NPASS Compound

Structure

CID208193 OpenBabel06191716002D 66 74 0 0 1 0 0 0 0 0999 V2000 1.0220 1.1693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6766 -4.0815 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1629 -5.4198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7916 5.1330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1244 7.6539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4369 5.1841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2290 6.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2075 3.1767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0700 9.0675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9996 4.1549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6578 8.2584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3099 10.3462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9017 3.5368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5837 6.1112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8312 0.2423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5528 -2.0741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3097 -6.3468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4291 -9.9504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6411 9.0372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0709 0.8603 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9335 -3.4124 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2118 -5.7288 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3099 9.3462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6938 4.5150 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1585 2.8677 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1190 8.7584 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.2779 6.4713 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5348 5.8022 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0881 -0.4268 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7607 -3.0523 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0529 -7.0160 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3802 -9.6414 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3758 7.0893 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6411 10.6553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6233 1.2204 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3982 -1.7651 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5176 -5.3687 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1233 -10.3105 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0744 -10.0015 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2823 -9.0234 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1370 -0.1178 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0176 -3.7214 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.0039 -6.7069 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5392 -8.3542 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7427 4.8240 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1190 7.7584 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.0700 7.4494 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2212 -10.9285 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2960 -1.4050 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7118 -3.3613 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8450 -7.9941 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5752 7.3983 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9501 11.6063 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9154 -11.2887 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8175 -10.6706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2334 -8.7143 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8132 6.7803 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2289 9.8462 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6722 1.5294 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1414 -2.4342 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4687 -5.0597 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3664 1.8896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5881 -8.6632 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6061 -0.7870 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2255 -4.6996 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7471 -7.3761 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5 46 1 0 0 0 0 6 7 1 0 0 0 0 6 24 1 0 0 0 0 7 27 1 0 0 0 0 8 10 1 0 0 0 0 8 25 1 0 0 0 0 9 11 1 0 0 0 0 9 26 1 0 0 0 0 10 45 1 0 0 0 0 11 47 1 0 0 0 0 12 23 2 0 0 0 0 12 34 1 0 0 0 0 13 24 1 0 0 0 0 13 25 1 0 0 0 0 14 28 1 0 0 0 0 14 33 1 0 0 0 0 15 29 1 0 0 0 0 15 35 1 0 0 0 0 16 30 1 0 0 0 0 16 36 1 0 0 0 0 17 31 1 0 0 0 0 17 37 1 0 0 0 0 18 48 1 0 0 0 0 19 23 1 0 0 0 0 19 58 1 0 0 0 0 20 1 1 6 0 0 0 20 41 1 0 0 0 0 20 59 1 0 0 0 0 21 2 1 6 0 0 0 21 42 1 0 0 0 0 21 60 1 0 0 0 0 22 3 1 6 0 0 0 22 43 1 0 0 0 0 22 61 1 0 0 0 0 23 26 1 0 0 0 0 24 45 1 1 0 0 0 25 62 1 6 0 0 0 26 46 1 6 0 0 0 27 28 1 0 0 0 0 27 47 1 1 0 0 0 28 45 1 6 0 0 0 29 41 1 0 0 0 0 29 49 1 1 0 0 0 30 42 1 0 0 0 0 30 50 1 1 0 0 0 31 43 1 0 0 0 0 31 51 1 1 0 0 0 32 18 1 1 0 0 0 32 38 1 0 0 0 0 32 63 1 0 0 0 0 33 46 1 6 0 0 0 33 52 1 0 0 0 0 34 53 2 0 0 0 0 34 58 1 0 0 0 0 35 59 1 0 0 0 0 35 62 1 6 0 0 0 36 60 1 0 0 0 0 36 64 1 6 0 0 0 37 61 1 0 0 0 0 37 65 1 6 0 0 0 38 39 1 0 0 0 0 38 54 1 6 0 0 0 39 40 1 0 0 0 0 39 55 1 1 0 0 0 40 44 1 0 0 0 0 40 56 1 6 0 0 0 41 64 1 1 0 0 0 42 65 1 1 0 0 0 43 66 1 1 0 0 0 44 63 1 0 0 0 0 44 66 1 1 0 0 0 45 4 1 6 0 0 0 46 47 1 6 0 0 0 47 57 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	374.1
Volume:	360.741
LogP:	2.884
LogD:	2.517
LogS:	-4.042
# 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:	2.582
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:	-4.902
MDCK Permeability:	3.074087362620048e-05
Pgp-inhibitor:	0.975
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.036
20% Bioavailability (F20%):	0.006
30% Bioavailability (F30%):	0.013

