NPASS Compound

Natural Product: NPC119743

Natural Product ID	NPC119743
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	GUPQNHIGLNUBOG-XWZLEBTESA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	101936049
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

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 77 81 0 0 0 0 0 0 0 0999 V2000 -3.3461 -2.5991 -0.3727 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0020 -1.8937 0.4994 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0196 -2.5894 1.3594 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8358 -0.4493 0.7092 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1492 0.1916 0.2387 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7709 1.2701 -0.7529 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3728 1.5702 -0.3578 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5385 2.1647 -1.4695 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0906 2.2074 -1.1215 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5524 0.8146 -0.7683 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5302 0.1051 -2.0847 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4501 0.2984 0.2808 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9868 -0.9008 1.0350 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3819 -0.4824 1.6092 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2562 -0.3618 0.3728 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9003 0.9352 -0.2948 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9662 2.1504 0.5686 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8143 1.2329 -1.4759 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2646 1.1974 -0.9193 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4654 -0.1860 -0.5836 C 0 0 1 0 0 0 0 0 0 0 0 0 4.7909 -0.7837 -0.3272 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7573 -0.0746 0.5133 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4210 -1.0605 -1.7065 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3293 -2.1107 0.1673 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1042 -2.0306 0.7042 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4579 -3.2002 1.2399 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0244 -4.3157 1.2242 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7046 -0.6025 0.6398 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1811 0.0214 1.9207 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8465 0.1425 -0.1949 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3461 2.3554 0.8616 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7704 3.5064 0.9358 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9191 1.9832 2.0645 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5829 -2.2677 -1.0690 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5423 -3.6894 -0.4717 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9971 -2.1315 1.1810 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6937 -2.5688 2.4191 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1075 -3.6700 1.0871 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6684 -0.2168 1.7942 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7333 0.5793 1.0938 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8042 -0.5335 -0.2834 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4275 2.1482 -0.5173 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8939 0.9384 -1.8004 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7733 1.6336 -2.4032 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8846 3.2112 -1.5986 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5605 2.5822 -2.0465 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9275 2.9531 -0.3540 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0601 0.8339 -2.8190 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0071 -0.8489 -2.0715 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5170 -0.0723 -2.5444 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5026 1.1140 1.0725 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6864 -1.1227 1.8380 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7274 -1.7783 0.3902 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2245 0.5256 2.0981 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7499 -1.1376 2.3741 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9442 -1.1672 -0.3233 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1107 2.3082 1.2421 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0885 3.0366 -0.1297 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8686 2.2155 1.2073 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5936 2.2097 -1.8990 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8153 0.3992 -2.2069 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9177 1.5036 -1.7711 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3574 1.9651 -0.1559 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0139 -0.8265 -1.4173 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7950 -0.3258 0.1205 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8271 -0.3841 1.5796 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7034 1.0286 0.3807 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4262 -1.4732 -1.5489 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8055 -1.8535 -2.1820 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4267 -0.1467 -2.3291 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9590 -2.9902 0.0732 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4809 -3.1648 1.6664 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2367 0.2489 2.5062 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7066 -0.6957 2.5815 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8190 0.8979 1.8201 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9415 -0.3942 -1.1654 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1241 2.6207 2.8051 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 2 3 1 0 2 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 6 10 12 1 0 12 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 0 21 23 1 0 21 24 1 0 24 25 2 0 25 26 1 0 26 27 2 0 25 28 1 0 28 29 1 1 12 30 1 0 7 31 1 1 31 32 2 0 31 33 1 0 30 4 1 0 30 7 1 0 16 10 1 0 28 20 1 0 28 15 1 0 1 34 1 0 1 35 1 0 3 36 1 0 3 37 1 0 3 38 1 0 4 39 1 1 5 40 1 0 5 41 1 0 6 42 1 0 6 43 1 0 8 44 1 0 8 45 1 0 9 46 1 0 9 47 1 0 11 48 1 0 11 49 1 0 11 50 1 0 12 51 1 1 13 52 1 0 13 53 1 0 14 54 1 0 14 55 1 0 15 56 1 6 17 57 1 0 17 58 1 0 17 59 1 0 18 60 1 0 18 61 1 0 19 62 1 0 19 63 1 0 20 64 1 6 22 65 1 0 22 66 1 0 22 67 1 0 23 68 1 0 23 69 1 0 23 70 1 0 24 71 1 0 26 72 1 0 29 73 1 0 29 74 1 0 29 75 1 0 30 76 1 6 33 77 1 0 M END

