Structure

Physi-Chem Properties

Molecular Weight:  248.03
Volume:  227.362
LogP:  1.396
LogD:  0.476
LogS:  -3.105
# Rotatable Bonds:  0
TPSA:  107.97
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.601
Synthetic Accessibility Score:  3.046
Fsp3:  0.167
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  1
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.073
MDCK Permeability:  9.833447620621882e-06
Pgp-inhibitor:  0.03
Pgp-substrate:  0.026
Human Intestinal Absorption (HIA):  0.277
20% Bioavailability (F20%):  0.463
30% Bioavailability (F30%):  0.993

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.012
Plasma Protein Binding (PPB):  92.69429779052734%
Volume Distribution (VD):  0.741
Pgp-substrate:  12.610485076904297%

ADMET: Metabolism

CYP1A2-inhibitor:  0.915
CYP1A2-substrate:  0.126
CYP2C19-inhibitor:  0.048
CYP2C19-substrate:  0.054
CYP2C9-inhibitor:  0.488
CYP2C9-substrate:  0.463
CYP2D6-inhibitor:  0.289
CYP2D6-substrate:  0.202
CYP3A4-inhibitor:  0.088
CYP3A4-substrate:  0.06

ADMET: Excretion

Clearance (CL):  3.834
Half-life (T1/2):  0.889

ADMET: Toxicity

hERG Blockers:  0.007
Human Hepatotoxicity (H-HT):  0.515
Drug-inuced Liver Injury (DILI):  0.968
AMES Toxicity:  0.384
Rat Oral Acute Toxicity:  0.055
Maximum Recommended Daily Dose:  0.163
Skin Sensitization:  0.89
Carcinogencity:  0.162
Eye Corrosion:  0.026
Eye Irritation:  0.793
Respiratory Toxicity:  0.286

