NPASS Compound

Natural Product: NPC331434

Natural Product ID	NPC331434
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	MRAUNPAHJZDYCK-BYPYZUCNSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	28360916
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0000013] Amino acids, peptides, and analogues [CHEMONTID:0000347] Amino acids and derivatives [CHEMONTID:0000060] Alpha amino acids and derivatives [CHEMONTID:0002404] Alpha amino acids [CHEMONTID:0004146] L-alpha-amino acids

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 28 27 0 0 0 0 0 0 0 0999 V2000 -0.4246 -1.1257 0.8684 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8911 -1.3651 0.7553 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6290 -0.4193 -0.1326 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5047 0.9941 0.3039 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7808 1.2799 1.4950 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0974 1.9714 -0.5707 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2859 -0.6434 -1.4978 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2963 -1.2182 -0.4324 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7208 -0.9921 -0.2274 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1623 0.3111 0.1462 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3283 1.2649 0.3014 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5388 0.5589 0.3471 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1535 1.7524 0.0204 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6357 2.9993 0.2338 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2854 1.6788 -0.5178 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0112 -1.9398 1.5352 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1812 -0.1774 1.3987 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0189 -2.3851 0.3169 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3729 -1.3931 1.7597 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7343 -0.6882 -0.0018 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2773 2.9686 -0.4172 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1410 0.2348 -2.0465 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8930 -1.3332 -1.9908 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1312 -2.1888 -0.9125 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0054 -0.4001 -1.1450 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3906 -1.7552 -0.3481 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5020 2.2383 0.5652 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1037 -0.2279 0.7671 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 2 0 4 6 1 0 3 7 1 0 1 8 1 0 8 9 1 0 9 10 1 0 10 11 2 3 10 12 1 0 12 13 1 0 13 14 1 0 13 15 2 0 1 16 1 0 1 17 1 0 2 18 1 0 2 19 1 0 3 20 1 6 6 21 1 0 7 22 1 0 7 23 1 0 8 24 1 0 8 25 1 0 9 26 1 0 11 27 1 0 12 28 1 0 M CHG 2 13 1 14 -1 M END

Standard InCHIKey	MRAUNPAHJZDYCK-BYPYZUCNSA-N
Standard InCHI	InChI=1S/C6H13N5O4/c7-4(5(12)13)2-1-3-9-6(8)10-11(14)15/h4H,1-3,7H2,(H,12,13)(H3,8,9,10)/t4-/m0/s1
SMILES	C(C[C@@H](C(=O)O)N)CNC(=N)NN(=O)=O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	219.1	Volume:	194.568 ? Van der Waals volume.
Dense:	1.126	LogP:	-2.1 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	-0.638 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.021 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	8.0	Rigid Bonds:	3.0
TPSA:	154.37 ? Topological Polar Surface Area.	H-Bond Acceptor:	9.0
H-Bond Donor:	6.0	Rings:	0.0
Heavy Atoms:	9.0

MedChem Properties

QED Drug-Likeness Score:	0.119	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	3.446	Fsp³:	0.667
MCE-18:	4.0 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected	GSK Rule:	Rejected
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.074	Fluc inhibitor:	0.001 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.006 ? 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:	0.034	Promiscuous compounds:	0.188

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.02	MDCK Permeability:	-4.696
Pgp-inhibitor:	0.0	Pgp-substrate:	0.013
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):	0.001
20% Bioavailability (F20%):	0.001	30% Bioavailability (F30%):	0.001
50% Bioavailability (F50%):	0.008

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.892
Plasma Protein Binding (PPB):	19.372%	Volume Distribution (VD):	-0.179
Fu:	81.815% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.91
OATP1B3 inhibitor:	0.994	BCRP inhibitor:	0.0
BSEP inhibitor:	0.002

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.243	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.405	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	1.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.007	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.0
HLM stability:	0.002 ? 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):

5.207

Half-life (T1/2):

