NPASS Compound

Structure

CID208650 OpenBabel06191716002D 77 84 0 0 1 0 0 0 0 0999 V2000 0.1866 -3.5671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6866 -2.7011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4892 1.2268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5110 1.4347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4532 -1.7817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7763 0.2257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3964 0.0566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8206 -3.2011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6866 -4.4332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6866 -4.4332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5933 -0.9216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1259 0.8438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3553 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1866 -3.5671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4042 -1.4726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8502 -0.2524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1748 0.5347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5021 -2.0907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7488 1.7989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 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 5.2847 0.7989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1866 -3.5671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1866 -1.8351 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4489 -2.3997 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.8828 2.2989 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.4187 0.2989 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8690 0.1746 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7100 -1.1125 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5632 -0.1855 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1921 -1.7306 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.8828 3.2989 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.5526 0.7989 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.0167 3.7989 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.6866 0.2989 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.1507 3.2989 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6866 -0.7011 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.1507 2.2989 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.5526 -1.2011 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8201 0.4836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6611 -0.8035 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0331 -0.4434 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9842 -0.7524 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.6866 -2.7011 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.6148 2.2989 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6568 -3.3778 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.7488 3.7989 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5526 1.7989 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0167 4.7989 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8206 0.7989 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2847 3.7989 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 1.8206 -1.2011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2847 1.7989 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0167 1.7989 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 4.4187 -0.7011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5526 -2.2011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 23 1 0 0 0 0 3 50 1 0 0 0 0 4 50 1 0 0 0 0 6 52 1 0 0 0 0 9 10 1 0 0 0 0 9 14 1 0 0 0 0 10 23 2 0 0 0 0 11 16 1 0 0 0 0 11 24 1 0 0 0 0 12 17 1 0 0 0 0 12 30 1 0 0 0 0 13 15 1 0 0 0 0 13 32 1 0 0 0 0 14 54 1 0 0 0 0 15 51 1 0 0 0 0 16 53 1 0 0 0 0 17 52 1 0 0 0 0 18 25 1 0 0 0 0 18 31 1 0 0 0 0 19 55 1 0 0 0 0 20 56 1 0 0 0 0 21 57 1 0 0 0 0 22 70 1 0 0 0 0 24 33 1 0 0 0 0 24 54 1 6 0 0 0 25 33 1 0 0 0 0 25 58 1 6 0 0 0 26 19 1 1 0 0 0 26 34 1 0 0 0 0 26 71 1 0 0 0 0 27 20 1 6 0 0 0 27 35 1 0 0 0 0 27 72 1 0 0 0 0 28 21 1 6 0 0 0 28 36 1 0 0 0 0 28 73 1 0 0 0 0 29 22 1 1 0 0 0 29 37 1 0 0 0 0 29 74 1 0 0 0 0 30 50 1 0 0 0 0 30 51 1 6 0 0 0 31 51 1 6 0 0 0 31 52 1 0 0 0 0 32 50 1 0 0 0 0 32 75 1 6 0 0 0 33 53 1 1 0 0 0 34 38 1 0 0 0 0 34 59 1 6 0 0 0 35 39 1 0 0 0 0 35 60 1 1 0 0 0 36 41 1 0 0 0 0 36 61 1 1 0 0 0 37 40 1 0 0 0 0 37 62 1 6 0 0 0 38 42 1 0 0 0 0 38 63 1 1 0 0 0 39 43 1 0 0 0 0 39 64 1 6 0 0 0 40 44 1 0 0 0 0 40 65 1 1 0 0 0 41 45 1 0 0 0 0 41 66 1 6 0 0 0 42 46 1 0 0 0 0 42 67 1 6 0 0 0 43 47 1 0 0 0 0 43 68 1 1 0 0 0 44 48 1 0 0 0 0 44 69 1 6 0 0 0 45 49 1 0 0 0 0 45 76 1 1 0 0 0 46 70 1 1 0 0 0 46 71 1 0 0 0 0 47 72 1 0 0 0 0 47 76 1 6 0 0 0 48 74 1 0 0 0 0 48 77 1 1 0 0 0 49 73 1 0 0 0 0 49 75 1 6 0 0 0 51 5 1 6 0 0 0 52 53 1 1 0 0 0 53 7 1 1 0 0 0 54 8 1 6 0 0 0 54 77 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1108.6
Volume:	1073.627
LogP:	1.921
LogD:	2.284
LogS:	-2.598
# Rotatable Bonds:	16
TPSA:	377.29
# H-Bond Aceptor:	23
# H-Bond Donor:	15
# Rings:	8
# Heavy Atoms:	23

