NPASS Compound

Structure

CID120123 OpenBabel06191715472D 55 60 0 0 1 0 0 0 0 0999 V2000 -8.4352 3.6773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7012 4.8172 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3600 0.6236 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3436 0.6236 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7037 3.9344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1110 1.9672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8591 2.5441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2941 6.6278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1188 5.1392 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0809 5.3437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7728 3.9344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5555 1.4754 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4607 5.8701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8518 3.4426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1946 3.1387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4073 1.9672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5555 4.4262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2591 -2.4590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8518 -1.4754 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7391 4.6127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1946 4.7302 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4073 4.9180 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2591 -1.4754 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.9836 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7037 1.9672 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5555 3.4426 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 1.9672 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2591 4.4262 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1110 -0.9836 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8518 -1.4754 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1110 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7037 -0.9836 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2591 0.4918 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7037 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4073 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8518 0.4918 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8518 1.4754 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7037 2.9508 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4073 2.9508 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2591 3.4426 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.4986 5.6656 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1110 -2.9508 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7037 -0.9836 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4073 5.9016 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9628 -1.4754 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8518 -2.4590 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9628 0.4918 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5555 -1.4754 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2591 1.4754 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5631 5.9696 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4073 -0.9836 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 0.8518 1.4754 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5555 0.4918 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 38 1 0 0 0 0 4 38 1 0 0 0 0 6 40 1 0 0 0 0 9 10 1 0 0 0 0 9 14 1 0 0 0 0 10 21 2 0 0 0 0 11 16 1 0 0 0 0 11 22 1 0 0 0 0 12 17 1 0 0 0 0 12 26 1 0 0 0 0 13 15 1 0 0 0 0 13 28 1 0 0 0 0 14 42 1 0 0 0 0 15 39 1 0 0 0 0 16 41 1 0 0 0 0 17 40 1 0 0 0 0 18 23 1 0 0 0 0 18 27 1 0 0 0 0 19 43 1 0 0 0 0 20 44 1 0 0 0 0 22 29 1 0 0 0 0 22 42 1 6 0 0 0 23 29 1 0 0 0 0 23 45 1 6 0 0 0 24 19 1 1 0 0 0 24 30 1 0 0 0 0 24 52 1 0 0 0 0 25 20 1 1 0 0 0 25 31 1 0 0 0 0 25 53 1 0 0 0 0 26 38 1 0 0 0 0 26 39 1 6 0 0 0 27 39 1 6 0 0 0 27 40 1 0 0 0 0 28 38 1 0 0 0 0 28 54 1 6 0 0 0 29 41 1 1 0 0 0 30 32 1 0 0 0 0 30 46 1 6 0 0 0 31 33 1 0 0 0 0 31 47 1 6 0 0 0 32 34 1 0 0 0 0 32 48 1 1 0 0 0 33 35 1 0 0 0 0 33 49 1 1 0 0 0 34 36 1 0 0 0 0 34 50 1 6 0 0 0 35 37 1 0 0 0 0 35 55 1 6 0 0 0 36 52 1 0 0 0 0 36 55 1 1 0 0 0 37 53 1 0 0 0 0 37 54 1 1 0 0 0 39 5 1 6 0 0 0 40 41 1 1 0 0 0 41 7 1 1 0 0 0 42 8 1 1 0 0 0 42 51 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	784.5
Volume:	795.286
LogP:	3.556
LogD:	3.827
LogS:	-3.329
# Rotatable Bonds:	10
TPSA:	218.99
# H-Bond Aceptor:	13
# H-Bond Donor:	9
# Rings:	6
# Heavy Atoms:	13

MedChem Properties

QED Drug-Likeness Score:	0.115
Synthetic Accessibility Score:	5.848
Fsp3:	0.952
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.461
MDCK Permeability:	4.7442023060284555e-05
Pgp-inhibitor:	0.998
Pgp-substrate:	0.009
Human Intestinal Absorption (HIA):	0.839
20% Bioavailability (F20%):	0.9
30% Bioavailability (F30%):	0.986

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.008
Plasma Protein Binding (PPB):	81.3807144165039%
Volume Distribution (VD):	0.357
Pgp-substrate:	7.480760097503662%

