NPASS Compound

Structure

CID262615 OpenBabel06191716062D 39 38 0 0 0 0 0 0 0 0999 V2000 -6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -6.0000 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 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 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 7.7942 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 5 1 0 0 0 0 2 8 1 0 0 0 0 3 6 1 0 0 0 0 3 9 1 0 0 0 0 4 7 1 0 0 0 0 4 10 1 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 17 1 0 0 0 0 8 19 1 0 0 0 0 9 18 1 0 0 0 0 10 20 1 0 0 0 0 11 13 1 0 0 0 0 11 23 1 0 0 0 0 12 14 1 0 0 0 0 12 22 1 0 0 0 0 13 24 1 0 0 0 0 14 25 1 0 0 0 0 15 26 1 0 0 0 0 16 27 1 0 0 0 0 17 28 1 0 0 0 0 18 29 1 0 0 0 0 19 30 1 0 0 0 0 20 31 1 0 0 0 0 21 29 1 0 0 0 0 21 32 2 0 0 0 0 22 27 2 3 0 0 0 22 33 1 0 0 0 0 23 28 2 3 0 0 0 23 34 1 0 0 0 0 24 30 1 0 0 0 0 24 35 2 0 0 0 0 25 31 1 0 0 0 0 25 36 2 0 0 0 0 29 37 1 0 0 0 0 30 38 1 0 0 0 0 31 39 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	560.35
Volume:	564.076
LogP:	-0.821
LogD:	-2.11
LogS:	-0.501
# Rotatable Bonds:	28
TPSA:	205.84
# H-Bond Aceptor:	14
# H-Bond Donor:	7
# Rings:	0
# Heavy Atoms:	14

MedChem Properties

QED Drug-Likeness Score:	0.06
Synthetic Accessibility Score:	3.049
Fsp3:	0.8
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.84
MDCK Permeability:	3.7574605812551454e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.979
Human Intestinal Absorption (HIA):	1.0
20% Bioavailability (F20%):	1.0
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.032
Plasma Protein Binding (PPB):	13.437860488891602%
Volume Distribution (VD):	1.269
Pgp-substrate:	74.42092895507812%

ADMET: Metabolism

CYP1A2-inhibitor:	0.001
CYP1A2-substrate:	0.089
CYP2C19-inhibitor:	0.024
CYP2C19-substrate:	0.03
CYP2C9-inhibitor:	0.061
CYP2C9-substrate:	0.891
CYP2D6-inhibitor:	0.03
CYP2D6-substrate:	0.051
CYP3A4-inhibitor:	0.028
CYP3A4-substrate:	0.002

ADMET: Excretion

Clearance (CL):	8.749
Half-life (T1/2):	0.13

ADMET: Toxicity

hERG Blockers:	0.137
Human Hepatotoxicity (H-HT):	0.548
Drug-inuced Liver Injury (DILI):	0.028
AMES Toxicity:	0.026
Rat Oral Acute Toxicity:	0.137
Maximum Recommended Daily Dose:	0.185
Skin Sensitization:	0.133
Carcinogencity:	0.005
Eye Corrosion:	0.003
Eye Irritation:	0.057
Respiratory Toxicity:	0.003

Download Data

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

Natural Product: NPC262615

Natural Product ID:	NPC262615
*Common Name:**	Deferoxamine
IUPAC Name:	N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide
Synonyms:	Deferoxamine; Desferal; Desferrioxamine
Standard InCHIKey:	UBQYURCVBFRUQT-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C25H48N6O8/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26/h37-39H,2-20,26H2,1H3,(H,27,33)(H,28,34)
SMILES:	CC(=O)N(CCCCCN=C(CCC(=O)N(CCCCCN=C(CCC(=O)N(CCCCCN)O)O)O)O)O
Synthetic Gene Cluster:	BGC0001453;
ChEMBL Identifier:	CHEMBL556
PubChem CID:	2973
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0001093] Carboxylic acid derivatives [CHEMONTID:0000475] Carboxylic acid amides [CHEMONTID:0001662] Primary carboxylic acid amides [CHEMONTID:0000376] Hydroxamic acids [CHEMONTID:0003223] Acetohydroxamic acids

*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
NPO41491	Streptomyces coelicolor + actinomycete	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[23963177]
NPO40567	Moorea producens	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26980238]
NPO40567	Moorea producens	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[28448144]
NPO40567	Moorea producens	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[28535042]
NPO40567	Moorea producens	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31468974]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Activity Type	# Activity
EC50	2
GI50	5
IC50	39
Others	223
Potency	13

