NPASS Compound

Structure

CID251865 OpenBabel06191716052D 24 27 0 0 1 0 0 0 0 0999 V2000 0.8553 -1.4332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2949 0.9642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0429 0.9636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6255 1.8784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5728 -0.0830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6263 1.2170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4387 1.4093 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8126 1.4086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8133 0.4692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5602 1.3148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8134 -1.4081 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2438 -0.1712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 -0.9390 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4307 0.2986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6267 -0.9384 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6261 0.0008 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2524 0.0011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4392 0.4702 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8130 0.4699 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1915 0.2531 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8418 -0.4866 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9418 0.4569 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4399 -1.4075 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 3 19 1 0 0 0 0 4 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 5 14 1 0 0 0 0 6 10 2 0 0 0 0 6 14 1 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 20 1 0 0 0 0 10 23 1 0 0 0 0 11 13 1 0 0 0 0 12 14 2 0 0 0 0 12 23 1 0 0 0 0 13 20 1 6 0 0 0 15 11 1 1 0 0 0 15 16 1 0 0 0 0 15 24 1 0 0 0 0 16 18 1 1 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 17 21 2 0 0 0 0 17 24 1 0 0 0 0 18 2 1 6 0 0 0 19 20 1 6 0 0 0 20 22 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	332.2
Volume:	347.502
LogP:	3.796
LogD:	3.409
LogS:	-4.507
# Rotatable Bonds:	3
TPSA:	59.67
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.857
Synthetic Accessibility Score:	4.667
Fsp3:	0.75
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.937
MDCK Permeability:	2.4963390387711115e-05
Pgp-inhibitor:	0.05
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.126
30% Bioavailability (F30%):	0.972

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.097
Plasma Protein Binding (PPB):	95.50458526611328%
Volume Distribution (VD):	1.849
Pgp-substrate:	5.148654937744141%

ADMET: Metabolism

CYP1A2-inhibitor:	0.078
CYP1A2-substrate:	0.216
CYP2C19-inhibitor:	0.718
CYP2C19-substrate:	0.776
CYP2C9-inhibitor:	0.64
CYP2C9-substrate:	0.152
CYP2D6-inhibitor:	0.155
CYP2D6-substrate:	0.13
CYP3A4-inhibitor:	0.902
CYP3A4-substrate:	0.442

ADMET: Excretion

Clearance (CL):	11.901
Half-life (T1/2):	0.17

ADMET: Toxicity

hERG Blockers:	0.151
Human Hepatotoxicity (H-HT):	0.322
Drug-inuced Liver Injury (DILI):	0.285
AMES Toxicity:	0.011
Rat Oral Acute Toxicity:	0.914
Maximum Recommended Daily Dose:	0.566
Skin Sensitization:	0.166
Carcinogencity:	0.746
Eye Corrosion:	0.006
Eye Irritation:	0.064
Respiratory Toxicity:	0.958

Download Data

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

Natural Product: NPC251865

Natural Product ID:	NPC251865
*Common Name:**	HQLLRHCTVDVUJB-OBHOOXMTSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	HQLLRHCTVDVUJB-OBHOOXMTSA-N
Standard InCHI:	InChI=1S/C20H28O4/c1-13-11-15-16-18(2,17(21)24-15)7-4-8-19(16,3)20(13,22)9-5-14-6-10-23-12-14/h6,10,12-13,15-16,22H,4-5,7-9,11H2,1-3H3/t13-,15-,16+,18+,19+,20-/m1/s1
SMILES:	C[C@@H]1C[C@H]2OC(=O)[C@@]3([C@H]2[C@]([C@@]1(O)CCc1cocc1)(C)CCC3)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1999372
PubChem CID:	73401
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000050] Lactones [CHEMONTID:0001245] Gamma butyrolactones

