NPASS Compound

Structure

CID115798 OpenBabel06191715472D 27 29 0 0 0 0 0 0 0 0999 V2000 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 11 1 0 0 0 0 7 9 2 0 0 0 0 7 12 1 0 0 0 0 8 10 2 0 0 0 0 8 13 1 0 0 0 0 9 17 1 0 0 0 0 10 18 1 0 0 0 0 10 20 1 0 0 0 0 11 12 2 0 0 0 0 11 23 1 0 0 0 0 12 24 1 0 0 0 0 13 14 2 0 0 0 0 13 27 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 18 2 0 0 0 0 15 21 1 0 0 0 0 16 19 1 0 0 0 0 16 22 2 0 0 0 0 17 19 2 0 0 0 0 17 27 1 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	374.1
Volume:	360.741
LogP:	2.799
LogD:	2.541
LogS:	-4.02
# Rotatable Bonds:	5
TPSA:	107.59
# H-Bond Aceptor:	8
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.702
Synthetic Accessibility Score:	2.446
Fsp3:	0.211
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.836
MDCK Permeability:	2.380778460064903e-05
Pgp-inhibitor:	0.999
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.016
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.005
Plasma Protein Binding (PPB):	84.75840759277344%
Volume Distribution (VD):	0.852
Pgp-substrate:	22.73638343811035%

ADMET: Metabolism

CYP1A2-inhibitor:	0.694
CYP1A2-substrate:	0.978
CYP2C19-inhibitor:	0.32
CYP2C19-substrate:	0.425
CYP2C9-inhibitor:	0.694
CYP2C9-substrate:	0.849
CYP2D6-inhibitor:	0.158
CYP2D6-substrate:	0.83
CYP3A4-inhibitor:	0.527
CYP3A4-substrate:	0.393

ADMET: Excretion

Clearance (CL):	4.506
Half-life (T1/2):	0.828

ADMET: Toxicity

hERG Blockers:	0.075
Human Hepatotoxicity (H-HT):	0.109
Drug-inuced Liver Injury (DILI):	0.966
AMES Toxicity:	0.387
Rat Oral Acute Toxicity:	0.319
Maximum Recommended Daily Dose:	0.063
Skin Sensitization:	0.316
Carcinogencity:	0.031
Eye Corrosion:	0.003
Eye Irritation:	0.445
Respiratory Toxicity:	0.279

Download Data

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

Natural Product: NPC115798

Natural Product ID:	NPC115798
*Common Name:**	5,7-Dihydroxy-3,3',4',6-Tetramethoxyflavone
IUPAC Name:	2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-3,6-dimethoxychromen-4-one
Synonyms:
Standard InCHIKey:	SDTFURCSGWUESP-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C19H18O8/c1-23-11-6-5-9(7-12(11)24-2)17-19(26-4)16(22)14-13(27-17)8-10(20)18(25-3)15(14)21/h5-8,20-21H,1-4H3
SMILES:	COc1ccc(cc1OC)c1c(c(=O)c2c(cc(c(c2O)OC)O)o1)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3407748
PubChem CID:	5379563
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0002585] O-methylated flavonoids [CHEMONTID:0002591] 6-O-methylated flavonoids

