NPASS Compound

Natural Product: NPC55621

Natural Product ID	NPC55621
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	GKMMNQCWGZRQTN-XVRWHRFDSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	122186568
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 79 84 0 0 0 0 0 0 0 0999 V2000 6.4219 -2.5807 -1.6763 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8058 -1.2673 -1.2443 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6104 -0.2947 -0.8849 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0867 -0.4768 -0.8999 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0619 1.0028 -0.4697 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8169 1.9635 -0.1152 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6865 1.0901 -0.4959 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9291 -0.1149 -0.2284 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3152 -1.1186 -1.2305 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4741 0.4264 -0.3807 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4125 1.0994 -1.6994 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4208 -0.5421 -0.1410 C 0 0 2 0 0 0 0 0 0 0 0 0 1.1020 -1.5833 -1.1459 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1985 -2.1460 -0.4722 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8732 -0.8545 -0.3959 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2359 -0.7364 0.1471 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.1248 -1.8226 -0.4821 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5690 -1.5685 -0.3087 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0524 -0.2532 -0.2013 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.3126 0.1024 -0.9280 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9536 1.3594 -0.5197 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1220 2.3776 -0.3067 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6955 2.1106 -0.5022 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0439 2.9622 -1.1761 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1244 0.8802 0.0948 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1996 1.0852 1.6157 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7046 0.6267 -0.3393 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7467 1.7217 -0.0498 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2799 1.3860 -0.1784 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0844 0.0490 0.3187 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0395 0.0627 1.8060 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1145 0.5990 2.3974 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2359 0.6576 3.8028 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2278 0.1880 4.4346 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4079 1.2062 4.4996 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1591 -1.1926 0.8676 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9547 -0.4001 -1.7516 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7922 -1.3208 1.0087 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5325 1.4308 0.6249 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6274 -3.3586 -1.6581 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7420 -2.4607 -2.7245 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2636 -2.8410 -0.9988 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4468 -1.0074 0.0028 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5809 0.5156 -0.9439 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4155 -1.0500 -1.7917 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1428 -0.3560 0.8121 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9690 -2.1575 -0.9818 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0176 -0.8039 -2.2301 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7976 0.5862 -2.4723 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1178 2.1733 -1.6806 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4797 1.1587 -2.1086 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7867 -2.4177 -1.2637 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7596 -1.1646 -2.1239 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6739 -2.8678 -1.1402 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1555 -2.5844 0.4799 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3704 -0.8970 1.2236 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8702 -2.7632 0.0902 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9080 -1.9751 -1.5518 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2005 -2.3187 -0.8788 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0422 -0.7300 -0.8170 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0535 0.0987 -2.0231 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0236 1.4811 -0.3910 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5019 3.3684 -0.0153 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3021 1.0854 1.8782 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7103 1.9841 1.9628 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7990 0.2097 2.1554 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7724 0.5025 -1.4645 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9019 2.5354 -0.7910 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0099 2.1604 0.9275 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0246 1.4022 -1.2802 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2694 2.1583 0.3815 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8559 0.7892 2.1200 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3325 -0.9129 2.2619 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6624 2.2227 4.0842 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2321 0.4947 4.4461 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0865 1.3756 5.5624 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2526 -1.1206 -2.3273 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2804 -0.7682 1.6516 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1020 2.1386 0.2245 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 3 5 1 0 5 6 2 0 5 7 1 0 7 8 1 0 8 9 1 0 8 10 1 0 10 11 1 0 10 12 1 0 12 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 2 0 22 23 1 0 23 24 2 0 23 25 1 0 25 26 1 1 25 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 1 31 32 1 0 32 33 1 0 33 34 2 0 33 35 1 0 19 36 1 1 15 37 1 6 12 38 1 1 10 39 1 1 9 2 1 0 30 12 1 0 30 15 1 0 27 16 1 0 36 18 1 0 25 19 1 0 1 40 1 0 1 41 1 0 1 42 1 0 4 43 1 0 4 44 1 0 4 45 1 0 8 46 1 1 9 47 1 0 9 48 1 0 11 49 1 0 11 50 1 0 11 51 1 0 13 52 1 0 13 53 1 0 14 54 1 0 14 55 1 0 16 56 1 1 17 57 1 0 17 58 1 0 18 59 1 6 20 60 1 0 20 61 1 0 21 62 1 0 22 63 1 0 26 64 1 0 26 65 1 0 26 66 1 0 27 67 1 6 28 68 1 0 28 69 1 0 29 70 1 0 29 71 1 0 31 72 1 0 31 73 1 0 35 74 1 0 35 75 1 0 35 76 1 0 37 77 1 0 38 78 1 0 39 79 1 0 M END

