NPASS Compound

Structure

CID204156 OpenBabel06191715592D 24 26 0 0 1 0 0 0 0 0999 V2000 1.5942 4.0362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0064 3.2272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0119 3.3317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5759 2.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5352 -1.6473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1590 -1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3273 -2.6254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3669 -2.2653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6237 -2.9344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8316 -3.9126 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5522 2.0704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6637 0.6386 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 9 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 17 1 0 0 0 0 10 12 1 0 0 0 0 10 15 2 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 13 16 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 18 23 2 0 0 0 0 19 21 1 0 0 0 0 19 24 2 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	324.15
Volume:	338.783
LogP:	3.056
LogD:	2.954
LogS:	-2.765
# Rotatable Bonds:	5
TPSA:	67.39
# H-Bond Aceptor:	5
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.756
Synthetic Accessibility Score:	2.351
Fsp3:	0.211
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.843
MDCK Permeability:	1.882561991806142e-05
Pgp-inhibitor:	0.016
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.009
20% Bioavailability (F20%):	0.01
30% Bioavailability (F30%):	0.041

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.147
Plasma Protein Binding (PPB):	95.24652862548828%
Volume Distribution (VD):	0.226
Pgp-substrate:	4.692230224609375%

ADMET: Metabolism

CYP1A2-inhibitor:	0.771
CYP1A2-substrate:	0.386
CYP2C19-inhibitor:	0.564
CYP2C19-substrate:	0.433
CYP2C9-inhibitor:	0.814
CYP2C9-substrate:	0.956
CYP2D6-inhibitor:	0.084
CYP2D6-substrate:	0.343
CYP3A4-inhibitor:	0.087
CYP3A4-substrate:	0.702

ADMET: Excretion

Clearance (CL):	2.644
Half-life (T1/2):	0.569

ADMET: Toxicity

hERG Blockers:	0.021
Human Hepatotoxicity (H-HT):	0.024
Drug-inuced Liver Injury (DILI):	0.972
AMES Toxicity:	0.141
Rat Oral Acute Toxicity:	0.132
Maximum Recommended Daily Dose:	0.012
Skin Sensitization:	0.371
Carcinogencity:	0.21
Eye Corrosion:	0.012
Eye Irritation:	0.547
Respiratory Toxicity:	0.226

Download Data

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

Natural Product: NPC204156

Natural Product ID:	NPC204156
*Common Name:**	Oxyphenbutazone
IUPAC Name:	4-butyl-1-(4-hydroxyphenyl)-2-phenylpyrazolidine-3,5-dione
Synonyms:	Oxazolidin; Oxiphenbutazone; Oxyphenbutazone; Tandearil; Tanderil; Tanderil Chloramphen
Standard InCHIKey:	HFHZKZSRXITVMK-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C19H20N2O3/c1-2-3-9-17-18(23)20(14-7-5-4-6-8-14)21(19(17)24)15-10-12-16(22)13-11-15/h4-8,10-13,17,22H,2-3,9H2,1H3
SMILES:	CCCCC1C(=O)N(c2ccccc2)N(c2ccc(cc2)O)C1=O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1228
PubChem CID:	4641
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000134] Phenols [CHEMONTID:0004646] 1-hydroxy-2-unsubstituted benzenoids

*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
NPO17274	Rhizoma zingiberis recens preparata	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO19335	Rhizoma zingiberis praeparata	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Activity Type	# Activity
AC50	6
IC50	19
Ki	2
Others	27
Potency	99