*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
NPO23542	Omphalotus illudens	Species	Omphalotaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11087609]
NPO23542	Omphalotus illudens	Species	Omphalotaceae	Eukaryota	mature fruiting bodies	n.a.	n.a.	PMID[14510611]
NPO21373	Vitex trifolia	Species	Lamiaceae	Eukaryota	n.a.	fruit	n.a.	PMID[15577254]
NPO21373	Vitex trifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15621610]
NPO17785	Avrainvillea nigricans	Species	Udoteaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16180830]
NPO22123	Disepalum plagioneurum	Species	Annonaceae	Eukaryota	leaves	Tam Kim, Cao Bang Province, in North Vietnam	2000-JUN	PMID[16989521]
NPO20954	Haloxylon salicornicum	Species	Chenopodiaceae	Eukaryota	whole plant	Cholistan desert near district Bahawalpur (Punjab), Pakistan	2003-Oct	PMID[20542692]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[2082684]
NPO18212	Rhododendron ferrugineum	Species	Ericaceae	Eukaryota	n.a.	leaf	n.a.	PMID[21443171]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[21922656]
NPO10906	Pinus koraiensis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21953622]
NPO21373	Vitex trifolia	Species	Lamiaceae	Eukaryota	fruits	n.a.	n.a.	PMID[23327905]
NPO4617	Tanacetum cinerariifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24253739]
NPO32817	gardenia oudiepe	Species	Rubiaceae	Eukaryota	flowering buds and leaf bases	Foret Plate, New Caledonia	n.a.	PMID[25659770]
NPO18530	Shigella flexneri	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26918643]
NPO21373	Vitex trifolia	Species	Lamiaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[28453270]
NPO32817	gardenia oudiepe	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29207340]
NPO10906	Pinus koraiensis	Species	Pinaceae	Eukaryota	Twigs	n.a.	n.a.	PMID[32520551]
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]
NPO17785	Avrainvillea nigricans	Species	Udoteaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3668556]
NPO31326	Chrysanthemum cinerariaefolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19694	Senecio scandens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23135	Formica fusca	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25343	Tanacetum microphyllum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22769	Iva frutescens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23178	Jasminum grandiflorum	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23832	Cyclea sutchuenensis	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21373	Vitex trifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15134	Alnus glutinosa	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10906	Pinus koraiensis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22819	Rodgersia podophylla	Species	Saxifragaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22188	Piper aequale	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19694	Senecio scandens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20954	Haloxylon salicornicum	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25343	Tanacetum microphyllum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3885	Ampulloclitocybe clavipes	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4617	Tanacetum cinerariifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23135	Formica fusca	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22188	Piper aequale	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21373	Vitex trifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22819	Rodgersia podophylla	Species	Saxifragaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22769	Iva frutescens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10906	Pinus koraiensis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15134	Alnus glutinosa	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23832	Cyclea sutchuenensis	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23178	Jasminum grandiflorum	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21875	Persea indica	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23832	Cyclea sutchuenensis	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21373	Vitex trifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23135	Formica fusca	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10906	Pinus koraiensis	Species	Pinaceae	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]
NPO19694	Senecio scandens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21373	Vitex trifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20184	Streptomyces misawanensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO21505	Calea megacephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14394	Hakea saligna	Species	Proteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21636	Didemnum inarmatum	Species	Didemnidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23959	Echium humile	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21736	Abies nobilis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22062	Leptothorax acervorum	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23542	Omphalotus illudens	Species	Omphalotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23832	Cyclea sutchuenensis	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3885	Ampulloclitocybe clavipes	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22123	Disepalum plagioneurum	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22582	Smenospongia echina	Species	Thorectidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22323	Pinus picea	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17108	Lecanora lividocinerea	Species	Lecanoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25343	Tanacetum microphyllum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12225	Amsinckia menziesii	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22762	Eremophila serrulata	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18212	Rhododendron ferrugineum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5952	Phegopteris bukoensis	Species	Thelypteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23057	Primula hirsuta	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21998	Corydalis cornuta	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22248	Alkanna hirsutissima	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21113	Coronophora gregaria	Species	Nitschkiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22940	Delphinium campylocentrum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24088	Senecio glutinosus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14247	Melaleuca uncinata	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4617	Tanacetum cinerariifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10906	Pinus koraiensis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19921	Polyphaga sinensis	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22805	Saussurea japonica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18571	Drypetes roxburghii	Species	Putranjivaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19694	Senecio scandens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22994	Cordyline indivisa	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15134	Alnus glutinosa	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23316	Lappula anocarpa	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23178	Jasminum grandiflorum	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22188	Piper aequale	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20043	Vallaris solanacea	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22769	Iva frutescens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22710	Acrocomia sclerocarpa	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19074	Buddleja variabilis	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17405	Cinnamomum iners	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20360	Mentha pulegiformis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18530	Shigella flexneri	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO16146	Osmundaria colensoi	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7080	Monascus purpureus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23135	Formica fusca	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21798	Dacrydium biforme	Species	Mytilidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22454	Picris radicata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21298	Leucanthemum maximum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17785	Avrainvillea nigricans	Species	Udoteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23918	Cochlearia armoracia	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21959	Syncarpia glomulifera	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21373	Vitex trifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20808	Halopitys incurvus	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO20954	Haloxylon salicornicum	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7865	Scapania nemorea	Species	Scapaniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20678	Grindelia nana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21247	Nephroma australe	Species	Nephromataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20536	Salvia nubicola	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22819	Rodgersia podophylla	Species	Saxifragaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21875	Persea indica	Species	Lauraceae	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

