NPASS Compound

Natural Product: NPC125794

Natural Product ID	NPC125794
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	UPBUGICUKQIKTJ-KABTZXSUSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	73621
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 74 79 0 0 0 0 0 0 0 0999 V2000 7.0931 0.6417 0.7544 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5810 0.8217 0.8686 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0733 1.1011 2.0326 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0135 1.2278 3.1842 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6392 1.2735 2.1883 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1835 1.5408 3.3124 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8541 1.1231 1.0356 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3634 0.3000 0.0146 C 0 0 2 0 0 0 0 0 0 0 0 0 4.7403 0.6831 -0.3404 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4004 0.0747 -1.1254 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3787 -0.4415 -2.2500 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4187 -0.9504 -0.7780 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9753 -1.7400 -2.0498 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2696 -1.0873 -2.5106 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7474 -0.2807 -1.3755 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1609 -0.5376 -0.9578 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0043 -0.0433 -2.1593 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4297 -0.0820 -1.7682 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.8574 -0.1400 -0.4684 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.2516 0.2991 -0.0841 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.2768 1.7179 0.3565 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3159 2.0689 1.1978 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3537 1.0506 1.5961 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8966 1.1107 2.7887 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8892 -0.0426 0.6776 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9062 -1.3627 1.4157 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4922 0.3130 0.2070 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5209 0.4049 1.3236 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0677 0.2667 0.9286 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1241 -0.7034 -0.1965 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4220 -2.0290 0.3077 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8493 -0.5438 0.8347 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8536 -1.3222 -1.2345 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6376 1.0983 -1.5765 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0694 -1.9871 -0.0397 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9806 1.2418 -1.6999 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3489 0.9526 -0.2790 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6160 1.2958 1.4526 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3548 -0.4165 0.8599 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5074 1.0901 4.1587 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7800 0.4181 3.1221 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5714 2.1860 3.1449 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4582 -0.7518 0.4814 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2819 -0.0944 -0.9465 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7265 1.6704 -0.8810 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8916 -0.4623 -3.2175 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1038 0.4285 -2.3627 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9473 -1.2937 -1.9168 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7705 -1.9096 -2.7471 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6657 -2.7846 -1.7126 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1166 -0.4070 -3.4008 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0375 -1.8228 -2.8974 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4458 -1.5926 -0.8620 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6926 1.0053 -2.3311 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7782 -0.6875 -3.0468 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1063 0.3522 -2.5711 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8576 0.2434 -1.0153 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9872 2.4544 0.0567 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2357 3.0782 1.5859 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3745 -2.1411 0.8465 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5466 -1.2297 2.4568 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9651 -1.7170 1.5146 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6426 1.3567 -0.2354 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6602 1.4273 1.7926 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8166 -0.2924 2.1212 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4971 -0.0533 1.8034 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2892 1.2921 0.7030 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0563 -1.9072 1.2269 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8522 -2.6801 -0.4329 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4723 -2.5942 0.7192 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7965 -0.2919 0.8925 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6728 1.2872 -2.5375 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6827 -2.4853 -0.6056 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9901 2.0105 -1.0541 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 20 32 1 0 19 33 1 6 15 34 1 6 12 35 1 1 10 36 1 6 9 2 1 0 30 12 1 0 30 15 1 0 27 16 1 0 33 18 1 0 25 19 1 0 1 37 1 0 1 38 1 0 1 39 1 0 4 40 1 0 4 41 1 0 4 42 1 0 8 43 1 1 9 44 1 0 9 45 1 0 11 46 1 0 11 47 1 0 11 48 1 0 13 49 1 0 13 50 1 0 14 51 1 0 14 52 1 0 16 53 1 1 17 54 1 0 17 55 1 0 18 56 1 6 20 57 1 6 21 58 1 0 22 59 1 0 26 60 1 0 26 61 1 0 26 62 1 0 27 63 1 6 28 64 1 0 28 65 1 0 29 66 1 0 29 67 1 0 31 68 1 0 31 69 1 0 31 70 1 0 32 71 1 0 34 72 1 0 35 73 1 0 36 74 1 0 M END

