NPASS Compound

Natural Product: NPC485811

Natural Product ID	NPC485811
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	SBUJHOSQTJFQJX-KSACQAOKSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	11274101
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0003305] Aminosaccharides [CHEMONTID:0000282] Aminoglycosides [CHEMONTID:0001675] Aminocyclitol glycosides [CHEMONTID:0003575] 2-deoxystreptamine aminoglycosides [CHEMONTID:0003574] 4,6-disubstituted 2-deoxystreptamines

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 69 71 0 0 0 0 0 0 0 0999 V2000 -0.2153 2.6708 -1.0135 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9188 2.4845 -0.0710 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2363 1.0516 0.2533 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0194 0.2285 0.5754 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1830 0.5772 -0.2467 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7147 1.3199 -1.4806 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8508 1.5772 -2.3696 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9405 -0.5452 -0.5529 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2360 -0.4800 -0.0476 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2444 -0.4692 -1.1644 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.6111 -0.9014 -0.7580 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.6558 -1.9024 0.3438 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.6363 -1.5918 1.4140 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.9860 -0.3495 2.1923 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9906 -0.1909 3.2376 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3985 -1.5515 0.8238 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2965 -3.1606 -0.1854 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4323 0.1874 -0.4289 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7843 -1.2052 -2.2740 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2764 0.3111 1.9276 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0020 0.4863 -0.7631 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2546 0.1322 -0.3202 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3621 0.8085 -1.0999 C 0 0 1 0 0 0 0 0 0 0 0 0 5.6468 0.6311 -0.2970 C 0 0 2 0 0 0 0 0 0 0 0 0 5.6444 -0.7654 0.2896 C 0 0 1 0 0 0 0 0 0 0 0 0 4.7064 -1.6675 -0.4686 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8136 -3.0520 0.1800 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3399 -2.9271 1.4965 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4023 -1.2370 -0.4733 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9377 -1.2757 0.1225 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7063 1.5676 0.8039 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4639 0.2772 -2.3657 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7474 3.2659 1.1599 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0009 3.3496 -1.8595 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0643 3.1244 -0.4332 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8375 2.9163 -0.5530 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8688 1.0596 1.1657 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2663 -0.8500 0.3619 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7728 1.3277 0.3561 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0620 0.7548 -2.0374 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5226 2.1378 -3.1659 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5264 2.1468 -1.8027 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.4922 0.4845 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3374 0.5902 -1.5463 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0996 -1.3757 -1.6560 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6783 -1.9913 0.7176 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6417 -2.4360 2.1317 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0254 0.5612 1.5931 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9480 -0.5532 2.7075 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6409 0.7676 3.3370 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2841 -0.9391 3.2477 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5915 -3.2584 -1.1246 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3866 -0.0477 -0.4851 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6597 -2.1485 -2.0254 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2605 0.2429 2.1030 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3575 0.3888 0.7706 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2036 1.9005 -1.2023 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5130 0.7938 -0.9570 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4410 -0.7384 1.3796 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1381 -1.7851 -1.4961 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2549 -3.8085 -0.3941 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8615 -3.3691 0.2526 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8678 -3.7896 1.7148 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6035 -0.7626 0.6629 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4053 2.5294 0.5242 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1329 1.1913 1.6019 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1149 0.9144 -3.0616 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4306 2.6534 1.9407 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6449 3.7060 1.4626 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 5 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 13 16 1 0 12 17 1 0 11 18 1 0 10 19 1 0 4 20 1 0 3 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 26 29 1 0 25 30 1 0 24 31 1 0 23 32 1 0 2 33 1 0 6 1 1 0 16 9 1 0 29 22 1 0 1 34 1 0 1 35 1 0 2 36 1 6 3 37 1 1 4 38 1 6 5 39 1 1 6 40 1 6 7 41 1 0 7 42 1 0 9 43 1 1 10 44 1 6 11 45 1 6 12 46 1 1 13 47 1 1 14 48 1 0 14 49 1 0 15 50 1 0 15 51 1 0 17 52 1 0 18 53 1 0 19 54 1 0 20 55 1 0 22 56 1 1 23 57 1 6 24 58 1 6 25 59 1 1 26 60 1 6 27 61 1 0 27 62 1 0 28 63 1 0 30 64 1 0 31 65 1 0 31 66 1 0 32 67 1 0 33 68 1 0 33 69 1 0 M END

Standard InCHIKey	SBUJHOSQTJFQJX-KSACQAOKSA-N
Standard InCHI	InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6+,7-,8+,9-,10+,11-,12-,13+,14-,15+,16-,17-,18+/m1/s1
SMILES	C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@H]1[C@H]([C@@H]([C@H]([C@H](CN)O1)O)O)O)O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)N)O)N

