NPASS Compound

Natural Product: NPC483363

Natural Product ID	NPC483363
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	DBABZHXKTCFAPX-UHFFFAOYSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	4911
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000031] Benzenesulfonamides

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 38 38 0 0 0 0 0 0 0 0999 V2000 -1.2116 1.9518 -2.7572 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8277 0.6991 -1.9956 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6795 0.6581 -0.7584 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4556 -0.4583 0.0913 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.7133 -0.7866 0.7348 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8325 -2.2806 0.9546 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1860 -2.5017 1.6321 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2970 -0.1883 1.3169 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.7090 0.9312 2.2443 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1299 -1.4051 2.2015 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2963 0.1839 0.6957 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1946 -0.8254 0.4181 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4445 -0.5717 -0.0628 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8869 0.7134 -0.3012 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9871 1.7306 -0.0235 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7215 1.4813 0.4630 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2223 0.9878 -0.8153 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6349 2.1506 -1.0355 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0849 -0.0637 -1.0773 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3094 1.9816 -2.8913 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8709 2.8705 -2.2597 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7405 1.9428 -3.7665 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2403 0.5854 -1.8464 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1407 -0.1560 -2.6651 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6134 1.5802 -0.1569 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7523 0.6158 -1.1081 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5514 -0.3876 0.1310 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7177 -0.2914 1.7265 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7611 -2.7745 -0.0127 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0522 -2.6184 1.6632 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9015 -1.6911 1.3272 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6312 -3.4484 1.2652 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0824 -2.4402 2.7179 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9065 -1.8569 0.5844 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1490 -1.3892 -0.2791 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3317 2.7383 -0.2095 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0231 2.2640 0.6790 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0435 0.0688 -1.4175 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 4 8 1 0 8 9 2 0 8 10 2 0 8 11 1 0 11 12 2 0 12 13 1 0 13 14 2 0 14 15 1 0 15 16 2 0 14 17 1 0 17 18 2 0 17 19 1 0 16 11 1 0 1 20 1 0 1 21 1 0 1 22 1 0 2 23 1 0 2 24 1 0 3 25 1 0 3 26 1 0 5 27 1 0 5 28 1 0 6 29 1 0 6 30 1 0 7 31 1 0 7 32 1 0 7 33 1 0 12 34 1 0 13 35 1 0 15 36 1 0 16 37 1 0 19 38 1 0 M END

Standard InCHIKey	DBABZHXKTCFAPX-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C13H19NO4S/c1-3-9-14(10-4-2)19(17,18)12-7-5-11(6-8-12)13(15)16/h5-8H,3-4,9-10H2,1-2H3,(H,15,16)
SMILES	CCCN(CCC)S(=O)(=O)c1ccc(cc1)C(=O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	285.1	Volume:	278.969 ? Van der Waals volume.
Dense:	1.022	LogP:	3.095 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.512 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.459 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	7.0	Rigid Bonds:	9.0
TPSA:	74.68 ? Topological Polar Surface Area.	H-Bond Acceptor:	5.0
H-Bond Donor:	1.0	Rings:	1.0
Heavy Atoms:	6.0

MedChem Properties

QED Drug-Likeness Score:	0.833	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	1.854	Fsp³:	0.462
MCE-18:	10.0 ? 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:	0.01	Fluc inhibitor:	0.001 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.024 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.306 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.033	Promiscuous compounds:	0.063

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.922	MDCK Permeability:	-4.815
Pgp-inhibitor:	0.041	Pgp-substrate:	0.02
PAMPA:	0.477 ? 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):	0.0
20% Bioavailability (F20%):	0.0	30% Bioavailability (F30%):	0.0
50% Bioavailability (F50%):	0.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.358
Plasma Protein Binding (PPB):	85.259%	Volume Distribution (VD):	-0.992
Fu:	14.408% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.184
OATP1B3 inhibitor:	0.0	BCRP inhibitor:	0.0
BSEP inhibitor:	0.998

