NPASS Compound

Structure

CID196449 OpenBabel06191715582D 38 42 0 0 1 0 0 0 0 0999 V2000 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1808 2.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1808 4.5685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 4.5685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.6808 3.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 3.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1808 2.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 2.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.6808 1.9704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.6808 3.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 2.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1808 1.1044 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6808 1.9704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 3.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 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 3 17 1 0 0 0 0 5 30 1 0 0 0 0 6 7 1 0 0 0 0 6 12 2 0 0 0 0 7 20 2 0 0 0 0 8 9 2 0 0 0 0 8 19 1 0 0 0 0 9 21 1 0 0 0 0 10 11 1 0 0 0 0 10 15 1 0 0 0 0 12 31 1 0 0 0 0 13 16 1 0 0 0 0 13 17 1 0 0 0 0 14 23 1 0 0 0 0 15 1 1 6 0 0 0 15 22 1 0 0 0 0 16 2 1 1 0 0 0 16 27 1 0 0 0 0 17 29 1 6 0 0 0 18 4 1 1 0 0 0 18 26 1 0 0 0 0 19 24 2 0 0 0 0 19 30 1 0 0 0 0 20 26 1 0 0 0 0 20 31 1 0 0 0 0 21 25 2 0 0 0 0 21 36 1 0 0 0 0 22 14 1 6 0 0 0 22 37 1 0 0 0 0 23 32 2 0 0 0 0 23 36 1 0 0 0 0 24 25 1 0 0 0 0 24 28 1 0 0 0 0 25 32 1 0 0 0 0 26 33 2 0 0 0 0 27 18 1 1 0 0 0 27 38 1 0 0 0 0 28 34 2 0 0 0 0 28 35 1 0 0 0 0 29 11 1 1 0 0 0 29 37 1 0 0 0 0 29 38 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	523.27
Volume:	531.998
LogP:	5.045
LogD:	3.639
LogS:	-3.878
# Rotatable Bonds:	7
TPSA:	126.68
# H-Bond Aceptor:	9
# H-Bond Donor:	3
# Rings:	5
# Heavy Atoms:	9

MedChem Properties

QED Drug-Likeness Score:	0.345
Synthetic Accessibility Score:	5.357
Fsp3:	0.552
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:	-5.385
MDCK Permeability:	7.750256372673903e-06
Pgp-inhibitor:	0.016
Pgp-substrate:	0.127
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.007
30% Bioavailability (F30%):	0.96

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.026
Plasma Protein Binding (PPB):	100.17858123779297%
Volume Distribution (VD):	2.471
Pgp-substrate:	3.096024990081787%

ADMET: Metabolism

CYP1A2-inhibitor:	0.047
CYP1A2-substrate:	0.948
CYP2C19-inhibitor:	0.118
CYP2C19-substrate:	0.126
CYP2C9-inhibitor:	0.769
CYP2C9-substrate:	0.094
CYP2D6-inhibitor:	0.009
CYP2D6-substrate:	0.148
CYP3A4-inhibitor:	0.433
CYP3A4-substrate:	0.24

ADMET: Excretion

Clearance (CL):	5.12
Half-life (T1/2):	0.296

ADMET: Toxicity

hERG Blockers:	0.663
Human Hepatotoxicity (H-HT):	0.953
Drug-inuced Liver Injury (DILI):	0.988
AMES Toxicity:	0.012
Rat Oral Acute Toxicity:	0.798
Maximum Recommended Daily Dose:	0.17
Skin Sensitization:	0.087
Carcinogencity:	0.219
Eye Corrosion:	0.003
Eye Irritation:	0.012
Respiratory Toxicity:	0.954

Download Data

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

Natural Product: NPC196449

Natural Product ID:	NPC196449
*Common Name:**	Calcimycin
IUPAC Name:	5-(methylamino)-2-[[(2S,3R,5R,6S,8R,9R)-3,5,9-trimethyl-2-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid
Synonyms:	Calcimycin
Standard InCHIKey:	HIYAVKIYRIFSCZ-CYEMHPAKSA-N
Standard InCHI:	InChI=1S/C29H37N3O6/c1-15-10-11-29(17(3)13-16(2)27(38-29)18(4)26(33)20-7-6-12-31-20)37-22(15)14-23-32-25-21(36-23)9-8-19(30-5)24(25)28(34)35/h6-9,12,15-18,22,27,30-31H,10-11,13-14H2,1-5H3,(H,34,35)/t15-,16-,17-,18-,22-,27+,29+/m1/s1
SMILES:	C[C@@H]1CC[C@]2([C@H](C)C[C@@H](C)[C@@H]([C@H](C)C(=O)c3ccc[nH]3)O2)O[C@@H]1Cc1nc2c(ccc(c2C(=O)O)NC)o1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1256686
PubChem CID:	11957499
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000302] Benzoxazoles

*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
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24813739]
NPO40670	Streptomyces sp. CP26-58	Strain	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[28128950]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4212	Acia weinmanni	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO6069	Leontice thalictroides	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7950	Cortinellus shiitake	n.a.	n.a.	n.a.	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
AC50	3
EC50	7
IC50	25
MIC	6
Others	10
Potency	140

