Structure

Physi-Chem Properties

Molecular Weight:  196.11
Volume:  202.797
LogP:  1.937
LogD:  1.367
LogS:  -2.261
# Rotatable Bonds:  0
TPSA:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.596
Synthetic Accessibility Score:  4.197
Fsp3:  0.727
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.65
MDCK Permeability:  2.9053322577965446e-05
Pgp-inhibitor:  0.504
Pgp-substrate:  0.276
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.041
30% Bioavailability (F30%):  0.018

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.987
Plasma Protein Binding (PPB):  60.022064208984375%
Volume Distribution (VD):  1.197
Pgp-substrate:  56.60368728637695%

ADMET: Metabolism

CYP1A2-inhibitor:  0.022
CYP1A2-substrate:  0.706
CYP2C19-inhibitor:  0.163
CYP2C19-substrate:  0.868
CYP2C9-inhibitor:  0.177
CYP2C9-substrate:  0.135
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.093
CYP3A4-inhibitor:  0.047
CYP3A4-substrate:  0.334

ADMET: Excretion

Clearance (CL):  8.089
Half-life (T1/2):  0.734

ADMET: Toxicity

hERG Blockers:  0.019
Human Hepatotoxicity (H-HT):  0.178
Drug-inuced Liver Injury (DILI):  0.063
AMES Toxicity:  0.1
Rat Oral Acute Toxicity:  0.038
Maximum Recommended Daily Dose:  0.898
Skin Sensitization:  0.199
Carcinogencity:  0.699
Eye Corrosion:  0.698
Eye Irritation:  0.492
Respiratory Toxicity:  0.461

Download Data

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

  Natural Product: NPC80471

Natural Product ID:  NPC80471
Common Name*:   Loliolide
IUPAC Name:   (6S,7aR)-6-hydroxy-4,4,7a-trimethyl-6,7-dihydro-5H-1-benzofuran-2-one
Synonyms:   (3S,5R)-Loliolide; Loliolide
Standard InCHIKey:  XEVQXKKKAVVSMW-WRWORJQWSA-N
Standard InCHI:  InChI=1S/C11H16O3/c1-10(2)5-7(12)6-11(3)8(10)4-9(13)14-11/h4,7,12H,5-6H2,1-3H3/t7-,11+/m0/s1
SMILES:  O[C@@H]1C[C@@]2(C)OC(=O)C=C2C(C1)(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL227113
PubChem CID:   100332
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000301] Benzofurans

