727 Tabernaemontana divaricata Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[23944995]
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota n.a. seed n.a. PMID[24225786]
NPO33000 myxobacteria Order n.a. n.a. n.a. n.a. n.a. PMID[25397992]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[26222905]
NPO25727 Tabernaemontana divaricata Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[26231157]
NPO25206 Cucurbita moschata Species Cucurbitaceae Eukaryota n.a. n.a. n.a. PMID[26477735]
NPO25377 Ocimum gratissimum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[29192771]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota Aerial Parts n.a. n.a. PMID[29254897]
NPO25727 Tabernaemontana divaricata Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[30169038]
NPO25206 Cucurbita moschata Species Cucurbitaceae Eukaryota n.a. The ‘Dolina Mogilnicy’ Organic Farming Products Cooperative (Wolkowo, Poland) 2016-Oct PMID[31416184]
NPO2697 Monodora tenuifolia Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[3509958]
NPO25377 Ocimum gratissimum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[6114991]
NPO25206 Cucurbita moschata Species Cucurbitaceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO6836 Alpinia blepharocalyx Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[9461664]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[9635497]
NPO25206 Cucurbita moschata Species Cucurbitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO9194 Taraxacum formosanum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24574 Berberis orthobotrys Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4564 Anguilla japonica Species Anguillidae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6836 Alpinia blepharocalyx Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25206 Cucurbita moschata Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16242 Phlojodicarpus sibiricus Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24574 Berberis orthobotrys Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25608 Zanthoxylum acutifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25428 Ceriops decandra Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6836 Alpinia blepharocalyx Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24089 Alcea rosea Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25377 Ocimum gratissimum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25727 Tabernaemontana divaricata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14387 Dalbergia ecastaphyllum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16242 Phlojodicarpus sibiricus Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25206 Cucurbita moschata Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2408 Millettia laurentii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4564 Anguilla japonica Species Anguillidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9194 Taraxacum formosanum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2749 Baccharis dracunculifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25206 Cucurbita moschata Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16242 Phlojodicarpus sibiricus Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24089 Alcea rosea Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3743 Sideritis brevibracteata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23456 Palaquium canaliculatum Species Sapotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3956 Maesa ramentacea Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25428 Ceriops decandra Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25632 Sarcophyton buitendijki Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23219 Lactarius sanguifluus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23336 Cladonia impexa Species Cladoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14387 Dalbergia ecastaphyllum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7449 Eleutherobia albiflora Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23525 Physalis sordida Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7606 Salacia lehmbachii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1242 Balanops australiana Species Balanopaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25608 Zanthoxylum acutifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25727 Tabernaemontana