Standard InCHIKey	UPBUGICUKQIKTJ-KABTZXSUSA-N
Standard InCHI	InChI=1S/C28H38O8/c1-14-12-20(35-22(31)15(14)2)25(5,32)27(34)11-10-26(33)17-13-21-28(36-21)19(30)7-6-18(29)24(28,4)16(17)8-9-23(26,27)3/h6-7,16-17,19-21,30,32-34H,8-13H2,1-5H3/t16-,17+,19-,20+,21+,23-,24-,25-,26+,27-,28+/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([C@H](C=CC(=O)[C@]5(C)[C@H]3CC[C@]12C)O)O4)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	502.26	Volume:	501.281 ? Van der Waals volume.
Dense:	1.002	LogP:	1.186 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.824 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.385 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	2.0	Rigid Bonds:	30.0
TPSA:	136.82 ? Topological Polar Surface Area.	H-Bond Acceptor:	8.0
H-Bond Donor:	4.0	Rings:	6.0
Heavy Atoms:	8.0

MedChem Properties

QED Drug-Likeness Score:	0.331	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.019	Fsp³:	0.786
MCE-18:	163.8 ? 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:	0.435	Fluc inhibitor:	0.118 ? 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:	0.039 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.174	Promiscuous compounds:	0.479

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.248	MDCK Permeability:	-4.832
Pgp-inhibitor:	0.0	Pgp-substrate:	0.88
PAMPA:	0.998 ? 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):	0.026
20% Bioavailability (F20%):	0.631	30% Bioavailability (F30%):	0.586
50% Bioavailability (F50%):	0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.621	MRP1:	0.989
Plasma Protein Binding (PPB):	80.801%	Volume Distribution (VD):	-0.062
Fu:	23.384% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.99
OATP1B3 inhibitor:	0.988	BCRP inhibitor:	0.022
BSEP inhibitor:	0.898

ADMET: Metabolism

CYP1A2-inhibitor:	0.783	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.581	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.775	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.162	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.024	CYP3A4-substrate:	0.665
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.993
HLM stability:	0.751 ? 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):

3.96

Half-life (T1/2):

3.599

ADMET: Toxicity

hERG Blockers:	0.034	hERG Blockers (10um):	0.196
Human Hepatotoxicity (H-HT):	0.609	Drug-induced Liver Injury (DILI):	0.09
AMES Toxicity:	0.602	Rat Oral Acute Toxicity:	0.567
Maximum Recommended Daily Dose:	0.84	Skin Sensitization:	0.991
Carcinogencity:	0.95	Eye Corrosion:	0.008
Eye Irritation:	0.583	Respiratory Toxicity:	0.76
Drug-induced Neurotoxicity:	0.107	Ototoxicity:	0.455
Hematotoxicity:	0.101	Drug-induced Nephrotoxicity:	0.843
Genotoxicity:	0.962	RPMI-8226 Immunitoxicity:	0.108
A549 Cytotoxicity:	0.106	Hek293 Cytotoxicity:	0.464
BCF:	0.481 ? 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:	3.184 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.763 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.884 ? 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
IC50	11
GI50	5
Inhibition	2
Activity	1
Survival	2

Activity Type	# Activity
Individual protein	1
Cell line	17
Non-molecular	1
Others	2

