NPASS Compound

Structure

NPC475301 OpenBabel07101718322D 61 66 0 0 1 0 0 0 0 0999 V2000 -1.1779 -3.6252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9779 -3.1633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4323 0.7250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7154 -3.3124 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8866 1.7203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6892 0.3754 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5012 1.4019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3669 -0.3029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5467 0.3580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4382 -3.5081 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4133 -4.8143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5495 -2.9847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5243 -4.5255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0706 -3.6734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9628 -4.0581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7671 -1.2450 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6307 0.2255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8890 -2.7362 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.3524 -2.4687 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7656 1.3802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8143 -3.0637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6557 1.1890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9329 -0.1740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3435 1.8023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1519 -2.6268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5243 -3.5907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.5125 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3570 -2.7921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4429 -1.0056 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7354 -0.1432 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8890 -1.2236 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6668 -0.9892 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3227 -0.3433 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0371 0.3393 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6668 -2.0358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5495 -2.2688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7680 -3.0412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5495 -0.7563 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3524 -0.5564 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.2701 -0.0243 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8890 -0.2889 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4682 -3.3154 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9997 2.2852 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1484 -3.7197 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5004 1.5894 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0306 -1.1037 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4191 2.7340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5208 -2.4160 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3057 -2.8182 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8657 -2.1116 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2414 -0.2675 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4133 -3.3018 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8648 1.1305 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7671 -1.7800 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3440 -1.2543 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5801 0.2573 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0789 0.2062 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1126 1.2710 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9141 -3.4215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7781 -1.5125 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 18 1 0 0 0 0 2 19 1 0 0 0 0 3 20 1 0 0 0 0 4 21 1 0 0 0 0 5 22 1 0 0 0 0 6 23 1 0 0 0 0 7 24 1 0 0 0 0 9 39 1 0 0 0 0 10 12 2 0 0 0 0 10 14 1 0 0 0 0 11 13 1 0 0 0 0 11 15 2 0 0 0 0 12 25 1 0 0 0 0 13 26 2 0 0 0 0 14 42 2 0 0 0 0 15 52 1 0 0 0 0 16 38 1 0 0 0 0 16 54 1 0 0 0 0 17 40 1 0 0 0 0 17 53 1 0 0 0 0 18 19 1 0 0 0 0 18 28 1 0 0 0 0 19 35 1 0 0 0 0 20 43 2 0 0 0 0 20 53 1 0 0 0 0 21 44 2 0 0 0 0 21 55 1 0 0 0 0 22 45 2 0 0 0 0 22 56 1 0 0 0 0 23 46 2 0 0 0 0 23 57 1 0 0 0 0 24 47 2 0 0 0 0 24 58 1 0 0 0 0 25 28 2 0 0 0 0 25 36 1 0 0 0 0 26 37 1 0 0 0 0 26 52 1 0 0 0 0 27 29 1 0 0 0 0 27 31 1 0 0 0 0 27 38 1 1 0 0 0 28 42 1 0 0 0 0 29 33 1 0 0 0 0 29 55 1 6 0 0 0 30 32 1 0 0 0 0 30 34 1 0 0 0 0 30 56 1 6 0 0 0 31 41 1 1 0 0 0 31 59 1 0 0 0 0 32 39 1 1 0 0 0 32 60 1 0 0 0 0 33 40 1 6 0 0 0 33 57 1 0 0 0 0 34 40 1 6 0 0 0 34 58 1 0 0 0 0 35 48 2 0 0 0 0 35 60 1 0 0 0 0 36 49 2 0 0 0 0 36 54 1 0 0 0 0 37 50 2 0 0 0 0 37 59 1 0 0 0 0 38 8 1 6 0 0 0 38 61 1 0 0 0 0 39 41 1 6 0 0 0 39 51 1 0 0 0 0 40 41 1 6 0 0 0 41 61 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	857.27
Volume:	810.09
LogP:	1.603
LogD:	1.098
LogS:	-4.114
# Rotatable Bonds:	14
TPSA:	265.89
# H-Bond Aceptor:	20
# H-Bond Donor:	1
# Rings:	6
# Heavy Atoms:	20