Standard InCHIKey	GUPQNHIGLNUBOG-XWZLEBTESA-N
Standard InCHI	InChI=1S/C30H44O3/c1-18(2)20-10-13-30(25(32)33)15-14-27(5)21(24(20)30)8-9-23-28(27,6)12-11-22-26(3,4)16-19(17-31)29(22,23)7/h16-17,20-24H,1,8-15H2,2-7H3,(H,32,33)/t20-,21+,22-,23-,24+,27+,28+,29-,30-/m0/s1
SMILES	C=C(C)[C@@H]1CC[C@@]2(CC[C@]3(C)[C@H](CC[C@H]4[C@@]3(C)CC[C@H]3C(C)(C)C=C(C=O)[C@]43C)[C@@H]12)C(=O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	452.33	Volume:	500.479 ? Van der Waals volume.
Dense:	0.904	LogP:	4.644 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.566 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.901 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	3.0	Rigid Bonds:	27.0
TPSA:	54.37 ? Topological Polar Surface Area.	H-Bond Acceptor:	3.0
H-Bond Donor:	1.0	Rings:	5.0
Heavy Atoms:	3.0

MedChem Properties

QED Drug-Likeness Score:	0.368	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.081	Fsp³:	0.8
MCE-18:	101.333 ? 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:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.891	Fluc inhibitor:	0.002 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.004 ? 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:	0.42	Promiscuous compounds:	0.227

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.126	MDCK Permeability:	-4.891
Pgp-inhibitor:	0.005	Pgp-substrate:	0.001
PAMPA:	0.805 ? 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):	0.0
20% Bioavailability (F20%):	0.022	30% Bioavailability (F30%):	0.167
50% Bioavailability (F50%):	0.658

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.929	MRP1:	0.965
Plasma Protein Binding (PPB):	97.053%	Volume Distribution (VD):	-0.173
Fu:	2.907% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.996
OATP1B3 inhibitor:	0.899	BCRP inhibitor:	0.066
BSEP inhibitor:	0.815

ADMET: Metabolism

CYP1A2-inhibitor:	0.199	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.966	CYP2C19-substrate:	0.002
CYP2C9-inhibitor:	0.288	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.096	CYP3A4-substrate:	0.048
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.009
HLM stability:	0.013 ? 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):

4.574

Half-life (T1/2):

0.803

ADMET: Toxicity

hERG Blockers:	0.075	hERG Blockers (10um):	0.081
Human Hepatotoxicity (H-HT):	0.759	Drug-induced Liver Injury (DILI):	0.74
AMES Toxicity:	0.342	Rat Oral Acute Toxicity:	0.46
Maximum Recommended Daily Dose:	0.786	Skin Sensitization:	0.958
Carcinogencity:	0.955	Eye Corrosion:	0.104
Eye Irritation:	0.72	Respiratory Toxicity:	0.963
Drug-induced Neurotoxicity:	0.106	Ototoxicity:	0.535
Hematotoxicity:	0.506	Drug-induced Nephrotoxicity:	0.833
Genotoxicity:	0.965	RPMI-8226 Immunitoxicity:	0.036
A549 Cytotoxicity:	0.039	Hek293 Cytotoxicity:	0.135
BCF:	1.259 ? 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:	4.204 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.549 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.071 ? 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
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27617953]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	Roots	n.a.	n.a.	PMID[28257196]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]

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	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.	IC50	=	2000.0	nM	PMID[27617953]

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 NPC119743 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	26851
0.1-0.2	20719
0.2-0.3	2069
0.3-0.4	133
0.4-0.5	53
0.5-0.6	27
0.6-0.7	5
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
0.625	Remote Similarity	NPC24772
0.623	Remote Similarity	NPC68828
0.619	Remote Similarity	NPC192744
0.6	Remote Similarity	NPC211162
0.6	Remote Similarity	NPC183374
0.5968	Remote Similarity	NPC246445
0.5909	Remote Similarity	NPC195395
0.5909	Remote Similarity	NPC201655
0.5846	Remote Similarity	NPC264317
0.5846	Remote Similarity	NPC294438
0.5846	Remote Similarity	NPC80590
0.5821	Remote Similarity	NPC4309
0.5758	Remote Similarity	NPC488506
0.5758	Remote Similarity	NPC488164
0.5758	Remote Similarity	NPC220498
0.5758	Remote Similarity	NPC264005
0.5672	Remote Similarity	NPC271974
0.5672	Remote Similarity	NPC247312
0.5652	Remote Similarity	NPC488165
0.5652	Remote Similarity	NPC160506
0.5652	Remote Similarity	NPC486704
0.5522	Remote Similarity	NPC213832
0.5507	Remote Similarity	NPC475061
0.5352	Remote Similarity	NPC478841
0.5352	Remote Similarity	NPC488166
0.5286	Remote Similarity	NPC601275
0.5143	Remote Similarity	NPC16377
0.5139	Remote Similarity	NPC169933
0.5139	Remote Similarity	NPC608379
0.5072	Remote Similarity	NPC291373
0.507	Remote Similarity	NPC474719
0.5062	Remote Similarity	NPC486708

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC119743 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6175
0.1-0.2	2921
0.2-0.3	50
0.3-0.4	1
0.4-0.5	1
0.5-0.6	2
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
0.5846	Remote Similarity	NPD7520	Phase 1
0.5652	Remote Similarity	NPD8035	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