*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
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	n.a.	twig	n.a.	PMID[14709876]
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	n.a.	leaf	n.a.	PMID[14709876]
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	Leaves; Twigs	n.a.	n.a.	PMID[15043402]
NPO23473	Cinnamomum kotoense	Species	Lauraceae	Eukaryota	stem wood	n.a.	n.a.	PMID[16180806]
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16309320]
NPO23473	Cinnamomum kotoense	Species	Lauraceae	Eukaryota	leaves	n.a.	n.a.	PMID[16792412]
NPO28209	Muricea austera	Species	Plexauridae	Eukaryota	n.a.	Pacific coast of Panama	n.a.	PMID[17067146]
NPO23769	Ainsliaea macrocephala	Species	Asteraceae	Eukaryota	n.a.	whole plant	n.a.	PMID[18484734]
NPO23473	Cinnamomum kotoense	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18489163]
NPO23557	Zanthoxylum ailanthoides	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19128011]
NPO24301	Buxus microphylla	Species	Buxaceae	Eukaryota	leaves and stems	Kunming, Yunnan, China	2007-AUG	PMID[19133780]
NPO23264	Marrubium vulgare	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27706	Uncaria hirsuta	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23302	Strychnos camptoneura	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25037	Nepeta cataria	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24301	Buxus microphylla	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23557	Zanthoxylum ailanthoides	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27706	Uncaria hirsuta	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23264	Marrubium vulgare	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21478	Buxus hyrcana	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24301	Buxus microphylla	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25037	Nepeta cataria	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23557	Zanthoxylum ailanthoides	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23302	Strychnos camptoneura	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25037	Nepeta cataria	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24301	Buxus microphylla	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23264	Marrubium vulgare	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25037	Nepeta cataria	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20498	Cephalaria ambrosioides	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23302	Strychnos camptoneura	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23474	Abies veitchii	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24015	Perknaster fuscus	Species	Ganeriidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24258	Vellozia nivea	Species	Velloziaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27382	Helichrysum coriaceum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21352	Boronia ternata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28209	Muricea austera	Species	Plexauridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23557	Zanthoxylum ailanthoides	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23930	Luculia pinceana	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22684	Enrichment culture	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO24462	Pityrogramma ebenea	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24952	Galeopsis tetrahit	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28748	Aphis sambuci	Species	Aphididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18735	Pinus mugo	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23264	Marrubium vulgare	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23473	Cinnamomum kotoense	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25080	Sphaeria maculans	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO24993	Conospermum teretifolium	Species	Proteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23896	Cytisus ratisbonensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18918	Lecanicillium muscarium	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20245	Cimex lectularius	Species	Cimicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21478	Buxus hyrcana	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23428	Tinus mamillata	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO27965	Ballota undulata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7197	Colchicum robustum	Species	Colchicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27706	Uncaria hirsuta	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24301	Buxus microphylla	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23769	Ainsliaea macrocephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23849	Dicoma anomala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23721	Epidendrum rigidum	Species	Orchidaceae	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
GI50	59
Others	7

Activity Type	# Activity
Cell Line	59
Organism	7

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	77803.66	nM	PMID[482751]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	59292.53	nM	PMID[482751]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	29580.12	nM	PMID[482751]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	40644.33	nM	PMID[482751]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	42169.65	nM	PMID[482751]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	38018.94	nM	PMID[482751]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	44463.13	nM	PMID[482751]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	61801.64	nM	PMID[482751]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	45081.67	nM	PMID[482751]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	64863.44	nM	PMID[482751]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	49773.71	nM	PMID[482751]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	87700.08	nM	PMID[482751]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	79250.13	nM	PMID[482751]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	80167.81	nM	PMID[482751]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	56885.29	nM	PMID[482751]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	62373.48	nM	PMID[482751]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	95719.41	nM	PMID[482751]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	74473.2	nM	PMID[482751]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	61235.04	nM	PMID[482751]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	95719.41	nM	PMID[482751]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482751]
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	-14.05	%	PMID[482752]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	Inhibition	=	4.6	%	PMID[482752]
NPT20	Organism	Candida albicans	Candida albicans	Inhibition	=	-0.12	%	PMID[482752]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	Inhibition	=	-1.32	%	PMID[482752]
NPT2922	Organism	Staphylococcus aureus subsp. aureus	Staphylococcus aureus subsp. aureus	Inhibition	=	-8.43	%	PMID[482752]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	Inhibition	=	-7.18	%	PMID[482752]
NPT747	Organism	Acinetobacter baumannii	Acinetobacter baumannii	Inhibition	=	-3.35	%	PMID[482752]