ADMET: Metabolism

CYP1A2-inhibitor:	0.098	CYP1A2-substrate:	0.005
CYP2C19-inhibitor:	0.998	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.961	CYP2C9-substrate:	0.055
CYP2D6-inhibitor:	0.013	CYP2D6-substrate:	0.014
CYP3A4-inhibitor:	0.948	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.906	CYP2C8-inhibitor:	0.506
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):

2.888

Half-life (T1/2):

0.717

ADMET: Toxicity

hERG Blockers:	0.129	hERG Blockers (10um):	0.1
Human Hepatotoxicity (H-HT):	0.943	Drug-induced Liver Injury (DILI):	1.0
AMES Toxicity:	0.344	Rat Oral Acute Toxicity:	0.335
Maximum Recommended Daily Dose:	0.147	Skin Sensitization:	0.031
Carcinogencity:	0.421	Eye Corrosion:	0.002
Eye Irritation:	0.409	Respiratory Toxicity:	0.566
Drug-induced Neurotoxicity:	0.168	Ototoxicity:	0.735
Hematotoxicity:	0.563	Drug-induced Nephrotoxicity:	0.852
Genotoxicity:	0.984	RPMI-8226 Immunitoxicity:	0.044
A549 Cytotoxicity:	0.005	Hek293 Cytotoxicity:	0.081
BCF:	0.6 ? 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:	2.938 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	3.842 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.343 ? 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
NPO1150	Juncus effusus	Species	Juncaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30892891]
NPO1150	Juncus effusus	Species	Juncaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1150	Juncus effusus	Species	Juncaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1150	Juncus effusus	Species	Juncaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1150	Juncus effusus	Species	Juncaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1150	Juncus effusus	Species	Juncaceae	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	30
Inhibition	30
Ki	41
Activity	25
Ratio IC50	3
EC50	1
AC50	66
Ratio	2

Activity Type	# Activity
Individual protein	167
Single protein	13
Organism	13
Non-molecular	1
Others	3
Cell line	1

