NPASS Compound

Structure

NPC485836 OpenBabel06302215192D 28 31 0 0 1 0 0 0 0 0999 V2000 11.5109 -4.8194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5109 -4.8194 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0109 -3.9533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0109 -3.9533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 -3.0873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5327 -2.8794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -1.8849 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.5622 -1.3849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.8849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.8849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.3849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.8849 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.8849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.3849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.3849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.8849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.3849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.8849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.8849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.3849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.8849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3417 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5497 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0109 -2.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0109 -2.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5109 -3.0873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5109 -3.0873 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.0109 -3.9533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 26 2 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 5 24 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 7 22 1 0 0 0 0 8 9 1 0 0 0 0 9 14 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 15 16 1 0 0 0 0 16 21 2 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 18 19 1 0 0 0 0 19 20 2 0 0 0 0 20 21 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 24 25 2 0 0 0 0 25 26 1 0 0 0 0 26 27 1 0 0 0 0 27 28 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	379.21
Volume:	408.346
LogP:	4.191
LogD:	3.631
LogS:	-4.307
# Rotatable Bonds:	6
TPSA:	38.77
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.747
Synthetic Accessibility Score:	2.677
Fsp3:	0.458
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:	-4.793
MDCK Permeability:	2.147895429516211e-05
Pgp-inhibitor:	0.998
Pgp-substrate:	0.317
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.975
Plasma Protein Binding (PPB):	87.74259185791016%
Volume Distribution (VD):	1.589
Pgp-substrate:	3.3825442790985107%

ADMET: Metabolism

CYP1A2-inhibitor:	0.14
CYP1A2-substrate:	0.927
CYP2C19-inhibitor:	0.413
CYP2C19-substrate:	0.897
CYP2C9-inhibitor:	0.097
CYP2C9-substrate:	0.225
CYP2D6-inhibitor:	0.986
CYP2D6-substrate:	0.907
CYP3A4-inhibitor:	0.339
CYP3A4-substrate:	0.781

ADMET: Excretion

Clearance (CL):	10.635
Half-life (T1/2):	0.164

ADMET: Toxicity

hERG Blockers:	0.99
Human Hepatotoxicity (H-HT):	0.381
Drug-inuced Liver Injury (DILI):	0.805
AMES Toxicity:	0.026
Rat Oral Acute Toxicity:	0.237
Maximum Recommended Daily Dose:	0.817
Skin Sensitization:	0.193
Carcinogencity:	0.079
Eye Corrosion:	0.003
Eye Irritation:	0.013
Respiratory Toxicity:	0.965

Download Data

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

Natural Product: NPC485836

Natural Product ID:	NPC485836
*Common Name:**	XWAIAVWHZJNZQQ-UHFFFAOYSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	XWAIAVWHZJNZQQ-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C24H29NO3.ClH/c1-27-22-14-19-13-20(24(26)21(19)15-23(22)28-2)12-17-8-10-25(11-9-17)16-18-6-4-3-5-7-18;/h3-7,14-15,17,20H,8-13,16H2,1-2H3;1H
SMILES:	COc1cc2CC(CC3CCN(CC3)Cc3ccccc3)C(=O)c2cc1OC.Cl
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	5741
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000195] Piperidines [CHEMONTID:0003087] Benzylpiperidines [CHEMONTID:0002622] N-benzylpiperidines

*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
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10344559]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10344578]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10348041]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10604756]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10695669]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10724004]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10994816]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11099231]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11132958]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11374972]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11473415]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[14738393]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Australian	n.a.	PMID[15497950]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15813185]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15844966]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15974616]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16180833]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[1666120]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16724845]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16830891]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16872146]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17125235]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17315965]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17551212]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17608531]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17844998]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17887721]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17917237]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18044841]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18081255]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Indonesian	n.a.	PMID[18081255]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18205372]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18327911]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Northwest Territories, Canada	1995	PMID[18327911]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18666798]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18776684]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19007176]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19129624]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19191549]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19856955]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19883065]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20092333]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20545334]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20836523]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21028889]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21028891]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[21090727]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21314175]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[21639131]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21728289]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	latex	n.a.	PMID[21751787]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21807523]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21873059]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	latex	n.a.	PMID[21879726]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[22145663]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22574670]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22583058]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22591466]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22758660]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22775474]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23387796]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23662937]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24592993]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24754815]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24878306]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24964393]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25211234]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25455147]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25495422]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25537064]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25918793]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25934225]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26035239]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26465675]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26798949]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26905826]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31013087]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31298537]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31894983]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[32298122]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8501018]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[8784423]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8931733]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8982334]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9031666]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9031676]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9066767]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9066768]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9186568]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9531983]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[9711246]

