NPASS Compound

Structure

CID66909 OpenBabel06191715402D 23 27 0 0 1 0 0 0 0 0999 V2000 -1.9027 -0.7728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5269 3.7112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.5225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7283 2.9430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7283 -1.2615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.8410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.8410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4566 0.8410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7283 1.2610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6815 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4566 -0.8410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4566 2.5225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7283 0.4205 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7283 1.2610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4566 1.6815 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4566 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7283 0.4205 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4566 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2293 -1.2871 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7693 -0.4442 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1849 2.9430 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1634 0.8410 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 10 1 0 0 0 0 4 12 1 0 0 0 0 5 6 1 0 0 0 0 5 11 1 0 0 0 0 6 18 1 0 0 0 0 7 8 1 0 0 0 0 7 17 1 0 0 0 0 8 19 1 0 0 0 0 9 10 1 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 11 16 1 0 0 0 0 11 20 2 0 0 0 0 12 15 2 0 0 0 0 12 22 1 0 0 0 0 13 18 1 6 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 1 0 0 0 16 23 1 0 0 0 0 17 18 1 1 0 0 0 18 21 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	315.15
Volume:	312.714
LogP:	1.291
LogD:	0.573
LogS:	-2.105
# Rotatable Bonds:	1
TPSA:	59.0
# H-Bond Aceptor:	5
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.839
Synthetic Accessibility Score:	4.98
Fsp3:	0.611
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.039
MDCK Permeability:	1.7431888409191743e-05
Pgp-inhibitor:	0.004
Pgp-substrate:	0.987
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.004
30% Bioavailability (F30%):	0.994

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.994
Plasma Protein Binding (PPB):	32.98878860473633%
Volume Distribution (VD):	3.2
Pgp-substrate:	65.56477355957031%

ADMET: Metabolism

CYP1A2-inhibitor:	0.052
CYP1A2-substrate:	0.637
CYP2C19-inhibitor:	0.025
CYP2C19-substrate:	0.919
CYP2C9-inhibitor:	0.017
CYP2C9-substrate:	0.198
CYP2D6-inhibitor:	0.087
CYP2D6-substrate:	0.897
CYP3A4-inhibitor:	0.039
CYP3A4-substrate:	0.839

ADMET: Excretion

Clearance (CL):	6.437
Half-life (T1/2):	0.684

ADMET: Toxicity

hERG Blockers:	0.303
Human Hepatotoxicity (H-HT):	0.438
Drug-inuced Liver Injury (DILI):	0.046
AMES Toxicity:	0.104
Rat Oral Acute Toxicity:	0.952
Maximum Recommended Daily Dose:	0.922
Skin Sensitization:	0.396
Carcinogencity:	0.962
Eye Corrosion:	0.003
Eye Irritation:	0.009
Respiratory Toxicity:	0.925

Download Data

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

Natural Product: NPC66909

Natural Product ID:	NPC66909
*Common Name:**	Oxycodone
IUPAC Name:	(4R,4aS,7aR,12bS)-4a-hydroxy-9-methoxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one
Synonyms:	Oxicone; Oxycodone; Oxycontin; Proladone
Standard InCHIKey:	BRUQQQPBMZOVGD-XFKAJCMBSA-N
Standard InCHI:	InChI=1S/C18H21NO4/c1-19-8-7-17-14-10-3-4-12(22-2)15(14)23-16(17)11(20)5-6-18(17,21)13(19)9-10/h3-4,13,16,21H,5-9H2,1-2H3/t13-,16+,17+,18-/m1/s1
SMILES:	CN1CC[C@]23c4c5ccc(c4O[C@H]2C(=O)CC[C@]3([C@H]1C5)O)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL656
PubChem CID:	5284603
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000025] Phenanthrenes and derivatives

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15019787]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22029392]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23517479]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	Latex Exudate	n.a.	n.a.	Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Activity Type	# Activity
EC50	10
ED50	7
IC50	5
Ki	16
Others	87

Activity Type	# Activity
Individual Protein	43
NON-MOLECULAR	1
Organism	24
Others	33
PHENOTYPE	14
Protein Family	2
Tissue	8