MedChem Properties

QED Drug-Likeness Score:	0.293
Synthetic Accessibility Score:	7.693
Fsp3:	0.585
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.315
MDCK Permeability:	0.0001973199687199667
Pgp-inhibitor:	1.0
Pgp-substrate:	0.024
Human Intestinal Absorption (HIA):	0.912
20% Bioavailability (F20%):	0.99
30% Bioavailability (F30%):	0.981

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.043
Plasma Protein Binding (PPB):	52.16678237915039%
Volume Distribution (VD):	1.754
Pgp-substrate:	15.79687786102295%

ADMET: Metabolism

CYP1A2-inhibitor:	0.054
CYP1A2-substrate:	0.013
CYP2C19-inhibitor:	0.028
CYP2C19-substrate:	0.056
CYP2C9-inhibitor:	0.056
CYP2C9-substrate:	0.005
CYP2D6-inhibitor:	0.899
CYP2D6-substrate:	0.02
CYP3A4-inhibitor:	0.816
CYP3A4-substrate:	0.262

ADMET: Excretion

Clearance (CL):	3.035
Half-life (T1/2):	0.426

ADMET: Toxicity

hERG Blockers:	0.063
Human Hepatotoxicity (H-HT):	0.979
Drug-inuced Liver Injury (DILI):	0.976
AMES Toxicity:	0.047
Rat Oral Acute Toxicity:	0.099
Maximum Recommended Daily Dose:	0.02
Skin Sensitization:	0.091
Carcinogencity:	0.063
Eye Corrosion:	0.003
Eye Irritation:	0.029
Respiratory Toxicity:	0.065

Download Data

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

Natural Product: NPC475301

Natural Product ID:	NPC475301
*Common Name:**	Hyponine A
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	SVQKBYJINGPBHL-KSTPHJKESA-N
Standard InCHI:	InChI=1S/C41H47NO19/c1-18-19(2)35(48)60-32-30(56-22(5)45)34(58-24(7)47)40(17-53-20(3)43)33(57-23(6)46)29(55-21(4)44)27-31(59-37(50)26-13-11-15-52-26)41(40,39(32,9)51)61-38(27,8)16-54-36(49)25-12-10-14-42-28(18)25/h10-15,18-19,27,29-34,51H,16-17H2,1-9H3/t18?,19?,27-,29-,30+,31-,32+,33-,34+,38+,39+,40-,41+/m1/s1
SMILES:	CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C6=CC=CO6)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL503171
PubChem CID:	44583771
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids 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
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/0031-9422(90)85349-K]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	DOI[10.1016/S0040-4039(99)00339-1]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	DOI[10.1186/1471-2202-6-1]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10579865]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	leaf	n.a.	PMID[10716597]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[10746886]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	root bark	Kunming, Yunnan, China	n.a.	PMID[10757718]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[10757718]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10757718]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10757718]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11374948]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11561442]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12579877]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1375626]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1375626]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1602302]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1602302]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[16864458]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	roots	n.a.	n.a.	PMID[16989518]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[17250858]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17265278]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	leaf	n.a.	PMID[1823717]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1823717]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18554602]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	bark	n.a.	PMID[18996177]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[21486005]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	root	n.a.	n.a.	PMID[21486005]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21514608]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	dried roots	purchased from Sichuan Neautus Traditional Chinese Medicine Co. Ltd. (Chengdu, P.R. China)	n.a.	PMID[22148431]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[22256754]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22256754]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[23252270]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	leaves	n.a.	n.a.	PMID[23268606]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23852638]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24549173]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24963543]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25237706]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	bark	n.a.	PMID[2534610]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2534610]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[2816380]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	Leaves	n.a.	n.a.	PMID[29355322]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	Leaves	n.a.	n.a.	PMID[31556299]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Europe PMC[535601]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7102323]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7304185]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8328267]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8699928]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8722541]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	Database[Article]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	leaf	n.a.	Database[Article]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	Database[Article]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[Phytochemistry, 2000, 53, 715-722.]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	root bark	n.a.	n.a.	Database[Title]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	root bark	Kunming, Yunnan, China	n.a.	Database[Title]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Activity Type	# Activity
EC50	2
IC50	2
Others	2

