NPASS Compound

Natural Product: NPC482227

Natural Product ID	NPC482227
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	ZFYOUEJODVITLX-RQRQIUHZSA-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] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids [CHEMONTID:0002877] Jatrophane and cyclojatrophane diterpenoids

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 87 89 0 0 0 0 0 0 0 0999 V2000 -0.8732 4.4222 1.0827 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4077 3.0318 0.6036 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5878 2.1856 0.5220 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7677 1.1099 1.3356 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8989 0.2378 1.3117 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2547 -0.0195 2.8047 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1104 1.1096 0.8691 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9749 -1.0285 0.5842 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.9928 -2.1285 0.8617 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7243 -2.0650 0.0327 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2837 -1.0622 0.4241 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6326 -0.1378 -0.4464 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5704 0.9599 -0.3568 C 0 0 1 0 0 0 0 0 0 0 0 0 2.9738 0.7754 -0.7350 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0963 1.1934 -2.1827 C 0 0 1 0 0 0 0 0 0 0 0 0 2.6048 0.2136 -3.1635 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2567 2.4811 -2.1319 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0625 2.0704 -1.2533 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4691 3.2328 -0.5516 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0507 4.2018 -1.4840 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4998 5.4254 -1.7191 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5341 5.7348 -1.0809 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1224 6.3460 -2.7036 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1108 1.6094 -2.1612 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5821 -0.4173 -0.3948 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6723 -0.5239 0.4263 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1348 0.5606 0.8910 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3217 -1.7787 0.7928 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9118 -3.0145 0.3539 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5342 -4.1882 0.7109 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6309 -4.1672 1.5516 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0647 -2.9386 2.0078 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4204 -1.7783 1.6328 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8517 -1.2077 1.8054 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1931 -1.8261 -1.2880 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6659 -3.2663 0.1900 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0056 -4.3983 0.8643 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7444 -4.4886 2.0934 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6790 -5.4984 0.1199 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2940 -1.5554 1.0076 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2705 -1.7553 0.0594 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0193 -1.4862 -1.1422 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6107 -2.2819 0.4308 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3711 4.9802 0.2674 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6406 4.3065 1.8903 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0307 4.9702 1.5476 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1861 2.6640 1.5027 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3894 2.3585 -0.1862 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9745 0.9102 2.0918 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2113 -0.5611 2.8025 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4555 -0.6267 3.2338 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3869 0.9729 3.2636 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0747 1.2013 -0.2379 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0400 0.6786 1.2482 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9575 2.1329 1.2725 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0681 -0.8969 -0.4888 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8959 -2.4683 1.8709 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2697 -3.0980 -0.0639 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1386 -0.2014 -1.4212 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5118 1.3541 0.6900 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5570 1.5981 -0.2091 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1265 1.5467 -2.4306 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3043 0.1873 -4.0509 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6380 0.5710 -3.5952 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5485 -0.8343 -2.8207 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8319 3.2923 -1.6805 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9594 2.6652 -3.1768 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3819 3.7856 -0.1369 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2179 6.2155 -2.7842 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3361 6.2178 -3.7263 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0717 7.3925 -2.3907 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6821 2.1560 -2.2181 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0621 -3.0691 -0.3022 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1934 -5.1621 0.3529 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1429 -5.0800 1.8489 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9220 -2.9311 2.6631 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7592 -0.7977 1.9903 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3837 -2.1787 1.9261 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0047 -1.2402 2.5261 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4708 -0.3422 2.0979 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4804 -2.0857 -1.9298 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6544 -6.4560 0.6763 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2254 -5.6379 -0.8970 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7279 -5.1802 -0.0573 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8668 -3.1007 -0.2614 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5546 -2.6498 1.4647 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3267 -1.4485 0.3123 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 1 0 5 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 2 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 15 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 2 0 21 23 1 0 18 24 1 6 14 25 1 0 25 26 1 0 26 27 2 0 26 28 1 0 28 29 2 0 29 30 1 0 30 31 2 0 31 32 1 0 32 33 2 0 11 34 1 0 10 35 1 0 9 36 1 0 36 37 1 0 37 38 2 0 37 39 1 0 8 40 1 0 40 41 1 0 41 42 2 0 41 43 1 0 19 2 1 0 33 28 1 0 18 13 1 0 1 44 1 0 1 45 1 0 1 46 1 0 2 47 1 1 3 48 1 0 4 49 1 0 6 50 1 0 6 51 1 0 6 52 1 0 7 53 1 0 7 54 1 0 7 55 1 0 8 56 1 6 9 57 1 1 10 58 1 6 12 59 1 0 13 60 1 1 14 61 1 1 15 62 1 6 16 63 1 0 16 64 1 0 16 65 1 0 17 66 1 0 17 67 1 0 19 68 1 1 23 69 1 0 23 70 1 0 23 71 1 0 24 72 1 0 29 73 1 0 30 74 1 0 31 75 1 0 32 76 1 0 33 77 1 0 34 78 1 0 34 79 1 0 34 80 1 0 35 81 1 0 39 82 1 0 39 83 1 0 39 84 1 0 43 85 1 0 43 86 1 0 43 87 1 0 M END