Activity Type	# Activity
Cell Line	3
Individual Protein	68
NON-MOLECULAR	5
Organism	8
Others	68
SINGLE PROTEIN	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT604	Individual Protein	Serum albumin	Homo sapiens	Log K'	=	0.02	n.a.	PMID[456381]
NPT537	Individual Protein	Ras-related protein Rab-9A	Homo sapiens	Potency	=	6309.6	nM	PMID[456384]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	15848.9	nM	PMID[456385]
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	5623.4	nM	PMID[456385]
NPT3	Individual Protein	Thioredoxin glutathione reductase	Schistosoma mansoni	Potency	=	10000.0	nM	PMID[456384]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	Potency	=	44668.4	nM	PMID[456384]
NPT151	Individual Protein	15-hydroxyprostaglandin dehydrogenase [NAD+]	Homo sapiens	Potency	=	39810.7	nM	PMID[456385]
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	4466.8	nM	PMID[456385]
NPT539	Individual Protein	Cellular tumor antigen p53	Homo sapiens	Potency	=	31622.8	nM	PMID[456385]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	31622.8	nM	PMID[456385]
NPT532	Individual Protein	Lysine-specific demethylase 4A	Homo sapiens	Potency	n.a.	56234.1	nM	PMID[456384]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	25929.0	nM	PMID[456384]
NPT2865	Individual Protein	Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase	Plasmodium berghei	IC50	=	12500.0	nM	PMID[456384]
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	18348.9	nM	PMID[456384]
NPT5	Individual Protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency	n.a.	3548.1	nM	PMID[456384]
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	17782.8	nM	PMID[456384]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	11220.2	nM	PMID[456385]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	11220.2	nM	PMID[456384]
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency	n.a.	39810.7	nM	PMID[456384]
NPT1083	Cell Line	A-375	Homo sapiens	AC50	>	35000.0	nM	PMID[456384]
NPT65	Cell Line	HepG2	Homo sapiens	Potency	n.a.	8912.5	nM	PMID[456384]
NPT2865	Individual Protein	Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase	Plasmodium berghei	IC50	>	80000.0	nM	PMID[456384]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	5623.4	nM	PMID[456384]
NPT484	Individual Protein	Luciferin 4-monooxygenase	Photinus pyralis	Potency	n.a.	37933.0	nM	PMID[456384]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	56234.1	nM	PMID[456385]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	7943.3	nM	PMID[456384]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	6513.1	nM	PMID[456384]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	15848.9	nM	PMID[456384]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	14125.4	nM	PMID[456384]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	8199.5	nM	PMID[456384]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	10691.0	nM	PMID[456384]
NPT477	Individual Protein	DNA dC->dU-editing enzyme APOBEC-3G	Homo sapiens	Potency	n.a.	3162.3	nM	PMID[456384]
NPT4253	Individual Protein	Beta Lactamase	Pseudomonas aeruginosa	IC50	n.a.	43545.0	nM	PMID[456384]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	3162.3	nM	PMID[456384]
NPT478	Individual Protein	Ataxin-2	Homo sapiens	Potency	n.a.	7943.3	nM	PMID[456384]
NPT101	Individual Protein	Glucagon-like peptide 1 receptor	Homo sapiens	Potency	n.a.	12589.3	nM	PMID[456384]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	6309.6	nM	PMID[456384]
NPT1853	Individual Protein	Putative uncharacterized protein	Trypanosoma brucei brucei (strain 927/4 GUTat10.1)	Potency	n.a.	14125.4	nM	PMID[456384]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	4109.5	nM	PMID[456385]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	580.5	nM	PMID[456384]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	7176.7	nM	PMID[456391]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	5173.5	nM	PMID[456385]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	1032.3	nM	PMID[456384]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	10137.4	nM	PMID[456391]
NPT160	Individual Protein	TAR DNA-binding protein 43	Homo sapiens	Potency	n.a.	1000.0	nM	PMID[456384]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	28183.8	nM	PMID[456384]
NPT535	Individual Protein	Parathyroid hormone receptor	Homo sapiens	Potency	n.a.	17782.8	nM	PMID[456384]
NPT11	Individual Protein	Guanine nucleotide-binding protein G(s), subunit alpha	Homo sapiens	Potency	n.a.	12589.3	nM	PMID[456384]
NPT49	Individual Protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency	n.a.	125.9	nM	PMID[456385]
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	11455.4	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	12744.8	nM	PubChem BioAssay data set
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	29847	nM	PubChem BioAssay data set
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency	n.a.	33488.9	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	9099.3	nM	PubChem BioAssay data set
NPT162	Individual Protein	Heat shock protein beta-1	Homo sapiens	Potency	n.a.	3348.9	nM	PubChem BioAssay data set
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	29.0	%	PMID[456382]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	>	20.0	%	PMID[456382]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	>	50.0	%	PMID[456382]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	15000.0	nM	PMID[456383]
NPT2	Others	Unspecified		IC50	>	25000.0	nM	PMID[456384]
NPT2	Others	Unspecified		Potency	=	3162.3	nM	PMID[456385]
