NPASS Compound

Structure

NPC487423 OpenBabel06302216042D 23 23 0 0 1 0 0 0 0 0999 V2000 3.1270 -1.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9190 -1.0084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9680 -0.6994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2248 -1.3685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4328 -2.3467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 0.2788 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8090 0.5878 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 0.5878 0.0000 C 0 0 1 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 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 0.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 -0.6994 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5032 0.9479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 2.3479 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6810 3.2614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3135 3.3659 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2688 4.0704 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5032 0.9479 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4543 0.6389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6622 -0.3393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1974 1.3080 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 6 3 1 1 0 0 0 6 20 1 0 0 0 0 7 6 1 6 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 9 1 0 0 0 0 8 16 1 1 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 10 13 1 1 0 0 0 11 12 1 6 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 20 21 2 3 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	328.21
Volume:	330.678
LogP:	-0.014
LogD:	0.431
LogS:	-1.581
# Rotatable Bonds:	8
TPSA:	151.03
# H-Bond Aceptor:	8
# H-Bond Donor:	7
# Rings:	1
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.318
Synthetic Accessibility Score:	4.378
Fsp3:	0.8
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-5.792
MDCK Permeability:	0.0008905213326215744
Pgp-inhibitor:	0.005
Pgp-substrate:	0.99
Human Intestinal Absorption (HIA):	0.047
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.638
Plasma Protein Binding (PPB):	10.583200454711914%
Volume Distribution (VD):	0.539
Pgp-substrate:	71.75784301757812%

ADMET: Metabolism

CYP1A2-inhibitor:	0.014
CYP1A2-substrate:	0.062
CYP2C19-inhibitor:	0.02
CYP2C19-substrate:	0.061
CYP2C9-inhibitor:	0.01
CYP2C9-substrate:	0.064
CYP2D6-inhibitor:	0.289
CYP2D6-substrate:	0.124
CYP3A4-inhibitor:	0.017
CYP3A4-substrate:	0.057

ADMET: Excretion

Clearance (CL):	3.158
Half-life (T1/2):	0.407

ADMET: Toxicity

hERG Blockers:	0.099
Human Hepatotoxicity (H-HT):	0.37
Drug-inuced Liver Injury (DILI):	0.252
AMES Toxicity:	0.005
Rat Oral Acute Toxicity:	0.023
Maximum Recommended Daily Dose:	0.015
Skin Sensitization:	0.092
Carcinogencity:	0.043
Eye Corrosion:	0.003
Eye Irritation:	0.017
Respiratory Toxicity:	0.036

Download Data

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

Natural Product: NPC487423

Natural Product ID:	NPC487423
*Common Name:**	XRQDFNLINLXZLB-CKIKVBCHSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	XRQDFNLINLXZLB-CKIKVBCHSA-N
Standard InCHI:	InChI=1S/C15H28N4O4/c1-4-8(5-2)12(18-7(3)20)11-10(19-15(16)17)6-9(13(11)21)14(22)23/h8-13,21H,4-6H2,1-3H3,(H,18,20)(H,22,23)(H4,16,17,19)/t9-,10+,11+,12-,13+/m0/s1
SMILES:	CCC(CC)[C@@H]([C@H]1[C@@H](C[C@@H]([C@H]1O)C(=O)O)NC(=N)N)N=C(C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	154234
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0000013] Amino acids, peptides, and analogues [CHEMONTID:0000347] Amino acids and derivatives [CHEMONTID:0001880] Gamma amino acids 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
NPO40488	Cochliobolus lunatus SCSIO41401	Strain	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29786436]
NPO40488	Cochliobolus lunatus SCSIO41401	Strain	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30516983]

☑ 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	4
IC50	106
Ki	11
Others	90

