NPASS Compound

Structure

CID41160 OpenBabel06191715372D 21 22 0 0 1 0 0 0 0 0999 V2000 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 0.6340 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 3.4641 2.0000 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 1.7321 -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 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 1 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 1 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 2.5981 1.5000 0.0000 C 0 0 1 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 3.0981 0.6340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 7 2 0 0 0 0 2 15 2 0 0 0 0 3 18 1 0 0 0 0 4 18 1 0 0 0 0 7 19 1 0 0 0 0 8 12 1 0 0 0 0 8 13 1 0 0 0 0 9 10 1 0 0 0 0 9 15 1 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 16 1 0 0 0 0 12 18 1 0 0 0 0 13 20 1 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 16 20 1 1 0 0 0 17 18 1 0 0 0 0 17 20 1 1 0 0 0 19 5 1 6 0 0 0 19 21 1 0 0 0 0 20 6 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	290.26
Volume:	340.881
LogP:	5.488
LogD:	4.334
LogS:	-4.515
# Rotatable Bonds:	4
TPSA:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.678
Synthetic Accessibility Score:	4.258
Fsp3:	0.8
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:	-4.467
MDCK Permeability:	1.960817098733969e-05
Pgp-inhibitor:	0.864
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.768
30% Bioavailability (F30%):	0.025

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.433
Plasma Protein Binding (PPB):	82.06100463867188%
Volume Distribution (VD):	1.183
Pgp-substrate:	21.812782287597656%

ADMET: Metabolism

CYP1A2-inhibitor:	0.099
CYP1A2-substrate:	0.27
CYP2C19-inhibitor:	0.224
CYP2C19-substrate:	0.851
CYP2C9-inhibitor:	0.345
CYP2C9-substrate:	0.178
CYP2D6-inhibitor:	0.097
CYP2D6-substrate:	0.137
CYP3A4-inhibitor:	0.932
CYP3A4-substrate:	0.514

ADMET: Excretion

Clearance (CL):	9.46
Half-life (T1/2):	0.034

ADMET: Toxicity

hERG Blockers:	0.04
Human Hepatotoxicity (H-HT):	0.273
Drug-inuced Liver Injury (DILI):	0.026
AMES Toxicity:	0.006
Rat Oral Acute Toxicity:	0.685
Maximum Recommended Daily Dose:	0.892
Skin Sensitization:	0.323
Carcinogencity:	0.666
Eye Corrosion:	0.827
Eye Irritation:	0.515
Respiratory Toxicity:	0.968

Download Data

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

Natural Product: NPC41160

Natural Product ID:	NPC41160
*Common Name:**	Manool
IUPAC Name:	(3S)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-ol
Synonyms:	Manool
Standard InCHIKey:	CECREIRZLPLYDM-RAUXBKROSA-N
Standard InCHI:	InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,16-17,21H,1-2,8-14H2,3-6H3/t16-,17-,19+,20+/m0/s1
SMILES:	C=C[C@](CC[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCCC2(C)C)(O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL561922
PubChem CID:	10891602
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids