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	39810.7	nM	PMID[456385]
NPT2	Others	Unspecified		Potency	=	29092.9	nM	PMID[456384]
NPT2	Others	Unspecified		Potency	=	5623.4	nM	PMID[456385]
NPT2	Others	Unspecified		Potency	=	25118.9	nM	PMID[456385]
NPT2	Others	Unspecified		Potency	n.a.	29092.9	nM	PMID[456384]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	5221.3	nM	PMID[456384]
NPT905	Individual Protein	Glucose-6-phosphate 1-dehydrogenase	Homo sapiens	IC50	>	80000.0	nM	PMID[456384]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	7943.3	nM	PMID[456384]
NPT8	Individual Protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	17782.8	nM	PMID[456384]
NPT2	Others	Unspecified		Potency	n.a.	891.3	nM	PMID[456384]
NPT702	Individual Protein	UDP-glucuronosyltransferase 1-6	Homo sapiens	Activity	=	0.0	pm/min/mg	PMID[456387]
NPT703	Individual Protein	UDP-glucuronosyltransferase 1-9	Homo sapiens	Activity	=	0.0	pm/min/mg	PMID[456387]
NPT2	Others	Unspecified		Potency	n.a.	21192.3	nM	PMID[456384]
NPT35	Others	n.a.		pKa	=	4.7	n.a.	PMID[456389]
NPT666	Individual Protein	Solute carrier family 22 member 6	Rattus norvegicus	Ki	=	32000.0	nM	PMID[456390]
NPT2	Others	Unspecified		Potency	n.a.	11220.2	nM	PMID[456384]
NPT2	Others	Unspecified		IC50	n.a.	6633.0	nM	PMID[456384]
NPT2	Others	Unspecified		Potency	n.a.	10000.0	nM	PMID[456384]
NPT861	Individual Protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Potency	n.a.	2909.3	nM	PMID[456384]
NPT72	Individual Protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Inhibition	=	83.15	%	PMID[456392]
NPT73	Individual Protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Inhibition	=	42.04	%	PMID[456392]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (moderate)	=	3.0	n.a.	PMID[456393]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (moderate)	=	0.0	%	PMID[456393]
NPT2	Others	Unspecified		Hepatotoxicity (acute)	=	9.0	n.a.	PMID[456393]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (acute)	=	0.0	%	PMID[456393]
NPT2	Others	Unspecified		Hepatotoxicity (cytolytic)	=	4.0	n.a.	PMID[456393]
NPT2	Others	Unspecified		Hepatotoxicity (choleostasis)	=	3.0	n.a.	PMID[456393]
NPT2	Others	Unspecified		Hepatotoxicity (severe hepatitis)	=	3.0	n.a.	PMID[456393]
NPT2	Others	Unspecified		Hepatotoxicity (chronic liver disease)	=	0.0	n.a.	PMID[456393]
NPT2	Others	Unspecified		Hepatotoxicity (cirrhosis)	=	1.0	n.a.	PMID[456393]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (granulomatous hepatitis)	=	5.0	n.a.	PMID[456393]
NPT2	Others	Unspecified		Hepatotoxicity (association with vascular disease)	=	0.0	n.a.	PMID[456393]
NPT2	Others	Unspecified		Hepatotoxicity (steatosis)	=	1.0	n.a.	PMID[456393]
NPT2	Others	Unspecified		Hepatotoxicity (malignant tumour)	=	0.0	n.a.	PMID[456393]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (benign tumour)	=	0.0	n.a.	PMID[456393]
NPT2	Others	Unspecified		Potency	n.a.	35481.3	nM	PMID[456385]
NPT831	Individual Protein	Serine/threonine-protein kinase PLK1	Homo sapiens	Potency	n.a.	23778.1	nM	PMID[456384]
NPT2	Others	Unspecified		AC50	=	9850.0	nM	PMID[456384]
NPT2	Others	Unspecified		Potency	n.a.	8912.5	nM	PMID[456391]
NPT2	Others	Unspecified		Potency	n.a.	2818.4	nM	PMID[456391]
NPT2	Others	Unspecified		IC50	n.a.	20000.0	nM	PMID[456394]
NPT2	Others	Unspecified		AC50	n.a.	39810.7	nM	PMID[456394]
NPT2	Others	Unspecified		IC50	n.a.	10000.0	nM	PMID[456394]
NPT2	Others	Unspecified		IC50	=	4918.9	nM	PMID[456394]
NPT2	Others	Unspecified		IC50	=	8826.44	nM	PMID[456394]
NPT2	Others	Unspecified		IC50	=	1662.8	nM	PMID[456394]
NPT2	Others	Unspecified		Potency	n.a.	39810.7	nM	PMID[456385]
NPT2	Others	Unspecified		Ac50	n.a.	28.18	uM	PMID[456394]
NPT2	Others	Unspecified		Ac50	n.a.	39.81	uM	PMID[456394]
NPT2	Others	Unspecified		IC50	=	3293.7	nM	PMID[456394]
NPT2	Others	Unspecified		AC50	n.a.	28183.8	nM	PMID[456394]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition index	=	0.1208	n.a.	PMID[456395]
NPT22586	SINGLE PROTEIN	Nicotinate phosphoribosyltransferase	Homo sapiens	Ki	=	0.3	nM	PMID[456396]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	20000.0	nM	PMID[456397]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	19952.62	nM	PMID[456397]
NPT2	Others	Unspecified		Potency	n.a.	33488.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	12744.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	29847	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	3592	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	3201.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	10209.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	11876	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	11455.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	26832.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	5692.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	5073.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	14299.9	nM	PubChem BioAssay data set
NPT74	Individual Protein	Proto-oncogene c-JUN	Homo sapiens	Potency	n.a.	9520.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	239.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2660.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	33491.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	3757.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	8485.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	9439.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	11883.2	nM	PubChem BioAssay data set