MedChem Properties

QED Drug-Likeness Score:	0.058
Synthetic Accessibility Score:	6.872
Fsp3:	0.963
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:	-6.227
MDCK Permeability:	0.00021007959730923176
Pgp-inhibitor:	0.994
Pgp-substrate:	0.031
Human Intestinal Absorption (HIA):	0.999
20% Bioavailability (F20%):	0.979
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.02
Plasma Protein Binding (PPB):	70.21678924560547%
Volume Distribution (VD):	-0.229
Pgp-substrate:	11.649617195129395%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.042
CYP2C19-inhibitor:	0.0
CYP2C19-substrate:	0.067
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.003
CYP2D6-inhibitor:	0.001
CYP2D6-substrate:	0.045
CYP3A4-inhibitor:	0.004
CYP3A4-substrate:	0.003

ADMET: Excretion

Clearance (CL):	0.086
Half-life (T1/2):	0.769

ADMET: Toxicity

hERG Blockers:	0.311
Human Hepatotoxicity (H-HT):	0.076
Drug-inuced Liver Injury (DILI):	0.003
AMES Toxicity:	0.056
Rat Oral Acute Toxicity:	0.071
Maximum Recommended Daily Dose:	0.001
Skin Sensitization:	0.902
Carcinogencity:	0.006
Eye Corrosion:	0.003
Eye Irritation:	0.009
Respiratory Toxicity:	0.051

Download Data

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

Natural Product: NPC208650

Natural Product ID:	NPC208650
*Common Name:**	Ginsenoside Rb1
IUPAC Name:	(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:	Ginsenoside Rb1
Standard InCHIKey:	GZYPWOGIYAIIPV-JBDTYSNRSA-N
Standard InCHI:	InChI=1S/C54H92O23/c1-23(2)10-9-14-54(8,77-48-44(69)40(65)37(62)29(74-48)22-70-46-42(67)38(63)34(59)26(19-55)71-46)24-11-16-53(7)33(24)25(58)18-31-51(5)15-13-32(50(3,4)30(51)12-17-52(31,53)6)75-49-45(41(66)36(61)28(21-57)73-49)76-47-43(68)39(64)35(60)27(20-56)72-47/h10,24-49,55-69H,9,11-22H2,1-8H3/t24-,25+,26+,27+,28+,29+,30-,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,46+,47-,48-,49-,51-,52+,53+,54-/m0/s1
SMILES:	OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3C[C@@H](O)[C@H]3[C@@]2(C)CC[C@@H]3[C@@](O[C@@H]2O[C@H](CO[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)[C@H]([C@@H]([C@H]2O)O)O)(CCC=C(C)C)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL501515
PubChem CID:	9898279
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
NPO25128	Panax vietnamensis	Species	Araliaceae	Eukaryota	n.a.	Vietnamese	n.a.	PMID[11325227]
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]
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]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[18409045]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	flower buds	n.a.	n.a.	PMID[19926279]
NPO12934	Gynostemma pentaphyllum	Species	Cucurbitaceae	Eukaryota	Stems	n.a.	n.a.	PMID[20104880]
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]
NPO12934	Gynostemma pentaphyllum	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22342101]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	leaves	n.a.	n.a.	PMID[24290061]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24968750]
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]
NPO12934	Gynostemma pentaphyllum	Species	Cucurbitaceae	Eukaryota	aerial parts	n.a.	n.a.	PMID[25895106]
NPO28005.1	Panax japonicus var. bipinnatifidus	Varieties	Araliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[2618703]
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]
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]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32129622]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26811	Gynostemma yixingense	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14105.2	Panax pseudo-ginseng var. notoginseng	Varieties	Araliaceae	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]
NPO28005.1	Panax japonicus var. bipinnatifidus	Varieties	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12934	Gynostemma pentaphyllum	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11990	Coleostephus myconis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14105.1	Panax pseudo - ginseng var. japonicus	Varieties	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO918	Dahlia pinnata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO14105.1	Panax pseudo - ginseng var. japonicus	Varieties	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26811	Gynostemma yixingense	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11990	Coleostephus myconis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO918	Dahlia pinnata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28005.1	Panax japonicus var. bipinnatifidus	Varieties	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12934	Gynostemma pentaphyllum	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14105.2	Panax pseudo-ginseng var. notoginseng	Varieties	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11990	Coleostephus myconis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29141	Panax ginseng	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]
NPO21891	Panax notoginseng	Species	Araliaceae	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]
NPO12934	Gynostemma pentaphyllum	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
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]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO918	Dahlia pinnata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26811	Gynostemma yixingense	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11990	Coleostephus myconis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12934	Gynostemma pentaphyllum	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25128	Panax vietnamensis	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16506	Synotis alata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4305	Pertusaria wulfenii	Species	Pertusariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28005	Panax japonicus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28005.1	Panax japonicus var. bipinnatifidus	Varieties	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29141	Panax ginseng	Species	Araliaceae	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
EC50	1
IC50	3
Others	25