Activity Type	# Activity
Cell Line	5
Individual Protein	113
NON-MOLECULAR	7
Organism	35
Others	27
Protein-Protein Interaction	1
SINGLE PROTEIN	1
Uncleic Acid	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1416	Individual Protein	Neuropeptide S receptor	Homo sapiens	Potency	=	15.8	nM	PMID[548461]
NPT1416	Individual Protein	Neuropeptide S receptor	Homo sapiens	Potency	=	10000.0	nM	PMID[548461]
NPT483	Individual Protein	Prelamin-A/C	Homo sapiens	Potency	=	3162.3	nM	PMID[548462]
NPT47	Individual Protein	ATP-dependent DNA helicase Q1	Homo sapiens	Potency	=	35481.3	nM	PMID[548461]
NPT48	Individual Protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	11220.2	nM	PMID[548462]
NPT48	Individual Protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	12589.3	nM	PMID[548461]
NPT1197	Individual Protein	Huntingtin	Homo sapiens	Potency	=	891.3	nM	PMID[548461]
NPT537	Individual Protein	Ras-related protein Rab-9A	Homo sapiens	Potency	=	58047.9	nM	PMID[548463]
NPT537	Individual Protein	Ras-related protein Rab-9A	Homo sapiens	Potency	=	3981.1	nM	PMID[548461]
NPT442	Individual Protein	Ferritin light chain	Equus caballus	Potency	=	35481.3	nM	PMID[548462]
NPT1416	Individual Protein	Neuropeptide S receptor	Homo sapiens	Potency	=	501.2	nM	PMID[548462]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	=	6309.6	nM	PMID[548462]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	22387.2	nM	PMID[548462]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	31622.8	nM	PMID[548462]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	15848.9	nM	PMID[548461]
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	1258.9	nM	PMID[548461]
NPT483	Individual Protein	Prelamin-A/C	Homo sapiens	Potency	=	2818.4	nM	PMID[548462]
NPT54	Individual Protein	Nonstructural protein 1	Influenza A virus	Potency	=	19952.6	nM	PMID[548461]
NPT54	Individual Protein	Nonstructural protein 1	Influenza A virus	Potency	=	8912.5	nM	PMID[548462]
NPT55	Individual Protein	Putative fructose-1,6-bisphosphate aldolase	Giardia intestinalis	Potency	=	17740.7	nM	PMID[548461]
NPT538	Individual Protein	Niemann-Pick C1 protein	Homo sapiens	Potency	=	1122.0	nM	PMID[548461]
NPT4358	Individual Protein	Type-1 angiotensin II receptor	Homo sapiens	IC50	>	40000.0	nM	PMID[548461]
NPT282	Individual Protein	MAP kinase ERK2	Homo sapiens	Potency	=	39810.7	nM	PMID[548462]
NPT282	Individual Protein	MAP kinase ERK2	Homo sapiens	Potency	=	14125.4	nM	PMID[548461]
NPT538	Individual Protein	Niemann-Pick C1 protein	Homo sapiens	Potency	=	290928.6	nM	PMID[548463]
NPT58	Individual Protein	Bloom syndrome protein	Homo sapiens	Potency	=	15848.9	nM	PMID[548462]
NPT151	Individual Protein	15-hydroxyprostaglandin dehydrogenase [NAD+]	Homo sapiens	Potency	=	28183.8	nM	PMID[548462]
NPT524	Individual Protein	Serine-protein kinase ATM	Homo sapiens	Potency	=	39810.7	nM	PMID[548461]
NPT60	Individual Protein	Lysosomal alpha-glucosidase	Homo sapiens	Potency	=	35481.3	nM	PMID[548461]
NPT1416	Individual Protein	Neuropeptide S receptor	Homo sapiens	Potency	=	7943.3	nM	PMID[548462]
NPT1416	Individual Protein	Neuropeptide S receptor	Homo sapiens	Potency	=	1258.9	nM	PMID[548461]
NPT1254	Individual Protein	Streptokinase A	Streptococcus pyogenes serotype M1	EC50	<	60.0	nM	PMID[548461]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	=	1584.9	nM	PMID[548462]
NPT61	Individual Protein	Beta-glucocerebrosidase	Homo sapiens	Potency	n.a.	35481.3	nM	PMID[548462]
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	29081.0	nM	PMID[548463]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	4109.5	nM	PMID[548463]
NPT532	Individual Protein	Lysine-specific demethylase 4A	Homo sapiens	Potency	n.a.	12589.3	nM	PMID[548461]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	1158.2	nM	PMID[548461]
NPT242	Individual Protein	Dopamine D1 receptor	Homo sapiens	Potency	n.a.	354.8	nM	PMID[548463]
NPT2892	Individual Protein	X-box-binding protein 1	Homo sapiens	IC50	=	1410.0	nM	PMID[548461]
NPT443	Individual Protein	Histone acetyltransferase GCN5	Homo sapiens	Potency	n.a.	19952.6	nM	PMID[548463]
NPT62	Individual Protein	6-phospho-1-fructokinase	Trypanosoma brucei	Potency	n.a.	23.9	nM	PMID[548463]
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency	n.a.	6.0	nM	PMID[548463]
NPT2893	Individual Protein	DNA damage-inducible transcript 3 protein	Mus musculus	IC50	=	160.0	nM	PMID[548461]
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	5802.4	nM	PMID[548461]
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	12990.0	nM	PMID[548463]
NPT242	Individual Protein	Dopamine D1 receptor	Homo sapiens	Potency	n.a.	398.1	nM	PMID[548463]
NPT210	Individual Protein	Thyroid stimulating hormone receptor	Homo sapiens	Potency	n.a.	19011.5	nM	PMID[548462]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	29092.9	nM	PMID[548462]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	44668.4	nM	PMID[548463]