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	=	43.6	nM	PMID[469676]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	Ki	=	1087.0	nM	PMID[469676]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	2658.0	nM	PMID[469676]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	>	10000.0	nM	PMID[469678]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	Ki	>	10000.0	nM	PMID[469678]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	>	10000.0	nM	PMID[469678]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	80.0	%	PMID[469678]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	IC50	=	76200.0	nM	PMID[469678]
NPT1168	Individual Protein	Mu opioid receptor	Mus musculus	Inhibition	=	97.0	%	PMID[469685]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Inhibition	=	93.0	%	PMID[469685]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Inhibition	=	93.0	%	PMID[469685]
NPT3603	Individual Protein	Kappa opioid receptor	Mus musculus	Inhibition	=	59.0	%	PMID[469685]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Inhibition	=	47.0	%	PMID[469685]
NPT3603	Individual Protein	Kappa opioid receptor	Mus musculus	EC50	=	16000.0	nM	PMID[469685]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	16000.0	nM	PMID[469685]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	4000.0	nM	PMID[469685]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	EC50	=	500.0	nM	PMID[469685]
NPT1168	Individual Protein	Mu opioid receptor	Mus musculus	EC50	=	160.0	nM	PMID[469685]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	=	133.48	nM	PMID[469692]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	EC50	=	478.0	nM	PMID[469692]
NPT613	Individual Protein	Solute carrier family 22 member 1	Homo sapiens	FC	=	0.9	n.a.	PMID[469694]
NPT613	Individual Protein	Solute carrier family 22 member 1	Homo sapiens	FC	=	0.8	n.a.	PMID[469694]
NPT613	Individual Protein	Solute carrier family 22 member 1	Homo sapiens	IC50	=	2003780.0	nM	PMID[469694]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	=	12.0	nM	PMID[469695]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	EC50	=	17.0	nM	PMID[469695]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Emax	=	100.0	%	PMID[469695]
NPT296	Individual Protein	Sigma opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[469695]
NPT296	Individual Protein	Sigma opioid receptor	Homo sapiens	Inhibition	<	50.0	%	PMID[469695]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	=	8.9	nM	PMID[469696]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	Ki	=	487.0	nM	PMID[469696]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	325.0	nM	PMID[469696]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	EC50	=	25.0	nM	PMID[469696]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Emax	=	137.0	%	PMID[469696]
NPT296	Individual Protein	Sigma opioid receptor	Homo sapiens	Inhibition	<	50.0	%	PMID[469698]
NPT296	Individual Protein	Sigma opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[469698]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Emax	=	100.0	%	PMID[469698]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	EC50	=	17.0	nM	PMID[469698]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	=	12.0	nM	PMID[469698]
NPT27	Others	Unspecified		Vdss	=	2.3	L.kg-1	PMID[469674]
NPT27	Others	Unspecified		Fu	=	0.55	n.a.	PMID[469674]
NPT35	Others	n.a.		pKa	=	8.53	n.a.	PMID[469674]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.5	umol.kg-1	PMID[469675]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	2.9	umol.kg-1	PMID[469675]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.37	mg.kg-1	PMID[469676]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	0.94	mg.kg-1	PMID[469676]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	0.38	mg.kg-1	PMID[469676]
NPT3602	Others	Opioid receptors; mu & delta	Rattus norvegicus	Selectivity ratio	=	25.0	n.a.	PMID[469676]
NPT2	Others	Unspecified		Selectivity ratio	=	61.0	n.a.	PMID[469676]
NPT605	Organism	Homo sapiens	Homo sapiens	CL	=	6.1	mL.min-1.kg-1	PMID[469677]
NPT605	Organism	Homo sapiens	Homo sapiens	CL_renal	=	1.1	mL.min-1.kg-1	PMID[469677]
NPT2	Others	Unspecified		Selectivity ratio	=	1.0	n.a.	PMID[469678]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Fu	=	0.55	n.a.	PMID[469679]
NPT27	Others	Unspecified		Vdss	=	2.5	L.kg-1	PMID[469679]
NPT27	Others	Unspecified		T1/2	=	5.5	hr	PMID[469679]
NPT27	Others	Unspecified		CL	=	6.1	mL.min-1.kg-1	PMID[469679]
NPT27	Others	Unspecified		MRT	=	6.8	hr	PMID[469679]