Calculated Properties

Physi-Chem Properties

Molecular Weight:	484.24	Volume:	434.894 ? Van der Waals volume.
Dense:	1.113	LogP:	-2.637 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	-1.727 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-0.22 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	6.0	Rigid Bonds:	18.0
TPSA:	282.61 ? Topological Polar Surface Area.	H-Bond Acceptor:	15.0
H-Bond Donor:	15.0	Rings:	3.0
Heavy Atoms:	15.0

MedChem Properties

QED Drug-Likeness Score:	0.167	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.052	Fsp³:	1.0
MCE-18:	69.333 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Rejected	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.638	Fluc inhibitor:	0.001 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.086 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.001 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.116	Promiscuous compounds:	0.002

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.115	MDCK Permeability:	-5.399
Pgp-inhibitor:	0.0	Pgp-substrate:	0.976
PAMPA:	1.0 ? 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):	1.0
20% Bioavailability (F20%):	0.926	30% Bioavailability (F30%):	0.999
50% Bioavailability (F50%):	0.992

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001	MRP1:	0.033
Plasma Protein Binding (PPB):	13.528%	Volume Distribution (VD):	-0.605
Fu:	82.366% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.996
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.0
BSEP inhibitor:	0.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.93	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.986	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.0
HLM stability:	0.0 ? 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):

0.926

Half-life (T1/2):

2.472

ADMET: Toxicity

hERG Blockers:	0.01	hERG Blockers (10um):	0.05
Human Hepatotoxicity (H-HT):	0.771	Drug-induced Liver Injury (DILI):	0.025
AMES Toxicity:	0.404	Rat Oral Acute Toxicity:	0.001
Maximum Recommended Daily Dose:	0.023	Skin Sensitization:	1.0
Carcinogencity:	0.005	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.001
Drug-induced Neurotoxicity:	0.041	Ototoxicity:	1.0
Hematotoxicity:	0.125	Drug-induced Nephrotoxicity:	0.949
Genotoxicity:	0.034	RPMI-8226 Immunitoxicity:	0.255
A549 Cytotoxicity:	0.028	Hek293 Cytotoxicity:	0.003
BCF:	0.02 ? 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:	1.929 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	3.279 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	2.082 ? 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
NPO795	Streptomyces hawaiiensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25255326]
NPO795	Streptomyces hawaiiensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]

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
MIC	60
Kd	4
EC50	2
Activity	6
IC50	2
Inhibition	2

