NPASS Compound

Natural Product: NPC481321

Natural Product ID	NPC481321
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	CUKZCORVQWREDQ-ORRYSMFSSA-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 82 87 0 0 0 0 0 0 0 0999 V2000 -4.0211 0.6614 -2.2025 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0076 -0.2020 -1.0053 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9875 0.1503 0.0577 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5878 -0.1496 -0.3299 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9638 0.9420 -1.1482 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3670 0.4748 -1.7644 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2733 0.2369 -0.6044 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7335 0.0770 -0.9366 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0356 -0.9988 -1.9065 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2599 1.3774 -1.5302 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9104 2.2689 -0.4968 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1672 1.6408 0.0423 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8901 0.2025 0.3913 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3570 0.0293 1.8499 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7325 -0.7156 -0.4239 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4385 -0.0496 0.3938 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0177 -1.3009 1.1117 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5642 -1.0937 1.5110 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6910 -0.7910 0.2861 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5565 -2.1167 -0.4085 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6454 -0.3599 0.8397 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6247 0.8528 1.6799 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2762 -1.4345 1.7004 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5143 -0.8076 2.3572 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4862 -0.5071 1.3070 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.5304 0.4565 1.9019 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4805 0.7843 0.7627 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.3907 -0.2203 -0.3480 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.5187 -0.1122 -1.3025 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4404 -1.5166 0.2858 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2805 -1.7472 1.0221 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9453 -2.8934 1.4045 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3119 2.0912 0.3168 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2272 1.7489 -0.8769 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0516 0.5733 -2.6665 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9016 1.7381 -2.0337 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3679 0.2542 -3.0299 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7350 -1.2456 -1.3411 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0603 1.2740 0.1683 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5969 -1.0669 -0.9754 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6638 1.8088 -0.4880 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5490 1.3552 -1.9534 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2239 -0.3814 -2.4370 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6506 1.3272 -2.4186 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2993 1.2314 -0.0604 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5899 -1.8659 -1.5048 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6757 -0.6399 -2.7699 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0848 -1.3089 -2.4345 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5318 1.9720 -2.0620 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0799 1.1481 -2.2751 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2551 3.1719 -1.0848 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2299 2.6605 0.2572 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4795 2.2550 0.9184 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2467 0.6847 2.0064 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6078 -1.0446 2.0374 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5757 0.3950 2.5489 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8066 -0.5122 -0.1277 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5671 -1.7716 -0.1543 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7119 -0.5197 -1.5149 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9970 0.7909 1.0201 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2142 -2.2288 0.5904 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5798 -1.3447 2.0802 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5084 -0.3109 2.2689 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2476 -2.1032 1.9089 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0223 -2.8626 0.2048 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0900 -2.1126 -1.3847 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5547 -2.6380 -0.5127 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0293 1.6687 1.4375 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3526 0.5449 2.7333 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6672 1.2933 1.6578 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.2487 1.1010 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6540 -1.7710 2.5291 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2730 -0.0267 3.0757 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9243 -1.6535 2.9925 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0517 -0.0131 2.7538 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9983 1.3798 2.2047 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5018 0.7171 1.1833 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4042 -0.8433 -2.1272 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4367 -0.4727 -0.7480 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7572 0.9069 -1.6122 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1493 2.3268 -0.1905 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8049 2.5304 -0.6848 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 0 8 9 1 6 8 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 13 15 1 0 13 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 6 19 21 1 0 21 22 1 1 21 23 1 0 23 24 1 0 25 24 1 1 25 26 1 0 26 27 1 0 27 28 1 0 28 29 1 6 28 30 1 0 30 31 1 0 31 32 2 0 27 33 1 0 12 34 1 0 28 2 1 0 25 3 1 0 21 4 1 0 31 25 1 0 19 7 1 0 16 8 1 0 1 35 1 0 1 36 1 0 1 37 1 0 2 38 1 6 3 39 1 1 4 40 1 6 5 41 1 0 5 42 1 0 6 43 1 0 6 44 1 0 7 45 1 1 9 46 1 0 9 47 1 0 9 48 1 0 10 49 1 0 10 50 1 0 11 51 1 0 11 52 1 0 12 53 1 1 14 54 1 0 14 55 1 0 14 56 1 0 15 57 1 0 15 58 1 0 15 59 1 0 16 60 1 1 17 61 1 0 17 62 1 0 18 63 1 0 18 64 1 0 20 65 1 0 20 66 1 0 20 67 1 0 22 68 1 0 22 69 1 0 22 70 1 0 23 71 1 0 23 72 1 0 24 73 1 0 24 74 1 0 26 75 1 0 26 76 1 0 27 77 1 1 29 78 1 0 29 79 1 0 29 80 1 0 33 81 1 0 34 82 1 0 M END