divaricata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23725 Dytiscus marginalis Species Dytiscidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7007 Eucalyptus jenseni Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24149 Paracoccus denitrificans Species Rhodobacteraceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO24089 Alcea rosea Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4274 Alcyonium utinomii Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22012 Cipadessa fruticosa Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3554 Aonidiella aurantii Species Diaspididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5261 Sideroxylon cubense Species Sapotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25578 Chiton tuberculatus Species Chitonidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25486 Zaluzania grayana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO422 Euphorbia cornigera Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25157 Cymbastela coralliophila Species Axinellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25687 Archidendron ellipticum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8058 Pluchea odorata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25517 Colladonia triquetra n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO2250 Hylocomium splendens Species Hylocomiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25656 Rhizoctonia repens Species Ceratobasidiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO849 Euonymus tingens Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24442 Calycotome villosa n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO25119 Euonymus laxiflorus Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25453 Solidago petiolaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3408 Viguiera decurrens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11747 Ocimum tenuiflorum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2697 Monodora tenuifolia Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24903 Diplazium esculentum Species Athyriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2749 Baccharis dracunculifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25063 Ongokea gore Species Aptandraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25244 Scopolia atropoides Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO295 Kokoona reflexa Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1489 Pseudoplexaura flagellosa Species Plexauridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3261 Aplysina archeri Species Aplysinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1390 Melolontha melolontha Species Scarabaeidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24251 Taxus drupacea Species Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25206 Cucurbita moschata Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5975 Aspergillus carneus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9194 Taraxacum formosanum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17104 Pithecellobium racemosum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21570 Blumea eriantha Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25760 Aspergillus striatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4564 Anguilla japonica Species Anguillidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18993 Araiostegiella perdurans Species Davalliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25377 Ocimum gratissimum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5584 Aldisa sanguinea Species Dorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24666 Codium dwarkense Species Codiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22056 Streptomyces roseoverticillatus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO16242 Phlojodicarpus sibiricus Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24483 Acrisione denticulata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22536 Cladosporium cucumerinum Species Cladosporiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24534 Senecio heliopsis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2408 Millettia laurentii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14054 Penicillium janczewskii Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25064 Streptomyces purpurogeneiscleroticus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO22863 