Standard InCHIKey	ZFYOUEJODVITLX-RQRQIUHZSA-N
Standard InCHI	InChI=1S/C33H44O10/c1-18-14-15-32(7,8)30(42-23(6)36)28(40-21(4)34)26(37)19(2)16-25-27(43-31(38)24-12-10-9-11-13-24)20(3)17-33(25,39)29(18)41-22(5)35/h9-16,18,20,25-30,37,39H,17H2,1-8H3/b15-14+,19-16+/t18-,20-,25-,26-,27-,28-,29-,30+,33+/m0/s1
SMILES	C[C@H]1/C=C/C(C)(C)[C@@H]([C@H]([C@H](/C(=C/[C@H]2[C@H]([C@@H](C)C[C@@]2([C@H]1OC(=O)C)O)OC(=O)c1ccccc1)/C)O)OC(=O)C)OC(=O)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	600.29	Volume:	617.829 ? Van der Waals volume.
Dense:	0.972	LogP:	2.819 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.998 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.291 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	9.0	Rigid Bonds:	26.0
TPSA:	145.66 ? Topological Polar Surface Area.	H-Bond Acceptor:	10.0
H-Bond Donor:	2.0	Rings:	3.0
Heavy Atoms:	10.0

MedChem Properties

QED Drug-Likeness Score:	0.29	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.447	Fsp³:	0.576
MCE-18:	99.269 ? 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:	0.742	Fluc inhibitor:	0.026 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.008 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.007 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.222	Promiscuous compounds:	0.22

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.372	MDCK Permeability:	-4.971
Pgp-inhibitor:	1.0	Pgp-substrate:	0.206
PAMPA:	0.174 ? 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):	0.129
20% Bioavailability (F20%):	0.997	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.995
Plasma Protein Binding (PPB):	87.634%	Volume Distribution (VD):	-0.229
Fu:	9.842% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.005
BSEP inhibitor:	0.998

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.325
CYP2C19-inhibitor:	0.005	CYP2C19-substrate:	0.001
CYP2C9-inhibitor:	0.001	CYP2C9-substrate:	0.7
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.01
CYP3A4-inhibitor:	0.13	CYP3A4-substrate:	0.005
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.662 ? 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):

6.771

Half-life (T1/2):

0.525

ADMET: Toxicity

hERG Blockers:	0.008	hERG Blockers (10um):	0.17
Human Hepatotoxicity (H-HT):	0.256	Drug-induced Liver Injury (DILI):	0.853
AMES Toxicity:	0.577	Rat Oral Acute Toxicity:	0.154
Maximum Recommended Daily Dose:	0.064	Skin Sensitization:	0.991
Carcinogencity:	0.443	Eye Corrosion:	0.013
Eye Irritation:	0.547	Respiratory Toxicity:	0.083
Drug-induced Neurotoxicity:	0.209	Ototoxicity:	0.227
Hematotoxicity:	0.424	Drug-induced Nephrotoxicity:	0.718
Genotoxicity:	0.959	RPMI-8226 Immunitoxicity:	0.072
A549 Cytotoxicity:	0.516	Hek293 Cytotoxicity:	0.269
BCF:	0.534 ? 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:	3.372 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.944 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.279 ? 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
NPO40125	Euphorbia dulcis	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30411614]

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
Inhibition	2

Activity Type	# Activity
Protein complex	2

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT4639	Protein complex	Kir3.1/Kir3.4	Homo sapiens	Inhibition	=	16.8	%	PMID[30411614]
NPT4639	Protein complex	Kir3.1/Kir3.4	Homo sapiens	Inhibition	=	66.6	%	PMID[30411614]

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 NPC482227 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	8996
0.1-0.2	37386
0.2-0.3	2908
0.3-0.4	492
0.4-0.5	56
0.5-0.6	3
0.6-0.7	12
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8986	High Similarity	NPC482226
0.7324	Intermediate Similarity	NPC233692
0.726	Intermediate Similarity	NPC482358
0.726	Intermediate Similarity	NPC482232
0.7083	Intermediate Similarity	NPC482230
0.6892	Remote Similarity	NPC602572
0.68	Remote Similarity	NPC482228
0.6795	Remote Similarity	NPC482224
0.6667	Remote Similarity	NPC233860
0.6667	Remote Similarity	NPC600472
0.6622	Remote Similarity	NPC482229
0.6582	Remote Similarity	NPC482225
0.6579	Remote Similarity	NPC28836
0.6533	Remote Similarity	NPC239358
0.6329	Remote Similarity	NPC482223
0.6316	Remote Similarity	NPC601473
0.6316	Remote Similarity	NPC610374
0.5854	Remote Similarity	NPC601400
0.5422	Remote Similarity	NPC601581
0.5301	Remote Similarity	NPC228674

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC482227 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	2938
0.1-0.2	6009
0.2-0.3	203
0.3-0.4	0
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