*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
NPO29535 Samadera indica Species Simaroubaceae Eukaryota n.a. n.a. n.a. DOI[10.1039/C39770000295]
NPO17539 Ajuga decumbens Species Lamiaceae Eukaryota flowering whole plant n.a. n.a. PMID[10425119]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. root n.a. PMID[11395279]
NPO29535 Samadera indica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[11429258]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[11575955]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota whole plants Shawnee National Forest, Harrisburg, IL, US n.a. PMID[11678652]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota whole plants n.a. n.a. PMID[11678652]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. n.a. n.a. PMID[12081149]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. PMID[12419367]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[12932131]
NPO25302 Viola philippica Species Violaceae Eukaryota n.a. n.a. n.a. PMID[14519932]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota stems Yunnan Province, China 2004 PMID[17253844]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. root n.a. PMID[17396934]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota Stems purchased from Kyoungdong Oriental Herbal Market, Seoul, Korea 2006-APR PMID[18052323]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota leaves Kaohsiung, Taiwan 2006-SEP PMID[18986201]
NPO2188 Dendrobium candidum Species Orchidaceae Eukaryota n.a. stem n.a. PMID[19182417]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota Fruits n.a. n.a. PMID[19296617]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[20460582]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. PMID[20815207]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. aerial part n.a. PMID[2082684]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. root n.a. PMID[21319773]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. bark n.a. PMID[21319773]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. leaf n.a. PMID[21319773]
NPO4933 Brachystemma calycinum Species Caryophyllaceae Eukaryota aerial parts n.a. n.a. PMID[21634415]
NPO4933 Brachystemma calycinum Species Caryophyllaceae Eukaryota n.a. aerial part n.a. PMID[21634415]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. aerial part n.a. PMID[21922656]
NPO4933 Brachystemma calycinum Species Caryophyllaceae Eukaryota roots n.a. n.a. PMID[22036992]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. root n.a. PMID[22051934]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. leaf n.a. PMID[22207282]
NPO17376 Bacillus amyloliquefaciens Species Bacillaceae Bacteria n.a. n.a. n.a. PMID[23265519]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. root n.a. PMID[23806866]
NPO17376 Bacillus amyloliquefaciens Species Bacillaceae Bacteria n.a. n.a. n.a. PMID[24698790]
NPO28265 Morus alba Species Moraceae Eukaryota root bark University of Veterinary and Pharmaceutical Sciences Brno (UVPS Brno), Brno, Czech Republic 2011-APR PMID[24901948]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. Konya, Turkey 2007-APR PMID[24901948]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota aerial parts herbal garden of Chungbuk National University, Cheongju, Korea 2012-Oct PMID[24963714]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[25172746]
NPO23332 Dendrobium fimbriatum Species Orchidaceae Eukaryota stems n.a. n.a. PMID[25316316]
NPO30786 Viola yedoensis Species Violaceae Eukaryota n.a. leaf n.a. PMID[25562805]
NPO28265 Morus alba Species Moraceae Eukaryota leaves Chungbuk, Korea n.a. PMID[25935644]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. root n.a. PMID[25981820]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. latex n.a. PMID[27294120]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota Stems n.a. n.a. PMID[27310249]
NPO17376 Bacillus amyloliquefaciens Species Bacillaceae Bacteria n.a. n.a. n.a. PMID[27934031]
NPO40939 Syzygium corticosum Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[30057155]
NPO28265 Morus alba Species Moraceae Eukaryota Root barks n.a. n.a. PMID[3097265]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[31291099]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. aerial part n.a. PMID[3254039]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. aerial part n.a. PMID[3256207]
NPO40548 Melochia umbellata var. deglabrata Strain Malvaceae Eukaryota n.a. n.a. n.a. PMID[32946697]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. formosan n.a. PMID[8864236]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[8910532]
NPO29535 Samadera indica Species Simaroubaceae Eukaryota n.a. stem n.a. PMID[8945767]
NPO7808 Viscum album Species Viscaceae Eukaryota n.a. twig n.a. PMID[9179367]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. PMID[9358644]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. PMID[9544568]
NPO25507 Spongia agaricina Species Spongiidae Eukaryota n.a. n.a. n.a. PMID[9548857]
NPO17539 Ajuga decumbens Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[9748375]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. aerial part n.a. Database[Article]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Resin, Exudate, Sap n.a. n.a. Database[FooDB]
NPO17539 Ajuga decumbens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1279 Fritillaria cirrhosa Species Liliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30786 Viola yedoensis Species Violaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7808 Viscum album Species Viscaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20900 Dendrobium chrysotoxum Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO574 Rumex nepalensis Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO292 Aglaia elliptica Species Meliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4933 Brachystemma calycinum Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17539 Ajuga decumbens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20900 Dendrobium chrysotoxum Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1279 Fritillaria cirrhosa Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11889 Dendrobium chrysanthum Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25302 Viola philippica Species Violaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7808 Viscum album Species Viscaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO574 Rumex nepalensis Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30786 Viola yedoensis Species Violaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17539 Ajuga decumbens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO574 Rumex nepalensis Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23332 Dendrobium fimbriatum Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20900 Dendrobium chrysotoxum Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1279 Fritillaria cirrhosa Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8837 Viola mandshurica Species Violaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11889 Dendrobium chrysanthum Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17539 Ajuga decumbens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2188 Dendrobium candidum Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7808 Viscum album Species Viscaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25302 Viola philippica Species Violaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25332 Polyalthia acuminata Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24945 Hoya carnosa Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4295 Agarum cribrosum Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23332 Dendrobium fimbriatum Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5266 Strychnos ligustrina Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4819 Dryocosmus kuriphilus Species Cynipidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2426 Corynascus setosus Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28244 Trichocereus peruvianus Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11889 Dendrobium chrysanthum Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7378 Rubritalea squalenifaciens Species Rubritaleaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO23218 Viscum coloratum Species Viscaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7469 Veronica kellereri Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7912 Salvia urolepis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20900 Dendrobium chrysotoxum Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16803 Libanothamnus occultus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17376 Bacillus amyloliquefaciens Species Bacillaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO23024 Epimedium koreanum Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17074 Trichosurus vulpecula Species Phalangeridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17539 Ajuga decumbens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO718 Corydalis calliantha Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO292 Aglaia elliptica Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25676 Stereospermum acuminatissimum Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6134 Vitis betulifolia Species Vitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7808 Viscum album Species Viscaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25567 Dichilus reflexus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25507 Spongia agaricina Species Spongiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25446 Acia oblonga n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO1906 Catananche caerulea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4566 Solanderia secunda Species Hydractiniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29535 Samadera indica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25302 Viola philippica Species Violaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1279 Fritillaria cirrhosa Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO574 Rumex nepalensis Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19778 Streptomyces flaveus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO5984 Rosa agrestis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2188 Dendrobium candidum Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5424 Phebalium whitei Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4933 Brachystemma calycinum Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2570 Cirsium wallichii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3758 Stiretrus anchorago Species Pentatomidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21053 Oenanthe pimpinelloides Species Apiaceae 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
NPO42044 NPC80471 n.a. Leaves 39 n.a. n.a. mg/g of DW PMID[35056798]