☑ 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 NPC251865 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	292
0.1-0.2	1254
0.2-0.3	2696
0.3-0.4	5143
0.4-0.5	10469
0.5-0.6	11004
0.6-0.7	10123
0.7-0.8	1151
0.8-0.85	380
0.85-0.9	148
0.9-0.95	33
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9708	High Similarity	NPC121158
0.9444	High Similarity	NPC268905
0.942	High Similarity	NPC67003
0.9371	High Similarity	NPC195325
0.9366	High Similarity	NPC255414
0.9247	High Similarity	NPC57998
0.9236	High Similarity	NPC69647
0.9236	High Similarity	NPC472654
0.9236	High Similarity	NPC125182
0.9231	High Similarity	NPC221809
0.9209	High Similarity	NPC90953
0.9178	High Similarity	NPC75906
0.9122	High Similarity	NPC104736
0.9097	High Similarity	NPC471174
0.9097	High Similarity	NPC216755
0.9091	High Similarity	NPC5676
0.9085	High Similarity	NPC243577
0.906	High Similarity	NPC299038
0.906	High Similarity	NPC304692
0.9054	High Similarity	NPC44675
0.9054	High Similarity	NPC214541
0.9028	High Similarity	NPC346
0.9	High Similarity	NPC475967
0.8993	High Similarity	NPC46896
0.8986	High Similarity	NPC282445
0.898	High Similarity	NPC18135
0.8966	High Similarity	NPC250228
0.8951	High Similarity	NPC223415
0.8947	High Similarity	NPC419
0.8933	High Similarity	NPC261597
0.8933	High Similarity	NPC470118
0.8926	High Similarity	NPC155939
0.8926	High Similarity	NPC92979
0.8926	High Similarity	NPC296807
0.8926	High Similarity	NPC141538
0.8919	High Similarity	NPC246164
0.8919	High Similarity	NPC469503
0.8912	High Similarity	NPC212257
0.8912	High Similarity	NPC156189
0.8912	High Similarity	NPC476122
0.8889	High Similarity	NPC476944
0.8874	High Similarity	NPC475226
0.8867	High Similarity	NPC41880
0.8859	High Similarity	NPC30222
0.8859	High Similarity	NPC178932
0.8851	High Similarity	NPC272590
0.8844	High Similarity	NPC471001
0.8844	High Similarity	NPC211625
0.8844	High Similarity	NPC470790
0.8844	High Similarity	NPC470791
0.8831	High Similarity	NPC472141
0.8824	High Similarity	NPC283209
0.8824	High Similarity	NPC285567
0.8819	High Similarity	NPC267632
0.8819	High Similarity	NPC470741
0.8811	High Similarity	NPC20500
0.8808	High Similarity	NPC475066
0.8808	High Similarity	NPC249021
0.8808	High Similarity	NPC197137
0.8808	High Similarity	NPC470119
0.8808	High Similarity	NPC214495
0.8808	High Similarity	NPC36655
0.8808	High Similarity	NPC187149
0.8808	High Similarity	NPC195954
0.8808	High Similarity	NPC472772
0.88	High Similarity	NPC35000
0.88	High Similarity	NPC469336
0.8794	High Similarity	NPC310043
0.8786	High Similarity	NPC158525
0.8784	High Similarity	NPC477404
0.8784	High Similarity	NPC470997
0.8784	High Similarity	NPC196864
0.8784	High Similarity	NPC228842
0.8774	High Similarity	NPC476861
0.8774	High Similarity	NPC476850
0.8768	High Similarity	NPC89133
0.8768	High Similarity	NPC298190
0.8768	High Similarity	NPC61788
0.8758	High Similarity	NPC470792
0.8758	High Similarity	NPC200782
0.875	High Similarity	NPC263337
0.875	High Similarity	NPC472671
0.8741	High Similarity	NPC56197
0.8733	High Similarity	NPC237259
0.8733	High Similarity	NPC34421
0.8733	High Similarity	NPC98206
0.8725	High Similarity	NPC116717
0.8723	High Similarity	NPC214572
0.8716	High Similarity	NPC234494
0.8707	High Similarity	NPC470941
0.8701	High Similarity	NPC224394
0.8701	High Similarity	NPC51568
0.8701	High Similarity	NPC472139
0.8701	High Similarity	NPC234660
0.8701	High Similarity	NPC663
0.8699	High Similarity	NPC41182