Activity Type	# Activity
Cell Line	2
Organism	2
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT759	Cell Line	H9	Homo sapiens	IC50	=	27.7	ug.mL-1	PMID[482514]
NPT759	Cell Line	H9	Homo sapiens	IC50	=	27.7	ug.mL-1	PMID[482515]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	1.0	ug.mL-1	PMID[482514]
NPT27	Others	Unspecified		Ratio IC50/EC50	=	27.7	n.a.	PMID[482514]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	1.0	ug.mL-1	PMID[482515]
NPT27	Others	Unspecified		Ratio IC50/EC50	=	27.7	n.a.	PMID[482515]

☑ 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 NPC475301 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	436
0.1-0.2	1765
0.2-0.3	4416
0.3-0.4	11586
0.4-0.5	11331
0.5-0.6	10991
0.6-0.7	1884
0.7-0.8	148
0.8-0.85	65
0.85-0.9	62
0.9-0.95	3
0.95-1	10

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC326930
0.9867	High Similarity	NPC13603
0.9824	High Similarity	NPC473833
0.9822	High Similarity	NPC85879
0.9822	High Similarity	NPC53255
0.9738	High Similarity	NPC328928
0.9686	High Similarity	NPC475533
0.9643	High Similarity	NPC475315
0.9643	High Similarity	NPC324619
0.9399	High Similarity	NPC471978
0.928	High Similarity	NPC471979
0.9181	High Similarity	NPC471015
0.9043	High Similarity	NPC471013
0.9043	High Similarity	NPC148896
0.9043	High Similarity	NPC180668
0.8943	High Similarity	NPC35208
0.8889	High Similarity	NPC10904
0.8879	High Similarity	NPC76565
0.8855	High Similarity	NPC244839
0.8855	High Similarity	NPC320324
0.8855	High Similarity	NPC319880
0.8844	High Similarity	NPC475631
0.8844	High Similarity	NPC87152
0.8844	High Similarity	NPC476110
0.8844	High Similarity	NPC475600
0.8844	High Similarity	NPC146824
0.8839	High Similarity	NPC475137
0.8839	High Similarity	NPC475498
0.8816	High Similarity	NPC237702
0.8811	High Similarity	NPC292416
0.8811	High Similarity	NPC473689
0.8805	High Similarity	NPC470486
0.8805	High Similarity	NPC475362
0.8805	High Similarity	NPC475644
0.8805	High Similarity	NPC471977
0.8805	High Similarity	NPC471190
0.8788	High Similarity	NPC253482
0.8777	High Similarity	NPC475426
0.8739	High Similarity	NPC327904
0.8739	High Similarity	NPC38959
0.8728	High Similarity	NPC475303
0.8728	High Similarity	NPC475596
0.8717	High Similarity	NPC473506
0.8711	High Similarity	NPC250807
0.8711	High Similarity	NPC57797
0.8696	High Similarity	NPC327769
0.8696	High Similarity	NPC475406
0.869	High Similarity	NPC30456
0.8678	High Similarity	NPC228377
0.8678	High Similarity	NPC122968
0.8678	High Similarity	NPC477787
0.8678	High Similarity	NPC475601
0.8678	High Similarity	NPC328186
0.8675	High Similarity	NPC475648
0.8673	High Similarity	NPC473850
0.8673	High Similarity	NPC328154
0.8634	High Similarity	NPC148860
0.861	High Similarity	NPC471016
0.8565	High Similarity	NPC150698
0.8565	High Similarity	NPC470306