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT459	Individual protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	IC50	>	200.0	ug.mL-1	PMID[1710653]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT134	Cell line	SK-BR-3	Homo sapiens	GI50	=	1700.0	nM	PMID[20438092]
NPT82	Cell line	MDA-MB-231	Homo sapiens	GI50	=	2100.0	nM	PMID[20438092]
NPT83	Cell line	MCF7	Homo sapiens	GI50	=	1000.0	nM	PMID[20438092]
NPT396	Cell line	T47D	Homo sapiens	GI50	=	2200.0	nM	PMID[20438092]
NPT113	Cell line	RAW264.7	Mus musculus	Inhibition	=	99.4	%	PMID[27210437]
NPT113	Cell line	RAW264.7	Mus musculus	IC50	=	320.0	nM	PMID[27210437]
NPT369	Cell line	ACHN	Homo sapiens	IC50	=	563.0	nM	PMID[28257574]
NPT858	Cell line	LNCaP	Homo sapiens	IC50	=	160.0	nM	PMID[28617598]
NPT1629	Cell line	CWR22R	Homo sapiens	IC50	=	90.0	nM	PMID[28617598]
NPT369	Cell line	ACHN	Homo sapiens	IC50	>	2000.0	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]
NPT113	Cell line	RAW264.7	Mus musculus	IC50	=	1800.0	nM	PMID[30649869]
NPT113	Cell line	RAW264.7	Mus musculus	Activity	=	0.9	uM	PMID[30649869]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	GI50	=	1100.0	nM	PMID[20438092]
NPT2	Others	Unspecified	n.a.	IC50	=	40.0	nM	PMID[27210437]
NPT2	Others	Unspecified	n.a.	Inhibition	=	99.5	%	PMID[27210437]

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT71	Cell line	HEK293	Homo sapiens	Survival	=	88.6	%	PMID[27210437]
NPT113	Cell line	RAW264.7	Mus musculus	Survival	=	50.1	%	PMID[27210437]

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 NPC125794 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	17621
0.1-0.2	27053
0.2-0.3	4974
0.3-0.4	119
0.4-0.5	37
0.5-0.6	36
0.6-0.7	9
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	Natural Product ID
1.0	High Similarity	NPC171401
0.7746	Intermediate Similarity	NPC329671
0.7571	Intermediate Similarity	NPC158285
0.7162	Intermediate Similarity	NPC484745
0.7027	Intermediate Similarity	NPC5073
0.6533	Remote Similarity	NPC609580
0.6447	Remote Similarity	NPC285729
0.641	Remote Similarity	NPC609769
0.641	Remote Similarity	NPC610140
0.6154	Remote Similarity	NPC153700
0.6076	Remote Similarity	NPC67569
0.6076	Remote Similarity	NPC608655
0.6053	Remote Similarity	NPC225826
0.6049	Remote Similarity	NPC55621
0.5921	Remote Similarity	NPC286528
0.5921	Remote Similarity	NPC153440
0.5875	Remote Similarity	NPC600975
0.5875	Remote Similarity	NPC602010
0.5854	Remote Similarity	NPC23786
0.5844	Remote Similarity	NPC484742
0.5823	Remote Similarity	NPC470493
0.5823	Remote Similarity	NPC484741
0.575	Remote Similarity	NPC473256
0.5732	Remote Similarity	NPC606886
0.5625	Remote Similarity	NPC183580
0.5625	Remote Similarity	NPC474370
0.561	Remote Similarity	NPC604847
0.5584	Remote Similarity	NPC484744
0.55	Remote Similarity	NPC293112
0.5488	Remote Similarity	NPC484690
0.5432	Remote Similarity	NPC329736
0.5432	Remote Similarity	NPC88326
0.5432	Remote Similarity	NPC599946
0.5349	Remote Similarity	NPC484719
0.5309	Remote Similarity	NPC186525
0.5309	Remote Similarity	NPC103045
0.5309	Remote Similarity	NPC473274
0.5301	Remote Similarity	NPC8369
0.5301	Remote Similarity	NPC264954
0.525	Remote Similarity	NPC270850
0.525	Remote Similarity	NPC305260
0.5185	Remote Similarity	NPC140055
0.5185	Remote Similarity	NPC107493
0.5185	Remote Similarity	NPC484743
0.5185	Remote Similarity	NPC167606
0.5119	Remote Similarity	NPC484692
0.5116	Remote Similarity	NPC473593
0.5062	Remote Similarity	NPC50774
0.506	Remote Similarity	NPC470878
0.5059	Remote Similarity	NPC484736

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC125794 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6598
0.1-0.2	2365
0.2-0.3	186
0.3-0.4	0
0.4-0.5	0
0.5-0.6	1
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
0.5185	Remote 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