NPASS Compound

Natural Product: NPC187036

Natural Product ID	NPC187036
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Isocryptolepine
IUPAC Name	5-methylindolo[3,2-c]quinoline
Synonyms	Isocryptolepine
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL596333
PubChem CID	380925
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0001253] Quinolines and derivatives [CHEMONTID:0000061] Indoloquinolines

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 30 33 0 0 0 0 0 0 0 0999 V2000 -2.1984 -2.4944 -0.7007 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3801 -1.3496 -0.3620 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0477 -1.4744 -0.5269 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7500 -0.4004 -0.2118 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1118 0.8127 0.2827 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2651 0.9005 0.4384 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8719 2.0454 0.9054 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2369 2.1236 1.0564 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9689 0.9915 0.7144 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3560 -0.1503 0.2479 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9794 -0.2287 0.0959 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1216 1.6736 0.5020 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3057 1.0955 0.1870 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6022 1.5585 0.2371 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6830 0.7928 -0.1361 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4784 -0.5001 -0.5835 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1880 -0.9799 -0.6402 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1100 -0.2066 -0.2645 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6947 -2.2922 -1.6695 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5809 -3.4051 -0.8306 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9294 -2.7307 0.1144 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3921 -2.4096 -0.9035 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2743 2.9051 1.1613 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7415 3.0084 1.4205 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0562 1.0632 0.8381 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9892 -0.9930 0.0012 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7642 2.5821 0.5913 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7119 1.1754 -0.0909 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3130 -1.1246 -0.8837 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0387 -1.9887 -0.9902 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 1 0 6 7 2 0 7 8 1 0 8 9 2 0 9 10 1 0 10 11 2 0 5 12 2 0 12 13 1 0 13 14 2 0 14 15 1 0 15 16 2 0 16 17 1 0 17 18 2 0 11 2 1 0 18 13 1 0 18 4 1 0 11 6 1 0 1 19 1 0 1 20 1 0 1 21 1 0 3 22 1 0 7 23 1 0 8 24 1 0 9 25 1 0 10 26 1 0 14 27 1 0 15 28 1 0 16 29 1 0 17 30 1 0 M END

Standard InCHIKey	GLYLOCYYFNTVGX-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C16H12N2/c1-18-10-13-11-6-2-4-8-14(11)17-16(13)12-7-3-5-9-15(12)18/h2-10H,1H3
SMILES	Cn1cc2-c(c3ccccc13)nc1ccccc21

Calculated Properties

Physi-Chem Properties

Molecular Weight:	232.1	Volume:	251.968 ? Van der Waals volume.
Dense:	0.921	LogP:	4.098 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.529 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.553 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	0.0	Rigid Bonds:	20.0
TPSA:	17.82 ? Topological Polar Surface Area.	H-Bond Acceptor:	2.0
H-Bond Donor:	0.0	Rings:	4.0
Heavy Atoms:	2.0

MedChem Properties

QED Drug-Likeness Score:	0.45	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	1.914	Fsp³:	0.062
MCE-18:	19.0 ? 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:	Accepted
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.497	Fluc inhibitor:	0.618 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.912 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.284 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.025	Promiscuous compounds:	0.516

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.268	MDCK Permeability:	-4.526
Pgp-inhibitor:	0.954	Pgp-substrate:	0.315
PAMPA:	0.024 ? 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%):	0.074	30% Bioavailability (F30%):	0.356
50% Bioavailability (F50%):	0.96

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.992	MRP1:	0.864
Plasma Protein Binding (PPB):	97.304%	Volume Distribution (VD):	0.199
Fu:	3.193% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.422
OATP1B3 inhibitor:	0.704	BCRP inhibitor:	0.923
BSEP inhibitor:	0.999

ADMET: Metabolism

CYP1A2-inhibitor:	0.999	CYP1A2-substrate:	0.443
CYP2C19-inhibitor:	0.38	CYP2C19-substrate:	0.008
CYP2C9-inhibitor:	0.918	CYP2C9-substrate:	0.61
CYP2D6-inhibitor:	1.0	CYP2D6-substrate:	0.983
CYP3A4-inhibitor:	0.974	CYP3A4-substrate:	0.662
CYP2B6-substrate:	0.404	CYP2C8-inhibitor:	0.959
HLM stability:	0.979 ? 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):

