NPASS Compound

Natural Product: NPC82056

Natural Product ID	NPC82056
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Secantioquine
IUPAC Name	4-hydroxy-3-[5-[[(1S)-7-hydroxy-6-methoxy-8-[(6-methoxy-2-methyl-1-oxo-3,4-dihydroisoquinolin-7-yl)oxy]-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-methoxyphenyl]benzaldehyde
Synonyms	Secantioquine
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL450155
PubChem CID	44559885
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0002566] Isoquinolines and derivatives [CHEMONTID:0000054] Benzylisoquinolines

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 85 90 0 0 0 0 0 0 0 0999 V2000 -3.9440 6.0188 1.4529 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1119 5.9110 0.2118 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0888 4.6217 -0.4800 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2796 4.5806 -1.8350 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2603 3.3626 -2.5067 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0477 2.1837 -1.8080 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8532 2.2038 -0.4413 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8816 3.4362 0.1768 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6260 0.9881 0.3391 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3679 0.4796 0.5698 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2136 -0.6536 1.3036 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3052 -1.3050 1.8234 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5846 -0.8214 1.6109 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7354 0.3194 0.8717 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0047 0.8314 0.6395 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.1372 0.1795 1.1628 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8547 -1.2636 1.5915 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5656 -2.2484 0.4691 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6596 -3.1891 0.5392 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5847 -3.0562 -0.5435 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3556 -4.5276 0.8577 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3009 -4.9827 -0.1682 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8995 -4.1997 0.1980 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7578 -2.8531 0.4872 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9200 -2.1533 0.8260 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9432 -0.8445 1.1205 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4670 0.2327 0.4597 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4085 1.0230 1.1506 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9409 2.1060 0.4944 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6085 2.4537 -0.7837 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6706 1.6409 -1.4295 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1260 0.5617 -0.8049 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1907 -0.2279 -1.4916 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8277 0.0956 -2.8000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1946 3.5965 -1.5066 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6447 4.6603 -0.5650 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4163 4.0862 0.5327 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9058 2.9563 1.2260 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2339 2.6677 2.3919 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6682 4.6689 0.8931 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1234 -2.8499 0.8525 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2455 -4.1890 0.5633 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0976 -4.8682 0.2289 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4740 -4.8447 0.6032 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5270 -6.2091 0.2977 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2643 -2.1611 1.1882 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0323 0.9775 -2.4995 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2779 6.8229 -0.3422 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4468 5.5184 -2.3770 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4144 3.3400 -3.5931 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7319 3.5033 1.2638 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5169 0.9797 0.1699 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1750 -2.2056 2.4064 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4106 -1.3727 2.0423 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1794 -0.8316 0.7150 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0218 0.7995 0.8957 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1075 0.1405 2.2642 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0982 -0.4701 1.5988 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9515 -1.7473 2.5800 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7012 -1.6881 -0.4838 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6907 -2.0236 -0.9145 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3630 -3.7363 -1.3834 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5859 -3.3970 -0.1556 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8734 -4.6560 1.8433 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2338 -5.1573 0.7115 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6276 -4.7737 -1.2011 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1583 -6.0708 -0.0118 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6831 0.7697 2.1484 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3974 1.9036 -2.4398 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7047 -0.0927 -3.4635 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0206 -0.5694 -3.1076 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5083 1.1584 -2.9134 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0263 3.1813 -2.1253 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3843 4.0077 -2.1635 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7569 5.2003 -0.1843 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2715 5.3779 -1.1232 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5341 5.3810 1.7311 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4058 3.8674 1.1168 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0762 5.2494 0.0417 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1418 -5.9039 -0.0039 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9915 -6.8231 1.0666 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5496 -6.6075 0.2445 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0314 -6.3613 -0.6820 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1742 -2.4583 0.8823 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8114 0.3501 -2.5230 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 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 7 9 1 0 9 10 2 0 10 11 1 0 11 12 2 0 12 13 1 0 13 14 2 0 14 15 1 0 15 16 1 0 11 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 19 21 1 0 21 22 1 0 22 23 1 0 23 24 2 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 2 0 28 29 1 0 29 30 2 0 30 31 1 0 31 32 2 0 32 33 1 0 33 34 1 0 30 35 1 0 35 36 1 0 36 37 1 0 37 38 1 0 38 39 2 0 37 40 1 0 25 41 2 0 41 42 1 0 42 43 2 0 42 44 1 0 44 45 1 0 41 46 1 0 6 47 1 0 8 3 1 0 14 9 1 0 24 18 1 0 32 27 1 0 43 23 1 0 38 29 1 0 2 48 1 0 4 49 1 0 5 50 1 0 8 51 1 0 10 52 1 0 12 53 1 0 13 54 1 0 16 55 1 0 16 56 1 0 16 57 1 0 17 58 1 0 17 59 1 0 18 60 1 6 20 61 1 0 20 62 1 0 20 63 1 0 21 64 1 0 21 65 1 0 22 66 1 0 22 67 1 0 28 68 1 0 31 69 1 0 34 70 1 0 34 71 1 0 34 72 1 0 35 73 1 0 35 74 1 0 36 75 1 0 36 76 1 0 40 77 1 0 40 78 1 0 40 79 1 0 43 80 1 0 45 81 1 0 45 82 1 0 45 83 1 0 46 84 1 0 47 85 1 0 M END