Littorina littorea Species Littorinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25067 Sanicula epipactis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24710 Achillea biebersteinii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25344 Caryocar villosum Species Caryocaraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2993 0totodarus sloanii Species Ommastrephidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23583 Taonia australasica Species Dictyotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25401 Glochidion philippicum Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7760 Macrolepiota neomastoidea Species Agaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24860 Euphorbia formosana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15487 Gymnopus confluens Species Omphalotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2722 Humulus japonicus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6231 Cortinarius odoratus Species Cortinariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6836 Alpinia blepharocalyx Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24325 Ilex brevicuspis Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4949 Salvia yosgadensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20636 Myoporum platycarpum Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24574 Berberis orthobotrys Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19263 Bulbinella floribunda Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6457 Pinus strobus Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11134 Himalaiella deltoidea Species Asteraceae 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
NPT1460 Cell Line L929 Mus musculus IC50 > 56800.0 nM PMID[447783]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 56800.0 nM PMID[447783]
NPT81 Cell Line A549 Homo sapiens IC50 > 56800.0 nM PMID[447783]
NPT1834 Individual Protein CREB-binding protein Homo sapiens IC50 = 99000.0 nM PMID[447784]
NPT2816 Individual Protein Bromodomain-containing protein 4 Homo sapiens IC50 > 100000.0 nM PMID[447784]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 4.0 mm PMID[447782]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 6.0 mm PMID[447782]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 8.0 mm PMID[447782]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 11.0 mm PMID[447782]
NPT4584 Organism Nocardia sp. Nocardia sp. MIC = 33.3 ug.mL-1 PMID[447783]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 66.6 ug.mL-1 PMID[447783]
NPT4585 Organism Mycobacterium diernhoferi Mycobacterium diernhoferi MIC > 66.6 ug.mL-1 PMID[447783]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. MIC > 66.6 ug.mL-1 PMID[447783]
NPT19 Organism Escherichia coli Escherichia coli MIC > 66.6 ug.mL-1 PMID[447783]
NPT2631 Organism Chromobacterium violaceum Chromobacterium violaceum MIC > 66.6 ug.mL-1 PMID[447783]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC > 66.6 ug.mL-1 PMID[447783]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae MIC > 66.6 ug.mL-1 PMID[447783]
NPT20 Organism Candida albicans Candida albicans MIC > 66.6 ug.mL-1 PMID[447783]
NPT772 Organism Pichia anomala Wickerhamomyces anomalus MIC > 66.6 ug.mL-1 PMID[447783]
NPT3481 Organism Mucor hiemalis Mucor hiemalis MIC > 66.6 ug.mL-1 PMID[447783]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 56800.0 nM PMID[447783]
NPT2 Others Unspecified Ratio IC50 > 1.0 n.a. PMID[447784]

☑ 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 NPC138370 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
0.9364 High Similarity NPC278434
0.936 High Similarity NPC282103
0.9286 High Similarity NPC82053
0.8777 High Similarity NPC266249
0.8711 High Similarity NPC74360
0.8684 High Similarity NPC123839
0.8619 High Similarity NPC154339
0.8579 High Similarity NPC267343
0.8547 High Similarity NPC42372
0.8516 High Similarity NPC83111
0.8475 Intermediate Similarity NPC111275
0.8466 Intermediate Similarity NPC293216
0.8396 Intermediate Similarity NPC67288
0.8352 Intermediate Similarity NPC160381
0.8308 Intermediate Similarity NPC118940
0.8239 Intermediate Similarity NPC78020
0.8232 Intermediate Similarity NPC470677
0.8196 Intermediate Similarity NPC171787
0.8182 Intermediate Similarity NPC36405
0.8182 Intermediate Similarity NPC88315
0.8171 Intermediate Similarity NPC102423
0.8161 Intermediate Similarity NPC131718
0.8144 Intermediate Similarity NPC183777