Activity Type	# Activity
IC50	3
Others	7

Activity Type	# Activity
Cell Line	3
NON-MOLECULAR	1
Organism	4
Protein Complex	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT839	Cell Line	L6	Rattus norvegicus	Activity	=	94.7	%	PMID[543829]
NPT839	Cell Line	L6	Rattus norvegicus	Activity	=	99.7	%	PMID[543829]
NPT319	Cell Line	B16	Mus musculus	IC50	=	28900.0	nM	PMID[543829]
NPT634	Organism	Leishmania amazonensis	Leishmania amazonensis	IC50	=	8150.0	nM	PMID[543829]
NPT518	Protein Complex	Tubulin	Homo sapiens	IC50	=	19300.0	nM	PMID[543829]
NPT518	Protein Complex	Tubulin	Homo sapiens	Inhibition	=	75.1	%	PMID[543829]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	25.0	uM	PMID[543829]
NPT1225	Organism	Plasmodium falciparum (isolate FcB1 / Columbia)	Plasmodium falciparum FcB1/Columbia	GI	=	21.3	%	PMID[543829]
NPT2229	Organism	Trypanosoma brucei gambiense	Trypanosoma brucei gambiense	GI	=	99.8	%	PMID[543829]
NPT2229	Organism	Trypanosoma brucei gambiense	Trypanosoma brucei gambiense	GI	=	76.2	%	PMID[543829]

☑ 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 NPC115798 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	443
0.1-0.2	1941
0.2-0.3	5049
0.3-0.4	11261
0.4-0.5	6084
0.5-0.6	3859
0.6-0.7	5174
0.7-0.8	4793
0.8-0.85	1954
0.85-0.9	1181
0.9-0.95	684
0.95-1	274