7.434

Half-life (T1/2):

0.799

ADMET: Toxicity

hERG Blockers:	0.337	hERG Blockers (10um):	0.663
Human Hepatotoxicity (H-HT):	0.771	Drug-induced Liver Injury (DILI):	0.745
AMES Toxicity:	0.862	Rat Oral Acute Toxicity:	0.431
Maximum Recommended Daily Dose:	0.609	Skin Sensitization:	0.525
Carcinogencity:	0.774	Eye Corrosion:	0.001
Eye Irritation:	0.852	Respiratory Toxicity:	0.823
Drug-induced Neurotoxicity:	0.957	Ototoxicity:	0.496
Hematotoxicity:	0.635	Drug-induced Nephrotoxicity:	0.671
Genotoxicity:	0.78	RPMI-8226 Immunitoxicity:	0.093
A549 Cytotoxicity:	0.312	Hek293 Cytotoxicity:	0.543
BCF:	2.113 ? 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:	4.17 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.622 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.667 ? 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
NPO20237	Poecillastra wondoensis	Species	Vulcanellidae	Eukaryota	n.a.	n.a.	n.a.	PMID[14640526]
NPO20237	Poecillastra wondoensis	Species	Vulcanellidae	Eukaryota	n.a.	depth of 25 m off the shore of Keomun Island, Korea	2004-AUG	PMID[18407691]
NPO20912	Wisteria brachybotrys	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2853205]
NPO20169	Alseodaphne perakensis	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31266357]
NPO14826	Streptomyces mobaraensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[32998509]
NPO11155	Ambrosia maritima	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24783	Erysimum diffusum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20912	Wisteria brachybotrys	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20237	Poecillastra wondoensis	Species	Vulcanellidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14826	Streptomyces mobaraensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11155	Ambrosia maritima	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24783	Erysimum diffusum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24783	Erysimum diffusum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11155	Ambrosia maritima	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11155	Ambrosia maritima	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18755	Fumaria judaica	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21890	Epidendrum moseni	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14826	Streptomyces mobaraensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO20299	Strongylophora durissima	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO17131	Yucca periculosa	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20237	Poecillastra wondoensis	Species	Vulcanellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20912	Wisteria brachybotrys	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24783	Erysimum diffusum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11155	Ambrosia maritima	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20989	Calea integrifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20169	Alseodaphne perakensis	Species	Lauraceae	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
GI50	56
IC50	16
Ratio IC50	9