Activity Type	# Activity
Cell Line	4
Individual Protein	29
Organism	140
Others	32
SINGLE PROTEIN	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1602	Individual Protein	Neuraminidase	Influenza A virus (A/Puerto Rico/8/1934(H1N1))	IC50	=	1.4	nM	PMID[11000002]
NPT5783	Individual Protein	Neuraminidase	Influenza B virus (strain B/Lee/1940)	IC50	=	11.0	nM	PMID[11000002]
NPT1602	Individual Protein	Neuraminidase	Influenza A virus (A/Puerto Rico/8/1934(H1N1))	IC50	<	1.0	nM	PMID[11728184]
NPT5783	Individual Protein	Neuraminidase	Influenza B virus (strain B/Lee/1940)	IC50	=	5.0	nM	PMID[11728184]
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	10000.0	nM	PMID[18255197]
NPT1338	Individual Protein	Sialidase 2	Homo sapiens	Ki	=	330000.0	nM	PMID[20222714]
NPT2228	Individual Protein	Neuraminidase	Influenza A virus (strain A/Brevig Mission/1/1918 H1N1) (Influenza Avirus (strain A/South Carolina/1/1918 H1N1))	IC50	=	3.4	nM	PMID[22001088]
NPT2228	Individual Protein	Neuraminidase	Influenza A virus (strain A/Brevig Mission/1/1918 H1N1) (Influenza Avirus (strain A/South Carolina/1/1918 H1N1))	Ki	=	0.83	nM	PMID[22001088]
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	0.1	nM	DOI[10.1039/C4MD00168K]
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	0.8	nM	PMID[27167096]
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	0.07	nM	PMID[27167096]
NPT616	Cell Line	MDCK	Canis lupus familiaris	CC50	>	100000.0	nM	PMID[27167096]
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	3.6	nM	PMID[27167096]
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	0.7	nM	PMID[27167096]
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	225.0	nM	PMID[27167096]
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	146.0	nM	PMID[27167096]
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	0.3	nM	PMID[27167096]
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	3.3	nM	PMID[27167096]
NPT344	Individual Protein	Sialidase	Clostridium perfringens	IC50	=	39600.0	nM	PMID[29141777]
NPT616	Cell Line	MDCK	Canis lupus familiaris	CC50	=	373000.0	nM	PMID[29141777]
NPT3485	Individual Protein	Neuraminidase	Influenza A virus (strain A/Wilson-Smith/1933 H1N1) (Influenza A virus(strain A/WS/1933 H1N1))	IC50	=	0.48	nM	PMID[29324342]
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	23.1	nM	PMID[29324342]
NPT616	Cell Line	MDCK	Canis lupus familiaris	CC50	>	100000.0	nM	PMID[29324342]
NPT3485	Individual Protein	Neuraminidase	Influenza A virus (strain A/Wilson-Smith/1933 H1N1) (Influenza A virus(strain A/WS/1933 H1N1))	IC50	=	0.4	nM	PMID[29324342]
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	3.6	nM	PMID[29324342]
NPT6390	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	0.3	nM	PMID[29324342]
NPT6390	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	18.4	nM	PMID[29324342]
NPT1338	Individual Protein	Sialidase 2	Homo sapiens	Ki	=	56000.0	nM	PMID[29903413]
NPT6165	Individual Protein	Sialidase 4	Homo sapiens	IC50	>	500000.0	nM	PMID[29903413]
NPT1849	Individual Protein	Sialidase 3	Homo sapiens	IC50	>	500000.0	nM	PMID[29903413]
NPT1338	Individual Protein	Sialidase 2	Homo sapiens	IC50	=	70000.0	nM	PMID[29903413]
NPT6164	Individual Protein	Sialidase 1	Homo sapiens	IC50	>	500000.0	nM	PMID[29903413]
NPT616	Cell Line	MDCK	Canis lupus familiaris	CC50	>	200000.0	nM	PMID[31954881]
NPT32	Organism	Mus musculus	Mus musculus	Survival	<	9.0	n.a.	PMID[11000002]
NPT32	Organism	Mus musculus	Mus musculus	Survival	<	7.0	n.a.	PMID[11000002]
NPT32	Organism	Mus musculus	Mus musculus	Survival	=	1.0	n.a.	PMID[11000002]
NPT2	Others	Unspecified		Ratio	=	50.0	n.a.	PMID[12014958]
NPT2	Others	Unspecified		Ratio	=	1000.0	n.a.	PMID[12014958]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	200.0	nM	PMID[19112024]
NPT1757	Organism	unidentified influenza virus	unidentified influenza virus	IC50	=	8400.0	nM	PMID[19112024]
NPT2	Others	Unspecified		Ratio Ki	=	4.6	n.a.	PMID[20695427]
NPT2	Others	Unspecified		Ratio Ki	=	13.7	n.a.	PMID[20695427]
NPT2	Others	Unspecified		Ratio Ki	=	6.9	n.a.	PMID[20695427]
NPT2	Others	Unspecified		Ratio IC50	=	2.7	n.a.	PMID[20695427]
NPT2	Others	Unspecified		Ratio IC50	=	17.3	n.a.	PMID[20695427]
NPT2	Others	Unspecified		Ratio IC50	=	9.9	n.a.	PMID[20695427]
NPT2	Others	Unspecified		Ratio IC50	=	1.8	n.a.	PMID[20695427]
NPT2	Others	Unspecified		Ratio IC50	=	2.2	n.a.	PMID[20695427]
NPT2	Others	Unspecified		Ratio IC50	=	6.7	n.a.	PMID[20695427]
NPT2	Others	Unspecified		Ratio IC50	=	6.2	n.a.	PMID[20695427]
NPT2	Others	Unspecified		Ki	=	2.3	nM	PMID[20695427]
NPT2	Others	Unspecified		Ratio IC50	=	2.0	n.a.	PMID[20695427]
NPT2	Others	Unspecified		Ki	=	0.3	nM	PMID[20695427]
NPT2	Others	Unspecified		Ki	=	3.2	nM	PMID[20695427]
NPT2	Others	Unspecified		Ki	=	0.7	nM	PMID[20695427]