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC253634
1.0	High Similarity	NPC19687
1.0	High Similarity	NPC288669
1.0	High Similarity	NPC152166
1.0	High Similarity	NPC143828
1.0	High Similarity	NPC191459
1.0	High Similarity	NPC18607
1.0	High Similarity	NPC9609
1.0	High Similarity	NPC18772
1.0	High Similarity	NPC130894
1.0	High Similarity	NPC300943
1.0	High Similarity	NPC4481
1.0	High Similarity	NPC105242
1.0	High Similarity	NPC176300
1.0	High Similarity	NPC22472
1.0	High Similarity	NPC261004
1.0	High Similarity	NPC204854
1.0	High Similarity	NPC7846
1.0	High Similarity	NPC25495
0.9933	High Similarity	NPC101830
0.9933	High Similarity	NPC176665
0.9933	High Similarity	NPC189179
0.9933	High Similarity	NPC7973
0.9933	High Similarity	NPC227192
0.9933	High Similarity	NPC78302
0.9933	High Similarity	NPC163524
0.9933	High Similarity	NPC93376
0.9933	High Similarity	NPC203891
0.9933	High Similarity	NPC29841
0.9933	High Similarity	NPC235215
0.9933	High Similarity	NPC472438
0.9933	High Similarity	NPC110070
0.9933	High Similarity	NPC224137
0.9933	High Similarity	NPC287979
0.9933	High Similarity	NPC305663
0.9933	High Similarity	NPC75215
0.9868	High Similarity	NPC193842
0.9867	High Similarity	NPC43243
0.9867	High Similarity	NPC55619
0.9867	High Similarity	NPC200388
0.9867	High Similarity	NPC100916
0.9867	High Similarity	NPC474520
0.9867	High Similarity	NPC247017
0.9867	High Similarity	NPC268161
0.9867	High Similarity	NPC178854
0.9867	High Similarity	NPC266960
0.9867	High Similarity	NPC49824
0.9867	High Similarity	NPC245546
0.9867	High Similarity	NPC292107
0.9867	High Similarity	NPC98661
0.98	High Similarity	NPC214138
0.98	High Similarity	NPC196439
0.98	High Similarity	NPC50715
0.98	High Similarity	NPC32557
0.98	High Similarity	NPC189960
0.98	High Similarity	NPC167815
0.98	High Similarity	NPC92659
0.98	High Similarity	NPC4455
0.98	High Similarity	NPC2476
0.98	High Similarity	NPC44079
0.98	High Similarity	NPC280339
0.98	High Similarity	NPC201136
0.98	High Similarity	NPC138360
0.98	High Similarity	NPC163780
0.98	High Similarity	NPC26227
0.98	High Similarity	NPC128863
0.98	High Similarity	NPC201451
0.98	High Similarity	NPC183597
0.98	High Similarity	NPC146165
0.98	High Similarity	NPC227325
0.9735	High Similarity	NPC265511
0.9733	High Similarity	NPC276409
0.9733	High Similarity	NPC86485
0.9733	High Similarity	NPC250822
0.9733	High Similarity	NPC69394
0.9733	High Similarity	NPC162351
0.9733	High Similarity	NPC270620
0.9733	High Similarity	NPC78326
0.9733	High Similarity	NPC75279
0.9733	High Similarity	NPC183878
0.9733	High Similarity	NPC160951
0.9733	High Similarity	NPC22519
0.9733	High Similarity	NPC246204
0.9733	High Similarity	NPC231018
0.9733	High Similarity	NPC179126
0.9733	High Similarity	NPC274327
0.9733	High Similarity	NPC145379
0.9733	High Similarity	NPC236223
0.9733	High Similarity	NPC58382
0.9733	High Similarity	NPC176775
0.9733	High Similarity	NPC255350
0.9733	High Similarity	NPC47781
0.9673	High Similarity	NPC246478
0.9669	High Similarity	NPC256612
0.9669	High Similarity	NPC20830
0.9669	High Similarity	NPC208197
0.9669	High Similarity	NPC213622
0.9667	High Similarity	NPC57030
0.9667	High Similarity	NPC301123
0.9667	High Similarity	NPC83508
0.9667	High Similarity	NPC275722