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Similar NPs/Drugs  

  Natural Product: NPC72924

Natural Product ID:  NPC72924
Common Name*:   FXVRSKPFWVYCPN-UHFFFAOYSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  FXVRSKPFWVYCPN-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C12H8O6/c13-6-2-1-4-8-5(12(17)18-11(4)6)3-7(14)9(15)10(8)16/h3,14-16H,1-2H2
SMILES:  C1CC(=O)c2c1c1c(cc(c(c1O)O)O)c(=O)o2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   10131135
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0001890] Isocoumarins 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
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. fruit n.a. DOI[10.1007/s00217-007-0799-1]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. flower n.a. DOI[10.1016/j.foodchem.2011.01.077]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2004.07.004]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota n.a. retail stores, supermarkets and market stalls in Forssa and in the Helsinki area 2003–2005 DOI[10.1016/j.jfca.2006.05.007]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota n.a. n.a. 1996-Sep PMID[10352947]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. PMID[11520216]
NPO20652 Phytolacca acinosa Species Phytolaccaceae Eukaryota n.a. n.a. n.a. PMID[12932140]
NPO21349 Punica granatum Species Lythraceae Eukaryota Seeds n.a. n.a. PMID[15620261]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota n.a. n.a. n.a. PMID[15877880]
NPO20779 Garcinia hombroniana Species Clusiaceae Eukaryota leaves n.a. n.a. PMID[16124765]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota n.a. n.a. n.a. PMID[17011103]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota n.a. Northeastern Regional Plant Introduction Station at Geneva 1966, 1967, and 1968 crop seasons PMID[18460139]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO14875 Morus cathayana Species Moraceae Eukaryota n.a. n.a. n.a. PMID[19338315]
NPO12088 Conyza canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[20121251]
NPO20842 Beauveria felina Species Cordycipitaceae Eukaryota n.a. n.a. n.a. PMID[21438588]
NPO20146 Cladiella krempfi Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[21861494]
NPO20096 Cirsium japonicum Species Asteraceae Eukaryota n.a. whole plant n.a. PMID[21899269]
NPO12088 Conyza canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[22612410]
NPO14875 Morus cathayana Species Moraceae Eukaryota Fruits Zhenjiang, Jiangsu Province, China PMID[23060696]
NPO8881 Centipeda minima Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23189738]
NPO20842 Beauveria felina Species Cordycipitaceae Eukaryota n.a. n.a. n.a. PMID[23822585]
NPO20842 Beauveria felina Species Cordycipitaceae Eukaryota n.a. n.a. n.a. PMID[26295595]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota n.a. n.a. n.a. PMID[2831703]
NPO22052 Aspergillus candidus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[5391291]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. Database[FooDB]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota Roots n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Root Bark n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Stem Bark n.a. n.a. Database[FooDB]
NPO21349 Punica granatum Species Lythraceae Eukaryota Twig n.a. n.a. Database[FooDB]
NPO21096 Cardiospermum halicacabum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22976 Ruta microcarpa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4307 Canarium album Species Burseraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8881 Centipeda minima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13949 Glaucium corniculatum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20096 Cirsium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14875 Morus cathayana Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12088 Conyza canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5731 Euphorbia humifusa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16414 Thuja plicata Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO21349 Punica granatum Species Lythraceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO22976 Ruta microcarpa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6395 Phedimus kamtschaticus Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5731 Euphorbia humifusa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21137 Combretum indicum Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12088 Conyza canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8881 Centipeda minima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4307 Canarium album Species Burseraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14875 Morus cathayana Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13949 Glaucium corniculatum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20096 Cirsium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21096 Cardiospermum halicacabum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22121 Piper arboreum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29466 Triglochin maritima Species Juncaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20652 Phytolacca acinosa Species Phytolaccaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16414 Thuja plicata Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20652 Phytolacca acinosa Species Phytolaccaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12088 Conyza canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8881 Centipeda minima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7576.2 Brassica oleracea var. sabauda Varieties Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20096 Cirsium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21096 Cardiospermum halicacabum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22976 Ruta microcarpa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4307 Canarium album Species Burseraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4307 Canarium album Species Burseraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8881 Centipeda minima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20652 Phytolacca acinosa Species Phytolaccaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28912 Astragalus gummifer Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21137 Combretum indicum Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO5731 Euphorbia humifusa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20096 Cirsium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21096 Cardiospermum halicacabum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28912 Astragalus gummifer Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20209 Dorstenia lindeniana Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22893 Apterostigma dentigerum Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13949 Glaucium corniculatum Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20332 Dioscoreophyllum cumminsii Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21420 Phormia regina Species Calliphoridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20146 Cladiella krempfi Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22763 Cuphea carthagenensis Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14982 Heterometra savignii Species Himerometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20972 Oscillatoria princeps Species Oscillatoriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO12362 Coreopsis fasciculata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12088 Conyza canadensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6408 Elaeagnus formosana Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2789 Bryum pseudotriquetrum Species Bryaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8881 Centipeda minima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22976 Ruta microcarpa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2780 Brenneria rubrifaciens Species Pectobacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO21473 Urtica triangularis Species Urticaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13355 Selinum carvifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4307 Canarium album Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20842 Beauveria felina Species Cordycipitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19899 Crepis foetida Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21137 Combretum indicum Species Combretaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10630 Macowania glandulosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22052 Aspergillus candidus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16414 Thuja plicata Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21282 Aplidium orthium Species Polyclinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22250 Parastrephia lepidophylla Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22381 Euphorbia segetalis Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22447 Sidastrum acuminatum Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22509 Syncolostemon parviflorus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20779 Garcinia hombroniana Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29466 Triglochin maritima Species Juncaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23953 Zanthoxylum monophyllum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22121 Piper arboreum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14693 Dioscorea membranacea Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6395 Phedimus kamtschaticus Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21859 Centaurea nigrescens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21349 Punica granatum Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21730 Pouzolzia occidentalis Species Urticaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15175 Myrmica rubra Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5731 Euphorbia humifusa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14875 Morus cathayana Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22635 Penstemon secundiflorus Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23010 Crinum defixum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21603 Eskemukerjea megacarpum n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO22568 Aristolochia elegans Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22315 Phlogacanthus thyrsiflorus Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20096 Cirsium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20652 Phytolacca acinosa Species Phytolaccaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15362 Cymbopogon proximus Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22829 Ozoroa insignis Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21991 Modiolus demissus Species Mytilidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21227 Aglaia elaeagnoidea Species Meliaceae 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
NPT20950 CELL-LINE Erythrocyte n.a. IC50 = 1250000.0 nM PMID[575744]
NPT20950 CELL-LINE Erythrocyte n.a. IC50 = 1560000.0 nM PMID[575744]

☑ 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 NPC72924 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

  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 NPC72924 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

  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