ADMET: Metabolism

CYP1A2-inhibitor:	0.001
CYP1A2-substrate:	0.1
CYP2C19-inhibitor:	0.001
CYP2C19-substrate:	0.48
CYP2C9-inhibitor:	0.004
CYP2C9-substrate:	0.024
CYP2D6-inhibitor:	0.002
CYP2D6-substrate:	0.063
CYP3A4-inhibitor:	0.04
CYP3A4-substrate:	0.065

ADMET: Excretion

Clearance (CL):	0.783
Half-life (T1/2):	0.659

ADMET: Toxicity

hERG Blockers:	0.098
Human Hepatotoxicity (H-HT):	0.142
Drug-inuced Liver Injury (DILI):	0.007
AMES Toxicity:	0.051
Rat Oral Acute Toxicity:	0.118
Maximum Recommended Daily Dose:	0.02
Skin Sensitization:	0.623
Carcinogencity:	0.009
Eye Corrosion:	0.003
Eye Irritation:	0.015
Respiratory Toxicity:	0.743

Download Data

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

Natural Product: NPC120123

Natural Product ID:	NPC120123
*Common Name:**	(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-Dihydroxy-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-Hydroxy-17-[(2S)-2-Hydroxy-6-Methylhept-5-En-2-Yl]-4,4,8,10,14-Pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-Dodecahydro-1H-Cyclopenta[A]Phenanthren-3-Yl]Oxy]-6-(Hydroxymethyl)Oxan-3-Yl]Oxy-6-(Hydroxymethyl)Oxane-3,4,5-Triol
IUPAC Name:	(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:	20(S)-Ginsenoside Rg3
Standard InCHIKey:	RWXIFXNRCLMQCD-JBVRGBGGSA-N
Standard InCHI:	InChI=1S/C42H72O13/c1-21(2)10-9-14-42(8,51)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-37-35(33(49)31(47)25(20-44)53-37)55-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3/t22-,23+,24+,25+,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,39-,40+,41+,42-/m0/s1
SMILES:	CC(=CCC[C@@](C)([C@H]1CC[C@]2(C)[C@@H]1[C@@H](C[C@@H]1[C@@]3(C)CC[C@@H](C(C)(C)[C@@H]3CC[C@@]21C)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL398412
PubChem CID:	9918693
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0002049] Terpene glycosides [CHEMONTID:0001580] Triterpene glycosides [CHEMONTID:0002358] Triterpene saponins

