NPASS Compound

Natural Product: NPC140055

Natural Product ID	NPC140055
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	DBRXOUCRJQVYJQ-CKNDUULBSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL517080
PubChem CID	265237
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001125] Steroid lactones [CHEMONTID:0001560] Withanolides and derivatives

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

Chemical Representations

RDKit 3D 72 77 0 0 0 0 0 0 0 0999 V2000 -5.5985 1.1435 -2.2391 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3501 0.5383 -0.8810 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2461 0.6868 0.0832 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5009 1.4366 -0.1289 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5713 0.5635 0.1018 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9792 0.0897 1.3955 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8039 0.2021 2.3514 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7754 -0.5940 1.5029 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6850 -0.0565 0.7675 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.0817 -0.2129 -0.6962 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3971 -0.7958 1.0753 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4866 -2.2531 0.7297 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2535 -0.0628 0.5014 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1860 1.3177 1.1124 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2451 1.4394 1.6001 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9290 0.6255 0.5795 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3857 0.4594 0.6963 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0208 1.8303 0.6054 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3189 1.8867 -0.1030 C 0 0 2 0 0 0 0 0 0 0 0 0 4.9642 0.7309 -0.5782 C 0 0 2 0 0 0 0 0 0 0 0 0 5.6325 0.8110 -1.9319 C 0 0 2 0 0 0 0 0 0 0 0 0 6.5179 -0.3223 -2.1880 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1413 -1.5239 -1.7889 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8721 -1.6912 -1.1125 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2847 -2.7825 -1.2142 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2896 -0.6030 -0.3244 C 0 0 1 0 0 0 0 0 0 0 0 0 4.5901 -0.9487 1.1453 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8294 -0.3703 -0.5021 C 0 0 1 0 0 0 0 0 0 0 0 0 2.0265 -1.6008 -0.6980 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5503 -1.4099 -0.6104 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1094 -0.6615 0.6256 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3411 -1.4986 1.8131 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3809 2.0068 -1.9193 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4782 1.4283 0.4999 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7909 0.9160 -2.9314 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5415 0.7604 -2.6797 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7486 2.2276 -2.0599 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5409 1.7841 -1.1914 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5994 2.3285 0.4934 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2681 -0.3035 0.4656 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5611 1.0329 0.9048 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3380 -1.2890 -0.9164 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3413 0.2029 -1.3750 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3074 -0.7475 2.2016 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8338 -2.9060 1.3428 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2794 -2.3429 -0.3698 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5110 -2.6635 0.8474 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4545 0.0545 -0.6047 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3010 2.0844 0.3176 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9072 1.4644 1.9366 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2868 0.9109 2.5776 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5816 2.4929 1.6704 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7114 1.0690 -0.4283 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7371 0.0270 1.6500 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2975 2.5483 0.1162 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1110 2.2429 1.6549 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5024 2.8687 -0.6370 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8326 0.9323 -2.6912 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4734 -0.1842 -2.6989 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8102 -2.3611 -1.9859 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5817 -1.4922 1.1713 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8655 -1.6579 1.5411 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7618 -0.0377 1.7457 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6807 0.2765 -1.3982 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2103 -1.9309 -1.7672 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2967 -2.4495 -0.0383 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2256 -0.8040 -1.4832 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0871 -2.4132 -0.6999 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5278 -2.5478 1.5022 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4325 -1.4265 2.6031 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2913 -1.2027 2.3488 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8915 2.7272 -2.3938 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 0 3 4 1 0 4 5 1 0 3 6 1 0 6 7 2 0 6 8 1 0 8 9 1 0 9 10 1 0 9 11 1 0 11 12 1 0 11 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 2 0 23 24 1 0 24 25 2 0 24 26 1 0 26 27 1 1 26 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 1 21 33 1 0 20 34 1 1 10 2 1 0 31 13 1 0 31 16 1 0 28 17 1 0 34 19 1 0 26 20 1 0 1 35 1 0 1 36 1 0 1 37 1 0 4 38 1 0 4 39 1 0 5 40 1 0 9 41 1 1 10 42 1 0 10 43 1 0 11 44 1 1 12 45 1 0 12 46 1 0 12 47 1 0 13 48 1 6 14 49 1 0 14 50 1 0 15 51 1 0 15 52 1 0 16 53 1 6 17 54 1 1 18 55 1 0 18 56 1 0 19 57 1 6 21 58 1 6 22 59 1 0 23 60 1 0 27 61 1 0 27 62 1 0 27 63 1 0 28 64 1 6 29 65 1 0 29 66 1 0 30 67 1 0 30 68 1 0 32 69 1 0 32 70 1 0 32 71 1 0 33 72 1 0 M END