Activity Type	# Activity
Cell Line	77
Individual Protein	18
NON-MOLECULAR	10
Organism	105
Others	55
PHENOTYPE	14
SINGLE PROTEIN	2
Tissue	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT4213	Individual Protein	Serotransferrin	Homo sapiens	Fe removed	=	5.0	%	PMID[496162]
NPT4213	Individual Protein	Serotransferrin	Homo sapiens	Activity	=	5.0	%	PMID[496168]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	8580.0	nM	PMID[496175]
NPT682	Cell Line	SK-N-MC	Homo sapiens	Activity	=	7.0	%	PMID[496176]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	4510.0	nM	PMID[496176]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	14220.0	nM	PMID[496178]
NPT682	Cell Line	SK-N-MC	Homo sapiens	Inhibition	=	8.0	%	PMID[496178]
NPT682	Cell Line	SK-N-MC	Homo sapiens	Activity	=	1.0	%	PMID[496178]
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	76.0	%	PMID[496179]
NPT4213	Individual Protein	Serotransferrin	Homo sapiens	Inhibition	=	94.0	%	PMID[496180]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	50000.0	nM	PMID[496181]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	36100.0	nM	PMID[496181]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	7350.0	nM	PMID[496182]
NPT4213	Individual Protein	Serotransferrin	Homo sapiens	Activity	=	14.2	%	PMID[496182]
NPT682	Cell Line	SK-N-MC	Homo sapiens	Activity	=	13.0	%	PMID[496182]
NPT4213	Individual Protein	Serotransferrin	Homo sapiens	Activity	=	4.0	%	PMID[496182]
NPT1945	Cell Line	CHP-126	Homo sapiens	Activity	=	80.0	%	PMID[496185]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	22000.0	nM	PMID[496185]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	5000.0	nM	PMID[496185]
NPT682	Cell Line	SK-N-MC	Homo sapiens	Activity	=	12.0	%	PMID[496186]
NPT4213	Individual Protein	Serotransferrin	Homo sapiens	Inhibition	=	87.0	%	PMID[496186]
NPT616	Cell Line	MDCK	Canis lupus familiaris	IC50	=	9490.0	nM	PMID[496186]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	16040.0	nM	PMID[496186]
NPT611	Cell Line	Hepatocyte	Homo sapiens	Activity	=	162.0	%	PMID[496187]
NPT65	Cell Line	HepG2	Homo sapiens	Inhibition	=	0.0	%	PMID[496187]
NPT111	Cell Line	K562	Homo sapiens	Inhibition	=	0.0	%	PMID[496187]
NPT116	Cell Line	HL-60	Homo sapiens	Inhibition	=	0.0	%	PMID[496187]
NPT146	Cell Line	SK-OV-3	Homo sapiens	Inhibition	=	5.0	%	PMID[496187]
NPT146	Cell Line	SK-OV-3	Homo sapiens	Inhibition	=	52.0	%	PMID[496187]
NPT395	Cell Line	SF-268	Homo sapiens	Inhibition	=	0.0	%	PMID[496187]
NPT395	Cell Line	SF-268	Homo sapiens	Inhibition	=	33.0	%	PMID[496187]
NPT306	Cell Line	PC-3	Homo sapiens	Inhibition	=	1.0	%	PMID[496187]
NPT306	Cell Line	PC-3	Homo sapiens	Inhibition	=	44.0	%	PMID[496187]
NPT81	Cell Line	A549	Homo sapiens	Inhibition	=	2.0	%	PMID[496187]
NPT81	Cell Line	A549	Homo sapiens	Inhibition	=	50.0	%	PMID[496187]
NPT83	Cell Line	MCF7	Homo sapiens	Inhibition	=	0.0	%	PMID[496187]
NPT83	Cell Line	MCF7	Homo sapiens	Inhibition	=	9.0	%	PMID[496187]
NPT148	Cell Line	HCT-15	Homo sapiens	Inhibition	=	0.0	%	PMID[496187]
NPT148	Cell Line	HCT-15	Homo sapiens	Inhibition	=	46.0	%	PMID[496187]
NPT139	Cell Line	HT-29	Homo sapiens	Inhibition	=	0.0	%	PMID[496187]
NPT139	Cell Line	HT-29	Homo sapiens	Inhibition	=	42.0	%	PMID[496187]
NPT393	Cell Line	HCT-116	Homo sapiens	Inhibition	=	0.0	%	PMID[496187]
NPT393	Cell Line	HCT-116	Homo sapiens	Inhibition	=	20.0	%	PMID[496187]
NPT91	Cell Line	KB	Homo sapiens	Inhibition	=	0.0	%	PMID[496187]
NPT91	Cell Line	KB	Homo sapiens	Inhibition	=	16.0	%	PMID[496187]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	9890.0	nM	PMID[496188]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	17070.0	nM	PMID[496190]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	14581.0	nM	PMID[496194]
NPT682	Cell Line	SK-N-MC	Homo sapiens	Inhibition	=	74.0	%	PMID[496195]
NPT682	Cell Line	SK-N-MC	Homo sapiens	Activity	=	23.0	%	PMID[496195]
NPT682	Cell Line	SK-N-MC	Homo sapiens	Activity	>	99.0	%	PMID[496195]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	22700.0	nM	PMID[496195]
NPT65	Cell Line	HepG2	Homo sapiens	Potency	n.a.	5623.4	nM	PMID[496194]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	17070.0	nM	PMID[496198]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	12500.0	nM	PMID[496199]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	145.8	nM	PMID[496194]
NPT11	Individual Protein	Guanine nucleotide-binding protein G(s), subunit alpha	Homo sapiens	Potency	n.a.	44668.4	nM	PMID[496194]
NPT211	Individual Protein	Hypoxia-inducible factor 1 alpha	Homo sapiens	EC50	=	17800.0	nM	PMID[496201]
NPT171	Cell Line	MRC5	Homo sapiens	IC50	>	10000.0	nM	PMID[496203]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	7500.0	nM	PMID[496203]
NPT4604	Cell Line	DMS-53	Homo sapiens	IC50	=	10000.0	nM	PMID[496203]
NPT682	Cell Line	SK-N-MC	Homo sapiens	Activity	=	15.2	%	PMID[496203]
NPT682	Cell Line	SK-N-MC	Homo sapiens	Activity	=	84.0	%	PMID[496203]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	10000.0	nM	PMID[496203]
NPT682	Cell Line	SK-N-MC	Homo sapiens	Activity	=	77.0	%	PMID[496205]