0.9667	High Similarity	NPC120163
0.9667	High Similarity	NPC301323
0.9667	High Similarity	NPC82325
0.9667	High Similarity	NPC25270
0.9667	High Similarity	NPC279989
0.9667	High Similarity	NPC156222
0.9667	High Similarity	NPC198826
0.9667	High Similarity	NPC123886
0.9667	High Similarity	NPC27208
0.9667	High Similarity	NPC100887
0.9667	High Similarity	NPC256283
0.9667	High Similarity	NPC222830
0.9667	High Similarity	NPC293183
0.9667	High Similarity	NPC239128
0.9667	High Similarity	NPC187498
0.9667	High Similarity	NPC188203
0.9667	High Similarity	NPC142540
0.9667	High Similarity	NPC241498
0.9667	High Similarity	NPC162313
0.9667	High Similarity	NPC134677
0.9667	High Similarity	NPC275836
0.9667	High Similarity	NPC131624
0.9667	High Similarity	NPC212678
0.9667	High Similarity	NPC71334
0.9613	High Similarity	NPC470459
0.9608	High Similarity	NPC195832
0.96	High Similarity	NPC76376
0.96	High Similarity	NPC208043
0.96	High Similarity	NPC252933
0.96	High Similarity	NPC226973
0.96	High Similarity	NPC133953
0.96	High Similarity	NPC225731
0.96	High Similarity	NPC50403
0.96	High Similarity	NPC125062
0.96	High Similarity	NPC236769
0.96	High Similarity	NPC28274
0.96	High Similarity	NPC200740
0.96	High Similarity	NPC54394
0.9554	High Similarity	NPC76482
0.9551	High Similarity	NPC470457
0.9542	High Similarity	NPC470402
0.9536	High Similarity	NPC55205
0.9536	High Similarity	NPC39732
0.9536	High Similarity	NPC60972
0.9533	High Similarity	NPC201547
0.9533	High Similarity	NPC77858
0.9533	High Similarity	NPC219330
0.9533	High Similarity	NPC188871
0.9533	High Similarity	NPC50728
0.9533	High Similarity	NPC166753
0.9533	High Similarity	NPC286342
0.9533	High Similarity	NPC259058
0.9533	High Similarity	NPC306821
0.9533	High Similarity	NPC184136
0.9533	High Similarity	NPC149127
0.9494	High Similarity	NPC280493
0.949	High Similarity	NPC470462
0.9481	High Similarity	NPC152904
0.9477	High Similarity	NPC472916
0.947	High Similarity	NPC260895
0.947	High Similarity	NPC308451
0.9467	High Similarity	NPC328119
0.9467	High Similarity	NPC52005
0.9467	High Similarity	NPC48479
0.9467	High Similarity	NPC181250
0.9467	High Similarity	NPC177298
0.9467	High Similarity	NPC216318
0.9467	High Similarity	NPC259713
0.9467	High Similarity	NPC69752
0.9467	High Similarity	NPC183950
0.9467	High Similarity	NPC195351
0.9467	High Similarity	NPC87125
0.9467	High Similarity	NPC17286
0.9467	High Similarity	NPC270465
0.9467	High Similarity	NPC137062
0.9467	High Similarity	NPC159103
0.9467	High Similarity	NPC223579
0.9467	High Similarity	NPC296197
0.9467	High Similarity	NPC287101
0.943	High Similarity	NPC295082
0.943	High Similarity	NPC158761
0.943	High Similarity	NPC470456
0.9419	High Similarity	NPC263449
0.9419	High Similarity	NPC476980
0.9416	High Similarity	NPC471479
0.9416	High Similarity	NPC78225
0.9416	High Similarity	NPC474836
0.9416	High Similarity	NPC472910
0.9416	High Similarity	NPC471515
0.9416	High Similarity	NPC222814
0.9416	High Similarity	NPC174908
0.9416	High Similarity	NPC472913
0.9416	High Similarity	NPC48208
0.9416	High Similarity	NPC472914
0.9416	High Similarity	NPC96167
0.9416	High Similarity	NPC156057
0.9416	High Similarity	NPC162869
0.9416	High Similarity	NPC472911
0.9416	High Similarity	NPC245758