Activity Type	# Activity
Cell Line	14
Individual Protein	5
NON-MOLECULAR	4
Organism	2
Others	3
PROTEIN COMPLEX	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT993	Cell Line	Hepatocyte	Mus musculus	Survival	=	34.4	%	PMID[513066]
NPT993	Cell Line	Hepatocyte	Mus musculus	Survival	=	39.6	%	PMID[513066]
NPT993	Cell Line	Hepatocyte	Mus musculus	Survival	=	36.0	%	PMID[513066]
NPT993	Cell Line	Hepatocyte	Mus musculus	Inhibition	=	14.3	%	PMID[513066]
NPT993	Cell Line	Hepatocyte	Mus musculus	Inhibition	=	31.9	%	PMID[513066]
NPT993	Cell Line	Hepatocyte	Mus musculus	Inhibition	=	19.8	%	PMID[513066]
NPT993	Cell Line	Hepatocyte	Mus musculus	Activity	=	6.0	%	PMID[513066]
NPT993	Cell Line	Hepatocyte	Mus musculus	Activity	=	13.7	%	PMID[513066]
NPT993	Cell Line	Hepatocyte	Mus musculus	Activity	=	8.5	%	PMID[513066]
NPT459	Individual Protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	IC50	>	200.0	ug.mL-1	PMID[513068]
NPT136	Cell Line	SK-N-SH	Homo sapiens	Activity	=	178.0	%	PMID[513069]
NPT136	Cell Line	SK-N-SH	Homo sapiens	Activity	=	0.93	n.a.	PMID[513069]
NPT1044	Individual Protein	DNA topoisomerase II alpha	Homo sapiens	IC50	>	250000.0	nM	PMID[513071]
NPT143	Individual Protein	DNA topoisomerase I	Homo sapiens	IC50	>	250000.0	nM	PMID[513071]
NPT380	Cell Line	U-251	Homo sapiens	Activity	=	76.08	%	PMID[513074]
NPT76	Cell Line	C6	Rattus norvegicus	Activity	=	78.99	%	PMID[513074]
NPT319	Cell Line	B16	Mus musculus	Activity	=	4.67	%	PMID[513078]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	47.0	%	PMID[513067]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	24.0	%	PMID[513067]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	42.0	%	PMID[513067]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	331.0	%	PMID[513070]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	40.0	%	PMID[513070]
NPT2	Others	Unspecified		Inhibition	=	10.8	%	PMID[513072]
NPT2	Others	Unspecified		Inhibition	=	7.36	%	PMID[513072]
NPT2	Others	Unspecified		Activity	=	9.77	%	PMID[513075]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	91.0	%	PMID[513075]
NPT861	Individual Protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Activity	=	104.6	%	PMID[513076]
NPT861	Individual Protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Activity	=	116.7	%	PMID[513076]
NPT23107	PROTEIN COMPLEX	AMPK alpha2/beta1/gamma1	Homo sapiens	EC50	=	16.8	nM	PMID[513077]