☑ 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
NPT65 Cell Line HepG2 Homo sapiens IC50 > 20.0 ug.mL-1 PMID[555973]
NPT1475 Cell Line WI-38 VA13 Homo sapiens IC50 > 20.0 ug.mL-1 PMID[555973]
NPT1374 Cell Line WI-38 Homo sapiens IC50 > 20.0 ug.mL-1 PMID[555973]
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens IC50 > 40.0 ug.mL-1 PMID[555974]
NPT80 Cell Line Raji Homo sapiens Activity = 60.0 % PMID[555975]
NPT80 Cell Line Raji Homo sapiens Activity > 80.0 % PMID[555975]
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 400.0 nM PMID[555976]
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 50000.0 nM PMID[555977]
NPT139 Cell Line HT-29 Homo sapiens IC50 > 10000.0 nM PMID[555980]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 10000.0 nM PMID[555980]
NPT400 Cell Line MDA-MB-435 Homo sapiens IC50 > 10000.0 nM PMID[555980]
NPT377 Cell Line OVCAR-3 Homo sapiens IC50 > 10000.0 nM PMID[555980]
NPT81 Cell Line A549 Homo sapiens IC50 > 10000.0 nM PMID[555981]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 10000.0 nM PMID[555981]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000.0 nM PMID[555981]
NPT91 Cell Line KB Homo sapiens IC50 > 10000.0 nM PMID[555981]
NPT2 Others Unspecified Activity = 59.6 % PMID[555975]
NPT2 Others Unspecified Activity = 88.0 % PMID[555975]
NPT2 Others Unspecified Activity = 5.1 % PMID[555975]
NPT2 Others Unspecified Activity = 26.8 % PMID[555975]
NPT20 Organism Candida albicans Candida albicans MIC80 > 128.0 ug.mL-1 PMID[555978]
NPT2 Others Unspecified Inhibition = 8.8 % PMID[555979]
NPT721 Individual Protein Nuclear factor NF-kappa-B p65 subunit Homo sapiens IC50 > 10000.0 nM PMID[555980]
NPT2 Others Unspecified IC50 > 10000.0 nM PMID[555981]

