NPASS Compound

Structure

NPC472173 OpenBabel07101719242D 27 27 0 0 1 0 0 0 0 0999 V2000 0.0000 12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 3 0 0 0 0 3 4 1 0 0 0 0 4 5 3 0 0 0 0 5 6 1 0 0 0 0 6 7 3 0 0 0 0 7 8 1 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 10 11 2 0 0 0 0 11 15 1 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 26 1 0 0 0 0 16 14 1 6 0 0 0 16 17 1 0 0 0 0 16 27 1 0 0 0 0 17 18 1 0 0 0 0 17 23 1 1 0 0 0 18 19 1 0 0 0 0 18 24 1 6 0 0 0 19 20 1 0 0 0 0 19 25 1 1 0 0 0 20 26 1 6 0 0 0 20 27 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	376.15
Volume:	386.36
LogP:	0.794
LogD:	0.26
LogS:	-2.572
# Rotatable Bonds:	7
TPSA:	119.61
# H-Bond Aceptor:	7
# H-Bond Donor:	5
# Rings:	1
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.277
Synthetic Accessibility Score:	4.996
Fsp3:	0.5
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.865
MDCK Permeability:	0.000476401939522475
Pgp-inhibitor:	0.003
Pgp-substrate:	0.057
Human Intestinal Absorption (HIA):	0.952
20% Bioavailability (F20%):	0.105
30% Bioavailability (F30%):	0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.013
Plasma Protein Binding (PPB):	100.42961120605469%
Volume Distribution (VD):	0.596
Pgp-substrate:	3.075162410736084%

ADMET: Metabolism

CYP1A2-inhibitor:	0.128
CYP1A2-substrate:	0.02
CYP2C19-inhibitor:	0.614
CYP2C19-substrate:	0.489
CYP2C9-inhibitor:	0.869
CYP2C9-substrate:	0.969
CYP2D6-inhibitor:	0.589
CYP2D6-substrate:	0.745
CYP3A4-inhibitor:	0.696
CYP3A4-substrate:	0.096

ADMET: Excretion

Clearance (CL):	2.039
Half-life (T1/2):	0.702

ADMET: Toxicity

hERG Blockers:	0.004
Human Hepatotoxicity (H-HT):	0.834
Drug-inuced Liver Injury (DILI):	0.988
AMES Toxicity:	0.937
Rat Oral Acute Toxicity:	0.294
Maximum Recommended Daily Dose:	0.005
Skin Sensitization:	0.948
Carcinogencity:	0.679
Eye Corrosion:	0.041
Eye Irritation:	0.824
Respiratory Toxicity:	0.454

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs

Natural Product: NPC472173

Natural Product ID:	NPC472173
*Common Name:**	KLTXRQGABURCIX-AOUKXPKOSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	KLTXRQGABURCIX-AOUKXPKOSA-N
Standard InCHI:	InChI=1S/C20H24O7/c1-2-3-4-5-6-7-8-9-10-11-15(12-13-21)26-20-19(25)18(24)17(23)16(14-22)27-20/h8-11,15-25H,12-14H2,1H3/b9-8+,11-10+/t15?,16-,17-,18+,19-,20-/m1/s1
SMILES:	OCCC(O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)/C=C/C=C/C#CC#CC#CC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3343904
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0001766] Fatty acyl glycosides [CHEMONTID:0003861] Fatty acyl glycosides of mono- and disaccharides

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO33375	eclipata prostrata	Species	n.a.	n.a.	aerial parts	n.a.	n.a.	PMID[25443644]