0.8693	High Similarity	NPC470789
0.8693	High Similarity	NPC287559
0.8693	High Similarity	NPC472653
0.8693	High Similarity	NPC335761
0.8684	High Similarity	NPC194499
0.8684	High Similarity	NPC472777
0.8684	High Similarity	NPC472778
0.8684	High Similarity	NPC88007
0.8684	High Similarity	NPC472776
0.8676	High Similarity	NPC46536
0.8676	High Similarity	NPC138139
0.8675	High Similarity	NPC264943
0.8675	High Similarity	NPC476262
0.8667	High Similarity	NPC308205
0.8667	High Similarity	NPC182427
0.8667	High Similarity	NPC471002
0.8667	High Similarity	NPC476940
0.8667	High Similarity	NPC294511
0.8667	High Similarity	NPC476939
0.8667	High Similarity	NPC33938
0.8667	High Similarity	NPC29695
0.8667	High Similarity	NPC322546
0.8667	High Similarity	NPC476201
0.8667	High Similarity	NPC121615
0.8667	High Similarity	NPC472672
0.8662	High Similarity	NPC4764
0.8662	High Similarity	NPC470742
0.8658	High Similarity	NPC469335
0.8658	High Similarity	NPC159927
0.8658	High Similarity	NPC5180
0.8658	High Similarity	NPC196846
0.8654	High Similarity	NPC472651
0.8652	High Similarity	NPC476947
0.8649	High Similarity	NPC471007
0.8645	High Similarity	NPC476860
0.8645	High Similarity	NPC476856
0.8645	High Similarity	NPC123088
0.8645	High Similarity	NPC476858
0.8645	High Similarity	NPC476857
0.8639	High Similarity	NPC471292
0.8639	High Similarity	NPC470999
0.8636	High Similarity	NPC472771
0.8636	High Similarity	NPC82851
0.8636	High Similarity	NPC18347
0.8636	High Similarity	NPC329938
0.8636	High Similarity	NPC68848
0.8636	High Similarity	NPC149896
0.8636	High Similarity	NPC5079
0.863	High Similarity	NPC199044
0.863	High Similarity	NPC238843
0.8627	High Similarity	NPC474611
0.8611	High Similarity	NPC90296
0.8609	High Similarity	NPC302054
0.8609	High Similarity	NPC114880
0.8609	High Similarity	NPC253201
0.8603	High Similarity	NPC179354
0.8601	High Similarity	NPC476943
0.8601	High Similarity	NPC471996
0.86	High Similarity	NPC291150
0.8599	High Similarity	NPC271235
0.8599	High Similarity	NPC472652
0.8591	High Similarity	NPC470998
0.859	High Similarity	NPC23387
0.859	High Similarity	NPC478178
0.8581	High Similarity	NPC469338
0.8581	High Similarity	NPC477405
0.8581	High Similarity	NPC71821
0.8581	High Similarity	NPC165218
0.8581	High Similarity	NPC39986
0.8581	High Similarity	NPC134254
0.8581	High Similarity	NPC472773
0.8581	High Similarity	NPC302369
0.8581	High Similarity	NPC292389
0.8571	High Similarity	NPC185456
0.8571	High Similarity	NPC191828
0.8571	High Similarity	NPC25255
0.8562	High Similarity	NPC476946
0.8562	High Similarity	NPC7059
0.8562	High Similarity	NPC45101
0.8562	High Similarity	NPC81405
0.8553	High Similarity	NPC469850
0.8551	High Similarity	NPC207294
0.8551	High Similarity	NPC112706
0.8544	High Similarity	NPC82602
0.8543	High Similarity	NPC470996
0.8542	High Similarity	NPC202260
0.8535	High Similarity	NPC478179
0.8535	High Similarity	NPC472774
0.8535	High Similarity	NPC476853
0.8535	High Similarity	NPC472775
0.8531	High Similarity	NPC310830
0.8531	High Similarity	NPC186626
0.8526	High Similarity	NPC472664
0.8526	High Similarity	NPC470182
0.8526	High Similarity	NPC271657
0.8526	High Similarity	NPC56358
0.8526	High Similarity	NPC470940
0.8526	High Similarity	NPC469849
0.8526	High Similarity	NPC276551
0.8523	High Similarity	NPC93666
0.8523	High Similarity	NPC19747
0.8523	High Similarity	NPC476942
0.8523	High Similarity	NPC476941
0.8521	High Similarity	NPC92941

