NPASS Compound

Structure

CID168707 OpenBabel06191715542D 30 31 0 0 1 0 0 0 0 0999 V2000 -9.7488 -0.1904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.9736 -1.4152 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9545 -2.7600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0567 -1.9836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7355 0.4914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3346 -1.6046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4368 -0.8282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5391 -0.0517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3005 -1.8634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6275 -2.3117 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4028 -1.0870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7297 -1.5353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5050 -0.3105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8320 -0.7588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0076 -1.1563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6616 -2.0529 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.7638 -1.2765 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 22 1 0 0 0 0 5 23 1 0 0 0 0 6 24 1 0 0 0 0 7 28 1 0 0 0 0 8 11 1 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 9 14 1 0 0 0 0 10 15 1 0 0 0 0 10 17 1 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 22 1 0 0 0 0 16 18 1 0 0 0 0 16 25 1 0 0 0 0 17 28 1 0 0 0 0 18 28 1 0 0 0 0 19 25 1 0 0 0 0 19 26 2 0 0 0 0 23 24 2 0 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 25 27 2 0 0 0 0 26 29 1 0 0 0 0 27 30 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	416.37
Volume:	485.402
LogP:	9.347
LogD:	6.556
LogS:	-6.926
# Rotatable Bonds:	12
TPSA:	29.46
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.37
Synthetic Accessibility Score:	3.786
Fsp3:	0.786
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.855
MDCK Permeability:	7.582164016639581e-06
Pgp-inhibitor:	0.05
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.954
30% Bioavailability (F30%):	0.956

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.838
Plasma Protein Binding (PPB):	100.60321807861328%
Volume Distribution (VD):	5.329
Pgp-substrate:	1.8462365865707397%

ADMET: Metabolism

CYP1A2-inhibitor:	0.1
CYP1A2-substrate:	0.208
CYP2C19-inhibitor:	0.316
CYP2C19-substrate:	0.89
CYP2C9-inhibitor:	0.16
CYP2C9-substrate:	0.948
CYP2D6-inhibitor:	0.219
CYP2D6-substrate:	0.277
CYP3A4-inhibitor:	0.331
CYP3A4-substrate:	0.138

ADMET: Excretion

Clearance (CL):	8.243
Half-life (T1/2):	0.029

ADMET: Toxicity

hERG Blockers:	0.021
Human Hepatotoxicity (H-HT):	0.181
Drug-inuced Liver Injury (DILI):	0.029
AMES Toxicity:	0.04
Rat Oral Acute Toxicity:	0.036
Maximum Recommended Daily Dose:	0.07
Skin Sensitization:	0.954
Carcinogencity:	0.029
Eye Corrosion:	0.01
Eye Irritation:	0.45
Respiratory Toxicity:	0.34

Download Data

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

Natural Product: NPC168707

Natural Product ID:	NPC168707
*Common Name:**	2,7,8-Trimethyl-2-(4,8,12-Trimethyltridecyl)-3,4-Dihydrochromen-6-Ol
IUPAC Name:	2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-ol
Synonyms:
Standard InCHIKey:	QUEDXNHFTDJVIY-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h19-22,29H,8-18H2,1-7H3
SMILES:	CC(C)CCCC(C)CCCC(C)CCCC1(C)CCc2cc(c(C)c(C)c2O1)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL420898
PubChem CID:	14986
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001534] Quinone and hydroquinone lipids [CHEMONTID:0001546] Vitamin E compounds [CHEMONTID:0000201] Tocopherols

