NPASS Compound

Natural Product: NPC489642

Natural Product ID	NPC489642
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	SUEBUOSLSYWNJM-CAHHMILMSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds]

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 74 0 0 0 0 0 0 0 0999 V2000 -2.3986 1.5857 -0.1429 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6268 0.6566 0.9778 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8181 -0.0082 0.8999 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8000 0.1463 -0.1584 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.5394 -0.7072 -1.3857 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.7576 -0.5978 -2.2192 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2729 -1.7977 -2.3828 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4380 -2.7596 -1.6771 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6655 -4.0076 -1.6404 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4135 -2.0515 -1.0976 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3602 0.6418 -2.8116 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0255 -0.3847 0.3580 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7380 0.4209 2.1368 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4207 -0.1347 1.9002 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6855 0.4875 1.2057 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9230 -0.4541 1.1384 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5343 -0.7279 2.4681 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4192 -1.7540 0.5507 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5103 -2.6908 0.1150 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6495 -2.1148 -0.6065 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8405 -0.6561 -0.5464 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1744 -0.4131 0.1849 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8251 0.1566 0.1442 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4208 1.4237 0.7641 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3028 2.3656 0.9418 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1045 1.8476 1.6992 C 0 0 2 0 0 0 0 0 0 0 0 0 1.4063 1.9405 3.1608 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1244 2.7801 1.3146 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0490 -0.1071 -1.9147 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0948 0.5025 -2.2085 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0856 -0.2595 -2.8986 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2252 0.2382 -4.2143 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2445 1.6725 -0.8544 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4802 1.4284 -0.7202 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3726 2.6201 0.3319 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0019 -0.7122 1.7317 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0716 1.1504 -0.4721 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6983 -0.3362 -2.0089 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1825 -2.0198 -2.9597 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9793 0.4040 -3.6848 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9562 1.2073 -2.0954 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5486 1.3158 -3.1817 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1311 -0.1107 1.3018 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3144 -0.2373 2.8636 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7540 1.3973 2.7007 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0324 -0.5162 2.9035 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6358 -1.1627 1.4080 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4666 0.6269 0.1381 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2499 -1.5956 2.2884 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1512 0.0444 2.9083 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8532 -1.1233 3.2149 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7680 -1.5174 -0.2981 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8368 -2.3438 1.3045 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9853 -3.5107 -0.4596 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8642 -3.2205 1.0494 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5866 -2.6888 -0.3249 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5232 -2.4147 -1.6931 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6367 0.5315 -0.1692 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0920 -0.4895 1.2641 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8518 -1.2213 -0.1616 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1429 0.5754 -0.6661 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0700 1.8380 -0.0647 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0889 1.2516 1.5937 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0129 2.7408 -0.0859 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6490 3.2944 1.4786 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4476 2.2627 3.3641 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7838 2.7996 3.5623 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1804 1.0804 3.7740 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1689 2.8278 0.3268 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.9872 -4.4719 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2618 0.6522 -4.2991 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1825 -0.6425 -4.8927 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 5 6 1 0 6 7 2 0 7 8 1 0 8 9 2 0 8 10 1 0 6 11 1 0 4 12 1 0 2 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 1 16 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 1 21 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 26 28 1 1 21 29 1 0 29 30 2 0 29 31 1 0 31 32 1 0 10 5 1 0 26 15 1 0 23 16 1 0 1 33 1 0 1 34 1 0 1 35 1 0 3 36 1 0 4 37 1 6 5 38 1 6 7 39 1 0 11 40 1 0 11 41 1 0 11 42 1 0 12 43 1 0 13 44 1 0 13 45 1 0 14 46 1 0 14 47 1 0 15 48 1 6 17 49 1 0 17 50 1 0 17 51 1 0 18 52 1 0 18 53 1 0 19 54 1 0 19 55 1 0 20 56 1 0 20 57 1 0 22 58 1 0 22 59 1 0 22 60 1 0 23 61 1 6 24 62 1 0 24 63 1 0 25 64 1 0 25 65 1 0 27 66 1 0 27 67 1 0 27 68 1 0 28 69 1 0 32 70 1 0 32 71 1 0 32 72 1 0 M END

Standard InCHIKey	SUEBUOSLSYWNJM-CAHHMILMSA-N
Standard InCHI	InChI=1S/C26H40O6/c1-16(14-18(27)22-17(2)15-21(28)32-22)8-9-20-24(3)11-7-12-25(4,23(29)31-6)19(24)10-13-26(20,5)30/h14-15,18-20,22,27,30H,7-13H2,1-6H3/b16-14+/t18-,19+,20+,22-,24-,25+,26+/m0/s1
SMILES	C/C(=C[C@@H]([C@@H]1C(=CC(=O)O1)C)O)/CC[C@@H]1[C@@]2(C)CCC[C@](C)([C@@H]2CC[C@@]1(C)O)C(=O)OC

Calculated Properties

Physi-Chem Properties

Molecular Weight:	448.28	Volume:	474.778 ? Van der Waals volume.
Dense:	0.944	LogP:	2.714 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.982 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.337 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	7.0	Rigid Bonds:	19.0
TPSA:	93.06 ? Topological Polar Surface Area.	H-Bond Acceptor:	6.0
H-Bond Donor:	2.0	Rings:	3.0
Heavy Atoms:	6.0