NPT682	Cell Line	SK-N-MC	Homo sapiens	Activity	=	12.0	%	PMID[496205]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	22700.0	nM	PMID[496205]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	21630.0	nM	PMID[496206]
NPT682	Cell Line	SK-N-MC	Homo sapiens	Activity	=	80.0	%	PMID[496206]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	=	18400.0	nM	PMID[496207]
NPT111	Cell Line	K562	Homo sapiens	GI50	=	33100.0	nM	PMID[496207]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	11582.1	nM	PMID[496194]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	20596.2	nM	PMID[496194]
NPT4213	Individual Protein	Serotransferrin	Homo sapiens	K	=	0.0	10'2/min	PMID[496208]
NPT393	Cell Line	HCT-116	Homo sapiens	CI	=	1.01	n.a.	PMID[496213]
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	>	200000.0	nM	PMID[496213]
NPT659	Cell Line	SMMC-7721	Homo sapiens	Activity	=	5.0	%	PMID[496217]
NPT682	Cell Line	SK-N-MC	Homo sapiens	IC50	=	16810.0	nM	PMID[496220]
NPT682	Cell Line	SK-N-MC	Homo sapiens	Activity	=	89.0	%	PMID[496220]
NPT65	Cell Line	HepG2	Homo sapiens	Inhibition	=	40.0	%	PMID[496221]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	>	100000.0	nM	PMID[496221]
NPT886	Cell Line	NIH3T3	Mus musculus	IC50	=	9000.0	nM	PMID[496224]
NPT886	Cell Line	NIH3T3	Mus musculus	IC50	=	4900.0	nM	PMID[496224]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	FC	=	1.0	n.a.	PMID[496228]
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	FC	=	1.0	n.a.	PMID[496228]
NPT212	Individual Protein	Cytochrome P450 2C9	Homo sapiens	FC	=	1.0	n.a.	PMID[496228]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron excretion	=	0.232	mg kg-1	PMID[496159]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron excretion	=	0.059	mg kg-1	PMID[496159]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron excretion	=	0.173	mg kg-1	PMID[496159]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron excretion	=	2.8	%	PMID[496159]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron excretion	=	25.4	%	PMID[496159]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron excretion	=	74.6	%	PMID[496159]
NPT2	Others	Unspecified		Activity	=	35.0	n.a.	PMID[496160]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	Activity	=	30.0	n.a.	PMID[496160]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	Activity	=	36.0	n.a.	PMID[496160]
NPT19	Organism	Escherichia coli	Escherichia coli	Activity	=	38.0	n.a.	PMID[496160]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Predrug	=	217.0	ug kg-1	PMID[496161]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Postdrug	=	245.0	ug kg-1	PMID[496161]
NPT2	Others	Unspecified		Ratio	=	1.0	n.a.	PMID[496162]
NPT5548	Organism	Mycobacterium avium subsp. paratuberculosis	Mycobacterium avium subsp. paratuberculosis	GI	=	0.92	n.a.	PMID[496163]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	IC50	=	112000.0	nM	PMID[496164]
NPT32	Organism	Mus musculus	Mus musculus	No. of survivors	=	240.0	n.a.	PMID[496165]
NPT32	Organism	Mus musculus	Mus musculus	Iron change	=	2.0	%	PMID[496165]
NPT32	Organism	Mus musculus	Mus musculus	Iron change	=	-24.0	%	PMID[496165]
NPT32	Organism	Mus musculus	Mus musculus	Iron change	=	7.0	%	PMID[496165]
NPT32	Organism	Mus musculus	Mus musculus	Iron change	=	270.0	%	PMID[496165]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Efficiency	=	1.1	%	PMID[496166]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Efficiency	=	2.8	%	PMID[496166]
NPT2762	Organism	Monkey	Cercopithecidae	Efficiency	=	0.1	%	PMID[496166]
NPT2762	Organism	Monkey	Cercopithecidae	Efficiency	=	5.5	%	PMID[496166]
NPT35	Others	n.a.		Distribution coefficient	=	0.07	n.a.	PMID[496167]
NPT35	Others	n.a.		Distribution coefficient	=	0.03	n.a.	PMID[496167]
NPT2	Others	Unspecified		Activity	=	11.0	%	PMID[496168]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	14.7	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	43.9	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	76.8	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	97.1	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	110.8	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	119.8	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	128.7	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	135.0	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	16.5	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	151.5	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	86.3	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	43.6	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	105.9	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	152.8	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	173.9	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	196.2	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	210.7	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	219.8	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	228.4	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	49.2	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	277.6	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron output	=	212.4	n.a.	