*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
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/BF02675902]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11816-015-0350-y]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1055/s-2008-1074888]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1248/cpb.30.4088]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10353265]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10553679]
NPO22175	Perovskia abrotanoides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11720520]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[12055308]
NPO28005	Panax japonicus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12350149]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	Flower buds	n.a.	n.a.	PMID[12880307]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15070765]
NPO28035	Streptomyces fumanus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15730262]
NPO28391	Euonymus nanoides	Species	Celastraceae	Eukaryota	n.a.	seed	n.a.	PMID[16462067]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[17520525]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	Stems	n.a.	n.a.	PMID[17663584]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	Roots	n.a.	n.a.	PMID[18186611]
NPO28528	Bridelia ferruginea	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18327911]
NPO28528	Bridelia ferruginea	Species	Phyllanthaceae	Eukaryota	roots	Gabon	1987	PMID[18327911]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[18409045]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19276083]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	flower buds	n.a.	n.a.	PMID[19926279]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20448045]
NPO10946	Pseudallescheria boydii	Species	Microascaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20509707]
NPO28217	Septoria pistaciarum	Species	Mycosphaerellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20550123]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20843794]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	root	n.a.	PMID[2092947]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	berry	n.a.	n.a.	PMID[21216145]
NPO28005.2	Panax japonicus var. major (burk.) wu et feng	Varieties	Araliaceae	Eukaryota	n.a.	root	n.a.	PMID[21417387]
NPO28005.2	Panax japonicus var. major (burk.) wu et feng	Varieties	Araliaceae	Eukaryota	Roots	n.a.	n.a.	PMID[21417387]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22194604]
NPO28217	Septoria pistaciarum	Species	Mycosphaerellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22530813]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22966846]
NPO10946	Pseudallescheria boydii	Species	Microascaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23964677]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	leaves	n.a.	n.a.	PMID[24290061]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24516143]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24968750]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25028392]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25152999]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	leaves and stems	n.a.	n.a.	PMID[25442304]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	Steamed Roots	n.a.	n.a.	PMID[26200131]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	stems-leaves	n.a.	n.a.	PMID[26420067]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26466957]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26774486]
NPO28528	Bridelia ferruginea	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26938998]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26996316]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[27242221]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[27807341]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	stem	n.a.	PMID[27914541]
NPO28005	Panax japonicus	Species	Araliaceae	Eukaryota	Roots	n.a.	n.a.	PMID[28006911]
NPO28005	Panax japonicus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28202328]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	Flower Buds	n.a.	n.a.	PMID[28345906]
NPO41816	Streptomyces spp. [n.a.]	Strain	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[30196100]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32129622]
NPO41816	Streptomyces spp. [n.a.]	Strain	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[32808679]
NPO41816	Streptomyces spp. [n.a.]	Strain	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[33974270]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[5583807]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8917504]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[97292]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28005.2	Panax japonicus var. major (burk.) wu et feng	Varieties	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28576	Berberis julianae	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28334	Pyrola decorata	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO28576	Berberis julianae	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28334	Pyrola decorata	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12450	Cneorum pulverulentum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28005	Panax japonicus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28334	Pyrola decorata	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28005.2	Panax japonicus var. major (burk.) wu et feng	Varieties	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28576	Berberis julianae	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28005	Panax japonicus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28656	Lactobacillus casei	Species	Lactobacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO28131	Polygala amara	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28269	Rubus rosa	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28576	Berberis julianae	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28303	Pleogyne cunninghamii	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22175	Perovskia abrotanoides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20395	Athanasia crithmifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27943	Cardamine pinnata	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28053	Quercus serrata	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29115	Rhinella arenarum	Species	Bufonidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29353	Benzoin praecox	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO27990	Schizonepeta multifida	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28528	Bridelia ferruginea	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27959	Codonocarpus australis	Species	Gyrostemonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28509	Achillea clypeolata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28005	Panax japonicus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28035	Streptomyces fumanus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO28161	Stephania sutchuenensis	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28334	Pyrola decorata	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28691	Streptomyces odorifer	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO28633	Bystropogon origanifolius	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28391	Euonymus nanoides	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27867	Turbo argyrostoma	Species	Turbinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28374	Pleogyne cunninghami	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28614	Zieria smithii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28596	Streptomyces lavendofoliae	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO6331	Jacobaea subalpina	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28073	Crateva nurvala	Species	Capparaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12450	Cneorum pulverulentum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28200	Unonopsis glaucopetala	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28481	Cerbera dilatata	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28217	Septoria pistaciarum	Species	Mycosphaerellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28670	Mortierella elongata	Species	Mortierellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10946	Pseudallescheria boydii	Species	Microascaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO16669	Diospyros verrucosa	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28704	Agaricus hortensis	Species	Agaricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25704	Tetraneuris acaulis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	6
Others	34
Potency	5