MedChem Properties

QED Drug-Likeness Score:	0.47	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.881	Fsp³:	0.769
MCE-18:	64.435 ? 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:	0.645	Fluc inhibitor:	0.038 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.013 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.002 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.229	Promiscuous compounds:	0.271

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.402	MDCK Permeability:	-4.967
Pgp-inhibitor:	0.982	Pgp-substrate:	0.0
PAMPA:	0.165 ? 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):	0.002
20% Bioavailability (F20%):	0.005	30% Bioavailability (F30%):	0.028
50% Bioavailability (F50%):	0.55

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.378
Plasma Protein Binding (PPB):	74.056%	Volume Distribution (VD):	-0.025
Fu:	21.776% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.028
BSEP inhibitor:	1.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.776	CYP1A2-substrate:	0.001
CYP2C19-inhibitor:	0.674	CYP2C19-substrate:	0.001
CYP2C9-inhibitor:	0.019	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.246	CYP2D6-substrate:	0.013
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.2
HLM stability:	0.007 ? 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):

11.355

Half-life (T1/2):

1.022

ADMET: Toxicity

hERG Blockers:	0.032	hERG Blockers (10um):	0.129
Human Hepatotoxicity (H-HT):	0.746	Drug-induced Liver Injury (DILI):	0.791
AMES Toxicity:	0.207	Rat Oral Acute Toxicity:	0.207
Maximum Recommended Daily Dose:	0.488	Skin Sensitization:	0.997
Carcinogencity:	0.497	Eye Corrosion:	0.069
Eye Irritation:	0.836	Respiratory Toxicity:	0.448
Drug-induced Neurotoxicity:	0.146	Ototoxicity:	0.453
Hematotoxicity:	0.412	Drug-induced Nephrotoxicity:	0.96
Genotoxicity:	0.865	RPMI-8226 Immunitoxicity:	0.091
A549 Cytotoxicity:	0.127	Hek293 Cytotoxicity:	0.201
BCF:	0.905 ? 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:	3.794 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.564 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.663 ? 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
NPO40338	Salvia tingitana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32182064]

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
MIC	22

Activity Type	# Activity
Organism	22

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
NPT4427	Organism	Staphylococcus simulans	Staphylococcus simulans	MIC	>	128.0	ug.mL-1	PMID[32182064]
NPT3599	Organism	Staphylococcus capitis	Staphylococcus capitis	MIC	=	286000.0	nM	PMID[32182064]
NPT5312	Organism	Staphylococcus warneri	Staphylococcus warneri	MIC	=	143000.0	nM	PMID[32182064]
NPT4840	Organism	Staphylococcus lugdunensis	Staphylococcus lugdunensis	MIC	=	286000.0	nM	PMID[32182064]
NPT4075	Organism	Enterococcus avium	Enterococcus avium	MIC	=	286000.0	nM	PMID[32182064]
NPT4844	Organism	Enterococcus gallinarum	Enterococcus gallinarum	MIC	=	143000.0	nM	PMID[32182064]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	286000.0	nM	PMID[32182064]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	128.0	ug.mL-1	PMID[32182064]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	>	128.0	ug.mL-1	PMID[32182064]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	=	286000.0	nM	PMID[32182064]
NPT1863	Organism	Staphylococcus saprophyticus	Staphylococcus saprophyticus	MIC	=	286000.0	nM	PMID[32182064]
NPT4025	Organism	Staphylococcus hominis	Staphylococcus hominis	MIC	=	286000.0	nM	PMID[32182064]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	143000.0	nM	PMID[32182064]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	286000.0	nM	PMID[32182064]
NPT3730	Organism	Enterococcus durans	Enterococcus durans	MIC	=	286000.0	nM	PMID[32182064]
NPT1477	Organism	Staphylococcus haemolyticus	Staphylococcus haemolyticus	MIC	>	128.0	ug.mL-1	PMID[32182064]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	286000.0	nM	PMID[32182064]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	143000.0	nM	PMID[32182064]
NPT23872	Organism	Enterococcus casseliflavus	Enterococcus casseliflavus	MIC	=	143000.0	nM	PMID[32182064]

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 NPC489642 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	15452
0.1-0.2	27917
0.2-0.3	6289
0.3-0.4	164
0.4-0.5	22
0.5-0.6	9
0.6-0.7	3
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
0.7619	Intermediate Similarity	NPC187435
0.7581	Intermediate Similarity	NPC489641
0.6818	Remote Similarity	NPC252240
0.6462	Remote Similarity	NPC38855
0.6269	Remote Similarity	NPC306265
0.5972	Remote Similarity	NPC489645
0.5915	Remote Similarity	NPC38948
0.5857	Remote Similarity	NPC489648
0.5821	Remote Similarity	NPC489647
0.5676	Remote Similarity	NPC206618
0.5541	Remote Similarity	NPC67321
0.5286	Remote Similarity	NPC53555
0.5139	Remote Similarity	NPC303559
0.5068	Remote Similarity	NPC222927

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC489642 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6490
0.1-0.2	2498
0.2-0.3	161
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