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 NPC251865 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	270
0.1-0.2	874
0.2-0.3	1912
0.3-0.4	2629
0.4-0.5	2046
0.5-0.6	1072
0.6-0.7	327
0.7-0.8	18
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8675	High Similarity	NPD5761	Phase 2
0.8675	High Similarity	NPD5760	Phase 2
0.7976	Intermediate Similarity	NPD8434	Phase 2
0.7892	Intermediate Similarity	NPD6764	Approved
0.7892	Intermediate Similarity	NPD6765	Approved
0.7881	Intermediate Similarity	NPD4628	Phase 3
0.78	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7706	Intermediate Similarity	NPD6784	Approved
0.7706	Intermediate Similarity	NPD6785	Approved
0.7546	Intermediate Similarity	NPD5537	Clinical (unspecified phase)
0.7516	Intermediate Similarity	NPD6273	Approved
0.7468	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7358	Intermediate Similarity	NPD920	Approved
0.7342	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.732	Intermediate Similarity	NPD2799	Discontinued
0.731	Intermediate Similarity	NPD1608	Approved
0.7301	Intermediate Similarity	NPD7819	Suspended
0.7267	Intermediate Similarity	NPD3226	Approved
0.7233	Intermediate Similarity	NPD2532	Approved
0.7233	Intermediate Similarity	NPD2534	Approved
0.7233	Intermediate Similarity	NPD2533	Approved
0.7233	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7226	Intermediate Similarity	NPD2346	Discontinued
0.7226	Intermediate Similarity	NPD1471	Phase 3
0.7222	Intermediate Similarity	NPD6599	Discontinued
0.7197	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD5844	Phase 1
0.7169	Intermediate Similarity	NPD3749	Approved
0.7152	Intermediate Similarity	NPD3764	Approved
0.7143	Intermediate Similarity	NPD8127	Discontinued
0.7115	Intermediate Similarity	NPD2344	Approved
0.7115	Intermediate Similarity	NPD6004	Phase 3
0.7115	Intermediate Similarity	NPD6005	Phase 3
0.7115	Intermediate Similarity	NPD6002	Phase 3
0.7115	Intermediate Similarity	NPD6006	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7103	Intermediate Similarity	NPD17	Approved
0.7102	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7091	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7089	Intermediate Similarity	NPD7003	Approved
0.7083	Intermediate Similarity	NPD5494	Approved
0.7069	Intermediate Similarity	NPD6559	Discontinued
0.7055	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7055	Intermediate Similarity	NPD7458	Discontinued
0.7051	Intermediate Similarity	NPD2935	Discontinued
0.7051	Intermediate Similarity	NPD1551	Phase 2
0.7039	Intermediate Similarity	NPD2313	Discontinued
0.7039	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7035	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.7013	Intermediate Similarity	NPD6355	Discontinued
0.7006	Intermediate Similarity	NPD4967	Phase 2
0.7006	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD4965	Approved
0.7006	Intermediate Similarity	NPD4966	Approved
0.7	Intermediate Similarity	NPD7236	Approved
0.6987	Remote Similarity	NPD7033	Discontinued
0.6986	Remote Similarity	NPD1778	Approved
0.6981	Remote Similarity	NPD3750	Approved
0.6981	Remote Similarity	NPD4110	Phase 3
