Structure

Physi-Chem Properties

Molecular Weight:  402.15
Volume:  374.208
LogP:  -0.337
LogD:  -0.892
LogS:  -1.784
# Rotatable Bonds:  7
TPSA:  158.3
# H-Bond Aceptor:  10
# H-Bond Donor:  6
# Rings:  3
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.287
Synthetic Accessibility Score:  4.193
Fsp3:  0.667
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.839
MDCK Permeability:  4.6478904550895095e-05
Pgp-inhibitor:  0.006
Pgp-substrate:  0.471
Human Intestinal Absorption (HIA):  0.965
20% Bioavailability (F20%):  0.998
30% Bioavailability (F30%):  0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.148
Plasma Protein Binding (PPB):  38.82935333251953%
Volume Distribution (VD):  0.406
Pgp-substrate:  40.31816101074219%

ADMET: Metabolism

CYP1A2-inhibitor:  0.014
CYP1A2-substrate:  0.043
CYP2C19-inhibitor:  0.014
CYP2C19-substrate:  0.075
CYP2C9-inhibitor:  0.002
CYP2C9-substrate:  0.016
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.103
CYP3A4-inhibitor:  0.007
CYP3A4-substrate:  0.055

ADMET: Excretion

Clearance (CL):  1.182
Half-life (T1/2):  0.777

ADMET: Toxicity

hERG Blockers:  0.269
Human Hepatotoxicity (H-HT):  0.048
Drug-inuced Liver Injury (DILI):  0.079
AMES Toxicity:  0.438
Rat Oral Acute Toxicity:  0.054
Maximum Recommended Daily Dose:  0.002
Skin Sensitization:  0.906
Carcinogencity:  0.062
Eye Corrosion:  0.003
Eye Irritation:  0.09
Respiratory Toxicity:  0.032

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Structure MOL file  
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Biological Activities  
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  Natural Product: NPC264784

Natural Product ID:  NPC264784
Common Name*:   Icariside F2
IUPAC Name:   (2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-phenylmethoxyoxane-3,4,5-triol
Synonyms:  
Standard InCHIKey:  NJMQSVWMCODQIP-FQXXIRCGSA-N
Standard InCHI:  InChI=1S/C18H26O10/c19-8-18(24)9-27-17(15(18)23)26-7-11-12(20)13(21)14(22)16(28-11)25-6-10-4-2-1-3-5-10/h1-5,11-17,19-24H,6-9H2/t11-,12-,13+,14-,15+,16-,17-,18-/m1/s1
SMILES:  c1ccc(cc1)CO[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]2[C@@H]([C@@](CO)(CO2)O)O)O1)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3326712
PubChem CID:   14079045
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates
          • [CHEMONTID:0002105] Glycosyl compounds
            • [CHEMONTID:0002207] O-glycosyl compounds

*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
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0031-9422(00)94679-X]
NPO21079 Actinomadura hibisca Species Thermomonosporaceae Bacteria n.a. n.a. n.a. DOI[10.1021/jo00272a013]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. callus n.a. PMID[10552648]
NPO21587 Hypericum papuanum Species Hypericaceae Eukaryota aerial parts n.a. n.a. PMID[10650088]
NPO20889 Anastrepha suspensa Species Tephritidae Eukaryota n.a. n.a. n.a. PMID[10706642]
NPO20635 Dalbergia frutescens Species Fabaceae Eukaryota bark n.a. n.a. PMID[11076565]
NPO21587 Hypericum papuanum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[11421727]
NPO8063 Clerodendrum calamitosum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[11473423]
NPO26919 Sanguisorba officinalis Species Rosaceae Eukaryota n.a. n.a. n.a. PMID[11520216]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[11830167]
NPO12078 Teclea nobilis Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[12350171]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota roots and stolons n.a. n.a. PMID[14738379]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota underground organs n.a. n.a. PMID[14738379]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota dried aerial organs n.a. n.a. PMID[14738379]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota leaves n.a. n.a. PMID[14738379]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota dried aerial organs n.a. n.a. PMID[14738379]
NPO9553 Phyllodium pulchellum Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[15921433]
NPO27036 Xenia blumi Species Xeniidae Eukaryota n.a. Green Island, Taiwan 2002-MAY PMID[16180809]
NPO21023 Astilbe koreana Species Saxifragaceae Eukaryota n.a. n.a. n.a. PMID[16580200]
NPO157 Convallaria majalis Species Asparagaceae Eukaryota n.a. rhizome n.a. PMID[17268112]
NPO6365 Pachychalina alcaloidifera Species Niphatidae Eukaryota n.a. Brazilian n.a. PMID[17346073]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. leaf n.a. PMID[18214349]
NPO16087 Atractylodes lancea Species Asteraceae Eukaryota n.a. rhizome n.a. PMID[18787781]
NPO3326 Zhumeria majdae Species Lamiaceae Eukaryota roots n.a. n.a. PMID[19299148]
