NPASS Compound

Structure

NPC485314 OpenBabel06302216152D 26 29 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 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7891 5.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 6.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 6.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4071 5.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 1.5055 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 1.7321 -0.0000 0.0000 O 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 0.0000 1.0000 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 -1.7321 1.0000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 18 1 0 0 0 0 3 2 1 1 0 0 0 3 4 1 0 0 0 0 3 12 1 0 0 0 0 4 5 1 0 0 0 0 6 5 1 6 0 0 0 6 10 1 0 0 0 0 6 7 1 0 0 0 0 6 11 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 12 11 1 6 0 0 0 12 13 1 0 0 0 0 13 17 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 18 19 2 0 0 0 0 18 20 1 0 0 0 0 20 21 1 0 0 0 0 21 26 2 0 0 0 0 21 22 1 0 0 0 0 22 23 2 0 0 0 0 23 24 1 0 0 0 0 24 25 2 0 0 0 0 25 26 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	356.16
Volume:	371.599
LogP:	4.852
LogD:	3.862
LogS:	-5.537
# Rotatable Bonds:	8
TPSA:	46.15
# H-Bond Aceptor:	5
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.664
Synthetic Accessibility Score:	2.862
Fsp3:	0.333
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.545
MDCK Permeability:	2.47017578658415e-05
Pgp-inhibitor:	0.965
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.072

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.04
Plasma Protein Binding (PPB):	100.4090347290039%
Volume Distribution (VD):	0.699
Pgp-substrate:	1.4328128099441528%

ADMET: Metabolism

CYP1A2-inhibitor:	0.937
CYP1A2-substrate:	0.655
CYP2C19-inhibitor:	0.973
CYP2C19-substrate:	0.685
CYP2C9-inhibitor:	0.904
CYP2C9-substrate:	0.908
CYP2D6-inhibitor:	0.975
CYP2D6-substrate:	0.946
CYP3A4-inhibitor:	0.97
CYP3A4-substrate:	0.826

ADMET: Excretion

Clearance (CL):	13.321
Half-life (T1/2):	0.451

ADMET: Toxicity

hERG Blockers:	0.06
Human Hepatotoxicity (H-HT):	0.15
Drug-inuced Liver Injury (DILI):	0.454
AMES Toxicity:	0.03
Rat Oral Acute Toxicity:	0.012
Maximum Recommended Daily Dose:	0.873
Skin Sensitization:	0.885
Carcinogencity:	0.955
Eye Corrosion:	0.003
Eye Irritation:	0.026
Respiratory Toxicity:	0.134

Download Data

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

Natural Product: NPC485314

Natural Product ID:	NPC485314
*Common Name:**	PGZRDDYTKFZSFR-ONTIZHBOSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	PGZRDDYTKFZSFR-ONTIZHBOSA-N
Standard InCHI:	InChI=1S/C22H32N2O2/c1-23(21(25)16-18-8-3-2-4-9-18)19-10-12-22(11-7-15-26-22)17-20(19)24-13-5-6-14-24/h2-4,8-9,19-20H,5-7,10-17H2,1H3/t19-,20-,22-/m0/s1
SMILES:	CN([C@H]1CC[C@@]2(CCCO2)C[C@@H]1N1CCCC1)C(=O)Cc1ccccc1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	105104
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0002363] Phenylacetamides

*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
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14510607]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15987194]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16441078]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16621556]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16945525]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17190459]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17580847]
NPO11351	Stephania japonica	Species	Menispermaceae	Eukaryota	Aerial parts	n.a.	n.a.	PMID[20426456]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21338114]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25193297]
NPO11351	Stephania japonica	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9392886]
NPO11351	Stephania japonica	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11351	Stephania japonica	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11351	Stephania japonica	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11351	Stephania japonica	Species	Menispermaceae	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	33
ED50	5
IC50	20
Kd	10
Ki	70
Others	12