☑ 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 NPC80471 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 NPC110373
1.0 High Similarity NPC5908
0.8356 Intermediate Similarity NPC116013
0.8214 Intermediate Similarity NPC471219
0.8193 Intermediate Similarity NPC32223
0.8118 Intermediate Similarity NPC471796
0.809 Intermediate Similarity NPC276110
0.8072 Intermediate Similarity NPC311070
0.8068 Intermediate Similarity NPC110022
0.8 Intermediate Similarity NPC165632
0.8 Intermediate Similarity NPC131813
0.7978 Intermediate Similarity NPC105490
0.7912 Intermediate Similarity NPC51499
0.7889 Intermediate Similarity NPC471915
0.7889 Intermediate Similarity NPC111273
0.7865 Intermediate Similarity NPC472641
0.7865 Intermediate Similarity NPC7349
0.7865 Intermediate Similarity NPC472640
0.7857 Intermediate Similarity NPC472377
0.7857 Intermediate Similarity NPC474809
0.7841 Intermediate Similarity NPC472642
0.7826 Intermediate Similarity NPC275086
0.7826 Intermediate Similarity NPC278673
0.7826 Intermediate Similarity NPC325229
0.7778 Intermediate Similarity NPC477203
0.7778 Intermediate Similarity NPC262747
0.7753 Intermediate Similarity NPC78594
0.7742 Intermediate Similarity NPC38855
0.7742 Intermediate Similarity NPC16601
0.7733 Intermediate Similarity NPC86856
0.7717 Intermediate Similarity NPC205143
0.7684 Intermediate Similarity NPC45897
0.7684 Intermediate Similarity NPC187302
0.7684 Intermediate Similarity NPC97487
0.7684 Intermediate Similarity NPC189588
0.7684 Intermediate Similarity NPC196471
0.7684 Intermediate Similarity NPC10232
0.7684 Intermediate Similarity NPC471938
0.7683 Intermediate Similarity NPC209135
0.7683 Intermediate Similarity NPC474816
0.7674 Intermediate Similarity NPC471795
0.766 Intermediate Similarity NPC11974
0.766 Intermediate Similarity NPC472554
0.7654 Intermediate Similarity NPC477202
0.7647 Intermediate Similarity NPC42476
0.764 Intermediate Similarity NPC78973
0.764 Intermediate Similarity NPC209816
0.7619 Intermediate Similarity NPC475944
0.7614 Intermediate Similarity NPC472809
0.7614 Intermediate Similarity NPC472810
0.7609 Intermediate Similarity NPC234993
0.7609 Intermediate Similarity NPC134072
0.7604 Intermediate Similarity NPC471937
0.7582 Intermediate Similarity NPC161998
0.7579 Intermediate Similarity NPC472552
0.7579 Intermediate Similarity NPC476081
0.7579 Intermediate Similarity NPC11956
0.7579 Intermediate Similarity NPC109195
0.7579 Intermediate Similarity NPC475038
0.7579 Intermediate Similarity NPC471914
0.7558 Intermediate Similarity NPC160517
0.7558 Intermediate Similarity NPC186155
0.7558 Intermediate Similarity NPC78673
0.7556 Intermediate Similarity NPC473675
0.7556 Intermediate Similarity NPC249034
0.7553 Intermediate Similarity NPC324841
0.7531 Intermediate Similarity NPC329852
0.7528 Intermediate Similarity NPC470734
0.7527 Intermediate Similarity NPC70145
0.7527 Intermediate Similarity NPC287668
0.7527 Intermediate Similarity NPC91695
0.7527 Intermediate Similarity NPC120446
0.75 Intermediate Similarity NPC120009
0.75 Intermediate Similarity NPC120321
0.75 Intermediate Similarity NPC23584
0.75 Intermediate Similarity NPC329435
0.7474 Intermediate Similarity NPC268829
0.7474 Intermediate Similarity NPC222875
0.7474 Intermediate Similarity NPC247701
0.7474 Intermediate Similarity NPC295110
0.7474 Intermediate Similarity NPC25177
0.7474 Intermediate Similarity NPC471412
0.7473 Intermediate Similarity NPC139692
0.7473 Intermediate Similarity NPC162615
0.7473 Intermediate Similarity NPC472812
0.7473 Intermediate Similarity NPC152778
0.7473 Intermediate Similarity NPC205034
0.7471 Intermediate Similarity NPC253604
0.747 Intermediate Similarity NPC184737
0.7449 Intermediate Similarity NPC471205
0.7449 Intermediate Similarity NPC475074
0.7444 Intermediate Similarity NPC280149
0.7444 Intermediate Similarity NPC158488
0.7444 Intermediate Similarity NPC182136
0.7444 Intermediate Similarity NPC221111
0.7444 Intermediate Similarity NPC310479
0.7442 Intermediate Similarity NPC321385
0.7439 Intermediate Similarity NPC469880
0.7419 Intermediate Similarity NPC320231