☑ 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 NPC208650 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	271
0.1-0.2	2075
0.2-0.3	6623
0.3-0.4	13645
0.4-0.5	8806
0.5-0.6	5206
0.6-0.7	3368
0.7-0.8	1475
0.8-0.85	645
0.85-0.9	373
0.9-0.95	149
0.95-1	61

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC14946
1.0	High Similarity	NPC63368
0.9899	High Similarity	NPC6931
0.9899	High Similarity	NPC180183
0.9899	High Similarity	NPC159005
0.9899	High Similarity	NPC246124
0.9898	High Similarity	NPC269627
0.9898	High Similarity	NPC160816
0.9898	High Similarity	NPC194842
0.9898	High Similarity	NPC208477
0.9898	High Similarity	NPC127801
0.9898	High Similarity	NPC152584
0.9898	High Similarity	NPC208594
0.9898	High Similarity	NPC69737
0.9798	High Similarity	NPC181467
0.97	High Similarity	NPC220427
0.9694	High Similarity	NPC286969
0.9694	High Similarity	NPC157659
0.9694	High Similarity	NPC473020
0.9694	High Similarity	NPC211879
0.9694	High Similarity	NPC16520
0.9694	High Similarity	NPC155010
0.9694	High Similarity	NPC120123
0.9694	High Similarity	NPC114874
0.9694	High Similarity	NPC8039
0.9694	High Similarity	NPC131479
0.9694	High Similarity	NPC189852
0.9694	High Similarity	NPC245280
0.9694	High Similarity	NPC31907
0.9694	High Similarity	NPC472252
0.9604	High Similarity	NPC302057
0.96	High Similarity	NPC190395
0.9596	High Similarity	NPC273879
0.9596	High Similarity	NPC165033
0.9592	High Similarity	NPC312553
0.9592	High Similarity	NPC159036
0.9592	High Similarity	NPC288694
0.95	High Similarity	NPC309448
0.9495	High Similarity	NPC16573
0.949	High Similarity	NPC309425
0.949	High Similarity	NPC4831
0.949	High Similarity	NPC129372
0.949	High Similarity	NPC160734
0.949	High Similarity	NPC88000
0.949	High Similarity	NPC47566
0.949	High Similarity	NPC472023
0.9417	High Similarity	NPC65167
0.9406	High Similarity	NPC231340
0.94	High Similarity	NPC476361
0.94	High Similarity	NPC221562
0.94	High Similarity	NPC476360
0.94	High Similarity	NPC470885
0.94	High Similarity	NPC187400
0.9394	High Similarity	NPC136816
0.9388	High Similarity	NPC7341
0.9388	High Similarity	NPC473200
0.9327	High Similarity	NPC472716
0.9314	High Similarity	NPC472988
0.9314	High Similarity	NPC38217
0.93	High Similarity	NPC213190
0.93	High Similarity	NPC123796
0.9286	High Similarity	NPC234287
0.9286	High Similarity	NPC280825
0.9238	High Similarity	NPC476693
0.9238	High Similarity	NPC476671
0.9231	High Similarity	NPC472715
0.9223	High Similarity	NPC43976
0.9223	High Similarity	NPC51925
0.9223	High Similarity	NPC154085
0.9223	High Similarity	NPC296761
0.9223	High Similarity	NPC125361
0.9216	High Similarity	NPC473469
0.9216	High Similarity	NPC234160
0.9216	High Similarity	NPC94272
0.9208	High Similarity	NPC148603
0.92	High Similarity	NPC30289
0.92	High Similarity	NPC256133
0.92	High Similarity	NPC76497
0.92	High Similarity	NPC213674
0.9159	High Similarity	NPC20979
0.9151	High Similarity	NPC477810
0.9135	High Similarity	NPC472717
0.9126	High Similarity	NPC7213
0.9126	High Similarity	NPC472896
0.9126	High Similarity	NPC472897
0.9118	High Similarity	NPC473199
0.9118	High Similarity	NPC242748
0.9118	High Similarity	NPC472899
0.9118	High Similarity	NPC472900
0.9118	High Similarity	NPC470512
0.9118	High Similarity	NPC173859
0.9118	High Similarity	NPC138057
0.9118	High Similarity	NPC472898
0.9109	High Similarity	NPC473198
0.91	High Similarity	NPC117714
0.91	High Similarity	NPC263756