Standard InCHIKey	GKMMNQCWGZRQTN-XVRWHRFDSA-N
Standard InCHI	InChI=1S/C30H40O9/c1-16-13-22(38-24(33)17(16)2)26(5,34)30(36)12-11-28(35)20-14-23-29(39-23)9-6-7-21(32)25(29,4)19(20)8-10-27(28,30)15-37-18(3)31/h6-7,19-20,22-23,34-36H,8-15H2,1-5H3/t19-,20+,22+,23+,25-,26-,27+,28+,29+,30+/m0/s1
SMILES	CC1=C(C)C(=O)O[C@H](C1)[C@@](C)([C@@]1(CC[C@]2([C@@H]3C[C@@H]4[C@@]5(CC=CC(=O)[C@]5(C)[C@H]3CC[C@]12COC(=O)C)O4)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	544.27	Volume:	542.027 ? Van der Waals volume.
Dense:	1.004	LogP:	1.749 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.942 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.811 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	5.0	Rigid Bonds:	31.0
TPSA:	142.89 ? Topological Polar Surface Area.	H-Bond Acceptor:	9.0
H-Bond Donor:	3.0	Rings:	6.0
Heavy Atoms:	9.0

MedChem Properties

QED Drug-Likeness Score:	0.359	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.116	Fsp³:	0.767
MCE-18:	162.17 ? 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:	Accepted	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.234	Fluc inhibitor:	0.021 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.007 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.075 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.243	Promiscuous compounds:	0.767

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.859	MDCK Permeability:	-4.431
Pgp-inhibitor:	0.024	Pgp-substrate:	0.492
PAMPA:	0.983 ? 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):	0.016
20% Bioavailability (F20%):	0.849	30% Bioavailability (F30%):	0.871
50% Bioavailability (F50%):	0.965

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.021	MRP1:	0.982
Plasma Protein Binding (PPB):	87.688%	Volume Distribution (VD):	0.061
Fu:	9.958% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.998
OATP1B3 inhibitor:	0.983	BCRP inhibitor:	0.003
BSEP inhibitor:	0.984

ADMET: Metabolism

CYP1A2-inhibitor:	1.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	1.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.74	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.03	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.021	CYP3A4-substrate:	0.02
CYP2B6-substrate:	0.058	CYP2C8-inhibitor:	0.803
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):

2.484

Half-life (T1/2):

3.017

ADMET: Toxicity

hERG Blockers:	0.039	hERG Blockers (10um):	0.277
Human Hepatotoxicity (H-HT):	0.733	Drug-induced Liver Injury (DILI):	0.178
AMES Toxicity:	0.604	Rat Oral Acute Toxicity:	0.328
Maximum Recommended Daily Dose:	0.741	Skin Sensitization:	0.992
Carcinogencity:	0.819	Eye Corrosion:	0.001
Eye Irritation:	0.209	Respiratory Toxicity:	0.225
Drug-induced Neurotoxicity:	0.187	Ototoxicity:	0.506
Hematotoxicity:	0.243	Drug-induced Nephrotoxicity:	0.795
Genotoxicity:	0.878	RPMI-8226 Immunitoxicity:	0.153
A549 Cytotoxicity:	0.066	Hek293 Cytotoxicity:	0.504
BCF:	0.643 ? 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:	3.54 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.393 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.639 ? 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
NPO28734	Physalis peruviana	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28617598]
NPO28734	Physalis peruviana	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30649869]
NPO28734	Physalis peruviana	Species	Solanaceae	Eukaryota	Whole Fruits	n.a.	n.a.	PMID[32159343]
NPO28734	Physalis peruviana	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28734	Physalis peruviana	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28734	Physalis peruviana	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
DC50	6
Activity	23
IC50	21
Delta Tm	8
Kd	2
EC50	6
Selectivity ratio	1