NPO5227 Lawsonia inermis Species Lythraceae Eukaryota leaves n.a. n.a. PMID[20634065]
NPO1813 Bretschneidera sinensis Species Akaniaceae Eukaryota stems Jiujiang, Jiangxi Province, China 2008-AUG PMID[20722446]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. seed n.a. PMID[21049975]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. seed n.a. PMID[21049975]
NPO21079 Actinomadura hibisca Species Thermomonosporaceae Bacteria n.a. n.a. n.a. PMID[21119678]
NPO16087 Atractylodes lancea Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[21302967]
NPO21470 Conoideocrella tenuis Species Clavicipitaceae Eukaryota n.a. n.a. n.a. PMID[21473608]
NPO21470 Conoideocrella tenuis Species Clavicipitaceae Eukaryota n.a. mycelium n.a. PMID[21473608]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21800857]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota Fruits n.a. n.a. PMID[23506561]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24813739]
NPO6749 Bergenia crassifolia Species Saxifragaceae Eukaryota n.a. leaf n.a. PMID[24895781]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota leaves n.a. n.a. PMID[25127165]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. aerial part n.a. PMID[25154406]
NPO2345 Coriandrum sativum Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25340465]
NPO2345 Coriandrum sativum Species Apiaceae Eukaryota n.a. leaf n.a. PMID[25340465]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[25466012]
NPO2345 Coriandrum sativum Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25577087]
NPO5227 Lawsonia inermis Species Lythraceae Eukaryota flower buds n.a. n.a. PMID[25987378]
NPO16087 Atractylodes lancea Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[27228227]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[28245113]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[30199256]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31815461]
NPO20045 Burkholderia cepacia Species Burkholderiaceae Bacteria n.a. n.a. n.a. PMID[3839140]
NPO157 Convallaria majalis Species Asparagaceae Eukaryota n.a. aerial part n.a. PMID[6893493]
NPO157 Convallaria majalis Species Asparagaceae Eukaryota n.a. rhizome n.a. PMID[6893493]
NPO20045 Burkholderia cepacia Species Burkholderiaceae Bacteria n.a. n.a. n.a. PMID[7684040]
NPO24658 Dillenia papuana Species Dilleniaceae Eukaryota n.a. n.a. n.a. PMID[7798959]
NPO15905 Montipora digitata Species Acroporidae Eukaryota eggs n.a. n.a. PMID[8792626]
NPO16087 Atractylodes lancea Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[9544564]
NPO2345 Coriandrum sativum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO2345 Coriandrum sativum Species Apiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO18952 Sambucus nigra Species Adoxaceae Eukaryota n.a. n.a. Database[FooDB]
NPO18952 Sambucus nigra Species Adoxaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO2345 Coriandrum sativum Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO18952 Sambucus nigra Species Adoxaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO2345 Coriandrum sativum Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25198 Octopus vulgaris Species Octopodidae Eukaryota n.a. n.a. Database[FooDB]
NPO2345 Coriandrum sativum Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO2345 Coriandrum sativum Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO25198 Octopus vulgaris Species Octopodidae Eukaryota n.a. n.a. Database[FooDB]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO18952 Sambucus nigra Species Adoxaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO18952 Sambucus nigra Species Adoxaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO5131 Scorzonera hispanica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26919 Sanguisorba officinalis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16087 Atractylodes lancea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25198 Octopus vulgaris Species Octopodidae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6749 Bergenia crassifolia Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18952 Sambucus nigra Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9783 Mikania scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2345 Coriandrum sativum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5227 Lawsonia inermis Species Lythraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1813 Bretschneidera sinensis Species Akaniaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19953 Lupinus formosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO2345 Coriandrum