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1594	Individual protein	Multidrug resistance-associated protein 1	Homo sapiens	Ratio IC50	=	1.4	n.a.	PMID[19725578]
NPT1594	Individual protein	Multidrug resistance-associated protein 1	Homo sapiens	Ratio IC50	=	1.7	n.a.	PMID[19725578]
NPT1594	Individual protein	Multidrug resistance-associated protein 1	Homo sapiens	Ratio IC50	=	1.9	n.a.	PMID[19725578]
NPT1027	Individual protein	Multidrug resistance-associated protein 5	Homo sapiens	Activity	=	31.7	%	PMID[10893247]
NPT1028	Individual protein	Multidrug resistance-associated protein 4	Homo sapiens	Activity	=	52.0	%	PMID[12883481]
NPT1472	Individual protein	Solute carrier family 22 member 11	Homo sapiens	Activity	=	81.6	%	PMID[12130730]
NPT1028	Individual protein	Multidrug resistance-associated protein 4	Homo sapiens	Activity	=	10.0	%	PMID[11856762]
NPT1740	Individual protein	Putative organic anion transporter 5	Mus musculus	Activity	=	25.0	%	PMID[15068970]
NPT1028	Individual protein	Multidrug resistance-associated protein 4	Homo sapiens	Activity	=	49.4	%	PMID[12036927]
NPT2850	Individual protein	Multidrug resistance associated protein	Homo sapiens	Activity	=	7.9	%	PMID[11585759]
NPT1736	Individual protein	ATP-binding cassette sub-family C member 11	Homo sapiens	Activity	=	76.0	%	PMID[15537867]
NPT1632	Individual protein	Monocarboxylate transporter 2	Rattus norvegicus	Activity	=	88.0	%	PMID[10417314]
NPT1544	Individual protein	Solute carrier family 22 member 2	Rattus norvegicus	IC50	=	1700000.0	nM	PMID[11502595]
NPT1472	Individual protein	Solute carrier family 22 member 11	Homo sapiens	IC50	=	25400.0	nM	PMID[14978359]
NPT2773	Individual protein	Solute carrier family 22 member 7	Homo sapiens	IC50	=	668000.0	nM	PMID[14978359]
NPT2774	Individual protein	Solute carrier family 22 member 7	Rattus norvegicus	IC50	=	977000.0	nM	PMID[14978359]
NPT1744	Individual protein	Solute carrier organic anion transporter family member 1C1	Mus musculus	Ki	=	293000.0	nM	PMID[15166123]
NPT1472	Individual protein	Solute carrier family 22 member 11	Homo sapiens	Ki	=	44400.0	nM	PMID[12063169]
NPT304	Individual protein	Canalicular multispecific organic anion transporter 1	Rattus norvegicus	Ki	=	44600.0	nM	PMID[15618649]
NPT1472	Individual protein	Solute carrier family 22 member 11	Homo sapiens	Ki	=	54900.0	nM	PMID[12023506]
NPT305	Individual protein	Solute carrier organic anion transporter family member 1A4	Rattus norvegicus	Ki	=	72900.0	nM	PMID[11408557]
NPT2773	Individual protein	Solute carrier family 22 member 7	Homo sapiens	Ki	=	766000.0	nM	PMID[12023506]
NPT233	Individual protein	Carbonic anhydrase II	Homo sapiens	Ki	=	431.0	nM	PMID[25027802]
NPT1472	Individual protein	Solute carrier family 22 member 11	Homo sapiens	Inhibition	=	81.4	%	PMID[23073734]
NPT233	Individual protein	Carbonic anhydrase II	Homo sapiens	Ki	=	431.0	nM	PMID[26007302]
NPT233	Individual protein	Carbonic anhydrase II	Homo sapiens	Ki	=	431.0	nM	PMID[26264840]
NPT1249	Individual protein	Canalicular multispecific organic anion transporter 2	Homo sapiens	IC50	>	133000.0	nM	PMID[23956101]
NPT1028	Individual protein	Multidrug resistance-associated protein 4	Homo sapiens	IC50	>	133000.0	nM	PMID[23956101]
NPT346	Individual protein	Transient receptor potential cation channel subfamily A member 1	Homo sapiens	EC50	=	4200000.0	nM	PMID[30878828]
NPT1472	Individual protein	Solute carrier family 22 member 11	Homo sapiens	IC50	=	54900.0	nM	PMID[30769179]
NPT299	Individual protein	Androgen Receptor	Rattus norvegicus	AC50	>	10000.0	nM	PMID[37468498]
NPT249	Individual protein	Glucocorticoid receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT2879	Individual protein	Equilibrative nucleoside transporter 1	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT31	Individual protein	Cyclooxygenase-2	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT2719	Individual protein	Voltage-gated L-type calcium channel alpha-1C subunit	Rattus norvegicus	AC50	>	10000.0	nM	PMID[37468498]