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 NPC115798 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	412
0.1-0.2	995
0.2-0.3	1855
0.3-0.4	2653
0.4-0.5	1746
0.5-0.6	972
0.6-0.7	353
0.7-0.8	110
0.8-0.85	32
0.85-0.9	13
0.9-0.95	7
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9733	High Similarity	NPD2801	Approved
0.9351	High Similarity	NPD3882	Suspended
0.9286	High Similarity	NPD3817	Phase 2
0.9267	High Similarity	NPD1512	Approved
0.9156	High Similarity	NPD1934	Approved
0.9141	High Similarity	NPD4338	Clinical (unspecified phase)
0.9133	High Similarity	NPD1511	Approved
0.9062	High Similarity	NPD6166	Phase 2
0.9062	High Similarity	NPD6168	Clinical (unspecified phase)
0.9062	High Similarity	NPD6167	Clinical (unspecified phase)
0.8974	High Similarity	NPD2393	Clinical (unspecified phase)
0.8902	High Similarity	NPD6797	Phase 2
0.8848	High Similarity	NPD7251	Discontinued
0.8834	High Similarity	NPD3818	Discontinued
0.8824	High Similarity	NPD4378	Clinical (unspecified phase)
0.8795	High Similarity	NPD7808	Phase 3
0.878	High Similarity	NPD7054	Approved
0.8727	High Similarity	NPD7472	Approved
0.8679	High Similarity	NPD5402	Approved
0.8614	High Similarity	NPD7074	Phase 3
0.8571	High Similarity	NPD7075	Discontinued
0.8516	High Similarity	NPD6799	Approved
0.8509	High Similarity	NPD4868	Clinical (unspecified phase)
0.8466	Intermediate Similarity	NPD5494	Approved
0.8438	Intermediate Similarity	NPD6801	Discontinued
0.8428	Intermediate Similarity	NPD4380	Phase 2
0.8415	Intermediate Similarity	NPD1247	Approved
0.8385	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8364	Intermediate Similarity	NPD6232	Discontinued
0.8344	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8333	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8323	Intermediate Similarity	NPD7473	Discontinued
0.8247	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.8247	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.8239	Intermediate Similarity	NPD5403	Approved
0.8235	Intermediate Similarity	NPD1510	Phase 2
0.8235	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.8228	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.8204	Intermediate Similarity	NPD3926	Phase 2
0.8199	Intermediate Similarity	NPD6599	Discontinued
0.8194	Intermediate Similarity	NPD1549	Phase 2
0.8182	Intermediate Similarity	NPD2796	Approved
0.816	Intermediate Similarity	NPD1465	Phase 2
0.8113	Intermediate Similarity	NPD5401	Approved
0.8092	Intermediate Similarity	NPD943	Approved
0.8092	Intermediate Similarity	NPD1240	Approved
0.8072	Intermediate Similarity	NPD919	Approved
0.8049	Intermediate Similarity	NPD7819	Suspended
0.8012	Intermediate Similarity	NPD5844	Phase 1
0.8	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7987	Intermediate Similarity	NPD1607	Approved
0.7962	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7927	Intermediate Similarity	NPD7411	Suspended
0.7925	Intermediate Similarity	NPD6190	Approved
0.7885	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.787	Intermediate Similarity	NPD6959	Discontinued
0.7834	Intermediate Similarity	NPD2935	Discontinued
0.7829	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7806	Intermediate Similarity	NPD230	Phase 1
0.7806	Intermediate Similarity	NPD447	Suspended
0.7791	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7771	Intermediate Similarity	NPD6559	Discontinued
0.7763	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.775	Intermediate Similarity	NPD3750	Approved
0.7746	Intermediate Similarity	NPD3751	Discontinued
0.7744	Intermediate Similarity	NPD1653	Approved
0.7742	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7742	Intermediate Similarity	NPD1613	Approved
0.7719	Intermediate Similarity	NPD3787	Discontinued
0.7688	Intermediate Similarity	NPD2800	Approved
0.768	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7667	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7662	Intermediate Similarity	NPD3027	Phase 3
0.763	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7613	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.761	Intermediate Similarity	NPD1551	Phase 2
0.7598	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7588	Intermediate Similarity	NPD3749	Approved
0.7561	Intermediate Similarity	NPD2534	Approved
0.7561	Intermediate Similarity	NPD2532	Approved
0.7561	Intermediate Similarity	NPD2533	Approved
0.7558	Intermediate Similarity	NPD7199	Phase 2
0.7544	Intermediate Similarity	NPD6234	Discontinued
0.7532	Intermediate Similarity	NPD9494	Approved
0.7531	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7529	Intermediate Similarity	NPD7768	Phase 2
0.75	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7487	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7485	Intermediate Similarity	NPD3226	Approved
0.747	Intermediate Similarity	NPD920	Approved
0.7469	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7468	Intermediate Similarity	NPD1933	Approved
0.7453	Intermediate Similarity	NPD2344	Approved
0.7452	Intermediate Similarity	NPD6233	Phase 2