NPT2	Others	Unspecified		Ki	=	8.2	nM	PMID[20695427]
NPT2	Others	Unspecified		Ki	=	0.6	nM	PMID[20695427]
NPT2	Others	Unspecified		Ki	=	8.3	nM	PMID[20695427]
NPT2	Others	Unspecified		Ki	=	1.2	nM	PMID[20695427]
NPT2	Others	Unspecified		IC50	=	27.8	nM	PMID[20695427]
NPT2	Others	Unspecified		IC50	=	75.2	nM	PMID[20695427]
NPT2	Others	Unspecified		IC50	=	2.8	nM	PMID[20695427]
NPT2	Others	Unspecified		IC50	=	41.5	nM	PMID[20695427]
NPT2	Others	Unspecified		IC50	=	13.0	nM	PMID[20695427]
NPT2	Others	Unspecified		IC50	=	28.1	nM	PMID[20695427]
NPT2	Others	Unspecified		IC50	=	2.1	nM	PMID[20695427]
NPT2	Others	Unspecified		IC50	=	14.0	nM	PMID[20695427]
NPT2	Others	Unspecified		Ratio Ki	=	7.7	n.a.	PMID[20695427]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.51	nM	PMID[20194700]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.43	nM	PMID[20194700]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.9	nM	PMID[20194700]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.28	nM	PMID[20194700]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	33.56	nM	PMID[20194700]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	1.47	nM	PMID[20194700]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	214.07	nM	PMID[20194700]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.5	nM	PMID[20194700]
NPT742	Organism	Influenza A virus	Influenza A virus	Survival	=	100.0	%	PMID[20404128]
NPT742	Organism	Influenza A virus	Influenza A virus	Survival	=	50.0	%	PMID[20404128]
NPT742	Organism	Influenza A virus	Influenza A virus	FC	=	5.0	n.a.	PMID[20404128]
NPT742	Organism	Influenza A virus	Influenza A virus	FC	=	1.5	n.a.	PMID[20404128]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.2	nM	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	1.0	n.a.	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	533.0	n.a.	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	3340.0	n.a.	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	2106.0	n.a.	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	164.0	n.a.	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	108.0	n.a.	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	4.0	n.a.	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	12.0	n.a.	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	347.0	n.a.	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	400.0	n.a.	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	893.0	n.a.	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.3	nM	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	142.4	nM	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	891.4	nM	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	562.1	nM	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	43.6	nM	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	27.0	nM	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	1.0	nM	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	3.0	nM	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	82.8	nM	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	95.5	nM	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	213.0	nM	PMID[19651908]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.11	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.08	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.12	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.14	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	13.75	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	14.96	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	13.06	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	12.5	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	9.24	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	11.79	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.18	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.19	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.32	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.2	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	149.59	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	197.1	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	97.56	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	150.24	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	128.15	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	121.76	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.75	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.7	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.41	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.49	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.55	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	105.02	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	83.4	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	194.96	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	162.58	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	161.79	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	84.8	nM	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	1.