Standard InCHIKey	DBRXOUCRJQVYJQ-CKNDUULBSA-N
Standard InCHI	InChI=1S/C28H38O6/c1-14-11-21(33-25(32)17(14)13-29)15(2)18-5-6-19-16-12-24-28(34-24)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h7-8,15-16,18-21,23-24,29,31H,5-6,9-13H2,1-4H3/t15-,16-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1
SMILES	CC1=C(CO)C(=O)O[C@H](C1)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C[C@@H]4[C@@]5([C@H](C=CC(=O)[C@]5(C)[C@H]3CC[C@]12C)O)O4

Calculated Properties

Physi-Chem Properties

Molecular Weight:	470.27	Volume:	483.701 ? Van der Waals volume.
Dense:	0.972	LogP:	2.923 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.291 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.189 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	3.0	Rigid Bonds:	30.0
TPSA:	96.36 ? Topological Polar Surface Area.	H-Bond Acceptor:	6.0
H-Bond Donor:	2.0	Rings:	6.0
Heavy Atoms:	6.0

MedChem Properties

QED Drug-Likeness Score:	0.485	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.721	Fsp³:	0.786
MCE-18:	141.96 ? 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:	Accepted
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.591	Fluc inhibitor:	0.099 ? 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:	0.0 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.166	Promiscuous compounds:	0.534

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.267	MDCK Permeability:	-5.003
Pgp-inhibitor:	0.107	Pgp-substrate:	0.003
PAMPA:	0.029 ? 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%):	0.007	30% Bioavailability (F30%):	0.494
50% Bioavailability (F50%):	0.939

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.013	MRP1:	0.178
Plasma Protein Binding (PPB):	77.818%	Volume Distribution (VD):	-0.147
Fu:	17.492% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.017
BSEP inhibitor:	0.985

ADMET: Metabolism

CYP1A2-inhibitor:	0.016	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.686	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.002	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.031	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.172	CYP3A4-substrate:	0.977
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.996
HLM stability:	0.935 ? 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):

9.079

Half-life (T1/2):

1.405

ADMET: Toxicity

hERG Blockers:	0.041	hERG Blockers (10um):	0.207
Human Hepatotoxicity (H-HT):	0.386	Drug-induced Liver Injury (DILI):	0.177
AMES Toxicity:	0.495	Rat Oral Acute Toxicity:	0.244
Maximum Recommended Daily Dose:	0.628	Skin Sensitization:	0.996
Carcinogencity:	0.956	Eye Corrosion:	0.051
Eye Irritation:	0.838	Respiratory Toxicity:	0.728
Drug-induced Neurotoxicity:	0.042	Ototoxicity:	0.558
Hematotoxicity:	0.403	Drug-induced Nephrotoxicity:	0.68
Genotoxicity:	0.58	RPMI-8226 Immunitoxicity:	0.062
A549 Cytotoxicity:	0.026	Hek293 Cytotoxicity:	0.401
BCF:	1.323 ? 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:	4.018 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.847 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.123 ? 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
NPO14874	Physalis longifolia	Species	Solanaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[22098611]
NPO14874	Physalis longifolia	Species	Solanaceae	Eukaryota	aerial parts	n.a.	n.a.	PMID[22098611]
NPO40288	Physalis crassifolia	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27071003]
NPO40718	Indian beech tree	Strain	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[30108931]
NPO40718	Indian beech tree	Strain	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14874	Physalis longifolia	Species	Solanaceae	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
Inhibition	17
IC50	38
Activity	30
GI50	51
FC	4
Ratio IC50	1
Ratio	1
EC50	3

Activity Type	# Activity
Individual protein	5
Cell line	109
Unchecked	2
Organism	3
Single protein	23
Protein complex group	1
Others	2