NPT292	Individual protein	Serotonin 2c (5-HT2c) receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT222	Individual protein	Alpha-2a adrenergic receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT290	Individual protein	Serotonin 2a (5-HT2a) receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT242	Individual protein	Dopamine D1 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT246	Individual protein	Dopamine transporter	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT1410	Individual protein	GABA receptor alpha-1 subunit	Rattus norvegicus	AC50	>	10000.0	nM	PMID[37468498]
NPT291	Individual protein	Serotonin 2b (5-HT2b) receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT217	Individual protein	Adenosine A2a receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT226	Individual protein	Beta-2 adrenergic receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT218	Individual protein	Adenosine A3 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT259	Individual protein	Melanocortin receptor 4	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT272	Individual protein	Kappa opioid receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT303	Individual protein	Vasopressin V1a receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT261	Individual protein	Monoamine oxidase A	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT243	Individual protein	Dopamine D2 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT108	Individual protein	Estrogen receptor alpha	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT1464	Individual protein	Phosphodiesterase 4D	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT244	Individual protein	Dopamine D3 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT251	Individual protein	Histamine H1 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT224	Individual protein	Alpha-2c adrenergic receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT252	Individual protein	Histamine H2 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT263	Individual protein	Muscarinic acetylcholine receptor M2	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT232	Individual protein	Cannabinoid CB1 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT271	Individual protein	Delta opioid receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT230	Individual protein	Bradykinin B2 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT264	Individual protein	Muscarinic acetylcholine receptor M3	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT295	Individual protein	Serotonin transporter	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT239	Individual protein	Cholecystokinin A receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT145	Individual protein	Mu opioid receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT1788	Individual protein	Alpha-1a adrenergic receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT267	Individual protein	Neuropeptide Y receptor type 1	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT1647	Individual protein	Vasopressin V2 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT1163	Individual protein	Glutamate (NMDA) receptor subunit zeta 1	Rattus norvegicus	AC50	>	10000.0	nM	PMID[37468498]
NPT223	Individual protein	Alpha-2b adrenergic receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT2769	Individual protein	Thromboxane A2 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT225	Individual protein	Beta-1 adrenergic receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT216	Individual protein	Adenosine A1 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT262	Individual protein	Muscarinic acetylcholine receptor M1	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT228	Individual protein	Norepinephrine transporter	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT5234	Individual protein	Solute carrier family 22 member 12	Homo sapiens	IC50	=	50000.0	nM	PMID[17325024]