0.8132 Intermediate Similarity NPC71037
0.8122 Intermediate Similarity NPC219087
0.8122 Intermediate Similarity NPC55772
0.8114 Intermediate Similarity NPC242116
0.8111 Intermediate Similarity NPC267885
0.8098 Intermediate Similarity NPC280290
0.8066 Intermediate Similarity NPC145885
0.8066 Intermediate Similarity NPC84827
0.8066 Intermediate Similarity NPC14113
0.8066 Intermediate Similarity NPC284775
0.8056 Intermediate Similarity NPC203468
0.8056 Intermediate Similarity NPC149155
0.8056 Intermediate Similarity NPC110500
0.8054 Intermediate Similarity NPC315555
0.8043 Intermediate Similarity NPC477003
0.8042 Intermediate Similarity NPC202812
0.8022 Intermediate Similarity NPC233050
0.8022 Intermediate Similarity NPC248041
0.8022 Intermediate Similarity NPC276540
0.8022 Intermediate Similarity NPC126709
0.8022 Intermediate Similarity NPC213468
0.8021 Intermediate Similarity NPC213308
0.801 Intermediate Similarity NPC474916
0.8 Intermediate Similarity NPC313791
0.7989 Intermediate Similarity NPC469358
0.7979 Intermediate Similarity NPC471944
0.7978 Intermediate Similarity NPC114637
0.795 Intermediate Similarity NPC477979
0.7949 Intermediate Similarity NPC132539
0.7946 Intermediate Similarity NPC110158
0.7935 Intermediate Similarity NPC275292
0.7935 Intermediate Similarity NPC243381
0.7933 Intermediate Similarity NPC260434
0.7923 Intermediate Similarity NPC283219
0.7912 Intermediate Similarity NPC84347
0.7905 Intermediate Similarity NPC182222
0.7902 Intermediate Similarity NPC122436
0.7868 Intermediate Similarity NPC243850
0.7861 Intermediate Similarity NPC235684
0.7849 Intermediate Similarity NPC284678
0.7845 Intermediate Similarity NPC249614
0.7842 Intermediate Similarity NPC55493
0.7838 Intermediate Similarity NPC191415
0.7835 Intermediate Similarity NPC315491
0.7835 Intermediate Similarity NPC45459
0.7824 Intermediate Similarity NPC131887
0.7816 Intermediate Similarity NPC229893
0.7812 Intermediate Similarity NPC472293
0.7812 Intermediate Similarity NPC102592
0.7812 Intermediate Similarity NPC79356
0.781 Intermediate Similarity NPC196718
0.781 Intermediate Similarity NPC102593
0.78 Intermediate Similarity NPC82370
0.7797 Intermediate Similarity NPC230869
0.7796 Intermediate Similarity NPC102755
0.7789 Intermediate Similarity NPC476460
0.7788 Intermediate Similarity NPC192712
0.7778 Intermediate Similarity NPC296527
0.7778 Intermediate Similarity NPC193238
0.7766 Intermediate Similarity NPC62749
0.7765 Intermediate Similarity NPC311276
0.7756 Intermediate Similarity NPC276657
0.7749 Intermediate Similarity NPC472292
0.7746 Intermediate Similarity NPC235685
0.7737 Intermediate Similarity NPC76748
0.7727 Intermediate Similarity NPC300156
0.7718 Intermediate Similarity NPC60621
0.7716 Intermediate Similarity NPC98715
0.771 Intermediate Similarity NPC101350
0.7708 Intermediate Similarity NPC307963
0.7696 Intermediate Similarity NPC92111
0.7696 Intermediate Similarity NPC472285
0.7692 Intermediate Similarity NPC103361
0.7692 Intermediate Similarity NPC81535
0.7692 Intermediate Similarity NPC74413
0.7692 Intermediate Similarity NPC472297
0.7692 Intermediate Similarity NPC472296
0.7688 Intermediate Similarity NPC4687
0.7688 Intermediate Similarity NPC88008
0.768 Intermediate Similarity NPC156704
0.768 Intermediate Similarity NPC90229
0.7678 Intermediate Similarity NPC315062
0.7678 Intermediate Similarity NPC267853
0.767 Intermediate Similarity NPC25008
0.767 Intermediate Similarity NPC469760
0.767 Intermediate Similarity NPC469765
0.767 Intermediate Similarity NPC107287
0.767 Intermediate Similarity NPC73952
0.767 Intermediate Similarity NPC469786
0.767 Intermediate Similarity NPC469763
0.767 Intermediate Similarity NPC259644
0.7668 Intermediate Similarity NPC135950
0.7668 Intermediate Similarity NPC157828
0.7668 Intermediate Similarity NPC19692
0.7668 Intermediate Similarity NPC195239
0.7668 Intermediate Similarity NPC220151
0.7653 Intermediate Similarity NPC214428
0.765 Intermediate Similarity NPC39679
0.7644 Intermediate Similarity NPC469489
0.7644 Intermediate Similarity NPC112741
0.7642 Intermediate Similarity NPC244897
0.764 Intermediate Similarity NPC469762
0.7633 Intermediate Similarity NPC2395
0.763 Intermediate Similarity NPC159856
0.7629 Intermediate Similarity NPC11445
0.7629 Intermediate Similarity NPC13880
0.7629 Intermediate Similarity NPC251090
0.7627 Intermediate Similarity NPC70922
0.7627 Intermediate Similarity NPC212376