Activity Type	# Activity
Cell Line	24
Individual Protein	5
NON-MOLECULAR	1
ORGANISM	3
Others	10
SINGLE PROTEIN	1
Tissue	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1044	Individual Protein	DNA topoisomerase II alpha	Homo sapiens	IC50	>	250000.0	nM	PMID[566584]
NPT143	Individual Protein	DNA topoisomerase I	Homo sapiens	IC50	>	250000.0	nM	PMID[566584]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	55.36	ug.mL-1	PMID[566587]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	354.8	nM	PMID[566585]
NPT380	Cell Line	U-251	Homo sapiens	Activity	=	99.1	%	PMID[566590]
NPT76	Cell Line	C6	Rattus norvegicus	Activity	=	53.07	%	PMID[566590]
NPT41	Individual Protein	Aldose reductase	Homo sapiens	IC50	>	200000.0	nM	PMID[566591]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	54.0	ug.mL-1	PMID[566592]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	2.0	n.a.	PMID[566593]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	17.0	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	10.3	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	2.7	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	69.9	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	13.0	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	11.3	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	5.8	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	70.0	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	7.9	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	5.7	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	8.9	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	77.5	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	5.0	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	4.8	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	9.8	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	80.4	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	8.0	%	PMID[566594]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	2.8	%	PMID[566594]
NPT1	Others	Radical scavenging activity		Inhibition	=	20.0	%	PMID[566582]
NPT1	Others	Radical scavenging activity		IC50	=	440000.0	nM	PMID[566582]
NPT2	Others	Unspecified		Activity	=	16.1	%	PMID[566583]
NPT2	Others	Unspecified		Activity	=	35.9	%	PMID[566583]
NPT2	Others	Unspecified		Activity	=	140.0	%	PMID[566583]
NPT2	Others	Unspecified		Potency	n.a.	10322.5	nM	PMID[566585]
NPT2	Others	Unspecified		Potency	n.a.	7079.5	nM	PMID[566585]
NPT2	Others	Unspecified		Potency	n.a.	35481.3	nM	PMID[566585]
NPT2	Others	Unspecified		Potency	n.a.	8912.5	nM	PMID[566585]
NPT621	Tissue	Plasma	Homo sapiens	Cp	=	0.003	uM	PMID[566593]
NPT2	Others	Unspecified		Activity	=	3.07	%	PMID[566593]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	124.0	%	PMID[566593]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Hit score	=	0.1968	n.a.	PMID[566596]
NPT20556	SINGLE PROTEIN	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	7.18	%	PMID[566597]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	-0.23	%	PMID[566598]

☑ 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 NPC120123 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	260
0.1-0.2	2033
0.2-0.3	6492
0.3-0.4	13542
0.4-0.5	8926
0.5-0.6	5187
0.6-0.7	3446
0.7-0.8	1562
0.8-0.85	766
0.85-0.9	318
0.9-0.95	93
0.95-1	72