NPT27	Others	Unspecified		log10(%HIA +10)	=	1.845	n.a.	PMID[469680]
NPT614	Tissue	Plasma	Rattus norvegicus	Cp(f)	=	0.33	uM	PMID[469681]
NPT632	Tissue	Brain	Rattus norvegicus	Vdu	=	4.2	ml	PMID[469681]
NPT614	Tissue	Plasma	Rattus norvegicus	Fu	=	0.87	n.a.	PMID[469681]
NPT27	Others	Unspecified		BPR	=	3.77	n.a.	PMID[469681]
NPT27	Others	Unspecified		K(p,uu,brain)	=	1.03	n.a.	PMID[469681]
NPT614	Tissue	Plasma	Rattus norvegicus	K(p,uu,CSF)	=	0.65	n.a.	PMID[469681]
NPT902	Individual Protein	UDP-glucuronosyltransferase 1A4	Homo sapiens	Activity	=	0.0	pm/min/mg	PMID[469682]
NPT704	Individual Protein	UDP-glucuronosyltransferase 2B15	Homo sapiens	Activity	=	0.0	pm/min/mg	PMID[469682]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_bilirubinemia	=	0.0	n.a.	PMID[469683]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_cholecystitis	=	0.0	n.a.	PMID[469683]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_cholelithiasis	=	0.0	n.a.	PMID[469683]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_cirrhosis	=	0.0	n.a.	PMID[469683]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_elevated liver function tests	=	0.0	n.a.	PMID[469683]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_hepatic failure	=	0.0	n.a.	PMID[469683]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_hepatic necrosis	=	0.0	n.a.	PMID[469683]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_hepatitis	=	0.0	n.a.	PMID[469683]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_hepatomegaly	=	1.0	n.a.	PMID[469683]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_jaundice	=	0.0	n.a.	PMID[469683]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_liver disease	=	0.0	n.a.	PMID[469683]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_liver fatty	=	0.0	n.a.	PMID[469683]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_liver function tests abnormal	=	0.0	n.a.	PMID[469683]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	HepSE_Combined Scores	=	1.0	n.a.	PMID[469683]
NPT20913	TISSUE	Whole blood	Homo sapiens	Retention_time	=	2.67	min	PMID[469684]
NPT2	Others	Unspecified		Ratio EC50	=	32.0	n.a.	PMID[469685]
NPT2	Others	Unspecified		Ratio EC50	=	4.0	n.a.	PMID[469685]
NPT35	Others	n.a.		pKa	n.a.	8.53	n.a.	PMID[469686]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.3	mg.kg-1	PMID[469687]
NPT32	Organism	Mus musculus	Mus musculus	MPE	=	63.3	%	PMID[469688]
NPT32	Organism	Mus musculus	Mus musculus	MPE	=	66.9	%	PMID[469688]
NPT32	Organism	Mus musculus	Mus musculus	MPE	=	52.9	%	PMID[469688]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	0.9	%	PMID[469688]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	3.9	%	PMID[469688]
NPT32	Organism	Mus musculus	Mus musculus	UI	=	1.5	n.a.	PMID[469688]
NPT632	Tissue	Brain	Rattus norvegicus	Kp	=	2.78	n.a.	PMID[469689]
NPT632	Tissue	Brain	Rattus norvegicus	Vd	=	4.2	L.kg-1	PMID[469689]
NPT632	Tissue	Brain	Rattus norvegicus	Fu	=	0.66	n.a.	PMID[469689]
NPT35	Others	n.a.		pKa	=	9.1	n.a.	PMID[469689]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	K(p,uu,brain)	=	3.0	n.a.	PMID[469691]
NPT605	Organism	Homo sapiens	Homo sapiens	DILI_severity_class	=	0.0	n.a.	PMID[469693]
NPT35	Others	n.a.		Peff	=	17.9	ucm/s	PMID[469694]
NPT27	Others	Unspecified		Cmax	=	50.0	nM	PMID[469694]
NPT2	Others	Unspecified		Ratio	=	0.001	n.a.	PMID[469694]
NPT2	Others	Unspecified		Ratio	=	0.0003	n.a.	PMID[469694]
NPT27	Others	Unspecified		fCmax	=	0.03	uM	PMID[469694]
NPT27	Others	Unspecified		fCmax	=	1.06	uM	PMID[469694]
NPT2	Others	Unspecified		Ratio	=	0.00001	n.a.	PMID[469694]
NPT27	Others	Unspecified		fCmax	=	0.54	uM	PMID[469694]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	4.3	mg.kg-1	PMID[469695]
NPT4118	Protein Family	Cannabinoid receptor	Rattus norvegicus	Ki	>	10000.0	nM	PMID[469696]
NPT2	Others	Unspecified		Ratio Ki	=	55.0	n.a.	PMID[469696]
NPT2	Others	Unspecified		Ratio Ki	=	37.0	n.a.	PMID[469696]
NPT2	Others	Unspecified		EC50	=	51.0	nM	PMID[469696]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	43.0	g	PMID[469696]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	40.0	g	PMID[469696]
NPT2	Others	Unspecified		Emax	=	135.0	%	PMID[469696]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	20000.0	nM	PMID[469697]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	19952.62	nM	PMID[469697]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	51.0	%	PMID[469698]
NPT98	Individual Protein	HERG	Homo sapiens	Inhibition	<	50.0	%	PMID[469698]
NPT98	Individual Protein	HERG	Homo sapiens	IC50	>	10000.0	nM	PMID[469698]