Activity Type	# Activity
Individual Protein	128
Organism	7
Others	13
Protein Family	1
TISSUE	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	IC50	=	2.0	nM	PMID[11755353]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	5844.0	nM	PMID[11755353]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	IC50	=	248.0	nM	PMID[11755353]
NPT1168	Individual Protein	Mu opioid receptor	Mus musculus	Ki	=	1.18	nM	PMID[7932569]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	ED50	=	684.0	nM	PMID[11300879]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	ED50	=	1980.0	nM	PMID[11300879]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	ED50	=	2142.0	nM	PMID[11300879]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	1760.0	nM	PMID[8071934]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	5000.0	nM	PMID[8071934]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	IC50	=	2.1	nM	PMID[8071934]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	1.89	nM	PMID[12930147]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	1.11	nM	PMID[12930147]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	Ki	=	1880.0	nM	PMID[12930147]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	>	1000.0	nM	PMID[12930147]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[12930147]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	>	1000.0	nM	PMID[12930147]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	1.06	nM	PMID[1361580]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	Ki	=	551.0	nM	PMID[1361580]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	1.778	nM	PMID[8632410]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	Ki	>	5000.0	nM	PMID[14998329]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	=	7250.0	nM	PMID[14998329]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	4.8	nM	PMID[14998329]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[12672258]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	0.3	nM	PMID[12672258]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	=	1145.0	nM	PMID[12672258]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	>	10000.0	nM	PMID[12672258]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	26.1	nM	PMID[12672258]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	EC50	>	10000.0	nM	PMID[12672258]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Kd	=	4.3	nM	PMID[2845084]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	1.4	nM	PMID[10753461]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	1.4	nM	PMID[10753461]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	2.4	nM	PMID[10753461]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	3.0	nM	PMID[10753461]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	2.0	nM	PMID[10753461]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	Kd	=	684.0	nM	PMID[10571174]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Kd	=	1980.0	nM	PMID[10571174]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Kd	=	4894.0	nM	PMID[10571174]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	Kd	=	2142.0	nM	PMID[10571174]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	7.3	nM	PMID[2832603]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	Ki	=	52.0	nM	PMID[2832603]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	1760.0	nM	PMID[7853350]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	4970.0	nM	PMID[7853350]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	IC50	=	2.1	nM	PMID[7853350]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	IC50	=	2.0	nM	PMID[12643930]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	ED50	=	24.0	nM	PMID[12643930]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	5800.0	nM	PMID[12643930]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	IC50	=	250.0	nM	PMID[12643930]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	IC50	=	0.63	nM	PMID[9873480]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	Kd	=	684.0	nM	PMID[10612597]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Kd	=	1980.0	nM	PMID[10612597]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Kd	=	4894.0	nM	PMID[10612597]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	Kd	=	2142.0	nM	PMID[10612597]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ratio	=	15.9	n.a.	PMID[16650985]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	64.3	nM	PMID[16650985]
NPT5343	Individual Protein	Nociceptin receptor	Cavia porcellus	Ki	=	1099.0	nM	PMID[16777416]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	0.7	nM	PMID[16777416]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	1358.0	nM	PMID[16777416]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	Ki	=	692.0	nM	PMID[16777416]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	207.0	nM	PMID[17580847]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	330.0	nM	PMID[17904842]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	2.25	nM	PMID[17904842]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	207.0	nM	PMID[16441078]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	6.6	nM	PMID[16441078]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	11.0	nM	PMID[18637671]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	0.97	nM	PMID[20441176]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	80.0	nM	PMID[20441176]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	IC50	=	8.0	nM	PMID[20426456]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	0.475	nM	PMID[20478711]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[21866885]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[21866885]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	1.6	nM	PMID[21866885]
