NPASS Compound

Natural Product: NPC95554

Natural Product ID	NPC95554
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	VGKGODYADVWBQB-NRIIMPDMSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	5492234
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0002506] Isoflavonoids [CHEMONTID:0000507] Isoflavonoid O-glycosides

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 71 75 0 0 0 0 0 0 0 0999 V2000 -11.7948 -1.7398 -0.7320 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1103 -0.4954 -0.8110 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.7303 -0.4167 -0.6600 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9393 -1.5194 -0.4267 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5760 -1.4156 -0.2811 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9533 -0.1684 -0.3682 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7431 0.9350 -0.6014 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1227 0.8097 -0.7463 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5189 -0.0478 -0.2163 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8578 -0.7152 0.8082 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5610 -0.6374 0.9835 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8068 0.0839 0.1917 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4232 0.1690 0.3760 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6392 0.9318 -0.4639 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2616 1.5996 -1.4801 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6375 1.5283 -1.6807 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3963 0.7697 -0.8409 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7588 0.7127 -1.0581 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2581 1.3459 -2.0016 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2396 2.2187 -2.7223 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6981 0.9917 -0.2567 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6959 1.6812 -0.9536 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3660 2.7435 -0.1211 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6335 2.3536 0.5345 C 0 0 2 0 0 0 0 0 0 0 0 0 4.4956 1.6172 -0.4319 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6871 0.4476 -0.9711 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4996 -0.6153 0.0974 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7953 -0.8459 0.6020 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7396 -1.7960 1.5903 C 0 0 1 0 0 0 0 0 0 0 0 0 5.7205 -2.9217 1.3341 C 0 0 1 0 0 0 0 0 0 0 0 0 7.0447 -2.2461 1.6181 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6335 -1.8312 0.2737 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8835 -2.9464 -0.5223 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6482 -1.0576 2.4319 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2977 -1.2127 2.7475 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9144 -3.0781 2.3105 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5314 -3.9353 2.2700 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5609 0.8296 -1.6160 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7791 2.4521 -1.5109 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4754 1.6932 1.7505 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5784 3.9146 -0.8470 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.8590 -1.5570 -0.9662 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.3484 -2.3951 -1.5030 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.6971 -2.1628 0.2886 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3988 -2.5090 -0.3533 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9474 -2.2708 -0.0983 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2963 1.9356 -0.6766 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7485 1.6792 -0.9296 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4425 -1.3129 1.4729 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0408 -0.4013 1.2111 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7189 2.2202 -2.1838 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8387 2.2288 -3.6747 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2019 2.2527 -1.7837 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6276 2.9992 0.6941 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1780 3.3110 0.7901 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4421 1.2372 -0.0023 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3591 -0.0318 -1.7430 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7767 -0.3559 0.8657 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1810 -1.5369 -0.4055 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7209 -2.1726 1.7946 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6592 -3.2977 0.2949 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9524 -1.1337 -0.2397 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6049 -1.3169 0.4345 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5361 -2.7525 -1.2407 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2713 -0.9285 3.3390 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7927 -0.1307 1.8076 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6978 -2.5244 2.5715 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0390 -3.6853 3.0811 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5330 3.0655 -1.3170 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6800 1.9868 2.2381 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7329 4.0740 -1.3653 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 2 0 6 7 1 0 7 8 2 0 6 9 1 0 9 10 2 0 10 11 1 0 11 12 1 0 12 13 2 0 13 14 1 0 14 15 2 0 15 16 1 0 16 17 2 0 17 18 1 0 18 19 2 0 16 20 1 0 14 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 31 34 1 0 34 35 1 0 31 36 1 1 30 37 1 0 26 38 1 0 25 39 1 0 24 40 1 0 23 41 1 0 8 3 1 0 18 9 1 0 38 22 1 0 17 12 1 0 35 29 1 0 1 42 1 0 1 43 1 0 1 44 1 0 4 45 1 0 5 46 1 0 7 47 1 0 8 48 1 0 10 49 1 0 13 50 1 0 15 51 1 0 20 52 1 0 22 53 1 6 23 54 1 1 24 55 1 1 25 56 1 1 26 57 1 6 27 58 1 0 27 59 1 0 29 60 1 1 30 61 1 6 32 62 1 0 32 63 1 0 33 64 1 0 34 65 1 0 34 66 1 0 36 67 1 0 37 68 1 0 39 69 1 0 40 70 1 0 41 71 1 0 M END

Standard InCHIKey	VGKGODYADVWBQB-NRIIMPDMSA-N
Standard InCHI	InChI=1S/C27H30O14/c1-36-13-4-2-12(3-5-13)15-8-37-17-7-14(6-16(29)19(17)20(15)30)40-25-23(33)22(32)21(31)18(41-25)9-38-26-24(34)27(35,10-28)11-39-26/h2-8,18,21-26,28-29,31-35H,9-11H2,1H3/t18-,21-,22+,23-,24+,25-,26-,27-/m1/s1
SMILES	COc1ccc(cc1)c1coc2cc(cc(c2c1=O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]2[C@@H]([C@@](CO)(CO2)O)O)O1)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	578.16	Volume:	534.737 ? Van der Waals volume.
Dense:	1.081	LogP:	1.247 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.733 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.982 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	8.0	Rigid Bonds:	29.0
TPSA:	217.97 ? Topological Polar Surface Area.	H-Bond Acceptor:	14.0
H-Bond Donor:	7.0	Rings:	5.0
Heavy Atoms:	14.0