NPT5234	Individual protein	Solute carrier family 22 member 12	Homo sapiens	Inhibition	=	30.0	%	PMID[17325024]
NPT613	Individual protein	Solute carrier family 22 member 1	Homo sapiens	Inhibition	=	-8.9	%	PMID[18788725]
NPT5234	Individual protein	Solute carrier family 22 member 12	Homo sapiens	IC50	=	86390.0	nM	PMID[21449597]
NPT5234	Individual protein	Solute carrier family 22 member 12	Homo sapiens	Inhibition	=	35.7	%	PMID[21449597]
NPT702	Individual protein	UDP-glucuronosyltransferase 1-6	Homo sapiens	Activity	=	0.0	pm/min/mg	PMID[10836148]
NPT695	Individual protein	UDP-glucuronosyltransferase 1-8	Homo sapiens	Activity	=	0.0	pm/min/mg	PMID[10836148]
NPT703	Individual protein	UDP-glucuronosyltransferase 1-9	Homo sapiens	Activity	=	0.0	pm/min/mg	PMID[10836148]
NPT702	Individual protein	UDP-glucuronosyltransferase 1-6	Homo sapiens	Ki	=	1429000.0	nM	PMID[15781124]
NPT703	Individual protein	UDP-glucuronosyltransferase 1-9	Homo sapiens	Ki	=	2452000.0	nM	PMID[15781124]
NPT669	Individual protein	Solute carrier family 22 member 8	Homo sapiens	Ki	=	9000.0	nM	PMID[11426832]
NPT25188	Single protein	Multidrug resistance-associated protein 6	Homo sapiens	Activity	=	10.0	%	PMID[11880368]
NPT25188	Single protein	Multidrug resistance-associated protein 6	Homo sapiens	Activity	=	70.0	%	PMID[11880368]
NPT705	Individual protein	Solute carrier family 22 member 5	Homo sapiens	Activity	=	77.4	%	PMID[10525100]
NPT669	Individual protein	Solute carrier family 22 member 8	Homo sapiens	IC50	=	4930.0	nM	PMID[14978359]
NPT666	Individual protein	Solute carrier family 22 member 6	Rattus norvegicus	Ki	=	15800.0	nM	PMID[11099697]
NPT669	Individual protein	Solute carrier family 22 member 8	Homo sapiens	Ki	=	29800.0	nM	PMID[12130730]
NPT666	Individual protein	Solute carrier family 22 member 6	Rattus norvegicus	Ki	=	31000.0	nM	PMID[11408557]
NPT669	Individual protein	Solute carrier family 22 member 8	Homo sapiens	Ki	=	4410.0	nM	PMID[11669456]
NPT72	Individual protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Inhibition	=	22.0	%	PMID[22541068]
NPT72	Individual protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Inhibition	=	89.44	%	PMID[23571415]
NPT669	Individual protein	Solute carrier family 22 member 8	Homo sapiens	Inhibition	=	88.5	%	PMID[23073734]
NPT713	Individual protein	Bile salt export pump	Homo sapiens	IC50	=	564800.0	nM	PMID[21965623]
NPT18837	Single protein	Pannexin-1	Homo sapiens	IC50	=	150000.0	nM	PMID[26422006]
NPT5234	Individual protein	Solute carrier family 22 member 12	Homo sapiens	IC50	=	15000.0	nM	DOI[10.1039/C6MD00190D]
NPT713	Individual protein	Bile salt export pump	Homo sapiens	IC50	=	586800.0	nM	PMID[22961681]
NPT713	Individual protein	Bile salt export pump	Homo sapiens	IC50	>	133000.0	nM	PMID[23956101]
NPT669	Individual protein	Solute carrier family 22 member 8	Homo sapiens	IC50	=	9000.0	nM	PMID[30769179]
NPT18837	Single protein	Pannexin-1	Homo sapiens	Inhibition	n.a.	n.a.	%	PMID[37703077]
NPT5301	Individual protein	Motilin receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT612	Individual protein	Canalicular multispecific organic anion transporter 1	Homo sapiens	Activity	=	110.0	%	PMID[18457386]
NPT665	Individual protein	Solute carrier family 22 member 6	Homo sapiens	Activity	=	52.1	%	PMID[12130730]
NPT665	Individual protein	Solute carrier family 22 member 6	Homo sapiens	Activity	=	9.2	%	PMID[12472777]
NPT612	Individual protein	Canalicular multispecific organic anion transporter 1	Homo sapiens	Activity	=	20.0	%	PMID[11880368]
NPT665	Individual protein	Solute carrier family 22 member 6	Homo sapiens	IC50	=	12300.0	nM	PMID[14978359]
NPT665	Individual protein	Solute carrier family 22 member 6	Homo sapiens	IC50	=	12500.0	nM	PMID[12472777]
NPT435	Individual protein	Solute carrier family 22 member 1	Rattus norvegicus	IC50	=	1640000.0	nM	PMID[11502595]
NPT665	Individual protein	Solute carrier family 22 member 6	Homo sapiens	IC50	=	6300.0	nM	PMID[10929807]
NPT665	Individual protein	Solute carrier family 22 member 6	Homo sapiens	IC50	=	7400.0	nM	PMID[10991954]