Activity Type	# Activity
Cell line	67
Organism	6
Others	6
Non-molecular	2

Molecular-level activity

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

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT368	Cell line	SN12C	Homo sapiens	GI50	n.a.	1566.75	nM	PubChem BioAssay data set
NPT367	Cell line	MDA-N	Homo sapiens	GI50	n.a.	2037.04	nM	PubChem BioAssay data set
NPT369	Cell line	ACHN	Homo sapiens	GI50	n.a.	1706.08	nM	PubChem BioAssay data set
NPT370	Cell line	NCI-H23	Homo sapiens	GI50	n.a.	1506.61	nM	PubChem BioAssay data set
NPT372	Cell line	HOP-92	Homo sapiens	GI50	n.a.	1914.26	nM	PubChem BioAssay data set
NPT371	Cell line	UO-31	Homo sapiens	GI50	n.a.	1399.59	nM	PubChem BioAssay data set
NPT116	Cell line	HL-60	Homo sapiens	GI50	n.a.	2037.04	nM	PubChem BioAssay data set
NPT90	Cell line	DU-145	Homo sapiens	GI50	n.a.	2312.06	nM	PubChem BioAssay data set
NPT373	Cell line	SK-MEL-5	Homo sapiens	GI50	n.a.	1698.24	nM	PubChem BioAssay data set
NPT374	Cell line	SF-539	Homo sapiens	GI50	n.a.	1721.87	nM	PubChem BioAssay data set
NPT375	Cell line	Malme-3M	Homo sapiens	GI50	n.a.	2275.1	nM	PubChem BioAssay data set
NPT111	Cell line	K562	Homo sapiens	GI50	n.a.	1940.89	nM	PubChem BioAssay data set
NPT376	Cell line	A498	Homo sapiens	GI50	n.a.	1741.81	nM	PubChem BioAssay data set
NPT377	Cell line	OVCAR-3	Homo sapiens	GI50	n.a.	2355.05	nM	PubChem BioAssay data set
NPT112	Cell line	MOLT-4	Homo sapiens	GI50	n.a.	420.73	nM	PubChem BioAssay data set
NPT378	Cell line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	1717.91	nM	PubChem BioAssay data set
NPT379	Cell line	HOP-62	Homo sapiens	GI50	n.a.	1592.21	nM	PubChem BioAssay data set
NPT381	Cell line	OVCAR-8	Homo sapiens	GI50	n.a.	1595.88	nM	PubChem BioAssay data set
NPT380	Cell line	U-251	Homo sapiens	GI50	n.a.	2415.46	nM	PubChem BioAssay data set
NPT382	Cell line	OVCAR-5	Homo sapiens	GI50	n.a.	2142.89	nM	PubChem BioAssay data set
NPT82	Cell line	MDA-MB-231	Homo sapiens	GI50	n.a.	2349.63	nM	PubChem BioAssay data set
NPT383	Cell line	SNB-19	Homo sapiens	GI50	n.a.	2964.83	nM	PubChem BioAssay data set
NPT385	Cell line	SR	Homo sapiens	GI50	n.a.	397.19	nM	PubChem BioAssay data set
NPT384	Cell line	TK-10	Homo sapiens	GI50	n.a.	3926.45	nM	PubChem BioAssay data set
NPT323	Cell line	SW-620	Homo sapiens	GI50	n.a.	1122.02	nM	PubChem BioAssay data set
NPT386	Cell line	KM12	Homo sapiens	GI50	n.a.	2079.7	nM	PubChem BioAssay data set
NPT455	Cell line	NCI-H522	Homo sapiens	GI50	n.a.	1406.05	nM	PubChem BioAssay data set
NPT387	Cell line	M14	Homo sapiens	GI50	n.a.	1625.55	nM	PubChem BioAssay data set
NPT389	Cell line	RPMI-8226	Homo sapiens	GI50	n.a.	1534.62	nM	PubChem BioAssay data set
NPT456	Cell line	OVCAR-4	Homo sapiens	GI50	n.a.	1918.67	nM	PubChem BioAssay data set
NPT390	Cell line	LOX IMVI	Homo sapiens	GI50	n.a.	1766.04	nM	PubChem BioAssay data set
NPT457	Cell line	BT-549	Homo sapiens	GI50	n.a.	3258.37	nM	PubChem BioAssay data set
NPT147	Cell line	SK-MEL-2	Homo sapiens	GI50	n.a.	1914.26	nM	PubChem BioAssay data set
NPT391	Cell line	HCC 2998	Homo sapiens	GI50	n.a.	1603.25	nM	PubChem BioAssay data set
NPT81	Cell line	A549	Homo sapiens	GI50	n.a.	2172.7	nM	PubChem BioAssay data set
NPT392	Cell line	SNB-75	Homo sapiens	GI50	n.a.	1798.87	nM	PubChem BioAssay data set
NPT393	Cell line	HCT-116	Homo sapiens	GI50	n.a.	1000.0	nM	PubChem BioAssay data set
NPT148	Cell line	HCT-15	Homo sapiens	GI50	n.a.	1967.89	nM	PubChem BioAssay data set
NPT395	Cell line	SF-268	Homo sapiens	GI50	n.a.	2333.46	nM	PubChem BioAssay data set
NPT83	Cell line	MCF7	Homo sapiens	GI50	n.a.	2673.01	nM	PubChem BioAssay data set
NPT306	Cell line	PC-3	Homo sapiens	GI50	n.a.	2517.68	nM	PubChem BioAssay data set
