NPASS Compound

Structure

NPC488040 OpenBabel06302215192D 44 46 0 0 1 0 0 0 0 0999 V2000 -2.3431 3.3923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1693 3.9556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2684 4.3895 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 -4.1443 2.2669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0751 1.9016 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0724 1.9763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9384 2.4763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5017 3.3026 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.6507 4.2914 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.6479 4.3661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2113 3.5399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7774 2.6389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3407 1.8127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3379 1.8874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.7718 2.7884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2085 3.6146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3560 5.2470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6758 5.9800 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.7449 6.3454 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.8940 7.3342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1121 7.9577 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8249 7.6995 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7477 6.2706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0147 6.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9703 7.2456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8817 5.7706 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.3184 4.9444 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -8.2220 5.7470 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6186 1.7433 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5810 1.4407 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 N 0 0 0 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 -0.8660 2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 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 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 28 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 4 5 1 0 0 0 0 4 32 1 1 0 0 0 5 6 2 3 0 0 0 5 31 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 2 3 0 0 0 8 30 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 6 0 0 0 10 18 1 0 0 0 0 11 12 1 0 0 0 0 12 17 2 0 0 0 0 12 13 1 0 0 0 0 13 14 2 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 18 19 2 3 0 0 0 18 29 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 1 0 0 0 20 24 1 0 0 0 0 21 22 2 0 0 0 0 21 23 1 0 0 0 0 24 25 1 0 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 27 28 1 0 0 0 0 32 33 2 3 0 0 0 33 34 1 0 0 0 0 33 44 1 0 0 0 0 34 35 1 0 0 0 0 34 43 1 1 0 0 0 35 36 1 0 0 0 0 36 41 2 0 0 0 0 36 37 1 0 0 0 0 37 38 2 0 0 0 0 38 39 1 0 0 0 0 39 40 2 0 0 0 0 39 42 1 0 0 0 0 40 41 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	645.23
Volume:	626.299
LogP:	1.861
LogD:	1.051
LogS:	-2.484
# Rotatable Bonds:	8
TPSA:	199.95
# H-Bond Aceptor:	12
# H-Bond Donor:	8
# Rings:	3
# Heavy Atoms:	14

MedChem Properties

QED Drug-Likeness Score:	0.214
Synthetic Accessibility Score:	4.732
Fsp3:	0.433
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.87
MDCK Permeability:	4.4098225771449506e-05
Pgp-inhibitor:	0.002
Pgp-substrate:	0.633
Human Intestinal Absorption (HIA):	0.667
20% Bioavailability (F20%):	0.163
30% Bioavailability (F30%):	0.063

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.021
Plasma Protein Binding (PPB):	58.05643844604492%
Volume Distribution (VD):	0.234
Pgp-substrate:	55.7259635925293%

ADMET: Metabolism

CYP1A2-inhibitor:	0.003
CYP1A2-substrate:	0.017
CYP2C19-inhibitor:	0.107
CYP2C19-substrate:	0.046
CYP2C9-inhibitor:	0.215
CYP2C9-substrate:	0.193
CYP2D6-inhibitor:	0.043
CYP2D6-substrate:	0.146
CYP3A4-inhibitor:	0.199
CYP3A4-substrate:	0.053

ADMET: Excretion

Clearance (CL):	3.69
Half-life (T1/2):	0.834

ADMET: Toxicity

hERG Blockers:	0.101
Human Hepatotoxicity (H-HT):	0.081
Drug-inuced Liver Injury (DILI):	0.008
AMES Toxicity:	0.022
Rat Oral Acute Toxicity:	0.104
Maximum Recommended Daily Dose:	0.014
Skin Sensitization:	0.315
Carcinogencity:	0.014
Eye Corrosion:	0.003
Eye Irritation:	0.004
Respiratory Toxicity:	0.888