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC155010
1.0	High Similarity	NPC31907
1.0	High Similarity	NPC286969
1.0	High Similarity	NPC114874
1.0	High Similarity	NPC189852
1.0	High Similarity	NPC473020
1.0	High Similarity	NPC211879
1.0	High Similarity	NPC8039
1.0	High Similarity	NPC16520
1.0	High Similarity	NPC131479
1.0	High Similarity	NPC157659
1.0	High Similarity	NPC245280
1.0	High Similarity	NPC472252
0.9896	High Similarity	NPC273879
0.9896	High Similarity	NPC165033
0.9895	High Similarity	NPC312553
0.9895	High Similarity	NPC288694
0.9895	High Similarity	NPC159036
0.9794	High Similarity	NPC127801
0.9794	High Similarity	NPC152584
0.9794	High Similarity	NPC269627
0.9794	High Similarity	NPC194842
0.9794	High Similarity	NPC160816
0.9794	High Similarity	NPC208477
0.9794	High Similarity	NPC208594
0.9794	High Similarity	NPC69737
0.9792	High Similarity	NPC16573
0.9789	High Similarity	NPC47566
0.9789	High Similarity	NPC129372
0.9789	High Similarity	NPC4831
0.9789	High Similarity	NPC88000
0.9789	High Similarity	NPC472023
0.9789	High Similarity	NPC160734
0.9789	High Similarity	NPC309425
0.9694	High Similarity	NPC181467
0.9694	High Similarity	NPC208650
0.9694	High Similarity	NPC63368
0.9694	High Similarity	NPC14946
0.9694	High Similarity	NPC231340
0.9691	High Similarity	NPC470885
0.9691	High Similarity	NPC221562
0.9691	High Similarity	NPC187400
0.9688	High Similarity	NPC136816
0.9684	High Similarity	NPC473200
0.9684	High Similarity	NPC7341
0.9596	High Similarity	NPC159005
0.9596	High Similarity	NPC220427
0.9596	High Similarity	NPC38217
0.9596	High Similarity	NPC472988
0.9596	High Similarity	NPC246124
0.9596	High Similarity	NPC180183
0.9596	High Similarity	NPC6931
0.9588	High Similarity	NPC213190
0.9579	High Similarity	NPC280825
0.9579	High Similarity	NPC234287
0.95	High Similarity	NPC125361
0.95	High Similarity	NPC296761
0.95	High Similarity	NPC154085
0.95	High Similarity	NPC51925
0.95	High Similarity	NPC43976
0.9495	High Similarity	NPC473469
0.9495	High Similarity	NPC190395
0.9495	High Similarity	NPC234160
0.94	High Similarity	NPC472897
0.94	High Similarity	NPC472896
0.94	High Similarity	NPC7213
0.9394	High Similarity	NPC309448
0.9394	High Similarity	NPC242748
0.9394	High Similarity	NPC472899
0.9394	High Similarity	NPC472900
0.9394	High Similarity	NPC473199
0.9394	High Similarity	NPC472898
0.9388	High Similarity	NPC473198
0.9368	High Similarity	NPC472989
0.9314	High Similarity	NPC473021
0.9314	High Similarity	NPC472987
0.9314	High Similarity	NPC65167
0.9307	High Similarity	NPC302057
0.9286	High Similarity	NPC272015
0.9278	High Similarity	NPC282669
0.9216	High Similarity	NPC472717
0.9208	High Similarity	NPC235824
0.92	High Similarity	NPC473923
0.92	High Similarity	NPC474569
0.92	High Similarity	NPC473476
0.9184	High Similarity	NPC117714
0.9184	High Similarity	NPC263756
0.9135	High Similarity	NPC476693
0.9126	High Similarity	NPC472715
0.9126	High Similarity	NPC114188
0.9126	High Similarity	NPC197231
0.9118	High Similarity	NPC476835
0.9118	High Similarity	NPC157530
0.9118	High Similarity	NPC472901
0.9118	High Similarity	NPC14630
0.9118	High Similarity	NPC250089
0.91	High Similarity	NPC476361
0.91	High Similarity	NPC476360
0.91	High Similarity	NPC312774
0.91	High Similarity	NPC475365