0.7419 Intermediate Similarity NPC29952
0.7419 Intermediate Similarity NPC202833
0.7419 Intermediate Similarity NPC319861
0.7416 Intermediate Similarity NPC472378
0.7416 Intermediate Similarity NPC242448
0.7396 Intermediate Similarity NPC58329
0.7396 Intermediate Similarity NPC472815
0.7391 Intermediate Similarity NPC140277
0.7391 Intermediate Similarity NPC57117
0.7386 Intermediate Similarity NPC61527
0.7381 Intermediate Similarity NPC139712
0.7374 Intermediate Similarity NPC38948
0.7368 Intermediate Similarity NPC477721
0.7368 Intermediate Similarity NPC471413
0.7368 Intermediate Similarity NPC477716
0.7363 Intermediate Similarity NPC472814
0.7363 Intermediate Similarity NPC72845
0.7363 Intermediate Similarity NPC177037
0.7363 Intermediate Similarity NPC472811
0.7356 Intermediate Similarity NPC471302
0.7356 Intermediate Similarity NPC102048
0.7356 Intermediate Similarity NPC471301
0.7356 Intermediate Similarity NPC222634
0.7349 Intermediate Similarity NPC189206
0.7347 Intermediate Similarity NPC51719
0.7347 Intermediate Similarity NPC471206
0.7347 Intermediate Similarity NPC34768
0.7347 Intermediate Similarity NPC119855
0.7347 Intermediate Similarity NPC220217
0.734 Intermediate Similarity NPC477718
0.734 Intermediate Similarity NPC477719
0.7333 Intermediate Similarity NPC50488
0.7333 Intermediate Similarity NPC261320
0.7333 Intermediate Similarity NPC474396
0.7326 Intermediate Similarity NPC323251
0.7326 Intermediate Similarity NPC471298
0.732 Intermediate Similarity NPC472821
0.732 Intermediate Similarity NPC160583
0.732 Intermediate Similarity NPC474822
0.7312 Intermediate Similarity NPC472441
0.7303 Intermediate Similarity NPC199382
0.7303 Intermediate Similarity NPC312561
0.7303 Intermediate Similarity NPC471779
0.7303 Intermediate Similarity NPC166857
0.7303 Intermediate Similarity NPC473891
0.73 Intermediate Similarity NPC206618
0.73 Intermediate Similarity NPC475030
0.7294 Intermediate Similarity NPC469802
0.7294 Intermediate Similarity NPC268827
0.7292 Intermediate Similarity NPC477717
0.7292 Intermediate Similarity NPC198992
0.7284 Intermediate Similarity NPC222244
0.7284 Intermediate Similarity NPC16349
0.7283 Intermediate Similarity NPC115021
0.7283 Intermediate Similarity NPC53555
0.7273 Intermediate Similarity NPC187435
0.7273 Intermediate Similarity NPC302788
0.7273 Intermediate Similarity NPC86316
0.7273 Intermediate Similarity NPC122816
0.7273 Intermediate Similarity NPC471223
0.7273 Intermediate Similarity NPC34581
0.7273 Intermediate Similarity NPC67321
0.7273 Intermediate Similarity NPC179380
0.7273 Intermediate Similarity NPC42586
0.7273 Intermediate Similarity NPC473251
0.7273 Intermediate Similarity NPC106416
0.7273 Intermediate Similarity NPC67081
0.7263 Intermediate Similarity NPC216478
0.7263 Intermediate Similarity NPC222303
0.7253 Intermediate Similarity NPC220216
0.7241 Intermediate Similarity NPC23748
0.7241 Intermediate Similarity NPC471297
0.7234 Intermediate Similarity NPC472995
0.7234 Intermediate Similarity NPC194132
0.7234 Intermediate Similarity NPC209297
0.7234 Intermediate Similarity NPC475380
0.7234 Intermediate Similarity NPC242848
0.7234 Intermediate Similarity NPC16967
0.7234 Intermediate Similarity NPC475304
0.7228 Intermediate Similarity NPC177047
0.7222 Intermediate Similarity NPC93411
0.7222 Intermediate Similarity NPC474629
0.7222 Intermediate Similarity NPC291665
0.7222 Intermediate Similarity NPC106332
0.7216 Intermediate Similarity NPC162973
0.7215 Intermediate Similarity NPC276290
0.7215 Intermediate Similarity NPC310210
0.7204 Intermediate Similarity NPC191521
0.7204 Intermediate Similarity NPC469491
0.7204 Intermediate Similarity NPC250075
0.7204 Intermediate Similarity NPC201725
0.7204 Intermediate Similarity NPC470255
0.7204 Intermediate Similarity NPC298973
0.7204 Intermediate Similarity NPC104925
0.7204 Intermediate Similarity NPC469697
0.72 Intermediate Similarity NPC181994
0.72 Intermediate Similarity NPC306265
0.72 Intermediate Similarity NPC50124
0.7195 Intermediate Similarity NPC477204
0.7191 Intermediate Similarity NPC329692
0.7188 Intermediate Similarity NPC47024