0.928

ADMET: Toxicity

hERG Blockers:	0.053	hERG Blockers (10um):	0.223
Human Hepatotoxicity (H-HT):	0.428	Drug-induced Liver Injury (DILI):	0.786
AMES Toxicity:	0.827	Rat Oral Acute Toxicity:	0.681
Maximum Recommended Daily Dose:	0.057	Skin Sensitization:	1.0
Carcinogencity:	0.359	Eye Corrosion:	0.002
Eye Irritation:	0.708	Respiratory Toxicity:	0.983
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.184
Hematotoxicity:	0.075	Drug-induced Nephrotoxicity:	0.747
Genotoxicity:	1.0	RPMI-8226 Immunitoxicity:	0.024
A549 Cytotoxicity:	0.001	Hek293 Cytotoxicity:	0.691
BCF:	0.157 ? 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:	2.842 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.237 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.386 ? 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
NPO40285	Phoma sp. NTOU4195	Strain	Didymellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27976895]
NPO40162	Hoya kerrii	Species	Apocynaceae	Eukaryota	Stems	n.a.	n.a.	PMID[28561586]
NPO40162	Hoya kerrii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO40285	Phoma sp. NTOU4195	Strain	Didymellaceae	Eukaryota	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
IC50	35
Ki	12
Inhibition	24
Activity	8
Ratio IC50	3
Ratio	6
Ratio Ki	4
CC50	1
EC50	2

Activity Type	# Activity
Individual protein	57
Cell line	9
Single protein	5
Selectivity group	4
Organism	10
Others	10