NPT665	Individual protein	Solute carrier family 22 member 6	Homo sapiens	Ki	=	12100.0	nM	PMID[11426832]
NPT665	Individual protein	Solute carrier family 22 member 6	Homo sapiens	Ki	=	4300.0	nM	PMID[10929807]
NPT665	Individual protein	Solute carrier family 22 member 6	Homo sapiens	Ki	=	4410.0	nM	PMID[11669456]
NPT612	Individual protein	Canalicular multispecific organic anion transporter 1	Homo sapiens	Ki	=	42200.0	nM	PMID[15618649]
NPT73	Individual protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Inhibition	=	35.2	%	PMID[22541068]
NPT73	Individual protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Inhibition	=	81.99	%	PMID[23571415]
NPT665	Individual protein	Solute carrier family 22 member 6	Homo sapiens	Inhibition	=	96.2	%	PMID[23073734]
NPT612	Individual protein	Canalicular multispecific organic anion transporter 1	Homo sapiens	IC50	>	133000.0	nM	PMID[23956101]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	15.12	%	DOI[10.6019/CHEMBL4495564]
NPT665	Individual protein	Solute carrier family 22 member 6	Homo sapiens	IC50	=	12100.0	nM	PMID[30769179]
NPT98	Individual protein	HERG	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT4358	Individual protein	Type-1 angiotensin II receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT542	Individual protein	Progesterone receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT692	Individual protein	Histone deacetylase 6	Homo sapiens	Inhibition	=	-20.52	%	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	=	-4.26	%	HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT29430	Single protein	Neuronal acetylcholine receptor protein alpha-4 subunit	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT901	Individual protein	UDP-glucuronosyltransferase 1-1	Homo sapiens	Activity	=	0.0	pm/min/mg	PMID[10836148]
NPT901	Individual protein	UDP-glucuronosyltransferase 1-1	Homo sapiens	Ki	=	221000.0	nM	PMID[15781124]
NPT667	Individual protein	Solute carrier family 22 member 8	Rattus norvegicus	Activity	=	23.4	%	PMID[12679720]
NPT752	Individual protein	Solute carrier organic anion transporter family member 1A1	Rattus norvegicus	Inhibition	=	74.0	%	PMID[8045503]
NPT667	Individual protein	Solute carrier family 22 member 8	Rattus norvegicus	IC50	=	6030.0	nM	PMID[14978359]
NPT667	Individual protein	Solute carrier family 22 member 8	Rattus norvegicus	Ki	=	20000.0	nM	PMID[11408557]
NPT667	Individual protein	Solute carrier family 22 member 8	Rattus norvegicus	Ki	=	4430.0	nM	PMID[11961115]
NPT752	Individual protein	Solute carrier organic anion transporter family member 1A1	Rattus norvegicus	Ki	=	74400.0	nM	PMID[11408557]
NPT622	Individual protein	Solute carrier organic anion transporter family member 2B1	Homo sapiens	Inhibition	=	26.4	%	PMID[22541068]
NPT948	Individual protein	Carbonic anhydrase IX	Homo sapiens	Ki	=	360.0	nM	PMID[25027802]
NPT949	Individual protein	Carbonic anhydrase XII	Homo sapiens	Ki	=	1245.0	nM	PMID[25027802]
NPT712	Individual protein	Bile salt export pump	Rattus norvegicus	IC50	=	509900.0	nM	PMID[21965623]
NPT948	Individual protein	Carbonic anhydrase IX	Homo sapiens	Ki	=	360.0	nM	PMID[26007302]
NPT949	Individual protein	Carbonic anhydrase XII	Homo sapiens	Ki	=	1245.0	nM	PMID[26007302]
NPT948	Individual protein	Carbonic anhydrase IX	Homo sapiens	Ki	=	360.0	nM	PMID[26264840]
NPT949	Individual protein	Carbonic anhydrase XII	Homo sapiens	Ki	=	1245.0	nM	PMID[26264840]
NPT28449	Single protein	Pannexin-1	Mus musculus	Inhibition	n.a.	n.a.	%	PMID[37703077]
NPT92	Individual protein	Serotonin 1a (5-HT1a) receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT5104	Individual protein	Phosphodiesterase 3A	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT28449	Single protein	Pannexin-1	Mus musculus	Inhibition	=	61.0	%	PMID[37703077]
NPT29752	Single protein	Pannexin-1	Rattus norvegicus	Inhibition	n.a.	n.a.	%	PMID[37703077]
NPT5975	Individual protein	Cyclooxygenase-1	Rattus norvegicus	AC50	>	10000.0	nM	PMID[37468498]
NPT28449	Single protein	Pannexin-1	Mus musculus	IC50	=	150000.0	nM	PMID[34174741]