*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
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	fruit	n.a.	DOI[10.1007/s00217-007-0799-1]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	flower	n.a.	DOI[10.1016/j.foodchem.2011.01.077]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	kernel	n.a.	PMID[10670815]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11520216]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	seed	n.a.	PMID[11540412]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	root	n.a.	PMID[14727919]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	xylem	n.a.	PMID[14727919]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	bark	n.a.	PMID[14727919]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	leaf	n.a.	PMID[14727919]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Seeds	n.a.	n.a.	PMID[15620261]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Fruits	Malatya Fruit Research Institute	between the first and third weeks of 2005-Jul.	PMID[18038980]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	pericarp	n.a.	PMID[18496782]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[2082684]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[21922656]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24176362]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25466114]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	seeds	n.a.	n.a.	PMID[25466198]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[28737396]
NPO26277	Euphorbia hirta	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32141299]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[3254039]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[3256207]
NPO7808	Viscum album	Species	Viscaceae	Eukaryota	n.a.	twig	n.a.	PMID[9179367]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	leaf	n.a.	Database[Article]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Twig	n.a.	n.a.	Database[FooDB]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Root Bark	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Bark	n.a.	n.a.	Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Embryo	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Stem Bark	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Stem Bark	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Testa	n.a.	n.a.	Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26277	Euphorbia hirta	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7808	Viscum album	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO8108.1	Citrullus lanatus subsp. vulgaris	Subspecies	Cucurbitaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26277	Euphorbia hirta	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7808	Viscum album	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8108.1	Citrullus lanatus subsp. vulgaris	Subspecies	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26277	Euphorbia hirta	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25099	Prunus mandshurica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20032	Prunus sibirica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7808	Viscum album	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26277	Euphorbia hirta	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20032	Prunus sibirica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7808	Viscum album	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Activity Type	# Activity
IC50	10
Others	2

Activity Type	# Activity
Cell Line	2
Others	10

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT65	Cell Line	HepG2	Homo sapiens	Inhibition	=	3.0	%	PMID[448924]
NPT65	Cell Line	HepG2	Homo sapiens	Inhibition	=	0.0	%	PMID[448924]
NPT2	Others	Unspecified		IC50	n.a.	20000.0	nM	PMID[448925]
NPT2	Others	Unspecified		IC50	n.a.	10000.0	nM	PMID[448925]

☑ 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 NPC168707 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	373
0.1-0.2	1822
0.2-0.3	4477
0.3-0.4	13072
0.4-0.5	5369
0.5-0.6	7365
0.6-0.7	8300
0.7-0.8	1739
0.8-0.85	130
0.85-0.9	32
0.9-0.95	12
0.95-1	6