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1603	Individual protein	Cytochrome P450 1A1	Homo sapiens	Inhibition	=	50.0	%	PMID[30108931]
NPT2816	Individual protein	Bromodomain-containing protein 4	Homo sapiens	IC50	>	20000.0	nM	PMID[36577036]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	n.a.	n.a.	%	PMID[36098617]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	IC50	=	630.0	nM	PMID[36098617]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	80.0	%	PMID[36098617]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Activity	n.a.	n.a.	n.a.	PMID[36098617]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	IC50	=	540.0	nM	PMID[36098617]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	100.0	%	PMID[36098617]
NPT3899	Individual protein	Bromodomain-containing protein 3	Homo sapiens	IC50	>	20000.0	nM	PMID[36577036]
NPT16341	Single protein	Nuclear receptor ROR-alpha	Mus musculus	Activity	n.a.	n.a.	n.a.	PMID[34152143]
NPT29671	Protein complex group	Nuclear factor NF-kappa-B complex	Homo sapiens	IC50	=	47.0	nM	PMID[34445874]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT370	Cell line	NCI-H23	Homo sapiens	GI50	n.a.	221.31	nM	PubChem BioAssay data set
NPT369	Cell line	ACHN	Homo sapiens	GI50	n.a.	1698.24	nM	PubChem BioAssay data set
NPT371	Cell line	UO-31	Homo sapiens	GI50	n.a.	1088.93	nM	PubChem BioAssay data set
NPT372	Cell line	HOP-92	Homo sapiens	GI50	n.a.	466.66	nM	PubChem BioAssay data set
NPT116	Cell line	HL-60	Homo sapiens	GI50	n.a.	39.36	nM	PubChem BioAssay data set
NPT374	Cell line	SF-539	Homo sapiens	GI50	n.a.	1342.76	nM	PubChem BioAssay data set
NPT375	Cell line	Malme-3M	Homo sapiens	GI50	n.a.	243.22	nM	PubChem BioAssay data set
NPT373	Cell line	SK-MEL-5	Homo sapiens	GI50	n.a.	1678.8	nM	PubChem BioAssay data set
NPT111	Cell line	K562	Homo sapiens	GI50	n.a.	192.75	nM	PubChem BioAssay data set
NPT377	Cell line	OVCAR-3	Homo sapiens	GI50	n.a.	1054.39	nM	PubChem BioAssay data set
NPT379	Cell line	HOP-62	Homo sapiens	GI50	n.a.	2041.74	nM	PubChem BioAssay data set
NPT112	Cell line	MOLT-4	Homo sapiens	GI50	n.a.	187.07	nM	PubChem BioAssay data set
NPT380	Cell line	U-251	Homo sapiens	GI50	n.a.	246.6	nM	PubChem BioAssay data set
NPT381	Cell line	OVCAR-8	Homo sapiens	GI50	n.a.	374.11	nM	PubChem BioAssay data set
NPT382	Cell line	OVCAR-5	Homo sapiens	GI50	n.a.	1909.85	nM	PubChem BioAssay data set
NPT572	Cell line	DMS-273	Homo sapiens	GI50	n.a.	404.58	nM	PubChem BioAssay data set
NPT383	Cell line	SNB-19	Homo sapiens	GI50	n.a.	2985.38	nM	PubChem BioAssay data set
NPT385	Cell line	SR	Homo sapiens	GI50	n.a.	189.23	nM	PubChem BioAssay data set
NPT384	Cell line	TK-10	Homo sapiens	GI50	n.a.	641.21	nM	PubChem BioAssay data set
NPT573	Cell line	M19-MEL	Homo sapiens	GI50	n.a.	1499.68	nM	PubChem BioAssay data set
NPT323	Cell line	SW-620	Homo sapiens	GI50	n.a.	198.61	nM	PubChem BioAssay data set
NPT386	Cell line	KM12	Homo sapiens	GI50	n.a.	3723.92	nM	PubChem BioAssay data set
NPT455	Cell line	NCI-H522	Homo sapiens	GI50	n.a.	33.5	nM	PubChem BioAssay data set
NPT387	Cell line	M14	Homo sapiens	GI50	n.a.	422.67	nM	PubChem BioAssay data set
NPT574	Cell line	XF498	Homo sapiens	GI50	n.a.	1425.61	nM	PubChem BioAssay data set
NPT388	Cell line	NCI-H322M	Homo sapiens	GI50	n.a.	4634.47	nM	PubChem BioAssay data set