☑ 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
IC50	28
Others	21

Activity Type	# Activity
Individual Protein	31
Organism	9
Others	9

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT3902	Individual Protein	Acetylcholinesterase	Mus musculus	IC50	=	5.7	nM	PMID[7490731]
NPT2748	Individual Protein	Butyrylcholinesterase	Rattus norvegicus	IC50	=	7138.0	nM	PMID[7490731]
NPT2668	Individual Protein	Acetylcholinesterase	Torpedo californica	IC50	=	5.7	nM	PMID[18479118]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	IC50	=	11.6	nM	PMID[18517184]
NPT439	Individual Protein	Butyrylcholinesterase	Homo sapiens	IC50	=	7273.0	nM	PMID[18517184]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	Inhibition	=	26.0	%	PMID[18517184]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	Inhibition	=	22.0	%	PMID[18517184]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	IC50	=	28.0	nM	PMID[20673725]
NPT2569	Individual Protein	Butyrylcholinesterase	Equus caballus	IC50	=	3600.0	nM	PMID[21429752]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	IC50	=	32.0	nM	PMID[21429752]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	Inhibition	=	17.4	%	PMID[21429752]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	IC50	=	120.0	nM	PMID[21621414]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	IC50	=	32.0	nM	PMID[21873056]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	Inhibition	=	17.0	%	PMID[21873056]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	IC50	=	120.0	nM	PMID[22142546]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	IC50	=	14.0	nM	PMID[23140986]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	IC50	=	120.0	nM	PMID[23434223]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	IC50	=	14.0	nM	PMID[23644208]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	IC50	=	120.0	nM	PMID[23721952]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	IC50	=	20.0	nM	PMID[25455147]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	IC50	=	31.0	nM	PMID[25681712]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	IC50	=	120.0	nM	PMID[28552337]
NPT5337	Individual Protein	Butyrylcholinesterase	Mus musculus	IC50	=	147230.0	nM	PMID[30578075]
NPT3902	Individual Protein	Acetylcholinesterase	Mus musculus	IC50	=	1060.0	nM	PMID[30578075]
NPT3902	Individual Protein	Acetylcholinesterase	Mus musculus	IC50	=	125310.0	nM	PMID[30578075]
NPT3768	Others	Cholinesterases; ACHE & BCHE	Homo sapiens	Ratio	=	1252.0	n.a.	PMID[7490731]
NPT914	Individual Protein	Acetylcholinesterase	Bos taurus	IC50	=	8.12	nM	PMID[18517184]
NPT67	Individual Protein	Cholinesterase	Equus caballus	IC50	=	3600.0	nM	PMID[21873056]
NPT2	Others	Unspecified		Ratio IC50	=	0.009	n.a.	PMID[21873056]
NPT2	Others	Unspecified		Ratio IC50	=	384.0	n.a.	PMID[23140986]
NPT67	Individual Protein	Cholinesterase	Equus caballus	IC50	=	5380.0	nM	PMID[23140986]
NPT67	Individual Protein	Cholinesterase	Equus caballus	IC50	=	5380.0	nM	PMID[23644208]
NPT2	Others	Unspecified		IC50	=	32.0	nM	PMID[24681070]
NPT67	Individual Protein	Cholinesterase	Equus caballus	IC50	=	6410.0	nM	PMID[24681070]
NPT2	Others	Unspecified		Activity	=	30.0	%	PMID[21148081]
NPT2	Others	Unspecified		Inhibition	=	40.0	%	PMID[21148081]
NPT2	Others	Unspecified		Activity	=	18.0	%	PMID[21148081]
NPT2	Others	Unspecified		Inhibition	=	92.6	%	PMID[21148081]
NPT2	Others	Unspecified		Inhibition	=	81.6	%	PMID[21148081]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	0.15	meter/s	PMID[29227101]
NPT67	Individual Protein	Cholinesterase	Equus caballus	IC50	=	2630.0	nM	PMID[29866481]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	0.112	umol/min/mg	PMID[30578075]
NPT20	Organism	Candida albicans	Candida albicans	Inhibition	=	3.08	%	DOI[10.6019/CHEMBL4296181]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	Inhibition	=	-7.79	%	DOI[10.6019/CHEMBL4296181]
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	-6.95	%	DOI[10.6019/CHEMBL4296181]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	Inhibition	=	5.21	%	DOI[10.6019/CHEMBL4296181]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	Inhibition	=	10.6	%	DOI[10.6019/CHEMBL4296181]
NPT747	Organism	Acinetobacter baumannii	Acinetobacter baumannii	Inhibition	=	15.08	%	DOI[10.6019/CHEMBL4296181]
NPT2922	Organism	Staphylococcus aureus subsp. aureus	Staphylococcus aureus subsp. aureus	Inhibition	=	12.57	%	DOI[10.6019/CHEMBL4296181]

☑ 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 NPC485836 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	295
0.1-0.2	1514
0.2-0.3	3979
0.3-0.4	12157
0.4-0.5	5203
0.5-0.6	9298
0.6-0.7	9562
0.7-0.8	665
0.8-0.85	16
0.85-0.9	6
0.9-0.95	0
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 NPC485836 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	197
0.1-0.2	815
0.2-0.3	747
0.3-0.4	1803
0.4-0.5	2663
0.5-0.6	1976
0.6-0.7	815
0.7-0.8	119
0.8-0.85	12
0.85-0.9	1
0.9-0.95	0
0.95-1	2

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