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC48623
0.9912	High Similarity	NPC45663
0.9649	High Similarity	NPC139047
0.9561	High Similarity	NPC187993
0.9561	High Similarity	NPC238176
0.9474	High Similarity	NPC69539
0.9474	High Similarity	NPC242580
0.9474	High Similarity	NPC236070
0.9474	High Similarity	NPC126759
0.9412	High Similarity	NPC61685
0.9316	High Similarity	NPC474131
0.9231	High Similarity	NPC32152
0.9231	High Similarity	NPC51341
0.9153	High Similarity	NPC232295
0.9091	High Similarity	NPC248557
0.9068	High Similarity	NPC471449
0.9052	High Similarity	NPC473718
0.8952	High Similarity	NPC47288
0.8934	High Similarity	NPC474237
0.8926	High Similarity	NPC204535
0.8926	High Similarity	NPC46586
0.8917	High Similarity	NPC129176
0.8852	High Similarity	NPC474130
0.8819	High Similarity	NPC27578
0.8819	High Similarity	NPC289624
0.88	High Similarity	NPC81261
0.8793	High Similarity	NPC474920
0.878	High Similarity	NPC190086
0.878	High Similarity	NPC276962
0.876	High Similarity	NPC212559
0.874	High Similarity	NPC153019
0.8707	High Similarity	NPC469912
0.8699	High Similarity	NPC261992
0.8689	High Similarity	NPC475839
0.8661	High Similarity	NPC196621
0.8651	High Similarity	NPC176590
0.8632	High Similarity	NPC98372
0.8629	High Similarity	NPC147896
0.8618	High Similarity	NPC188997
0.8618	High Similarity	NPC302211
0.8607	High Similarity	NPC100108
0.8607	High Similarity	NPC277798
0.8605	High Similarity	NPC211352
0.8594	High Similarity	NPC160623
0.8583	High Similarity	NPC238075
0.8583	High Similarity	NPC16577
0.8571	High Similarity	NPC283169
0.8548	High Similarity	NPC96940
0.8516	High Similarity	NPC475880
0.8516	High Similarity	NPC325003
0.8512	High Similarity	NPC283616
0.8455	Intermediate Similarity	NPC96423
0.845	Intermediate Similarity	NPC474143
0.845	Intermediate Similarity	NPC474246
0.8438	Intermediate Similarity	NPC271832
0.8438	Intermediate Similarity	NPC206028
0.8438	Intermediate Similarity	NPC222108
0.8438	Intermediate Similarity	NPC96719
0.8438	Intermediate Similarity	NPC59654
0.8438	Intermediate Similarity	NPC472795
0.8438	Intermediate Similarity	NPC472797
0.8438	Intermediate Similarity	NPC472796
0.8435	Intermediate Similarity	NPC30416
0.8421	Intermediate Similarity	NPC272029
0.8413	Intermediate Similarity	NPC470726
0.8413	Intermediate Similarity	NPC252962
0.8413	Intermediate Similarity	NPC279118
0.8413	Intermediate Similarity	NPC320847
0.8409	Intermediate Similarity	NPC474610
0.8397	Intermediate Similarity	NPC71372
0.839	Intermediate Similarity	NPC275627
0.839	Intermediate Similarity	NPC470723
0.8385	Intermediate Similarity	NPC85595
0.8385	Intermediate Similarity	NPC472798
0.8372	Intermediate Similarity	NPC11089
0.8372	Intermediate Similarity	NPC196193
0.8362	Intermediate Similarity	NPC233320
0.8361	Intermediate Similarity	NPC63010
0.8359	Intermediate Similarity	NPC38604
0.8359	Intermediate Similarity	NPC211179
0.8348	Intermediate Similarity	NPC117115
0.8346	Intermediate Similarity	NPC470724
0.8346	Intermediate Similarity	NPC128321
0.832	Intermediate Similarity	NPC473464
0.832	Intermediate Similarity	NPC476332
0.8306	Intermediate Similarity	NPC218753
0.8306	Intermediate Similarity	NPC473875
0.8305	Intermediate Similarity	NPC132720
0.8295	Intermediate Similarity	NPC266868
0.8281	Intermediate Similarity	NPC473134
0.8281	Intermediate Similarity	NPC95034
0.8281	Intermediate Similarity	NPC156298
0.8281	Intermediate Similarity	NPC142087
0.8276	Intermediate Similarity	NPC469913
0.8271	Intermediate Similarity	NPC472800
0.8268	Intermediate Similarity	NPC28476
0.8268	Intermediate Similarity	NPC293801
0.8268	Intermediate Similarity	NPC133407
0.8246	Intermediate Similarity	NPC477685
0.8244	Intermediate Similarity	NPC469611
0.8235	Intermediate Similarity	NPC186033
0.8231	Intermediate Similarity	NPC249425
0.8231	Intermediate Similarity	NPC470727
0.8226	Intermediate Similarity	NPC103916