Activity Type	# Activity
Organism	59
Nucleic acid	11
Others	4
Non-molecular	2

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT317	Nucleic acid	Nucleic Acid	n.a.	MIC	>	100000.0	nM	PMID[9457241]
NPT4383	Nucleic acid	Ribosomal RNA A-site	n.a.	Kd	=	18000.0	nM	PMID[11206440]
NPT317	Nucleic acid	Nucleic Acid	n.a.	Kd	=	100.0	nM	PMID[19445516]
NPT317	Nucleic acid	Nucleic Acid	n.a.	EC50	=	300.0	nM	PMID[19946275]
NPT317	Nucleic acid	Nucleic Acid	n.a.	Activity	=	25.0	%	PMID[19946275]
NPT317	Nucleic acid	Nucleic Acid	n.a.	Activity	=	8.0	%	PMID[19946275]
NPT317	Nucleic acid	Nucleic Acid	n.a.	Activity	=	69.6	%	PMID[19946275]
NPT317	Nucleic acid	Nucleic Acid	n.a.	Activity	=	0.27	/s	PMID[19946275]
NPT317	Nucleic acid	Nucleic Acid	n.a.	Kd	=	141000.0	nM	PMID[22257890]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1118	Organism	Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	=	8.0	ug.mL-1	PMID[20373816]
NPT1118	Organism	Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	=	1.0	ug.mL-1	PMID[20373816]
NPT1033	Organism	Enterobacter cloacae	Enterobacter cloacae	MIC	=	4.0	ug.mL-1	PMID[107311]
NPT1033	Organism	Enterobacter cloacae	Enterobacter cloacae	MIC	>	125.0	ug.mL-1	PMID[107311]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	Kd	=	210000.0	nM	PMID[15808490]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	=	64.0	ug.mL-1	PMID[21177112]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	MIC	>	128.0	ug.mL-1	PMID[21177112]
NPT1466	Organism	Escherichia coli K12	Escherichia coli K-12	MIC	=	25.0	ug.mL-1	PMID[28018574]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	=	0.25	ug.mL-1	PMID[107311]
NPT2894	Organism	Providencia rettgeri	Providencia rettgeri	MIC	=	0.5	ug.mL-1	PMID[107311]
NPT2894	Organism	Providencia rettgeri	Providencia rettgeri	MIC	=	8.0	ug.mL-1	PMID[107311]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	=	256.0	ug.mL-1	PMID[17088479]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	12.0	ug.mL-1	PMID[17088479]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	768.0	ug.mL-1	PMID[17088479]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	125.0	ug.mL-1	PMID[19012394]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	32.0	ug.mL-1	PMID[19012394]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	4.0	ug.mL-1	PMID[20373816]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	512.0	ug.mL-1	PMID[20373816]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	=	2.0	ug.mL-1	PMID[20373816]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	=	128.0	ug.mL-1	PMID[20373816]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	8.0	ug.mL-1	PMID[20373816]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	16.0	ug.mL-1	PMID[20373816]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	32.0	ug.mL-1	PMID[20373816]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	>	512.0	ug.mL-1	PMID[20373816]
NPT1521	Organism	Stenotrophomonas maltophilia	Stenotrophomonas maltophilia	MIC	>	512.0	ug.mL-1	PMID[20373816]
NPT19	Organism	Escherichia coli	Escherichia coli	Activity	=	10.0	%	PMID[19946275]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	256.0	ug.mL-1	PMID[20145089]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	2.0	ug.mL-1	PMID[20145089]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	=	1600.0	ug.mL-1	PMID[18285485]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	=	1920.0	ug.mL-1	PMID[18285485]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	2.0	ug.mL-1	PMID[21177112]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	4.0	ug.mL-1	PMID[21177112]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	2.0	ug.mL-1	PMID[21177112]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	128.0	ug.mL-1	PMID[21177112]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	=	1.0	ug.mL-1	PMID[21177112]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	=	8.0	ug.mL-1	PMID[21177112]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	>	128.0	ug.mL-1	PMID[21177112]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	>	128.0	ug.mL-1	PMID[21177112]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	64.0	ug.mL-1	PMID[21177112]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	>	100.0	ug.mL-1	PMID[28018574]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	1.0	ug.mL-1	PMID[107311]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	125.0	ug.mL-1	PMID[107311]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	4.0	ug.mL-1	PMID[107311]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	125.0	ug.mL-1	PMID[107311]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	125.0	ug.mL-1	PMID[107311]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	=	63.0	ug.mL-1	PMID[107311]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	=	32.0	ug.mL-1	PMID[107311]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	>	125.0	ug.mL-1	PMID[107311]
NPT2	Others	Unspecified	n.a.	IC50	=	17800.0	nM	PMID[12643896]
NPT2	Others	Unspecified	n.a.	Inhibition	=	61.0	%	PMID[12643896]
NPT2	Others	Unspecified	n.a.	IC50	=	24.0	nM	PMID[12643896]
NPT2	Others	Unspecified	n.a.	Inhibition	=	92.0	%	PMID[12643896]
NPT747	Organism	Acinetobacter baumannii	Acinetobacter baumannii	MIC	=	32.0	ug.mL-1	PMID[20373816]
NPT4815	Organism	Neisseria meningitidis	Neisseria meningitidis	MIC	=	64.0	ug.mL-1	PMID[25255326]
NPT1276	Organism	Gibberella zeae	Gibberella zeae	MIC	>	500.0	ug.mL-1	PMID[25110571]

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 NPC485811 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	36802
0.1-0.2	11454
0.2-0.3	1511
0.3-0.4	78
0.4-0.5	6
0.5-0.6	1
0.6-0.7	3
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC43850
0.902	High Similarity	NPC477060
0.7091	Intermediate Similarity	NPC611754
0.65	Remote Similarity	NPC607776
0.6491	Remote Similarity	NPC314408
0.6176	Remote Similarity	NPC330590
0.5902	Remote Similarity	NPC605029

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC485811 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7951
0.1-0.2	1110
0.2-0.3	53
0.3-0.4	25
0.4-0.5	3
0.5-0.6	2
0.6-0.7	3
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD3203	Phase 4
0.902	High Similarity	NPD3201	Approved
0.7917	Intermediate Similarity	NPD3200	Clinical (unspecified phase)
0.6491	Remote Similarity	NPD3208	Phase 4
0.6491	Remote Similarity	NPD3209	Approved
0.6176	Remote Similarity	NPD5378	Phase 4
0.5968	Remote Similarity	NPD3207	Approved
0.5833	Remote Similarity	NPD5377	Approved

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