0.6981	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.697	Remote Similarity	NPD7411	Suspended
0.6964	Remote Similarity	NPD7075	Discontinued
0.6962	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD3972	Approved
0.6957	Remote Similarity	NPD6799	Approved
0.6957	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6948	Remote Similarity	NPD4140	Approved
0.6943	Remote Similarity	NPD6099	Approved
0.6943	Remote Similarity	NPD6100	Approved
0.6943	Remote Similarity	NPD2796	Approved
0.6937	Remote Similarity	NPD2309	Approved
0.6928	Remote Similarity	NPD1699	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD6234	Discontinued
0.6923	Remote Similarity	NPD919	Approved
0.6918	Remote Similarity	NPD2800	Approved
0.6918	Remote Similarity	NPD1243	Approved
0.6914	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6907	Remote Similarity	NPD8404	Phase 2
0.6901	Remote Similarity	NPD7229	Phase 3
0.6887	Remote Similarity	NPD6007	Clinical (unspecified phase)
0.6886	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6883	Remote Similarity	NPD8032	Phase 2
0.6879	Remote Similarity	NPD3748	Approved
0.6879	Remote Similarity	NPD4308	Phase 3
0.6867	Remote Similarity	NPD1283	Approved
0.6855	Remote Similarity	NPD1549	Phase 2
0.6849	Remote Similarity	NPD9545	Approved
0.6845	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD1247	Approved
0.6839	Remote Similarity	NPD2979	Phase 3
0.6839	Remote Similarity	NPD7177	Discontinued
0.6826	Remote Similarity	NPD37	Approved
0.6826	Remote Similarity	NPD6801	Discontinued
0.6821	Remote Similarity	NPD2797	Approved
0.6818	Remote Similarity	NPD3268	Approved
0.6805	Remote Similarity	NPD7768	Phase 2
0.6805	Remote Similarity	NPD3882	Suspended
0.6803	Remote Similarity	NPD5585	Approved
0.6802	Remote Similarity	NPD6232	Discontinued
0.6797	Remote Similarity	NPD6832	Phase 2
0.6792	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6792	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6792	Remote Similarity	NPD5762	Approved
0.6792	Remote Similarity	NPD5763	Approved
0.6788	Remote Similarity	NPD7239	Suspended
0.6782	Remote Similarity	NPD7473	Discontinued
0.6753	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6746	Remote Similarity	NPD3817	Phase 2
0.6746	Remote Similarity	NPD5616	Clinical (unspecified phase)
0.6746	Remote Similarity	NPD5402	Approved
0.6744	Remote Similarity	NPD6959	Discontinued
0.6744	Remote Similarity	NPD7199	Phase 2
0.6743	Remote Similarity	NPD3818	Discontinued
0.6731	Remote Similarity	NPD4307	Phase 2
0.673	Remote Similarity	NPD4476	Approved
0.673	Remote Similarity	NPD4477	Approved
0.6728	Remote Similarity	NPD3887	Approved
0.6726	Remote Similarity	NPD1934	Approved
0.6724	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6721	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.672	Remote Similarity	NPD7497	Discontinued
0.6711	Remote Similarity	NPD3496	Discontinued
0.671	Remote Similarity	NPD6798	Discontinued
0.6709	Remote Similarity	NPD7097	Phase 1
0.6707	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD4380	Phase 2
0.6705	Remote Similarity	NPD5710	Approved
0.6705	Remote Similarity	NPD5711	Approved
0.6705	Remote Similarity	NPD6808	Phase 2
