NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	194.08
Volume:	173.813
LogP:	-1.781
LogD:	-1.949
LogS:	-0.011
# Rotatable Bonds:	2
TPSA:	99.38
# H-Bond Aceptor:	6
# H-Bond Donor:	4
# Rings:	1
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.386
Synthetic Accessibility Score:	3.658
Fsp3:	1.0
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.266
MDCK Permeability:	0.00013217325613368303
Pgp-inhibitor:	0.001
Pgp-substrate:	0.917
Human Intestinal Absorption (HIA):	0.868
20% Bioavailability (F20%):	0.015
30% Bioavailability (F30%):	0.622

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.281
Plasma Protein Binding (PPB):	12.135025024414062%
Volume Distribution (VD):	0.476
Pgp-substrate:	83.7009048461914%

ADMET: Metabolism

CYP1A2-inhibitor:	0.014
CYP1A2-substrate:	0.349
CYP2C19-inhibitor:	0.018
CYP2C19-substrate:	0.474
CYP2C9-inhibitor:	0.002
CYP2C9-substrate:	0.065
CYP2D6-inhibitor:	0.01
CYP2D6-substrate:	0.171
CYP3A4-inhibitor:	0.007
CYP3A4-substrate:	0.023

ADMET: Excretion

Clearance (CL):	1.629
Half-life (T1/2):	0.767

ADMET: Toxicity

hERG Blockers:	0.066
Human Hepatotoxicity (H-HT):	0.043
Drug-inuced Liver Injury (DILI):	0.041
AMES Toxicity:	0.605
Rat Oral Acute Toxicity:	0.712
Maximum Recommended Daily Dose:	0.005
Skin Sensitization:	0.671
Carcinogencity:	0.086
Eye Corrosion:	0.008
Eye Irritation:	0.795
Respiratory Toxicity:	0.22

Download Data

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

Natural Product: NPC14144

Natural Product ID:	NPC14144
*Common Name:**	(2S,3R,4S,5R,6R)-6-(Methoxymethyl)Oxane-2,3,4,5-Tetrol
IUPAC Name:	(2S,3R,4S,5R,6R)-6-(methoxymethyl)oxane-2,3,4,5-tetrol
Synonyms:
Standard InCHIKey:	QWJKEQVWXSYDJA-PZRMXXKTSA-N
Standard InCHI:	InChI=1S/C7H14O6/c1-12-2-3-4(8)5(9)6(10)7(11)13-3/h3-11H,2H2,1H3/t3-,4+,5+,6-,7+/m1/s1
SMILES:	COC[C@H]1O[C@H](O)[C@@H]([C@H]([C@H]1O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL14117
PubChem CID:	44269524
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0001540] Monosaccharides [CHEMONTID:0001498] Hexoses

*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
NPO3359	Psidium guajava	Species	Myrtaceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1016/j.foodchem.2010.03.088]
NPO3359	Psidium guajava	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31738062]
NPO3359	Psidium guajava	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[4013523]
NPO3359	Psidium guajava	Species	Myrtaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO3359	Psidium guajava	Species	Myrtaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO3359	Psidium guajava	Species	Myrtaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO3359	Psidium guajava	Species	Myrtaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO3359	Psidium guajava	Species	Myrtaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO3359	Psidium guajava	Species	Myrtaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO3359	Psidium guajava	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3359	Psidium guajava	Species	Myrtaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO3359	Psidium guajava	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3359	Psidium guajava	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7858	Cinnamomum insulari-montanum	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7258	Raspaciona aculeata	Species	Raspailiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6936	Mosla punctata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9611	Pulicaria odora	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8296	Calamintha ashei	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3359	Psidium guajava	Species	Myrtaceae	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	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
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	=	2180000.0	nM	PMID[478037]

☑ 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 NPC14144 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	1162
0.1-0.2	9822
0.2-0.3	18392
0.3-0.4	9767
0.4-0.5	2892
0.5-0.6	471
0.6-0.7	84
0.7-0.8	49
0.8-0.85	25
0.85-0.9	9
0.9-0.95	3
0.95-1	21