☑ 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	NP ID	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
Individual Protein	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1592	Individual Protein	Dipeptidyl peptidase IV	Homo sapiens	IC50	>	100000.0	nM	PMID[516690]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC472173 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	170
0.1-0.2	2630
0.2-0.3	8000
0.3-0.4	18126
0.4-0.5	9967
0.5-0.6	3180
0.6-0.7	543
0.7-0.8	63
0.8-0.85	13
0.85-0.9	3
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9429	High Similarity	NPC472174
0.8649	High Similarity	NPC229655
0.8493	Intermediate Similarity	NPC132938
0.8462	Intermediate Similarity	NPC251026
0.8406	Intermediate Similarity	NPC13143
0.8406	Intermediate Similarity	NPC294813
0.8354	Intermediate Similarity	NPC142111
0.8354	Intermediate Similarity	NPC473315
0.8261	Intermediate Similarity	NPC277570
0.825	Intermediate Similarity	NPC473308
0.8219	Intermediate Similarity	NPC474078
0.8143	Intermediate Similarity	NPC31496
0.8101	Intermediate Similarity	NPC469469
0.8049	Intermediate Similarity	NPC208473
0.7975	Intermediate Similarity	NPC127295
0.7975	Intermediate Similarity	NPC163362
0.7922	Intermediate Similarity	NPC326661
0.7857	Intermediate Similarity	NPC470137
0.7805	Intermediate Similarity	NPC475035
0.7805	Intermediate Similarity	NPC266718
0.7763	Intermediate Similarity	NPC55652
0.7738	Intermediate Similarity	NPC118077
0.7738	Intermediate Similarity	NPC475186
0.7674	Intermediate Similarity	NPC473311
0.7674	Intermediate Similarity	NPC327253
0.7595	Intermediate Similarity	NPC110813
0.7558	Intermediate Similarity	NPC285588
0.7529	Intermediate Similarity	NPC475037
0.7529	Intermediate Similarity	NPC125142
0.75	Intermediate Similarity	NPC470124
0.75	Intermediate Similarity	NPC133377
0.75	Intermediate Similarity	NPC320552
0.75	Intermediate Similarity	NPC470658
0.75	Intermediate Similarity	NPC73166
0.7465	Intermediate Similarity	NPC155457
0.7416	Intermediate Similarity	NPC294293
0.7386	Intermediate Similarity	NPC110072
0.7356	Intermediate Similarity	NPC309310
0.7297	Intermediate Similarity	NPC147292
0.7294	Intermediate Similarity	NPC475034
0.7286	Intermediate Similarity	NPC474869
0.7241	Intermediate Similarity	NPC248312
0.7229	Intermediate Similarity	NPC236649
0.7229	Intermediate Similarity	NPC280367
0.7229	Intermediate Similarity	NPC21693
0.7191	Intermediate Similarity	NPC469410
0.716	Intermediate Similarity	NPC474026
0.7159	Intermediate Similarity	NPC477748
0.7159	Intermediate Similarity	NPC249408
0.7159	Intermediate Similarity	NPC104129
0.7143	Intermediate Similarity	NPC170204
0.7108	Intermediate Similarity	NPC100697
0.7079	Intermediate Similarity	NPC6414
0.7079	Intermediate Similarity	NPC303451
0.7079	Intermediate Similarity	NPC202886
0.7079	Intermediate Similarity	NPC118078
0.7073	Intermediate Similarity	NPC248775
0.7067	Intermediate Similarity	NPC476586
0.7059	Intermediate Similarity	NPC156089
0.7059	Intermediate Similarity	NPC470313
0.7059	Intermediate Similarity	NPC473500
0.7059	Intermediate Similarity	NPC38295
0.7051	Intermediate Similarity	NPC476012
0.7033	Intermediate Similarity	NPC25701
0.7033	Intermediate Similarity	NPC2003
0.7033	Intermediate Similarity	NPC282088
0.7033	Intermediate Similarity	NPC157353
0.7033	Intermediate Similarity	NPC54961
0.7033	Intermediate Similarity	NPC158445
0.7033	Intermediate Similarity	NPC156782
0.7027	Intermediate Similarity	NPC476584
0.7011	Intermediate Similarity	NPC472379
0.7	Intermediate Similarity	NPC477749
0.7	Intermediate Similarity	NPC9447
0.6988	Remote Similarity	NPC179933
0.6988	Remote Similarity	NPC470149
0.6988	Remote Similarity	NPC470148
0.6988	Remote Similarity	NPC321728
0.6988	Remote Similarity	NPC1180
0.6988	Remote Similarity	NPC180725
0.6977	Remote Similarity	NPC220167
0.6977	Remote Similarity	NPC136699
0.6947	Remote Similarity	NPC2313
0.6947	Remote Similarity	NPC57586
0.6947	Remote Similarity	NPC154132
0.6947	Remote Similarity	NPC475655
