NPASS Compound

Natural Product: NPC600396

Natural Product ID	NPC600396
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	PLXDBCZXJKILBK-UHFFFAOYSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL3589109
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 64 69 0 0 0 0 0 0 0 0999 V2000 9.8189 0.6662 3.5539 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5581 0.9780 3.0335 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9955 0.3105 1.9536 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6792 -0.7314 1.3189 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0763 -1.3579 0.2551 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7382 -2.3911 -0.3853 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8290 -0.9684 -0.1747 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2317 -1.5998 -1.2398 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8755 -2.5311 -1.7852 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9850 -1.1944 -1.6527 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3598 -0.1647 -0.9913 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0398 0.3109 -1.3796 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4598 1.3445 -0.6834 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1956 1.8491 -1.0039 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5072 1.2871 -2.0573 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7304 1.7502 -2.4027 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9010 1.2447 -1.8828 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5933 0.1682 -2.4442 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0870 -0.4315 -3.5867 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6888 -1.5094 -4.2359 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7628 -0.2767 -1.8568 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3043 0.2966 -0.7142 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3987 -0.1221 -0.1668 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9349 0.3969 0.9102 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1800 -0.1381 1.4674 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7926 -1.2136 0.8338 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9746 -1.7454 1.3361 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5732 -1.2244 2.4740 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.7556 -1.7875 2.9417 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.9582 -0.1596 3.0934 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7834 0.3554 2.5789 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2980 1.4571 1.5034 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1394 1.9397 0.9678 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5075 2.9092 1.4643 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6312 1.3461 -0.1664 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4504 1.8030 -0.7509 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8315 2.8759 -0.1308 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0669 0.2486 -2.7731 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3303 -0.2191 -2.4144 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9795 0.4116 0.0311 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1601 0.0707 0.4671 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7435 0.7186 1.5403 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9120 1.1544 4.5531 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6146 1.0918 2.9096 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9664 -0.4255 3.7301 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6615 -1.0177 1.6788 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4828 -3.3499 -0.1752 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5579 -1.7084 -2.4799 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0161 1.7733 0.1417 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8129 2.6746 -0.4057 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4652 -1.1219 -4.9520 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1493 -2.2507 -3.5554 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8988 -2.0418 -4.8378 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2729 -1.0987 -2.3020 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3525 -1.6476 -0.0598 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4401 -2.5776 0.8379 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.6108 -1.7156 2.3999 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4175 0.2509 3.9784 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3582 1.1857 3.1125 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6648 1.9506 2.3947 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2959 2.7355 0.7344 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5827 -0.2259 -3.6087 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7472 -1.0277 -2.9840 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2186 1.5337 2.0436 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 1 0 5 7 2 0 7 8 1 0 8 9 2 0 8 10 1 0 10 11 2 0 11 12 1 0 12 13 2 0 13 14 1 0 14 15 2 0 15 16 1 0 16 17 1 0 17 18 2 0 18 19 1 0 19 20 1 0 18 21 1 0 21 22 2 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 2 0 26 27 1 0 27 28 2 0 28 29 1 0 28 30 1 0 30 31 2 0 24 32 2 0 32 33 1 0 33 34 2 0 33 35 1 0 35 36 2 0 36 37 1 0 15 38 1 0 38 39 2 0 11 40 1 0 40 41 1 0 41 42 2 0 42 3 1 0 41 7 1 0 39 12 1 0 36 17 1 0 35 22 1 0 31 25 1 0 1 43 1 0 1 44 1 0 1 45 1 0 4 46 1 0 6 47 1 0 10 48 1 0 13 49 1 0 14 50 1 0 20 51 1 0 20 52 1 0 20 53 1 0 21 54 1 0 26 55 1 0 27 56 1 0 29 57 1 0 30 58 1 0 31 59 1 0 32 60 1 0 37 61 1 0 38 62 1 0 39 63 1 0 42 64 1 0 M END

Standard InCHIKey	PLXDBCZXJKILBK-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C32H22O10/c1-38-20-11-21(34)29-22(35)13-24(41-26(29)12-20)17-5-9-19(10-6-17)40-32-28(39-2)15-27-30(31(32)37)23(36)14-25(42-27)16-3-7-18(33)8-4-16/h3-15,33-34,37H,1-2H3
SMILES	COc1cc(O)c2c(=O)cc(-c3ccc(Oc4c(OC)cc5oc(-c6ccc(O)cc6)cc(=O)c5c4O)cc3)oc2c1

Calculated Properties

Physi-Chem Properties

Molecular Weight:	566.12	Volume:	556.408 ? Van der Waals volume.
Dense:	1.017	LogP:	4.031 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.066 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-6.143 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	6.0	Rigid Bonds:	36.0
TPSA:	148.8 ? Topological Polar Surface Area.	H-Bond Acceptor:	10.0
H-Bond Donor:	3.0	Rings:	6.0
Heavy Atoms:	10.0

MedChem Properties

QED Drug-Likeness Score:	0.214	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	2.873	Fsp³:	0.062
MCE-18:	35.0 ? 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:	0.986	Fluc inhibitor:	0.728 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.978 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.998 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.355	Promiscuous compounds:	0.932