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.007
Plasma Protein Binding (PPB):	79.26710510253906%
Volume Distribution (VD):	0.816
Pgp-substrate:	27.0903263092041%

ADMET: Metabolism

CYP1A2-inhibitor:	0.571
CYP1A2-substrate:	0.978
CYP2C19-inhibitor:	0.111
CYP2C19-substrate:	0.559
CYP2C9-inhibitor:	0.48
CYP2C9-substrate:	0.791
CYP2D6-inhibitor:	0.037
CYP2D6-substrate:	0.809
CYP3A4-inhibitor:	0.491
CYP3A4-substrate:	0.384

ADMET: Excretion

Clearance (CL):	5.072
Half-life (T1/2):	0.768

ADMET: Toxicity

hERG Blockers:	0.119
Human Hepatotoxicity (H-HT):	0.172
Drug-inuced Liver Injury (DILI):	0.945
AMES Toxicity:	0.216
Rat Oral Acute Toxicity:	0.233
Maximum Recommended Daily Dose:	0.225
Skin Sensitization:	0.738
Carcinogencity:	0.032
Eye Corrosion:	0.003
Eye Irritation:	0.162
Respiratory Toxicity:	0.441

Download Data

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

Natural Product: NPC208193

Natural Product ID:	NPC208193
*Common Name:**	Deslanoside
IUPAC Name:	3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-12,14-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Synonyms:	Cedilanid-D; Desacetyl-Lanatoside C; Deslanoside
Standard InCHIKey:	OBATZBGFDSVCJD-LALPQLPRSA-N
Standard InCHI:	InChI=1S/C47H74O19/c1-20-41(64-36-16-30(50)42(21(2)60-36)65-37-17-31(51)43(22(3)61-37)66-44-40(56)39(55)38(54)32(18-48)63-44)29(49)15-35(59-20)62-25-8-10-45(4)24(13-25)6-7-27-28(45)14-33(52)46(5)26(9-11-47(27,46)57)23-12-34(53)58-19-23/h12,20-22,24-33,35-44,48-52,54-57H,6-11,13-19H2,1-5H3/t20-,21-,22-,24-,25+,26-,27-,28+,29+,30+,31+,32-,33-,35+,36+,37+,38-,39+,40-,41-,42-,43-,44+,45+,46+,47+/m1/s1
SMILES:	OC[C@H]1O[C@@H](O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3C[C@@H](O)[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1614
PubChem CID:	28620
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001125] Steroid lactones [CHEMONTID:0001555] Cardenolides and derivatives [CHEMONTID:0001559] Cardenolide glycosides and derivatives