NPT5971	Individual Protein	Nociceptin receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[21866885]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	=	2370.0	nM	PMID[22341895]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	12540.0	nM	PMID[22341895]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	3.5	nM	PMID[22341895]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	12.5	nM	PMID[22464684]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	26.1	nM	PMID[23134120]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[23134120]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	=	1145.0	nM	PMID[23134120]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	0.3	nM	PMID[23134120]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	28.1	nM	PMID[23200250]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	1.37	nM	PMID[23200250]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	Ki	=	391.0	nM	PMID[23200250]
NPT1168	Individual Protein	Mu opioid receptor	Mus musculus	Ki	=	548.0	nM	PMID[23200250]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	3.5	nM	PMID[23618710]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	>	12000.0	nM	PMID[23618710]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	>	2000.0	nM	PMID[23618710]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	12540.0	nM	PMID[23880358]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	=	2370.0	nM	PMID[23880358]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	3.5	nM	PMID[23880358]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	534.0	nM	PMID[24613457]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	1.05	nM	PMID[24657054]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	60.14	nM	PMID[24657054]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	0.97	nM	PMID[25062506]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	12.0	nM	PMID[25062506]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	0.88	nM	PMID[24856182]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	80.0	nM	PMID[24856182]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	0.8	nM	PMID[25426797]
NPT1168	Individual Protein	Mu opioid receptor	Mus musculus	Ki	>	1000.0	nM	PMID[25248680]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	Ki	>	1000.0	nM	PMID[25248680]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	1.37	nM	PMID[25248680]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	8.03	nM	PMID[25248680]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	5.7	nM	PMID[25221662]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	EC50	=	7.7	nM	PMID[25221662]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	12.0	nM	PMID[25147605]
NPT1168	Individual Protein	Mu opioid receptor	Mus musculus	Ki	>	1000.0	nM	PMID[25147605]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	1.37	nM	PMID[25147605]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	Ki	>	1000.0	nM	PMID[25147605]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	28.1	nM	PMID[25283554]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	>	2000.0	nM	PMID[25599950]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	>	12000.0	nM	PMID[25599950]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	3.5	nM	PMID[25599950]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Kd	=	1.0	nM	PMID[25593096]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	28.1	nM	PMID[26346669]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	0.97	nM	DOI[10.1039/C5MD00414D]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	12.0	nM	DOI[10.1039/C5MD00414D]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	1.1	nM	PMID[28011222]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	0.97	nM	PMID[28218838]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	5.3	nM	PMID[28218838]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Activity	=	100.0	%	PMID[28218838]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	3.98	nM	PMID[28314512]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	0.97	nM	DOI[10.1039/C6MD00441E]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	52.0	nM	PMID[29426768]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	2.6	nM	PMID[29426768]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	5.4	nM	PMID[29939744]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	205.0	nM	PMID[29939744]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	131.0	nM	PMID[29939744]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	=	0.97	nM	PMID[30543421]
NPT2	Others	Unspecified		IC50	=	140.0	nM	PMID[8071934]
NPT3602	Others	Opioid receptors; mu & delta	Rattus norvegicus	Ratio	<	1.5	n.a.	PMID[14998329]
NPT2	Others	Unspecified		Ratio	<	0.01	n.a.	PMID[14998329]
NPT2	Others	Unspecified		Ki	=	2.4	nM	PMID[10753461]
NPT2	Others	Unspecified		Ki	=	3.0	nM	PMID[10753461]
NPT2	Others	Unspecified		Ki	=	2.0	nM	PMID[10753461]
NPT4390	Others	Opioid receptors; mu & kappa	Homo sapiens	Ratio	=	7.1	n.a.	PMID[2832603]
NPT4389	Protein Family	Opioid receptors; mu/kappa/delta	Homo sapiens	IC50	=	139.0	nM	PMID[7853350]
NPT938	Organism	Cavia porcellus	Cavia porcellus	EC50	=	2.2	nM	DOI[10.1016/0960-894X(95)00325-N]
NPT32	Organism	Mus musculus	Mus musculus	EC50	=	28.0	nM	DOI[10.1016/0960-894X(95)00325-N]
NPT2	Others	Unspecified		Ratio Ki	=	292.0	n.a.	PMID[20478711]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	19952.62	nM	PMID[19734910]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	7943.28	nM	PMID[19734910]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	10000.0	nM	PMID[19734910]
NPT2	Others	Unspecified		Ratio Ki	=	50.0	n.a.	PMID[21866885]
NPT2	Others	Unspecified		Ratio Ki	>	30000.0	n.a.	PMID[23134120]
NPT2	Others	Unspecified		Ratio Ki	=	3817.0	n.a.	PMID[23134120]
NPT2	Others	Unspecified		Ratio Ki	=	285.4	n.a.	PMID[23200250]
NPT2	Others	Unspecified		Ratio Ki	=	400.0	n.a.	PMID[23200250]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	1.81	mg.kg-1	PMID[31834797]
NPT27528	TISSUE	Brain	Homo sapiens	Activity	=	13.4	%	PMID[16650985]

☑ 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 NPC485314 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	153
0.1-0.2	943
0.2-0.3	3815
0.3-0.4	20881
0.4-0.5	14052
0.5-0.6	2385
0.6-0.7	423
0.7-0.8	44
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID

Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC485314 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	127
0.1-0.2	476
0.2-0.3	755
0.3-0.4	2432
0.4-0.5	3759
0.5-0.6	1316
0.6-0.7	253
0.7-0.8	32
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

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