NPASS Compound

Natural Product: NPC248429

Natural Product ID	NPC248429
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Suberosin
IUPAC Name	7-methoxy-6-(3-methylbut-2-enyl)chromen-2-one
Synonyms	suberosin
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL1928409
PubChem CID	68486
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000145] Coumarins and derivatives

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 34 35 0 0 0 0 0 0 0 0999 V2000 -3.5646 0.5792 -0.8709 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1289 0.9335 0.5006 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1311 0.2875 1.0824 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4526 -0.7947 0.3492 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0161 -0.5469 0.1467 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6032 0.5901 0.6071 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9428 0.7887 0.4011 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6377 1.8986 0.8294 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9924 2.0362 0.5875 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6312 1.0184 -0.1021 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8756 1.1337 -0.3302 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9505 -0.0286 -0.5003 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6661 -0.1790 -0.2815 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0737 -1.3256 -0.7532 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7239 -1.4927 -0.5280 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1202 -2.6553 -1.0056 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8753 -3.6199 -1.6939 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8270 2.0289 1.2232 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9222 -0.4889 -0.8383 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4404 1.1877 -1.1727 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7352 0.7014 -1.6112 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8079 0.5531 2.1046 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9352 -0.9058 -0.6430 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5709 -1.7759 0.8839 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0636 1.3664 1.1452 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0920 2.6708 1.3667 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5446 2.9239 0.9309 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6557 -2.0826 -1.2909 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5935 -4.1513 -1.0367 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1719 -4.3838 -2.1205 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3977 -3.1153 -2.5332 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7133 1.5791 1.7566 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1549 2.5379 1.9551 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2113 2.7309 0.4675 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 3 3 4 1 0 4 5 1 0 5 6 2 0 6 7 1 0 7 8 1 0 8 9 2 0 9 10 1 0 10 11 2 0 10 12 1 0 12 13 1 0 13 14 1 0 14 15 2 0 15 16 1 0 16 17 1 0 2 18 1 0 15 5 1 0 13 7 2 0 1 19 1 0 1 20 1 0 1 21 1 0 3 22 1 0 4 23 1 0 4 24 1 0 6 25 1 0 8 26 1 0 9 27 1 0 14 28 1 0 17 29 1 0 17 30 1 0 17 31 1 0 18 32 1 0 18 33 1 0 18 34 1 0 M END

Standard InCHIKey	RSZDAYHEZSRVHS-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C15H16O3/c1-10(2)4-5-11-8-12-6-7-15(16)18-14(12)9-13(11)17-3/h4,6-9H,5H2,1-3H3
SMILES	CC(=CCc1cc2ccc(=O)oc2cc1OC)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	244.11	Volume:	261.435 ? Van der Waals volume.
Dense:	0.934	LogP:	3.848 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.538 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.355 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	3.0	Rigid Bonds:	13.0
TPSA:	39.44 ? Topological Polar Surface Area.	H-Bond Acceptor:	3.0
H-Bond Donor:	0.0	Rings:	2.0
Heavy Atoms:	3.0

MedChem Properties

QED Drug-Likeness Score:	0.614	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	2.346	Fsp³:	0.267
MCE-18:	12.0 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted	GSK Rule:	Rejected
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.423	Fluc inhibitor:	0.601 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.99 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.461 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.68	Promiscuous compounds:	0.033

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.61	MDCK Permeability:	-4.575
Pgp-inhibitor:	0.012	Pgp-substrate:	0.0
PAMPA:	0.361 ? The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).	Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.983	30% Bioavailability (F30%):	0.972
50% Bioavailability (F50%):	0.933

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.998
Plasma Protein Binding (PPB):	92.567%	Volume Distribution (VD):	0.312
Fu:	6.671% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.99
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.014
BSEP inhibitor:	0.943

ADMET: Metabolism

CYP1A2-inhibitor:	0.029	CYP1A2-substrate:	0.98
CYP2C19-inhibitor:	1.0	CYP2C19-substrate:	0.201
CYP2C9-inhibitor:	0.62	CYP2C9-substrate:	0.008
CYP2D6-inhibitor:	0.045	CYP2D6-substrate:	0.577
CYP3A4-inhibitor:	0.714	CYP3A4-substrate:	0.994
CYP2B6-substrate:	0.481	CYP2C8-inhibitor:	0.999
HLM stability:	0.999 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

8.574

Half-life (T1/2):