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC204156 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	235
0.1-0.2	2420
0.2-0.3	13019
0.3-0.4	6723
0.4-0.5	16904
0.5-0.6	3243
0.6-0.7	148
0.7-0.8	3
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.75	Intermediate Similarity	NPC146370
0.7134	Intermediate Similarity	NPC144691
0.709	Intermediate Similarity	NPC76327
0.6951	Remote Similarity	NPC199737
0.6909	Remote Similarity	NPC292143
0.6909	Remote Similarity	NPC139506
0.6805	Remote Similarity	NPC126676
0.6805	Remote Similarity	NPC469671
0.6767	Remote Similarity	NPC70201
0.6761	Remote Similarity	NPC150308
0.6747	Remote Similarity	NPC289776
0.6747	Remote Similarity	NPC191863
0.6747	Remote Similarity	NPC133470
0.6706	Remote Similarity	NPC474814
0.6706	Remote Similarity	NPC112336
0.669	Remote Similarity	NPC222982
0.6686	Remote Similarity	NPC33507
0.6667	Remote Similarity	NPC47986
0.6667	Remote Similarity	NPC91615
0.6619	Remote Similarity	NPC255721
0.6607	Remote Similarity	NPC204867
0.6594	Remote Similarity	NPC44836
0.6587	Remote Similarity	NPC93653
0.6571	Remote Similarity	NPC9336
0.6561	Remote Similarity	NPC315051
0.6556	Remote Similarity	NPC5630
0.6552	Remote Similarity	NPC474081
0.655	Remote Similarity	NPC471778
0.6543	Remote Similarity	NPC300596
0.6543	Remote Similarity	NPC237649
0.6536	Remote Similarity	NPC257390
0.6527	Remote Similarity	NPC471122
0.6519	Remote Similarity	NPC92803
0.6512	Remote Similarity	NPC471648
0.6503	Remote Similarity	NPC198401
0.65	Remote Similarity	NPC18890
0.65	Remote Similarity	NPC323798
0.6494	Remote Similarity	NPC475607
0.6486	Remote Similarity	NPC268348
0.6477	Remote Similarity	NPC39822
0.6471	Remote Similarity	NPC120251
0.646	Remote Similarity	NPC16188
0.6456	Remote Similarity	NPC150712
0.6442	Remote Similarity	NPC257142
0.6437	Remote Similarity	NPC475594
0.6434	Remote Similarity	NPC264782
0.6433	Remote Similarity	NPC471652
0.642	Remote Similarity	NPC475761
0.6415	Remote Similarity	NPC314113
0.6384	Remote Similarity	NPC166169
0.6374	Remote Similarity	NPC471124
0.6369	Remote Similarity	NPC122542
0.6369	Remote Similarity	NPC302235
0.6369	Remote Similarity	NPC469428
0.6359	Remote Similarity	NPC470485
0.6353	Remote Similarity	NPC476231
0.6352	Remote Similarity	NPC242933
0.6346	Remote Similarity	NPC184437
0.6343	Remote Similarity	NPC470548
0.6335	Remote Similarity	NPC308197
0.6331	Remote Similarity	NPC301163
0.6331	Remote Similarity	NPC103250
0.6329	Remote Similarity	NPC316574
0.6328	Remote Similarity	NPC474041
0.6328	Remote Similarity	NPC474815
0.6325	Remote Similarity	NPC284348
0.6316	Remote Similarity	NPC250476
0.6313	Remote Similarity	NPC471785
0.631	Remote Similarity	NPC315257
0.6306	Remote Similarity	NPC473360
0.6304	Remote Similarity	NPC311660
0.6303	Remote Similarity	NPC233702
0.6292	Remote Similarity	NPC271792
0.6289	Remote Similarity	NPC469828
0.6286	Remote Similarity	NPC73280
0.6286	Remote Similarity	NPC477185
0.6284	Remote Similarity	NPC321869
0.628	Remote Similarity	NPC254798
0.6279	Remote Similarity	NPC471130
0.6277	Remote Similarity	NPC326792
0.6273	Remote Similarity	NPC470090
0.6271	Remote Similarity	NPC477187
0.6266	Remote Similarity	NPC109580
0.6265	Remote Similarity	NPC202198
0.6264	Remote Similarity	NPC21425
0.6264	Remote Similarity	NPC469915
0.6259	Remote Similarity	NPC256838
0.6258	Remote Similarity	NPC231382
0.6258	Remote Similarity	NPC314098
0.6257	Remote Similarity	NPC88970
0.6257	Remote Similarity	NPC472117
0.625	Remote Similarity	NPC203628
0.625	Remote Similarity	NPC470483
0.625	Remote Similarity	NPC476989
0.6243	Remote Similarity	NPC138830
0.6242	Remote Similarity	NPC253476