sativum Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13412 Schefflera rotundifolia Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4785 Persicaria thunbergii Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1813 Bretschneidera sinensis Species Akaniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5131 Scorzonera hispanica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6749 Bergenia crassifolia Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21587 Hypericum papuanum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12078 Teclea nobilis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26919 Sanguisorba officinalis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25198 Octopus vulgaris Species Octopodidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20508 Ilex kaushue Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2345 Coriandrum sativum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5227 Lawsonia inermis Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19953 Lupinus formosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18952 Sambucus nigra Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16087 Atractylodes lancea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9783 Mikania scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20134 Dicliptera riparia Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26919 Sanguisorba officinalis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9783 Mikania scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2345 Coriandrum sativum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16087 Atractylodes lancea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16087 Atractylodes lancea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26919 Sanguisorba officinalis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22880 Aspergillus caespitosus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4785 Persicaria thunbergii Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12591 Archaster typicus Species Archasteridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25071 Aspergillus albus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22490 Limeum pterocarpum Species Limeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20508 Ilex kaushue Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22746 Salix sieboldiana Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25198 Octopus vulgaris Species Octopodidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21775 Zilla spinosa Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8710 Licaria brasiliensis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21400 Macrocystidia cucumis Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12819 Clitocybe subilludens Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO832 Pseudocinchona pachyceras Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18141 Solanum torvum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO892 Glochidion ferdinandii Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6386 Gutenbergia cordifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26919 Sanguisorba officinalis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21023 Astilbe koreana Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27036 Xenia blumi Species Xeniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19953 Lupinus formosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21470 Conoideocrella tenuis Species Clavicipitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22622 Coptis deltoidea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6873 Salvia xalapensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15291 Artemisia persica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21270 Nerita albicilla Species Neritidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20953 Coprosma acerosa Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21587 Hypericum papuanum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17581 Streptomyces fulvoviridis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO12367 Diospyros elliptifolia Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10757 Cyanospira rippkae Species Aphanizomenonaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO8601 Petrosia volcano Species Petrosiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11333 Trapa japonica Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22298 Inula thapsoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15871 Parmelia enteromorpha Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10355 Echinopsis macrogona Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13555 