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.975	MDCK Permeability:	-4.774
Pgp-inhibitor:	0.794	Pgp-substrate:	0.029
PAMPA:	0.324 ? 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):	0.008
20% Bioavailability (F20%):	0.206	30% Bioavailability (F30%):	0.579
50% Bioavailability (F50%):	0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.94
Plasma Protein Binding (PPB):	97.893%	Volume Distribution (VD):	-0.312
Fu:	1.351% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.996
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.984
BSEP inhibitor:	0.998

ADMET: Metabolism

CYP1A2-inhibitor:	0.002	CYP1A2-substrate:	0.917
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.006
CYP2C9-inhibitor:	0.962	CYP2C9-substrate:	0.025
CYP2D6-inhibitor:	0.999	CYP2D6-substrate:	1.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.334
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.531 ? 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):

3.512

Half-life (T1/2):

1.329

ADMET: Toxicity

hERG Blockers:	0.212	hERG Blockers (10um):	0.589
Human Hepatotoxicity (H-HT):	0.452	Drug-induced Liver Injury (DILI):	0.991
AMES Toxicity:	0.693	Rat Oral Acute Toxicity:	0.544
Maximum Recommended Daily Dose:	0.965	Skin Sensitization:	0.336
Carcinogencity:	0.887	Eye Corrosion:	0.004
Eye Irritation:	0.982	Respiratory Toxicity:	0.794
Drug-induced Neurotoxicity:	0.026	Ototoxicity:	0.072
Hematotoxicity:	0.077	Drug-induced Nephrotoxicity:	0.021
Genotoxicity:	0.993	RPMI-8226 Immunitoxicity:	0.064
A549 Cytotoxicity:	0.533	Hek293 Cytotoxicity:	0.95
BCF:	1.322 ? 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:	4.654 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.361 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.075 ? 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
NPO22821	Chamaecyparis obtusa	Species	Cupressaceae	Eukaryota	n.a.	heartwood	n.a.	DOI[10.1007/s10086-012-1280-8]
NPO22821	Chamaecyparis obtusa	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16540181]
NPO6272	Chamaecyparis pisifera	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22821	Chamaecyparis obtusa	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7609	Thujopsis dolabrata	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22821	Chamaecyparis obtusa	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6272	Chamaecyparis pisifera	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7609	Thujopsis dolabrata	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6272	Chamaecyparis pisifera	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22821	Chamaecyparis obtusa	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6272	Chamaecyparis pisifera	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7609	Thujopsis dolabrata	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22821	Chamaecyparis obtusa	Species	Cupressaceae	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
Activity	1

Activity Type	# Activity
Non-molecular	1

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
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Activity	=	55.5	%	PMID[26004578]

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 NPC600396 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	28856
0.1-0.2	17901
0.2-0.3	2223
0.3-0.4	609
0.4-0.5	211
0.5-0.6	40
0.6-0.7	11
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8116	Intermediate Similarity	NPC272064
0.7419	Intermediate Similarity	NPC234133
0.6719	Remote Similarity	NPC29353
0.6364	Remote Similarity	NPC120163
0.6324	Remote Similarity	NPC195202
0.6269	Remote Similarity	NPC108406
0.6234	Remote Similarity	NPC159707
0.6212	Remote Similarity	NPC127447
0.6119	Remote Similarity	NPC33265
0.6087	Remote Similarity	NPC223579
0.6076	Remote Similarity	NPC205026
0.6	Remote Similarity	NPC137062
0.6	Remote Similarity	NPC265624
0.5974	Remote Similarity	NPC603508
0.5882	Remote Similarity	NPC145379
0.5857	Remote Similarity	NPC124784
0.5823	Remote Similarity	NPC194593
0.5696	Remote Similarity	NPC158027
0.5663	Remote Similarity	NPC55443
0.5658	Remote Similarity	NPC196179
0.5652	Remote Similarity	NPC48479
0.5634	Remote Similarity	NPC177298
0.557	Remote Similarity	NPC601984
0.5556	Remote Similarity	NPC121649
0.5556	Remote Similarity	NPC610914
0.5542	Remote Similarity	NPC27942
0.5507	Remote Similarity	NPC241498
0.5455	Remote Similarity	NPC183
0.5443	Remote Similarity	NPC248739
0.5432	Remote Similarity	NPC331652
0.5429	Remote Similarity	NPC198826
0.5429	Remote Similarity	NPC143799
0.5429	Remote Similarity	NPC250266
0.5429	Remote Similarity	NPC146679
0.5366	Remote Similarity	NPC39360
0.5366	Remote Similarity	NPC29763
0.5366	Remote Similarity	NPC210003
0.5352	Remote Similarity	NPC78913
0.5352	Remote Similarity	NPC25270
0.5286	Remote Similarity	NPC239128
0.5278	Remote Similarity	NPC69394
0.5278	Remote Similarity	NPC328119
0.5263	Remote Similarity	NPC602829
0.5256	Remote Similarity	NPC34089
0.5244	Remote Similarity	NPC14606
0.5211	Remote Similarity	NPC231772
0.5205	Remote Similarity	NPC160951
0.5135	Remote Similarity	NPC47781
0.5119	Remote Similarity	NPC18699
0.5119	Remote Similarity	NPC95090
0.5119	Remote Similarity	NPC27408
0.507	Remote Similarity	NPC156222
0.5059	Remote Similarity	NPC181712

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC600396 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5374
0.1-0.2	3696
0.2-0.3	67
0.3-0.4	10
0.4-0.5	3
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