0.91	High Similarity	NPC75608
0.91	High Similarity	NPC475521
0.9091	High Similarity	NPC76497
0.9091	High Similarity	NPC256133
0.9091	High Similarity	NPC213674
0.9091	High Similarity	NPC30289
0.9072	High Similarity	NPC243728
0.9072	High Similarity	NPC473890
0.9038	High Similarity	NPC475312
0.9038	High Similarity	NPC19888
0.9038	High Similarity	NPC472716
0.902	High Similarity	NPC476539
0.902	High Similarity	NPC476538
0.902	High Similarity	NPC476541
0.902	High Similarity	NPC476540
0.901	High Similarity	NPC181845
0.901	High Similarity	NPC26798
0.9	High Similarity	NPC162354
0.9	High Similarity	NPC123796
0.898	High Similarity	NPC5358
0.898	High Similarity	NPC216260
0.898	High Similarity	NPC158088
0.8952	High Similarity	NPC476671
0.8932	High Similarity	NPC477027
0.8932	High Similarity	NPC477026
0.8932	High Similarity	NPC40440
0.8932	High Similarity	NPC475670
0.8932	High Similarity	NPC70204
0.8932	High Similarity	NPC42482
0.8932	High Similarity	NPC306131
0.8922	High Similarity	NPC14704
0.8922	High Similarity	NPC33053
0.8922	High Similarity	NPC305423
0.8922	High Similarity	NPC230507
0.8922	High Similarity	NPC113044
0.8922	High Similarity	NPC161676
0.8922	High Similarity	NPC470432
0.8922	High Similarity	NPC94272
0.8922	High Similarity	NPC226642
0.8922	High Similarity	NPC283829
0.8911	High Similarity	NPC230948
0.8911	High Similarity	NPC93352
0.8911	High Similarity	NPC54521
0.8911	High Similarity	NPC473734
0.8911	High Similarity	NPC148603
0.8911	High Similarity	NPC471434
0.8911	High Similarity	NPC173583
0.8911	High Similarity	NPC473127
0.8911	High Similarity	NPC57065
0.8911	High Similarity	NPC109792
0.8911	High Similarity	NPC110656
0.8911	High Similarity	NPC203354
0.8911	High Similarity	NPC471435
0.8879	High Similarity	NPC20979
0.8879	High Similarity	NPC476690
0.8879	High Similarity	NPC100048
0.8878	High Similarity	NPC76486
0.8868	High Similarity	NPC477810
0.8857	High Similarity	NPC210420
0.8857	High Similarity	NPC474265
0.8846	High Similarity	NPC103627
0.8846	High Similarity	NPC170974
0.8846	High Similarity	NPC191439
0.8835	High Similarity	NPC98696
0.8835	High Similarity	NPC295980
0.8835	High Similarity	NPC475634
0.8824	High Similarity	NPC173859
0.8824	High Similarity	NPC138057
0.8824	High Similarity	NPC470512
0.8812	High Similarity	NPC473124
0.8812	High Similarity	NPC99627
0.8812	High Similarity	NPC473123
0.8812	High Similarity	NPC473129
0.88	High Similarity	NPC267510
0.88	High Similarity	NPC31346
0.88	High Similarity	NPC470434
0.8796	High Similarity	NPC476692
0.8796	High Similarity	NPC10366
0.8796	High Similarity	NPC476691
0.8788	High Similarity	NPC476895
0.8785	High Similarity	NPC146652
0.8776	High Similarity	NPC207617
0.8776	High Similarity	NPC90583
0.8774	High Similarity	NPC144068
0.8763	High Similarity	NPC72817
0.8763	High Similarity	NPC477927
0.8763	High Similarity	NPC305160
0.8762	High Similarity	NPC294129
0.8762	High Similarity	NPC477032
0.8762	High Similarity	NPC124677
0.8762	High Similarity	NPC477028
0.8762	High Similarity	NPC13190
0.8762	High Similarity	NPC476547
0.8762	High Similarity	NPC475247
0.875	High Similarity	NPC285253
0.875	High Similarity	NPC475550
0.875	High Similarity	NPC224098
0.875	High Similarity	NPC150372
0.875	High Similarity	NPC249265
0.875	High Similarity	NPC248746