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT3517	Individual protein	Nitric oxide synthase, inducible	Homo sapiens	IC50	=	7600.0	nM	PMID[9733492]
NPT269	Individual protein	Nitric-oxide synthase, brain	Rattus norvegicus	IC50	=	600.0	nM	PMID[9651169]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	IC50	=	14000.0	nM	PMID[9651169]
NPT3517	Individual protein	Nitric oxide synthase, inducible	Homo sapiens	Ki	=	670.0	nM	PMID[9667974]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	IC50	=	80000.0	nM	PMID[14698148]
NPT269	Individual protein	Nitric-oxide synthase, brain	Rattus norvegicus	IC50	=	600.0	nM	DOI[10.1016/0960-894X(96)00144-8]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	IC50	=	10000.0	nM	DOI[10.1016/0960-894X(96)00144-8]
NPT3517	Individual protein	Nitric oxide synthase, inducible	Homo sapiens	IC50	=	5500.0	nM	PMID[12781178]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	IC50	=	500.0	nM	PMID[7525961]
NPT3517	Individual protein	Nitric oxide synthase, inducible	Homo sapiens	IC50	=	5500.0	nM	PMID[12182860]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	Ki	=	4280.0	nM	PMID[17425297]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	IC50	=	14740.0	nM	PMID[17937988]
NPT3517	Individual protein	Nitric oxide synthase, inducible	Homo sapiens	Inhibition	=	100.0	%	PMID[19013076]
NPT269	Individual protein	Nitric-oxide synthase, brain	Rattus norvegicus	IC50	=	6000.0	nM	PMID[19537690]
NPT269	Individual protein	Nitric-oxide synthase, brain	Rattus norvegicus	IC50	=	4000.0	nM	PMID[19537690]
NPT3078	Individual protein	N(G),N(G)-dimethylarginine dimethylaminohydrolase 1	Homo sapiens	Inhibition	=	6.0	%	PMID[19013076]
NPT3517	Individual protein	Nitric oxide synthase, inducible	Homo sapiens	Inhibition	=	91.0	%	PMID[19013076]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	Activity	=	8.0	%	PMID[19144449]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	Activity	=	15.0	%	PMID[19144449]
NPT269	Individual protein	Nitric-oxide synthase, brain	Rattus norvegicus	Activity	=	2.0	%	PMID[19144449]
NPT3517	Individual protein	Nitric oxide synthase, inducible	Homo sapiens	Activity	=	48.0	%	PMID[19144449]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	Ki	=	570.0	nM	PMID[20958055]
NPT269	Individual protein	Nitric-oxide synthase, brain	Rattus norvegicus	Ki	=	4550.0	nM	PMID[20958055]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	IC50	=	152460.0	nM	PMID[21846089]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	IC50	=	143550.0	nM	PMID[22148193]
NPT269	Individual protein	Nitric-oxide synthase, brain	Rattus norvegicus	IC50	=	5000.0	nM	PMID[22370337]
NPT269	Individual protein	Nitric-oxide synthase, brain	Rattus norvegicus	Ratio IC50	=	1.0	n.a.	PMID[22370337]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	IC50	=	27550.0	nM	PMID[33065432]
NPT269	Individual protein	Nitric-oxide synthase, brain	Rattus norvegicus	IC50	=	1400.0	nM	PMID[36063653]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	Ki	=	4400.0	nM	PMID[36063653]
NPT4415	Individual protein	Nitric-oxide synthase, endothelial	Bos taurus	IC50	=	1200.0	nM	PMID[9651169]
NPT5867	Individual protein	Nitric-oxide synthase, brain	Mus musculus	IC50	=	500.0	nM	PMID[14698148]
NPT4415	Individual protein	Nitric-oxide synthase, endothelial	Bos taurus	Ki	=	720.0	nM	PMID[17425297]
NPT4415	Individual protein	Nitric-oxide synthase, endothelial	Bos taurus	Activity	=	5.0	%	PMID[19144449]
NPT4415	Individual protein	Nitric-oxide synthase, endothelial	Bos taurus	Ki	=	750.0	nM	PMID[20958055]
NPT72	Individual protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Inhibition	=	113.76	%	PMID[23571415]
NPT73	Individual protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Inhibition	=	113.37	%	PMID[23571415]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	23.98	%	DOI[10.6019/CHEMBL4495564]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	27.97	%	DOI[10.6019/CHEMBL4495564]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	5.487	%	DOI[10.6019/CHEMBL4495564]
NPT692	Individual protein	Histone deacetylase 6	Homo sapiens	Inhibition	=	103.83	%	HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT692	Individual protein	Histone deacetylase 6	Homo sapiens	Inhibition	=	0.7097	%	HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT692	Individual protein	Histone deacetylase 6	Homo sapiens	Inhibition	=	3.71	%	HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT3569	Individual protein	Nitric-oxide synthase, brain	Homo sapiens	IC50	=	500.0	nM	PMID[9733492]
NPT3569	Individual protein	Nitric-oxide synthase, brain	Homo sapiens	Ki	=	15.0	nM	PMID[9667974]
NPT3569	Individual protein	Nitric-oxide synthase, brain	Homo sapiens	IC50	=	80.0	nM	PMID[12781178]
NPT15179	Single protein	Nitric oxide synthase, inducible	Rattus norvegicus	IC50	=	20000.0	nM	PMID[7525961]
NPT3569	Individual protein	Nitric-oxide synthase, brain	Homo sapiens	IC50	=	80.0	nM	PMID[12182860]
NPT3569	Individual protein	Nitric-oxide synthase, brain	Homo sapiens	IC50	=	4400.0	nM	PMID[19537690]
NPT3569	Individual protein	Nitric-oxide synthase, brain	Homo sapiens	Ki	=	500.0	nM	PMID[18477512]
NPT3569	Individual protein	Nitric-oxide synthase, brain	Homo sapiens	Inhibition	=	100.0	%	PMID[19013076]
NPT3569	Individual protein	Nitric-oxide synthase, brain	Homo sapiens	Activity	=	13.0	%	PMID[19144449]
NPT29454	Single protein	Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	Homo sapiens	Inhibition	=	1.496	%	PMID[38318365]
NPT3974	Individual protein	Nitric-oxide synthase, endothelial	Homo sapiens	IC50	=	500.0	nM	PMID[9733492]
NPT3974	Individual protein	Nitric-oxide synthase, endothelial	Homo sapiens	Ki	=	30.0	nM	PMID[9667974]
NPT3974	Individual protein	Nitric-oxide synthase, endothelial	Homo sapiens	IC50	=	320.0	nM	PMID[12781178]
NPT3974	Individual protein	Nitric-oxide synthase, endothelial	Homo sapiens	IC50	=	320.0	nM	PMID[12182860]
NPT3974	Individual protein	Nitric-oxide synthase, endothelial	Homo sapiens	Inhibition	=	100.0	%	PMID[19013076]
NPT3974	Individual protein	Nitric-oxide synthase, endothelial	Homo sapiens	Activity	=	25.0	%	PMID[19144449]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell line	RAW264.7	Mus musculus	IC50	=	43600.0	nM	PMID[19715321]
NPT113	Cell line	RAW264.7	Mus musculus	Inhibition	=	2.53	%	PMID[19715321]
NPT113	Cell line	RAW264.7	Mus musculus	IC50	=	146400.0	nM	PMID[24597849]
NPT113	Cell line	RAW264.7	Mus musculus	Activity	=	101.7	%	PMID[27976895]
NPT113	Cell line	RAW264.7	Mus musculus	IC50	=	144300.0	nM	PMID[27976895]
NPT113	Cell line	RAW264.7	Mus musculus	IC50	=	37700.0	nM	PMID[28561586]
NPT113	Cell line	RAW264.7	Mus musculus	IC50	=	2918.0	nM	PMID[33065432]
NPT113	Cell line	RAW264.7	Mus musculus	IC50	=	39500.0	nM	PMID[33422907]
NPT113	Cell line	RAW264.7	Mus musculus	CC50	>	100000.0	nM	PMID[22148193]
NPT27045	Selectivity group	Nitric oxide synthase (inducible and endothelial)	Homo sapiens	Ratio	=	0.066	n.a.	PMID[9733492]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	-0.53	%	DOI[10.21203/rs.3.rs-23951/v1]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	-0.19	%	DOI[10.6019/CHEMBL4495565]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	0.05	%	DOI[10.6019/CHEMBL4495565]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	0.48	%	DOI[10.6019/CHEMBL4495565]
NPT22974	Selectivity group	Nitric oxide sythases; iNOS & nNOS	Homo sapiens	Ratio	=	0.066	n.a.	PMID[9733492]
NPT22974	Selectivity group	Nitric oxide sythases; iNOS & nNOS	Homo sapiens	Ratio	=	69.0	n.a.	PMID[12182860]
NPT16957	Selectivity group	Nitric-oxide synthase (endothelial and brain)	Homo sapiens	Ratio	=	4.0	n.a.	PMID[12182860]
NPT2	Others	Unspecified	n.a.	Ki	=	610.0	nM	PMID[17425297]
NPT2	Others	Unspecified	n.a.	Ratio Ki	=	7.0	n.a.	PMID[17425297]
NPT2	Others	Unspecified	n.a.	Ratio Ki	=	1.2	n.a.	PMID[17425297]
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	0.7	n.a.	PMID[19537690]
NPT2	Others	Unspecified	n.a.	Ratio	=	1.3	n.a.	PMID[20958055]
NPT2	Others	Unspecified	n.a.	Ratio	=	8.0	n.a.	PMID[20958055]
NPT2	Others	Unspecified	n.a.	Ratio Ki	=	293.0	n.a.	PMID[23458846]
NPT2	Others	Unspecified	n.a.	Ratio Ki	=	11.0	n.a.	PMID[23458846]
NPT2	Others	Unspecified	n.a.	Ki	=	15.0	nM	PMID[23458846]