*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
NPO2717	Vatica cinerea	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12608862]
NPO6329	Abies chensiensis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19435338]
NPO13135	Campylotropis hirtella	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19481938]
NPO2882	Abies georgei	Species	Pinaceae	Eukaryota	aerial parts	Zhongdian city, Yunnan Province of China	n.a.	PMID[20022253]
NPO6706	Arthrobotrys oligospora	Species	Orbiliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21568306]
NPO12182	Murraya exotica	Species	Rutaceae	Eukaryota	n.a.	leaf	n.a.	PMID[24354205]
NPO12182	Murraya exotica	Species	Rutaceae	Eukaryota	n.a.	twig	n.a.	PMID[24354205]
NPO2715	Murraya paniculata	Species	Rutaceae	Eukaryota	n.a.	twig	n.a.	PMID[24354205]
NPO2715	Murraya paniculata	Species	Rutaceae	Eukaryota	n.a.	leaf	n.a.	PMID[24354205]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28294615]
NPO12182	Murraya exotica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29303577]
NPO865	Dendrobium loddigesii	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31291099]
NPO6329	Abies chensiensis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31557016]
NPO40338	Salvia tingitana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32182064]
NPO1425	Salvia palaestina	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6677714]
NPO23256	Mentha arvensis	Species	Lamiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO23256	Mentha arvensis	Species	Lamiaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO7773	Crinum moorei	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2715	Murraya paniculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13135	Campylotropis hirtella	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO865	Dendrobium loddigesii	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6731	Ononis spinosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6731	Ononis spinosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12182	Murraya exotica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO865	Dendrobium loddigesii	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7773	Crinum moorei	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2715	Murraya paniculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13135	Campylotropis hirtella	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13857	Mentha canadensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9258	Plantago cornuti	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2715	Murraya paniculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO6731	Ononis spinosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO865	Dendrobium loddigesii	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4487	Fritillaria thunbergii	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO13857	Mentha canadensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO865	Dendrobium loddigesii	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2715	Murraya paniculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12182	Murraya exotica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23256	Mentha arvensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4873	Plectranthus sylvestris	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2715	Murraya paniculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8934	Gypsophila perfoliata	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1425	Salvia palaestina	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9319	Pterocaulon virgatum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21720	Talaromyces variabilis	Species	Trichocomaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23256	Mentha arvensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9532	Vernonia cistifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1815	Breonia chinensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7822.1	Eucalyptus globulus subsp. bicostata	Subspecies	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6706	Arthrobotrys oligospora	Species	Orbiliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12182	Murraya exotica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9704	Sonneratia caseolaris	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11435	Tulipa sylvestris	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13135	Campylotropis hirtella	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6329	Abies chensiensis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23384	Rhodiola semenovii	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO865	Dendrobium loddigesii	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12091	