NPT389	Cell line	RPMI-8226	Homo sapiens	GI50	n.a.	246.6	nM	PubChem BioAssay data set
NPT456	Cell line	OVCAR-4	Homo sapiens	GI50	n.a.	566.24	nM	PubChem BioAssay data set
NPT147	Cell line	SK-MEL-2	Homo sapiens	GI50	n.a.	601.17	nM	PubChem BioAssay data set
NPT575	Cell line	KM-20L2	Homo sapiens	GI50	n.a.	391.74	nM	PubChem BioAssay data set
NPT81	Cell line	A549	Homo sapiens	GI50	n.a.	3311.31	nM	PubChem BioAssay data set
NPT392	Cell line	SNB-75	Homo sapiens	GI50	n.a.	4111.5	nM	PubChem BioAssay data set
NPT391	Cell line	HCC 2998	Homo sapiens	GI50	n.a.	509.33	nM	PubChem BioAssay data set
NPT148	Cell line	HCT-15	Homo sapiens	GI50	n.a.	445.66	nM	PubChem BioAssay data set
NPT393	Cell line	HCT-116	Homo sapiens	GI50	n.a.	282.49	nM	PubChem BioAssay data set
NPT395	Cell line	SF-268	Homo sapiens	GI50	n.a.	352.37	nM	PubChem BioAssay data set
NPT576	Cell line	DMS-114	Homo sapiens	GI50	n.a.	477.53	nM	PubChem BioAssay data set
NPT731	Cell line	LXFL 529	Homo sapiens	GI50	n.a.	333.43	nM	PubChem BioAssay data set
NPT398	Cell line	UACC-62	Homo sapiens	GI50	n.a.	1445.44	nM	PubChem BioAssay data set
NPT397	Cell line	NCI-H460	Homo sapiens	GI50	n.a.	2910.72	nM	PubChem BioAssay data set
NPT308	Cell line	CAKI-1	Homo sapiens	GI50	n.a.	463.45	nM	PubChem BioAssay data set
NPT399	Cell line	SF-295	Homo sapiens	GI50	n.a.	4216.97	nM	PubChem BioAssay data set
NPT458	Cell line	IGROV-1	Homo sapiens	GI50	n.a.	1164.13	nM	PubChem BioAssay data set
NPT403	Cell line	UACC-257	Homo sapiens	GI50	n.a.	1592.21	nM	PubChem BioAssay data set
NPT401	Cell line	786-0	Homo sapiens	GI50	n.a.	400.87	nM	PubChem BioAssay data set
NPT579	Cell line	DLD-1	Homo sapiens	GI50	n.a.	302.69	nM	PubChem BioAssay data set
NPT404	Cell line	CCRF-CEM	Homo sapiens	GI50	n.a.	112.72	nM	PubChem BioAssay data set
NPT405	Cell line	NCI-H226	Homo sapiens	GI50	n.a.	1300.17	nM	PubChem BioAssay data set
NPT139	Cell line	HT-29	Homo sapiens	GI50	n.a.	416.87	nM	PubChem BioAssay data set
NPT170	Cell line	SK-MEL-28	Homo sapiens	GI50	n.a.	549.54	nM	PubChem BioAssay data set
NPT407	Cell line	COLO 205	Homo sapiens	GI50	n.a.	405.51	nM	PubChem BioAssay data set
NPT369	Cell line	ACHN	Homo sapiens	IC50	>	2000.0	nM	PMID[28257574]
NPT1374	Cell line	WI-38	Homo sapiens	Activity	=	90.0	%	PMID[29043807]
NPT165	Cell line	HeLa	Homo sapiens	IC50	=	3000.0	nM	PMID[28923386]
NPT165	Cell line	HeLa	Homo sapiens	IC50	=	6300.0	nM	PMID[28923386]
NPT81	Cell line	A549	Homo sapiens	IC50	=	6600.0	nM	PMID[28923386]
NPT81	Cell line	A549	Homo sapiens	IC50	=	10100.0	nM	PMID[28923386]
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	3600.0	nM	PMID[28923386]
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	1300.0	nM	PMID[28923386]
NPT189	Cell line	Vero	Chlorocebus aethiops	IC50	=	1300.0	nM	PMID[28923386]
NPT189	Cell line	Vero	Chlorocebus aethiops	IC50	=	6600.0	nM	PMID[28923386]
NPT83	Cell line	MCF7	Homo sapiens	Ratio IC50	=	2.8	n.a.	PMID[28923386]
NPT165	Cell line	HeLa	Homo sapiens	FC	=	4.0	n.a.	PMID[28923386]
NPT165	Cell line	HeLa	Homo sapiens	Activity	=	11.3	%	PMID[28923386]
NPT165	Cell line	HeLa	Homo sapiens	Activity	=	0.6	nmol/min/ml	PMID[28923386]
NPT165	Cell line	HeLa	Homo sapiens	Activity	=	0.35	nmol/min/ml	PMID[28923386]
NPT165	Cell line	HeLa	Homo sapiens	Activity	=	0.41	nmol/min/ml	PMID[28923386]
NPT165	Cell line	HeLa	Homo sapiens	Activity	=	0.47	nmol/min/ml	PMID[28923386]