☑ 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 NPC66909 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	299
0.1-0.2	1344
0.2-0.3	3452
0.3-0.4	9884
0.4-0.5	9047
0.5-0.6	8298
0.6-0.7	9880
0.7-0.8	465
0.8-0.85	21
0.85-0.9	1
0.9-0.95	1
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
0.9665	High Similarity	NPC64576
0.9665	High Similarity	NPC151470
0.9665	High Similarity	NPC254045
0.9665	High Similarity	NPC201055
0.9257	High Similarity	NPC115906
0.8994	High Similarity	NPC214629
0.8495	Intermediate Similarity	NPC196231
0.8482	Intermediate Similarity	NPC67346
0.8415	Intermediate Similarity	NPC298339
0.8385	Intermediate Similarity	NPC140577
0.8385	Intermediate Similarity	NPC43069
0.836	Intermediate Similarity	NPC174783
0.8352	Intermediate Similarity	NPC475780
0.829	Intermediate Similarity	NPC97086
0.8281	Intermediate Similarity	NPC474427
0.8238	Intermediate Similarity	NPC311781
0.822	Intermediate Similarity	NPC474432
0.822	Intermediate Similarity	NPC475713
0.8216	Intermediate Similarity	NPC305847
0.8196	Intermediate Similarity	NPC232533
0.8182	Intermediate Similarity	NPC180756
0.8182	Intermediate Similarity	NPC323443
0.8177	Intermediate Similarity	NPC293624
0.8172	Intermediate Similarity	NPC302449
0.8167	Intermediate Similarity	NPC124657
0.8122	Intermediate Similarity	NPC157958
0.8103	Intermediate Similarity	NPC243483
0.801	Intermediate Similarity	NPC244191
0.7979	Intermediate Similarity	NPC248642
0.7937	Intermediate Similarity	NPC156576
0.7919	Intermediate Similarity	NPC475747
0.7903	Intermediate Similarity	NPC329969
0.7889	Intermediate Similarity	NPC476500
0.7889	Intermediate Similarity	NPC126211
0.7876	Intermediate Similarity	NPC94499
0.7872	Intermediate Similarity	NPC126284
0.7853	Intermediate Similarity	NPC214116
0.7846	Intermediate Similarity	NPC279665
0.7828	Intermediate Similarity	NPC286135
0.7814	Intermediate Similarity	NPC3375
0.7814	Intermediate Similarity	NPC255607
0.7778	Intermediate Similarity	NPC220961
0.7778	Intermediate Similarity	NPC99179
0.7778	Intermediate Similarity	NPC149285
0.7766	Intermediate Similarity	NPC35680
0.776	Intermediate Similarity	NPC162694
0.7735	Intermediate Similarity	NPC476572
0.773	Intermediate Similarity	NPC12053
0.773	Intermediate Similarity	NPC205421
0.773	Intermediate Similarity	NPC81218
0.773	Intermediate Similarity	NPC158376
0.773	Intermediate Similarity	NPC474931
0.773	Intermediate Similarity	NPC306555
0.773	Intermediate Similarity	NPC145832
0.773	Intermediate Similarity	NPC117188
0.772	Intermediate Similarity	NPC237579
0.772	Intermediate Similarity	NPC141440
0.7716	Intermediate Similarity	NPC83019
0.7665	Intermediate Similarity	NPC204580
0.7654	Intermediate Similarity	NPC8337
0.7654	Intermediate Similarity	NPC85747
0.765	Intermediate Similarity	NPC226428
0.7637	Intermediate Similarity	NPC129603
0.7634	Intermediate Similarity	NPC150879
0.7634	Intermediate Similarity	NPC247389
0.7632	Intermediate Similarity	NPC118633
0.7632	Intermediate Similarity	NPC148693
0.7632	Intermediate Similarity	NPC294790
0.7632	Intermediate Similarity	NPC114364
0.7632	Intermediate Similarity	NPC320223
0.7626	Intermediate Similarity	NPC46744
0.7626	Intermediate Similarity	NPC124302
0.7626	Intermediate Similarity	NPC14622
0.7626	Intermediate Similarity	NPC215098
0.7626	Intermediate Similarity	NPC73020
0.7626	Intermediate Similarity	NPC70290
0.7624	Intermediate Similarity	NPC99659
0.7624	Intermediate Similarity	NPC80472
0.7624	Intermediate Similarity	NPC325871
0.7622	Intermediate Similarity	NPC212794
0.7622	Intermediate Similarity	NPC136508
0.7622	Intermediate Similarity	NPC13504
0.7622	Intermediate Similarity	NPC78222
0.7622	Intermediate Similarity	NPC306843
0.7622	Intermediate Similarity	NPC253043
0.7622	Intermediate Similarity	NPC96603
0.7622	Intermediate Similarity	NPC196447
0.7622	Intermediate Similarity	NPC477563
0.7614	Intermediate Similarity	NPC33256
0.7614	Intermediate Similarity	NPC470646
0.7606	Intermediate Similarity	NPC227683
0.7606	Intermediate Similarity	NPC239775
0.7602	Intermediate Similarity	NPC117717
0.7581	Intermediate Similarity	NPC24264
0.7581	Intermediate Similarity	NPC476432
0.7581	Intermediate Similarity	NPC219341
0.7568	Intermediate Similarity	NPC218614