0.8222	Intermediate Similarity	NPC76312
0.8222	Intermediate Similarity	NPC473049
0.8222	Intermediate Similarity	NPC79372
0.8222	Intermediate Similarity	NPC472794
0.8205	Intermediate Similarity	NPC151477
0.8197	Intermediate Similarity	NPC154256
0.8197	Intermediate Similarity	NPC290470
0.8182	Intermediate Similarity	NPC469610
0.8175	Intermediate Similarity	NPC152946
0.8175	Intermediate Similarity	NPC74137
0.8174	Intermediate Similarity	NPC108497
0.8168	Intermediate Similarity	NPC258073
0.8168	Intermediate Similarity	NPC472590
0.8168	Intermediate Similarity	NPC8899
0.8167	Intermediate Similarity	NPC302371
0.8167	Intermediate Similarity	NPC62867
0.8167	Intermediate Similarity	NPC177962
0.8167	Intermediate Similarity	NPC228452
0.8162	Intermediate Similarity	NPC472791
0.8162	Intermediate Similarity	NPC472792
0.8145	Intermediate Similarity	NPC85895
0.8145	Intermediate Similarity	NPC137294
0.814	Intermediate Similarity	NPC186889
0.8125	Intermediate Similarity	NPC131397
0.8125	Intermediate Similarity	NPC4286
0.8125	Intermediate Similarity	NPC124030
0.8125	Intermediate Similarity	NPC76119
0.8125	Intermediate Similarity	NPC105031
0.8125	Intermediate Similarity	NPC476254
0.812	Intermediate Similarity	NPC27394
0.812	Intermediate Similarity	NPC53740
0.812	Intermediate Similarity	NPC21594
0.8106	Intermediate Similarity	NPC118253
0.8099	Intermediate Similarity	NPC141003
0.8099	Intermediate Similarity	NPC35344
0.8095	Intermediate Similarity	NPC476165
0.8092	Intermediate Similarity	NPC470725
0.8087	Intermediate Similarity	NPC80800
0.8083	Intermediate Similarity	NPC54373
0.8083	Intermediate Similarity	NPC470770
0.8083	Intermediate Similarity	NPC77772
0.8083	Intermediate Similarity	NPC266937
0.808	Intermediate Similarity	NPC14177
0.808	Intermediate Similarity	NPC135467
0.808	Intermediate Similarity	NPC260832
0.8077	Intermediate Similarity	NPC223912
0.8077	Intermediate Similarity	NPC201069
0.8062	Intermediate Similarity	NPC82299
0.8051	Intermediate Similarity	NPC320439
0.8049	Intermediate Similarity	NPC471668
0.8049	Intermediate Similarity	NPC312105
0.8049	Intermediate Similarity	NPC141001
0.8043	Intermediate Similarity	NPC329493
0.8034	Intermediate Similarity	NPC47284
0.8033	Intermediate Similarity	NPC471534
0.8033	Intermediate Similarity	NPC470837
0.8031	Intermediate Similarity	NPC57199
0.8031	Intermediate Similarity	NPC150026
0.803	Intermediate Similarity	NPC469907
0.803	Intermediate Similarity	NPC474200
0.8029	Intermediate Similarity	NPC71046
0.8017	Intermediate Similarity	NPC280760
0.8017	Intermediate Similarity	NPC12870
0.8017	Intermediate Similarity	NPC24327
0.8017	Intermediate Similarity	NPC269212
0.8016	Intermediate Similarity	NPC475529
0.8015	Intermediate Similarity	NPC265335
0.8015	Intermediate Similarity	NPC93962
0.8	Intermediate Similarity	NPC473221
0.8	Intermediate Similarity	NPC126101
0.8	Intermediate Similarity	NPC327735
0.8	Intermediate Similarity	NPC46978
0.8	Intermediate Similarity	NPC248396
0.8	Intermediate Similarity	NPC471608
0.8	Intermediate Similarity	NPC72729
0.8	Intermediate Similarity	NPC48730
0.8	Intermediate Similarity	NPC151197
0.8	Intermediate Similarity	NPC129373
0.8	Intermediate Similarity	NPC115861
0.8	Intermediate Similarity	NPC475628
0.8	Intermediate Similarity	NPC469386
0.7986	Intermediate Similarity	NPC474599
0.7985	Intermediate Similarity	NPC473107
0.7984	Intermediate Similarity	NPC81641
0.7984	Intermediate Similarity	NPC25648
0.7984	Intermediate Similarity	NPC477213
0.7971	Intermediate Similarity	NPC323126
0.797	Intermediate Similarity	NPC329427
0.797	Intermediate Similarity	NPC51262
0.797	Intermediate Similarity	NPC251549
0.797	Intermediate Similarity	NPC312560
0.797	Intermediate Similarity	NPC317601
0.7969	Intermediate Similarity	NPC248786
0.7967	Intermediate Similarity	NPC301321
0.7966	Intermediate Similarity	NPC155072
0.7956	Intermediate Similarity	NPC252901