Beaucarnea recurvata Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9361 Aplophyllum villosum n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO25444 Christisonia bicolor Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6749 Bergenia crassifolia Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8830 Crotalaria orixensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4746 Centaurea arenaria Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20635 Dalbergia frutescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16087 Atractylodes lancea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO157 Convallaria majalis Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21079 Actinomadura hibisca Species Thermomonosporaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO7870 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21533 Smilax bracteata Species Smilacaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9553 Phyllodium pulchellum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18952 Sambucus nigra Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19880 Palicourea alpina Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3326 Zhumeria majdae Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19799 Erwinia rhapontici Species Erwiniaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO20316 Hypselodoris cantabrica Species Chromodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24658 Dillenia papuana Species Dilleniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20827 Boronia muelleri Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9989 Cotylelobium scabriusculum Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21905 Helianthopsis bishopii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO20764 Euphorbia caducifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13412 Schefflera rotundifolia Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20045 Burkholderia cepacia Species Burkholderiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO22551 Trifolium alexandrium Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22899 Phaeotremella fagi Species Phaeotremellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2345 Coriandrum sativum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7577 Nephrotoma cornicina Species Tipulidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2352 Tynanthus panurensis Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7089 Fusidium griseum Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4771 Tanacetum santolinoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9783 Mikania scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1763 Rabdosia angustifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO172 Artemisia diffusa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22689 Cassia carnaval Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20696 Colchicum macedonicum Species Colchicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1813 Bretschneidera sinensis Species Akaniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22362 Tylophora flava Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21460 Anethum graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1420 Tenebrio obscurus Species Tenebrionidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20134 Dicliptera riparia Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20190 Oxandra xylopioides Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21212 Scrophularia smithii Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20077 Posoqueria latifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26501 Palafoxia texana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21334 Artemisia dracunculus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5227 Lawsonia inermis Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26387 Linum crispum Species Linaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13106 Rhodomyrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8063 Clerodendrum calamitosum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26056 Atroxima liberica Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12078 Teclea nobilis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20889 Anastrepha suspensa Species Tephritidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8570 Ficus elastica Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15905 Montipora digitata Species Acroporidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22042 Kaunia arbuscularis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22104 