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 NPC120123 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	210
0.1-0.2	2203
0.2-0.3	4318
0.3-0.4	1588
0.4-0.5	438
0.5-0.6	239
0.6-0.7	124
0.7-0.8	17
0.8-0.85	5
0.85-0.9	8
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8636	High Similarity	NPD8294	Approved
0.8636	High Similarity	NPD8377	Approved
0.8559	High Similarity	NPD8296	Approved
0.8559	High Similarity	NPD8033	Approved
0.8559	High Similarity	NPD8335	Approved
0.8559	High Similarity	NPD8379	Approved
0.8559	High Similarity	NPD8378	Approved
0.8559	High Similarity	NPD8380	Approved
0.8288	Intermediate Similarity	NPD7327	Approved
0.8288	Intermediate Similarity	NPD7328	Approved
0.8214	Intermediate Similarity	NPD7516	Approved
0.81	Intermediate Similarity	NPD8171	Discontinued
0.8091	Intermediate Similarity	NPD8133	Approved
0.7913	Intermediate Similarity	NPD7503	Approved
0.787	Intermediate Similarity	NPD6412	Phase 2
0.7797	Intermediate Similarity	NPD7507	Approved
0.7789	Intermediate Similarity	NPD7525	Registered
0.7727	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7627	Intermediate Similarity	NPD8328	Phase 3
0.7603	Intermediate Similarity	NPD7319	Approved
0.7565	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7377	Intermediate Similarity	NPD7736	Approved
0.7364	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.7321	Intermediate Similarity	NPD6686	Approved
0.732	Intermediate Similarity	NPD7645	Phase 2
0.728	Intermediate Similarity	NPD8449	Approved
0.7255	Intermediate Similarity	NPD7524	Approved
0.725	Intermediate Similarity	NPD6370	Approved
0.7222	Intermediate Similarity	NPD8450	Suspended
0.7154	Intermediate Similarity	NPD8293	Discontinued
0.7129	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD6054	Approved
0.7083	Intermediate Similarity	NPD6059	Approved
0.7071	Intermediate Similarity	NPD6928	Phase 2
0.7064	Intermediate Similarity	NPD7638	Approved
0.703	Intermediate Similarity	NPD6695	Phase 3
0.7	Intermediate Similarity	NPD7640	Approved
0.7	Intermediate Similarity	NPD7639	Approved
0.6923	Remote Similarity	NPD7750	Discontinued
0.6923	Remote Similarity	NPD8297	Approved
0.6923	Remote Similarity	NPD6882	Approved
0.6907	Remote Similarity	NPD7339	Approved
0.6907	Remote Similarity	NPD6942	Approved
0.6885	Remote Similarity	NPD6016	Approved
0.6885	Remote Similarity	NPD8516	Approved
0.6885	Remote Similarity	NPD8513	Phase 3
0.6885	Remote Similarity	NPD6015	Approved
0.6885	Remote Similarity	NPD8515	Approved
0.6885	Remote Similarity	NPD8517	Approved
0.6855	Remote Similarity	NPD7492	Approved
0.6838	Remote Similarity	NPD7625	Phase 1
0.6837	Remote Similarity	NPD6933	Approved
0.6833	Remote Similarity	NPD6009	Approved
0.6829	Remote Similarity	NPD5988	Approved
0.6822	Remote Similarity	NPD8035	Phase 2
0.6822	Remote Similarity	NPD8034	Phase 2
0.6803	Remote Similarity	NPD6319	Approved
0.68	Remote Similarity	NPD6616	Approved
0.6774	Remote Similarity	NPD6067	Discontinued
0.6746	Remote Similarity	NPD7078	Approved
0.6737	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.6733	Remote Similarity	NPD6931	Approved
0.6733	Remote Similarity	NPD6930	Phase 2
0.6723	Remote Similarity	NPD4632	Approved
0.6697	Remote Similarity	NPD7748	Approved
0.6696	Remote Similarity	NPD6675	Approved
0.6696	Remote Similarity	NPD7128	Approved
0.6696	Remote Similarity	NPD6402	Approved
0.6696	Remote Similarity	NPD5739	Approved
0.6667	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6372	Approved
0.6667	Remote Similarity	NPD6373	Approved
0.6667	Remote Similarity	NPD7902	Approved
0.6634	Remote Similarity	NPD6929	Approved
0.6633	Remote Similarity	NPD1811	Approved
0.6633	Remote Similarity	NPD6924	Approved
0.6633	Remote Similarity	NPD1810	Approved
0.6633	Remote Similarity	NPD6926	Approved
0.6606	Remote Similarity	NPD6399	Phase 3
0.6604	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.66	Remote Similarity	NPD6932	Approved
0.6581	Remote Similarity	NPD7320	Approved
0.6581	Remote Similarity	NPD6881	Approved
0.6581	Remote Similarity	NPD6899	Approved
0.6571	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6562	Remote Similarity	NPD6033	Approved
0.6557	Remote Similarity	NPD7115	Discovery
0.6555	Remote Similarity	NPD8130	Phase 1
0.6555	Remote Similarity	NPD6649	Approved
0.6555	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6555	Remote Similarity	NPD6650	Approved
0.6518	Remote Similarity	NPD4755	Approved
0.6514	Remote Similarity	NPD7515	Phase 2
0.6514	Remote Similarity	NPD7087	Discontinued
0.6496	Remote Similarity	NPD5697	Approved
0.6496	Remote Similarity	NPD5701	Approved