0.9082	High Similarity	NPC472989
0.9074	High Similarity	NPC10366
0.9065	High Similarity	NPC146652
0.9048	High Similarity	NPC472987
0.9048	High Similarity	NPC124677
0.9048	High Similarity	NPC473021
0.9048	High Similarity	NPC476547
0.9048	High Similarity	NPC475247
0.9048	High Similarity	NPC294129
0.9048	High Similarity	NPC197231
0.9048	High Similarity	NPC477032
0.9048	High Similarity	NPC477028
0.9038	High Similarity	NPC171073
0.9038	High Similarity	NPC248746
0.9038	High Similarity	NPC84956
0.9038	High Similarity	NPC218571
0.9038	High Similarity	NPC102016
0.9038	High Similarity	NPC95051
0.9038	High Similarity	NPC300557
0.9038	High Similarity	NPC194207
0.9038	High Similarity	NPC73243
0.9038	High Similarity	NPC244086
0.9038	High Similarity	NPC208383
0.9038	High Similarity	NPC309278
0.9038	High Similarity	NPC470433
0.9038	High Similarity	NPC249265
0.9038	High Similarity	NPC150372
0.9038	High Similarity	NPC475333
0.9038	High Similarity	NPC477809
0.9038	High Similarity	NPC232054
0.9038	High Similarity	NPC46190
0.9038	High Similarity	NPC6806
0.9038	High Similarity	NPC475550
0.9038	High Similarity	NPC22779
0.9038	High Similarity	NPC224098
0.9029	High Similarity	NPC78034
0.902	High Similarity	NPC471435
0.902	High Similarity	NPC230948
0.902	High Similarity	NPC471434
0.902	High Similarity	NPC473734
0.901	High Similarity	NPC272015
0.9	High Similarity	NPC282669
0.8981	High Similarity	NPC476690
0.8981	High Similarity	NPC100048
0.8972	High Similarity	NPC167183
0.8972	High Similarity	NPC32707
0.8962	High Similarity	NPC31896
0.8962	High Similarity	NPC19888
0.8962	High Similarity	NPC210569
0.8962	High Similarity	NPC263359
0.8962	High Similarity	NPC32361
0.8962	High Similarity	NPC244431
0.8962	High Similarity	NPC475312
0.8952	High Similarity	NPC222202
0.8952	High Similarity	NPC269297
0.8952	High Similarity	NPC224314
0.8952	High Similarity	NPC87998
0.8952	High Similarity	NPC23808
0.8952	High Similarity	NPC477811
0.8942	High Similarity	NPC98696
0.8942	High Similarity	NPC235824
0.8942	High Similarity	NPC126147
0.8932	High Similarity	NPC474569
0.8932	High Similarity	NPC473923
0.8932	High Similarity	NPC473476
0.8909	High Similarity	NPC135369
0.8899	High Similarity	NPC476692
0.8899	High Similarity	NPC476691
0.8889	High Similarity	NPC279638
0.8879	High Similarity	NPC79900
0.8879	High Similarity	NPC476546
0.8879	High Similarity	NPC307642
0.8868	High Similarity	NPC114188
0.8868	High Similarity	NPC13193
0.8857	High Similarity	NPC306131
0.8857	High Similarity	NPC250089
0.8857	High Similarity	NPC14630
0.8857	High Similarity	NPC477027
0.8857	High Similarity	NPC70204
0.8857	High Similarity	NPC157530
0.8857	High Similarity	NPC476835
0.8857	High Similarity	NPC475670
0.8857	High Similarity	NPC477026
0.8857	High Similarity	NPC40440
0.8857	High Similarity	NPC472901
0.8857	High Similarity	NPC42482
0.8846	High Similarity	NPC161676
0.8846	High Similarity	NPC281939
0.8846	High Similarity	NPC14704
0.8846	High Similarity	NPC305423
0.8846	High Similarity	NPC470432
0.8846	High Similarity	NPC230507
0.8846	High Similarity	NPC257964
0.8846	High Similarity	NPC113044
0.8846	High Similarity	NPC283829
0.8835	High Similarity	NPC475521
0.8835	High Similarity	NPC75608
0.8835	High Similarity	NPC312774
0.8835	High Similarity	NPC475365
0.88	High Similarity	NPC473890
0.88	High Similarity	NPC243728
0.8796	High Similarity	NPC208832
0.8796	High Similarity	NPC11548
0.8785	High Similarity	NPC254255

