NPASS Compound

Natural Product: NPC151843

Natural Product ID	NPC151843
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	DUTRRAKUNDUIQG-XFBJGIQASA-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:0000258] Steroids and steroid derivatives [CHEMONTID:0003569] Pregnane steroids [CHEMONTID:0001468] Gluco/mineralocorticoids, progestogins and derivatives

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 61 64 0 0 0 0 0 0 0 0999 V2000 -4.9510 0.5119 0.5644 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0721 -0.3339 -0.2658 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7622 0.1881 -0.6538 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8909 1.4611 -1.4552 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4167 1.7728 -1.6960 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7661 1.3747 -0.4202 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4991 0.5985 -0.7938 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2642 1.4340 -1.7964 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7048 1.1403 -1.7413 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3164 0.4537 -0.7998 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8078 0.2168 -0.8563 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1252 -1.2242 -0.6168 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2625 -1.9212 0.3728 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7624 -1.6352 0.2000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6221 -0.1484 0.3692 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3447 0.1910 1.6770 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2560 0.3938 0.4812 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3629 -0.2920 1.4537 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9577 -0.7336 0.8486 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7422 0.4878 0.3563 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.2091 1.2022 1.5901 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4410 -1.2621 -0.0975 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9801 -1.6474 0.3856 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.3586 -2.1481 0.4329 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9944 1.5781 0.2799 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7710 0.4724 1.6583 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0189 0.1517 0.4522 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6336 -0.5552 -1.2249 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3060 -0.5609 -1.3713 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2828 2.3082 -0.8784 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4489 1.3026 -2.3796 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3314 2.8755 -1.8584 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0698 1.1967 -2.5794 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4529 2.2204 0.2177 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2122 -0.3555 -1.2256 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9251 1.1616 -2.8387 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0772 2.5166 -1.6925 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3108 1.5393 -2.5720 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1836 0.4616 -1.8928 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3450 0.9096 -0.1889 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1999 -1.8058 -1.5787 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4455 -3.0126 0.2721 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5936 -1.6475 1.3958 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2801 -2.2486 0.9678 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4817 -1.9978 -0.8009 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9132 1.1484 2.0795 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1219 -0.5958 2.4267 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4071 0.3738 1.5155 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3904 1.4489 0.8992 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1589 0.3365 2.3723 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8488 -1.1963 1.8590 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5547 -1.1582 1.6825 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8350 -1.5030 0.0918 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9337 1.9940 1.4252 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2949 1.7180 2.0118 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4797 0.4534 2.3561 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5462 -0.5703 0.6228 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4767 -2.3085 -0.2705 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8920 -1.7230 1.3137 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9317 -1.7710 -0.4642 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3954 -3.2378 0.3781 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 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 2 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 1 15 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 1 12 22 1 0 2 23 1 0 23 24 1 0 20 3 1 0 20 6 1 0 17 7 1 0 15 10 1 0 1 25 1 0 1 26 1 0 1 27 1 0 2 28 1 6 3 29 1 6 4 30 1 0 4 31 1 0 5 32 1 0 5 33 1 0 6 34 1 1 7 35 1 6 8 36 1 0 8 37 1 0 9 38 1 0 11 39 1 0 11 40 1 0 12 41 1 6 13 42 1 0 13 43 1 0 14 44 1 0 14 45 1 0 16 46 1 0 16 47 1 0 16 48 1 0 17 49 1 1 18 50 1 0 18 51 1 0 19 52 1 0 19 53 1 0 21 54 1 0 21 55 1 0 21 56 1 0 22 57 1 0 23 58 1 0 24 59 1 0 24 60 1 0 24 61 1 0 M END

Standard InCHIKey	DUTRRAKUNDUIQG-XFBJGIQASA-N
Standard InCHI	InChI=1S/C22H37NO/c1-14(23-4)18-7-8-19-17-6-5-15-13-16(24)9-11-21(15,2)20(17)10-12-22(18,19)3/h5,14,16-20,23-24H,6-13H2,1-4H3/t14-,16-,17+,18+,19+,20+,21-,22+/m0/s1
SMILES	C[C@@H]([C@H]1CC[C@@H]2[C@H]3CC=C4C[C@H](CC[C@]4(C)[C@@H]3CC[C@]12C)O)NC

Calculated Properties

Physi-Chem Properties

Molecular Weight:	331.29	Volume:	371.993 ? Van der Waals volume.
Dense:	0.891	LogP:	3.878 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.532 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.053 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	2.0	Rigid Bonds:	20.0
TPSA:	32.26 ? Topological Polar Surface Area.	H-Bond Acceptor:	2.0
H-Bond Donor:	2.0	Rings:	4.0
Heavy Atoms:	2.0

MedChem Properties

QED Drug-Likeness Score:	0.728	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.308	Fsp³:	0.909
MCE-18:	67.857 ? 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:	Rejected
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.826	Fluc inhibitor:	0.001 ? 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:	0.0 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.029	Promiscuous compounds:	0.045

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.241	MDCK Permeability:	-4.993
Pgp-inhibitor:	0.001	Pgp-substrate:	0.586
PAMPA:	0.229 ? 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%):	0.006	30% Bioavailability (F30%):	0.239
50% Bioavailability (F50%):	0.967