NPT146	Cell line	SK-OV-3	Homo sapiens	GI50	n.a.	1986.09	nM	PubChem BioAssay data set
NPT397	Cell line	NCI-H460	Homo sapiens	GI50	n.a.	1442.12	nM	PubChem BioAssay data set
NPT396	Cell line	T47D	Homo sapiens	GI50	n.a.	2065.38	nM	PubChem BioAssay data set
NPT398	Cell line	UACC-62	Homo sapiens	GI50	n.a.	1603.25	nM	PubChem BioAssay data set
NPT308	Cell line	CAKI-1	Homo sapiens	GI50	n.a.	2317.39	nM	PubChem BioAssay data set
NPT399	Cell line	SF-295	Homo sapiens	GI50	n.a.	2779.71	nM	PubChem BioAssay data set
NPT400	Cell line	MDA-MB-435	Homo sapiens	GI50	n.a.	2387.81	nM	PubChem BioAssay data set
NPT458	Cell line	IGROV-1	Homo sapiens	GI50	n.a.	1625.55	nM	PubChem BioAssay data set
NPT401	Cell line	786-0	Homo sapiens	GI50	n.a.	2103.78	nM	PubChem BioAssay data set
NPT402	Cell line	Hs-578T	Homo sapiens	GI50	n.a.	2296.15	nM	PubChem BioAssay data set
NPT403	Cell line	UACC-257	Homo sapiens	GI50	n.a.	2306.75	nM	PubChem BioAssay data set
NPT404	Cell line	CCRF-CEM	Homo sapiens	GI50	n.a.	1448.77	nM	PubChem BioAssay data set
NPT139	Cell line	HT-29	Homo sapiens	GI50	n.a.	1288.25	nM	PubChem BioAssay data set
NPT170	Cell line	SK-MEL-28	Homo sapiens	GI50	n.a.	2382.32	nM	PubChem BioAssay data set
NPT407	Cell line	COLO 205	Homo sapiens	GI50	n.a.	1462.18	nM	PubChem BioAssay data set
NPT839	Cell line	L6	Rattus norvegicus	IC50	=	1190.0	nM	PMID[24721829]
NPT171	Cell line	MRC5	Homo sapiens	IC50	=	8352.0	nM	PMID[25747499]
NPT65	Cell line	HepG2	Homo sapiens	IC50	=	730.0	nM	PMID[25747499]
NPT81	Cell line	A549	Homo sapiens	IC50	=	1210.0	nM	PMID[25747499]
NPT65	Cell line	HepG2	Homo sapiens	Ratio IC50	=	11.41	n.a.	PMID[25747499]
NPT793	Cell line	MOLT-3	Homo sapiens	Ratio IC50	=	11.41	n.a.	PMID[25747499]
NPT81	Cell line	A549	Homo sapiens	Ratio IC50	=	6.93	n.a.	PMID[25747499]
NPT793	Cell line	MOLT-3	Homo sapiens	IC50	=	730.0	nM	PMID[34710743]
NPT65	Cell line	HepG2	Homo sapiens	IC50	=	730.0	nM	PMID[34710743]
NPT81	Cell line	A549	Homo sapiens	IC50	=	1210.0	nM	PMID[34710743]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	410.0	nM	PMID[25747499]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	462.8	nM	PMID[25747499]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	780.0	nM	PMID[34710743]
NPT25412	Cell line	HuCC-A1	Homo sapiens	IC50	=	1810.0	nM	PMID[34710743]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	1810.0	nM	PMID[25747499]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	730.0	nM	PMID[25747499]
NPT757	Organism	Plasmodium falciparum 3D7	Plasmodium falciparum 3D7	IC50	=	585.0	nM	PMID[25747499]
NPT485	Organism	Plasmodium falciparum (isolate K1 / Thailand)	Plasmodium falciparum K1	IC50	=	780.0	nM	PMID[24721829]
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	1.5	n.a.	PMID[24721829]
NPT485	Organism	Plasmodium falciparum (isolate K1 / Thailand)	Plasmodium falciparum K1	IC50	=	778.6	nM	PMID[25747499]
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	10.72	n.a.	PMID[25747499]
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	14.27	n.a.	PMID[25747499]
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	20.37	n.a.	PMID[25747499]
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	18.04	n.a.	PMID[25747499]
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	4.62	n.a.	PMID[25747499]

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 NPC187036 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	41844
0.1-0.2	7492
0.2-0.3	488
0.3-0.4	27
0.4-0.5	7
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	Natural Product ID
		NPC

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC187036 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6722
0.1-0.2	2331
0.2-0.3	97
0.3-0.4	0
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