0.6704	Remote Similarity	NPD8313	Approved
0.6704	Remote Similarity	NPD8312	Approved
0.6688	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6686	Remote Similarity	NPD2801	Approved
0.6667	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6663	Approved
0.6667	Remote Similarity	NPD7314	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD1510	Phase 2
0.6667	Remote Similarity	NPD1281	Approved
0.6667	Remote Similarity	NPD6233	Phase 2
0.6667	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2798	Approved
0.6648	Remote Similarity	NPD7228	Approved
0.6648	Remote Similarity	NPD7799	Discontinued
0.6646	Remote Similarity	NPD1607	Approved
0.6645	Remote Similarity	NPD1876	Approved
0.6645	Remote Similarity	NPD6696	Suspended
0.6645	Remote Similarity	NPD7095	Approved
0.6644	Remote Similarity	NPD3412	Clinical (unspecified phase)
0.6643	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.6629	Remote Similarity	NPD3451	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6626	Remote Similarity	NPD2354	Approved
0.6625	Remote Similarity	NPD2438	Suspended
0.6624	Remote Similarity	NPD4060	Phase 1
0.6624	Remote Similarity	NPD1240	Approved
0.6623	Remote Similarity	NPD2861	Phase 2
0.6623	Remote Similarity	NPD9717	Approved
0.6612	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6607	Remote Similarity	NPD7028	Phase 2
0.6601	Remote Similarity	NPD3267	Approved
0.6601	Remote Similarity	NPD3266	Approved
0.6601	Remote Similarity	NPD1203	Approved
0.6592	Remote Similarity	NPD7685	Pre-registration
0.6588	Remote Similarity	NPD1465	Phase 2
0.6582	Remote Similarity	NPD447	Suspended
0.6582	Remote Similarity	NPD230	Phase 1
0.6582	Remote Similarity	NPD5735	Approved
0.6579	Remote Similarity	NPD4359	Approved
0.6577	Remote Similarity	NPD5691	Approved
0.6571	Remote Similarity	NPD3926	Phase 2
0.6568	Remote Similarity	NPD6385	Approved
0.6568	Remote Similarity	NPD6386	Approved
0.6568	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6564	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6564	Remote Similarity	NPD8166	Discontinued
0.6561	Remote Similarity	NPD4107	Approved
0.6556	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD4534	Discontinued
0.6541	Remote Similarity	NPD6353	Approved
0.6536	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6536	Remote Similarity	NPD5953	Discontinued
0.6534	Remote Similarity	NPD4575	Clinical (unspecified phase)
0.6533	Remote Similarity	NPD4626	Approved
0.6529	Remote Similarity	NPD6279	Approved
0.6529	Remote Similarity	NPD6280	Approved
0.6527	Remote Similarity	NPD5403	Approved
0.6524	Remote Similarity	NPD6190	Approved
0.6522	Remote Similarity	NPD2531	Phase 2
0.6517	Remote Similarity	NPD7286	Phase 2
0.6516	Remote Similarity	NPD9494	Approved
0.6516	Remote Similarity	NPD5736	Approved
0.6514	Remote Similarity	NPD7315	Approved
0.6513	Remote Similarity	NPD1481	Phase 2
0.6512	Remote Similarity	NPD7058	Phase 2
0.6512	Remote Similarity	NPD7057	Phase 3
0.651	Remote Similarity	NPD1894	Discontinued
0.6507	Remote Similarity	NPD1241	Discontinued
0.6506	Remote Similarity	NPD5401	Approved
0.6503	Remote Similarity	NPD8150	Discontinued

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