0.8565	High Similarity	NPC316841
0.8565	High Similarity	NPC96801
0.854	High Similarity	NPC477912
0.8534	High Similarity	NPC170751
0.8533	High Similarity	NPC301368
0.8533	High Similarity	NPC84815
0.8528	High Similarity	NPC471004
0.8528	High Similarity	NPC469748
0.8527	High Similarity	NPC475408
0.8527	High Similarity	NPC471014
0.8502	High Similarity	NPC477788
0.8444	Intermediate Similarity	NPC6981
0.8421	Intermediate Similarity	NPC127026
0.8421	Intermediate Similarity	NPC127720
0.8407	Intermediate Similarity	NPC294579
0.8407	Intermediate Similarity	NPC144779
0.8407	Intermediate Similarity	NPC62367
0.8384	Intermediate Similarity	NPC471980
0.837	Intermediate Similarity	NPC216428
0.8356	Intermediate Similarity	NPC4421
0.8356	Intermediate Similarity	NPC319128
0.8356	Intermediate Similarity	NPC228331
0.8341	Intermediate Similarity	NPC477911
0.8319	Intermediate Similarity	NPC477909
0.8319	Intermediate Similarity	NPC477910
0.8319	Intermediate Similarity	NPC42678
0.8319	Intermediate Similarity	NPC477907
0.8276	Intermediate Similarity	NPC124029
0.8276	Intermediate Similarity	NPC211920
0.8268	Intermediate Similarity	NPC477902
0.8267	Intermediate Similarity	NPC472553
0.8246	Intermediate Similarity	NPC212768
0.8246	Intermediate Similarity	NPC473089
0.8246	Intermediate Similarity	NPC75600
0.8246	Intermediate Similarity	NPC6576
0.8246	Intermediate Similarity	NPC158020
0.8246	Intermediate Similarity	NPC473115
0.821	Intermediate Similarity	NPC472555
0.817	Intermediate Similarity	NPC477906
0.8133	Intermediate Similarity	NPC304179
0.8133	Intermediate Similarity	NPC48042
0.8133	Intermediate Similarity	NPC472550
0.8122	Intermediate Similarity	NPC206343
0.8122	Intermediate Similarity	NPC477908
0.8101	Intermediate Similarity	NPC238278
0.8085	Intermediate Similarity	NPC134384
0.8085	Intermediate Similarity	NPC311196
0.806	Intermediate Similarity	NPC477903
0.8059	Intermediate Similarity	NPC213143
0.8043	Intermediate Similarity	NPC14116
0.8043	Intermediate Similarity	NPC285411
0.8035	Intermediate Similarity	NPC264674
0.8034	Intermediate Similarity	NPC26881
0.8034	Intermediate Similarity	NPC477900
0.8034	Intermediate Similarity	NPC477899
0.8026	Intermediate Similarity	NPC235364
0.8009	Intermediate Similarity	NPC63041
0.7957	Intermediate Similarity	NPC233727
0.794	Intermediate Similarity	NPC477901
0.7899	Intermediate Similarity	NPC91125
0.7895	Intermediate Similarity	NPC472752
0.7792	Intermediate Similarity	NPC476467
0.7773	Intermediate Similarity	NPC107123
0.7719	Intermediate Similarity	NPC289086
0.7716	Intermediate Similarity	NPC280473
0.7716	Intermediate Similarity	NPC323551
0.7702	Intermediate Similarity	NPC187494
0.7702	Intermediate Similarity	NPC319556
0.7682	Intermediate Similarity	NPC41724
0.7682	Intermediate Similarity	NPC51008
0.7672	Intermediate Similarity	NPC40919