MedChem Properties

QED Drug-Likeness Score:	0.167	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.599	Fsp³:	0.444
MCE-18:	114.231 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.569	Fluc inhibitor:	0.277 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.809 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.558 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.047	Promiscuous compounds:	0.336

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.356	MDCK Permeability:	-5.274
Pgp-inhibitor:	0.0	Pgp-substrate:	0.577
PAMPA:	0.994 ? 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):	0.979
20% Bioavailability (F20%):	0.32	30% Bioavailability (F30%):	0.996
50% Bioavailability (F50%):	0.994

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002	MRP1:	0.149
Plasma Protein Binding (PPB):	82.467%	Volume Distribution (VD):	-0.311
Fu:	16.669% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.999
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.395
BSEP inhibitor:	0.002

ADMET: Metabolism

CYP1A2-inhibitor:	0.001	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.131
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.906
HLM stability:	0.0 ? 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):

1.787

Half-life (T1/2):

3.089

ADMET: Toxicity

hERG Blockers:	0.042	hERG Blockers (10um):	0.079
Human Hepatotoxicity (H-HT):	0.704	Drug-induced Liver Injury (DILI):	0.991
AMES Toxicity:	0.973	Rat Oral Acute Toxicity:	0.027
Maximum Recommended Daily Dose:	0.076	Skin Sensitization:	0.98
Carcinogencity:	0.385	Eye Corrosion:	0.0
Eye Irritation:	0.112	Respiratory Toxicity:	0.019
Drug-induced Neurotoxicity:	0.017	Ototoxicity:	0.946
Hematotoxicity:	0.191	Drug-induced Nephrotoxicity:	0.868
Genotoxicity:	0.946	RPMI-8226 Immunitoxicity:	0.202
A549 Cytotoxicity:	0.535	Hek293 Cytotoxicity:	0.502
BCF:	0.39 ? 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:	3.144 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.726 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.847 ? 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
NPO1830	Dalbergia sissoo	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18154272]
NPO1830	Dalbergia sissoo	Species	Fabaceae	Eukaryota	leaves	n.a.	n.a.	PMID[22212722]
NPO60488	Anthyllis henoniana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39061863]
NPO1830	Dalbergia sissoo	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1830	Dalbergia sissoo	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1830	Dalbergia sissoo	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1830	Dalbergia sissoo	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1830	Dalbergia sissoo	Species	Fabaceae	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
NPO60488	Anthyllis henoniana	Methanol extract	Stems	0.7	n.a.	n.a.	%	PMID[39061863]

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

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

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 NPC95554 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	18439
0.1-0.2	27825
0.2-0.3	2707
0.3-0.4	638
0.4-0.5	204
0.5-0.6	29
0.6-0.7	9
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
0.7234	Intermediate Similarity	NPC235575
0.7222	Intermediate Similarity	NPC479405
0.7143	Intermediate Similarity	NPC479404
0.7059	Intermediate Similarity	NPC73511
0.7033	Intermediate Similarity	NPC303913
0.6915	Remote Similarity	NPC257714
0.6706	Remote Similarity	NPC160515
0.6458	Remote Similarity	NPC479403
0.6289	Remote Similarity	NPC65711
0.618	Remote Similarity	NPC197896
0.618	Remote Similarity	NPC313163
0.617	Remote Similarity	NPC487212
0.6067	Remote Similarity	NPC348541
0.6	Remote Similarity	NPC234739
0.5979	Remote Similarity	NPC475155
0.59	Remote Similarity	NPC51326
0.5823	Remote Similarity	NPC116632
0.5816	Remote Similarity	NPC22062
0.5816	Remote Similarity	NPC473634
0.5816	Remote Similarity	NPC138811
0.5686	Remote Similarity	NPC488089
0.5652	Remote Similarity	NPC487213
0.5631	Remote Similarity	NPC231194
0.5588	Remote Similarity	NPC473623
0.5543	Remote Similarity	NPC476442
0.5543	Remote Similarity	NPC215512
0.5534	Remote Similarity	NPC600130
0.5484	Remote Similarity	NPC156457
0.5474	Remote Similarity	NPC80140
0.5435	Remote Similarity	NPC45165
0.5312	Remote Similarity	NPC212748
0.5288	Remote Similarity	NPC209296
0.5269	Remote Similarity	NPC135345
0.5243	Remote Similarity	NPC46202
0.5234	Remote Similarity	NPC135358
0.5185	Remote Similarity	NPC475261
0.5169	Remote Similarity	NPC249824
0.5169	Remote Similarity	NPC133400
0.5116	Remote Similarity	NPC171533
0.5098	Remote Similarity	NPC275454
0.5098	Remote Similarity	NPC67105
0.5052	Remote Similarity	NPC205076
0.5051	Remote Similarity	NPC307518

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC95554 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4786
0.1-0.2	4301
0.2-0.3	49
0.3-0.4	9
0.4-0.5	4
0.5-0.6	1
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
0.5288	Remote Similarity	NPD7054	Phase 4

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