0.7568	Intermediate Similarity	NPC324144
0.7568	Intermediate Similarity	NPC1229
0.7566	Intermediate Similarity	NPC2314
0.7562	Intermediate Similarity	NPC202771
0.7562	Intermediate Similarity	NPC328700
0.7562	Intermediate Similarity	NPC2173
0.7562	Intermediate Similarity	NPC119818
0.7553	Intermediate Similarity	NPC168753
0.7553	Intermediate Similarity	NPC118274
0.7551	Intermediate Similarity	NPC475754
0.755	Intermediate Similarity	NPC314100
0.755	Intermediate Similarity	NPC72788
0.755	Intermediate Similarity	NPC120671
0.755	Intermediate Similarity	NPC226652
0.754	Intermediate Similarity	NPC284842
0.7527	Intermediate Similarity	NPC16805
0.7527	Intermediate Similarity	NPC167546
0.7527	Intermediate Similarity	NPC302527
0.7527	Intermediate Similarity	NPC225774
0.7526	Intermediate Similarity	NPC128560
0.7526	Intermediate Similarity	NPC229166
0.7526	Intermediate Similarity	NPC199465
0.7523	Intermediate Similarity	NPC473458
0.7523	Intermediate Similarity	NPC471513
0.7513	Intermediate Similarity	NPC149090
0.7513	Intermediate Similarity	NPC476575
0.7513	Intermediate Similarity	NPC19520
0.7512	Intermediate Similarity	NPC476496
0.7512	Intermediate Similarity	NPC46990
0.75	Intermediate Similarity	NPC326895
0.75	Intermediate Similarity	NPC11708
0.75	Intermediate Similarity	NPC267408
0.75	Intermediate Similarity	NPC244554
0.7487	Intermediate Similarity	NPC474470
0.7474	Intermediate Similarity	NPC192135
0.7474	Intermediate Similarity	NPC477020
0.7474	Intermediate Similarity	NPC66341
0.7473	Intermediate Similarity	NPC233650
0.7464	Intermediate Similarity	NPC38964
0.7463	Intermediate Similarity	NPC476495
0.7463	Intermediate Similarity	NPC94687
0.7463	Intermediate Similarity	NPC106840
0.7462	Intermediate Similarity	NPC63152
0.7459	Intermediate Similarity	NPC81733
0.7459	Intermediate Similarity	NPC326316
0.7459	Intermediate Similarity	NPC27410
0.7459	Intermediate Similarity	NPC166014
0.7448	Intermediate Similarity	NPC329816
0.7447	Intermediate Similarity	NPC298979
0.7447	Intermediate Similarity	NPC210918
0.7447	Intermediate Similarity	NPC252960
0.7446	Intermediate Similarity	NPC315707
0.7446	Intermediate Similarity	NPC40389
0.7446	Intermediate Similarity	NPC78359
0.7446	Intermediate Similarity	NPC65490
0.7446	Intermediate Similarity	NPC148014
0.7433	Intermediate Similarity	NPC134858
0.7432	Intermediate Similarity	NPC477395
0.7424	Intermediate Similarity	NPC478093
0.7423	Intermediate Similarity	NPC116284
0.7423	Intermediate Similarity	NPC233718
0.7421	Intermediate Similarity	NPC225597
0.7421	Intermediate Similarity	NPC150131
0.7421	Intermediate Similarity	NPC470739
0.7421	Intermediate Similarity	NPC477640
0.7411	Intermediate Similarity	NPC82763
0.7409	Intermediate Similarity	NPC474507
0.7407	Intermediate Similarity	NPC83198
0.7407	Intermediate Similarity	NPC204908
0.7407	Intermediate Similarity	NPC266176
0.7407	Intermediate Similarity	NPC158148
0.7407	Intermediate Similarity	NPC290759
0.7407	Intermediate Similarity	NPC82533
0.7405	Intermediate Similarity	NPC59028
0.7405	Intermediate Similarity	NPC92191
0.7398	Intermediate Similarity	NPC230098
0.7398	Intermediate Similarity	NPC57036
0.7396	Intermediate Similarity	NPC241704
0.7396	Intermediate Similarity	NPC472638
0.7396	Intermediate Similarity	NPC472639
0.7393	Intermediate Similarity	NPC82056
0.7387	Intermediate Similarity	NPC478092
0.7387	Intermediate Similarity	NPC473589
0.7387	Intermediate Similarity	NPC30182
0.7387	Intermediate Similarity	NPC478091
0.7385	Intermediate Similarity	NPC302275
0.7385	Intermediate Similarity	NPC135772
0.7382	Intermediate Similarity	NPC232386
0.7382	Intermediate Similarity	NPC152680
0.7382	Intermediate Similarity	NPC190783
0.738	Intermediate Similarity	NPC476569
0.7378	Intermediate Similarity	NPC477396
0.7374	Intermediate Similarity	NPC226708
0.7373	Intermediate Similarity	NPC477397
0.7371	Intermediate Similarity	NPC473562
0.7371	Intermediate Similarity	NPC474506
0.7371	Intermediate Similarity	NPC32413
0.7368	Intermediate Similarity	NPC69712
0.7368	Intermediate Similarity	NPC477562
0.7368	Intermediate Similarity	NPC474475
0.7368	Intermediate Similarity	NPC26240
0.7366	Intermediate Similarity	NPC306902
0.7366	Intermediate Similarity	NPC477393