0.7672	Intermediate Similarity	NPC470189
0.7619	Intermediate Similarity	NPC470190
0.7617	Intermediate Similarity	NPC207531
0.7617	Intermediate Similarity	NPC30570
0.7564	Intermediate Similarity	NPC292517
0.7542	Intermediate Similarity	NPC62844
0.7542	Intermediate Similarity	NPC193361
0.7532	Intermediate Similarity	NPC165837
0.7531	Intermediate Similarity	NPC253314
0.752	Intermediate Similarity	NPC476090
0.7511	Intermediate Similarity	NPC162812
0.747	Intermediate Similarity	NPC119134
0.747	Intermediate Similarity	NPC134637
0.7467	Intermediate Similarity	NPC470279
0.7441	Intermediate Similarity	NPC183537
0.7425	Intermediate Similarity	NPC475835
0.7422	Intermediate Similarity	NPC478045
0.741	Intermediate Similarity	NPC15406
0.74	Intermediate Similarity	NPC210296
0.7388	Intermediate Similarity	NPC24019
0.7384	Intermediate Similarity	NPC236668
0.7381	Intermediate Similarity	NPC124313
0.7379	Intermediate Similarity	NPC108342
0.7373	Intermediate Similarity	NPC77878
0.7353	Intermediate Similarity	NPC146976
0.735	Intermediate Similarity	NPC193238
0.7349	Intermediate Similarity	NPC189903
0.7349	Intermediate Similarity	NPC182907
0.7347	Intermediate Similarity	NPC246381
0.7339	Intermediate Similarity	NPC90875
0.7328	Intermediate Similarity	NPC233334
0.7302	Intermediate Similarity	NPC207283
0.7302	Intermediate Similarity	NPC84164
0.7273	Intermediate Similarity	NPC54066
0.7273	Intermediate Similarity	NPC75179
0.7251	Intermediate Similarity	NPC166722
0.7231	Intermediate Similarity	NPC258048
0.7229	Intermediate Similarity	NPC22481
0.7217	Intermediate Similarity	NPC109922
0.7213	Intermediate Similarity	NPC210434
0.721	Intermediate Similarity	NPC328559
0.721	Intermediate Similarity	NPC32451
0.7205	Intermediate Similarity	NPC103230
0.7205	Intermediate Similarity	NPC188400
0.7203	Intermediate Similarity	NPC472436
0.719	Intermediate Similarity	NPC314270
0.7185	Intermediate Similarity	NPC470020
0.7177	Intermediate Similarity	NPC278525
0.7176	Intermediate Similarity	NPC191489
0.7137	Intermediate Similarity	NPC129897
0.7132	Intermediate Similarity	NPC100734
0.7132	Intermediate Similarity	NPC315634
0.7132	Intermediate Similarity	NPC88923
0.7126	Intermediate Similarity	NPC37473
0.7125	Intermediate Similarity	NPC111732
0.7119	Intermediate Similarity	NPC473822
0.7106	Intermediate Similarity	NPC196449
0.7106	Intermediate Similarity	NPC314222
0.7105	Intermediate Similarity	NPC470042
0.7105	Intermediate Similarity	NPC44354
0.7093	Intermediate Similarity	NPC270515
0.7092	Intermediate Similarity	NPC70155
0.7092	Intermediate Similarity	NPC255800
0.7092	Intermediate Similarity	NPC96584
0.709	Intermediate Similarity	NPC74360
0.7089	Intermediate Similarity	NPC309498
0.7088	Intermediate Similarity	NPC472435
0.7085	Intermediate Similarity	NPC235885
0.7082	Intermediate Similarity	NPC324245