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 NPC168707 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	346
0.1-0.2	1057
0.2-0.3	1572
0.3-0.4	2804
0.4-0.5	1661
0.5-0.6	1114
0.6-0.7	500
0.7-0.8	85
0.8-0.85	4
0.85-0.9	3
0.9-0.95	4
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9474	High Similarity	NPD7340	Approved
0.9217	High Similarity	NPD6671	Approved
0.9211	High Similarity	NPD1398	Phase 1
0.9091	High Similarity	NPD6696	Suspended
0.8583	High Similarity	NPD7644	Approved
0.8583	High Similarity	NPD4625	Phase 3
0.8548	High Similarity	NPD4749	Approved
0.8475	Intermediate Similarity	NPD7635	Approved
0.8372	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.824	Intermediate Similarity	NPD1611	Approved
0.814	Intermediate Similarity	NPD2861	Phase 2
0.811	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.808	Intermediate Similarity	NPD4626	Approved
0.797	Intermediate Similarity	NPD4060	Phase 1
0.7955	Intermediate Similarity	NPD7985	Registered
0.7943	Intermediate Similarity	NPD6090	Discontinued
0.7941	Intermediate Similarity	NPD6099	Approved
0.7941	Intermediate Similarity	NPD6100	Approved
0.7923	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD5691	Approved
0.7815	Intermediate Similarity	NPD968	Approved
0.7752	Intermediate Similarity	NPD2232	Approved
0.7752	Intermediate Similarity	NPD2230	Approved
0.7752	Intermediate Similarity	NPD2233	Approved
0.7739	Intermediate Similarity	NPD288	Approved
0.7734	Intermediate Similarity	NPD3496	Discontinued
0.7714	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7692	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7692	Intermediate Similarity	NPD5327	Phase 3
0.7687	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7652	Intermediate Similarity	NPD844	Approved
0.7643	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7623	Intermediate Similarity	NPD4750	Phase 3
0.7603	Intermediate Similarity	NPD2342	Discontinued
0.7594	Intermediate Similarity	NPD2237	Approved
0.7591	Intermediate Similarity	NPD4097	Suspended
0.7591	Intermediate Similarity	NPD6353	Approved
0.7568	Intermediate Similarity	NPD5929	Approved
0.7538	Intermediate Similarity	NPD1610	Phase 2
0.7537	Intermediate Similarity	NPD4908	Phase 1
0.7519	Intermediate Similarity	NPD4624	Approved
0.7518	Intermediate Similarity	NPD5735	Approved
0.7518	Intermediate Similarity	NPD6674	Discontinued
0.75	Intermediate Similarity	NPD5762	Approved
0.75	Intermediate Similarity	NPD5763	Approved
0.75	Intermediate Similarity	NPD2346	Discontinued
0.75	Intermediate Similarity	NPD1283	Approved
0.7478	Intermediate Similarity	NPD845	Approved
0.7465	Intermediate Similarity	NPD7982	Clinical (unspecified phase)
0.7464	Intermediate Similarity	NPD2157	Approved
0.7463	Intermediate Similarity	NPD1712	Approved
0.7445	Intermediate Similarity	NPD4140	Approved
0.7442	Intermediate Similarity	NPD1651	Approved
0.7402	Intermediate Similarity	NPD7157	Approved
0.7402	Intermediate Similarity	NPD709	Approved
0.7398	Intermediate Similarity	NPD2684	Approved
0.7385	Intermediate Similarity	NPD1778	Approved
0.7348	Intermediate Similarity	NPD2231	Phase 2
0.7348	Intermediate Similarity	NPD2235	Phase 2
0.7333	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7323	Intermediate Similarity	NPD497	Approved