Trifolium pratense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22227 Sambucus ebulus Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1068 Platytaenia lasiocarpa n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO12233 Diospyros peregrina Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6365 Pachychalina alcaloidifera Species Niphatidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13042 Diospyros abyssinica Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1326 Cratystylis conocephala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20012 Wunderlichia mirabilis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25123 Scutellaria sieberi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21839 Cymathere triplicata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO29262 Cranfillia vulcanica Species Blechnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5131 Scorzonera hispanica 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
NPT60 Individual Protein Lysosomal alpha-glucosidase Homo sapiens Inhibition = 7.93 % PMID[479474]
NPT35 Others n.a. Activity = 0.15 uM PMID[479474]
NPT35 Others n.a. Activity = 1.61 uM PMID[479474]
NPT35 Others n.a. Activity = 0.46 uM PMID[479474]
NPT35 Others n.a. Activity = 0.84 uM PMID[479474]
NPT35 Others n.a. Activity = 19.3 % PMID[479474]

☑ 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 NPC264784 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
0.9519 High Similarity NPC276061
0.9519 High Similarity NPC474148
0.951 High Similarity NPC37714
0.951 High Similarity NPC152384
0.9429 High Similarity NPC30563
0.9412 High Similarity NPC148060
0.9223 High Similarity NPC47286
0.9027 High Similarity NPC229600
0.8942 High Similarity NPC469527
0.8839 High Similarity NPC216605
0.8839 High Similarity NPC266389
0.8839 High Similarity NPC122245
0.8818 High Similarity NPC120217
0.8738 High Similarity NPC262826
0.8716 High Similarity NPC43584
0.8644 High Similarity NPC470510
0.8584 High Similarity NPC175771
0.8559 High Similarity NPC287429
0.8534 High Similarity NPC476445
0.8534 High Similarity NPC469548
0.8534 High Similarity NPC476448
0.8532 High Similarity NPC184633
0.8448 Intermediate Similarity NPC469702
0.8448 Intermediate Similarity NPC282409
0.8407 Intermediate Similarity NPC313193
0.8376 Intermediate Similarity NPC198734
0.8376 Intermediate Similarity NPC469412
0.8362 Intermediate Similarity NPC14950
0.8319 Intermediate Similarity NPC474641
0.8319 Intermediate Similarity NPC232454
0.8319 Intermediate Similarity NPC178449
0.8319 Intermediate Similarity NPC470907
0.8304 Intermediate Similarity NPC470825
0.8261 Intermediate Similarity NPC148055
0.825 Intermediate Similarity NPC57607
0.8246 Intermediate Similarity NPC29607
0.8246 Intermediate Similarity NPC157338
0.8235 Intermediate Similarity NPC471067
0.8235 Intermediate Similarity NPC476142
0.822 Intermediate Similarity NPC269242
0.8182 Intermediate Similarity NPC90318
0.8151 Intermediate Similarity NPC226712
0.8136 Intermediate Similarity NPC469708
0.8136 Intermediate Similarity NPC60589
0.8115 Intermediate Similarity NPC114096
0.8095 Intermediate Similarity NPC6836
0.8095 Intermediate Similarity NPC25821
0.8083 Intermediate Similarity NPC52097
0.808 Intermediate Similarity NPC478255
0.8067 Intermediate Similarity NPC469703
0.8067 Intermediate Similarity NPC469704
0.8067 Intermediate Similarity NPC201402
0.8067 Intermediate Similarity NPC160854
0.8049 Intermediate Similarity NPC156692
0.8049 Intermediate Similarity NPC148026
0.8049 Intermediate Similarity NPC471881
0.8049 Intermediate Similarity NPC471882
0.8049 Intermediate Similarity NPC35288
0.8049 Intermediate Similarity NPC45224
0.8049 Intermediate Similarity NPC173150
0.8049 Intermediate Similarity NPC469687
0.8031 Intermediate Similarity NPC470881
0.8017 Intermediate Similarity NPC212176
0.8016 Intermediate Similarity NPC252833
0.8 Intermediate Similarity NPC55608
0.8 Intermediate Similarity NPC11724
0.8 Intermediate Similarity NPC474491
0.8 Intermediate Similarity NPC469686
0.7984 Intermediate Similarity NPC225307
0.7984 Intermediate Similarity NPC301857
0.7982 Intermediate Similarity NPC154905
0.7982 Intermediate Similarity NPC60373
0.7982 Intermediate Similarity NPC185840
0.7967 Intermediate Similarity NPC252114
0.7967 Intermediate Similarity NPC61181
0.7951 Intermediate Similarity NPC145287
0.7917 Intermediate Similarity NPC476872
0.7907 Intermediate Similarity NPC469383
0.7903 Intermediate Similarity NPC288416
0.7903 Intermediate Similarity NPC103533
0.7903 Intermediate Similarity NPC106677
0.7886 Intermediate Similarity NPC83218
0.7886 Intermediate Similarity NPC126991