PMID[496169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Distribution	=	7.4	%	PMID[496170]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Distribution	=	3.0	%	PMID[496170]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Distribution	=	0.2	%	PMID[496170]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Distribution	=	0.6	%	PMID[496170]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Distribution	=	62.9	%	PMID[496170]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Distribution	=	18.7	%	PMID[496170]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Distribution	=	1.8	%	PMID[496170]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Distribution	=	71.3	%	PMID[496170]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Distribution	=	0.4	%	PMID[496170]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Distribution	=	0.3	%	PMID[496170]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Distribution	=	0.08	%	PMID[496170]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Distribution	=	15.5	%	PMID[496170]
NPT605	Organism	Homo sapiens	Homo sapiens	% absorbed	=	2.0	%	PMID[496171]
NPT27	Others	Unspecified		Log Pe	=	-5.3	cm s-1	PMID[496171]
NPT35	Others	n.a.		LogD	=	-3.0	n.a.	PMID[496171]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Kf	=	3.0	M-1	PMID[496172]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron clearence	=	232.0	ug kg-1	PMID[496172]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Efficiency	=	2.8	%	PMID[496172]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Iron clearence	=	86.0	ug kg-1	PMID[496172]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Efficiency	=	1.0	%	PMID[496172]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	14.7	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	43.9	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	76.8	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	97.1	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	110.8	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	119.8	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	128.7	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	135.0	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	16.5	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	43.6	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	105.9	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	152.8	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	173.9	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	196.2	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	210.7	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	219.8	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	228.4	ug kg-1	PMID[496173]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Total iron output	=	49.2	ug kg-1	PMID[496173]
NPT1513	Organism	Mycobacterium avium	Mycobacterium avium	Growth Index	=	1.09	n.a.	PMID[496174]
NPT2	Others	Unspecified		Inhibition	=	79.0	%	PMID[496175]
NPT2	Others	Unspecified		Inhibition	=	60.0	%	PMID[496175]
NPT2	Others	Unspecified		Inhibition	=	59.0	%	PMID[496175]
NPT2	Others	Unspecified		Inhibition	=	56.0	%	PMID[496175]
NPT632	Tissue	Brain	Rattus norvegicus	Inhibition	=	72.0	%	PMID[496177]
NPT35	Others	n.a.		IC50	=	10000.0	nM	PMID[496179]
NPT2	Others	Unspecified		Activity	=	12.0	%	PMID[496179]
NPT27	Others	Unspecified		IC50	=	12050.0	nM	PMID[496180]
NPT2	Others	Unspecified		Activity	=	16.0	%	PMID[496180]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	80.0	%	PMID[496185]
NPT35	Others	n.a.		Solubility	=	400000000.0	nM	PMID[496186]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	70000.0	nM	PMID[496187]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	50000.0	nM	PMID[496187]
NPT35	Others	n.a.		IC50	=	4400.0	nM	PMID[496187]
NPT8	Individual Protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	31622.8	nM	PMID[496194]
NPT2	Others	Unspecified		Potency	n.a.	14125.4	nM	PMID[496194]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_bilirubinemia	=	0.0	n.a.	PMID[496197]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_cholecystitis	=	0.0	n.a.	PMID[496197]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_cholelithiasis	=	0.0	n.a.	PMID[496197]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_cirrhosis	=	0.0	n.a.	PMID[496197]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_elevated liver function tests	=	0.0	n.a.	PMID[496197]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_hepatic failure	=	0.0	n.a.	PMID[496197]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_hepatic necrosis	=	0.0	n.a.	PMID[496197]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_hepatitis	=	0.0	n.a.	PMID[496197]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_hepatomegaly	=	0.0	n.a.	PMID[496197]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_jaundice	=	0.0	n.a.	PMID[496197]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_liver disease	=	0.0	n.a.	PMID[496197]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_liver fatty	=	0.0	n.a.	PMID[496197]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_liver function tests abnormal	=	0.0	n.a.	PMID[496197]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_Combined Scores	=	0.0	n.a.	PMID[496197]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	3400.0	nM	PMID[496200]