0.7627 Intermediate Similarity NPC80597
0.7627 Intermediate Similarity NPC75540
0.7627 Intermediate Similarity NPC211572
0.7624 Intermediate Similarity NPC115232
0.7617 Intermediate Similarity NPC326422
0.7617 Intermediate Similarity NPC269886
0.7617 Intermediate Similarity NPC472210
0.7617 Intermediate Similarity NPC472295
0.7617 Intermediate Similarity NPC247735
0.7617 Intermediate Similarity NPC81802
0.7617 Intermediate Similarity NPC304203
0.7616 Intermediate Similarity NPC190296
0.7611 Intermediate Similarity NPC214106
0.761 Intermediate Similarity NPC27041
0.76 Intermediate Similarity NPC46225
0.76 Intermediate Similarity NPC225821
0.7598 Intermediate Similarity NPC474412
0.7592 Intermediate Similarity NPC44354
0.7592 Intermediate Similarity NPC111602
0.7592 Intermediate Similarity NPC221873
0.7592 Intermediate Similarity NPC321708
0.7592 Intermediate Similarity NPC63199
0.7592 Intermediate Similarity NPC196251
0.7592 Intermediate Similarity NPC102338
0.759 Intermediate Similarity NPC227582
0.7584 Intermediate Similarity NPC469785
0.7582 Intermediate Similarity NPC41717
0.7581 Intermediate Similarity NPC240384
0.7581 Intermediate Similarity NPC15801
0.7579 Intermediate Similarity NPC194040
0.7576 Intermediate Similarity NPC260900
0.7576 Intermediate Similarity NPC57398
0.7576 Intermediate Similarity NPC476874
0.7574 Intermediate Similarity NPC29886
0.7574 Intermediate Similarity NPC309845
0.7574 Intermediate Similarity NPC261195
0.757 Intermediate Similarity NPC316411
0.7565 Intermediate Similarity NPC67551
0.7562 Intermediate Similarity NPC258062
0.7562 Intermediate Similarity NPC127677
0.7557 Intermediate Similarity NPC24678
0.7557 Intermediate Similarity NPC105818
0.7552 Intermediate Similarity NPC329858
0.7552 Intermediate Similarity NPC314333
0.7549 Intermediate Similarity NPC89508
0.7538 Intermediate Similarity NPC245916
0.7537 Intermediate Similarity NPC87413
0.7529 Intermediate Similarity NPC84911
0.7529 Intermediate Similarity NPC314372
0.7526 Intermediate Similarity NPC314002
0.7525 Intermediate Similarity NPC300183
0.7524 Intermediate Similarity NPC235885
0.7514 Intermediate Similarity NPC282231
0.7513 Intermediate Similarity NPC241024
0.7513 Intermediate Similarity NPC477004
0.7512 Intermediate Similarity NPC321428
0.75 Intermediate Similarity NPC141454
0.75 Intermediate Similarity NPC104712
0.75 Intermediate Similarity NPC469896
0.7487 Intermediate Similarity NPC276517
0.7477 Intermediate Similarity NPC148889
0.7475 Intermediate Similarity NPC252338
0.7474 Intermediate Similarity NPC207851
0.7474 Intermediate Similarity NPC204717
0.7473 Intermediate Similarity NPC40779
0.7473 Intermediate Similarity NPC265100
0.7471 Intermediate Similarity NPC96102
0.7463 Intermediate Similarity NPC45190

  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 NPC138370 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
0.9282 High Similarity NPD2121 Clinical (unspecified phase)
0.9185 High Similarity NPD2510 Approved
0.9185 High Similarity NPD2509 Approved
0.875 High Similarity NPD3389 Approved
0.875 High Similarity NPD3393 Approved
0.875 High Similarity NPD3394 Approved
0.8256 Intermediate Similarity NPD5475 Discontinued
0.8229 Intermediate Similarity NPD3947 Discontinued
0.8135 Intermediate Similarity NPD5901 Discontinued
0.8111 Intermediate Similarity NPD749 Clinical (unspecified phase)
0.8105 Intermediate Similarity NPD4987 Clinical (unspecified phase)
0.8093 Intermediate Similarity NPD4862 Clinical (unspecified phase)
0.8056 Intermediate Similarity NPD482 Approved
0.8033 Intermediate Similarity NPD3178 Discontinued
0.802 Intermediate Similarity NPD6242 Discontinued
0.799 Intermediate Similarity NPD6176 Phase 1
0.7946 Intermediate Similarity NPD2096 Phase 2
0.7946 Intermediate Similarity NPD2091 Phase 2
0.79 Intermediate Similarity NPD3795 Approved
0.79 Intermediate Similarity NPD3794 Approved
0.7892 Intermediate Similarity NPD2095 Phase 2
0.7892 Intermediate Similarity NPD2094 Phase 2
0.7892 Intermediate Similarity NPD2092 Phase 2
0.7889 Intermediate Similarity NPD7470 Discontinued
0.7835 Intermediate Similarity NPD484 Approved
0.7819 Intermediate Similarity NPD4948 Discontinued
0.7802 Intermediate Similarity NPD750 Phase 2
0.7796 Intermediate Similarity NPD5728 Clinical (unspecified phase)
0.7783 Intermediate Similarity NPD3006 Discontinued
0.7744 Intermediate Similarity NPD8248 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD7010 Phase 3