0.7874 Intermediate Similarity NPC473924
0.7869 Intermediate Similarity NPC138798
0.7857 Intermediate Similarity NPC472024
0.7857 Intermediate Similarity NPC80600
0.7851 Intermediate Similarity NPC266045
0.784 Intermediate Similarity NPC40377
0.784 Intermediate Similarity NPC302378
0.784 Intermediate Similarity NPC146540
0.7833 Intermediate Similarity NPC233923
0.7833 Intermediate Similarity NPC146673
0.7823 Intermediate Similarity NPC276047
0.7823 Intermediate Similarity NPC267733
0.7823 Intermediate Similarity NPC471157
0.7812 Intermediate Similarity NPC254398
0.7797 Intermediate Similarity NPC473556
0.7797 Intermediate Similarity NPC301651
0.7795 Intermediate Similarity NPC246869
0.7795 Intermediate Similarity NPC281798
0.7795 Intermediate Similarity NPC219677
0.7795 Intermediate Similarity NPC248307
0.7795 Intermediate Similarity NPC475067
0.7795 Intermediate Similarity NPC225384
0.7795 Intermediate Similarity NPC138777
0.7795 Intermediate Similarity NPC65942
0.7795 Intermediate Similarity NPC9912
0.7788 Intermediate Similarity NPC277788
0.7778 Intermediate Similarity NPC248355
0.7778 Intermediate Similarity NPC97326
0.7778 Intermediate Similarity NPC27712
0.7778 Intermediate Similarity NPC295970
0.7778 Intermediate Similarity NPC166040
0.7778 Intermediate Similarity NPC270849
0.7778 Intermediate Similarity NPC307110
0.7778 Intermediate Similarity NPC26653
0.776 Intermediate Similarity NPC175333
0.7752 Intermediate Similarity NPC471029
0.7734 Intermediate Similarity NPC254275
0.771 Intermediate Similarity NPC195196
0.7699 Intermediate Similarity NPC475203
0.7699 Intermediate Similarity NPC474376
0.7699 Intermediate Similarity NPC472316
0.7699 Intermediate Similarity NPC472315
0.7674 Intermediate Similarity NPC28637
0.7674 Intermediate Similarity NPC164172
0.7669 Intermediate Similarity NPC215512
0.7669 Intermediate Similarity NPC476442
0.7661 Intermediate Similarity NPC244454
0.7656 Intermediate Similarity NPC235294
0.7656 Intermediate Similarity NPC46137
0.7656 Intermediate Similarity NPC254819
0.7656 Intermediate Similarity NPC166168
0.7656 Intermediate Similarity NPC475824
0.7652 Intermediate Similarity NPC328273
0.7652 Intermediate Similarity NPC321184
0.7652 Intermediate Similarity NPC321638
0.7652 Intermediate Similarity NPC156376
0.7652 Intermediate Similarity NPC171134
0.7642 Intermediate Similarity NPC140561
0.7642 Intermediate Similarity NPC141970
0.7638 Intermediate Similarity NPC253595
0.7638 Intermediate Similarity NPC477294
0.7638 Intermediate Similarity NPC229784
0.7638 Intermediate Similarity NPC218003
0.7638 Intermediate Similarity NPC477293
0.7638 Intermediate Similarity NPC469549
0.7619 Intermediate Similarity NPC108659
0.7619 Intermediate Similarity NPC79715
0.7619 Intermediate Similarity NPC231607
0.7619 Intermediate Similarity NPC264900
0.7619 Intermediate Similarity NPC198798
0.7615 Intermediate Similarity NPC187194
0.7615 Intermediate Similarity NPC87696
0.7615 Intermediate Similarity NPC35731
0.7615 Intermediate Similarity NPC471883
0.7615 Intermediate Similarity NPC476411
0.7615 Intermediate Similarity NPC34456
0.7612 Intermediate Similarity NPC472353
0.7607 Intermediate Similarity NPC265002
0.7603 Intermediate Similarity NPC238582
0.76 Intermediate Similarity NPC12308
0.76 Intermediate Similarity NPC123704
0.7597 Intermediate Similarity NPC162093
0.7597 Intermediate Similarity NPC85799
0.7597 Intermediate Similarity NPC471095
0.7597 Intermediate Similarity NPC269421
0.7597 Intermediate Similarity NPC303422
0.7597 Intermediate Similarity NPC26080
0.7597 Intermediate Similarity NPC471066
0.7597 Intermediate Similarity NPC165686
0.7578 Intermediate Similarity NPC262606
0.7578 Intermediate Similarity NPC17567
0.7576 Intermediate Similarity NPC304152
0.7559 Intermediate Similarity NPC148982
0.7559 Intermediate Similarity NPC232880
0.7557 Intermediate Similarity NPC79957
0.7556 Intermediate Similarity NPC478250
0.7556 Intermediate Similarity NPC242756
0.7556 Intermediate Similarity NPC46092
0.7545 Intermediate Similarity NPC475954
0.7544 Intermediate Similarity NPC136962
0.7544 Intermediate Similarity NPC37115
0.754 Intermediate Similarity NPC94179
0.754 Intermediate Similarity NPC171533
0.7538 Intermediate Similarity NPC69513
0.7538 Intermediate Similarity NPC215833
0.7538 Intermediate Similarity NPC294166
0.7538 Intermediate Similarity NPC115022
0.7538 Intermediate Similarity NPC49074
0.7538 Intermediate Similarity NPC132895
0.7537 Intermediate Similarity NPC108674
0.7537 Intermediate Similarity NPC472711
0.7537 Intermediate Similarity NPC471908
0.7522 Intermediate Similarity NPC242913