NPT475	Organism	Plasmodium yoelii	Plasmodium yoelii	IC50	=	20000.0	nM	PMID[496200]
NPT2	Others	Unspecified		Potency	n.a.	11220.2	nM	PMID[496194]
NPT27	Others	Unspecified		T1/2	=	0.08333	hr	PMID[496202]
NPT35	Others	n.a.		log K	=	30.4	n.a.	PMID[496204]
NPT1018	Organism	Trypanosoma brucei	Trypanosoma brucei	FC	=	2.0	n.a.	PMID[496207]
NPT2	Others	Unspecified		Activity	=	26.6	n.a.	PMID[496207]
NPT1021	Organism	Leishmania infantum	Leishmania infantum	GI50	=	150000.0	nM	PMID[496207]
NPT1018	Organism	Trypanosoma brucei	Trypanosoma brucei	GI50	=	2900.0	nM	PMID[496207]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	GI50	=	28000.0	nM	PMID[496207]
NPT2	Others	Unspecified		Potency	n.a.	12995.3	nM	PMID[496194]
NPT861	Individual Protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Potency	n.a.	9200.0	nM	PMID[496194]
NPT2	Others	Unspecified		Ratio CC50/EC50	>	1.0	n.a.	PMID[496209]
NPT27	Others	Unspecified		CC50	>	400000.0	nM	PMID[496209]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	384000.0	nM	PMID[496209]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (moderate)	=	1.0	n.a.	PMID[496210]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (moderate)	=	28.0	%	PMID[496210]
NPT2	Others	Unspecified		Hepatotoxicity (acute)	=	1.0	n.a.	PMID[496210]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (acute)	=	0.0	%	PMID[496210]
NPT2	Others	Unspecified		Hepatotoxicity (cytolytic)	=	1.0	n.a.	PMID[496210]
NPT2	Others	Unspecified		Hepatotoxicity (choleostasis)	=	0.0	n.a.	PMID[496210]
NPT2	Others	Unspecified		Hepatotoxicity (severe hepatitis)	=	1.0	n.a.	PMID[496210]
NPT2	Others	Unspecified		Hepatotoxicity (chronic liver disease)	=	0.0	n.a.	PMID[496210]
NPT2	Others	Unspecified		Hepatotoxicity (cirrhosis)	=	0.0	n.a.	PMID[496210]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (granulomatous hepatitis)	=	0.0	n.a.	PMID[496210]
NPT2	Others	Unspecified		Hepatotoxicity (association with vascular disease)	=	0.0	n.a.	PMID[496210]
NPT2	Others	Unspecified		Hepatotoxicity (steatosis)	=	0.0	n.a.	PMID[496210]
NPT2	Others	Unspecified		Hepatotoxicity (malignant tumour)	=	0.0	n.a.	PMID[496210]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (benign tumour)	=	0.0	n.a.	PMID[496210]
NPT2	Others	Unspecified		Potency	n.a.	15848.9	nM	PMID[496194]
NPT2	Others	Unspecified		Potency	n.a.	1412.5	nM	PMID[496194]
NPT2	Others	Unspecified		pM	=	26.6	n.a.	PMID[496211]
NPT35	Others	n.a.		Activity	=	30.6	n.a.	PMID[496212]
NPT35	Others	n.a.		Activity	=	1.0	%	PMID[496212]
NPT35	Others	n.a.		Activity	=	25.2	uM	PMID[496212]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	75.0	%	PMID[496212]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	3.0	ug	PMID[496212]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	132.0	ug	PMID[496212]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	19.2	ug	PMID[496212]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	9.4	ug	PMID[496212]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	16.4	ug	PMID[496212]
NPT5549	Organism	Cebus apella	Cebus apella	Activity	=	55.0	%	PMID[496216]
NPT5549	Organism	Cebus apella	Cebus apella	Activity	=	45.0	%	PMID[496216]
NPT5549	Organism	Cebus apella	Cebus apella	Activity	=	5.5	%	PMID[496216]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	26.0	%	PMID[496216]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	74.0	%	PMID[496216]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	2.5	%	PMID[496216]
NPT35	Others	n.a.		LogD7.4	<	-3.2	n.a.	PMID[496216]
NPT35	Others	n.a.		Activity	=	16.0	%	PMID[496218]
NPT35	Others	n.a.		Activity	=	93.0	%	PMID[496218]
NPT605	Organism	Homo sapiens	Homo sapiens	DILI_severity_class	=	0.0	n.a.	PMID[496219]
NPT35	Others	n.a.		Activity	=	15.0	%	PMID[496220]
NPT35	Others	n.a.		Activity	=	85.0	%	PMID[496220]
NPT35	Others	n.a.		log K	=	30.0	n.a.	PMID[496222]
NPT35	Others	n.a.		log K	=	8.0	n.a.	PMID[496222]
NPT35	Others	n.a.		Retention_time	=	-0.52	min	PMID[496222]
NPT35	Others	n.a.		LogP	=	-2.29	n.a.	PMID[496222]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Hit score	=	-0.0000619	n.a.	PMID[496223]
NPT26270	SINGLE PROTEIN	Deoxyhypusine hydroxylase	Homo sapiens	IC50	=	5000.0	nM	PMID[496225]
NPT35	Others	n.a.		IC50	=	5100.0	nM	PMID[496227]
NPT20556	SINGLE PROTEIN	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	8.91	%	PMID[496229]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	0.01	%	PMID[496230]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	20000.0	nM	PMID[496231]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	19952.62	nM	PMID[496231]
NPT35	Others	n.a.		Activity	=	26.6	n.a.	PMID[496232]
NPT35	Others	n.a.		Activity	=	-468.0	mV	PMID[496232]