Download Data

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

Natural Product: NPC488040

Natural Product ID:	NPC488040
*Common Name:**	MCMMCRYPQBNCPH-DVKRWUGUSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	MCMMCRYPQBNCPH-DVKRWUGUSA-N
Standard InCHI:	InChI=1S/C30H39N5O7S2/c1-29(2)23(34-25(38)20(31)14-18-10-12-19(36)13-11-18)27(40)32-16-22(37)33-21(15-17-8-6-5-7-9-17)26(39)35-24(28(41)42)30(3,4)44-43-29/h5-13,20-21,23-24,36H,14-16,31H2,1-4H3,(H,32,40)(H,33,37)(H,34,38)(H,35,39)(H,41,42)/t20-,21+,23-,24-/m0/s1
SMILES:	CC1(C)[C@H](C(=NCC(=N[C@H](Cc2ccccc2)C(=N[C@@H](C(=O)O)C(C)(C)SS1)O)O)O)N=C([C@H](Cc1ccc(cc1)O)N)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	44299404
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0000013] Amino acids, peptides, and analogues [CHEMONTID:0000348] Peptides [CHEMONTID:0004831] Oligopeptides

*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
NPO40838	Elaeocarpus habbemensis	Species	Elaeocarpaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[17388627]
NPO11351	Stephania japonica	Species	Menispermaceae	Eukaryota	Aerial parts	n.a.	n.a.	PMID[20426456]
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]
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	32
ED50	7
IC50	98
Kd	2
Ki	51
MIC	1
Others	37
Potency	2