0.7522 Intermediate Similarity NPC171831
0.7522 Intermediate Similarity NPC280616
0.7521 Intermediate Similarity NPC234376
0.7521 Intermediate Similarity NPC228907

  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 NPC264784 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
0.8448 Intermediate Similarity NPD5125 Phase 3
0.8448 Intermediate Similarity NPD5126 Approved
0.8151 Intermediate Similarity NPD1091 Approved
0.8142 Intermediate Similarity NPD969 Suspended
0.7259 Intermediate Similarity NPD7266 Discontinued
0.7236 Intermediate Similarity NPD7741 Discontinued
0.7197 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8389 Clinical (unspecified phase)
0.7122 Intermediate Similarity NPD5058 Phase 3
0.7034 Intermediate Similarity NPD290 Approved
0.7008 Intermediate Similarity NPD3705 Approved
0.6992 Remote Similarity NPD4404 Approved
0.6992 Remote Similarity NPD4198 Discontinued
0.6905 Remote Similarity NPD1357 Approved
0.6885 Remote Similarity NPD7843 Approved
0.6833 Remote Similarity NPD2684 Approved
0.6818 Remote Similarity NPD689 Discontinued
0.68 Remote Similarity NPD694 Clinical (unspecified phase)
0.6796 Remote Similarity NPD9294 Approved
0.6788 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6788 Remote Similarity NPD41 Approved
0.6788 Remote Similarity NPD5886 Approved
0.6769 Remote Similarity NPD7876 Discontinued
0.6759 Remote Similarity NPD1653 Approved
0.675 Remote Similarity NPD9532 Phase 3
0.6739 Remote Similarity NPD5588 Approved
0.672 Remote Similarity NPD7157 Approved
0.6716 Remote Similarity NPD3027 Phase 3
0.6667 Remote Similarity NPD6674 Discontinued
0.6644 Remote Similarity NPD8455 Phase 2
0.664 Remote Similarity NPD2629 Approved
0.6639 Remote Similarity NPD9713 Approved
0.6638 Remote Similarity NPD9495 Approved
0.6617 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6593 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6589 Remote Similarity NPD5723 Approved
0.6583 Remote Similarity NPD5048 Discontinued
0.6569 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6569 Remote Similarity NPD1613 Approved
0.6555 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6547 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6547 Remote Similarity NPD7097 Phase 1
0.6547 Remote Similarity NPD4536 Approved
0.6547 Remote Similarity NPD4538 Approved
0.6529 Remote Similarity NPD6685 Approved
0.6529 Remote Similarity NPD968 Approved
0.6525 Remote Similarity NPD2553 Approved
0.6525 Remote Similarity NPD2552 Approved
0.6525 Remote Similarity NPD2555 Approved
0.6525 Remote Similarity NPD2550 Approved
0.6525 Remote Similarity NPD2558 Approved
0.6525 Remote Similarity NPD2549 Approved
0.6513 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6504 Remote Similarity NPD2067 Discontinued
0.6503 Remote Similarity NPD2575 Approved
0.65 Remote Similarity NPD5960 Phase 3
0.6471 Remote Similarity NPD4189 Approved
0.6471 Remote Similarity NPD4188 Approved
0.6458 Remote Similarity NPD6190 Approved
0.6452 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6446 Remote Similarity NPD794 Clinical (unspecified phase)
0.6444 Remote Similarity NPD2861 Phase 2
0.6434 Remote Similarity NPD1652 Phase 2
0.6429 Remote Similarity NPD531 Approved
0.6418 Remote Similarity NPD2627 Approved
0.6418 Remote Similarity NPD2159 Approved
0.6418 Remote Similarity NPD2625 Approved
0.6418 Remote Similarity NPD2628 Approved
0.6418 Remote Similarity NPD2626 Approved
0.6418 Remote Similarity NPD2160 Approved
0.6417 Remote Similarity NPD6647 Phase 2
0.6417 Remote Similarity NPD5765 Approved
0.6406 Remote Similarity NPD5292 Approved
0.6406 Remote Similarity NPD5291 Approved
0.64 Remote Similarity NPD4573 Approved
0.64 Remote Similarity NPD4571 Approved
0.64 Remote Similarity NPD4572 Approved
0.64 Remote Similarity NPD6912 Phase 3
0.6393 Remote Similarity NPD3524 Approved
0.6393 Remote Similarity NPD3526 Approved
0.6391 Remote Similarity NPD3685 Discontinued
0.6389 Remote Similarity NPD9250 Approved
0.6383 Remote Similarity NPD7033 Discontinued
0.6378 Remote Similarity NPD690 Clinical (unspecified phase)
0.6377 Remote Similarity NPD6233 Phase 2
0.637 Remote Similarity NPD7247 Discontinued
0.6364 Remote Similarity NPD3046 Approved
0.6364 Remote Similarity NPD2424 Discontinued
0.6364 Remote Similarity NPD3047 Approved
0.6364 Remote Similarity NPD3048 Approved
0.6358 Remote Similarity NPD37 Approved
0.6357 Remote Similarity NPD6653 Approved
0.635 Remote Similarity NPD3179 Approved
0.635 Remote Similarity NPD3180 Approved
0.6343 Remote Similarity NPD8651 Approved
0.6341 Remote Similarity NPD1358 Approved
0.634 Remote Similarity NPD4965 Approved