Standard InCHIKey	ZOBAYWQPWZMJPP-NDEPHWFRSA-N
Standard InCHI	InChI=1S/C37H38N2O8/c1-38-12-11-24-18-33(46-5)35(42)36(47-32-19-25-23(17-31(32)45-4)10-13-39(2)37(25)43)34(24)28(38)16-21-7-9-30(44-3)27(14-21)26-15-22(20-40)6-8-29(26)41/h6-9,14-15,17-20,28,41-42H,10-13,16H2,1-5H3/t28-/m0/s1
SMILES	O=Cc1ccc(c(c1)c1cc(ccc1OC)C[C@@H]1N(C)CCc2c1c(Oc1cc3c(cc1OC)CCN(C3=O)C)c(c(c2)OC)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	638.26	Volume:	652.574 ? Van der Waals volume.
Dense:	0.978	LogP:	2.185 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.345 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.577 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	9.0	Rigid Bonds:	36.0
TPSA:	118.0 ? Topological Polar Surface Area.	H-Bond Acceptor:	10.0
H-Bond Donor:	2.0	Rings:	6.0
Heavy Atoms:	10.0

MedChem Properties

QED Drug-Likeness Score:	0.22	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	3.664	Fsp³:	0.297
MCE-18:	118.708 ? 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:	1
Chelating Alert:	1	PAINS Alert:	0
Colloidal aggregators:	0.974	Fluc inhibitor:	0.335 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.546 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.963 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.002	Promiscuous compounds:	0.043

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.266	MDCK Permeability:	-4.885
Pgp-inhibitor:	0.271	Pgp-substrate:	0.609
PAMPA:	0.039 ? 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):	0.031
20% Bioavailability (F20%):	0.818	30% Bioavailability (F30%):	0.805
50% Bioavailability (F50%):	0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.03	MRP1:	0.932
Plasma Protein Binding (PPB):	66.548%	Volume Distribution (VD):	-0.137
Fu:	38.77% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.984
OATP1B3 inhibitor:	0.996	BCRP inhibitor:	0.67
BSEP inhibitor:	0.943

ADMET: Metabolism

CYP1A2-inhibitor:	0.999	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.997	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.883	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.011	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.999	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.004	CYP2C8-inhibitor:	0.063
HLM stability:	0.029 ? 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):

9.481

Half-life (T1/2):

2.015

ADMET: Toxicity

hERG Blockers:	0.685	hERG Blockers (10um):	0.639
Human Hepatotoxicity (H-HT):	0.854	Drug-induced Liver Injury (DILI):	0.256
AMES Toxicity:	0.561	Rat Oral Acute Toxicity:	0.694
Maximum Recommended Daily Dose:	0.996	Skin Sensitization:	0.149
Carcinogencity:	0.505	Eye Corrosion:	0.0
Eye Irritation:	0.006	Respiratory Toxicity:	0.963
Drug-induced Neurotoxicity:	0.899	Ototoxicity:	0.773
Hematotoxicity:	0.11	Drug-induced Nephrotoxicity:	0.65
Genotoxicity:	0.995	RPMI-8226 Immunitoxicity:	0.236
A549 Cytotoxicity:	0.604	Hek293 Cytotoxicity:	0.846
BCF:	0.841 ? 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:	4.18 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.273 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.979 ? 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
NPO33281	pseuhxandra sclerocarpa	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[8676127]

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
Ratio IC50	1

Activity Type	# Activity
Individual protein	1
Others	1

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1073	Individual protein	Dopamine transporter	Rattus norvegicus	IC50	>	100000.0	nM	PMID[26642768]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified	n.a.	Ratio IC50	<	0.1	n.a.	PMID[23398362]

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 NPC82056 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	23357
0.1-0.2	25459
0.2-0.3	891
0.3-0.4	94
0.4-0.5	34
0.5-0.6	19
0.6-0.7	0
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8041	Intermediate Similarity	NPC38964
0.7128	Intermediate Similarity	NPC275680
0.7128	Intermediate Similarity	NPC22115
0.59	Remote Similarity	NPC16357
0.59	Remote Similarity	NPC302245
0.5534	Remote Similarity	NPC139783
0.5534	Remote Similarity	NPC65312
0.5534	Remote Similarity	NPC611798
0.53	Remote Similarity	NPC290582
0.53	Remote Similarity	NPC217748
0.53	Remote Similarity	NPC182052
0.53	Remote Similarity	NPC271013
0.53	Remote Similarity	NPC42663
0.53	Remote Similarity	NPC15414
0.5192	Remote Similarity	NPC181796
0.5192	Remote Similarity	NPC54654
0.5192	Remote Similarity	NPC7715
0.5192	Remote Similarity	NPC328155
0.5192	Remote Similarity	NPC222661
0.5192	Remote Similarity	NPC285931
0.5098	Remote Similarity	NPC279228
0.5048	Remote Similarity	NPC290005

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC82056 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4247
0.1-0.2	4827
0.2-0.3	70
0.3-0.4	3
0.4-0.5	3
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