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 NPC66909 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	203
0.1-0.2	661
0.2-0.3	1169
0.3-0.4	2366
0.4-0.5	2461
0.5-0.6	1523
0.6-0.7	662
0.7-0.8	65
0.8-0.85	20
0.85-0.9	4
0.9-0.95	7
0.95-1	9

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD2973	Approved
1.0	High Similarity	NPD2974	Approved
1.0	High Similarity	NPD2975	Approved
0.9831	High Similarity	NPD4580	Approved
0.9775	High Similarity	NPD2494	Approved
0.9775	High Similarity	NPD2493	Approved
0.9665	High Similarity	NPD3452	Approved
0.9665	High Similarity	NPD3450	Approved
0.9613	High Similarity	NPD4582	Approved
0.9613	High Similarity	NPD4583	Approved
0.9558	High Similarity	NPD4004	Approved
0.9558	High Similarity	NPD4002	Approved
0.9257	High Similarity	NPD2971	Approved
0.9257	High Similarity	NPD2968	Approved
0.9162	High Similarity	NPD2488	Approved
0.9162	High Similarity	NPD2490	Approved
0.8634	High Similarity	NPD7906	Approved
0.8619	High Similarity	NPD4578	Approved
0.8619	High Similarity	NPD4577	Approved
0.8593	High Similarity	NPD7907	Approved
0.8579	High Similarity	NPD4663	Approved
0.8492	Intermediate Similarity	NPD4111	Phase 1
0.8492	Intermediate Similarity	NPD4665	Approved
0.849	Intermediate Similarity	NPD4040	Phase 1
0.8482	Intermediate Similarity	NPD3057	Approved
0.8475	Intermediate Similarity	NPD3051	Approved
0.8415	Intermediate Similarity	NPD3534	Clinical (unspecified phase)
0.8385	Intermediate Similarity	NPD3533	Approved
0.8385	Intermediate Similarity	NPD2972	Approved
0.8377	Intermediate Similarity	NPD4107	Approved
0.8325	Intermediate Similarity	NPD5676	Approved
0.8324	Intermediate Similarity	NPD2970	Approved
0.8324	Intermediate Similarity	NPD2969	Approved
0.8278	Intermediate Similarity	NPD4481	Phase 3
0.8238	Intermediate Similarity	NPD4482	Phase 3
0.8216	Intermediate Similarity	NPD7310	Approved
0.8216	Intermediate Similarity	NPD7311	Approved
0.8216	Intermediate Similarity	NPD7313	Approved
0.8216	Intermediate Similarity	NPD7312	Approved
0.8196	Intermediate Similarity	NPD2491	Approved
0.8177	Intermediate Similarity	NPD2489	Approved
0.8177	Intermediate Similarity	NPD27	Approved
0.8172	Intermediate Similarity	NPD7309	Approved
0.8103	Intermediate Similarity	NPD3448	Approved
0.7981	Intermediate Similarity	NPD7048	Phase 3
0.798	Intermediate Similarity	NPD7047	Phase 3
0.7971	Intermediate Similarity	NPD5619	Clinical (unspecified phase)
0.7923	Intermediate Similarity	NPD6997	Phase 2
0.7795	Intermediate Similarity	NPD7667	Clinical (unspecified phase)
0.7767	Intermediate Similarity	NPD5980	Discovery
0.7626	Intermediate Similarity	NPD4420	Approved
0.7612	Intermediate Similarity	NPD7497	Discontinued
0.7562	Intermediate Similarity	NPD5006	Approved
0.7562	Intermediate Similarity	NPD5005	Approved
0.755	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7526	Intermediate Similarity	NPD5190	Phase 2
0.7487	Intermediate Similarity	NPD6071	Discontinued
0.7474	Intermediate Similarity	NPD4603	Phase 2
0.7474	Intermediate Similarity	NPD42	Phase 2
0.7474	Intermediate Similarity	NPD6042	Phase 2
0.7458	Intermediate Similarity	NPD5241	Discontinued
0.7446	Intermediate Similarity	NPD2560	Approved
0.7446	Intermediate Similarity	NPD2563	Approved
0.7409	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7292	Intermediate Similarity	NPD8156	Discontinued