Standard InCHIKey	CUKZCORVQWREDQ-ORRYSMFSSA-N
Standard InCHI	InChI=1S/C30H48O4/c1-17-23-18-8-9-20-26(4)12-11-21(31)25(2,3)19(26)10-13-28(20,6)27(18,5)14-15-30(23)16-22(32)29(17,7)34-24(30)33/h17-23,31-32H,8-16H2,1-7H3/t17-,18+,19-,20+,21-,22+,23+,26-,27+,28+,29+,30+/m0/s1
SMILES	C[C@H]1[C@@H]2[C@H]3CC[C@@H]4[C@@]5(C)CC[C@@H](C(C)(C)[C@@H]5CC[C@@]4(C)[C@]3(C)CC[C@]32C[C@H]([C@]1(C)OC3=O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	472.36	Volume:	508.622 ? Van der Waals volume.
Dense:	0.929	LogP:	4.04 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.923 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.552 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	0.0	Rigid Bonds:	30.0
TPSA:	66.76 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	2.0	Rings:	7.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.442	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.251	Fsp³:	0.967
MCE-18:	164.814 ? 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:	0.888	Fluc inhibitor:	0.0 ? 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:	0.0 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.284	Promiscuous compounds:	0.069

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.468	MDCK Permeability:	-5.101
Pgp-inhibitor:	0.005	Pgp-substrate:	0.855
PAMPA:	0.999 ? 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%):	0.819	30% Bioavailability (F30%):	0.318
50% Bioavailability (F50%):	0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.988	MRP1:	0.694
Plasma Protein Binding (PPB):	92.615%	Volume Distribution (VD):	-0.069
Fu:	8.309% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.968	BCRP inhibitor:	0.842
BSEP inhibitor:	0.634

ADMET: Metabolism

CYP1A2-inhibitor:	0.002	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.011	CYP2C19-substrate:	0.016
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.003
CYP3A4-inhibitor:	0.788	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.994
HLM stability:	0.021 ? 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):

12.765

Half-life (T1/2):

1.236

ADMET: Toxicity

hERG Blockers:	0.046	hERG Blockers (10um):	0.189
Human Hepatotoxicity (H-HT):	0.642	Drug-induced Liver Injury (DILI):	0.367
AMES Toxicity:	0.551	Rat Oral Acute Toxicity:	0.363
Maximum Recommended Daily Dose:	0.765	Skin Sensitization:	0.99
Carcinogencity:	0.983	Eye Corrosion:	0.042
Eye Irritation:	0.502	Respiratory Toxicity:	0.807
Drug-induced Neurotoxicity:	0.032	Ototoxicity:	0.468
Hematotoxicity:	0.408	Drug-induced Nephrotoxicity:	0.951
Genotoxicity:	0.914	RPMI-8226 Immunitoxicity:	0.091
A549 Cytotoxicity:	0.436	Hek293 Cytotoxicity:	0.495
BCF:	1.744 ? 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:	4.102 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.515 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.927 ? 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
NPO4734	Syzygium nervosum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27797185]
NPO4734	Syzygium nervosum	Species	Myrtaceae	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	3
Inhibition	8
GI	1

Activity Type	# Activity
Cell line	12

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
NPT65	Cell line	HepG2	Homo sapiens	IC50	>	10000.0	nM	PMID[27797185]
NPT465	Cell line	NCI-N87	Homo sapiens	IC50	=	7300.0	nM	PMID[27797185]
NPT83	Cell line	MCF7	Homo sapiens	IC50	>	10000.0	nM	PMID[27797185]
NPT113	Cell line	RAW264.7	Mus musculus	Inhibition	<	50.0	%	PMID[27797185]
NPT113	Cell line	RAW264.7	Mus musculus	GI	<	5.0	%	PMID[27797185]

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 NPC481321 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	22252
0.1-0.2	24108
0.2-0.3	3019
0.3-0.4	392
0.4-0.5	56
0.5-0.6	24
0.6-0.7	1
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
0.6094	Remote Similarity	NPC12774
0.5645	Remote Similarity	NPC97534
0.5645	Remote Similarity	NPC195155
0.5625	Remote Similarity	NPC201725
0.5606	Remote Similarity	NPC603388
0.5469	Remote Similarity	NPC58631
0.5441	Remote Similarity	NPC289486
0.5424	Remote Similarity	NPC232112
0.541	Remote Similarity	NPC142712
0.5385	Remote Similarity	NPC5767
0.5385	Remote Similarity	NPC475742
0.5362	Remote Similarity	NPC483720
0.5362	Remote Similarity	NPC607755
0.5323	Remote Similarity	NPC480925
0.5323	Remote Similarity	NPC48079
0.5312	Remote Similarity	NPC144075
0.5303	Remote Similarity	NPC74595
0.5303	Remote Similarity	NPC264665
0.5303	Remote Similarity	NPC269396
0.5294	Remote Similarity	NPC477578
0.5294	Remote Similarity	NPC477577
0.5238	Remote Similarity	NPC192638
0.5238	Remote Similarity	NPC25511
0.5238	Remote Similarity	NPC600137
0.5077	Remote Similarity	NPC301226

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC481321 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7065
0.1-0.2	1990
0.2-0.3	93
0.3-0.4	1
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