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	125.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	136.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	93.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	89.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	66.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	84.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	831.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	1095.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	488.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	751.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	641.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	609.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	140.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	111.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	398.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	332.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	330.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	Ratio IC50	=	173.0	n.a.	PMID[20585136]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	9.43	nM	PMID[20713668]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	3.51	nM	PMID[20713668]
NPT4249	Organism	Influenza B virus	Influenza B virus	IC50	=	3.0	nM	PMID[20713668]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	1.72	nM	PMID[20713668]
NPT605	Organism	Homo sapiens	Homo sapiens	Activity	=	3.0	%	PMID[20713668]
NPT605	Organism	Homo sapiens	Homo sapiens	Activity	=	1.0	%	PMID[20713668]
NPT1757	Organism	unidentified influenza virus	unidentified influenza virus	Inhibition	=	36.8	%	PMID[20713668]
NPT1757	Organism	unidentified influenza virus	unidentified influenza virus	Inhibition	=	25.8	%	PMID[20713668]
NPT1757	Organism	unidentified influenza virus	unidentified influenza virus	Inhibition	=	0.0	%	PMID[20713668]
NPT1757	Organism	unidentified influenza virus	unidentified influenza virus	Inhibition	=	1.1	%	PMID[20713668]
NPT605	Organism	Homo sapiens	Homo sapiens	Activity	=	14.1	%	PMID[20713668]
NPT605	Organism	Homo sapiens	Homo sapiens	Activity	=	15.2	%	PMID[20713668]
NPT605	Organism	Homo sapiens	Homo sapiens	Activity	=	6.1	%	PMID[20713668]
NPT605	Organism	Homo sapiens	Homo sapiens	Activity	=	2.0	%	PMID[20713668]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.12	nM	PMID[22001088]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.86	nM	PMID[22001088]
NPT742	Organism	Influenza A virus	Influenza A virus	EC50	=	1.5	nM	PMID[27167096]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	1720.0	nM	PMID[29141777]
NPT742	Organism	Influenza A virus	Influenza A virus	EC50	=	6.68	nM	PMID[29324342]
NPT742	Organism	Influenza A virus	Influenza A virus	EC50	=	643.0	nM	PMID[29324342]
NPT19348	SINGLE PROTEIN	Neuraminidase	Influenza A virus (A/Memphis/1/1971(H3N2))	IC50	=	2.0	nM	PMID[29324342]
NPT19345	SINGLE PROTEIN	Neuraminidase	Influenza A virus	IC50	=	451.0	nM	PMID[29324342]
NPT19345	SINGLE PROTEIN	Neuraminidase	Influenza A virus	IC50	=	146.0	nM	PMID[29324342]
NPT2	Others	Unspecified		IC50	=	16.7	nM	PMID[29324342]
NPT19345	SINGLE PROTEIN	Neuraminidase	Influenza A virus	IC50	=	92.5	nM	PMID[29324342]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	9.66	%	DOI[10.21203/rs.3.rs-23951/v1]
NPT20556	SINGLE PROTEIN	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	13.19	%	DOI[10.6019/CHEMBL4495564]
NPT20556	SINGLE PROTEIN	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	9.502	%	DOI[10.6019/CHEMBL4495564]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	0.05	%	DOI[10.6019/CHEMBL4495565]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	-0.06	%	DOI[10.6019/CHEMBL4495565]
NPT742	Organism	Influenza A virus	Influenza A virus	EC50	=	5260.0	nM	PMID[31954881]
NPT2	Others	Unspecified		Ratio CC50/EC50	>	38.0	n.a.	PMID[31954881]

☑ 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 NPC487423 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	217
0.1-0.2	4952
0.2-0.3	21709
0.3-0.4	13647
0.4-0.5	1824
0.5-0.6	321
0.6-0.7	25
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID

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 NPC487423 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	84
0.1-0.2	1184
0.2-0.3	5138
0.3-0.4	2218
0.4-0.5	432
0.5-0.6	84
0.6-0.7	7
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Drug ID	Developmental Stage

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