  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 NPC80471 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
0.7263 Intermediate Similarity NPD7638 Approved
0.7188 Intermediate Similarity NPD7639 Approved
0.7188 Intermediate Similarity NPD7640 Approved
0.7159 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.6961 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6939 Remote Similarity NPD5344 Discontinued
0.6907 Remote Similarity NPD4225 Approved
0.6863 Remote Similarity NPD6686 Approved
0.6759 Remote Similarity NPD7327 Approved
0.6759 Remote Similarity NPD7328 Approved
0.6742 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6703 Remote Similarity NPD1694 Approved
0.6702 Remote Similarity NPD6698 Approved
0.6702 Remote Similarity NPD46 Approved
0.6702 Remote Similarity NPD7838 Discovery
0.67 Remote Similarity NPD7632 Discontinued
0.6697 Remote Similarity NPD7516 Approved
0.6667 Remote Similarity NPD6648 Approved
0.6632 Remote Similarity NPD7637 Suspended
0.6577 Remote Similarity NPD8296 Approved
0.6577 Remote Similarity NPD8380 Approved
0.6577 Remote Similarity NPD8335 Approved
0.6577 Remote Similarity NPD8378 Approved
0.6577 Remote Similarity NPD8379 Approved
0.6486 Remote Similarity NPD8294 Approved
0.6486 Remote Similarity NPD8377 Approved
0.6484 Remote Similarity NPD6695 Phase 3
0.6471 Remote Similarity NPD4732 Discontinued
0.6442 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6429 Remote Similarity NPD8033 Approved
0.6413 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6333 Remote Similarity NPD7332 Phase 2
0.6333 Remote Similarity NPD6931 Approved
0.6333 Remote Similarity NPD7514 Phase 3
0.6333 Remote Similarity NPD6930 Phase 2
0.6283 Remote Similarity NPD7503 Approved
0.6263 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6262 Remote Similarity NPD6371 Approved
0.625 Remote Similarity NPD6051 Approved
0.6238 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6222 Remote Similarity NPD6929 Approved
0.6211 Remote Similarity NPD7524 Approved
0.6211 Remote Similarity NPD7750 Discontinued
0.6207 Remote Similarity NPD7507 Approved
0.6186 Remote Similarity NPD7319 Approved
0.618 Remote Similarity NPD5776 Phase 2
0.618 Remote Similarity NPD6925 Approved
0.618 Remote Similarity NPD6932 Approved
0.617 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6147 Remote Similarity NPD6053 Discontinued
0.6139 Remote Similarity NPD6084 Phase 2
0.6139 Remote Similarity NPD6083 Phase 2
0.6111 Remote Similarity NPD7145 Approved
0.61 Remote Similarity NPD5695 Phase 3
0.6098 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6087 Remote Similarity NPD6902 Approved
0.6087 Remote Similarity NPD6898 Phase 1
0.6082 Remote Similarity NPD1695 Approved
0.6071 Remote Similarity NPD7115 Discovery
0.6061 Remote Similarity NPD5778 Approved
0.6061 Remote Similarity NPD5779 Approved
0.6049 Remote Similarity NPD368 Approved
0.6044 Remote Similarity NPD6683 Phase 2
0.6038 Remote Similarity NPD6402 Approved
0.6038 Remote Similarity NPD7128 Approved
0.6038 Remote Similarity NPD5739 Approved
0.6038 Remote Similarity NPD6675 Approved
0.6022 Remote Similarity NPD5209 Approved
0.602 Remote Similarity NPD5785 Approved
0.6 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6 Remote Similarity NPD6893 Approved
0.6 Remote Similarity NPD7748 Approved
0.6 Remote Similarity NPD1696 Phase 3
0.6 Remote Similarity NPD5282 Discontinued
0.5981 Remote Similarity NPD5701 Approved
0.5981 Remote Similarity NPD5697 Approved
0.5981 Remote Similarity NPD7899 Clinical (unspecified phase)
0.596 Remote Similarity NPD7087 Discontinued
0.596 Remote Similarity NPD7515 Phase 2
0.5957 Remote Similarity NPD7154 Phase 3
0.5955 Remote Similarity NPD8039 Approved
0.5938 Remote Similarity NPD7146 Approved
0.5938 Remote Similarity NPD7521 Approved
0.5938 Remote Similarity NPD6684 Approved
0.5938 Remote Similarity NPD4249 Approved