0.7253	Intermediate Similarity	NPD3639	Approved
0.7253	Intermediate Similarity	NPD3640	Phase 3
0.7253	Intermediate Similarity	NPD3641	Approved
0.7247	Intermediate Similarity	NPD4237	Approved
0.7247	Intermediate Similarity	NPD4236	Phase 3
0.7245	Intermediate Similarity	NPD8054	Approved
0.7245	Intermediate Similarity	NPD8053	Approved
0.7245	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.724	Intermediate Similarity	NPD8099	Discontinued
0.724	Intermediate Similarity	NPD8251	Approved
0.724	Intermediate Similarity	NPD8252	Approved
0.7238	Intermediate Similarity	NPD1754	Clinical (unspecified phase)
0.7234	Intermediate Similarity	NPD5709	Phase 3
0.7212	Intermediate Similarity	NPD7701	Phase 2
0.7211	Intermediate Similarity	NPD7315	Approved
0.7204	Intermediate Similarity	NPD6818	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD7296	Approved
0.7196	Intermediate Similarity	NPD4666	Phase 3
0.7189	Intermediate Similarity	NPD6385	Approved
0.7189	Intermediate Similarity	NPD6386	Approved
0.7181	Intermediate Similarity	NPD7831	Phase 2
0.7181	Intermediate Similarity	NPD7832	Clinical (unspecified phase)
0.7181	Intermediate Similarity	NPD7833	Phase 2
0.7179	Intermediate Similarity	NPD7038	Approved
0.7179	Intermediate Similarity	NPD7039	Approved
0.7157	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.715	Intermediate Similarity	NPD3808	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD4584	Approved
0.7135	Intermediate Similarity	NPD2898	Approved
0.7119	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD1753	Discontinued
0.7117	Intermediate Similarity	NPD6625	Approved
0.7112	Intermediate Similarity	NPD5772	Approved
0.7112	Intermediate Similarity	NPD5773	Approved
0.7097	Intermediate Similarity	NPD4772	Phase 2
0.7097	Intermediate Similarity	NPD4773	Phase 2
0.7095	Intermediate Similarity	NPD4664	Clinical (unspecified phase)
0.7086	Intermediate Similarity	NPD3109	Approved
0.7086	Intermediate Similarity	NPD3110	Approved
0.7083	Intermediate Similarity	NPD8051	Clinical (unspecified phase)
0.7075	Intermediate Similarity	NPD7827	Phase 1
0.7071	Intermediate Similarity	NPD6853	Approved
0.7071	Intermediate Similarity	NPD6851	Approved
0.7062	Intermediate Similarity	NPD2163	Approved
0.7056	Intermediate Similarity	NPD7549	Discontinued
0.7049	Intermediate Similarity	NPD3146	Approved
0.7049	Intermediate Similarity	NPD3688	Clinical (unspecified phase)
0.7044	Intermediate Similarity	NPD4363	Phase 3
0.7044	Intermediate Similarity	NPD4360	Phase 2
0.7041	Intermediate Similarity	NPD6297	Approved
0.7039	Intermediate Similarity	NPD4721	Approved
0.7039	Intermediate Similarity	NPD4726	Approved
0.7039	Intermediate Similarity	NPD4725	Approved
0.7033	Intermediate Similarity	NPD6783	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD3686	Approved
0.7027	Intermediate Similarity	NPD3687	Approved
0.7027	Intermediate Similarity	NPD4210	Discontinued
0.7026	Intermediate Similarity	NPD5313	Approved
0.7026	Intermediate Similarity	NPD3050	Clinical (unspecified phase)
0.7026	Intermediate Similarity	NPD5312	Approved
0.7021	Intermediate Similarity	NPD6668	Clinical (unspecified phase)
0.7016	Intermediate Similarity	NPD7201	Clinical (unspecified phase)
0.7011	Intermediate Similarity	NPD3647	Clinical (unspecified phase)
0.701	Intermediate Similarity	NPD4361	Phase 2