0.863

ADMET: Toxicity

hERG Blockers:	0.117	hERG Blockers (10um):	0.419
Human Hepatotoxicity (H-HT):	0.526	Drug-induced Liver Injury (DILI):	0.713
AMES Toxicity:	0.631	Rat Oral Acute Toxicity:	0.678
Maximum Recommended Daily Dose:	0.605	Skin Sensitization:	0.435
Carcinogencity:	0.775	Eye Corrosion:	0.054
Eye Irritation:	0.893	Respiratory Toxicity:	0.788
Drug-induced Neurotoxicity:	0.535	Ototoxicity:	0.262
Hematotoxicity:	0.339	Drug-induced Nephrotoxicity:	0.456
Genotoxicity:	0.906	RPMI-8226 Immunitoxicity:	0.066
A549 Cytotoxicity:	0.093	Hek293 Cytotoxicity:	0.274
BCF:	1.565 ? Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].	IGC50:	4.18 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.464 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.048 ? 96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	DOI[10.5012/bkcs.2003.24.11.1699]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[12510838]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[15646793]
NPO13608	Plumbago zeylanica	Species	Plumbaginaceae	Eukaryota	n.a.	root	n.a.	PMID[16078700]
NPO24827	Caragana conferta	Species	Fabaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[19336940]
NPO19592	Michelia alba	Species	Magnoliaceae	Eukaryota	leaves	n.a.	n.a.	PMID[20584613]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21625478]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[21657081]
NPO1762	Citropsis articulata	Species	Rutaceae	Eukaryota	Root Bark	n.a.	n.a.	PMID[21985060]
NPO1762	Citropsis articulata	Species	Rutaceae	Eukaryota	n.a.	root	n.a.	PMID[21985060]
NPO30374	Cachrys cristata	Species	Apiaceae	Eukaryota	n.a.	fruit body	n.a.	PMID[22474967]
NPO13608	Plumbago zeylanica	Species	Plumbaginaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23848163]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27444348]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	Roots	n.a.	n.a.	PMID[31464439]
NPO19592	Michelia alba	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13608	Plumbago zeylanica	Species	Plumbaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1762	Citropsis articulata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20792	Tephrosia nitens	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24870	Campanula patula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24994	Thladiantha dubia	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13608	Plumbago zeylanica	Species	Plumbaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19592	Michelia alba	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19592	Michelia alba	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13608	Plumbago zeylanica	Species	Plumbaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19592	Michelia alba	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO19592	Michelia alba	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23770	Artemisia gmelini	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28571	Amaracus dictamnus	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO13608	Plumbago zeylanica	Species	Plumbaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1762	Citropsis articulata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23813	Ardisia floribunda	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24870	Campanula patula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25040	Tellina nitida	Species	Tellinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21653	Grewia asiatica	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20792	Tephrosia nitens	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24827	Caragana conferta	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24994	Thladiantha dubia	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21354	Juniperus cedrus	Species	Cupressaceae	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	Organism Name	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	5
Inhibition	1
EC50	2
GI50	57
MIC	9

Activity Type	# Activity
Cell line	58
Organism	11
Individual protein	2
Non-molecular	2
Others	1