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 NPC208650 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	215
0.1-0.2	2239
0.2-0.3	4339
0.3-0.4	1541
0.4-0.5	425
0.5-0.6	244
0.6-0.7	121
0.7-0.8	13
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
0.8571	High Similarity	NPD8377	Approved
0.8571	High Similarity	NPD8294	Approved
0.8496	Intermediate Similarity	NPD8296	Approved
0.8496	Intermediate Similarity	NPD8335	Approved
0.8496	Intermediate Similarity	NPD8378	Approved
0.8496	Intermediate Similarity	NPD8380	Approved
0.8496	Intermediate Similarity	NPD8379	Approved
0.8333	Intermediate Similarity	NPD8033	Approved
0.8198	Intermediate Similarity	NPD8133	Approved
0.807	Intermediate Similarity	NPD7327	Approved
0.807	Intermediate Similarity	NPD7328	Approved
0.8039	Intermediate Similarity	NPD8171	Discontinued
0.8	Intermediate Similarity	NPD7516	Approved
0.7712	Intermediate Similarity	NPD7503	Approved
0.7658	Intermediate Similarity	NPD6412	Phase 2
0.7603	Intermediate Similarity	NPD7507	Approved
0.7583	Intermediate Similarity	NPD8328	Phase 3
0.7551	Intermediate Similarity	NPD7525	Registered
0.7522	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.746	Intermediate Similarity	NPD8450	Suspended
0.7419	Intermediate Similarity	NPD7319	Approved
0.7381	Intermediate Similarity	NPD8449	Approved
0.7373	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7321	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD7736	Approved
0.713	Intermediate Similarity	NPD6686	Approved
0.71	Intermediate Similarity	NPD7645	Phase 2
0.7073	Intermediate Similarity	NPD6370	Approved
0.7048	Intermediate Similarity	NPD7524	Approved
0.6992	Remote Similarity	NPD8516	Approved
0.6992	Remote Similarity	NPD8515	Approved
0.6992	Remote Similarity	NPD8517	Approved
0.6984	Remote Similarity	NPD8293	Discontinued
0.6923	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6911	Remote Similarity	NPD6054	Approved
0.6911	Remote Similarity	NPD6059	Approved
0.6875	Remote Similarity	NPD7638	Approved
0.6863	Remote Similarity	NPD6928	Phase 2
0.6855	Remote Similarity	NPD8513	Phase 3
0.6827	Remote Similarity	NPD6695	Phase 3
0.6814	Remote Similarity	NPD7639	Approved
0.6814	Remote Similarity	NPD7640	Approved
0.675	Remote Similarity	NPD8297	Approved
0.675	Remote Similarity	NPD6882	Approved
0.6729	Remote Similarity	NPD7750	Discontinued
0.672	Remote Similarity	NPD6016	Approved
0.672	Remote Similarity	NPD6015	Approved
0.67	Remote Similarity	NPD6942	Approved
0.67	Remote Similarity	NPD7339	Approved
0.6693	Remote Similarity	NPD7492	Approved
0.6691	Remote Similarity	NPD7625	Phase 1
0.6667	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6009	Approved
0.6667	Remote Similarity	NPD5988	Approved
0.6641	Remote Similarity	NPD6616	Approved
0.664	Remote Similarity	NPD6319	Approved
0.6636	Remote Similarity	NPD8035	Phase 2
0.6636	Remote Similarity	NPD8034	Phase 2
0.6634	Remote Similarity	NPD6933	Approved
0.6614	Remote Similarity	NPD6067	Discontinued
0.6589	Remote Similarity	NPD7078	Approved
0.6557	Remote Similarity	NPD4632	Approved