0.7438	Intermediate Similarity	NPD3748	Approved
0.7423	Intermediate Similarity	NPD4628	Phase 3
0.7421	Intermediate Similarity	NPD6651	Approved
0.7419	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7416	Intermediate Similarity	NPD5953	Discontinued
0.7391	Intermediate Similarity	NPD6100	Approved
0.7391	Intermediate Similarity	NPD6099	Approved
0.7389	Intermediate Similarity	NPD2313	Discontinued
0.7374	Intermediate Similarity	NPD7685	Pre-registration
0.7363	Intermediate Similarity	NPD8434	Phase 2
0.7362	Intermediate Similarity	NPD1243	Approved
0.7353	Intermediate Similarity	NPD37	Approved
0.7349	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.733	Intermediate Similarity	NPD2403	Approved
0.7329	Intermediate Similarity	NPD2799	Discontinued
0.7329	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7326	Intermediate Similarity	NPD4966	Approved
0.7326	Intermediate Similarity	NPD4965	Approved
0.7326	Intermediate Similarity	NPD4967	Phase 2
0.7303	Intermediate Similarity	NPD7286	Phase 2
0.7302	Intermediate Similarity	NPD6779	Approved
0.7302	Intermediate Similarity	NPD6782	Approved
0.7302	Intermediate Similarity	NPD6777	Approved
0.7302	Intermediate Similarity	NPD6776	Approved
0.7302	Intermediate Similarity	NPD6780	Approved
0.7302	Intermediate Similarity	NPD6778	Approved
0.7302	Intermediate Similarity	NPD6781	Approved
0.729	Intermediate Similarity	NPD1203	Approved
0.7289	Intermediate Similarity	NPD7390	Discontinued
0.7278	Intermediate Similarity	NPD6798	Discontinued
0.7277	Intermediate Similarity	NPD7435	Discontinued
0.7273	Intermediate Similarity	NPD2309	Approved
0.7261	Intermediate Similarity	NPD6832	Phase 2
0.7251	Intermediate Similarity	NPD6844	Discontinued
0.7247	Intermediate Similarity	NPD7228	Approved
0.7239	Intermediate Similarity	NPD2346	Discontinued
0.7232	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7229	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7219	Intermediate Similarity	NPD1548	Phase 1
0.7208	Intermediate Similarity	NPD9269	Phase 2
0.7197	Intermediate Similarity	NPD3018	Phase 2
0.7175	Intermediate Similarity	NPD5242	Approved
0.7174	Intermediate Similarity	NPD8150	Discontinued
0.717	Intermediate Similarity	NPD3268	Approved
0.7152	Intermediate Similarity	NPD4908	Phase 1
0.7143	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6355	Discontinued
0.7143	Intermediate Similarity	NPD422	Phase 1
0.7134	Intermediate Similarity	NPD2798	Approved
0.7117	Intermediate Similarity	NPD7033	Discontinued
0.7108	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7104	Intermediate Similarity	NPD8313	Approved
0.7104	Intermediate Similarity	NPD8312	Approved
0.7098	Intermediate Similarity	NPD7697	Approved
0.7098	Intermediate Similarity	NPD7698	Approved
0.7098	Intermediate Similarity	NPD7696	Phase 3
0.7097	Intermediate Similarity	NPD9717	Approved
0.7093	Intermediate Similarity	NPD6385	Approved
0.7093	Intermediate Similarity	NPD6386	Approved
0.7083	Intermediate Similarity	NPD4357	Discontinued
0.7081	Intermediate Similarity	NPD4060	Phase 1
0.707	Intermediate Similarity	NPD2797	Approved
0.7069	Intermediate Similarity	NPD5353	Approved
0.7066	Intermediate Similarity	NPD2354	Approved
0.7063	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7062	Intermediate Similarity	NPD7871	Phase 2
0.7062	Intermediate Similarity	NPD7870	Phase 2
0.7056	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7056	Intermediate Similarity	NPD2163	Approved
0.7056	Intermediate Similarity	NPD7874	Approved
0.7051	Intermediate Similarity	NPD2982	Phase 2
0.7051	Intermediate Similarity	NPD2983	Phase 2
0.7048	Intermediate Similarity	NPD2654	Approved
0.7041	Intermediate Similarity	NPD7701	Phase 2
0.7039	Intermediate Similarity	NPD5536	Phase 2
0.7037	Intermediate Similarity	NPD4363	Phase 3
0.7037	Intermediate Similarity	NPD4360	Phase 2
0.7037	Intermediate Similarity	NPD6534	Approved
0.7037	Intermediate Similarity	NPD6535	Approved
0.7032	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7032	Intermediate Similarity	NPD1610	Phase 2
0.703	Intermediate Similarity	NPD1471	Phase 3
0.7022	Intermediate Similarity	NPD5710	Approved
0.7022	Intermediate Similarity	NPD5711	Approved
0.7012	Intermediate Similarity	NPD4308	Phase 3
0.7006	Intermediate Similarity	NPD3225	Approved
0.7	Intermediate Similarity	NPD7095	Approved
0.699	Remote Similarity	NPD7584	Approved
0.6987	Remote Similarity	NPD1608	Approved
0.6987	Remote Similarity	NPD2981	Phase 2
0.6981	Remote Similarity	NPD2861	Phase 2
0.6961	Remote Similarity	NPD7907	Approved
0.6957	Remote Similarity	NPD411	Approved
0.6957	Remote Similarity	NPD7549	Discontinued
0.6948	Remote Similarity	NPD9268	Approved
0.6946	Remote Similarity	NPD2899	Discontinued
0.6946	Remote Similarity	NPD1652	Phase 2
0.6941	Remote Similarity	NPD3146	Approved
0.6941	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6941	Remote Similarity	NPD3688	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD7782	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD7801	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