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT740	Individual protein	Beta-secretase 1	Homo sapiens	IC50	>	500000.0	nM	PMID[22222157]
NPT740	Individual protein	Beta-secretase 1	Homo sapiens	Inhibition	=	49.5	%	PMID[22222157]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT189	Cell line	Vero	Chlorocebus aethiops	IC50	>	50.0	ug.mL-1	PMID[21985060]
NPT367	Cell line	MDA-N	Homo sapiens	GI50	n.a.	52480.75	nM	PubChem BioAssay data set
NPT368	Cell line	SN12C	Homo sapiens	GI50	n.a.	47643.1	nM	PubChem BioAssay data set
NPT370	Cell line	NCI-H23	Homo sapiens	GI50	n.a.	52360.04	nM	PubChem BioAssay data set
NPT371	Cell line	UO-31	Homo sapiens	GI50	n.a.	21928.05	nM	PubChem BioAssay data set
NPT369	Cell line	ACHN	Homo sapiens	GI50	n.a.	35156.04	nM	PubChem BioAssay data set
NPT116	Cell line	HL-60	Homo sapiens	GI50	n.a.	14655.48	nM	PubChem BioAssay data set
NPT372	Cell line	HOP-92	Homo sapiens	GI50	n.a.	18030.18	nM	PubChem BioAssay data set
NPT90	Cell line	DU-145	Homo sapiens	GI50	n.a.	36812.9	nM	PubChem BioAssay data set
NPT374	Cell line	SF-539	Homo sapiens	GI50	n.a.	37670.38	nM	PubChem BioAssay data set
NPT373	Cell line	SK-MEL-5	Homo sapiens	GI50	n.a.	37325.02	nM	PubChem BioAssay data set
NPT375	Cell line	Malme-3M	Homo sapiens	GI50	n.a.	37411.06	nM	PubChem BioAssay data set
NPT376	Cell line	A498	Homo sapiens	GI50	n.a.	27227.01	nM	PubChem BioAssay data set
NPT111	Cell line	K562	Homo sapiens	GI50	n.a.	51404.37	nM	PubChem BioAssay data set
NPT377	Cell line	OVCAR-3	Homo sapiens	GI50	n.a.	59703.53	nM	PubChem BioAssay data set
NPT112	Cell line	MOLT-4	Homo sapiens	GI50	n.a.	28840.32	nM	PubChem BioAssay data set
NPT379	Cell line	HOP-62	Homo sapiens	GI50	n.a.	100000.0	nM	PubChem BioAssay data set
NPT378	Cell line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	22855.99	nM	PubChem BioAssay data set
NPT380	Cell line	U-251	Homo sapiens	GI50	n.a.	43251.38	nM	PubChem BioAssay data set
NPT381	Cell line	OVCAR-8	Homo sapiens	GI50	n.a.	44565.62	nM	PubChem BioAssay data set
NPT382	Cell line	OVCAR-5	Homo sapiens	GI50	n.a.	72610.6	nM	PubChem BioAssay data set
NPT383	Cell line	SNB-19	Homo sapiens	GI50	n.a.	50582.47	nM	PubChem BioAssay data set
NPT82	Cell line	MDA-MB-231	Homo sapiens	GI50	n.a.	50234.26	nM	PubChem BioAssay data set
NPT385	Cell line	SR	Homo sapiens	GI50	n.a.	20989.4	nM	PubChem BioAssay data set
NPT384	Cell line	TK-10	Homo sapiens	GI50	n.a.	19860.95	nM	PubChem BioAssay data set
NPT323	Cell line	SW-620	Homo sapiens	GI50	n.a.	41304.75	nM	PubChem BioAssay data set
NPT455	Cell line	NCI-H522	Homo sapiens	GI50	n.a.	42266.86	nM	PubChem BioAssay data set
NPT386	Cell line	KM12	Homo sapiens	GI50	n.a.	36897.76	nM	PubChem BioAssay data set
NPT387	Cell line	M14	Homo sapiens	GI50	n.a.	10000.0	nM	PubChem BioAssay data set
NPT388	Cell line	NCI-H322M	Homo sapiens	GI50	n.a.	69823.24	nM	PubChem BioAssay data set
NPT389	Cell line	RPMI-8226	Homo sapiens	GI50	n.a.	19453.6	nM	PubChem BioAssay data set
NPT456	Cell line	OVCAR-4	Homo sapiens	GI50	n.a.	23388.37	nM	PubChem BioAssay data set
NPT390	Cell line	LOX IMVI	Homo sapiens	GI50	n.a.	39084.09	nM	PubChem BioAssay data set
NPT457	Cell line	BT-549	Homo sapiens	GI50	n.a.	24434.31	nM	PubChem BioAssay data set
NPT147	Cell line	SK-MEL-2	Homo sapiens	GI50	n.a.	45289.76	nM	PubChem BioAssay data set
NPT81	Cell line	A549	Homo sapiens	GI50	n.a.	46773.51	nM	PubChem BioAssay data set
NPT391	Cell line	HCC 2998	Homo sapiens	GI50	n.a.	31045.6	nM	PubChem BioAssay data set
NPT392	Cell line	SNB-75	Homo sapiens	GI50	n.a.	41114.97	nM	PubChem BioAssay data set
NPT393	Cell line	HCT-116	Homo sapiens	GI50	n.a.	38636.7	nM	PubChem BioAssay data set
NPT395	Cell line	SF-268	Homo sapiens	GI50	n.a.	47752.93	nM	PubChem BioAssay data set
NPT394	Cell line	EKVX	Homo sapiens	GI50	n.a.	5807.64	nM	PubChem BioAssay data set
NPT83	Cell line	MCF7	Homo sapiens	GI50	n.a.	32359.37	nM	PubChem BioAssay data set
NPT306	Cell line	PC-3	Homo sapiens	GI50	n.a.	82985.08	nM	PubChem BioAssay data set
NPT396	Cell line	T47D	Homo sapiens	GI50	n.a.	15848.93	nM	PubChem BioAssay data set
NPT397	Cell line	NCI-H460	Homo sapiens	GI50	n.a.	50815.94	nM	PubChem BioAssay data set
NPT400	Cell line	MDA-MB-435	Homo sapiens	GI50	n.a.	43251.38	nM	PubChem BioAssay data set
NPT308	Cell line	CAKI-1	Homo sapiens	GI50	n.a.	40644.33	nM	PubChem BioAssay data set
NPT458	Cell line	IGROV-1	Homo sapiens	GI50	n.a.	62805.84	nM	PubChem BioAssay data set
NPT399	Cell line	SF-295	Homo sapiens	GI50	n.a.	41114.97	nM	PubChem BioAssay data set
NPT402	Cell line	Hs-578T	Homo sapiens	GI50	n.a.	35399.73	nM	PubChem BioAssay data set
NPT401	Cell line	786-0	Homo sapiens	GI50	n.a.	10000.0	nM	PubChem BioAssay data set
NPT403	Cell line	UACC-257	Homo sapiens	GI50	n.a.	54325.03	nM	PubChem BioAssay data set
NPT404	Cell line	CCRF-CEM	Homo sapiens	GI50	n.a.	43954.16	nM	PubChem BioAssay data set
NPT405	Cell line	NCI-H226	Homo sapiens	GI50	n.a.	29648.31	nM	PubChem BioAssay data set
NPT139	Cell line	HT-29	Homo sapiens	GI50	n.a.	22646.44	nM	PubChem BioAssay data set
NPT170	Cell line	SK-MEL-28	Homo sapiens	GI50	n.a.	76383.58	nM	PubChem BioAssay data set
NPT407	Cell line	COLO 205	Homo sapiens	GI50	n.a.	43351.09	nM	PubChem BioAssay data set
NPT406	Cell line	RXF 393	Homo sapiens	GI50	n.a.	16865.53	nM	PubChem BioAssay data set
NPT1225	Organism	Plasmodium falciparum (isolate FcB1 / Columbia)	Plasmodium falciparum FcB1/Columbia	IC50	>	100.0	ug.mL-1	PMID[21985060]
NPT529	Organism	Rhizoctonia solani	Rhizoctonia solani	MIC	>	1.0	ug.mL-1	PMID[26711890]
NPT633	Organism	Leishmania donovani	Leishmania donovani	EC50	>	125.0	ug.mL-1	PMID[21985060]
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	=	16.0	ug.mL-1	PMID[23369537]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	51300.0	nM	PMID[26711890]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	>	1.0	ug.mL-1	PMID[26711890]
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	1.0	ug.mL-1	PMID[26711890]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	MIC	>	1.0	ug.mL-1	PMID[26711890]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	1.0	ug.mL-1	PMID[26711890]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	1.0	ug.mL-1	PMID[26711890]
NPT471	Organism	Trypanosoma brucei brucei	Trypanosoma brucei brucei	EC50	>	125.0	ug.mL-1	PMID[21985060]
NPT2	Others	Unspecified	n.a.	IC50	=	18300.0	nM	PMID[26711890]
NPT2526	Organism	Rhizomucor miehei	Rhizomucor miehei	MIC	>	1.0	ug.mL-1	PMID[26711890]
NPT2527	Organism	Pythium ultimum	Pythium ultimum	MIC	>	1.0	ug.mL-1	PMID[26711890]