0.6538	Remote Similarity	NPD6931	Approved
0.6538	Remote Similarity	NPD6930	Phase 2
0.6531	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.6525	Remote Similarity	NPD6402	Approved
0.6525	Remote Similarity	NPD5739	Approved
0.6525	Remote Similarity	NPD7128	Approved
0.6525	Remote Similarity	NPD6675	Approved
0.6518	Remote Similarity	NPD7748	Approved
0.65	Remote Similarity	NPD6373	Approved
0.65	Remote Similarity	NPD6372	Approved
0.6491	Remote Similarity	NPD7902	Approved
0.6471	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6442	Remote Similarity	NPD6929	Approved
0.6436	Remote Similarity	NPD1811	Approved
0.6436	Remote Similarity	NPD1810	Approved
0.6436	Remote Similarity	NPD6924	Approved
0.6436	Remote Similarity	NPD6926	Approved
0.6429	Remote Similarity	NPD6399	Phase 3
0.6422	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6417	Remote Similarity	NPD6899	Approved
0.6417	Remote Similarity	NPD7320	Approved
0.6417	Remote Similarity	NPD6881	Approved
0.6412	Remote Similarity	NPD6033	Approved
0.6408	Remote Similarity	NPD6932	Approved
0.64	Remote Similarity	NPD7115	Discovery
0.6393	Remote Similarity	NPD8130	Phase 1
0.6393	Remote Similarity	NPD6650	Approved
0.6393	Remote Similarity	NPD6649	Approved
0.6389	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6348	Remote Similarity	NPD4755	Approved
0.6339	Remote Similarity	NPD7087	Discontinued
0.6339	Remote Similarity	NPD7515	Phase 2
0.6333	Remote Similarity	NPD5701	Approved
0.6333	Remote Similarity	NPD5697	Approved
0.6311	Remote Similarity	NPD4634	Approved
0.6311	Remote Similarity	NPD7102	Approved
0.6311	Remote Similarity	NPD7290	Approved
0.6311	Remote Similarity	NPD6883	Approved
0.6306	Remote Similarity	NPD5328	Approved
0.6296	Remote Similarity	NPD4786	Approved
0.6286	Remote Similarity	NPD6683	Phase 2
0.6283	Remote Similarity	NPD4202	Approved
0.6271	Remote Similarity	NPD7632	Discontinued
0.626	Remote Similarity	NPD6617	Approved
0.626	Remote Similarity	NPD6847	Approved
0.626	Remote Similarity	NPD6869	Approved
0.625	Remote Similarity	NPD6925	Approved
0.625	Remote Similarity	NPD5776	Phase 2
0.625	Remote Similarity	NPD3168	Discontinued
0.6239	Remote Similarity	NPD4696	Approved
0.6239	Remote Similarity	NPD6893	Approved
0.6239	Remote Similarity	NPD5285	Approved
0.6239	Remote Similarity	NPD5286	Approved
0.6239	Remote Similarity	NPD4700	Approved
0.6238	Remote Similarity	NPD4243	Approved
0.6231	Remote Similarity	NPD7604	Phase 2
0.623	Remote Similarity	NPD6012	Approved
0.623	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.623	Remote Similarity	NPD6013	Approved
0.623	Remote Similarity	NPD6014	Approved
0.6228	Remote Similarity	NPD7900	Approved
0.6228	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6226	Remote Similarity	NPD7514	Phase 3
0.6226	Remote Similarity	NPD7509	Discontinued
0.6207	Remote Similarity	NPD6083	Phase 2
0.6207	Remote Similarity	NPD6084	Phase 2
0.6202	Remote Similarity	NPD5983	Phase 2
0.6195	Remote Similarity	NPD6079	Approved
0.619	Remote Similarity	NPD7145	Approved
0.6182	Remote Similarity	NPD3618	Phase 1