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	IC50	=	200.0	nM	PMID[9651169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	EC50	=	3000.0	nM	PMID[9651169]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	EC50	=	1100.0	nM	PMID[10498190]

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 NPC331434 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	43203
0.1-0.2	6405
0.2-0.3	190
0.3-0.4	46
0.4-0.5	5
0.5-0.6	7
0.6-0.7	2
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
0.6923	Remote Similarity	NPC118429
0.6279	Remote Similarity	NPC327985
0.5714	Remote Similarity	NPC226453
0.5714	Remote Similarity	NPC103130
0.5556	Remote Similarity	NPC133183
0.5333	Remote Similarity	NPC38059
0.5306	Remote Similarity	NPC136091
0.5217	Remote Similarity	NPC478501
0.52	Remote Similarity	NPC601306

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC331434 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7216
0.1-0.2	1827
0.2-0.3	84
0.3-0.4	12
0.4-0.5	4
0.5-0.6	6
0.6-0.7	1
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
0.6923	Remote Similarity	NPD9014	Phase 3
0.5714	Remote Similarity	NPD9048	Phase 3
0.5581	Remote Similarity	NPD9047	Phase 4
0.5333	Remote Similarity	NPD9232	Phase 2
0.5333	Remote Similarity	NPD9233	Phase 3
0.5306	Remote Similarity	NPD9224	Phase 2
0.5217	Remote Similarity	NPD9231	Phase 3

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