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC248429 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	27091
0.1-0.2	19642
0.2-0.3	2633
0.3-0.4	378
0.4-0.5	78
0.5-0.6	24
0.6-0.7	6
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.7115	Intermediate Similarity	NPC72281
0.66	Remote Similarity	NPC605579
0.6429	Remote Similarity	NPC109515
0.6415	Remote Similarity	NPC201667
0.6296	Remote Similarity	NPC111347
0.6182	Remote Similarity	NPC234109
0.6182	Remote Similarity	NPC188327
0.5893	Remote Similarity	NPC253574
0.5893	Remote Similarity	NPC98179
0.5818	Remote Similarity	NPC96286
0.5789	Remote Similarity	NPC78746
0.569	Remote Similarity	NPC204353
0.5614	Remote Similarity	NPC36414
0.5538	Remote Similarity	NPC14248
0.5538	Remote Similarity	NPC207002
0.5538	Remote Similarity	NPC133956
0.5536	Remote Similarity	NPC93219
0.5517	Remote Similarity	NPC601133
0.5517	Remote Similarity	NPC608534
0.5439	Remote Similarity	NPC73413
0.5439	Remote Similarity	NPC601793
0.5345	Remote Similarity	NPC257188
0.5303	Remote Similarity	NPC7526
0.5303	Remote Similarity	NPC222036
0.5303	Remote Similarity	NPC47163
0.5238	Remote Similarity	NPC291899
0.5172	Remote Similarity	NPC137669
0.5172	Remote Similarity	NPC472522
0.5098	Remote Similarity	NPC265547
0.5098	Remote Similarity	NPC240722
0.5079	Remote Similarity	NPC76657

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC248429 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4120
0.1-0.2	4922
0.2-0.3	102
0.3-0.4	6
0.4-0.5	0
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
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
		NPD

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by 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