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO17774	Hemerocallis fulva	Species	Xanthorrhoeaceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.1016/j.lwt.2014.11.023]
NPO4443	Digitalis purpurea	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9834166]
NPO1551	Luffa aegyptiaca	Species	Cucurbitaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO1551	Luffa aegyptiaca	Species	Cucurbitaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO1551	Luffa aegyptiaca	Species	Cucurbitaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO1551	Luffa aegyptiaca	Species	Cucurbitaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO19015	Begonia glabra	Species	Begoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13401	Phoenix canariensis	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22245	Digitalis lanata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4443	Digitalis purpurea	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17774	Hemerocallis fulva	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13401	Phoenix canariensis	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19015	Begonia glabra	Species	Begoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22245	Digitalis lanata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1551	Luffa aegyptiaca	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4443	Digitalis purpurea	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17774	Hemerocallis fulva	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22245	Digitalis lanata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4443	Digitalis purpurea	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19015	Begonia glabra	Species	Begoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17774	Hemerocallis fulva	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1551	Luffa aegyptiaca	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO17774	Hemerocallis fulva	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18930	Rubus coreanus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO22245	Digitalis lanata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4443	Digitalis purpurea	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4443	Digitalis purpurea	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19015	Begonia glabra	Species	Begoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13401	Phoenix canariensis	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18930	Rubus coreanus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12474	Cordyline fruticosa	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1551	Luffa aegyptiaca	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19441	Strychnos splendens	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17774	Hemerocallis fulva	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17635	Aria arguta	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19175	Iguana iguana	Species	Iguanidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22245	Digitalis lanata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18180	Erysimum repandum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19093	Streptomyces aburaviensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO27168	Atropa belladona	Species	Solanaceae	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
AC50	3
IC50	2
Others	12
Potency	52

Activity Type	# Activity
Individual Protein	12
Organism	5
Others	51
SINGLE PROTEIN	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	79.4	nM	PMID[570476]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	421.7	nM	PMID[570476]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	944.1	nM	PMID[570477]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	1333.6	nM	PMID[570477]
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	1198.6	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	11883.2	nM	PubChem BioAssay data set
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	3757.5	nM	PubChem BioAssay data set
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency	n.a.	94.4	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	668.2	nM	PubChem BioAssay data set
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency	n.a.	2113	nM	PubChem BioAssay data set
NPT163	Individual Protein	Nuclear factor NF-kappa-B p105 subunit	Homo sapiens	Potency	n.a.	213.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Ratio IC50	=	1.8	n.a.	PMID[570475]
NPT791	Individual Protein	Cruzipain	Trypanosoma cruzi	Potency	=	14125.4	nM	PMID[570476]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	9285.0	nM	PMID[570476]
NPT2	Others	Unspecified		Potency	n.a.	354.8	nM	PMID[570477]
NPT2	Others	Unspecified		Potency	n.a.	281.8	nM	PMID[570477]
NPT2	Others	Unspecified		Ac50	n.a.	15.34	uM	PMID[570478]
NPT2	Others	Unspecified		AC50	n.a.	8912.5	nM	PMID[570478]
NPT2	Others	Unspecified		IC50	=	298.68	nM	PMID[570478]
NPT2	Others	Unspecified		Ac50	n.a.	1.585	uM	PMID[570478]
NPT2	Others	Unspecified		Ac50	n.a.	0.4852	uM	PMID[570478]
NPT2	Others	Unspecified		Ac50	n.a.	8.913	uM	PMID[570478]
NPT2	Others	Unspecified		IC50	=	61.4	nM	PMID[570478]
NPT2	Others	Unspecified		Ac50	n.a.	0.8913	uM	PMID[570478]
NPT2	Others	Unspecified		AC50	n.a.	1584.9	nM	PMID[570478]
NPT2	Others	Unspecified		AC50	n.a.	891.3	nM	PMID[570478]
NPT20632	ORGANISM	Chikungunya virus	Chikungunya virus	Inhibition	=	38.66	%	PMID[570479]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	44.37	%	PMID[570480]
NPT20556	SINGLE PROTEIN	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	24.93	%	PMID[570481]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	-0.31	%	PMID[570482]
NPT2	Others	Unspecified		Potency	n.a.	337.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	298.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1059.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1344.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2660.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1678.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	149.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2984.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2984.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	75	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	848.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	530.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	421.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	268.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2131.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1333.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	11882.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2683.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1495.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1496	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	167.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1059	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	7497.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	535.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	379	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	190	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	95.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	301.1	nM	PubChem BioAssay data set

