NPASS Compound

Natural Product: NPC84810

Natural Product ID	NPC84810
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	OJJOUHFECGXRFJ-NWLVNBMCSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	5373218
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids

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 59 59 0 0 0 0 0 0 0 0999 V2000 7.6032 0.4962 -1.3210 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5254 -0.2482 -0.0466 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4132 -0.3898 0.6223 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1270 0.1863 0.1598 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1375 -0.9540 -0.0278 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8416 -0.4175 -0.4825 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7739 -0.6213 0.2650 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4221 -0.1178 -0.1112 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0040 0.8136 0.9970 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3783 1.3712 0.6965 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0280 1.0289 -0.3987 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3715 1.5942 -0.6575 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3040 0.4630 -0.8039 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3294 -0.2976 -1.9491 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1884 -1.3553 -2.1145 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0556 -1.6713 -1.1058 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9925 -2.8114 -1.2663 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0672 -0.9356 0.0641 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1787 0.1371 0.2016 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1770 0.8771 1.3537 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0598 0.5620 2.3914 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0006 -2.9848 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0113 2.3279 1.6339 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6896 0.3394 -1.7420 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7809 -0.8539 0.4777 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0995 -0.1054 -2.0960 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0466 1.4509 -1.2515 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6665 0.7241 -1.6005 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3825 -0.9420 1.5574 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7062 0.8617 0.9289 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2100 0.6999 -0.7981 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6039 -1.6362 -0.7832 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0514 -1.4873 0.9199 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8204 -1.1789 1.2171 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4216 0.4146 -1.0668 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2785 -0.9676 -0.1705 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6724 1.6662 1.1185 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0303 0.2812 1.9720 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6206 0.3434 -1.1294 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7197 2.2469 0.1922 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3750 2.2544 -1.5655 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1782 -1.9212 -3.0182 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3490 -3.1150 -0.2808 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5124 -3.6331 -1.8294 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8254 -2.4265 -1.9234 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7394 -1.1581 0.8810 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9241 -0.4970 2.7424 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9071 1.2175 3.2878 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0992 0.7428 2.0563 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9155 0.2054 -3.8879 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8222 1.9120 2.2418 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2022 2.6362 2.3669 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2881 3.2951 1.1437 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1905 1.3149 -1.5312 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7013 0.5830 -2.1612 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1729 -0.2262 -2.5435 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9496 -0.5690 1.5492 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6719 -0.5400 -0.0661 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7151 -1.9690 0.4340 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 3 3 4 1 0 4 5 1 0 5 6 1 0 6 7 2 0 7 8 1 0 8 9 1 0 9 10 1 0 10 11 2 0 11 12 1 0 12 13 1 0 13 14 2 0 14 15 1 0 15 16 2 0 16 17 1 0 16 18 1 0 18 19 2 0 19 20 1 0 20 21 1 0 14 22 1 0 10 23 1 0 6 24 1 0 2 25 1 0 19 13 1 0 1 26 1 0 1 27 1 0 1 28 1 0 3 29 1 0 4 30 1 0 4 31 1 0 5 32 1 0 5 33 1 0 7 34 1 0 8 35 1 0 8 36 1 0 9 37 1 0 9 38 1 0 11 39 1 0 12 40 1 0 12 41 1 0 15 42 1 0 17 43 1 0 17 44 1 0 17 45 1 0 18 46 1 0 21 47 1 0 21 48 1 0 21 49 1 0 22 50 1 0 23 51 1 0 23 52 1 0 23 53 1 0 24 54 1 0 24 55 1 0 24 56 1 0 25 57 1 0 25 58 1 0 25 59 1 0 M END

Standard InCHIKey	OJJOUHFECGXRFJ-NWLVNBMCSA-N
Standard InCHI	InChI=1S/C23H34O2/c1-17(2)9-7-10-18(3)11-8-12-19(4)13-14-21-22(24)15-20(5)16-23(21)25-6/h9,11,13,15-16,24H,7-8,10,12,14H2,1-6H3/b18-11+,19-13+
SMILES	CC(=CCC/C(=C/CC/C(=C/Cc1c(cc(C)cc1OC)O)/C)/C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	342.26	Volume:	399.569 ? Van der Waals volume.
Dense:	0.857	LogP:	7.233 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.51 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-6.029 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	9.0	Rigid Bonds:	9.0
TPSA:	29.46 ? Topological Polar Surface Area.	H-Bond Acceptor:	2.0
H-Bond Donor:	1.0	Rings:	1.0
Heavy Atoms:	2.0