Activity Type	# Activity
Individual protein	34
Cell line	18
Single protein	4
Unchecked	11

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2816	Individual protein	Bromodomain-containing protein 4	Homo sapiens	Activity	n.a.	n.a.	n.a.	PMID[36577036]
NPT2816	Individual protein	Bromodomain-containing protein 4	Homo sapiens	DC50	=	41.6	nM	PMID[36577036]
NPT2816	Individual protein	Bromodomain-containing protein 4	Homo sapiens	Delta Tm	=	7.33	degrees C	PMID[36577036]
NPT2816	Individual protein	Bromodomain-containing protein 4	Homo sapiens	IC50	=	17.9	nM	PMID[36577036]
NPT2816	Individual protein	Bromodomain-containing protein 4	Homo sapiens	IC50	=	142.0	nM	PMID[36577036]
NPT2816	Individual protein	Bromodomain-containing protein 4	Homo sapiens	Delta Tm	=	11.8	degrees C	PMID[36577036]
NPT2816	Individual protein	Bromodomain-containing protein 4	Homo sapiens	DC50	=	56.7	nM	PMID[36577036]
NPT3899	Individual protein	Bromodomain-containing protein 3	Homo sapiens	DC50	=	7290.0	uM	PMID[36577036]
NPT3899	Individual protein	Bromodomain-containing protein 3	Homo sapiens	Activity	n.a.	n.a.	n.a.	PMID[36577036]
NPT3899	Individual protein	Bromodomain-containing protein 3	Homo sapiens	IC50	=	7.11	nM	PMID[36577036]
NPT3899	Individual protein	Bromodomain-containing protein 3	Homo sapiens	DC50	=	23.9	nM	PMID[36577036]
NPT3899	Individual protein	Bromodomain-containing protein 3	Homo sapiens	Delta Tm	=	12.5	degrees C	PMID[36577036]
NPT3899	Individual protein	Bromodomain-containing protein 3	Homo sapiens	Delta Tm	=	7.45	degrees C	PMID[36577036]
NPT3899	Individual protein	Bromodomain-containing protein 3	Homo sapiens	Kd	=	14.1	nM	PMID[36577036]
NPT3899	Individual protein	Bromodomain-containing protein 3	Homo sapiens	IC50	=	108.0	nM	PMID[36577036]
NPT3899	Individual protein	Bromodomain-containing protein 3	Homo sapiens	Kd	=	149.0	nM	PMID[36577036]
NPT25835	Single protein	Bromodomain testis-specific protein	Homo sapiens	IC50	=	119.0	nM	PMID[36577036]
NPT25835	Single protein	Bromodomain testis-specific protein	Homo sapiens	IC50	=	403.0	nM	PMID[36577036]
NPT25835	Single protein	Bromodomain testis-specific protein	Homo sapiens	Delta Tm	=	9.57	degrees C	PMID[36577036]
NPT25835	Single protein	Bromodomain testis-specific protein	Homo sapiens	Delta Tm	=	7.58	degrees C	PMID[36577036]
NPT3898	Individual protein	Bromodomain-containing protein 2	Homo sapiens	DC50	>	10.0	uM	PMID[36577036]
NPT3898	Individual protein	Bromodomain-containing protein 2	Homo sapiens	Delta Tm	=	8.23	degrees C	PMID[36577036]
NPT3898	Individual protein	Bromodomain-containing protein 2	Homo sapiens	Activity	n.a.	n.a.	n.a.	PMID[36577036]
NPT3898	Individual protein	Bromodomain-containing protein 2	Homo sapiens	Delta Tm	=	10.4	degrees C	PMID[36577036]
NPT3898	Individual protein	Bromodomain-containing protein 2	Homo sapiens	IC50	=	103.0	nM	PMID[36577036]
NPT3898	Individual protein	Bromodomain-containing protein 2	Homo sapiens	IC50	=	244.0	nM	PMID[36577036]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT858	Cell line	LNCaP	Homo sapiens	IC50	=	20.0	nM	PMID[26305181]
NPT306	Cell line	PC-3	Homo sapiens	IC50	=	90.0	nM	PMID[26305181]
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	210.0	nM	PMID[26305181]
NPT397	Cell line	NCI-H460	Homo sapiens	IC50	=	800.0	nM	PMID[26305181]
NPT395	Cell line	SF-268	Homo sapiens	IC50	=	2600.0	nM	PMID[26305181]
NPT859	Cell line	HFF	Homo sapiens	IC50	>	3100.0	nM	PMID[26305181]
NPT369	Cell line	ACHN	Homo sapiens	IC50	=	164.0	nM	PMID[28257574]
NPT858	Cell line	LNCaP	Homo sapiens	IC50	=	20.0	nM	PMID[28617598]
NPT1629	Cell line	CWR22R	Homo sapiens	IC50	=	30.0	nM	PMID[28617598]
NPT369	Cell line	ACHN	Homo sapiens	IC50	=	570.0	nM	PMID[28617598]
NPT387	Cell line	M14	Homo sapiens	IC50	>	2000.0	nM	PMID[28617598]
NPT170	Cell line	SK-MEL-28	Homo sapiens	IC50	>	2000.0	nM	PMID[28617598]
NPT859	Cell line	HFF	Homo sapiens	IC50	>	2000.0	nM	PMID[28617598]
NPT859	Cell line	HFF	Homo sapiens	EC50	>	2000.0	nM	PMID[36577036]
NPT90	Cell line	DU-145	Homo sapiens	EC50	=	263.0	nM	PMID[36577036]
NPT858	Cell line	LNCaP	Homo sapiens	EC50	=	21.6	nM	PMID[36577036]
NPT306	Cell line	PC-3	Homo sapiens	EC50	=	63.0	nM	PMID[36577036]
NPT28438	Unchecked	Unchecked	n.a.	Activity	n.a.	n.a.	n.a.	PMID[36577036]
NPT28438	Unchecked	Unchecked	n.a.	Selectivity ratio	=	10.0	n.a.	PMID[36577036]
NPT28438	Unchecked	Unchecked	n.a.	EC50	=	30.3	nM	PMID[36577036]
NPT23115	Cell line	VCaP	Homo sapiens	EC50	=	30.5	nM	PMID[36577036]