NPT478	Individual Protein	Ataxin-2	Homo sapiens	Potency	n.a.	3162.3	nM	PMID[548463]
NPT1397	Cell Line	INS1	Rattus norvegicus	AC50	=	2078.0	nM	PMID[548461]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	46945.0	nM	PMID[548463]
NPT65	Cell Line	HepG2	Homo sapiens	Potency	n.a.	7079.5	nM	PMID[548461]
NPT5114	Individual Protein	Beta-galactosidase	Escherichia coli	EC50	>	40000.0	nM	PMID[548461]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	5011.9	nM	PMID[548461]
NPT71	Cell Line	HEK293	Homo sapiens	Potency	n.a.	7079.5	nM	PMID[548462]
NPT71	Cell Line	HEK293	Homo sapiens	Potency	n.a.	231.0	nM	PMID[548463]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Potency	n.a.	3162.3	nM	PMID[548463]
NPT210	Individual Protein	Thyroid stimulating hormone receptor	Homo sapiens	Potency	n.a.	23934.1	nM	PMID[548461]
NPT210	Individual Protein	Thyroid stimulating hormone receptor	Homo sapiens	Potency	n.a.	7568.6	nM	PMID[548463]
NPT210	Individual Protein	Thyroid stimulating hormone receptor	Homo sapiens	Potency	n.a.	3013.1	nM	PMID[548461]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	4610.9	nM	PMID[548461]
NPT100	Individual Protein	Glutaminase kidney isoform, mitochondrial	Homo sapiens	Potency	n.a.	15848.9	nM	PMID[548461]
NPT156	Individual Protein	Sphingomyelin phosphodiesterase	Homo sapiens	Potency	n.a.	25118.9	nM	PMID[548461]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	8912.5	nM	PMID[548461]
NPT478	Individual Protein	Ataxin-2	Homo sapiens	Potency	n.a.	3548.1	nM	PMID[548463]
NPT478	Individual Protein	Ataxin-2	Homo sapiens	Potency	n.a.	7079.5	nM	PMID[548461]
NPT101	Individual Protein	Glucagon-like peptide 1 receptor	Homo sapiens	Potency	n.a.	2238.7	nM	PMID[548461]
NPT159	Individual Protein	Aberrant vpr protein	Human immunodeficiency virus 1	Potency	n.a.	12589.3	nM	PMID[548461]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	-15.43	%	PMID[548465]
NPT5115	Individual Protein	Ryanodien receptor	Spodoptera exigua	Activity	=	357.5	%	PMID[548466]
NPT5115	Individual Protein	Ryanodien receptor	Spodoptera exigua	Activity	=	157.9	%	PMID[548466]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	183.6	nM	PMID[548461]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	25.9	nM	PMID[548461]
NPT160	Individual Protein	TAR DNA-binding protein 43	Homo sapiens	Potency	n.a.	10000.0	nM	PMID[548461]
NPT2552	Individual Protein	Calcium-activated potassium channel subunit alpha-1	Homo sapiens	Activity	=	416.0	%	PMID[548467]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	1032.3	nM	PMID[548461]
NPT446	Individual Protein	Rap guanine nucleotide exchange factor 3	Homo sapiens	Potency	n.a.	14125.4	nM	PMID[548461]
NPT535	Individual Protein	Parathyroid hormone receptor	Homo sapiens	Potency	n.a.	28183.8	nM	PMID[548461]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	2059.6	nM	PMID[548461]
NPT104	Individual Protein	Cerebroside-sulfatase	Homo sapiens	Potency	n.a.	8492.1	nM	PMID[548463]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	6513.1	nM	PMID[548461]
NPT11	Individual Protein	Guanine nucleotide-binding protein G(s), subunit alpha	Homo sapiens	Potency	n.a.	7943.3	nM	PMID[548461]
NPT446	Individual Protein	Rap guanine nucleotide exchange factor 3	Homo sapiens	Potency	n.a.	79432.8	nM	PMID[548461]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	1.0	nM	PMID[548460]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	1.05	nM	PMID[548460]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	1.32	nM	PMID[548460]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	1.41	nM	PMID[548460]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	1000.0	nM	PMID[548460]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	1258.93	nM	PMID[548460]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	=	1412.5	nM	PMID[548462]
NPT174	Organism	Streptococcus	Streptococcus	EC50	=	128.0	nM	PMID[548461]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	=	1000.0	nM	PMID[548462]
NPT2	Others	Unspecified		EC50	=	293.0	nM	PMID[548461]
NPT1252	Organism	Streptococcus sp. 'group A'	Streptococcus sp. 'group A'	EC50	<	60.0	nM	PMID[548461]
NPT2	Others	Unspecified		Potency	=	1258.9	nM	PMID[548462]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	Potency	=	18356.4	nM	PMID[548463]
NPT536	Uncleic Acid	microRNA 21	Homo sapiens	Potency	=	7362.1	nM	PMID[548461]
NPT93	Individual Protein	Survival motor neuron protein	Homo sapiens	Potency	=	8912.5	nM	PMID[548462]
NPT2	Others	Unspecified		IC50	=	1100.0	nM	PMID[548461]
NPT940	Individual Protein	Serine/threonine-protein kinase mTOR	Homo sapiens	Potency	=	1468.9	nM	PMID[548463]
NPT2	Others	Unspecified		Potency	=	4466.8	nM	PMID[548462]
NPT2	Others	Unspecified		Potency	=	7079.5	nM	PMID[548462]
NPT791	Individual Protein	Cruzipain	Trypanosoma cruzi	Potency	=	39810.7	nM	PMID[548462]
NPT794	Individual Protein	Endonuclease 4	Escherichia coli K-12	Potency	=	3981.1	nM	PMID[548462]
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	19952.6	nM	PMID[548462]