Martensia denticulata	Species	Delesseriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9258	Plantago cornuti	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10638	Plectranthus myrianthus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4487	Fritillaria thunbergii	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9079	Tephrosia egregia	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6289	Ceropegia dichotoma	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3873	Crotalaria candicans	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO526	Salvia sessei	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6977	Triopha carpenteri	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5442	Bryum weigelii	Species	Bryaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11843	Stephania zippeliana	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6731	Ononis spinosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5456	Juniperus drupacea	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12565	Hypericum polyanthemum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12205	Eucalyptus apodophylla	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7773	Crinum moorei	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11190	Veronica polita	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11576	Glycosmis macrophylla	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5784	Walsura chrysogyne	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10922	Pentaclethra macrophylla	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10605	Tristania conferta	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13857	Mentha canadensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1257	Distephanus angulifolius	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22691	Mentha cardiaca	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5043	Eria japonica	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2717	Vatica cinerea	Species	Dipterocarpaceae	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
IC50	6
MIC	22
Others	7

Activity Type	# Activity
Cell Line	4
Individual Protein	2
NON-MOLECULAR	1
Organism	24
Others	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	9.6	ug.mL-1	PMID[514712]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	32.3	ug.mL-1	PMID[514712]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	11.0	ug.mL-1	PMID[514713]
NPT114	Cell Line	LoVo	Homo sapiens	IC50	>	25.0	ug.mL-1	PMID[514713]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	21.77	%	PMID[514714]
NPT2	Others	Unspecified		IC50	>	100.0	ug.mL-1	PMID[514713]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	25.0	ug.mL-1	PMID[514713]
NPT67	Individual Protein	Cholinesterase	Equus caballus	Inhibition	=	0.47	%	PMID[514714]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	128.0	ug.mL-1	PMID[514715]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	>	128.0	ug.mL-1	PMID[514715]
NPT1863	Organism	Staphylococcus saprophyticus	Staphylococcus saprophyticus	MIC	>	128.0	ug.mL-1	PMID[514715]
NPT3599	Organism	Staphylococcus capitis	Staphylococcus capitis	MIC	>	128.0	ug.mL-1	PMID[514715]
NPT5312	Organism	Staphylococcus warneri	Staphylococcus warneri	MIC	>	128.0	ug.mL-1	PMID[514715]
NPT4427	Organism	Staphylococcus simulans	Staphylococcus simulans	MIC	>	128.0	ug.mL-1	PMID[514715]
NPT4840	Organism	Staphylococcus lugdunensis	Staphylococcus lugdunensis	MIC	>	128.0	ug.mL-1	PMID[514715]
NPT1477	Organism	Staphylococcus haemolyticus	Staphylococcus haemolyticus	MIC	>	128.0	ug.mL-1	PMID[514715]
NPT4025	Organism	Staphylococcus hominis	Staphylococcus hominis	MIC	>	128.0	ug.mL-1	PMID[514715]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	55000.0	nM	PMID[514715]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	110000.0	nM	PMID[514715]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	14000.0	nM	PMID[514715]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	28000.0	nM	PMID[514715]
NPT4075	Organism	Enterococcus avium	Enterococcus avium	MIC	=	28000.0	nM	PMID[514715]
NPT23872	ORGANISM	Enterococcus casseliflavus	Enterococcus casseliflavus	MIC	=	55000.0	nM	PMID[514715]
NPT3730	Organism	Enterococcus durans	Enterococcus durans	MIC	=	55000.0	nM	PMID[514715]
NPT4844	Organism	Enterococcus gallinarum	Enterococcus gallinarum	MIC	=	14000.0	nM	PMID[514715]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	Ratio	=	1.0	n.a.	PMID[514715]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	Ratio	=	1.0	n.a.	PMID[514715]
NPT2	Others	Unspecified		Inhibition	=	60.0	%	PMID[514715]
NPT2	Others	Unspecified		Inhibition	=	92.0	%	PMID[514715]
NPT2	Others	Unspecified		Inhibition	=	30.0	%	PMID[514715]