☑ 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 NPC262615 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	953
0.1-0.2	31135
0.2-0.3	8362
0.3-0.4	1574
0.4-0.5	496
0.5-0.6	164
0.6-0.7	4
0.7-0.8	2
0.8-0.85	1
0.85-0.9	1
0.9-0.95	3
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9516	High Similarity	NPC250953
0.9153	High Similarity	NPC292299
0.9153	High Similarity	NPC34838
0.9	High Similarity	NPC263207
0.8333	Intermediate Similarity	NPC306696
0.7576	Intermediate Similarity	NPC105297
0.7353	Intermediate Similarity	NPC128559
0.6543	Remote Similarity	NPC53858
0.6543	Remote Similarity	NPC84128
0.6143	Remote Similarity	NPC321536
0.6143	Remote Similarity	NPC216415
0.6143	Remote Similarity	NPC476537
0.6061	Remote Similarity	NPC471131
0.6053	Remote Similarity	NPC126779
0.6024	Remote Similarity	NPC23984
0.6023	Remote Similarity	NPC275715
0.6	Remote Similarity	NPC472351
0.5976	Remote Similarity	NPC31756
0.5915	Remote Similarity	NPC254541
0.5915	Remote Similarity	NPC320598
0.5904	Remote Similarity	NPC476156
0.5904	Remote Similarity	NPC476117
0.5904	Remote Similarity	NPC476137
0.5904	Remote Similarity	NPC476243
0.5902	Remote Similarity	NPC319114
0.5882	Remote Similarity	NPC235078
0.5854	Remote Similarity	NPC191774
0.5833	Remote Similarity	NPC143722
0.5833	Remote Similarity	NPC476302
0.5775	Remote Similarity	NPC176164
0.5775	Remote Similarity	NPC189301
0.5765	Remote Similarity	NPC6902
0.5765	Remote Similarity	NPC184473
0.5761	Remote Similarity	NPC301010
0.5753	Remote Similarity	NPC314510
0.5738	Remote Similarity	NPC321202
0.5714	Remote Similarity	NPC319046
0.5714	Remote Similarity	NPC325985
0.5714	Remote Similarity	NPC38463
0.5699	Remote Similarity	NPC280066
0.5696	Remote Similarity	NPC196007
0.5696	Remote Similarity	NPC214532
0.5696	Remote Similarity	NPC76297
0.5694	Remote Similarity	NPC316826
0.5694	Remote Similarity	NPC327748
0.5694	Remote Similarity	NPC321468
0.5694	Remote Similarity	NPC317143
0.5658	Remote Similarity	NPC128005
0.5658	Remote Similarity	NPC84182
0.5657	Remote Similarity	NPC128303
0.5652	Remote Similarity	NPC321118
0.5652	Remote Similarity	NPC316889
0.5641	Remote Similarity	NPC472579
0.5616	Remote Similarity	NPC327170
0.5616	Remote Similarity	NPC329564
0.56	Remote Similarity	NPC241394