Activity Type	# Activity
Individual Protein	185
Organism	19
Others	23
Protein Family	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	4.1	nM	PMID[1648137]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	7300.0	nM	PMID[1648137]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	IC50	=	5.83	nM	PMID[1648137]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	IC50	=	619.0	nM	PMID[1648137]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	IC50	=	609.0	nM	PMID[9822547]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	IC50	=	1.6	nM	PMID[9822547]
NPT1168	Individual Protein	Mu opioid receptor	Mus musculus	Ki	=	2.95	nM	PMID[7932569]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	>	1000.0	nM	PMID[8071934]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	1.8	nM	PMID[8071934]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	IC50	>	1000.0	nM	PMID[8071934]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	7300.0	nM	PMID[8831778]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	4.1	nM	PMID[8831778]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	7300.0	nM	PMID[8642567]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	4.1	nM	PMID[8642567]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	609.0	nM	PMID[8021915]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	1.6	nM	PMID[8021915]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	EC50	=	7300.0	nM	PMID[8021915]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	EC50	=	4.1	nM	PMID[8021915]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	1760.0	nM	PMID[7996538]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	5000.0	nM	PMID[7996538]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	IC50	=	2.1	nM	PMID[7996538]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	Ratio	=	5.0	n.a.	PMID[8394935]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	Ratio	=	1.4	n.a.	PMID[8394935]
NPT1168	Individual Protein	Mu opioid receptor	Mus musculus	Ratio	=	1.4	n.a.	PMID[8394935]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ratio	=	1.0	n.a.	PMID[8394935]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	Ratio	=	3.8	n.a.	PMID[8394935]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	7300.0	nM	PMID[7739011]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	4.1	nM	PMID[7739011]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	5.81	nM	PMID[14998329]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	11600.0	nM	PMID[14998329]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	1.7	nM	PMID[12672258]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[12672258]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	=	504.0	nM	PMID[12672258]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	1.3	nM	PMID[12672258]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	>	10000.0	nM	PMID[12672258]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	EC50	>	10000.0	nM	PMID[12672258]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[9651168]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	2.2	nM	PMID[9651168]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[9651168]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	Ki	=	810.0	nM	PMID[1315870]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	3.98	nM	PMID[1315870]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	>	10000.0	nM	PMID[1315870]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	IC50	=	385.0	nM	PMID[2537426]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	IC50	=	3.0	nM	PMID[2537426]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	10000.0	nM	PMID[2828622]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	=	873.0	nM	PMID[2828622]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	Ki	=	10.9	nM	PMID[2828622]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	Kd	=	577.0	nM	PMID[10571174]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	Ki	=	810.0	nM	PMID[1333014]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	3.98	nM	PMID[1333014]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	>	10000.0	nM	PMID[1333014]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	>	1000.0	nM	PMID[7853350]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	1.8	nM	PMID[7853350]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	IC50	>	1000.0	nM	PMID[7853350]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	7300.0	nM	PMID[9057856]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	5.1	nM	PMID[9057856]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	IC50	=	610.0	nM	PMID[13678399]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	IC50	=	1.6	nM	PMID[13678399]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	EC50	=	7300.0	nM	PMID[13678399]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	EC50	=	4.1	nM	PMID[13678399]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	3.5	nM	PMID[11906279]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	=	873.0	nM	PMID[2845081]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	Ki	=	10.9	nM	PMID[2845081]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	7300.0	nM	PMID[8201592]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	4.1	nM	PMID[8201592]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	IC50	=	620.0	nM	PMID[8201592]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	IC50	=	8.5	nM	PMID[8201592]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	Ratio	=	1800.0	n.a.	PMID[8201592]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ratio	=	73.0	n.a.	PMID[8201592]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	=	943.0	nM	PMID[8230106]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Potency	=	0.01	n.a.	PMID[8230106]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	Ki	=	16.4	nM	PMID[8230106]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	Potency	=	0.154	n.a.	PMID[8230106]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	IC50	=	1300.0	nM	PMID[1851843]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	IC50	=	5.8	nM	PMID[1851843]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	5500.0	nM	PMID[1851843]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	2.65	nM	PMID[1851843]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	=	2018.0	nM	PMID[1311764]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	Ki	=	17.7	nM	PMID[1311764]