0.5938 Remote Similarity NPD5330 Approved
0.5938 Remote Similarity NPD3618 Phase 1
0.5938 Remote Similarity NPD7334 Approved
0.5938 Remote Similarity NPD6409 Approved
0.5934 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5926 Remote Similarity NPD6881 Approved
0.5926 Remote Similarity NPD7320 Approved
0.5926 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5926 Remote Similarity NPD6899 Approved
0.5922 Remote Similarity NPD5696 Approved
0.5895 Remote Similarity NPD3666 Approved
0.5895 Remote Similarity NPD3133 Approved
0.5895 Remote Similarity NPD3665 Phase 1
0.5876 Remote Similarity NPD4251 Approved
0.5876 Remote Similarity NPD4250 Approved
0.5876 Remote Similarity NPD4751 Clinical (unspecified phase)
0.5872 Remote Similarity NPD6013 Approved
0.5872 Remote Similarity NPD6012 Approved
0.5872 Remote Similarity NPD6372 Approved
0.5872 Remote Similarity NPD6373 Approved
0.5872 Remote Similarity NPD6014 Approved
0.587 Remote Similarity NPD7645 Phase 2
0.5854 Remote Similarity NPD4194 Approved
0.5854 Remote Similarity NPD4192 Approved
0.5854 Remote Similarity NPD4191 Approved
0.5854 Remote Similarity NPD4193 Approved
0.5843 Remote Similarity NPD6924 Approved
0.5843 Remote Similarity NPD6926 Approved
0.5833 Remote Similarity NPD6412 Phase 2
0.5825 Remote Similarity NPD7902 Approved
0.5818 Remote Similarity NPD6883 Approved
0.5818 Remote Similarity NPD7290 Approved
0.5818 Remote Similarity NPD7102 Approved
0.5816 Remote Similarity NPD6903 Approved
0.5816 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5806 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5806 Remote Similarity NPD4822 Approved
0.5806 Remote Similarity NPD4820 Approved
0.5806 Remote Similarity NPD4819 Approved
0.5806 Remote Similarity NPD4821 Approved
0.5806 Remote Similarity NPD7525 Registered
0.5804 Remote Similarity NPD4632 Approved
0.58 Remote Similarity NPD7983 Approved
0.58 Remote Similarity NPD5693 Phase 1
0.58 Remote Similarity NPD6411 Approved
0.578 Remote Similarity NPD6011 Approved
0.5778 Remote Similarity NPD8264 Approved
0.5776 Remote Similarity NPD6319 Approved
0.5773 Remote Similarity NPD5279 Phase 3
0.5766 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5766 Remote Similarity NPD6869 Approved
0.5766 Remote Similarity NPD6847 Approved
0.5766 Remote Similarity NPD6650 Approved
0.5766 Remote Similarity NPD6649 Approved
0.5766 Remote Similarity NPD6617 Approved
0.5766 Remote Similarity NPD8130 Phase 1
0.5761 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5758 Remote Similarity NPD5328 Approved
0.5758 Remote Similarity NPD4753 Phase 2
0.5743 Remote Similarity NPD6399 Phase 3
0.5743 Remote Similarity NPD4202 Approved
0.5741 Remote Similarity NPD6008 Approved
0.5741 Remote Similarity NPD4211 Phase 1
0.5714 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6933 Approved
0.5714 Remote Similarity NPD6882 Approved
0.5714 Remote Similarity NPD8297 Approved
0.5699 Remote Similarity NPD4195 Approved
0.5696 Remote Similarity NPD342 Phase 1
0.5684 Remote Similarity NPD3667 Approved
0.5673 Remote Similarity NPD4755 Approved
0.5664 Remote Similarity NPD8133 Approved
0.566 Remote Similarity NPD4159 Approved
0.5657 Remote Similarity NPD6672 Approved
0.5657 Remote Similarity NPD5737 Approved
0.5652 Remote Similarity NPD6009 Approved
0.5644 Remote Similarity NPD6079 Approved
0.5638 Remote Similarity NPD7509 Discontinued
0.5625 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5625 Remote Similarity NPD6110 Phase 1
0.5625 Remote Similarity NPD5362 Discontinued
0.5612 Remote Similarity NPD4519 Discontinued
0.5612 Remote Similarity NPD4623 Approved
0.5607 Remote Similarity NPD5211 Phase 2
0.5604 Remote Similarity NPD7339 Approved
0.5604 Remote Similarity NPD6942 Approved
0.56 Remote Similarity NPD5764 Clinical (unspecified phase)
0.56 Remote Similarity NPD6101 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