NPT165	Cell line	HeLa	Homo sapiens	Activity	=	0.55	nmol/min/ml	PMID[28923386]
NPT165	Cell line	HeLa	Homo sapiens	Activity	=	1.12	nmol/min/ml	PMID[28923386]
NPT2615	Cell line	HEK-293T	Homo sapiens	Ratio	=	0.23	n.a.	PMID[29537263]
NPT2615	Cell line	HEK-293T	Homo sapiens	FC	=	68.0	n.a.	PMID[29537263]
NPT2615	Cell line	HEK-293T	Homo sapiens	IC50	=	299.0	nM	PMID[29537263]
NPT179	Cell line	A2780	Homo sapiens	IC50	=	32.7	nM	PMID[31008605]
NPT461	Cell line	PANC-1	Homo sapiens	IC50	=	1240.0	nM	PMID[31663736]
NPT783	Cell line	MIA PaCa-2	Homo sapiens	IC50	=	2930.0	nM	PMID[31663736]
NPT1081	Cell line	BXPC-3	Homo sapiens	IC50	=	2780.0	nM	PMID[31663736]
NPT858	Cell line	LNCaP	Homo sapiens	IC50	=	870.0	nM	PMID[27071003]
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	570.0	nM	PMID[27071003]
NPT397	Cell line	NCI-H460	Homo sapiens	IC50	<	400.0	nM	PMID[27071003]
NPT395	Cell line	SF-268	Homo sapiens	IC50	<	400.0	nM	PMID[27071003]
NPT859	Cell line	HFF	Homo sapiens	IC50	>	6800.0	nM	PMID[27071003]
NPT389	Cell line	RPMI-8226	Homo sapiens	IC50	=	258.0	nM	PMID[34445874]
NPT2870	Cell line	Sarcoma-180	Mus musculus	Activity	n.a.	n.a.	n.a.	PMID[34152143]
NPT389	Cell line	RPMI-8226	Homo sapiens	IC50	=	1600.0	nM	PMID[34445874]
NPT660	Cell line	SW480	Homo sapiens	IC50	=	4900.0	nM	PMID[33445154]
NPT858	Cell line	LNCaP	Homo sapiens	EC50	=	870.0	nM	PMID[36577036]
NPT393	Cell line	HCT-116	Homo sapiens	IC50	=	3700.0	nM	PMID[33445154]
NPT306	Cell line	PC-3	Homo sapiens	EC50	=	410.0	nM	PMID[36577036]
NPT859	Cell line	HFF	Homo sapiens	EC50	>	6800.0	nM	PMID[36577036]
NPT26632	Cell line	TIG-3	Homo sapiens	Activity	=	90.0	%	PMID[29043807]
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	24030.0	nM	PMID[37360393]
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	263.0	nM	PMID[34445874]
NPT610	Others	Molecular identity unknown	n.a.	FC	=	2.6	n.a.	PMID[27012524]
NPT610	Others	Molecular identity unknown	n.a.	FC	=	2.2	n.a.	PMID[27012524]
NPT21798	Cell line	ARPE-19	Homo sapiens	IC50	=	37.0	nM	PMID[31008605]
NPT25439	Cell line	MM1.S	Homo sapiens	IC50	=	53.0	nM	PMID[34445874]
NPT26631	Cell line	Multiple myeloma cancer stem cell	n.a.	Activity	=	56.4	%	PMID[30108696]
NPT26631	Cell line	Multiple myeloma cancer stem cell	n.a.	Activity	=	31.5	%	PMID[30108696]
NPT26631	Cell line	Multiple myeloma cancer stem cell	n.a.	Activity	=	12.1	%	PMID[30108696]
NPT26631	Cell line	Multiple myeloma cancer stem cell	n.a.	Activity	=	64.6	%	PMID[30108696]
NPT26631	Cell line	Multiple myeloma cancer stem cell	n.a.	Activity	=	34.0	%	PMID[30108696]
NPT26631	Cell line	Multiple myeloma cancer stem cell	n.a.	Activity	=	29.4	%	PMID[30108696]
NPT26631	Cell line	Multiple myeloma cancer stem cell	n.a.	Activity	=	61.4	%	PMID[30108696]
NPT26631	Cell line	Multiple myeloma cancer stem cell	n.a.	Activity	=	31.7	%	PMID[30108696]
NPT26631	Cell line	Multiple myeloma cancer stem cell	n.a.	Activity	=	19.5	%	PMID[30108696]
NPT26631	Cell line	Multiple myeloma cancer stem cell	n.a.	Activity	=	15.5	%	PMID[30108696]
NPT26631	Cell line	Multiple myeloma cancer stem cell	n.a.	Activity	=	21.5	%	PMID[30108696]
NPT26631	Cell line	Multiple myeloma cancer stem cell	n.a.	IC50	=	649.7	nM	PMID[30108696]
NPT26631	Cell line	Multiple myeloma cancer stem cell	n.a.	Activity	=	59.6	%	PMID[30108696]
NPT23103	Cell line	PC-3M	Homo sapiens	IC50	=	410.0	nM	PMID[27071003]