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 NPC475301 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	269
0.1-0.2	589
0.2-0.3	821
0.3-0.4	1930
0.4-0.5	2862
0.5-0.6	2099
0.6-0.7	550
0.7-0.8	30
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7846	Intermediate Similarity	NPD8468	Phase 2
0.7724	Intermediate Similarity	NPD1483	Discontinued
0.7564	Intermediate Similarity	NPD7069	Discontinued
0.7402	Intermediate Similarity	NPD6525	Clinical (unspecified phase)
0.7388	Intermediate Similarity	NPD5801	Clinical (unspecified phase)
0.7368	Intermediate Similarity	NPD4373	Phase 2
0.7364	Intermediate Similarity	NPD4989	Phase 2
0.7358	Intermediate Similarity	NPD6962	Phase 2
0.7253	Intermediate Similarity	NPD6477	Clinical (unspecified phase)
0.7247	Intermediate Similarity	NPD4952	Phase 3
0.7222	Intermediate Similarity	NPD7886	Phase 2
0.7222	Intermediate Similarity	NPD7885	Phase 2
0.722	Intermediate Similarity	NPD3326	Clinical (unspecified phase)
0.7195	Intermediate Similarity	NPD5640	Discontinued
0.7191	Intermediate Similarity	NPD2831	Approved
0.7176	Intermediate Similarity	NPD6531	Approved
0.7176	Intermediate Similarity	NPD7708	Approved
0.7176	Intermediate Similarity	NPD6530	Approved
0.7171	Intermediate Similarity	NPD3006	Discontinued
0.7154	Intermediate Similarity	NPD3925	Approved
0.7148	Intermediate Similarity	NPD7862	Clinical (unspecified phase)
0.7132	Intermediate Similarity	NPD7803	Approved
0.7131	Intermediate Similarity	NPD8479	Phase 2
0.713	Intermediate Similarity	NPD8304	Clinical (unspecified phase)
0.7126	Intermediate Similarity	NPD7417	Discontinued
0.7125	Intermediate Similarity	NPD5866	Approved
0.7108	Intermediate Similarity	NPD5022	Discontinued
0.7108	Intermediate Similarity	NPD8052	Clinical (unspecified phase)
0.71	Intermediate Similarity	NPD5975	Clinical (unspecified phase)
0.7094	Intermediate Similarity	NPD4396	Clinical (unspecified phase)
0.7078	Intermediate Similarity	NPD8404	Phase 2
0.7066	Intermediate Similarity	NPD5482	Discontinued
0.7048	Intermediate Similarity	NPD4889	Approved
0.7025	Intermediate Similarity	NPD7571	Clinical (unspecified phase)
0.7012	Intermediate Similarity	NPD7927	Clinical (unspecified phase)
0.7008	Intermediate Similarity	NPD7955	Approved
0.7008	Intermediate Similarity	NPD7956	Approved
0.6996	Remote Similarity	NPD4667	Clinical (unspecified phase)
0.6992	Remote Similarity	NPD6790	Phase 1
0.698	Remote Similarity	NPD6825	Phase 1
0.6977	Remote Similarity	NPD5483	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD7396	Approved
0.6975	Remote Similarity	NPD3946	Clinical (unspecified phase)
0.6971	Remote Similarity	NPD6262	Clinical (unspecified phase)
0.6965	Remote Similarity	NPD6716	Phase 1
0.696	Remote Similarity	NPD7268	Clinical (unspecified phase)
0.696	Remote Similarity	NPD8465	Approved
0.696	Remote Similarity	NPD8467	Approved
0.696	Remote Similarity	NPD3217	Phase 2
0.696	Remote Similarity	NPD8466	Approved
0.6955	Remote Similarity	NPD3794	Approved
0.6955	Remote Similarity	NPD3795	Approved
0.6935	Remote Similarity	NPD8101	Phase 3
0.6929	Remote Similarity	NPD7807	Clinical (unspecified phase)
0.692	Remote Similarity	NPD8459	Approved
0.692	Remote Similarity	NPD8460	Approved
0.6911	Remote Similarity	NPD7395	Discontinued
0.691	Remote Similarity	NPD6361	Phase 2
0.6906	Remote Similarity	NPD8091	Phase 3
0.6902	Remote Similarity	NPD5891	Approved