NPT2	Others	Unspecified		Potency	=	259.3	nM	PMID[548461]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	=	1258.9	nM	PMID[548462]
NPT796	Individual Protein	Peripheral myelin protein 22	Homo sapiens	Potency	=	6012.0	nM	PMID[548462]
NPT940	Individual Protein	Serine/threonine-protein kinase mTOR	Homo sapiens	Potency	=	2612.2	nM	PMID[548463]
NPT2	Others	Unspecified		CC50	=	319.0	nM	PMID[548461]
NPT940	Individual Protein	Serine/threonine-protein kinase mTOR	Homo sapiens	Potency	=	2328.1	nM	PMID[548463]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	=	1122.0	nM	PMID[548462]
NPT2	Others	Unspecified		IC50	=	2820.0	nM	PMID[548461]
NPT940	Individual Protein	Serine/threonine-protein kinase mTOR	Homo sapiens	Potency	=	14689.2	nM	PMID[548463]
NPT2	Others	Unspecified		EC50	=	172.0	nM	PMID[548461]
NPT2	Others	Unspecified		EC50	=	267.0	nM	PMID[548461]
NPT602	Organism	Mycobacterium smegmatis	Mycobacterium smegmatis	MIC	=	12500.0	nM	PMID[548464]
NPT602	Organism	Mycobacterium smegmatis	Mycobacterium smegmatis	IC50	=	5210.0	nM	PMID[548464]
NPT602	Organism	Mycobacterium smegmatis	Mycobacterium smegmatis	IC50	=	1040.0	nM	PMID[548464]
NPT602	Organism	Mycobacterium smegmatis	Mycobacterium smegmatis	MIC	=	3125.0	nM	PMID[548464]
NPT602	Organism	Mycobacterium smegmatis	Mycobacterium smegmatis	IC50	=	3430.0	nM	PMID[548464]
NPT2	Others	Unspecified		Potency	n.a.	3662.6	nM	PMID[548461]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	37685.8	nM	PMID[548463]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	21192.3	nM	PMID[548463]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	104.2	nM	PMID[548462]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	2332.3	nM	PMID[548462]
NPT533	Protein-Protein Interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency	n.a.	39810.7	nM	PMID[548461]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	414.7	nM	PMID[548461]
NPT23263	SINGLE PROTEIN	HSP40, subfamily A, putative	Plasmodium falciparum 3D7	AbsAC1000_uM	=	0.662	uM	PMID[548461]
NPT888	Individual Protein	78 kDa glucose-regulated protein	Homo sapiens	Potency	n.a.	2930.9	nM	PMID[548463]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	1000.0	nM	PMID[548463]
NPT803	Individual Protein	Flap endonuclease 1	Homo sapiens	Potency	n.a.	2993.5	nM	PMID[548463]
NPT8	Individual Protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	50118.7	nM	PMID[548461]
NPT98	Individual Protein	HERG	Homo sapiens	Potency	n.a.	3162.3	nM	PMID[548462]
NPT698	Individual Protein	Regulator of G-protein signaling 4	Homo sapiens	Potency	n.a.	26679.5	nM	PMID[548463]
NPT2	Others	Unspecified		Potency	n.a.	1122.0	nM	PMID[548461]
NPT698	Individual Protein	Regulator of G-protein signaling 4	Homo sapiens	Potency	n.a.	100000.0	nM	PMID[548461]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	928.5	nM	PMID[548461]
NPT2	Others	Unspecified		Potency	n.a.	2908.1	nM	PMID[548463]
NPT918	Individual Protein	Heat shock protein HSP 90-alpha	Homo sapiens	AC50	=	1074.0	nM	PMID[548461]
NPT2	Others	Unspecified		Potency	n.a.	707.9	nM	PMID[548462]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	25118.9	nM	PMID[548463]
NPT919	Individual Protein	HSP90	Plasmodium falciparum 3D7	AC50	=	813.0	nM	PMID[548461]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	22387.2	nM	PMID[548461]
NPT888	Individual Protein	78 kDa glucose-regulated protein	Homo sapiens	Potency	n.a.	464.5	nM	PMID[548463]
NPT2	Others	Unspecified		Potency	n.a.	5011.9	nM	PMID[548461]
NPT2	Others	Unspecified		AbsAC35_uM	n.a.	11.07	uM	PMID[548461]
NPT2	Others	Unspecified		Potency	n.a.	2238.7	nM	PMID[548461]
NPT67	Individual Protein	Cholinesterase	Equus caballus	Inhibition	=	-3.34	%	PMID[548465]
NPT2	Others	Unspecified		Potency	n.a.	2059.6	nM	PMID[548461]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	AbsAC35	=	0.833	uM	PMID[548461]
NPT861	Individual Protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Potency	n.a.	1458.1	nM	PMID[548461]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	AbsAC35	=	1.01	uM	PMID[548461]
NPT920	Individual Protein	Alpha-synuclein	Homo sapiens	Potency	n.a.	6513.1	nM	PMID[548463]
NPT2	Others	Unspecified		Potency	n.a.	27282.4	nM	PMID[548463]
NPT2	Others	Unspecified		Potency	n.a.	3548.1	nM	PMID[548461]
NPT2	Others	Unspecified		Potency	n.a.	1458.1	nM	PMID[548461]
NPT2	Others	Unspecified		Potency	n.a.	3981.1	nM	PMID[548461]
NPT78	Individual Protein	Beta amyloid A4 protein	Homo sapiens	Potency	n.a.	1458.1	nM	PMID[548463]
NPT831	Individual Protein	Serine/threonine-protein kinase PLK1	Homo sapiens	Potency	n.a.	18887.6	nM	PMID[548461]
NPT2	Others	Unspecified		Potency	n.a.	2511.9	nM	PMID[548461]
NPT2	Others	Unspecified		Potency	n.a.	29092.9	nM	PMID[548463]
NPT2	Others	Unspecified		Potency	n.a.	2818.4	nM	PMID[548463]
NPT2	Others	Unspecified		Potency	n.a.	2348.5	nM	PMID[548463]
NPT2	Others	Unspecified		Potency	n.a.	12589.3	nM	PMID[548461]