0.701	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7005	Intermediate Similarity	NPD7110	Phase 1
0.7005	Intermediate Similarity	NPD7109	Clinical (unspecified phase)
0.7005	Intermediate Similarity	NPD6072	Discontinued
0.6995	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6995	Remote Similarity	NPD5242	Approved
0.699	Remote Similarity	NPD8285	Discontinued
0.6984	Remote Similarity	NPD5978	Approved
0.6984	Remote Similarity	NPD5977	Approved
0.6984	Remote Similarity	NPD5616	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD7177	Discontinued
0.6973	Remote Similarity	NPD7427	Discontinued
0.697	Remote Similarity	NPD7132	Clinical (unspecified phase)
0.695	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.695	Remote Similarity	NPD5036	Approved
0.6944	Remote Similarity	NPD8404	Phase 2
0.6943	Remote Similarity	NPD5711	Approved
0.6943	Remote Similarity	NPD3787	Discontinued
0.6943	Remote Similarity	NPD5710	Approved
0.6939	Remote Similarity	NPD5095	Phase 3
0.6939	Remote Similarity	NPD5844	Phase 1
0.6939	Remote Similarity	NPD5096	Phase 3
0.6927	Remote Similarity	NPD5494	Approved
0.6927	Remote Similarity	NPD2904	Discontinued
0.6919	Remote Similarity	NPD5039	Approved
0.6915	Remote Similarity	NPD5038	Approved
0.6915	Remote Similarity	NPD3863	Clinical (unspecified phase)
0.6915	Remote Similarity	NPD5037	Approved
0.6906	Remote Similarity	NPD2897	Discontinued
0.6905	Remote Similarity	NPD8319	Approved
0.6905	Remote Similarity	NPD8320	Phase 1
0.6904	Remote Similarity	NPD4956	Approved
0.6902	Remote Similarity	NPD7212	Phase 2
0.6902	Remote Similarity	NPD7213	Phase 3
0.6897	Remote Similarity	NPD5525	Clinical (unspecified phase)
0.6895	Remote Similarity	NPD5353	Approved
0.6895	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.6891	Remote Similarity	NPD6107	Approved
0.6885	Remote Similarity	NPD3692	Discontinued
0.6885	Remote Similarity	NPD2677	Approved
0.6884	Remote Similarity	NPD3936	Clinical (unspecified phase)
0.6882	Remote Similarity	NPD6662	Clinical (unspecified phase)
0.6882	Remote Similarity	NPD4727	Phase 1
0.6878	Remote Similarity	NPD37	Approved
0.6875	Remote Similarity	NPD6776	Approved
0.6875	Remote Similarity	NPD6778	Approved
0.6875	Remote Similarity	NPD6782	Approved
0.6875	Remote Similarity	NPD6781	Approved
0.6875	Remote Similarity	NPD6777	Approved
0.6875	Remote Similarity	NPD6779	Approved
0.6875	Remote Similarity	NPD6780	Approved
0.6872	Remote Similarity	NPD6166	Phase 2
0.6872	Remote Similarity	NPD4575	Clinical (unspecified phase)
0.6872	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6872	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6868	Remote Similarity	NPD5177	Phase 3
0.6865	Remote Similarity	NPD7447	Phase 1
0.6859	Remote Similarity	NPD4966	Approved
0.6859	Remote Similarity	NPD4967	Phase 2
0.6859	Remote Similarity	NPD3882	Suspended
0.6859	Remote Similarity	NPD4581	Clinical (unspecified phase)
0.6859	Remote Similarity	NPD5019	Clinical (unspecified phase)
0.6859	Remote Similarity	NPD6788	Approved
0.6859	Remote Similarity	NPD4965	Approved
0.6853	Remote Similarity	NPD3933	Discontinued
0.6848	Remote Similarity	NPD6666	Approved
0.6848	Remote Similarity	NPD6667	Approved
0.6842	Remote Similarity	NPD2978	Approved
0.6842	Remote Similarity	NPD2977	Approved
0.6842	Remote Similarity	NPD4585	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