NPASS Compound

Natural Product: NPC536759

Natural Product ID	NPC536759
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	docosa-9,15,19-trienoic acid
IUPAC Name	docosa-9,15,19-trienoic acid
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 62 61 0 0 0 0 0 0 0 0999 V2000 9.7046 0.5022 2.4540 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5334 1.0202 1.6477 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8779 -0.0866 0.9232 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6161 -0.3685 1.1430 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9785 -1.4934 0.3963 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8081 -0.8877 -0.4076 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8297 -0.2595 0.4696 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5781 -0.5871 0.5759 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9741 -1.6806 -0.2120 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8634 -1.0629 -1.0473 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4807 -0.0198 -1.9325 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3727 0.5867 -2.7658 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6191 1.1857 -1.8383 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8740 0.7771 -1.8215 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8615 1.3999 -0.8719 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4281 0.3587 0.0553 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4115 0.9663 1.0043 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5885 1.6150 0.3534 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4001 0.6710 -0.4849 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9655 -0.4881 0.2897 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8666 -0.0250 1.3880 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3930 -1.2041 2.1147 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6305 -1.7801 2.9303 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.6712 -1.7155 1.9558 O 0 0 0 0 0 0 0 0 0 0 0 0 10.5832 0.5149 1.7619 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8619 1.0821 3.3644 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4980 -0.5556 2.7148 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8310 1.8377 0.9592 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8128 1.4667 2.3616 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4437 -0.6620 0.2125 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0646 0.2224 1.8622 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5412 -2.2536 1.0601 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6479 -1.9368 -0.3429 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2708 -0.1497 -1.1265 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4692 -1.7102 -1.0486 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1818 0.5767 1.1081 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8958 -0.0539 1.2726 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6706 -2.2452 -0.8347 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5157 -2.3737 0.5488 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1669 -0.5763 -0.3409 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3844 -1.8774 -1.6266 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2701 -0.4642 -2.5737 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9739 0.7350 -1.2862 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0894 -0.2758 -3.3232 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7672 1.3372 -3.4901 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2979 1.9656 -1.1726 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1818 -0.0093 -2.4971 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6952 1.8422 -1.4642 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3686 2.2191 -0.3221 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8625 -0.4886 -0.4803 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5656 -0.0026 0.6812 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8579 1.7886 1.5470 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7268 0.2705 1.8083 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1872 2.0915 1.1599 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2443 2.4381 -0.3013 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2525 1.2643 -0.9018 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7745 0.3426 -1.3382 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2016 -1.1468 0.7092 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6003 -1.0669 -0.4351 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7144 0.5726 1.0493 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2428 0.5423 2.1358 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8950 -2.6854 2.2054 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 2 3 4 5 1 0 5 6 1 0 6 7 1 0 7 8 2 3 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 2 3 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 22 24 1 0 1 25 1 0 1 26 1 0 1 27 1 0 2 28 1 0 2 29 1 0 3 30 1 0 4 31 1 0 5 32 1 0 5 33 1 0 6 34 1 0 6 35 1 0 7 36 1 0 8 37 1 0 9 38 1 0 9 39 1 0 10 40 1 0 10 41 1 0 11 42 1 0 11 43 1 0 12 44 1 0 12 45 1 0 13 46 1 0 14 47 1 0 15 48 1 0 15 49 1 0 16 50 1 0 16 51 1 0 17 52 1 0 17 53 1 0 18 54 1 0 18 55 1 0 19 56 1 0 19 57 1 0 20 58 1 0 20 59 1 0 21 60 1 0 21 61 1 0 24 62 1 0 M END

Standard InCHIKey	MUDDABLMNYAAES-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C22H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,7-8,13-14H,2,5-6,9-12,15-21H2,1H3,(H,23,24)
SMILES	CCC=CCCC=CCCCCC=CCCCCCCCC(=O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	334.29	Volume:	396.103 ? Van der Waals volume.
Dense:	0.844	LogP:	8.262 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.038 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-6.831 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	17.0	Rigid Bonds:	4.0
TPSA:	37.3 ? Topological Polar Surface Area.	H-Bond Acceptor:	2.0
H-Bond Donor:	1.0	Rings:	0.0
Heavy Atoms:	2.0