☑ 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 NPC196449 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	497
0.1-0.2	2378
0.2-0.3	10645
0.3-0.4	9169
0.4-0.5	15259
0.5-0.6	2831
0.6-0.7	1763
0.7-0.8	152
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC314222
0.8294	Intermediate Similarity	NPC161801
0.8105	Intermediate Similarity	NPC196718
0.8105	Intermediate Similarity	NPC102593
0.7795	Intermediate Similarity	NPC53534
0.7753	Intermediate Similarity	NPC152620
0.7743	Intermediate Similarity	NPC148889
0.7632	Intermediate Similarity	NPC258048
0.7626	Intermediate Similarity	NPC15801
0.7549	Intermediate Similarity	NPC182222
0.7537	Intermediate Similarity	NPC472436
0.7481	Intermediate Similarity	NPC316224
0.747	Intermediate Similarity	NPC314633
0.745	Intermediate Similarity	NPC74360
0.7425	Intermediate Similarity	NPC472435
0.7423	Intermediate Similarity	NPC240384
0.7406	Intermediate Similarity	NPC165964
0.7378	Intermediate Similarity	NPC473800
0.7343	Intermediate Similarity	NPC216369
0.7341	Intermediate Similarity	NPC26543
0.7315	Intermediate Similarity	NPC140296
0.731	Intermediate Similarity	NPC207620
0.7303	Intermediate Similarity	NPC91868
0.7303	Intermediate Similarity	NPC63971
0.7297	Intermediate Similarity	NPC477112
0.7293	Intermediate Similarity	NPC72715
0.7285	Intermediate Similarity	NPC169716
0.7283	Intermediate Similarity	NPC276657
0.7283	Intermediate Similarity	NPC142385
0.7262	Intermediate Similarity	NPC288349
0.7262	Intermediate Similarity	NPC101350
0.7256	Intermediate Similarity	NPC472434
0.7256	Intermediate Similarity	NPC78609
0.7252	Intermediate Similarity	NPC477549
0.7249	Intermediate Similarity	NPC137353
0.7231	Intermediate Similarity	NPC260434
0.7228	Intermediate Similarity	NPC178858
0.7224	Intermediate Similarity	NPC235685
0.7206	Intermediate Similarity	NPC478083
0.7203	Intermediate Similarity	NPC207686
0.7198	Intermediate Similarity	NPC205372
0.719	Intermediate Similarity	NPC473833
0.7175	Intermediate Similarity	NPC173250
0.7171	Intermediate Similarity	NPC212766
0.7171	Intermediate Similarity	NPC289423
0.7169	Intermediate Similarity	NPC478045
0.7154	Intermediate Similarity	NPC208364
0.7154	Intermediate Similarity	NPC153452
0.7149	Intermediate Similarity	NPC321428
0.7149	Intermediate Similarity	NPC193238
0.7148	Intermediate Similarity	NPC39370
0.7138	Intermediate Similarity	NPC328928
0.7137	Intermediate Similarity	NPC184408
0.7137	Intermediate Similarity	NPC131885
0.7137	Intermediate Similarity	NPC473186
0.7127	Intermediate Similarity	NPC208522
0.7121	Intermediate Similarity	NPC90019
0.7116	Intermediate Similarity	NPC72905
0.7109	Intermediate Similarity	NPC288987
0.7109	Intermediate Similarity	NPC269270
0.7107	Intermediate Similarity	NPC101312
0.7106	Intermediate Similarity	NPC475301
0.7106	Intermediate Similarity	NPC326930
0.7105	Intermediate Similarity	NPC475816
0.71	Intermediate Similarity	NPC58209
0.7094	Intermediate Similarity	NPC477589
0.7094	Intermediate Similarity	NPC477587
0.7093	Intermediate Similarity	NPC216612
0.7091	Intermediate Similarity	NPC74619
0.709	Intermediate Similarity	NPC291609
0.709	Intermediate Similarity	NPC188400
0.7087	Intermediate Similarity	NPC477979
0.7082	Intermediate Similarity	NPC14686
0.7079	Intermediate Similarity	NPC475844
0.7077	Intermediate Similarity	NPC24370
0.7077	Intermediate Similarity	NPC319232
0.7076	Intermediate Similarity	NPC471978
0.7075	Intermediate Similarity	NPC110182
0.7072	Intermediate Similarity	NPC474192
0.7072	Intermediate Similarity	NPC475720
0.7072	Intermediate Similarity	NPC469554
0.7066	Intermediate Similarity	NPC229893
0.7063	Intermediate Similarity	NPC123839
0.7063	Intermediate Similarity	NPC309845
0.7061	Intermediate Similarity	NPC471979
0.7061	Intermediate Similarity	NPC470042
0.7052	Intermediate Similarity	NPC124300
0.705	Intermediate Similarity	NPC478078
0.705	Intermediate Similarity	NPC257851
0.7041	Intermediate Similarity	NPC477586