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.349	MRP1:	0.51
Plasma Protein Binding (PPB):	52.582%	Volume Distribution (VD):	0.169
Fu:	51.644% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.982
OATP1B3 inhibitor:	0.245	BCRP inhibitor:	0.021
BSEP inhibitor:	0.011

ADMET: Metabolism

CYP1A2-inhibitor:	0.001	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.091	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.247
CYP2D6-inhibitor:	0.969	CYP2D6-substrate:	0.048
CYP3A4-inhibitor:	0.01	CYP3A4-substrate:	0.807
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.0
HLM stability:	0.002 ? 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):

17.495

Half-life (T1/2):

1.428

ADMET: Toxicity

hERG Blockers:	0.255	hERG Blockers (10um):	0.481
Human Hepatotoxicity (H-HT):	0.741	Drug-induced Liver Injury (DILI):	0.011
AMES Toxicity:	0.039	Rat Oral Acute Toxicity:	0.254
Maximum Recommended Daily Dose:	0.837	Skin Sensitization:	0.85
Carcinogencity:	0.231	Eye Corrosion:	0.038
Eye Irritation:	0.235	Respiratory Toxicity:	0.797
Drug-induced Neurotoxicity:	0.173	Ototoxicity:	0.843
Hematotoxicity:	0.271	Drug-induced Nephrotoxicity:	0.483
Genotoxicity:	0.277	RPMI-8226 Immunitoxicity:	0.036
A549 Cytotoxicity:	0.193	Hek293 Cytotoxicity:	0.339
BCF:	1.039 ? 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:	3.174 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.436 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.936 ? 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
NPO10366	Vincetoxicum stauntonii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26605	Funtumia elastica	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26605	Funtumia elastica	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10366	Vincetoxicum stauntonii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26605	Funtumia elastica	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10366	Vincetoxicum stauntonii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO10366	Vincetoxicum stauntonii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26674	Leucas volkensii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24703	Prostanthera prunelloides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5175	Diplospora dubia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26044	Melandrium firmum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO26605	Funtumia elastica	Species	Apocynaceae	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

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 NPC151843 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	24013
0.1-0.2	23191
0.2-0.3	2368
0.3-0.4	168
0.4-0.5	61
0.5-0.6	25
0.6-0.7	32
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
0.6852	Remote Similarity	NPC107059
0.6667	Remote Similarity	NPC162742
0.6667	Remote Similarity	NPC304309
0.6667	Remote Similarity	NPC470228
0.6607	Remote Similarity	NPC134847
0.6545	Remote Similarity	NPC22105
0.6545	Remote Similarity	NPC221758
0.6545	Remote Similarity	NPC34019
0.6545	Remote Similarity	NPC600590
0.65	Remote Similarity	NPC474164
0.6429	Remote Similarity	NPC136188
0.6429	Remote Similarity	NPC28657
0.6429	Remote Similarity	NPC474216
0.6429	Remote Similarity	NPC154330
0.6316	Remote Similarity	NPC230301
0.6316	Remote Similarity	NPC113733
0.6316	Remote Similarity	NPC198968
0.6316	Remote Similarity	NPC285893
0.6207	Remote Similarity	NPC241290
0.6207	Remote Similarity	NPC164840
0.6207	Remote Similarity	NPC51014
0.6207	Remote Similarity	NPC484739
0.6207	Remote Similarity	NPC209944
0.6207	Remote Similarity	NPC264245
0.6207	Remote Similarity	NPC155986
0.6102	Remote Similarity	NPC328714
0.6102	Remote Similarity	NPC321381
0.6066	Remote Similarity	NPC155011
0.6	Remote Similarity	NPC472265
0.6	Remote Similarity	NPC318495
0.6	Remote Similarity	NPC33913
0.6	Remote Similarity	NPC59453
0.5926	Remote Similarity	NPC96319
0.5902	Remote Similarity	NPC603646
0.5862	Remote Similarity	NPC328313
0.5806	Remote Similarity	NPC243985
0.5806	Remote Similarity	NPC473943
0.5806	Remote Similarity	NPC280710
0.5806	Remote Similarity	NPC240650
0.5714	Remote Similarity	NPC47761
0.5714	Remote Similarity	NPC488870
0.5692	Remote Similarity	NPC176012
0.5645	Remote Similarity	NPC477522
0.5484	Remote Similarity	NPC1272
0.5484	Remote Similarity	NPC470614
0.5455	Remote Similarity	NPC601043
0.5455	Remote Similarity	NPC605412
0.5424	Remote Similarity	NPC151519
0.5333	Remote Similarity	NPC20688
0.5286	Remote Similarity	NPC147835
0.5286	Remote Similarity	NPC253645
0.5286	Remote Similarity	NPC85001
0.5286	Remote Similarity	NPC95920
0.5246	Remote Similarity	NPC76879
0.5143	Remote Similarity	NPC235126
0.5143	Remote Similarity	NPC242419
0.5079	Remote Similarity	NPC87604

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC151843 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7259
0.1-0.2	1748
0.2-0.3	126
0.3-0.4	10
0.4-0.5	2
0.5-0.6	2
0.6-0.7	3
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
0.6545	Remote Similarity	NPD4786	Phase 1
0.6429	Remote Similarity	NPD6942	Phase 4
0.6316	Remote Similarity	NPD7339	Approved
0.5926	Remote Similarity	NPD3701	Pre-clinical
0.5424	Remote Similarity	NPD3667	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