0.7319	Intermediate Similarity	NPD3620	Phase 2
0.7319	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7317	Intermediate Similarity	NPD290	Approved
0.7313	Intermediate Similarity	NPD2797	Approved
0.7311	Intermediate Similarity	NPD3020	Approved
0.7308	Intermediate Similarity	NPD3444	Approved
0.7308	Intermediate Similarity	NPD3445	Approved
0.7308	Intermediate Similarity	NPD3443	Approved
0.7302	Intermediate Similarity	NPD7843	Approved
0.7299	Intermediate Similarity	NPD1699	Clinical (unspecified phase)
0.7279	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD1281	Approved
0.7266	Intermediate Similarity	NPD6387	Discontinued
0.7259	Intermediate Similarity	NPD6584	Phase 3
0.7246	Intermediate Similarity	NPD8032	Phase 2
0.7244	Intermediate Similarity	NPD495	Approved
0.7244	Intermediate Similarity	NPD496	Approved
0.7244	Intermediate Similarity	NPD498	Approved
0.7244	Intermediate Similarity	NPD5283	Phase 1
0.7239	Intermediate Similarity	NPD8651	Approved
0.7226	Intermediate Similarity	NPD7095	Approved
0.7222	Intermediate Similarity	NPD228	Approved
0.7218	Intermediate Similarity	NPD1608	Approved
0.7211	Intermediate Similarity	NPD2676	Approved
0.7211	Intermediate Similarity	NPD2675	Approved
0.7209	Intermediate Similarity	NPD7325	Clinical (unspecified phase)
0.7203	Intermediate Similarity	NPD7037	Approved
0.7203	Intermediate Similarity	NPD1809	Phase 2
0.7194	Intermediate Similarity	NPD2979	Phase 3
0.7194	Intermediate Similarity	NPD2238	Phase 2
0.7192	Intermediate Similarity	NPD7040	Clinical (unspecified phase)
0.7192	Intermediate Similarity	NPD7041	Phase 2
0.7183	Intermediate Similarity	NPD2935	Discontinued
0.7181	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7176	Intermediate Similarity	NPD5585	Approved
0.7174	Intermediate Similarity	NPD6812	Clinical (unspecified phase)
0.7165	Intermediate Similarity	NPD1138	Approved
0.7164	Intermediate Similarity	NPD1669	Approved
0.7132	Intermediate Similarity	NPD3691	Phase 2
0.7132	Intermediate Similarity	NPD3690	Phase 2
0.7121	Intermediate Similarity	NPD2668	Approved
0.7121	Intermediate Similarity	NPD4059	Approved
0.7121	Intermediate Similarity	NPD2667	Approved
0.7099	Intermediate Similarity	NPD1548	Phase 1
0.7099	Intermediate Similarity	NPD3091	Approved
0.7087	Intermediate Similarity	NPD1137	Approved
0.7087	Intermediate Similarity	NPD1139	Approved
0.7071	Intermediate Similarity	NPD1613	Approved
0.7071	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7067	Intermediate Similarity	NPD3226	Approved
0.7063	Intermediate Similarity	NPD4476	Approved
0.7063	Intermediate Similarity	NPD3022	Approved
0.7063	Intermediate Similarity	NPD4477	Approved
0.7063	Intermediate Similarity	NPD3021	Approved
0.7059	Intermediate Similarity	NPD2859	Approved
0.7059	Intermediate Similarity	NPD4098	Discontinued
0.7059	Intermediate Similarity	NPD2860	Approved
0.7055	Intermediate Similarity	NPD3692	Discontinued
0.705	Intermediate Similarity	NPD3268	Approved
0.705	Intermediate Similarity	NPD7294	Phase 1
0.7042	Intermediate Similarity	NPD7097	Phase 1
0.7037	Intermediate Similarity	NPD6583	Phase 3
0.7037	Intermediate Similarity	NPD6582	Phase 2
0.7031	Intermediate Similarity	NPD5535	Approved
0.7031	Intermediate Similarity	NPD821	Approved
0.7027	Intermediate Similarity	NPD7446	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD6355	Discontinued