NPT5130	Individual Protein	Mu opioid receptor	Bos taurus	Ki	=	82.0	nM	PMID[1315868]
NPT5130	Individual Protein	Mu opioid receptor	Bos taurus	Ki	=	460.0	nM	PMID[1315868]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	2.9	nM	PMID[1315868]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	>	350.0	nM	PMID[1315868]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	>	350.0	nM	PMID[1315868]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	IC50	=	0.63	nM	PMID[9873480]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	IC50	=	4.0	nM	PMID[9873480]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	Kd	=	577.0	nM	PMID[10612597]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	IC50	=	10.0	nM	PMID[9397176]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	IC50	=	3700.0	nM	PMID[9397176]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	2.5	nM	PMID[9397176]
NPT1168	Individual Protein	Mu opioid receptor	Mus musculus	IC50	=	2700.0	nM	PMID[9397176]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	7300.0	nM	PMID[1320122]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	4.1	nM	PMID[1320122]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	IC50	=	609.0	nM	PMID[1320122]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	IC50	=	1.6	nM	PMID[1320122]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	IC50	=	5.83	nM	PMID[1320122]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ratio	=	380.0	n.a.	PMID[1320122]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[12166947]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	2.2	nM	PMID[12166947]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[12166947]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	7300.0	nM	PMID[12166947]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	4.1	nM	PMID[12166947]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	IC50	>	50000.0	nM	PMID[12699389]
NPT1455	Individual Protein	P-glycoprotein 3	Mus musculus	IC50	>	50000.0	nM	PMID[12699389]
NPT1456	Individual Protein	P-glycoprotein 1	Mus musculus	IC50	>	50000.0	nM	PMID[12699389]
NPT1455	Individual Protein	P-glycoprotein 3	Mus musculus	Ratio	=	0.8	n.a.	PMID[12699389]
NPT1455	Individual Protein	P-glycoprotein 3	Mus musculus	Ratio	=	0.6	n.a.	PMID[12699389]
NPT1455	Individual Protein	P-glycoprotein 3	Mus musculus	Ratio	=	0.9	n.a.	PMID[12699389]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	4.1	nM	PMID[8289188]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	7300.0	nM	PMID[8289188]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	IC50	=	5.8	nM	PMID[8289188]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	IC50	=	620.0	nM	PMID[8289188]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	7300.0	nM	PMID[8035418]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	5.1	nM	PMID[8035418]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	IC50	=	5.25	nM	PMID[2153205]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	IC50	=	609.0	nM	PMID[2153205]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ratio	=	116.0	n.a.	PMID[2153205]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	1.585	nM	PMID[16509592]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	1.6	nM	PMID[16509592]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	1.585	nM	PMID[16686530]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	1.6	nM	PMID[16686530]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	1.2	nM	PMID[17388627]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	1.12	nM	PMID[17451272]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	1.585	nM	PMID[17516639]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	1.6	nM	PMID[17516639]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	Activity	=	0.59	n.a.	PMID[17367120]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	Activity	=	487.0	nM	PMID[17367120]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	1.2	nM	PMID[18039010]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	1.6	nM	PMID[18266313]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	IC50	=	6.0	nM	PMID[1317407]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	1.6	nM	PMID[18821747]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	1.585	nM	PMID[18821747]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	1.12	nM	PMID[16989522]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	16.0	nM	PMID[18637671]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	10.0	nM	PMID[18588282]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	2.951	nM	PMID[19473027]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	1.6	nM	PMID[20560643]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	=	610.0	nM	PMID[20560643]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	1.6	nM	PMID[20560643]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	1.585	nM	PMID[20560643]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	2.5	nM	PMID[20560643]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	2720.0	nM	PMID[20560643]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	15.0	nM	PMID[19683449]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	1.2	nM	PMID[20426456]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	0.5	nM	PMID[20617791]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	=	610.0	nM	PMID[20617791]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	2.5	nM	PMID[20617791]
NPT1074	Individual Protein	Mu opioid receptor	Cavia porcellus	IC50	=	2720.0	nM	PMID[20617791]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	=	2120.0	nM	PMID[20599386]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	Ki	=	2.72	nM	PMID[20599386]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	>	5000.0	nM	PMID[20599386]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	0.14	nM	PMID[20599386]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	1.585	nM	PMID[21128594]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	1.6	nM	PMID[21128594]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	1.39	nM	PMID[21621410]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	1.77	nM	PMID[21621410]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	=	504.0	nM	PMID[21866885]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	1.24	nM	PMID[21866885]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[21866885]