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	39.0	%	PMID[27012524]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	30.5	%	PMID[35489224]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	0.0	%	PMID[35489224]

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 NPC140055 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	17140
0.1-0.2	27198
0.2-0.3	5310
0.3-0.4	127
0.4-0.5	16
0.5-0.6	39
0.6-0.7	10
0.7-0.8	0
0.8-0.85	2
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC167606
0.875	High Similarity	NPC286528
0.8485	Intermediate Similarity	NPC709
0.8	Intermediate Similarity	NPC20302
0.7778	Intermediate Similarity	NPC470494
0.7536	Intermediate Similarity	NPC50774
0.75	Intermediate Similarity	NPC312824
0.7429	Intermediate Similarity	NPC470265
0.7391	Intermediate Similarity	NPC243065
0.7368	Intermediate Similarity	NPC3381
0.726	Intermediate Similarity	NPC264954
0.7222	Intermediate Similarity	NPC474370
0.7183	Intermediate Similarity	NPC284915
0.7183	Intermediate Similarity	NPC122056
0.7183	Intermediate Similarity	NPC268530
0.7083	Intermediate Similarity	NPC154491
0.7037	Intermediate Similarity	NPC231240
0.6757	Remote Similarity	NPC159456
0.6579	Remote Similarity	NPC470492
0.6533	Remote Similarity	NPC183580
0.6456	Remote Similarity	NPC120994
0.64	Remote Similarity	NPC609580
0.6316	Remote Similarity	NPC88326
0.6264	Remote Similarity	NPC316915
0.6173	Remote Similarity	NPC203702
0.6133	Remote Similarity	NPC250312
0.6104	Remote Similarity	NPC470493
0.5974	Remote Similarity	NPC473274
0.5949	Remote Similarity	NPC67569
0.5946	Remote Similarity	NPC69291
0.5897	Remote Similarity	NPC4021
0.5867	Remote Similarity	NPC67259
0.5867	Remote Similarity	NPC91034
0.5844	Remote Similarity	NPC270929
0.5844	Remote Similarity	NPC30923
0.5844	Remote Similarity	NPC610236
0.5823	Remote Similarity	NPC153700
0.575	Remote Similarity	NPC251226
0.575	Remote Similarity	NPC8369
0.575	Remote Similarity	NPC600975
0.575	Remote Similarity	NPC602010
0.5696	Remote Similarity	NPC470878
0.5658	Remote Similarity	NPC474315
0.5641	Remote Similarity	NPC156797
0.56	Remote Similarity	NPC220155
0.5584	Remote Similarity	NPC147912
0.5556	Remote Similarity	NPC608655
0.5542	Remote Similarity	NPC23786
0.5542	Remote Similarity	NPC473593
0.55	Remote Similarity	NPC61520
0.55	Remote Similarity	NPC470495
0.5488	Remote Similarity	NPC609769
0.5488	Remote Similarity	NPC610140
0.5432	Remote Similarity	NPC473253
0.5422	Remote Similarity	NPC606886
0.525	Remote Similarity	NPC230513
0.5244	Remote Similarity	NPC8374
0.5244	Remote Similarity	NPC473256
0.5238	Remote Similarity	NPC470880
0.5185	Remote Similarity	NPC186525
0.5185	Remote Similarity	NPC125794
0.5185	Remote Similarity	NPC171401
0.5128	Remote Similarity	NPC285956
0.5122	Remote Similarity	NPC329736
0.5122	Remote Similarity	NPC599946
0.506	Remote Similarity	NPC329671

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC140055 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6299
0.1-0.2	2672
0.2-0.3	177
0.3-0.4	1
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	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD7115	Discovery

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