0.6242	Remote Similarity	NPC242000
0.6237	Remote Similarity	NPC276517
0.6226	Remote Similarity	NPC242159
0.6226	Remote Similarity	NPC313694
0.6222	Remote Similarity	NPC314659
0.6221	Remote Similarity	NPC313757
0.6201	Remote Similarity	NPC298320
0.6196	Remote Similarity	NPC260601
0.6196	Remote Similarity	NPC474059
0.6185	Remote Similarity	NPC299582
0.6175	Remote Similarity	NPC473815
0.6169	Remote Similarity	NPC218323
0.6167	Remote Similarity	NPC197335
0.6167	Remote Similarity	NPC270301
0.6163	Remote Similarity	NPC475983
0.6163	Remote Similarity	NPC315498
0.6163	Remote Similarity	NPC230942
0.6159	Remote Similarity	NPC125852
0.6158	Remote Similarity	NPC127178
0.6149	Remote Similarity	NPC472115
0.6149	Remote Similarity	NPC472243
0.6149	Remote Similarity	NPC472114
0.6139	Remote Similarity	NPC266425
0.6134	Remote Similarity	NPC53344
0.6134	Remote Similarity	NPC478075
0.6131	Remote Similarity	NPC469928
0.6129	Remote Similarity	NPC473004
0.6127	Remote Similarity	NPC20322
0.6125	Remote Similarity	NPC166667
0.6124	Remote Similarity	NPC129624
0.6121	Remote Similarity	NPC9373
0.6117	Remote Similarity	NPC303214
0.6115	Remote Similarity	NPC313466
0.6111	Remote Similarity	NPC5167
0.6111	Remote Similarity	NPC22082
0.6111	Remote Similarity	NPC475685
0.6111	Remote Similarity	NPC85613
0.6111	Remote Similarity	NPC186284
0.6108	Remote Similarity	NPC473569
0.6105	Remote Similarity	NPC309531
0.6105	Remote Similarity	NPC27904
0.6105	Remote Similarity	NPC472102
0.6098	Remote Similarity	NPC473804
0.6096	Remote Similarity	NPC322735
0.6095	Remote Similarity	NPC36168
0.6093	Remote Similarity	NPC473050
0.6093	Remote Similarity	NPC473051
0.6092	Remote Similarity	NPC70172
0.6087	Remote Similarity	NPC75496
0.6085	Remote Similarity	NPC472542
0.6085	Remote Similarity	NPC472541
0.6084	Remote Similarity	NPC315829
0.6081	Remote Similarity	NPC147957
0.6077	Remote Similarity	NPC288305
0.6074	Remote Similarity	NPC476462
0.6074	Remote Similarity	NPC472241
0.6071	Remote Similarity	NPC154602
0.6069	Remote Similarity	NPC472101
0.6069	Remote Similarity	NPC472120
0.6065	Remote Similarity	NPC476950
0.6064	Remote Similarity	NPC243626
0.6064	Remote Similarity	NPC93390
0.6064	Remote Similarity	NPC230313
0.6061	Remote Similarity	NPC119569
0.6057	Remote Similarity	NPC182131
0.6056	Remote Similarity	NPC188677
0.6056	Remote Similarity	NPC88363
0.6054	Remote Similarity	NPC329190
0.6053	Remote Similarity	NPC138615
0.6053	Remote Similarity	NPC100863
0.6053	Remote Similarity	NPC132874
0.6053	Remote Similarity	NPC265642
0.6053	Remote Similarity	NPC218733
0.6051	Remote Similarity	NPC270918
0.6051	Remote Similarity	NPC16249
0.6049	Remote Similarity	NPC314252
0.6048	Remote Similarity	NPC473491
0.6045	Remote Similarity	NPC85482
0.6039	Remote Similarity	NPC472244
0.6039	Remote Similarity	NPC171372
0.6039	Remote Similarity	NPC470343
0.6037	Remote Similarity	NPC168750
0.6036	Remote Similarity	NPC285381
0.6034	Remote Similarity	NPC189116
0.6033	Remote Similarity	NPC262725
0.6032	Remote Similarity	NPC470787
0.6032	Remote Similarity	NPC472540
0.6032	Remote Similarity	NPC472539
0.6032	Remote Similarity	NPC472193
0.6031	Remote Similarity	NPC14339
0.603	Remote Similarity	NPC74562
0.603	Remote Similarity	NPC316181
0.603	Remote Similarity	NPC151781
0.6028	Remote Similarity	NPC8931
0.6028	Remote Similarity	NPC120693
0.6028	Remote Similarity	NPC261573
0.6026	Remote Similarity	NPC150863
0.6026	Remote Similarity	NPC17374
0.6026	Remote Similarity	NPC209389
0.6025	Remote Similarity	NPC126637
0.6023	Remote Similarity	NPC29285
0.6023	Remote Similarity	NPC477889
0.6022	Remote Similarity	NPC70092
0.6022	Remote Similarity	NPC283810