☑ 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 NPC208193 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	275
0.1-0.2	1893
0.2-0.3	5475
0.3-0.4	11830
0.4-0.5	9852
0.5-0.6	6561
0.6-0.7	3935
0.7-0.8	1858
0.8-0.85	606
0.85-0.9	247
0.9-0.95	101
0.95-1	64

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC308262
1.0	High Similarity	NPC117445
0.9912	High Similarity	NPC474423
0.9912	High Similarity	NPC74259
0.9823	High Similarity	NPC474908
0.9823	High Similarity	NPC475590
0.9823	High Similarity	NPC173555
0.9823	High Similarity	NPC120390
0.9823	High Similarity	NPC475419
0.9823	High Similarity	NPC314535
0.9737	High Similarity	NPC264336
0.9735	High Similarity	NPC72260
0.9735	High Similarity	NPC475629
0.9735	High Similarity	NPC475556
0.9646	High Similarity	NPC469756
0.9646	High Similarity	NPC32177
0.9646	High Similarity	NPC236973
0.9646	High Similarity	NPC55532
0.9646	High Similarity	NPC470897
0.9646	High Similarity	NPC30483
0.9646	High Similarity	NPC292467
0.9565	High Similarity	NPC193893
0.9561	High Similarity	NPC474466
0.9561	High Similarity	NPC475136
0.9478	High Similarity	NPC40749
0.9478	High Similarity	NPC231518
0.9478	High Similarity	NPC475219
0.9474	High Similarity	NPC329905
0.9469	High Similarity	NPC34390
0.9469	High Similarity	NPC27507
0.9469	High Similarity	NPC142066
0.9469	High Similarity	NPC471353
0.9469	High Similarity	NPC93883
0.9469	High Similarity	NPC99728
0.9469	High Similarity	NPC309034
0.9469	High Similarity	NPC50305
0.9469	High Similarity	NPC157376
0.9469	High Similarity	NPC471354
0.9469	High Similarity	NPC244402
0.9469	High Similarity	NPC473852
0.9469	High Similarity	NPC84987
0.9469	High Similarity	NPC243196
0.9469	High Similarity	NPC471351
0.9469	High Similarity	NPC474418
0.9469	High Similarity	NPC471355
0.9469	High Similarity	NPC158344
0.9469	High Similarity	NPC196429
0.9469	High Similarity	NPC87250
0.9469	High Similarity	NPC77319
0.9391	High Similarity	NPC135369
0.9386	High Similarity	NPC83287
0.9381	High Similarity	NPC193382
0.9381	High Similarity	NPC199428
0.9381	High Similarity	NPC5311
0.9381	High Similarity	NPC99620
0.9381	High Similarity	NPC310341
0.9304	High Similarity	NPC44899
0.9304	High Similarity	NPC5883
0.9304	High Similarity	NPC304260
0.9304	High Similarity	NPC29639
0.9298	High Similarity	NPC152615
0.9292	High Similarity	NPC31354
0.9292	High Similarity	NPC84949
0.9292	High Similarity	NPC471633
0.9292	High Similarity	NPC69576
0.9224	High Similarity	NPC107607
0.9217	High Similarity	NPC218093
0.9138	High Similarity	NPC195560
0.9138	High Similarity	NPC229962
0.9138	High Similarity	NPC81222
0.9138	High Similarity	NPC291820
0.913	High Similarity	NPC203862
0.913	High Similarity	NPC290693
0.913	High Similarity	NPC20979
0.9113	High Similarity	NPC329675
0.9083	High Similarity	NPC329784
0.9083	High Similarity	NPC240070
0.9068	High Similarity	NPC43842
0.906	High Similarity	NPC207243
0.906	High Similarity	NPC198325
0.906	High Similarity	NPC233391
0.906	High Similarity	NPC50689
0.9052	High Similarity	NPC10366
0.9032	High Similarity	NPC194716
0.8992	High Similarity	NPC257207
0.8992	High Similarity	NPC295133
0.8992	High Similarity	NPC202261
0.8992	High Similarity	NPC106589
0.8974	High Similarity	NPC476085
0.8974	High Similarity	NPC473633
0.8966	High Similarity	NPC476690
0.8966	High Similarity	NPC100048
0.8952	High Similarity	NPC329636
0.8934	High Similarity	NPC276838
0.8934	High Similarity	NPC232785