0.6174	Remote Similarity	NPD7991	Discontinued
0.6154	Remote Similarity	NPD4225	Approved
0.6148	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6148	Remote Similarity	NPD6011	Approved
0.6139	Remote Similarity	NPD2687	Approved
0.6139	Remote Similarity	NPD2686	Approved
0.6139	Remote Similarity	NPD2254	Approved
0.6136	Remote Similarity	NPD6336	Discontinued
0.6134	Remote Similarity	NPD4633	Approved
0.6134	Remote Similarity	NPD5211	Phase 2
0.6134	Remote Similarity	NPD5224	Approved
0.6134	Remote Similarity	NPD5226	Approved
0.6134	Remote Similarity	NPD5225	Approved
0.6129	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6117	Remote Similarity	NPD4785	Approved
0.6117	Remote Similarity	NPD4784	Approved
0.6116	Remote Similarity	NPD4767	Approved
0.6116	Remote Similarity	NPD6008	Approved
0.6116	Remote Similarity	NPD4768	Approved
0.6111	Remote Similarity	NPD3667	Approved
0.6083	Remote Similarity	NPD5175	Approved
0.6083	Remote Similarity	NPD5174	Approved
0.6078	Remote Similarity	NPD7150	Approved
0.6078	Remote Similarity	NPD7152	Approved
0.6078	Remote Similarity	NPD7151	Approved
0.6075	Remote Similarity	NPD4748	Discontinued
0.6075	Remote Similarity	NPD7332	Phase 2
0.6063	Remote Similarity	NPD6940	Discontinued
0.6055	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6055	Remote Similarity	NPD3669	Approved
0.6053	Remote Similarity	NPD7637	Suspended
0.605	Remote Similarity	NPD5223	Approved
0.605	Remote Similarity	NPD4159	Approved
0.605	Remote Similarity	NPD5344	Discontinued
0.6048	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.604	Remote Similarity	NPD6923	Approved
0.604	Remote Similarity	NPD6922	Approved
0.6033	Remote Similarity	NPD5141	Approved
0.6019	Remote Similarity	NPD6902	Approved
0.6019	Remote Similarity	NPD6898	Phase 1
0.6018	Remote Similarity	NPD4753	Phase 2
0.6018	Remote Similarity	NPD6051	Approved
0.6017	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6016	Remote Similarity	NPD8174	Phase 2
0.6016	Remote Similarity	NPD4729	Approved
0.6016	Remote Similarity	NPD4730	Approved
0.5983	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.5983	Remote Similarity	NPD5222	Approved
0.5983	Remote Similarity	NPD4697	Phase 3
0.5983	Remote Similarity	NPD5221	Approved
0.598	Remote Similarity	NPD7143	Approved
0.598	Remote Similarity	NPD7144	Approved
0.597	Remote Similarity	NPD8074	Phase 3
0.5956	Remote Similarity	NPD5956	Approved
0.595	Remote Similarity	NPD4754	Approved
0.5938	Remote Similarity	NPD6274	Approved
0.5932	Remote Similarity	NPD5173	Approved
0.5929	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.5923	Remote Similarity	NPD7101	Approved
0.5923	Remote Similarity	NPD7100	Approved
0.592	Remote Similarity	NPD5251	Approved
0.592	Remote Similarity	NPD5250	Approved
0.592	Remote Similarity	NPD5247	Approved
0.592	Remote Similarity	NPD5248	Approved
0.592	Remote Similarity	NPD5249	Phase 3
0.5905	Remote Similarity	NPD5275	Approved
0.5905	Remote Similarity	NPD4190	Phase 3
0.5897	Remote Similarity	NPD5695	Phase 3

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