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 NPC204156 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	174
0.1-0.2	632
0.2-0.3	1066
0.3-0.4	1080
0.4-0.5	4289
0.5-0.6	1788
0.6-0.7	111
0.7-0.8	8
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD3391	Approved
0.8077	Intermediate Similarity	NPD3387	Approved
0.7786	Intermediate Similarity	NPD3865	Approved
0.7671	Intermediate Similarity	NPD6636	Phase 3
0.7548	Intermediate Similarity	NPD5639	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD3141	Discontinued
0.7444	Intermediate Similarity	NPD9376	Approved
0.7436	Intermediate Similarity	NPD3229	Phase 2
0.7415	Intermediate Similarity	NPD2791	Discontinued
0.7413	Intermediate Similarity	NPD9723	Approved
0.709	Intermediate Similarity	NPD9507	Approved
0.7083	Intermediate Similarity	NPD1544	Phase 1
0.7078	Intermediate Similarity	NPD4430	Phase 2
0.7039	Intermediate Similarity	NPD822	Approved
0.703	Intermediate Similarity	NPD5823	Approved
0.7012	Intermediate Similarity	NPD6533	Clinical (unspecified phase)
0.695	Remote Similarity	NPD313	Approved
0.6941	Remote Similarity	NPD5334	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD7449	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD7324	Discontinued
0.6815	Remote Similarity	NPD1196	Approved
0.6784	Remote Similarity	NPD2361	Approved
0.6779	Remote Similarity	NPD5442	Approved
0.677	Remote Similarity	NPD3277	Phase 3
0.6752	Remote Similarity	NPD1195	Approved
0.6739	Remote Similarity	NPD3416	Discontinued
0.6725	Remote Similarity	NPD2359	Approved
0.6709	Remote Similarity	NPD2241	Approved
0.6703	Remote Similarity	NPD4423	Clinical (unspecified phase)
0.6687	Remote Similarity	NPD1543	Discontinued
0.6686	Remote Similarity	NPD6457	Approved
0.6667	Remote Similarity	NPD1168	Approved
0.6667	Remote Similarity	NPD1342	Approved
0.6647	Remote Similarity	NPD3793	Phase 3
0.6646	Remote Similarity	NPD2820	Phase 3
0.6629	Remote Similarity	NPD5637	Discontinued
0.6627	Remote Similarity	NPD5294	Clinical (unspecified phase)
0.6608	Remote Similarity	NPD1913	Phase 1
0.659	Remote Similarity	NPD5603	Clinical (unspecified phase)
0.6588	Remote Similarity	NPD7126	Discontinued
0.6584	Remote Similarity	NPD2114	Discontinued
0.6582	Remote Similarity	NPD5719	Approved
0.6582	Remote Similarity	NPD2365	Approved
0.6571	Remote Similarity	NPD5445	Approved
0.655	Remote Similarity	NPD1839	Phase 1
0.6543	Remote Similarity	NPD4161	Discontinued
0.6525	Remote Similarity	NPD308	Approved
0.6522	Remote Similarity	NPD3278	Clinical (unspecified phase)
0.6522	Remote Similarity	NPD6884	Clinical (unspecified phase)
0.6522	Remote Similarity	NPD6161	Approved
0.6522	Remote Similarity	NPD6162	Approved
0.6519	Remote Similarity	NPD2327	Clinical (unspecified phase)
0.6467	Remote Similarity	NPD6320	Approved
0.6453	Remote Similarity	NPD1161	Approved
0.6453	Remote Similarity	NPD5186	Approved
0.6453	Remote Similarity	NPD5183	Approved
0.6436	Remote Similarity	NPD7071	Clinical (unspecified phase)
0.6434	Remote Similarity	NPD1175	Approved
0.6432	Remote Similarity	NPD5515	Phase 2
0.6424	Remote Similarity	NPD1678	Clinical (unspecified phase)
0.6407	Remote Similarity	NPD4201	Clinical (unspecified phase)
0.6407	Remote Similarity	NPD2672	Discontinued
0.6407	Remote Similarity	NPD2469	Approved
0.6407	Remote Similarity	NPD2468	Approved
0.6405	Remote Similarity	NPD1271	Clinical (unspecified phase)
