NPASS Compound

Natural Product: NPC106425

Natural Product ID	NPC106425
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	3-O-Acetyl-Jaspiferal B Methyl Ester
IUPAC Name	methyl (3E,3aS,5aR,6R,7R,9aR,9bR)-7-acetyloxy-3a,6,9a-trimethyl-3-[(3E,5E,7E)-6-methyl-9-oxonona-3,5,7-trien-2-ylidene]-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalene-6-carboxylate
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL498119
PubChem CID	44583714
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] 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 76 78 0 0 0 0 0 0 0 0999 V2000 7.3113 0.2450 1.7996 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8932 0.6966 0.4594 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5751 0.5454 0.2164 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6698 -0.0113 1.1996 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3718 -0.1311 0.8842 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4673 -0.6862 1.8642 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1704 -0.7136 1.7360 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2028 -1.2887 2.7193 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4200 -2.3263 3.3884 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0103 -0.4267 2.7409 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8944 0.3300 1.4559 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1857 0.4605 0.7501 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2892 0.0499 1.7231 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5557 1.8910 0.3874 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1511 2.0568 -0.9683 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0935 0.9849 -1.3968 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5515 -0.4109 -1.1990 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2466 -1.0575 -2.5689 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2336 -0.3155 -0.5186 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5029 -1.6271 -0.3814 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0372 -1.3601 -0.2195 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2934 -0.1829 0.6760 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9145 0.8931 -0.1489 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5484 -1.3043 -0.6061 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6945 -0.8564 -0.3669 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2835 -2.6210 -0.2968 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3190 -3.3963 0.2735 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4033 1.1218 -2.7656 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6705 1.3161 -3.2703 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6057 1.3736 -2.4290 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9491 1.4543 -4.7310 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0978 -1.2500 3.0919 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7612 1.2632 -0.5560 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0494 1.4223 -0.3349 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9530 1.9831 -1.3186 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1621 2.1166 -1.0711 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8829 0.8749 2.6089 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9411 -0.8234 1.9165 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4034 0.1524 1.8642 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2541 0.8701 -0.7610 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0173 -0.3204 2.1674 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1759 0.1788 -0.1163 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8697 0.2477 3.6341 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8875 -1.0761 2.8604 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5769 1.3971 1.7320 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5041 -0.9997 1.7710 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0917 0.4544 2.7298 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2592 0.5746 1.4379 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6548 2.5089 0.5193 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2545 2.2959 1.1933 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3519 2.1518 -1.7295 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7001 3.0182 -0.9618 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0491 1.0666 -0.8451 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3170 -2.1577 -2.5080 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2755 -0.6862 -2.9101 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0600 -0.7116 -3.2374 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6241 0.2542 -1.2867 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9267 -2.2848 0.4055 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6476 -2.1707 -1.3392 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4186 -2.3167 0.1228 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4066 -1.1984 -1.2468 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1149 1.6103 -0.5645 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2470 0.4526 -1.1063 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5700 1.5886 0.3637 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2356 -3.2653 -0.3365 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0296 -4.4562 0.4156 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5447 -2.9077 1.2669 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1782 2.1023 -5.2071 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0535 0.4706 -5.2294 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9045 2.0348 -4.8129 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9553 -1.9247 2.7931 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6055 -0.4119 3.6247 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4578 -1.8319 3.7392 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4020 1.5781 -1.5277 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4885 1.1373 0.6110 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5679 2.2851 -2.2699 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 0 3 4 1 0 4 5 2 0 5 6 1 0 6 7 2 0 7 8 1 0 8 9 2 0 8 10 1 0 10 11 1 0 11 12 1 0 12 13 1 1 12 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 6 17 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 6 17 24 1 0 24 25 2 0 24 26 1 0 26 27 1 0 16 28 1 0 28 29 1 0 29 30 2 0 29 31 1 0 6 32 1 0 2 33 1 0 33 34 2 0 34 35 1 0 35 36 2 0 22 7 1 0 22 11 1 0 19 12 1 0 1 37 1 0 1 38 1 0 1 39 1 0 3 40 1 0 4 41 1 0 5 42 1 0 10 43 1 0 10 44 1 0 11 45 1 1 13 46 1 0 13 47 1 0 13 48 1 0 14 49 1 0 14 50 1 0 15 51 1 0 15 52 1 0 16 53 1 1 18 54 1 0 18 55 1 0 18 56 1 0 19 57 1 6 20 58 1 0 20 59 1 0 21 60 1 0 21 61 1 0 23 62 1 0 23 63 1 0 23 64 1 0 27 65 1 0 27 66 1 0 27 67 1 0 31 68 1 0 31 69 1 0 31 70 1 0 32 71 1 0 32 72 1 0 32 73 1 0 33 74 1 0 34 75 1 0 35 76 1 0 M END