0.8934	High Similarity	NPC188234
0.8934	High Similarity	NPC140092
0.8934	High Similarity	NPC329986
0.8934	High Similarity	NPC125077
0.8908	High Similarity	NPC115349
0.8889	High Similarity	NPC475403
0.8889	High Similarity	NPC475357
0.8889	High Similarity	NPC160888
0.8879	High Similarity	NPC63609
0.8879	High Similarity	NPC146652
0.8871	High Similarity	NPC469749
0.8871	High Similarity	NPC477709
0.8871	High Similarity	NPC476221
0.8871	High Similarity	NPC116075
0.8871	High Similarity	NPC146857
0.8871	High Similarity	NPC32793
0.8871	High Similarity	NPC247190
0.886	High Similarity	NPC65167
0.885	High Similarity	NPC475030
0.8843	High Similarity	NPC179261
0.8833	High Similarity	NPC27363
0.881	High Similarity	NPC59288
0.8803	High Similarity	NPC477807
0.8793	High Similarity	NPC11548
0.879	High Similarity	NPC93416
0.877	High Similarity	NPC471356
0.877	High Similarity	NPC146456
0.877	High Similarity	NPC471357
0.877	High Similarity	NPC469757
0.877	High Similarity	NPC117702
0.877	High Similarity	NPC179412
0.8761	High Similarity	NPC472988
0.8761	High Similarity	NPC38217
0.8739	High Similarity	NPC475358
0.8739	High Similarity	NPC473566
0.8739	High Similarity	NPC470312
0.8729	High Similarity	NPC470515
0.8718	High Similarity	NPC148965
0.8718	High Similarity	NPC207637
0.8718	High Similarity	NPC477031
0.8718	High Similarity	NPC477029
0.8718	High Similarity	NPC477030
0.871	High Similarity	NPC16569
0.871	High Similarity	NPC253456
0.871	High Similarity	NPC159338
0.8707	High Similarity	NPC469347
0.8707	High Similarity	NPC469348
0.8696	High Similarity	NPC114188
0.8689	High Similarity	NPC469750
0.8689	High Similarity	NPC250556
0.8684	High Similarity	NPC296761
0.8684	High Similarity	NPC43976
0.8684	High Similarity	NPC51925
0.8684	High Similarity	NPC125361
0.8684	High Similarity	NPC154085
0.8673	High Similarity	NPC14946
0.8673	High Similarity	NPC208650
0.8673	High Similarity	NPC234160
0.8673	High Similarity	NPC63368
0.8655	High Similarity	NPC268326
0.8655	High Similarity	NPC470517
0.8655	High Similarity	NPC470911
0.8655	High Similarity	NPC153085
0.8655	High Similarity	NPC470915
0.864	High Similarity	NPC42670
0.864	High Similarity	NPC19124
0.8632	High Similarity	NPC477808
0.8629	High Similarity	NPC70542
0.8629	High Similarity	NPC17896
0.8629	High Similarity	NPC6108
0.8629	High Similarity	NPC9499
0.8629	High Similarity	NPC91
0.8629	High Similarity	NPC86159
0.8629	High Similarity	NPC284406
0.8629	High Similarity	NPC469755
0.8629	High Similarity	NPC89514
0.8629	High Similarity	NPC469753
0.8629	High Similarity	NPC471360
0.8629	High Similarity	NPC10823
0.8629	High Similarity	NPC251866
0.8629	High Similarity	NPC180079
0.8629	High Similarity	NPC471359
0.8629	High Similarity	NPC471358
0.8629	High Similarity	NPC197707
0.8629	High Similarity	NPC469754
0.8629	High Similarity	NPC471352
0.8629	High Similarity	NPC471361
0.8629	High Similarity	NPC469752
0.8629	High Similarity	NPC469751
0.8629	High Similarity	NPC219085
0.8621	High Similarity	NPC42171
0.8621	High Similarity	NPC112274
0.8607	High Similarity	NPC471090
0.8596	High Similarity	NPC51172
0.8596	High Similarity	NPC220427
0.8596	High Similarity	NPC246124
0.8596	High Similarity	NPC49032
0.8596	High Similarity	NPC180183
0.8596	High Similarity	NPC125324
0.8596	High Similarity	NPC159005
0.8596	High Similarity	NPC6931
0.8584	High Similarity	NPC208594
0.8584	High Similarity	NPC152584
0.8584	High Similarity	NPC69737
0.8584	High Similarity	NPC473199