0.6481	Remote Similarity	NPD5328	Approved
0.6476	Remote Similarity	NPD4786	Approved
0.6471	Remote Similarity	NPD6683	Phase 2
0.6471	Remote Similarity	NPD4634	Approved
0.6471	Remote Similarity	NPD7290	Approved
0.6471	Remote Similarity	NPD7102	Approved
0.6471	Remote Similarity	NPD6883	Approved
0.6455	Remote Similarity	NPD4202	Approved
0.6436	Remote Similarity	NPD5776	Phase 2
0.6436	Remote Similarity	NPD6925	Approved
0.6435	Remote Similarity	NPD7632	Discontinued
0.6429	Remote Similarity	NPD4243	Approved
0.6422	Remote Similarity	NPD3168	Discontinued
0.6417	Remote Similarity	NPD6869	Approved
0.6417	Remote Similarity	NPD6617	Approved
0.6417	Remote Similarity	NPD6847	Approved
0.6415	Remote Similarity	NPD6893	Approved
0.6408	Remote Similarity	NPD7509	Discontinued
0.6408	Remote Similarity	NPD7514	Phase 3
0.6404	Remote Similarity	NPD5286	Approved
0.6404	Remote Similarity	NPD4696	Approved
0.6404	Remote Similarity	NPD5285	Approved
0.6404	Remote Similarity	NPD4700	Approved
0.6396	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6396	Remote Similarity	NPD7900	Approved
0.6387	Remote Similarity	NPD6012	Approved
0.6387	Remote Similarity	NPD6013	Approved
0.6387	Remote Similarity	NPD6014	Approved
0.6387	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6378	Remote Similarity	NPD7604	Phase 2
0.6373	Remote Similarity	NPD7145	Approved
0.6372	Remote Similarity	NPD6083	Phase 2
0.6372	Remote Similarity	NPD6084	Phase 2
0.6364	Remote Similarity	NPD6079	Approved
0.6355	Remote Similarity	NPD3618	Phase 1
0.6349	Remote Similarity	NPD5983	Phase 2
0.6339	Remote Similarity	NPD7991	Discontinued
0.6327	Remote Similarity	NPD2254	Approved
0.6327	Remote Similarity	NPD2687	Approved
0.6327	Remote Similarity	NPD2686	Approved
0.6316	Remote Similarity	NPD4225	Approved
0.6303	Remote Similarity	NPD6011	Approved
0.6303	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.63	Remote Similarity	NPD4785	Approved
0.63	Remote Similarity	NPD4784	Approved
0.6293	Remote Similarity	NPD5224	Approved
0.6293	Remote Similarity	NPD5225	Approved
0.6293	Remote Similarity	NPD5226	Approved
0.6293	Remote Similarity	NPD4633	Approved
0.6293	Remote Similarity	NPD5211	Phase 2
0.6286	Remote Similarity	NPD3667	Approved
0.6281	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6279	Remote Similarity	NPD6336	Discontinued
0.6271	Remote Similarity	NPD4767	Approved
0.6271	Remote Similarity	NPD4768	Approved
0.6271	Remote Similarity	NPD6008	Approved
0.6263	Remote Similarity	NPD7150	Approved
0.6263	Remote Similarity	NPD7151	Approved
0.6263	Remote Similarity	NPD7152	Approved
0.625	Remote Similarity	NPD7332	Phase 2
0.625	Remote Similarity	NPD4748	Discontinued
0.6239	Remote Similarity	NPD5175	Approved
0.6239	Remote Similarity	NPD5174	Approved
0.6226	Remote Similarity	NPD3669	Approved
0.6226	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6224	Remote Similarity	NPD6922	Approved
0.6224	Remote Similarity	NPD6923	Approved
0.6216	Remote Similarity	NPD7637	Suspended
0.621	Remote Similarity	NPD6940	Discontinued
0.6207	Remote Similarity	NPD5223	Approved
0.6207	Remote Similarity	NPD5344	Discontinued
0.6207	Remote Similarity	NPD4159	Approved
0.6198	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.619	Remote Similarity	NPD6898	Phase 1
0.619	Remote Similarity	NPD6902	Approved
0.6186	Remote Similarity	NPD5141	Approved
0.6182	Remote Similarity	NPD6051	Approved
0.6182	Remote Similarity	NPD4753	Phase 2
0.6174	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6167	Remote Similarity	NPD8174	Phase 2
0.6167	Remote Similarity	NPD4729	Approved
0.6167	Remote Similarity	NPD4730	Approved
0.6162	Remote Similarity	NPD7143	Approved
0.6162	Remote Similarity	NPD7144	Approved
0.614	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.614	Remote Similarity	NPD4697	Phase 3
0.614	Remote Similarity	NPD5221	Approved
0.614	Remote Similarity	NPD5222	Approved
0.6107	Remote Similarity	NPD8074	Phase 3
0.6102	Remote Similarity	NPD4754	Approved
0.6091	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.609	Remote Similarity	NPD5956	Approved
0.6087	Remote Similarity	NPD5173	Approved
0.608	Remote Similarity	NPD6274	Approved
0.6078	Remote Similarity	NPD4190	Phase 3
0.6078	Remote Similarity	NPD5275	Approved
0.6066	Remote Similarity	NPD5247	Approved
0.6066	Remote Similarity	NPD5248	Approved
0.6066	Remote Similarity	NPD5250	Approved
0.6066	Remote Similarity	NPD5249	Phase 3
0.6066	Remote Similarity	NPD5251	Approved
0.6063	Remote Similarity	NPD7100	Approved
0.6063	Remote Similarity	NPD7101	Approved
0.6058	Remote Similarity	NPD6697	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