☑ 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 NPC41160 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	162
0.1-0.2	1962
0.2-0.3	11768
0.3-0.4	14395
0.4-0.5	8004
0.5-0.6	4648
0.6-0.7	1421
0.7-0.8	301
0.8-0.85	22
0.85-0.9	11
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9344	High Similarity	NPC476406
0.9032	High Similarity	NPC279434
0.8906	High Similarity	NPC9942
0.8871	High Similarity	NPC64123
0.8793	High Similarity	NPC264779
0.8793	High Similarity	NPC39068
0.8636	High Similarity	NPC475077
0.8594	High Similarity	NPC101307
0.8594	High Similarity	NPC88454
0.8594	High Similarity	NPC117607
0.85	High Similarity	NPC189290
0.85	High Similarity	NPC474769
0.8382	Intermediate Similarity	NPC46610
0.8382	Intermediate Similarity	NPC18819
0.8333	Intermediate Similarity	NPC476431
0.8308	Intermediate Similarity	NPC69649
0.8308	Intermediate Similarity	NPC68703
0.8281	Intermediate Similarity	NPC258595
0.8254	Intermediate Similarity	NPC81615
0.8254	Intermediate Similarity	NPC174956
0.8209	Intermediate Similarity	NPC475728
0.8182	Intermediate Similarity	NPC94192
0.8154	Intermediate Similarity	NPC149680
0.8125	Intermediate Similarity	NPC68656
0.8116	Intermediate Similarity	NPC201048
0.8116	Intermediate Similarity	NPC476366
0.807	Intermediate Similarity	NPC131623
0.806	Intermediate Similarity	NPC476604
0.803	Intermediate Similarity	NPC197805
0.8	Intermediate Similarity	NPC32832
0.7941	Intermediate Similarity	NPC145498
0.7941	Intermediate Similarity	NPC34834
0.791	Intermediate Similarity	NPC276616
0.791	Intermediate Similarity	NPC2648
0.791	Intermediate Similarity	NPC139785
0.791	Intermediate Similarity	NPC245795
0.7887	Intermediate Similarity	NPC470749
0.7887	Intermediate Similarity	NPC265588
0.7879	Intermediate Similarity	NPC475897
0.7879	Intermediate Similarity	NPC286669
0.7879	Intermediate Similarity	NPC222366
0.7879	Intermediate Similarity	NPC476039
0.7857	Intermediate Similarity	NPC476736
0.7857	Intermediate Similarity	NPC306727
0.7846	Intermediate Similarity	NPC101128
0.7826	Intermediate Similarity	NPC167706
0.7826	Intermediate Similarity	NPC242001
0.7826	Intermediate Similarity	NPC164045
0.7808	Intermediate Similarity	NPC476438
0.7808	Intermediate Similarity	NPC192999
0.7794	Intermediate Similarity	NPC210323
0.7778	Intermediate Similarity	NPC470758
0.7778	Intermediate Similarity	NPC470711
0.7778	Intermediate Similarity	NPC132542
0.7778	Intermediate Similarity	NPC91594
0.7727	Intermediate Similarity	NPC27243
0.7727	Intermediate Similarity	NPC476737
0.7714	Intermediate Similarity	NPC68443
0.7714	Intermediate Similarity	NPC182717
0.7714	Intermediate Similarity	NPC472506
0.7714	Intermediate Similarity	NPC474743
0.7714	Intermediate Similarity	NPC476609
0.7714	Intermediate Similarity	NPC471799
0.7703	Intermediate Similarity	NPC209944
0.7703	Intermediate Similarity	NPC241290
0.7703	Intermediate Similarity	NPC164840
0.7681	Intermediate Similarity	NPC283316
0.7671	Intermediate Similarity	NPC471409
0.7671	Intermediate Similarity	NPC179028
0.7671	Intermediate Similarity	NPC275494
0.7671	Intermediate Similarity	NPC83351
0.7671	Intermediate Similarity	NPC167891
0.7656	Intermediate Similarity	NPC135648
0.7656	Intermediate Similarity	NPC176621
0.7656	Intermediate Similarity	NPC323153
0.7647	Intermediate Similarity	NPC32055
0.7647	Intermediate Similarity	NPC208999
0.7647	Intermediate Similarity	NPC160209
0.7639	Intermediate Similarity	NPC244488
0.7639	Intermediate Similarity	NPC253190
0.7639	Intermediate Similarity	NPC247325
0.7639	Intermediate Similarity	NPC63958
0.7612	Intermediate Similarity	NPC42630
0.7612	Intermediate Similarity	NPC103734
0.7606	Intermediate Similarity	NPC91858
0.7606	Intermediate Similarity	NPC469593
0.7606	Intermediate Similarity	NPC469533
0.7606	Intermediate Similarity	NPC243342
0.7606	Intermediate Similarity	NPC471797
0.7606	Intermediate Similarity	NPC469534
0.7606	Intermediate Similarity	NPC477138
0.76	Intermediate Similarity	NPC249423
0.76	Intermediate Similarity	NPC264245
0.7581	Intermediate Similarity	NPC179024
0.7576	Intermediate Similarity	NPC144650
0.7576	Intermediate Similarity	NPC225415
0.7538	Intermediate Similarity	NPC210346