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 NPC55621 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	16901
0.1-0.2	27404
0.2-0.3	5353
0.3-0.4	129
0.4-0.5	46
0.5-0.6	16
0.6-0.7	7
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.84	Intermediate Similarity	NPC484719
0.7917	Intermediate Similarity	NPC158285
0.6543	Remote Similarity	NPC5292
0.6341	Remote Similarity	NPC484736
0.6173	Remote Similarity	NPC285729
0.6173	Remote Similarity	NPC484741
0.6049	Remote Similarity	NPC125794
0.6049	Remote Similarity	NPC171401
0.6024	Remote Similarity	NPC484712
0.5952	Remote Similarity	NPC484714
0.5949	Remote Similarity	NPC484744
0.5833	Remote Similarity	NPC484745
0.5814	Remote Similarity	NPC484718
0.5765	Remote Similarity	NPC166213
0.5765	Remote Similarity	NPC605398
0.5698	Remote Similarity	NPC484717
0.5632	Remote Similarity	NPC164523
0.5349	Remote Similarity	NPC329671
0.5269	Remote Similarity	NPC484715
0.5172	Remote Similarity	NPC5073
0.5059	Remote Similarity	NPC484742
0.5056	Remote Similarity	NPC601815
0.5056	Remote Similarity	NPC607008
0.5055	Remote Similarity	NPC204812
0.5054	Remote Similarity	NPC32868

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC55621 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6412
0.1-0.2	2535
0.2-0.3	202
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	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