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 NPC262615 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	113
0.1-0.2	4582
0.2-0.3	3533
0.3-0.4	652
0.4-0.5	202
0.5-0.6	59
0.6-0.7	7
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD6438	Approved
1.0	High Similarity	NPD6437	Approved
0.6429	Remote Similarity	NPD7760	Phase 2
0.6429	Remote Similarity	NPD7759	Phase 2
0.6324	Remote Similarity	NPD9425	Approved
0.625	Remote Similarity	NPD4261	Phase 1
0.6234	Remote Similarity	NPD6944	Clinical (unspecified phase)
0.6216	Remote Similarity	NPD1429	Clinical (unspecified phase)
0.6053	Remote Similarity	NPD4242	Approved
0.6053	Remote Similarity	NPD620	Approved
0.6	Remote Similarity	NPD9433	Approved
0.6	Remote Similarity	NPD6699	Clinical (unspecified phase)
0.5978	Remote Similarity	NPD7841	Clinical (unspecified phase)
0.5976	Remote Similarity	NPD4815	Discontinued
0.5952	Remote Similarity	NPD2683	Discontinued
0.5921	Remote Similarity	NPD322	Phase 1
0.5921	Remote Similarity	NPD4241	Registered
0.5909	Remote Similarity	NPD3177	Phase 3
0.5854	Remote Similarity	NPD4278	Clinical (unspecified phase)
0.5851	Remote Similarity	NPD8038	Phase 2
0.5833	Remote Similarity	NPD7763	Phase 2
0.5833	Remote Similarity	NPD7762	Phase 2
0.5814	Remote Similarity	NPD3733	Clinical (unspecified phase)
0.5765	Remote Similarity	NPD1125	Discovery
0.5758	Remote Similarity	NPD8950	Approved
0.575	Remote Similarity	NPD366	Approved
0.5729	Remote Similarity	NPD6120	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD337	Discontinued
0.5714	Remote Similarity	NPD1456	Approved
0.5714	Remote Similarity	NPD5792	Clinical (unspecified phase)
0.5698	Remote Similarity	NPD4829	Discontinued
0.5682	Remote Similarity	NPD3723	Clinical (unspecified phase)
0.5647	Remote Similarity	NPD612	Discontinued
0.5645	Remote Similarity	NPD9227	Discontinued
0.5618	Remote Similarity	NPD3176	Clinical (unspecified phase)

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