NPT5971	Individual Protein	Nociceptin receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[21866885]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	0.14	nM	PMID[21978284]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	3.3	nM	PMID[22995061]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	ED50	=	6.81	nM	PMID[22325949]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	IC50	=	2.02	nM	PMID[22325949]
NPT1075	Individual Protein	Kappa opioid receptor	Cavia porcellus	Ki	>	10000.0	nM	PMID[22325949]
NPT3600	Individual Protein	Delta opioid receptor	Rattus norvegicus	Ki	=	8.39	nM	PMID[22325949]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	=	2820.0	nM	PMID[22325949]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	0.557	nM	PMID[23477419]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	6.34	nM	PMID[23659286]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	EC50	=	2.05	nM	PMID[24103580]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	IC50	=	0.9	nM	PMID[25087049]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	3.3	nM	PMID[25051243]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	Ki	=	0.9	nM	PMID[25248680]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	9.29	nM	PMID[25248680]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	1.41	nM	PMID[25513968]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	0.8	nM	PMID[25559207]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	=	15.85	nM	PMID[26005537]
NPT1258	Others	Opioid receptors; mu & delta	Homo sapiens	Ratio	=	116.0	n.a.	PMID[1648137]
NPT32	Organism	Mus musculus	Mus musculus	IC50	=	4.11	nM	PMID[10206545]
NPT2	Others	Unspecified		IC50	>	1000.0	nM	PMID[8071934]
NPT2	Others	Unspecified		Ratio	=	1800.0	n.a.	PMID[8642567]
NPT4389	Protein Family	Opioid receptors; mu/kappa/delta	Homo sapiens	IC50	=	140.0	nM	PMID[7996538]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	11.5	nM mouse-1	PMID[8394935]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	54.0	ug	PMID[9651168]
NPT1258	Others	Opioid receptors; mu & delta	Homo sapiens	Ratio	=	204.0	n.a.	PMID[1315870]
NPT1258	Others	Opioid receptors; mu & delta	Homo sapiens	Ratio	=	117.0	n.a.	PMID[2537426]
NPT32	Organism	Mus musculus	Mus musculus	IC50	=	4.3	nM	PMID[2537426]
NPT938	Organism	Cavia porcellus	Cavia porcellus	IC50	=	16240.0	nM	PMID[2537426]
NPT2	Others	Unspecified		Ratio	=	3810.0	n.a.	PMID[2537426]
NPT1258	Others	Opioid receptors; mu & delta	Homo sapiens	IC50	=	2.5	nM	PMID[2828622]
NPT3602	Others	Opioid receptors; mu & delta	Rattus norvegicus	Ratio	=	0.012	n.a.	PMID[2828622]
NPT4389	Protein Family	Opioid receptors; mu/kappa/delta	Homo sapiens	IC50	>	1000.0	nM	PMID[7853350]
NPT2	Others	Unspecified		Ratio	=	1800.0	n.a.	PMID[9057856]
NPT2863	Protein Family	Opioid receptor	Mus musculus	IC50	=	2.8	nM	PMID[1333013]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	0.9	nM	PMID[1333013]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	4.0	nM	PMID[1333013]
NPT938	Organism	Cavia porcellus	Cavia porcellus	IC50	=	10000.0	nM	PMID[2845081]
NPT32	Organism	Mus musculus	Mus musculus	IC50	=	2.5	nM	PMID[2845081]
NPT3602	Others	Opioid receptors; mu & delta	Rattus norvegicus	Ratio	=	0.012	n.a.	PMID[2845081]
NPT2	Others	Unspecified		Ratio	=	0.00025	n.a.	PMID[2845081]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	55.0	%	PMID[8642554]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	5.0	%	PMID[8642554]
NPT32	Organism	Mus musculus	Mus musculus	EC50	=	2.8	nM	DOI[10.1016/0960-894X(95)00325-N]
NPT2	Others	Unspecified		Ratio	=	224.0	n.a.	PMID[1851843]
NPT2	Others	Unspecified		Ratio	=	2075.0	n.a.	PMID[1851843]
NPT32	Organism	Mus musculus	Mus musculus	EC50	=	12.9	nM	PMID[1311764]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.4	ug	PMID[1311764]
NPT1258	Others	Opioid receptors; mu & delta	Homo sapiens	Ratio	=	370.0	n.a.	PMID[9397176]
NPT1258	Others	Opioid receptors; mu & delta	Homo sapiens	Ratio	=	1100.0	n.a.	PMID[9397176]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	130.0	nM	PMID[12166947]
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	Activity	=	4.0	nM/mg*min	PMID[12699389]
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	Inhibition	=	0.0	%	PMID[12699389]
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	IC50	>	50000.0	nM	PMID[12699389]
NPT2	Others	Unspecified		Ratio	=	1800.0	n.a.	PMID[8035418]
NPT32	Organism	Mus musculus	Mus musculus	IC50	=	5.81	nM	PMID[2153205]
NPT938	Organism	Cavia porcellus	Cavia porcellus	IC50	=	11600.0	nM	PMID[2153205]
NPT938	Organism	Cavia porcellus	Cavia porcellus	Ratio	=	2000.0	n.a.	PMID[2153205]
NPT2	Others	Unspecified		Ki	=	2.2	nM	PMID[18983139]
NPT2	Others	Unspecified		IC50	=	3.7	nM	PMID[18983139]
NPT2	Others	Unspecified		Ki	=	370.0	nM	PMID[20560643]
NPT2	Others	Unspecified		Ratio IC50	=	380.0	n.a.	PMID[20617791]
NPT2	Others	Unspecified		Ratio Ki	=	50.0	n.a.	PMID[21866885]
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	Activity	=	0.0	%	PMID[12699389]
NPT2	Others	Unspecified		IC50	=	6340.0	nM	PMID[22325949]
NPT2	Others	Unspecified		Ratio Ki	=	336.0	n.a.	PMID[22325949]
NPT1019	Organism	Trichomonas vaginalis	Trichomonas vaginalis	MIC	>	320000.0	nM	PMID[26099536]

☑ 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 NPC488040 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	134
0.1-0.2	1112
0.2-0.3	5871
0.3-0.4	11683
0.4-0.5	11666
0.5-0.6	10322
0.6-0.7	1560
0.7-0.8	307
0.8-0.85	35
0.85-0.9	4
0.9-0.95	1
0.95-1	2

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 NPC488040 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	105
0.1-0.2	458
0.2-0.3	838
0.3-0.4	1748
0.4-0.5	3029
0.5-0.6	2264
0.6-0.7	606
0.7-0.8	90
0.8-0.85	7
0.85-0.9	3
0.9-0.95	2
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