MedChem Properties

QED Drug-Likeness Score:	0.225	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	2.627	Fsp³:	0.682
MCE-18:	0.0 ? 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:	0.305	Fluc inhibitor:	0.314 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.003 ? 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:	0.991	Promiscuous compounds:	0.739

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.096	MDCK Permeability:	-4.778
Pgp-inhibitor:	0.009	Pgp-substrate:	0.003
PAMPA:	0.014 ? 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):	0.53
20% Bioavailability (F20%):	0.334	30% Bioavailability (F30%):	0.881
50% Bioavailability (F50%):	0.55

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.066	MRP1:	0.989
Plasma Protein Binding (PPB):	98.459%	Volume Distribution (VD):	-0.738
Fu:	0.795% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.144
OATP1B3 inhibitor:	0.991	BCRP inhibitor:	0.13
BSEP inhibitor:	0.926

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.802
CYP2C19-inhibitor:	0.468	CYP2C19-substrate:	0.809
CYP2C9-inhibitor:	1.0	CYP2C9-substrate:	0.018
CYP2D6-inhibitor:	0.954	CYP2D6-substrate:	0.091
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	1.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.035 ? 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):

4.132

Half-life (T1/2):

0.473

ADMET: Toxicity

hERG Blockers:	0.109	hERG Blockers (10um):	0.241
Human Hepatotoxicity (H-HT):	0.161	Drug-induced Liver Injury (DILI):	0.001
AMES Toxicity:	0.164	Rat Oral Acute Toxicity:	0.044
Maximum Recommended Daily Dose:	0.075	Skin Sensitization:	1.0
Carcinogencity:	0.063	Eye Corrosion:	0.999
Eye Irritation:	0.998	Respiratory Toxicity:	0.637
Drug-induced Neurotoxicity:	0.003	Ototoxicity:	0.216
Hematotoxicity:	0.017	Drug-induced Nephrotoxicity:	0.367
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.038
A549 Cytotoxicity:	0.169	Hek293 Cytotoxicity:	0.053
BCF:	0.98 ? 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:	4.023 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.617 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	2.315 ? 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
NPO50938	Ophiura sarsii	Species	Ophiuridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]