MedChem Properties

QED Drug-Likeness Score:	0.508	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	2.793	Fsp³:	0.478
MCE-18:	10.0 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted	GSK Rule:	Accepted
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.835	Fluc inhibitor:	0.034 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.131 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.096 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.767	Promiscuous compounds:	0.119

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.653	MDCK Permeability:	-4.672
Pgp-inhibitor:	0.999	Pgp-substrate:	0.001
PAMPA:	0.0 ? 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%):	0.008	30% Bioavailability (F30%):	0.005
50% Bioavailability (F50%):	0.374

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002	MRP1:	0.979
Plasma Protein Binding (PPB):	96.468%	Volume Distribution (VD):	0.211
Fu:	3.04% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.999	BCRP inhibitor:	0.0
BSEP inhibitor:	0.999

ADMET: Metabolism

CYP1A2-inhibitor:	0.008	CYP1A2-substrate:	0.994
CYP2C19-inhibitor:	0.995	CYP2C19-substrate:	0.991
CYP2C9-inhibitor:	0.985	CYP2C9-substrate:	0.523
CYP2D6-inhibitor:	0.999	CYP2D6-substrate:	0.971
CYP3A4-inhibitor:	0.173	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.999
HLM stability:	0.999 ? 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):

8.264

Half-life (T1/2):

0.782

ADMET: Toxicity

hERG Blockers:	0.109	hERG Blockers (10um):	0.658
Human Hepatotoxicity (H-HT):	0.789	Drug-induced Liver Injury (DILI):	0.292
AMES Toxicity:	0.113	Rat Oral Acute Toxicity:	0.291
Maximum Recommended Daily Dose:	0.351	Skin Sensitization:	0.965
Carcinogencity:	0.223	Eye Corrosion:	0.011
Eye Irritation:	0.894	Respiratory Toxicity:	0.96
Drug-induced Neurotoxicity:	0.612	Ototoxicity:	0.458
Hematotoxicity:	0.402	Drug-induced Nephrotoxicity:	0.556
Genotoxicity:	0.262	RPMI-8226 Immunitoxicity:	0.137
A549 Cytotoxicity:	0.36	Hek293 Cytotoxicity:	0.274
BCF:	2.3 ? 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:	5.422 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.797 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	6.741 ? 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
NPO29118	Euonymus alatus	Species	Celastraceae	Eukaryota	leaves and twigs	n.a.	n.a.	PMID[21435874]
NPO6415	Juniperus excelsa	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[34203980]
NPO21029	Euphorbia prostrata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36447306]
NPO6415	Juniperus excelsa	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38330006]
NPO8897	Streptomyces flavogriseus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7187	Polyporus dispansus	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10962	Parsonsia spiralis	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5198	Menegazzia terebrata	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4414	Lilium lancifolium	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6415	Juniperus excelsa	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14844	Eurotia ceratoides	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21029	Euphorbia prostrata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29118	Euonymus alatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10626	Elsholtzia oldhami	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5371	Ainsliaea fragrans	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8517	Adenia hastata	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29118	Euonymus alatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29118	Euonymus alatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4414	Lilium lancifolium	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4414	Lilium lancifolium	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29118	Euonymus alatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4414	Lilium lancifolium	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29118	Euonymus alatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21029	Euphorbia prostrata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10962	Parsonsia spiralis	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5371	Ainsliaea fragrans	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6415	Juniperus excelsa	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8517	Adenia hastata	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7187	Polyporus dispansus	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29118	Euonymus alatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10626	Elsholtzia oldhami	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5198	Menegazzia terebrata	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14844	Eurotia ceratoides	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO4414	Lilium lancifolium	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8897	Streptomyces flavogriseus	Species	Streptomycetaceae	Bacteria	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

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

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 NPC84810 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	17217
0.1-0.2	27259
0.2-0.3	4793
0.3-0.4	459
0.4-0.5	114
0.5-0.6	11
0.6-0.7	2
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.62	Remote Similarity	NPC12640
0.6182	Remote Similarity	NPC474864
0.5714	Remote Similarity	NPC246967
0.5667	Remote Similarity	NPC85895
0.566	Remote Similarity	NPC477685
0.5636	Remote Similarity	NPC324362
0.5424	Remote Similarity	NPC474810
0.5424	Remote Similarity	NPC142530
0.5179	Remote Similarity	NPC474612
0.5091	Remote Similarity	NPC260775
0.5091	Remote Similarity	NPC130756
0.5091	Remote Similarity	NPC70677
0.5091	Remote Similarity	NPC12931

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC84810 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	3671
0.1-0.2	5373
0.2-0.3	99
0.3-0.4	6
0.4-0.5	1
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	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