0.64	Remote Similarity	NPD6645	Clinical (unspecified phase)
0.6395	Remote Similarity	NPD3984	Clinical (unspecified phase)
0.6395	Remote Similarity	NPD3983	Phase 3
0.6386	Remote Similarity	NPD5086	Approved
0.637	Remote Similarity	NPD2638	Clinical (unspecified phase)
0.6369	Remote Similarity	NPD7735	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD1170	Approved
0.6354	Remote Similarity	NPD4515	Suspended
0.6345	Remote Similarity	NPD9342	Approved
0.6341	Remote Similarity	NPD4888	Discontinued
0.6337	Remote Similarity	NPD6767	Clinical (unspecified phase)
0.6335	Remote Similarity	NPD1625	Approved
0.6335	Remote Similarity	NPD2129	Approved
0.6331	Remote Similarity	NPD4514	Approved
0.6331	Remote Similarity	NPD6283	Phase 2
0.6331	Remote Similarity	NPD156	Phase 3
0.6329	Remote Similarity	NPD9279	Approved
0.6319	Remote Similarity	NPD5179	Approved
0.6319	Remote Similarity	NPD5180	Approved
0.6319	Remote Similarity	NPD5181	Approved
0.6312	Remote Similarity	NPD7752	Approved
0.6312	Remote Similarity	NPD7753	Approved
0.629	Remote Similarity	NPD7880	Clinical (unspecified phase)
0.6282	Remote Similarity	NPD7086	Phase 2
0.6277	Remote Similarity	NPD479	Approved
0.6275	Remote Similarity	NPD850	Approved
0.6275	Remote Similarity	NPD849	Approved
0.6275	Remote Similarity	NPD848	Approved
0.6273	Remote Similarity	NPD1189	Approved
0.6272	Remote Similarity	NPD3812	Clinical (unspecified phase)
0.6272	Remote Similarity	NPD3784	Discontinued
0.6271	Remote Similarity	NPD5600	Discontinued
0.6269	Remote Similarity	NPD3853	Clinical (unspecified phase)
0.6259	Remote Similarity	NPD254	Approved
0.625	Remote Similarity	NPD7174	Clinical (unspecified phase)
0.6243	Remote Similarity	NPD8167	Discontinued
0.6243	Remote Similarity	NPD6344	Clinical (unspecified phase)
0.6243	Remote Similarity	NPD6021	Clinical (unspecified phase)
0.6243	Remote Similarity	NPD6163	Clinical (unspecified phase)
0.6242	Remote Similarity	NPD5556	Clinical (unspecified phase)
0.6235	Remote Similarity	NPD4464	Clinical (unspecified phase)
0.6235	Remote Similarity	NPD6060	Clinical (unspecified phase)
0.623	Remote Similarity	NPD6608	Clinical (unspecified phase)
0.6225	Remote Similarity	NPD522	Approved
0.6213	Remote Similarity	NPD2366	Approved
0.6211	Remote Similarity	NPD3625	Discontinued
0.6211	Remote Similarity	NPD7083	Clinical (unspecified phase)
0.6207	Remote Similarity	NPD6379	Discontinued
0.6203	Remote Similarity	NPD5548	Clinical (unspecified phase)
0.6203	Remote Similarity	NPD5582	Discontinued
0.6201	Remote Similarity	NPD6654	Clinical (unspecified phase)
0.6199	Remote Similarity	NPD4311	Approved
0.6196	Remote Similarity	NPD7617	Discontinued
0.6194	Remote Similarity	NPD2919	Clinical (unspecified phase)
0.6194	Remote Similarity	NPD2918	Clinical (unspecified phase)
0.6186	Remote Similarity	NPD2916	Discontinued
0.6185	Remote Similarity	NPD4796	Discontinued
0.6183	Remote Similarity	NPD4539	Phase 1
0.6183	Remote Similarity	NPD5610	Approved
0.6178	Remote Similarity	NPD1594	Phase 3
0.6178	Remote Similarity	NPD1595	Approved
0.6176	Remote Similarity	NPD1861	Discovery
0.6173	Remote Similarity	NPD4597	Approved
0.6173	Remote Similarity	NPD4598	Approved
0.6169	Remote Similarity	NPD5993	Phase 1
0.6168	Remote Similarity	NPD8330	Clinical (unspecified phase)
0.6163	Remote Similarity	NPD1743	Approved
0.6163	Remote Similarity	NPD19	Approved
0.6163	Remote Similarity	NPD1742	Approved