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 NPC208193 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	237
0.1-0.2	2011
0.2-0.3	4163
0.3-0.4	1833
0.4-0.5	478
0.5-0.6	286
0.6-0.7	108
0.7-0.8	20
0.8-0.85	0
0.85-0.9	3
0.9-0.95	2
0.95-1	9

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9823	High Similarity	NPD8380	Approved
0.9823	High Similarity	NPD8296	Approved
0.9823	High Similarity	NPD8335	Approved
0.9823	High Similarity	NPD8378	Approved
0.9823	High Similarity	NPD8379	Approved
0.9735	High Similarity	NPD8294	Approved
0.9735	High Similarity	NPD8377	Approved
0.9478	High Similarity	NPD8033	Approved
0.9386	High Similarity	NPD7328	Approved
0.9386	High Similarity	NPD7327	Approved
0.9304	High Similarity	NPD7516	Approved
0.8689	High Similarity	NPD7507	Approved
0.8629	High Similarity	NPD7319	Approved
0.8512	High Similarity	NPD7503	Approved
0.839	Intermediate Similarity	NPD8133	Approved
0.7815	Intermediate Similarity	NPD6686	Approved
0.7643	Intermediate Similarity	NPD7625	Phase 1
0.7586	Intermediate Similarity	NPD7638	Approved
0.7583	Intermediate Similarity	NPD6412	Phase 2
0.7557	Intermediate Similarity	NPD7736	Approved
0.7521	Intermediate Similarity	NPD7640	Approved
0.7521	Intermediate Similarity	NPD7639	Approved
0.7519	Intermediate Similarity	NPD8328	Phase 3
0.7456	Intermediate Similarity	NPD8171	Discontinued
0.7348	Intermediate Similarity	NPD8293	Discontinued
0.7231	Intermediate Similarity	NPD8515	Approved
0.7231	Intermediate Similarity	NPD8516	Approved
0.7231	Intermediate Similarity	NPD8517	Approved
0.7177	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7176	Intermediate Similarity	NPD6370	Approved
0.7131	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.7099	Intermediate Similarity	NPD8513	Phase 3
0.7068	Intermediate Similarity	NPD7492	Approved
0.7054	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.704	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7029	Intermediate Similarity	NPD8450	Suspended
0.7023	Intermediate Similarity	NPD6054	Approved
0.7023	Intermediate Similarity	NPD6059	Approved
0.7015	Intermediate Similarity	NPD6616	Approved
0.7008	Intermediate Similarity	NPD6882	Approved
0.7008	Intermediate Similarity	NPD8297	Approved
0.6967	Remote Similarity	NPD7632	Discontinued
0.6963	Remote Similarity	NPD7078	Approved
0.6957	Remote Similarity	NPD8449	Approved
0.6929	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD7115	Discovery
0.6923	Remote Similarity	NPD6009	Approved
0.6894	Remote Similarity	NPD6319	Approved
0.685	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD6016	Approved
0.6842	Remote Similarity	NPD6015	Approved
0.6825	Remote Similarity	NPD7320	Approved
0.6822	Remote Similarity	NPD4632	Approved
0.68	Remote Similarity	NPD5739	Approved
0.68	Remote Similarity	NPD7128	Approved
0.68	Remote Similarity	NPD6402	Approved
0.68	Remote Similarity	NPD6675	Approved
0.6791	Remote Similarity	NPD5988	Approved
0.6772	Remote Similarity	NPD6372	Approved
0.6772	Remote Similarity	NPD6373	Approved
0.6748	Remote Similarity	NPD5344	Discontinued