0.7708 Intermediate Similarity NPD1038 Approved
0.7707 Intermediate Similarity NPD7404 Approved
0.77 Intermediate Similarity NPD4506 Discontinued
0.7685 Intermediate Similarity NPD5293 Phase 2
0.767 Intermediate Similarity NPD1996 Discontinued
0.766 Intermediate Similarity NPD3607 Clinical (unspecified phase)
0.7644 Intermediate Similarity NPD9271 Approved
0.7634 Intermediate Similarity NPD8304 Clinical (unspecified phase)
0.7617 Intermediate Similarity NPD1304 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD5003 Discontinued
0.7588 Intermediate Similarity NPD6987 Phase 1
0.7586 Intermediate Similarity NPD6657 Clinical (unspecified phase)
0.7585 Intermediate Similarity NPD3280 Approved
0.7579 Intermediate Similarity NPD4426 Clinical (unspecified phase)
0.7573 Intermediate Similarity NPD5632 Approved
0.7568 Intermediate Similarity NPD5065 Approved
0.7552 Intermediate Similarity NPD4499 Approved
0.7542 Intermediate Similarity NPD820 Phase 3
0.7536 Intermediate Similarity NPD6770 Approved
0.7513 Intermediate Similarity NPD6180 Clinical (unspecified phase)
0.7512 Intermediate Similarity NPD2921 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1630 Approved
0.7488 Intermediate Similarity NPD4429 Discontinued
0.7488 Intermediate Similarity NPD7998 Clinical (unspecified phase)
0.7487 Intermediate Similarity NPD5975 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD198 Clinical (unspecified phase)
0.7461 Intermediate Similarity NPD2565 Phase 2
0.7461 Intermediate Similarity NPD2564 Approved
0.7442 Intermediate Similarity NPD786 Approved
0.7426 Intermediate Similarity NPD6838 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD7621 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD8093 Discontinued
0.7405 Intermediate Similarity NPD1573 Approved
0.7405 Intermediate Similarity NPD1575 Approved
0.7394 Intermediate Similarity NPD2144 Approved
0.7389 Intermediate Similarity NPD276 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD5801 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD8094 Discontinued
0.7377 Intermediate Similarity NPD1631 Approved
0.7376 Intermediate Similarity NPD5483 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD2844 Phase 3
0.7347 Intermediate Similarity NPD802 Phase 2
0.7333 Intermediate Similarity NPD5592 Clinical (unspecified phase)
0.7316 Intermediate Similarity NPD1291 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD4184 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD4501 Approved
0.73 Intermediate Similarity NPD4500 Approved
0.73 Intermediate Similarity NPD6479 Discontinued
0.7299 Intermediate Similarity NPD4301 Approved
0.7299 Intermediate Similarity NPD107 Approved
0.7296 Intermediate Similarity NPD4376 Phase 3
0.7291 Intermediate Similarity NPD2008 Discontinued
0.729 Intermediate Similarity NPD7994 Phase 2
0.7277 Intermediate Similarity NPD8072 Approved
0.7277 Intermediate Similarity NPD1783 Clinical (unspecified phase)
0.7277 Intermediate Similarity NPD3038 Discontinued
0.7273 Intermediate Similarity NPD4848 Phase 1
0.7263 Intermediate Similarity NPD5398 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD1722 Approved
0.725 Intermediate Similarity NPD3825 Phase 3
0.7245 Intermediate Similarity NPD2336 Approved
0.7244 Intermediate Similarity NPD5482 Discontinued
0.7241 Intermediate Similarity NPD5426 Phase 3
0.7228 Intermediate Similarity NPD8073 Approved
0.7222 Intermediate Similarity NPD4952 Phase 3
0.722 Intermediate Similarity NPD7947 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD5891 Approved
0.7209 Intermediate Similarity NPD4845 Discontinued
0.7208 Intermediate Similarity NPD4922 Phase 2
0.7206 Intermediate Similarity NPD7001 Phase 3
0.7198 Intermediate Similarity NPD4417 Approved
0.7198 Intermediate Similarity NPD6567 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD6226 Phase 3
0.7182 Intermediate Similarity NPD180 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD485 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD8112 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD1392 Approved
0.7166 Intermediate Similarity NPD5069 Clinical (unspecified phase)
0.7164 Intermediate Similarity NPD7000 Clinical (unspecified phase)
0.7164 Intermediate Similarity NPD6999 Discontinued
0.7163 Intermediate Similarity NPD8289 Discontinued
0.7156 Intermediate Similarity NPD7878 Phase 2
0.715 Intermediate Similarity NPD3318 Approved