0.7041	Intermediate Similarity	NPC477590
0.7041	Intermediate Similarity	NPC477588
0.7041	Intermediate Similarity	NPC168922
0.7041	Intermediate Similarity	NPC477585
0.7034	Intermediate Similarity	NPC474688
0.7026	Intermediate Similarity	NPC160100
0.7023	Intermediate Similarity	NPC274640
0.7023	Intermediate Similarity	NPC194740
0.702	Intermediate Similarity	NPC16066
0.7018	Intermediate Similarity	NPC120513
0.7018	Intermediate Similarity	NPC13603
0.7016	Intermediate Similarity	NPC323969
0.7008	Intermediate Similarity	NPC101543
0.7008	Intermediate Similarity	NPC49547
0.7	Intermediate Similarity	NPC471013
0.7	Intermediate Similarity	NPC180668
0.7	Intermediate Similarity	NPC122436
0.7	Intermediate Similarity	NPC148896
0.6996	Remote Similarity	NPC67401
0.6992	Remote Similarity	NPC36405
0.6992	Remote Similarity	NPC57453
0.6989	Remote Similarity	NPC166712
0.6985	Remote Similarity	NPC186351
0.6984	Remote Similarity	NPC266249
0.6982	Remote Similarity	NPC53255
0.6982	Remote Similarity	NPC85879
0.6981	Remote Similarity	NPC323752
0.698	Remote Similarity	NPC476287
0.698	Remote Similarity	NPC39500
0.6974	Remote Similarity	NPC310618
0.6973	Remote Similarity	NPC97746
0.6968	Remote Similarity	NPC478006
0.6966	Remote Similarity	NPC184680
0.6965	Remote Similarity	NPC472285
0.696	Remote Similarity	NPC10904
0.6955	Remote Similarity	NPC34770
0.6953	Remote Similarity	NPC230683
0.6945	Remote Similarity	NPC329982
0.6945	Remote Similarity	NPC314882
0.6942	Remote Similarity	NPC185197
0.6941	Remote Similarity	NPC26679
0.6941	Remote Similarity	NPC219087
0.694	Remote Similarity	NPC470784
0.694	Remote Similarity	NPC227824
0.694	Remote Similarity	NPC470785
0.694	Remote Similarity	NPC315467
0.6926	Remote Similarity	NPC8022
0.6926	Remote Similarity	NPC473639
0.6926	Remote Similarity	NPC470799
0.692	Remote Similarity	NPC478080
0.6918	Remote Similarity	NPC282346
0.6917	Remote Similarity	NPC70155
0.6917	Remote Similarity	NPC171787
0.6914	Remote Similarity	NPC229348
0.6914	Remote Similarity	NPC317752
0.6911	Remote Similarity	NPC315804
0.6911	Remote Similarity	NPC313804
0.6906	Remote Similarity	NPC474701
0.6903	Remote Similarity	NPC184225
0.6898	Remote Similarity	NPC203373
0.6897	Remote Similarity	NPC144452
0.6894	Remote Similarity	NPC311906
0.6893	Remote Similarity	NPC209981
0.6887	Remote Similarity	NPC118228
0.6886	Remote Similarity	NPC1608
0.6885	Remote Similarity	NPC54066
0.6885	Remote Similarity	NPC472099
0.6884	Remote Similarity	NPC471015
0.6882	Remote Similarity	NPC191489
0.6875	Remote Similarity	NPC318299
0.6875	Remote Similarity	NPC118940
0.6873	Remote Similarity	NPC309919
0.6873	Remote Similarity	NPC473188
0.687	Remote Similarity	NPC322482
0.6868	Remote Similarity	NPC132385
0.6868	Remote Similarity	NPC326363
0.6867	Remote Similarity	NPC315499
0.6863	Remote Similarity	NPC269367
0.6858	Remote Similarity	NPC60621
0.6856	Remote Similarity	NPC157931
0.6856	Remote Similarity	NPC74575
0.6855	Remote Similarity	NPC478009
0.6855	Remote Similarity	NPC478010
0.6854	Remote Similarity	NPC329631
0.6853	Remote Similarity	NPC471303
0.685	Remote Similarity	NPC475533
0.6846	Remote Similarity	NPC298436
0.6844	Remote Similarity	NPC314056
0.6844	Remote Similarity	NPC100734
0.6844	Remote Similarity	NPC88923
0.6844	Remote Similarity	NPC315634
0.6842	Remote Similarity	NPC217176
0.684	Remote Similarity	NPC315491
0.684	Remote Similarity	NPC45459
0.6838	Remote Similarity	NPC75179
0.6836	Remote Similarity	NPC187501
0.6836	Remote Similarity	NPC82370
0.6834	Remote Similarity	NPC312645
0.6834	Remote Similarity	NPC27041
0.6828	Remote Similarity	NPC260909
0.6828	Remote Similarity	NPC325976
0.6827	Remote Similarity	NPC99891
0.6825	Remote Similarity	NPC324619
0.6825	Remote Similarity	NPC475774
0.6825	Remote Similarity	NPC475315
0.6824	Remote Similarity	NPC185782
0.6822	Remote Similarity	NPC478157
0.682	Remote Similarity	NPC132642
0.6809	Remote Similarity	NPC472098
0.6808	Remote Similarity	NPC96321