0.6947	Remote Similarity	NPC475157
0.6947	Remote Similarity	NPC471637
0.6941	Remote Similarity	NPC20072
0.6923	Remote Similarity	NPC280390
0.6923	Remote Similarity	NPC91654
0.6923	Remote Similarity	NPC238090
0.6923	Remote Similarity	NPC472196
0.6923	Remote Similarity	NPC67398
0.6923	Remote Similarity	NPC474792
0.6923	Remote Similarity	NPC61201
0.6923	Remote Similarity	NPC320089
0.6923	Remote Similarity	NPC472195
0.6912	Remote Similarity	NPC124963
0.6912	Remote Similarity	NPC233726
0.6912	Remote Similarity	NPC23134
0.6905	Remote Similarity	NPC470147
0.6905	Remote Similarity	NPC133226
0.6889	Remote Similarity	NPC242503
0.6889	Remote Similarity	NPC209047
0.6889	Remote Similarity	NPC74672
0.6889	Remote Similarity	NPC43074
0.6889	Remote Similarity	NPC139782
0.6882	Remote Similarity	NPC8098
0.6882	Remote Similarity	NPC45313
0.6882	Remote Similarity	NPC183449
0.6882	Remote Similarity	NPC197294
0.6875	Remote Similarity	NPC329914
0.6854	Remote Similarity	NPC471756
0.6854	Remote Similarity	NPC137368
0.6854	Remote Similarity	NPC471755
0.6849	Remote Similarity	NPC222852
0.6848	Remote Similarity	NPC159698
0.6835	Remote Similarity	NPC476037
0.6813	Remote Similarity	NPC111567
0.6813	Remote Similarity	NPC15851
0.6813	Remote Similarity	NPC186840
0.6813	Remote Similarity	NPC309898
0.6813	Remote Similarity	NPC473950
0.6813	Remote Similarity	NPC475125
0.6813	Remote Similarity	NPC263545
0.6813	Remote Similarity	NPC473581
0.6813	Remote Similarity	NPC282705
0.6813	Remote Similarity	NPC473604
0.6813	Remote Similarity	NPC182632
0.6809	Remote Similarity	NPC472290
0.6804	Remote Similarity	NPC197736
0.679	Remote Similarity	NPC24590
0.6782	Remote Similarity	NPC30915
0.6774	Remote Similarity	NPC469543
0.6747	Remote Similarity	NPC233071
0.6747	Remote Similarity	NPC475711
0.6737	Remote Similarity	NPC61630
0.6737	Remote Similarity	NPC169468
0.6737	Remote Similarity	NPC312325
0.6737	Remote Similarity	NPC40182
0.6737	Remote Similarity	NPC81483
0.6737	Remote Similarity	NPC198422
0.6737	Remote Similarity	NPC307517
0.6711	Remote Similarity	NPC90463
0.6709	Remote Similarity	NPC472947
0.6707	Remote Similarity	NPC473948
0.6706	Remote Similarity	NPC190008
0.6705	Remote Similarity	NPC471494
0.6705	Remote Similarity	NPC477747
0.6705	Remote Similarity	NPC477746
0.6702	Remote Similarity	NPC306041
0.6702	Remote Similarity	NPC54731
0.6667	Remote Similarity	NPC185186
0.6667	Remote Similarity	NPC148424
0.6667	Remote Similarity	NPC70323
0.6667	Remote Similarity	NPC4436
0.6667	Remote Similarity	NPC17290
0.6667	Remote Similarity	NPC327383
0.6667	Remote Similarity	NPC244878
0.6667	Remote Similarity	NPC326533
0.6667	Remote Similarity	NPC263087
0.6667	Remote Similarity	NPC27314
0.6667	Remote Similarity	NPC315070
0.6667	Remote Similarity	NPC31019
0.6667	Remote Similarity	NPC329890
0.6667	Remote Similarity	NPC23454
0.6667	Remote Similarity	NPC3568
0.6667	Remote Similarity	NPC106912
0.6667	Remote Similarity	NPC192066
0.6667	Remote Similarity	NPC477314
0.6667	Remote Similarity	NPC256570
0.6667	Remote Similarity	NPC2379
0.6667	Remote Similarity	NPC262312
0.6667	Remote Similarity	NPC477089
0.6667	Remote Similarity	NPC82251
0.6667	Remote Similarity	NPC35269
0.6633	Remote Similarity	NPC469527
0.6632	Remote Similarity	NPC96597
0.6632	Remote Similarity	NPC309503
0.6632	Remote Similarity	NPC239547
0.6632	Remote Similarity	NPC155319
0.6632	Remote Similarity	NPC125551
0.6632	Remote Similarity	NPC91197
0.663	Remote Similarity	NPC472197
0.663	Remote Similarity	NPC302584
0.663	Remote Similarity	NPC472199
0.6629	Remote Similarity	NPC311163
0.6629	Remote Similarity	NPC470836
0.6628	Remote Similarity	NPC246621
0.6627	Remote Similarity	NPC49392
0.6627	Remote Similarity	NPC190400
0.6627	Remote Similarity	NPC188860
0.6623	Remote Similarity	NPC19769
0.6622	Remote Similarity	NPC474711
0.6622	Remote Similarity	NPC474588
0.662	Remote Similarity	NPC110732
0.662	Remote Similarity	NPC303727
0.6618	Remote Similarity	NPC157193
0.6618	Remote Similarity	NPC42503

Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC472173 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	158
0.1-0.2	2816
0.2-0.3	4010
0.3-0.4	1719
0.4-0.5	321
0.5-0.6	104
0.6-0.7	22
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
0.6889	Remote Similarity	NPD8522	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD905	Approved
0.6667	Remote Similarity	NPD904	Phase 3
0.6571	Remote Similarity	NPD2269	Approved
0.6486	Remote Similarity	NPD585	Clinical (unspecified phase)
0.6479	Remote Similarity	NPD890	Clinical (unspecified phase)
0.6479	Remote Similarity	NPD889	Approved
0.6479	Remote Similarity	NPD892	Phase 3
0.6479	Remote Similarity	NPD894	Approved
0.6479	Remote Similarity	NPD887	Approved
0.6479	Remote Similarity	NPD891	Phase 3
0.6479	Remote Similarity	NPD888	Phase 3
0.6479	Remote Similarity	NPD893	Approved
0.6479	Remote Similarity	NPD895	Approved
0.6392	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6344	Remote Similarity	NPD7838	Discovery
0.6216	Remote Similarity	NPD2267	Suspended
0.6176	Remote Similarity	NPD8999	Phase 3
0.6176	Remote Similarity	NPD8993	Phase 1
0.6176	Remote Similarity	NPD9000	Phase 3
0.6176	Remote Similarity	NPD8997	Approved
0.6176	Remote Similarity	NPD8998	Phase 2
0.617	Remote Similarity	NPD6698	Approved
0.617	Remote Similarity	NPD46	Approved
0.6104	Remote Similarity	NPD6123	Approved
0.6058	Remote Similarity	NPD6686	Approved
0.6049	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.6	Remote Similarity	NPD8966	Approved
0.6	Remote Similarity	NPD8965	Approved
0.5938	Remote Similarity	NPD7983	Approved
0.5897	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.5841	Remote Similarity	NPD8517	Approved
0.5841	Remote Similarity	NPD8515	Approved
0.5841	Remote Similarity	NPD8513	Phase 3
0.5841	Remote Similarity	NPD8516	Approved
0.5841	Remote Similarity	NPD7503	Approved
0.5841	Remote Similarity	NPD8444	Approved
0.575	Remote Similarity	NPD847	Phase 1
0.5741	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.5739	Remote Similarity	NPD7830	Approved
0.5739	Remote Similarity	NPD7829	Approved
0.5735	Remote Similarity	NPD8788	Approved
0.5733	Remote Similarity	NPD7346	Approved
0.5699	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.5698	Remote Similarity	NPD4732	Discontinued
0.5641	Remote Similarity	NPD6109	Phase 1
0.5641	Remote Similarity	NPD8451	Approved
0.5631	Remote Similarity	NPD5344	Discontinued
0.56	Remote Similarity	NPD9036	Phase 3
0.56	Remote Similarity	NPD9035	Clinical (unspecified phase)

Bioactivity similarity: Similar Natural Products in NPASS

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