NPT29454	Single protein	Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	Homo sapiens	Inhibition	=	-3.487	%	PMID[38318365]
NPT28814	Single protein	Ghrelin receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT661	Individual protein	Solute carrier family 22 member 6	Mus musculus	Ki	=	6309.57	nM	PMID[17553798]
NPT661	Individual protein	Solute carrier family 22 member 6	Mus musculus	Ki	=	6400.0	nM	PMID[17553798]
NPT662	Individual protein	Solute carrier family 22 member 20	Mus musculus	Ki	=	8511.38	nM	PMID[17553798]
NPT662	Individual protein	Solute carrier family 22 member 20	Mus musculus	Ki	=	8400.0	nM	PMID[17553798]
NPT699	Individual protein	UDP-glucuronosyltransferase 1-10	Homo sapiens	Activity	=	0.0	pm/min/mg	PMID[10836148]
NPT903	Individual protein	UDP-glucuronosyltransferase 1-7	Homo sapiens	Ki	=	96000.0	nM	PMID[15781124]
NPT699	Individual protein	UDP-glucuronosyltransferase 1-10	Homo sapiens	Ki	=	231000.0	nM	PMID[15781124]
NPT877	Individual protein	Solute carrier family 22 member 8	Mus musculus	Activity	=	0.625	%	PMID[14762099]
NPT706	Individual protein	Monocarboxylate transporter 1	Rattus norvegicus	Activity	=	110.0	%	PMID[10417314]
NPT947	Individual protein	Carbonic anhydrase I	Homo sapiens	Ki	>	10000.0	nM	PMID[25027802]
NPT877	Individual protein	Solute carrier family 22 member 8	Mus musculus	IC50	=	3020.0	nM	PMID[23344796]
NPT947	Individual protein	Carbonic anhydrase I	Homo sapiens	Ki	>	10000.0	nM	PMID[26007302]
NPT947	Individual protein	Carbonic anhydrase I	Homo sapiens	Ki	>	10000.0	nM	PMID[26264840]
NPT543	Individual protein	Pregnane X receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT425	Individual protein	Serotonin 3a (5-HT3a) receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT30151	Single protein	Melanocortin receptor 3	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	1.35	%	DOI[10.21203/rs.3.rs-23951/v1]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	0.08	%	DOI[10.6019/CHEMBL4495565]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	20000.0	nM	DOI[10.6019/CHEMBL4651402]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	19952.62	nM	DOI[10.6019/CHEMBL4651402]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Ratio	=	0.05	n.a.	PMID[7277396]
NPT5688	Organism	Pan troglodytes	Pan troglodytes	Ratio	=	0.05	n.a.	PMID[660587]
NPT20	Organism	Candida albicans	Candida albicans	Inhibition	=	3.37	%	DOI[10.6019/CHEMBL4296181]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	Inhibition	=	16.52	%	DOI[10.6019/CHEMBL4296181]
NPT27866	Cell line	B16-BL6	Mus musculus	Activity	n.a.	n.a.	n.a.	PMID[37703077]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	Inhibition	=	-7.72	%	DOI[10.6019/CHEMBL4296181]
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	1.2	%	DOI[10.6019/CHEMBL4296181]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	Inhibition	=	19.93	%	DOI[10.6019/CHEMBL4296181]
NPT2922	Organism	Staphylococcus aureus subsp. aureus	Staphylococcus aureus subsp. aureus	Inhibition	=	13.34	%	DOI[10.6019/CHEMBL4296181]
NPT2	Others	Unspecified	n.a.	Ki	=	1100000.0	nM	PMID[15781124]
NPT2	Others	Unspecified	n.a.	Ki	=	1600000.0	nM	PMID[15781124]
NPT2	Others	Unspecified	n.a.	IC50	<	100000.0	nM	PMID[26422006]
NPT747	Organism	Acinetobacter baumannii	Acinetobacter baumannii	Inhibition	=	30.42	%	DOI[10.6019/CHEMBL4296181]

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 NPC483363 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	16427
0.1-0.2	32217
0.2-0.3	1128
0.3-0.4	75
0.4-0.5	6
0.5-0.6	2
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	Natural Product ID
0.5294	Remote Similarity	NPC253423
0.5278	Remote Similarity	NPC25458

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC483363 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	2306
0.1-0.2	6269
0.2-0.3	549
0.3-0.4	24
0.4-0.5	1
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	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD1104	Phase 4

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