0.6741	Remote Similarity	NPD6067	Discontinued
0.6721	Remote Similarity	NPD4225	Approved
0.6693	Remote Similarity	NPD6899	Approved
0.6693	Remote Similarity	NPD6881	Approved
0.6667	Remote Similarity	NPD8130	Phase 1
0.6667	Remote Similarity	NPD6649	Approved
0.6667	Remote Similarity	NPD6650	Approved
0.6615	Remote Similarity	NPD6053	Discontinued
0.6614	Remote Similarity	NPD5697	Approved
0.6614	Remote Similarity	NPD5701	Approved
0.6614	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.661	Remote Similarity	NPD6051	Approved
0.6589	Remote Similarity	NPD7290	Approved
0.6589	Remote Similarity	NPD6883	Approved
0.6589	Remote Similarity	NPD7102	Approved
0.6585	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6549	Remote Similarity	NPD7525	Registered
0.6547	Remote Similarity	NPD6033	Approved
0.6538	Remote Similarity	NPD6617	Approved
0.6538	Remote Similarity	NPD6847	Approved
0.6538	Remote Similarity	NPD6869	Approved
0.6535	Remote Similarity	NPD6008	Approved
0.6529	Remote Similarity	NPD7748	Approved
0.6512	Remote Similarity	NPD6014	Approved
0.6512	Remote Similarity	NPD6013	Approved
0.6512	Remote Similarity	NPD6012	Approved
0.6504	Remote Similarity	NPD6084	Phase 2
0.6504	Remote Similarity	NPD6083	Phase 2
0.6504	Remote Similarity	NPD7902	Approved
0.6496	Remote Similarity	NPD7604	Phase 2
0.6471	Remote Similarity	NPD5983	Phase 2
0.6441	Remote Similarity	NPD7524	Approved
0.6434	Remote Similarity	NPD6011	Approved
0.6434	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6412	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6404	Remote Similarity	NPD6928	Phase 2
0.6403	Remote Similarity	NPD6336	Discontinued
0.64	Remote Similarity	NPD6648	Approved
0.6371	Remote Similarity	NPD4755	Approved
0.6364	Remote Similarity	NPD8034	Phase 2
0.6364	Remote Similarity	NPD7515	Phase 2
0.6364	Remote Similarity	NPD8035	Phase 2
0.6357	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6336	Remote Similarity	NPD4634	Approved
0.6325	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6325	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6311	Remote Similarity	NPD4202	Approved
0.6299	Remote Similarity	NPD5211	Phase 2
0.6281	Remote Similarity	NPD46	Approved
0.6281	Remote Similarity	NPD6698	Approved
0.6281	Remote Similarity	NPD7838	Discovery
0.627	Remote Similarity	NPD4700	Approved
0.627	Remote Similarity	NPD5285	Approved
0.627	Remote Similarity	NPD4696	Approved
0.627	Remote Similarity	NPD5286	Approved
0.6265	Remote Similarity	NPD7799	Discontinued
0.626	Remote Similarity	NPD7900	Approved
0.626	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.625	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6241	Remote Similarity	NPD8074	Phase 3
0.6239	Remote Similarity	NPD6695	Phase 3
0.623	Remote Similarity	NPD7637	Suspended
0.6222	Remote Similarity	NPD6274	Approved
0.622	Remote Similarity	NPD4159	Approved
0.6212	Remote Similarity	NPD6371	Approved
0.621	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.621	Remote Similarity	NPD5695	Phase 3
0.6204	Remote Similarity	NPD7101	Approved
0.6204	Remote Similarity	NPD7100	Approved