0.7015	Intermediate Similarity	NPD1535	Discovery
0.7015	Intermediate Similarity	NPD1091	Approved
0.7015	Intermediate Similarity	NPD422	Phase 1
0.7014	Intermediate Similarity	NPD7030	Discontinued
0.7	Intermediate Similarity	NPD2370	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD2557	Approved
0.6993	Remote Similarity	NPD4108	Discontinued
0.6993	Remote Similarity	NPD2799	Discontinued
0.6992	Remote Similarity	NPD17	Approved
0.6992	Remote Similarity	NPD2932	Approved
0.6992	Remote Similarity	NPD3019	Approved
0.6986	Remote Similarity	NPD7003	Approved
0.6983	Remote Similarity	NPD9295	Approved
0.6975	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD2934	Approved
0.6975	Remote Similarity	NPD2933	Approved
0.6972	Remote Similarity	NPD6653	Approved
0.6966	Remote Similarity	NPD2424	Discontinued
0.6963	Remote Similarity	NPD1840	Phase 2
0.6963	Remote Similarity	NPD1481	Phase 2
0.6957	Remote Similarity	NPD5736	Approved
0.6929	Remote Similarity	NPD1792	Phase 2
0.6917	Remote Similarity	NPD6382	Discontinued
0.6913	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6912	Remote Similarity	NPD4359	Approved
0.6906	Remote Similarity	NPD596	Approved
0.6906	Remote Similarity	NPD600	Approved
0.6901	Remote Similarity	NPD5124	Phase 1
0.6901	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD6004	Phase 3
0.6897	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD6002	Phase 3
0.6897	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD6005	Phase 3
0.6892	Remote Similarity	NPD6667	Approved
0.6892	Remote Similarity	NPD6666	Approved
0.6889	Remote Similarity	NPD3705	Approved
0.6889	Remote Similarity	NPD3092	Approved
0.688	Remote Similarity	NPD9697	Approved
0.6879	Remote Similarity	NPD7477	Discontinued
0.6875	Remote Similarity	NPD2154	Approved
0.6875	Remote Similarity	NPD2155	Approved
0.6875	Remote Similarity	NPD4308	Phase 3
0.6875	Remote Similarity	NPD2156	Approved
0.6871	Remote Similarity	NPD3892	Phase 2
0.6871	Remote Similarity	NPD7976	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD5261	Clinical (unspecified phase)
0.6866	Remote Similarity	NPD2286	Discontinued
0.6859	Remote Similarity	NPD3453	Discontinued
0.6857	Remote Similarity	NPD3027	Phase 3
0.6853	Remote Similarity	NPD4579	Clinical (unspecified phase)
0.6846	Remote Similarity	NPD594	Approved
0.6846	Remote Similarity	NPD6087	Phase 1
0.6846	Remote Similarity	NPD592	Approved
0.6835	Remote Similarity	NPD6959	Discontinued
0.6828	Remote Similarity	NPD2531	Phase 2
0.6828	Remote Similarity	NPD6032	Approved
0.6828	Remote Similarity	NPD2438	Suspended
0.6825	Remote Similarity	NPD1444	Approved
0.6825	Remote Similarity	NPD1445	Approved
0.6824	Remote Similarity	NPD2677	Approved
0.6822	Remote Similarity	NPD6124	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD5709	Phase 3
0.6812	Remote Similarity	NPD3094	Phase 2
0.6812	Remote Similarity	NPD987	Approved
0.6809	Remote Similarity	NPD2313	Discontinued
0.6809	Remote Similarity	NPD1336	Approved
0.6806	Remote Similarity	NPD4536	Approved
0.6806	Remote Similarity	NPD4538	Approved
0.6806	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.68	Remote Similarity	NPD2532	Approved
0.68	Remote Similarity	NPD2534	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