0.715 Intermediate Similarity NPD3319 Phase 1
0.715 Intermediate Similarity NPD5072 Discontinued
0.715 Intermediate Similarity NPD3320 Approved
0.7143 Intermediate Similarity NPD5022 Discontinued
0.7143 Intermediate Similarity NPD8160 Phase 2
0.7143 Intermediate Similarity NPD6733 Discontinued
0.7136 Intermediate Similarity NPD2187 Approved
0.7136 Intermediate Similarity NPD2189 Approved
0.7135 Intermediate Similarity NPD9075 Approved
0.7135 Intermediate Similarity NPD2481 Approved
0.7135 Intermediate Similarity NPD2479 Phase 3
0.7135 Intermediate Similarity NPD6595 Phase 3
0.7135 Intermediate Similarity NPD9074 Approved
0.713 Intermediate Similarity NPD3259 Approved
0.7128 Intermediate Similarity NPD1326 Approved
0.7128 Intermediate Similarity NPD1325 Approved
0.7123 Intermediate Similarity NPD4373 Phase 2
0.7122 Intermediate Similarity NPD6732 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD5066 Phase 2
0.7115 Intermediate Similarity NPD3915 Approved
0.7115 Intermediate Similarity NPD5416 Discontinued
0.7115 Intermediate Similarity NPD5067 Phase 2
0.7113 Intermediate Similarity NPD1096 Discontinued
0.7113 Intermediate Similarity NPD7564 Discontinued
0.7111 Intermediate Similarity NPD3100 Discontinued
0.7111 Intermediate Similarity NPD2737 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD7823 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD6281 Approved
0.7105 Intermediate Similarity NPD1586 Approved
0.7103 Intermediate Similarity NPD6160 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD2125 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD6529 Discontinued
0.71 Intermediate Similarity NPD2307 Discontinued
0.7097 Intermediate Similarity NPD5140 Approved
0.7097 Intermediate Similarity NPD5138 Approved
0.7095 Intermediate Similarity NPD3757 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD3371 Approved
0.7085 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.7085 Intermediate Similarity NPD1173 Approved
0.7083 Intermediate Similarity NPD4076 Approved
0.7083 Intermediate Similarity NPD4079 Approved
0.7081 Intermediate Similarity NPD2411 Approved
0.7081 Intermediate Similarity NPD3916 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD8096 Phase 3
0.7081 Intermediate Similarity NPD3918 Approved
0.7081 Intermediate Similarity NPD3917 Approved
0.7081 Intermediate Similarity NPD8097 Phase 3
0.7077 Intermediate Similarity NPD7424 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD3354 Phase 2
0.7074 Intermediate Similarity NPD1343 Approved
0.7073 Intermediate Similarity NPD6323 Clinical (unspecified phase)
0.7072 Intermediate Similarity NPD2172 Phase 1
0.7071 Intermediate Similarity NPD6630 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD3222 Phase 2
0.7068 Intermediate Similarity NPD4075 Phase 2
0.7065 Intermediate Similarity NPD2581 Approved
0.7065 Intermediate Similarity NPD2582 Approved
0.7062 Intermediate Similarity NPD1592 Phase 3
0.7047 Intermediate Similarity NPD5473 Discontinued
0.7039 Intermediate Similarity NPD7958 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD7957 Phase 1
0.7039 Intermediate Similarity NPD2715 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD8013 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD7688 Phase 1
0.7031 Intermediate Similarity NPD3506 Approved
0.7031 Intermediate Similarity NPD3505 Approved
0.7029 Intermediate Similarity NPD1626 Approved
0.7028 Intermediate Similarity NPD1591 Approved
0.7027 Intermediate Similarity NPD4958 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD2920 Discontinued
0.7023 Intermediate Similarity NPD6995 Phase 1
0.7017 Intermediate Similarity NPD4374 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD7903 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6790 Phase 1
0.7005 Intermediate Similarity NPD5088 Discontinued
0.7 Intermediate Similarity NPD7594 Clinical (unspecified phase)
0.6995 Remote Similarity NPD6661 Clinical (unspecified phase)
0.6995 Remote Similarity NPD1587 Approved
0.6995 Remote Similarity NPD8405 Clinical (unspecified phase)
0.699 Remote Similarity NPD944 Approved
0.699 Remote Similarity NPD2721 Clinical (unspecified phase)
0.6989 Remote Similarity NPD1403 Approved
0.6989 Remote Similarity NPD1404 Approved
0.6986 Remote Similarity NPD7825 Clinical (unspecified phase)
0.6986 Remote Similarity NPD4051 Discontinued
0.6982 Remote Similarity NPD7853 Phase 2

  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