0.6163	Remote Similarity	NPD4871	Phase 2
0.6162	Remote Similarity	NPD5871	Discontinued
0.6159	Remote Similarity	NPD4775	Clinical (unspecified phase)
0.6159	Remote Similarity	NPD4178	Approved
0.6159	Remote Similarity	NPD4176	Approved
0.6159	Remote Similarity	NPD6017	Discontinued
0.6145	Remote Similarity	NPD3239	Clinical (unspecified phase)
0.6141	Remote Similarity	NPD8025	Phase 2
0.6139	Remote Similarity	NPD1393	Approved
0.6139	Remote Similarity	NPD756	Suspended
0.6129	Remote Similarity	NPD3479	Discontinued
0.6127	Remote Similarity	NPD1054	Approved
0.6127	Remote Similarity	NPD3453	Discontinued
0.6121	Remote Similarity	NPD1305	Clinical (unspecified phase)
0.6118	Remote Similarity	NPD4255	Phase 1
0.6118	Remote Similarity	NPD2789	Approved
0.6111	Remote Similarity	NPD3434	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD6211	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD6293	Clinical (unspecified phase)
0.6108	Remote Similarity	NPD6136	Phase 2
0.6108	Remote Similarity	NPD5928	Phase 1
0.6105	Remote Similarity	NPD5599	Discontinued
0.6102	Remote Similarity	NPD6365	Clinical (unspecified phase)
0.6101	Remote Similarity	NPD2470	Clinical (unspecified phase)
0.6098	Remote Similarity	NPD6506	Clinical (unspecified phase)
0.6098	Remote Similarity	NPD2387	Approved
0.6098	Remote Similarity	NPD5819	Phase 2
0.6098	Remote Similarity	NPD4347	Clinical (unspecified phase)
0.6094	Remote Similarity	NPD6795	Clinical (unspecified phase)
0.6089	Remote Similarity	NPD3449	Discontinued
0.6087	Remote Similarity	NPD1626	Approved
0.608	Remote Similarity	NPD5847	Phase 1
0.608	Remote Similarity	NPD4562	Clinical (unspecified phase)
0.6076	Remote Similarity	NPD6740	Clinical (unspecified phase)
0.6071	Remote Similarity	NPD1230	Approved
0.6059	Remote Similarity	NPD948	Phase 3
0.6054	Remote Similarity	NPD286	Approved
0.6054	Remote Similarity	NPD5620	Clinical (unspecified phase)
0.6053	Remote Similarity	NPD3151	Clinical (unspecified phase)
0.6051	Remote Similarity	NPD4781	Approved
0.6051	Remote Similarity	NPD3118	Clinical (unspecified phase)
0.6051	Remote Similarity	NPD4497	Clinical (unspecified phase)
0.6051	Remote Similarity	NPD1314	Clinical (unspecified phase)
0.6051	Remote Similarity	NPD4783	Approved
0.6047	Remote Similarity	NPD2842	Clinical (unspecified phase)
0.6045	Remote Similarity	NPD4083	Discontinued
0.6045	Remote Similarity	NPD3975	Discontinued
0.6043	Remote Similarity	NPD5937	Approved
0.6037	Remote Similarity	NPD5024	Approved
0.6034	Remote Similarity	NPD6383	Clinical (unspecified phase)
0.6034	Remote Similarity	NPD6384	Phase 2
0.6031	Remote Similarity	NPD6138	Clinical (unspecified phase)
0.6029	Remote Similarity	NPD6209	Approved
0.6025	Remote Similarity	NPD4077	Clinical (unspecified phase)
0.6023	Remote Similarity	NPD4205	Phase 3
0.6023	Remote Similarity	NPD7105	Phase 1
0.6023	Remote Similarity	NPD2821	Approved
0.6023	Remote Similarity	NPD1187	Discontinued
0.6022	Remote Similarity	NPD4081	Clinical (unspecified phase)
0.6022	Remote Similarity	NPD5896	Clinical (unspecified phase)
0.602	Remote Similarity	NPD4154	Approved
0.6012	Remote Similarity	NPD3556	Approved
0.6012	Remote Similarity	NPD3558	Approved
0.6012	Remote Similarity	NPD3560	Approved
0.6012	Remote Similarity	NPD9509	Clinical (unspecified phase)
0.6012	Remote Similarity	NPD3557	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