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 NPC196449 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	256
0.1-0.2	608
0.2-0.3	1058
0.3-0.4	1905
0.4-0.5	2707
0.5-0.6	1840
0.6-0.7	704
0.7-0.8	72
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
0.7937	Intermediate Similarity	NPD3006	Discontinued
0.7795	Intermediate Similarity	NPD7853	Phase 2
0.7791	Intermediate Similarity	NPD5483	Clinical (unspecified phase)
0.7738	Intermediate Similarity	NPD5022	Discontinued
0.7621	Intermediate Similarity	NPD4429	Discontinued
0.761	Intermediate Similarity	NPD7547	Clinical (unspecified phase)
0.7605	Intermediate Similarity	NPD5482	Discontinued
0.7433	Intermediate Similarity	NPD2921	Clinical (unspecified phase)
0.739	Intermediate Similarity	NPD8279	Clinical (unspecified phase)
0.7346	Intermediate Similarity	NPD2951	Discontinued
0.7336	Intermediate Similarity	NPD5450	Discontinued
0.7331	Intermediate Similarity	NPD2433	Clinical (unspecified phase)
0.732	Intermediate Similarity	NPD3945	Discontinued
0.7312	Intermediate Similarity	NPD6974	Phase 3
0.729	Intermediate Similarity	NPD4958	Clinical (unspecified phase)
0.724	Intermediate Similarity	NPD5416	Discontinued
0.7237	Intermediate Similarity	NPD6247	Clinical (unspecified phase)
0.7224	Intermediate Similarity	NPD4368	Phase 2
0.7222	Intermediate Similarity	NPD5293	Phase 2
0.7216	Intermediate Similarity	NPD6242	Discontinued
0.7212	Intermediate Similarity	NPD6525	Clinical (unspecified phase)
0.7209	Intermediate Similarity	NPD3263	Phase 3
0.7209	Intermediate Similarity	NPD7603	Discontinued
0.7195	Intermediate Similarity	NPD2779	Approved
0.7194	Intermediate Similarity	NPD3394	Approved
0.7194	Intermediate Similarity	NPD3389	Approved
0.7194	Intermediate Similarity	NPD3393	Approved
0.7189	Intermediate Similarity	NPD2510	Approved
0.7189	Intermediate Similarity	NPD2509	Approved
0.7154	Intermediate Similarity	NPD4667	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD1955	Discontinued
0.7133	Intermediate Similarity	NPD7690	Clinical (unspecified phase)
0.7097	Intermediate Similarity	NPD2121	Clinical (unspecified phase)
0.7097	Intermediate Similarity	NPD7924	Phase 2
0.7097	Intermediate Similarity	NPD7925	Phase 2
0.7093	Intermediate Similarity	NPD6160	Clinical (unspecified phase)
0.7091	Intermediate Similarity	NPD3801	Clinical (unspecified phase)
0.7085	Intermediate Similarity	NPD8421	Discontinued
0.7082	Intermediate Similarity	NPD7180	Phase 3
0.7082	Intermediate Similarity	NPD5850	Phase 3
0.7077	Intermediate Similarity	NPD5640	Discontinued
0.7073	Intermediate Similarity	NPD2778	Approved
0.707	Intermediate Similarity	NPD5532	Phase 2
0.7065	Intermediate Similarity	NPD6531	Approved
0.7065	Intermediate Similarity	NPD6530	Approved
0.7052	Intermediate Similarity	NPD7022	Phase 2
0.7048	Intermediate Similarity	NPD4558	Phase 2
0.7036	Intermediate Similarity	NPD7470	Discontinued
0.7036	Intermediate Similarity	NPD7393	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD8356	Approved
0.7007	Intermediate Similarity	NPD8370	Discontinued
0.7007	Intermediate Similarity	NPD4926	Clinical (unspecified phase)
0.7004	Intermediate Similarity	NPD5632	Approved
0.6996	Remote Similarity	NPD7589	Clinical (unspecified phase)
0.6985	Remote Similarity	NPD8430	Approved
0.6985	Remote Similarity	NPD7994	Phase 2
0.6957	Remote Similarity	NPD6961	Discontinued
0.6953	Remote Similarity	NPD5417	Clinical (unspecified phase)
0.6947	Remote Similarity	NPD8289	Discontinued
0.6932	Remote Similarity	NPD4898	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD5479	Discontinued
0.6932	Remote Similarity	NPD1659	Phase 1
0.6931	Remote Similarity	NPD8091	Phase 3
0.6929	Remote Similarity	NPD4454	Phase 2
0.6926	Remote Similarity	NPD5612	Discontinued
0.6926	Remote Similarity	NPD6716	Phase 1
0.692	Remote Similarity	NPD7268	Clinical (unspecified phase)
0.6917	Remote Similarity	NPD4373	Phase 2
0.6914	Remote Similarity	NPD7885	Phase 2
0.6914	Remote Similarity	NPD7886	Phase 2
0.6898	Remote Similarity	NPD8101	Phase 3
0.6897	Remote Similarity	NPD6824	Clinical (unspecified phase)
0.6889	Remote Similarity	NPD6790	Phase 1
0.6885	Remote Similarity	NPD8479	Phase 2
0.6884	Remote Similarity	NPD6252	Clinical (unspecified phase)
0.6882	Remote Similarity	NPD7708	Approved
0.688	Remote Similarity	NPD7031	Phase 1
0.6868	Remote Similarity	NPD4894	Discontinued
0.6868	Remote Similarity	NPD4952	Phase 3
0.6854	Remote Similarity	NPD6741	Clinical (unspecified phase)
0.6854	Remote Similarity	NPD7558	Phase 2
0.685	Remote Similarity	NPD7467	Discontinued
0.6848	Remote Similarity	NPD3794	Approved
0.6848	Remote Similarity	NPD7859	Phase 2
0.6848	Remote Similarity	NPD3795	Approved
0.6844	Remote Similarity	NPD7803	Approved
0.6842	Remote Similarity	NPD1467	Approved
0.6842	Remote Similarity	NPD1505	Phase 2
0.6842	Remote Similarity	NPD1466	Phase 3
0.6842	Remote Similarity	NPD1867	Approved
0.6842	Remote Similarity	NPD7284	Clinical (unspecified phase)
0.684	Remote Similarity	NPD484	Approved
0.6838	Remote Similarity	NPD3507	Phase 2