Standard InCHIKey	XCWQDUIKQDWONL-UOGCPOJYSA-N
Standard InCHI	InChI=1S/C30H40O6/c1-19(11-9-17-31)10-8-12-20(2)26-22(33)18-24-28(4)16-14-25(36-21(3)32)30(6,27(34)35-7)23(28)13-15-29(24,26)5/h8-12,17,23-25H,13-16,18H2,1-7H3/b11-9+,12-8+,19-10+,26-20-/t23-,24-,25-,28+,29+,30-/m1/s1
SMILES	C/C(=CC=CC(=C/1C(=O)C[C@@H]2[C@@]3(C)CC[C@H]([C@@](C)([C@@H]3CC[C@]12C)C(=O)OC)OC(=O)C)C)/C=C/C=O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	496.28	Volume:	533.416 ? Van der Waals volume.
Dense:	0.93	LogP:	3.052 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.044 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.661 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	8.0	Rigid Bonds:	23.0
TPSA:	86.74 ? Topological Polar Surface Area.	H-Bond Acceptor:	6.0
H-Bond Donor:	0.0	Rings:	3.0
Heavy Atoms:	6.0

MedChem Properties

QED Drug-Likeness Score:	0.21	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.876	Fsp³:	0.6
MCE-18:	66.375 ? 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:	Rejected	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.857	Fluc inhibitor:	0.42 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.193 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.034 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.659	Promiscuous compounds:	0.248

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.992	MDCK Permeability:	-4.767
Pgp-inhibitor:	0.969	Pgp-substrate:	0.186
PAMPA:	0.086 ? 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):	0.001
20% Bioavailability (F20%):	0.125	30% Bioavailability (F30%):	0.383
50% Bioavailability (F50%):	0.982

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.991
Plasma Protein Binding (PPB):	94.163%	Volume Distribution (VD):	-0.246
Fu:	6.087% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.988	BCRP inhibitor:	0.119
BSEP inhibitor:	1.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.255	CYP1A2-substrate:	0.893
CYP2C19-inhibitor:	0.868	CYP2C19-substrate:	0.237
CYP2C9-inhibitor:	0.003	CYP2C9-substrate:	0.027
CYP2D6-inhibitor:	0.008	CYP2D6-substrate:	0.002
CYP3A4-inhibitor:	0.218	CYP3A4-substrate:	0.801
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.909 ? 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):

8.496

Half-life (T1/2):

0.452

ADMET: Toxicity

hERG Blockers:	0.05	hERG Blockers (10um):	0.214
Human Hepatotoxicity (H-HT):	0.669	Drug-induced Liver Injury (DILI):	0.81
AMES Toxicity:	0.698	Rat Oral Acute Toxicity:	0.619
Maximum Recommended Daily Dose:	0.737	Skin Sensitization:	0.964
Carcinogencity:	0.854	Eye Corrosion:	0.008
Eye Irritation:	0.429	Respiratory Toxicity:	0.617
Drug-induced Neurotoxicity:	0.282	Ototoxicity:	0.294
Hematotoxicity:	0.749	Drug-induced Nephrotoxicity:	0.829
Genotoxicity:	0.989	RPMI-8226 Immunitoxicity:	0.091
A549 Cytotoxicity:	0.294	Hek293 Cytotoxicity:	0.381
BCF:	1.004 ? 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:	4.119 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.435 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.085 ? 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
NPO33335	Jaspis sp.	Species	Ancorinidae	Eukaryota	n.a.	Vanuatu islands	n.a.	PMID[10924170]
NPO33335	Jaspis sp.	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[11277766]
NPO33335	Jaspis sp.	Species	Ancorinidae	Eukaryota	n.a.	depth of 25 m off the shore of Keomun Island, Korea	2004-AUG	PMID[18407691]
NPO33335	Jaspis sp.	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18990572]
NPO33335	Jaspis sp.	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[8326327]
NPO33335	Jaspis sp.	Species	Ancorinidae	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

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	>	3.3	ug.mL-1	PMID[10924170]

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 NPC106425 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	18941
0.1-0.2	27020
0.2-0.3	3746
0.3-0.4	83
0.4-0.5	34
0.5-0.6	19
0.6-0.7	2
0.7-0.8	0
0.8-0.85	3
0.85-0.9	3
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC122324
0.8667	High Similarity	NPC473435
0.8667	High Similarity	NPC473280
0.8667	High Similarity	NPC471078
0.8333	Intermediate Similarity	NPC151725
0.8	Intermediate Similarity	NPC473482
0.8	Intermediate Similarity	NPC473284
0.7258	Intermediate Similarity	NPC2049
0.7101	Intermediate Similarity	NPC473283
0.7101	Intermediate Similarity	NPC475526
0.6721	Remote Similarity	NPC80335
0.6452	Remote Similarity	NPC161638
0.5942	Remote Similarity	NPC474842
0.5942	Remote Similarity	NPC475965
0.5942	Remote Similarity	NPC604299
0.5775	Remote Similarity	NPC471153
0.5753	Remote Similarity	NPC266955
0.5714	Remote Similarity	NPC474790
0.5714	Remote Similarity	NPC474976
0.5676	Remote Similarity	NPC155332
0.5676	Remote Similarity	NPC114540
0.5616	Remote Similarity	NPC605871
0.56	Remote Similarity	NPC115899
0.5556	Remote Similarity	NPC57079
0.5556	Remote Similarity	NPC108368
0.5541	Remote Similarity	NPC110937
0.525	Remote Similarity	NPC318363
0.5195	Remote Similarity	NPC474018
0.5195	Remote Similarity	NPC473986
0.5068	Remote Similarity	NPC35751
0.506	Remote Similarity	NPC475418

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC106425 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6539
0.1-0.2	2552
0.2-0.3	59
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