0.7538	Intermediate Similarity	NPC469728
0.7538	Intermediate Similarity	NPC282694
0.7538	Intermediate Similarity	NPC79576
0.7538	Intermediate Similarity	NPC194208
0.7536	Intermediate Similarity	NPC471560
0.7536	Intermediate Similarity	NPC474248
0.75	Intermediate Similarity	NPC185536
0.75	Intermediate Similarity	NPC114651
0.75	Intermediate Similarity	NPC476605
0.75	Intermediate Similarity	NPC253303
0.75	Intermediate Similarity	NPC5698
0.75	Intermediate Similarity	NPC291503
0.75	Intermediate Similarity	NPC49964
0.75	Intermediate Similarity	NPC269077
0.75	Intermediate Similarity	NPC171225
0.75	Intermediate Similarity	NPC218616
0.75	Intermediate Similarity	NPC185874
0.75	Intermediate Similarity	NPC296701
0.75	Intermediate Similarity	NPC139207
0.75	Intermediate Similarity	NPC144075
0.7467	Intermediate Similarity	NPC96362
0.7467	Intermediate Similarity	NPC234193
0.7465	Intermediate Similarity	NPC130665
0.7463	Intermediate Similarity	NPC208198
0.7463	Intermediate Similarity	NPC282619
0.7463	Intermediate Similarity	NPC172613
0.7463	Intermediate Similarity	NPC2728
0.7463	Intermediate Similarity	NPC60837
0.7463	Intermediate Similarity	NPC11555
0.7463	Intermediate Similarity	NPC163678
0.7432	Intermediate Similarity	NPC269543
0.7432	Intermediate Similarity	NPC301707
0.7432	Intermediate Similarity	NPC247783
0.7432	Intermediate Similarity	NPC472342
0.7432	Intermediate Similarity	NPC11908
0.7432	Intermediate Similarity	NPC472501
0.7432	Intermediate Similarity	NPC474216
0.7432	Intermediate Similarity	NPC476314
0.7429	Intermediate Similarity	NPC45296
0.7424	Intermediate Similarity	NPC474480
0.7397	Intermediate Similarity	NPC113733
0.7397	Intermediate Similarity	NPC476607
0.7397	Intermediate Similarity	NPC129165
0.7397	Intermediate Similarity	NPC38141
0.7397	Intermediate Similarity	NPC476606
0.7397	Intermediate Similarity	NPC134330
0.7391	Intermediate Similarity	NPC216460
0.7391	Intermediate Similarity	NPC290445
0.7391	Intermediate Similarity	NPC244790
0.7391	Intermediate Similarity	NPC36616
0.7391	Intermediate Similarity	NPC96484
0.7391	Intermediate Similarity	NPC266578
0.7391	Intermediate Similarity	NPC471238
0.7368	Intermediate Similarity	NPC476646
0.7368	Intermediate Similarity	NPC47761
0.7361	Intermediate Similarity	NPC100334
0.7361	Intermediate Similarity	NPC22134
0.7361	Intermediate Similarity	NPC27395
0.7361	Intermediate Similarity	NPC329090
0.7361	Intermediate Similarity	NPC162164
0.7353	Intermediate Similarity	NPC473929
0.7353	Intermediate Similarity	NPC202017
0.7333	Intermediate Similarity	NPC47982
0.7333	Intermediate Similarity	NPC84694
0.7333	Intermediate Similarity	NPC233295
0.7333	Intermediate Similarity	NPC30986
0.7333	Intermediate Similarity	NPC109546
0.7333	Intermediate Similarity	NPC209430
0.7333	Intermediate Similarity	NPC476610
0.7333	Intermediate Similarity	NPC72755
0.7333	Intermediate Similarity	NPC81306
0.7333	Intermediate Similarity	NPC476367
0.7333	Intermediate Similarity	NPC28862
0.7333	Intermediate Similarity	NPC170394
0.7333	Intermediate Similarity	NPC143182
0.7324	Intermediate Similarity	NPC111234
0.7324	Intermediate Similarity	NPC471272
0.7324	Intermediate Similarity	NPC110799
0.7324	Intermediate Similarity	NPC301226
0.7313	Intermediate Similarity	NPC309300
0.7313	Intermediate Similarity	NPC290367
0.7308	Intermediate Similarity	NPC205845
0.7297	Intermediate Similarity	NPC318495
0.7297	Intermediate Similarity	NPC260301
0.7297	Intermediate Similarity	NPC212241
0.7297	Intermediate Similarity	NPC307336
0.7297	Intermediate Similarity	NPC138502
0.7297	Intermediate Similarity	NPC248830
0.7297	Intermediate Similarity	NPC155986
0.7297	Intermediate Similarity	NPC331618
0.7297	Intermediate Similarity	NPC169994
0.7297	Intermediate Similarity	NPC119355
0.7297	Intermediate Similarity	NPC471798
0.7297	Intermediate Similarity	NPC476608
0.7297	Intermediate Similarity	NPC257191
0.7297	Intermediate Similarity	NPC198968
0.7286	Intermediate Similarity	NPC234511
0.7286	Intermediate Similarity	NPC473893
0.7273	Intermediate Similarity	NPC87489
0.7273	Intermediate Similarity	NPC155521
0.7273	Intermediate Similarity	NPC2524
0.7273	Intermediate Similarity	NPC50964
0.726	Intermediate Similarity	NPC3403