0.634 Remote Similarity NPD4967 Phase 2
0.634 Remote Similarity NPD4966 Approved
0.6339 Remote Similarity NPD1282 Approved
0.6336 Remote Similarity NPD5846 Approved
0.6336 Remote Similarity NPD6516 Phase 2
0.6333 Remote Similarity NPD291 Approved
0.6328 Remote Similarity NPD6671 Approved
0.6319 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6308 Remote Similarity NPD1548 Phase 1
0.6303 Remote Similarity NPD1238 Approved
0.6299 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6294 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6294 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6294 Remote Similarity NPD5763 Approved
0.6294 Remote Similarity NPD6005 Phase 3
0.6294 Remote Similarity NPD5762 Approved
0.6294 Remote Similarity NPD6004 Phase 3
0.6294 Remote Similarity NPD6002 Phase 3
0.629 Remote Similarity NPD2182 Approved
0.6289 Remote Similarity NPD3818 Discontinued
0.6289 Remote Similarity NPD7799 Discontinued
0.6289 Remote Similarity NPD7228 Approved
0.6286 Remote Similarity NPD5124 Phase 1
0.6286 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6281 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6277 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6277 Remote Similarity NPD4908 Phase 1
0.6261 Remote Similarity NPD9365 Approved
0.626 Remote Similarity NPD2559 Approved
0.626 Remote Similarity NPD810 Approved
0.626 Remote Similarity NPD2551 Approved
0.626 Remote Similarity NPD811 Approved
0.626 Remote Similarity NPD812 Approved
0.6259 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6258 Remote Similarity NPD6234 Discontinued
0.625 Remote Similarity NPD8470 Clinical (unspecified phase)
0.625 Remote Similarity NPD558 Phase 2
0.6241 Remote Similarity NPD1610 Phase 2
0.624 Remote Similarity NPD556 Approved
0.6239 Remote Similarity NPD2934 Approved
0.6239 Remote Similarity NPD2933 Approved
0.6235 Remote Similarity NPD7685 Pre-registration
0.6235 Remote Similarity NPD6559 Discontinued
0.622 Remote Similarity NPD1138 Approved
0.6212 Remote Similarity NPD5305 Approved
0.6212 Remote Similarity NPD5306 Approved
0.621 Remote Similarity NPD6406 Approved
0.621 Remote Similarity NPD4095 Clinical (unspecified phase)
0.6209 Remote Similarity NPD2977 Approved
0.6209 Remote Similarity NPD2978 Approved
0.6207 Remote Similarity NPD4237 Approved
0.6207 Remote Similarity NPD4236 Phase 3
0.6204 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6204 Remote Similarity NPD5204 Approved
0.6194 Remote Similarity NPD2235 Phase 2
0.6194 Remote Similarity NPD2231 Phase 2
0.619 Remote Similarity NPD3122 Phase 3
0.619 Remote Similarity NPD2201 Approved
0.6187 Remote Similarity NPD6798 Discontinued
0.6187 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6187 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6187 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6186 Remote Similarity NPD2859 Approved
0.6186 Remote Similarity NPD2860 Approved
0.6183 Remote Similarity NPD9545 Approved
0.6181 Remote Similarity NPD1375 Discontinued
0.6178 Remote Similarity NPD7199 Phase 2
0.6176 Remote Similarity NPD3094 Phase 2
0.6176 Remote Similarity NPD6362 Approved
0.6172 Remote Similarity NPD6010 Discontinued
0.617 Remote Similarity NPD4340 Discontinued
0.617 Remote Similarity NPD6355 Discontinued
0.6167 Remote Similarity NPD7798 Approved
0.6165 Remote Similarity NPD4136 Approved
0.6165 Remote Similarity NPD4135 Approved
0.6165 Remote Similarity NPD4106 Approved
0.6164 Remote Similarity NPD4628 Phase 3
0.6159 Remote Similarity NPD2613 Approved
0.6154 Remote Similarity NPD4108 Discontinued
0.6149 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6149 Remote Similarity NPD7054 Approved
0.6148 Remote Similarity NPD3682 Approved
0.6148 Remote Similarity NPD3683 Approved
0.6148 Remote Similarity NPD2983 Phase 2
0.6148 Remote Similarity NPD3680 Approved
0.6148 Remote Similarity NPD3681 Approved
0.6148 Remote Similarity NPD4749 Approved
0.6148 Remote Similarity NPD2982 Phase 2
0.6143 Remote Similarity NPD4062 Phase 3
0.6142 Remote Similarity NPD1139 Approved
0.6142 Remote Similarity NPD228 Approved
0.6142 Remote Similarity NPD1137 Approved
0.6139 Remote Similarity NPD3787 Discontinued
0.6136 Remote Similarity NPD770 Discontinued
0.6135 Remote Similarity NPD7240 Approved
0.6131 Remote Similarity NPD5647 Approved
0.6129 Remote Similarity NPD3134 Approved
0.6122 Remote Similarity NPD2677 Approved
0.6122 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6119 Remote Similarity NPD4806 Approved
0.6119 Remote Similarity NPD4807 Approved
0.6118 Remote Similarity NPD4380 Phase 2
0.6111 Remote Similarity NPD5237 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