0.6892	Remote Similarity	NPD6553	Clinical (unspecified phase)
0.6888	Remote Similarity	NPD2510	Approved
0.6888	Remote Similarity	NPD2509	Approved
0.6887	Remote Similarity	NPD2921	Clinical (unspecified phase)
0.6872	Remote Similarity	NPD7703	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD3924	Approved
0.6867	Remote Similarity	NPD3923	Approved
0.6867	Remote Similarity	NPD3921	Approved
0.6867	Remote Similarity	NPD3922	Approved
0.6859	Remote Similarity	NPD8426	Approved
0.6859	Remote Similarity	NPD8425	Approved
0.6858	Remote Similarity	NPD6276	Discontinued
0.6842	Remote Similarity	NPD1926	Approved
0.684	Remote Similarity	NPD6257	Clinical (unspecified phase)
0.6836	Remote Similarity	NPD8427	Approved
0.6836	Remote Similarity	NPD8428	Approved
0.6836	Remote Similarity	NPD8429	Approved
0.6833	Remote Similarity	NPD6987	Phase 1
0.6827	Remote Similarity	NPD6298	Discontinued
0.6825	Remote Similarity	NPD4328	Approved
0.682	Remote Similarity	NPD8100	Phase 3
0.6815	Remote Similarity	NPD5450	Discontinued
0.6809	Remote Similarity	NPD5805	Approved
0.6801	Remote Similarity	NPD8364	Approved
0.6801	Remote Similarity	NPD8363	Approved
0.6791	Remote Similarity	NPD6228	Discontinued
0.6787	Remote Similarity	NPD6242	Discontinued
0.6786	Remote Similarity	NPD7426	Phase 1
0.6782	Remote Similarity	NPD7967	Discontinued
0.678	Remote Similarity	NPD5512	Phase 3
0.6777	Remote Similarity	NPD5429	Discontinued
0.6774	Remote Similarity	NPD4429	Discontinued
0.6774	Remote Similarity	NPD3354	Phase 2
0.6772	Remote Similarity	NPD7589	Clinical (unspecified phase)
0.677	Remote Similarity	NPD7853	Phase 2
0.6768	Remote Similarity	NPD4369	Phase 2
0.6763	Remote Similarity	NPD3947	Discontinued
0.6761	Remote Similarity	NPD3393	Approved
0.6761	Remote Similarity	NPD3394	Approved
0.6761	Remote Similarity	NPD3389	Approved
0.676	Remote Similarity	NPD4923	Phase 1
0.676	Remote Similarity	NPD5147	Discontinued
0.6759	Remote Similarity	NPD3259	Approved
0.6758	Remote Similarity	NPD6494	Phase 2
0.6758	Remote Similarity	NPD7558	Phase 2
0.6758	Remote Similarity	NPD6741	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD5922	Phase 3
0.6752	Remote Similarity	NPD8365	Clinical (unspecified phase)
0.675	Remote Similarity	NPD5721	Clinical (unspecified phase)
0.6749	Remote Similarity	NPD7467	Discontinued
0.6735	Remote Similarity	NPD5416	Discontinued
0.6734	Remote Similarity	NPD8325	Phase 3
0.6734	Remote Similarity	NPD8327	Clinical (unspecified phase)
0.6734	Remote Similarity	NPD8326	Phase 3
0.6729	Remote Similarity	NPD8463	Approved
0.6729	Remote Similarity	NPD5867	Clinical (unspecified phase)
0.6723	Remote Similarity	NPD6569	Phase 2
0.6721	Remote Similarity	NPD5417	Clinical (unspecified phase)
0.672	Remote Similarity	NPD7180	Phase 3
0.6716	Remote Similarity	NPD7169	Suspended
0.6707	Remote Similarity	NPD5632	Approved
0.6707	Remote Similarity	NPD3815	Phase 1
0.6707	Remote Similarity	NPD3816	Phase 1
0.6706	Remote Similarity	NPD7547	Clinical (unspecified phase)
0.6705	Remote Similarity	NPD8102	Discontinued
0.6705	Remote Similarity	NPD7022	Phase 2
0.6705	Remote Similarity	NPD3322	Phase 1
0.6705	Remote Similarity	NPD8350	Clinical (unspecified phase)
0.6703	Remote Similarity	NPD7393	Clinical (unspecified phase)
0.6703	Remote Similarity	NPD7416	Clinical (unspecified phase)
0.6695	Remote Similarity	NPD6874	Approved