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 NPC41160 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	161
0.1-0.2	2410
0.2-0.3	4218
0.3-0.4	1675
0.4-0.5	405
0.5-0.6	207
0.6-0.7	58
0.7-0.8	16
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
0.7857	Intermediate Similarity	NPD4784	Approved
0.7857	Intermediate Similarity	NPD4785	Approved
0.7826	Intermediate Similarity	NPD4243	Approved
0.7361	Intermediate Similarity	NPD6926	Approved
0.7361	Intermediate Similarity	NPD6924	Approved
0.726	Intermediate Similarity	NPD5275	Approved
0.726	Intermediate Similarity	NPD4190	Phase 3
0.726	Intermediate Similarity	NPD6942	Approved
0.726	Intermediate Similarity	NPD7339	Approved
0.7237	Intermediate Similarity	NPD6931	Approved
0.7237	Intermediate Similarity	NPD6930	Phase 2
0.72	Intermediate Similarity	NPD7322	Clinical (unspecified phase)
0.7183	Intermediate Similarity	NPD7143	Approved
0.7183	Intermediate Similarity	NPD7144	Approved
0.7162	Intermediate Similarity	NPD6933	Approved
0.7105	Intermediate Similarity	NPD6929	Approved
0.7105	Intermediate Similarity	NPD4195	Approved
0.7083	Intermediate Similarity	NPD7152	Approved
0.7083	Intermediate Similarity	NPD7151	Approved
0.7083	Intermediate Similarity	NPD7150	Approved
0.7042	Intermediate Similarity	NPD6922	Approved
0.7042	Intermediate Similarity	NPD6923	Approved
0.7027	Intermediate Similarity	NPD8264	Approved
0.7013	Intermediate Similarity	NPD7332	Phase 2
0.7013	Intermediate Similarity	NPD7525	Registered
0.7013	Intermediate Similarity	NPD7514	Phase 3
0.6974	Remote Similarity	NPD7145	Approved
0.6962	Remote Similarity	NPD6695	Phase 3
0.6933	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6914	Remote Similarity	NPD4519	Discontinued
0.6914	Remote Similarity	NPD4623	Approved
0.6883	Remote Similarity	NPD7645	Phase 2
0.6875	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD6925	Approved
0.6842	Remote Similarity	NPD5776	Phase 2
0.6842	Remote Similarity	NPD6932	Approved
0.6795	Remote Similarity	NPD7509	Discontinued
0.679	Remote Similarity	NPD6893	Approved
0.6709	Remote Similarity	NPD6902	Approved
0.6709	Remote Similarity	NPD6898	Phase 1
0.6627	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD7524	Approved
0.6627	Remote Similarity	NPD7750	Discontinued
0.6625	Remote Similarity	NPD4221	Approved
0.6625	Remote Similarity	NPD4223	Phase 3
0.6585	Remote Similarity	NPD5329	Approved
0.6582	Remote Similarity	NPD4695	Discontinued
0.6552	Remote Similarity	NPD1799	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD4788	Approved
0.6463	Remote Similarity	NPD4786	Approved
0.6463	Remote Similarity	NPD4197	Approved
0.6456	Remote Similarity	NPD6683	Phase 2
0.642	Remote Similarity	NPD3667	Approved
0.6364	Remote Similarity	NPD342	Phase 1
0.6322	Remote Similarity	NPD7087	Discontinued
0.631	Remote Similarity	NPD4689	Approved
0.631	Remote Similarity	NPD4690	Approved
0.631	Remote Similarity	NPD4693	Phase 3
0.631	Remote Similarity	NPD5205	Approved
0.631	Remote Similarity	NPD4688	Approved
0.631	Remote Similarity	NPD4138	Approved
0.631	Remote Similarity	NPD5690	Phase 2
0.6286	Remote Similarity	NPD368	Approved
0.6269	Remote Similarity	NPD4219	Approved
0.6265	Remote Similarity	NPD3133	Approved
0.6265	Remote Similarity	NPD3666	Approved
0.6265	Remote Similarity	NPD3665	Phase 1
0.619	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6163	Remote Similarity	NPD4722	Approved
0.6163	Remote Similarity	NPD4723	Approved
0.6136	Remote Similarity	NPD6079	Approved
0.6125	Remote Similarity	NPD3617	Approved
0.6118	Remote Similarity	NPD3618	Phase 1
0.6118	Remote Similarity	NPD4694	Approved
0.6118	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6118	Remote Similarity	NPD5280	Approved
0.6092	Remote Similarity	NPD5328	Approved
0.6092	Remote Similarity	NPD4753	Phase 2
0.6023	Remote Similarity	NPD7136	Phase 2
0.6	Remote Similarity	NPD5360	Phase 3