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 NPC536759 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	38576
0.1-0.2	9741
0.2-0.3	1185
0.3-0.4	187
0.4-0.5	74
0.5-0.6	31
0.6-0.7	31
0.7-0.8	1
0.8-0.85	10
0.85-0.9	5
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8667	High Similarity	NPC52955
0.8667	High Similarity	NPC88966
0.8667	High Similarity	NPC25417
0.8667	High Similarity	NPC1813
0.8571	High Similarity	NPC281245
0.8333	Intermediate Similarity	NPC70387
0.8276	Intermediate Similarity	NPC424
0.8276	Intermediate Similarity	NPC36061
0.8276	Intermediate Similarity	NPC69510
0.8276	Intermediate Similarity	NPC77272
0.8276	Intermediate Similarity	NPC290563
0.8276	Intermediate Similarity	NPC139029
0.8276	Intermediate Similarity	NPC281972
0.8276	Intermediate Similarity	NPC261831
0.8276	Intermediate Similarity	NPC87564
0.7667	Intermediate Similarity	NPC92114
0.75	Intermediate Similarity	NPC154245
0.75	Intermediate Similarity	NPC85813
0.75	Intermediate Similarity	NPC223697
0.75	Intermediate Similarity	NPC6095
0.7419	Intermediate Similarity	NPC149821
0.7419	Intermediate Similarity	NPC95145
0.7419	Intermediate Similarity	NPC325642
0.7419	Intermediate Similarity	NPC65174
0.7188	Intermediate Similarity	NPC321062
0.6667	Remote Similarity	NPC180534
0.6667	Remote Similarity	NPC5413
0.6667	Remote Similarity	NPC606120
0.6667	Remote Similarity	NPC611531
0.6471	Remote Similarity	NPC59051
0.6316	Remote Similarity	NPC477201
0.6296	Remote Similarity	NPC214610
0.6296	Remote Similarity	NPC118968
0.6296	Remote Similarity	NPC183424
0.6296	Remote Similarity	NPC294085
0.625	Remote Similarity	NPC34416
0.625	Remote Similarity	NPC117572
0.6216	Remote Similarity	NPC225929
0.6207	Remote Similarity	NPC171736
0.6207	Remote Similarity	NPC301585
0.6207	Remote Similarity	NPC261080
0.6207	Remote Similarity	NPC132565
0.6207	Remote Similarity	NPC209970
0.6207	Remote Similarity	NPC216630
0.6207	Remote Similarity	NPC201844
0.6207	Remote Similarity	NPC301696
0.6207	Remote Similarity	NPC196924
0.6207	Remote Similarity	NPC307783
0.6207	Remote Similarity	NPC154186
0.6207	Remote Similarity	NPC149184
0.6207	Remote Similarity	NPC279026
0.6207	Remote Similarity	NPC113928
0.6207	Remote Similarity	NPC14227
0.6176	Remote Similarity	NPC91495
0.6176	Remote Similarity	NPC48162
0.6	Remote Similarity	NPC243532
0.5926	Remote Similarity	NPC268826
0.5897	Remote Similarity	NPC106851
0.5897	Remote Similarity	NPC282788
0.5897	Remote Similarity	NPC274927
0.5882	Remote Similarity	NPC207292
0.5862	Remote Similarity	NPC155263
0.5854	Remote Similarity	NPC68343
0.5854	Remote Similarity	NPC328089
0.575	Remote Similarity	NPC179764
0.5625	Remote Similarity	NPC55023
0.5625	Remote Similarity	NPC21844
0.561	Remote Similarity	NPC251042
0.561	Remote Similarity	NPC255863
0.561	Remote Similarity	NPC473863
0.561	Remote Similarity	NPC174447
0.561	Remote Similarity	NPC136164
0.561	Remote Similarity	NPC122521
0.561	Remote Similarity	NPC245947
0.5556	Remote Similarity	NPC174560
0.5556	Remote Similarity	NPC125312
0.5517	Remote Similarity	NPC175342
0.5484	Remote Similarity	NPC604140
0.5476	Remote Similarity	NPC318420
0.5476	Remote Similarity	NPC326268
0.5385	Remote Similarity	NPC487561
0.5357	Remote Similarity	NPC134782
0.5294	Remote Similarity	NPC314679
0.5278	Remote Similarity	NPC294548
0.5238	Remote Similarity	NPC187777
0.5227	Remote Similarity	NPC26500
0.5143	Remote Similarity	NPC8219

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC536759 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6809
0.1-0.2	2092
0.2-0.3	190
0.3-0.4	36
0.4-0.5	10
0.5-0.6	0
0.6-0.7	9
0.7-0.8	1
0.8-0.85	2
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8667	High Similarity	NPD3172	Approved
0.8276	Intermediate Similarity	NPD3195	Phase 2
0.8276	Intermediate Similarity	NPD3196	Approved
0.75	Intermediate Similarity	NPD4266	Phase 2
0.6667	Remote Similarity	NPD3173	Phase 4
0.6667	Remote Similarity	NPD3194	Phase 4
0.6667	Remote Similarity	NPD39	Phase 4
0.6667	Remote Similarity	NPD622	Pre-clinical
0.6296	Remote Similarity	NPD9655	Phase 4
0.625	Remote Similarity	NPD4222	Phase 3
0.6207	Remote Similarity	NPD2270	Pre-clinical
0.6207	Remote Similarity	NPD633	Phase 3
0.6207	Remote Similarity	NPD9448	Phase 2

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