0.668	Remote Similarity	NPD6974	Phase 3
0.668	Remote Similarity	NPD6955	Clinical (unspecified phase)
0.6678	Remote Similarity	NPD8279	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3507	Phase 2
0.6667	Remote Similarity	NPD8356	Approved
0.6667	Remote Similarity	NPD5228	Phase 3
0.6654	Remote Similarity	NPD7031	Phase 1
0.6654	Remote Similarity	NPD3263	Phase 3
0.6654	Remote Similarity	NPD6503	Clinical (unspecified phase)
0.6654	Remote Similarity	NPD8461	Discontinued
0.6653	Remote Similarity	NPD5293	Phase 2
0.6653	Remote Similarity	NPD7538	Clinical (unspecified phase)
0.6653	Remote Similarity	NPD5513	Phase 2
0.6653	Remote Similarity	NPD3280	Approved
0.6653	Remote Similarity	NPD7707	Approved
0.6653	Remote Similarity	NPD6529	Discontinued
0.6653	Remote Similarity	NPD4506	Discontinued
0.6653	Remote Similarity	NPD2121	Clinical (unspecified phase)
0.6642	Remote Similarity	NPD7924	Phase 2
0.6642	Remote Similarity	NPD7925	Phase 2
0.6641	Remote Similarity	NPD1659	Phase 1
0.664	Remote Similarity	NPD2011	Clinical (unspecified phase)
0.664	Remote Similarity	NPD6568	Discontinued
0.6638	Remote Similarity	NPD5751	Clinical (unspecified phase)
0.6629	Remote Similarity	NPD5488	Discontinued
0.6629	Remote Similarity	NPD5857	Phase 3
0.6627	Remote Similarity	NPD2433	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD7994	Phase 2
0.6624	Remote Similarity	NPD4551	Phase 2
0.6616	Remote Similarity	NPD6495	Clinical (unspecified phase)
0.6614	Remote Similarity	NPD6770	Approved
0.6614	Remote Similarity	NPD6247	Clinical (unspecified phase)
0.6606	Remote Similarity	NPD7673	Phase 3
0.6606	Remote Similarity	NPD7053	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD8370	Discontinued
0.6604	Remote Similarity	NPD8358	Approved
0.6604	Remote Similarity	NPD4926	Clinical (unspecified phase)
0.6602	Remote Similarity	NPD6964	Approved
0.6602	Remote Similarity	NPD6963	Approved
0.6601	Remote Similarity	NPD6824	Clinical (unspecified phase)
0.6599	Remote Similarity	NPD4417	Approved
0.6598	Remote Similarity	NPD6732	Clinical (unspecified phase)
0.6597	Remote Similarity	NPD8489	Phase 1
0.6597	Remote Similarity	NPD3395	Approved
0.6597	Remote Similarity	NPD3396	Approved
0.6589	Remote Similarity	NPD7796	Approved
0.6589	Remote Similarity	NPD7797	Approved
0.6583	Remote Similarity	NPD4987	Clinical (unspecified phase)
0.658	Remote Similarity	NPD8442	Discontinued
0.6576	Remote Similarity	NPD5479	Discontinued
0.6567	Remote Similarity	NPD7859	Phase 2
0.6566	Remote Similarity	NPD6460	Clinical (unspecified phase)
0.6565	Remote Similarity	NPD8017	Clinical (unspecified phase)
0.6565	Remote Similarity	NPD8016	Phase 3
0.6565	Remote Similarity	NPD7025	Clinical (unspecified phase)
0.6562	Remote Similarity	NPD8430	Approved
0.6561	Remote Similarity	NPD7907	Approved
0.6561	Remote Similarity	NPD7556	Discontinued
0.656	Remote Similarity	NPD5612	Discontinued
0.6559	Remote Similarity	NPD5914	Approved
0.6559	Remote Similarity	NPD5726	Clinical (unspecified phase)
0.6557	Remote Similarity	NPD4038	Approved
0.6557	Remote Similarity	NPD4035	Approved
0.6557	Remote Similarity	NPD4039	Approved
0.6557	Remote Similarity	NPD32	Approved
0.6557	Remote Similarity	NPD4033	Approved
0.6557	Remote Similarity	NPD4034	Approved
0.6557	Remote Similarity	NPD31	Approved
0.6557	Remote Similarity	NPD4036	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