0.6	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.5976	Remote Similarity	NPD4748	Discontinued
0.5968	Remote Similarity	NPD388	Approved
0.5968	Remote Similarity	NPD386	Approved
0.5955	Remote Similarity	NPD7515	Phase 2
0.5955	Remote Similarity	NPD7637	Suspended
0.5955	Remote Similarity	NPD5281	Approved
0.5955	Remote Similarity	NPD5284	Approved
0.5946	Remote Similarity	NPD7331	Phase 2
0.5934	Remote Similarity	NPD4629	Approved
0.5934	Remote Similarity	NPD5210	Approved
0.593	Remote Similarity	NPD6098	Approved
0.593	Remote Similarity	NPD5279	Phase 3
0.5921	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.5909	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.5909	Remote Similarity	NPD6051	Approved
0.5904	Remote Similarity	NPD4139	Approved
0.5904	Remote Similarity	NPD4692	Approved
0.5897	Remote Similarity	NPD4732	Discontinued
0.5895	Remote Similarity	NPD5211	Phase 2
0.5889	Remote Similarity	NPD4202	Approved
0.5889	Remote Similarity	NPD6399	Phase 3
0.5882	Remote Similarity	NPD3668	Phase 3
0.5862	Remote Similarity	NPD3573	Approved
0.5851	Remote Similarity	NPD7639	Approved
0.5851	Remote Similarity	NPD7640	Approved
0.5844	Remote Similarity	NPD4787	Phase 1
0.5843	Remote Similarity	NPD4096	Approved
0.5833	Remote Similarity	NPD4194	Approved
0.5833	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD4191	Approved
0.5833	Remote Similarity	NPD4192	Approved
0.5833	Remote Similarity	NPD4193	Approved
0.5824	Remote Similarity	NPD7748	Approved
0.5824	Remote Similarity	NPD5771	Approved
0.5811	Remote Similarity	NPD7341	Phase 2
0.5811	Remote Similarity	NPD3171	Clinical (unspecified phase)
0.5806	Remote Similarity	NPD6083	Phase 2
0.5806	Remote Similarity	NPD6084	Phase 2
0.5795	Remote Similarity	NPD4518	Approved
0.5789	Remote Similarity	NPD3621	Clinical (unspecified phase)
0.5778	Remote Similarity	NPD8034	Phase 2
0.5778	Remote Similarity	NPD8035	Phase 2
0.5773	Remote Similarity	NPD5141	Approved
0.5747	Remote Similarity	NPD5330	Approved
0.5747	Remote Similarity	NPD7521	Approved
0.5747	Remote Similarity	NPD6409	Approved
0.5747	Remote Similarity	NPD7146	Approved
0.5747	Remote Similarity	NPD7334	Approved
0.5747	Remote Similarity	NPD6684	Approved
0.5745	Remote Similarity	NPD7638	Approved
0.5745	Remote Similarity	NPD4225	Approved
0.5733	Remote Similarity	NPD4224	Phase 2
0.5732	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.573	Remote Similarity	NPD6080	Approved
0.573	Remote Similarity	NPD6673	Approved
0.573	Remote Similarity	NPD6904	Approved
0.5714	Remote Similarity	NPD4137	Phase 3
0.5699	Remote Similarity	NPD5222	Approved
0.5699	Remote Similarity	NPD5221	Approved
0.5699	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.5694	Remote Similarity	NPD1145	Discontinued
0.5692	Remote Similarity	NPD8262	Approved
0.5684	Remote Similarity	NPD5285	Approved
0.5684	Remote Similarity	NPD4696	Approved
0.5684	Remote Similarity	NPD5286	Approved
0.5679	Remote Similarity	NPD1346	Approved
0.5667	Remote Similarity	NPD4001	Clinical (unspecified phase)
0.5641	Remote Similarity	NPD4789	Approved
0.5641	Remote Similarity	NPD4244	Approved
0.5641	Remote Similarity	NPD4747	Approved
0.5641	Remote Similarity	NPD4245	Approved
0.5641	Remote Similarity	NPD4691	Approved
0.5638	Remote Similarity	NPD7902	Approved
0.5638	Remote Similarity	NPD4755	Approved
0.5638	Remote Similarity	NPD5173	Approved
0.5625	Remote Similarity	NPD384	Approved
0.5625	Remote Similarity	NPD385	Approved
0.5625	Remote Similarity	NPD5223	Approved
0.5625	Remote Similarity	NPD4058	Approved
0.5618	Remote Similarity	NPD6903	Approved
0.5618	Remote Similarity	NPD6672	Approved
0.5618	Remote Similarity	NPD5737	Approved
0.5618	Remote Similarity	NPD5208	Approved
0.5618	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.5616	Remote Similarity	NPD835	Approved
0.5616	Remote Similarity	NPD834	Approved
0.5604	Remote Similarity	NPD5693	Phase 1
0.5604	Remote Similarity	NPD6411	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