0.6836	Remote Similarity	NPD5475	Discontinued
0.6836	Remote Similarity	NPD6567	Clinical (unspecified phase)
0.6836	Remote Similarity	NPD3809	Discontinued
0.6834	Remote Similarity	NPD7823	Clinical (unspecified phase)
0.6831	Remote Similarity	NPD8363	Approved
0.6831	Remote Similarity	NPD8364	Approved
0.683	Remote Similarity	NPD5559	Phase 2
0.6828	Remote Similarity	NPD8460	Approved
0.6828	Remote Similarity	NPD8459	Approved
0.6827	Remote Similarity	NPD772	Phase 3
0.6825	Remote Similarity	NPD6276	Discontinued
0.6823	Remote Similarity	NPD2311	Clinical (unspecified phase)
0.6823	Remote Similarity	NPD8463	Approved
0.6822	Remote Similarity	NPD7538	Clinical (unspecified phase)
0.6821	Remote Similarity	NPD5116	Phase 1
0.6815	Remote Similarity	NPD4394	Clinical (unspecified phase)
0.6809	Remote Similarity	NPD5866	Approved
0.6809	Remote Similarity	NPD7069	Discontinued
0.6806	Remote Similarity	NPD8466	Approved
0.6806	Remote Similarity	NPD8465	Approved
0.6806	Remote Similarity	NPD8467	Approved
0.6805	Remote Similarity	NPD6199	Discontinued
0.6801	Remote Similarity	NPD1483	Discontinued
0.68	Remote Similarity	NPD4369	Phase 2
0.6798	Remote Similarity	NPD3947	Discontinued
0.6792	Remote Similarity	NPD4845	Discontinued
0.6788	Remote Similarity	NPD8100	Phase 3
0.6786	Remote Similarity	NPD7955	Approved
0.6786	Remote Similarity	NPD7956	Approved
0.6783	Remote Similarity	NPD8365	Clinical (unspecified phase)
0.6775	Remote Similarity	NPD3986	Discontinued
0.6765	Remote Similarity	NPD7417	Discontinued
0.676	Remote Similarity	NPD5018	Phase 3
0.6754	Remote Similarity	NPD4885	Approved
0.6749	Remote Similarity	NPD6456	Discontinued
0.6747	Remote Similarity	NPD8429	Approved
0.6747	Remote Similarity	NPD8428	Approved
0.6747	Remote Similarity	NPD8427	Approved
0.6743	Remote Similarity	NPD7395	Discontinued
0.6742	Remote Similarity	NPD5801	Clinical (unspecified phase)
0.674	Remote Similarity	NPD3322	Phase 1
0.6734	Remote Similarity	NPD1038	Approved
0.6732	Remote Similarity	NPD4033	Approved
0.6732	Remote Similarity	NPD4038	Approved
0.6732	Remote Similarity	NPD31	Approved
0.6732	Remote Similarity	NPD4122	Approved
0.6732	Remote Similarity	NPD4036	Approved
0.6732	Remote Similarity	NPD4034	Approved
0.6732	Remote Similarity	NPD4037	Approved
0.6732	Remote Similarity	NPD4039	Approved
0.6732	Remote Similarity	NPD32	Approved
0.6732	Remote Similarity	NPD4035	Approved
0.6729	Remote Similarity	NPD5040	Clinical (unspecified phase)
0.6729	Remote Similarity	NPD4086	Phase 1
0.6725	Remote Similarity	NPD5922	Phase 3
0.6712	Remote Similarity	NPD8425	Approved
0.6712	Remote Similarity	NPD8426	Approved
0.6705	Remote Similarity	NPD3326	Clinical (unspecified phase)
0.6703	Remote Similarity	NPD8358	Approved
0.6702	Remote Similarity	NPD4442	Phase 2
0.6691	Remote Similarity	NPD7796	Approved
0.6691	Remote Similarity	NPD7797	Approved
0.6679	Remote Similarity	NPD5924	Discontinued
0.6679	Remote Similarity	NPD8102	Discontinued
0.6679	Remote Similarity	NPD2011	Clinical (unspecified phase)
0.6679	Remote Similarity	NPD8405	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5908	Clinical (unspecified phase)
0.6655	Remote Similarity	NPD6495	Clinical (unspecified phase)
0.6654	Remote Similarity	NPD4343	Phase 1
0.6654	Remote Similarity	NPD4344	Clinical (unspecified phase)
0.6654	Remote Similarity	NPD3402	Phase 1
0.6654	Remote Similarity	NPD8372	Clinical (unspecified phase)
0.6653	Remote Similarity	NPD5003	Discontinued
0.6644	Remote Similarity	NPD7053	Clinical (unspecified phase)
0.6642	Remote Similarity	NPD6209	Approved
0.6642	Remote Similarity	NPD6964	Approved
0.6642	Remote Similarity	NPD6963	Approved
0.6641	Remote Similarity	NPD8326	Phase 3
0.6641	Remote Similarity	NPD5067	Phase 2
0.6641	Remote Similarity	NPD8327	Clinical (unspecified phase)
0.6641	Remote Similarity	NPD4989	Phase 2
0.6641	Remote Similarity	NPD8325	Phase 3
0.6641	Remote Similarity	NPD5066	Phase 2
0.6632	Remote Similarity	NPD5459	Phase 2
0.663	Remote Similarity	NPD3962	Phase 2
0.663	Remote Similarity	NPD3959	Phase 2
0.663	Remote Similarity	NPD6263	Clinical (unspecified phase)
0.6629	Remote Similarity	NPD3783	Clinical (unspecified phase)
0.6629	Remote Similarity	NPD1996	Discontinued
0.6629	Remote Similarity	NPD3280	Approved
0.662	Remote Similarity	NPD7862	Clinical (unspecified phase)
0.6619	Remote Similarity	NPD8247	Approved
0.6619	Remote Similarity	NPD8246	Approved
0.6618	Remote Similarity	NPD5469	Phase 3
0.6616	Remote Similarity	NPD7878	Phase 2
0.6616	Remote Similarity	NPD3354	Phase 2
0.6615	Remote Similarity	NPD8097	Phase 3
0.6615	Remote Similarity	NPD8096	Phase 3
0.6614	Remote Similarity	NPD5512	Phase 3
0.6607	Remote Similarity	NPD5857	Phase 3
0.6605	Remote Similarity	NPD4460	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD3259	Approved
0.6604	Remote Similarity	NPD6298	Discontinued
0.6604	Remote Similarity	NPD4923	Phase 1
0.6603	Remote Similarity	NPD8160	Phase 2
0.6602	Remote Similarity	NPD1166	Clinical (unspecified phase)
0.6601	Remote Similarity	NPD3825	Phase 3

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