0.6202	Remote Similarity	NPD5141	Approved
0.619	Remote Similarity	NPD5696	Approved
0.6179	Remote Similarity	NPD6399	Phase 3
0.6174	Remote Similarity	NPD7645	Phase 2
0.6172	Remote Similarity	NPD4633	Approved
0.6172	Remote Similarity	NPD5225	Approved
0.6172	Remote Similarity	NPD5224	Approved
0.6172	Remote Similarity	NPD5226	Approved
0.6167	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6167	Remote Similarity	NPD7750	Discontinued
0.6154	Remote Similarity	NPD4767	Approved
0.6154	Remote Similarity	NPD4768	Approved
0.6134	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6131	Remote Similarity	NPD6335	Approved
0.6124	Remote Similarity	NPD5175	Approved
0.6124	Remote Similarity	NPD5174	Approved
0.6116	Remote Similarity	NPD6903	Approved
0.6115	Remote Similarity	NPD6909	Approved
0.6115	Remote Similarity	NPD6908	Approved
0.6111	Remote Similarity	NPD5956	Approved
0.6098	Remote Similarity	NPD5693	Phase 1
0.6094	Remote Similarity	NPD5223	Approved
0.6084	Remote Similarity	NPD8337	Approved
0.6084	Remote Similarity	NPD8336	Approved
0.6083	Remote Similarity	NPD7521	Approved
0.6083	Remote Similarity	NPD6684	Approved
0.6083	Remote Similarity	NPD7334	Approved
0.6083	Remote Similarity	NPD6409	Approved
0.6083	Remote Similarity	NPD5330	Approved
0.6083	Remote Similarity	NPD7146	Approved
0.6066	Remote Similarity	NPD4753	Phase 2
0.6066	Remote Similarity	NPD5328	Approved
0.6061	Remote Similarity	NPD4730	Approved
0.6061	Remote Similarity	NPD4729	Approved
0.6058	Remote Similarity	NPD6317	Approved
0.6027	Remote Similarity	NPD8338	Approved
0.6014	Remote Similarity	NPD6313	Approved
0.6014	Remote Similarity	NPD6314	Approved
0.6	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6	Remote Similarity	NPD4754	Approved
0.6	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6	Remote Similarity	NPD6921	Approved
0.5983	Remote Similarity	NPD6930	Phase 2
0.5983	Remote Similarity	NPD6931	Approved
0.597	Remote Similarity	NPD5250	Approved
0.597	Remote Similarity	NPD5247	Approved
0.597	Remote Similarity	NPD5248	Approved
0.597	Remote Similarity	NPD5251	Approved
0.597	Remote Similarity	NPD5249	Phase 3
0.5968	Remote Similarity	NPD6079	Approved
0.595	Remote Similarity	NPD3618	Phase 1
0.594	Remote Similarity	NPD5128	Approved
0.5935	Remote Similarity	NPD6080	Approved
0.5935	Remote Similarity	NPD6904	Approved
0.5935	Remote Similarity	NPD6673	Approved
0.5917	Remote Similarity	NPD3665	Phase 1
0.5917	Remote Similarity	NPD3133	Approved
0.5917	Remote Similarity	NPD3666	Approved
0.5913	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.5897	Remote Similarity	NPD4195	Approved
0.5897	Remote Similarity	NPD6929	Approved
0.5882	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.5873	Remote Similarity	NPD6001	Approved
0.587	Remote Similarity	NPD6940	Discontinued
0.5854	Remote Similarity	NPD6672	Approved
0.5854	Remote Similarity	NPD5737	Approved
0.585	Remote Similarity	NPD7260	Phase 2
0.5847	Remote Similarity	NPD7514	Phase 3
0.584	Remote Similarity	NPD7087	Discontinued
0.584	Remote Similarity	NPD5281	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