Similarity Score	Similarity Level	Natural Product ID
0.9778	High Similarity	NPC42503
0.9778	High Similarity	NPC282143
0.9778	High Similarity	NPC157193
0.9778	High Similarity	NPC299781
0.9773	High Similarity	NPC277475
0.9773	High Similarity	NPC321087
0.9545	High Similarity	NPC73906
0.9545	High Similarity	NPC21209
0.9545	High Similarity	NPC92246
0.9545	High Similarity	NPC255377
0.9545	High Similarity	NPC199857
0.9545	High Similarity	NPC69445
0.9545	High Similarity	NPC176017
0.9545	High Similarity	NPC289758
0.9545	High Similarity	NPC285364
0.9545	High Similarity	NPC165846
0.9362	High Similarity	NPC233726
0.9362	High Similarity	NPC23134
0.9362	High Similarity	NPC124963
0.9149	High Similarity	NPC323574
0.9091	High Similarity	NPC70756
0.9091	High Similarity	NPC320240
0.8958	High Similarity	NPC326533
0.8864	High Similarity	NPC86191
0.8864	High Similarity	NPC298699
0.8864	High Similarity	NPC213159
0.8864	High Similarity	NPC134252
0.8864	High Similarity	NPC291502
0.8864	High Similarity	NPC317182
0.88	High Similarity	NPC303727
0.86	High Similarity	NPC242073
0.86	High Similarity	NPC246558
0.86	High Similarity	NPC107914
0.86	High Similarity	NPC269166
0.86	High Similarity	NPC130683
0.86	High Similarity	NPC165198
0.86	High Similarity	NPC157514
0.86	High Similarity	NPC323361
0.86	High Similarity	NPC145112
0.86	High Similarity	NPC67660
0.86	High Similarity	NPC89145
0.86	High Similarity	NPC58629
0.8511	High Similarity	NPC252918
0.8511	High Similarity	NPC230789
0.8462	Intermediate Similarity	NPC148424
0.8409	Intermediate Similarity	NPC266553
0.8302	Intermediate Similarity	NPC472025
0.8302	Intermediate Similarity	NPC219040
0.8261	Intermediate Similarity	NPC29721
0.8235	Intermediate Similarity	NPC317501
0.8235	Intermediate Similarity	NPC317626
0.8235	Intermediate Similarity	NPC314821
0.8163	Intermediate Similarity	NPC82512
0.8148	Intermediate Similarity	NPC322855
0.8148	Intermediate Similarity	NPC320032
0.8043	Intermediate Similarity	NPC320189
0.8	Intermediate Similarity	NPC143326
0.7857	Intermediate Similarity	NPC155457
0.7857	Intermediate Similarity	NPC472026
0.7857	Intermediate Similarity	NPC477757
0.7857	Intermediate Similarity	NPC477750
0.7857	Intermediate Similarity	NPC477755
0.7857	Intermediate Similarity	NPC477763
0.7857	Intermediate Similarity	NPC477753
0.7857	Intermediate Similarity	NPC477762
0.7818	Intermediate Similarity	NPC317023
0.7818	Intermediate Similarity	NPC34877
0.7818	Intermediate Similarity	NPC290179
0.7708	Intermediate Similarity	NPC207656
0.7708	Intermediate Similarity	NPC107091
0.7586	Intermediate Similarity	NPC325773
0.7586	Intermediate Similarity	NPC277570
0.7458	Intermediate Similarity	NPC13143
0.7458	Intermediate Similarity	NPC294813
0.7458	Intermediate Similarity	NPC31496
0.74	Intermediate Similarity	NPC88638
0.7333	Intermediate Similarity	NPC471760
0.7333	Intermediate Similarity	NPC471761
0.7333	Intermediate Similarity	NPC76881
0.7333	Intermediate Similarity	NPC190418
0.7333	Intermediate Similarity	NPC147292
0.7333	Intermediate Similarity	NPC12040
0.7288	Intermediate Similarity	NPC268243
0.7273	Intermediate Similarity	NPC66052
0.7273	Intermediate Similarity	NPC293908
0.7273	Intermediate Similarity	NPC192065
0.7273	Intermediate Similarity	NPC325034
0.7273	Intermediate Similarity	NPC86412
0.7213	Intermediate Similarity	NPC477751
0.7213	Intermediate Similarity	NPC477764
0.7213	Intermediate Similarity	NPC477752
0.7213	Intermediate Similarity	NPC477756
0.717	Intermediate Similarity	NPC329095
0.7167	Intermediate Similarity	NPC6848
0.7097	Intermediate Similarity	NPC477761
0.7097	Intermediate Similarity	NPC206601
0.7097	Intermediate Similarity	NPC477754
0.7097	Intermediate Similarity	NPC477759
0.7097	Intermediate Similarity	NPC477758
0.7097	Intermediate Similarity	NPC477760
0.7037	Intermediate Similarity	NPC320043
0.7037	Intermediate Similarity	NPC103672
0.7	Intermediate Similarity	NPC258690
0.7	Intermediate Similarity	NPC317651
0.6984	Remote Similarity	NPC50228
0.6984	Remote Similarity	NPC250619
0.6984	Remote Similarity	NPC67099
0.6984	Remote Similarity	NPC97736
0.6981	Remote Similarity	NPC322158
0.6981	Remote Similarity	NPC329128
0.6875	Remote Similarity	NPC99573
0.6875	Remote Similarity	NPC285003
0.6875	Remote Similarity	NPC111882
0.6875	Remote Similarity	NPC241265
0.6875	Remote Similarity	NPC227707
0.6875	Remote Similarity	NPC88278
0.6875	Remote Similarity	NPC102981
0.6875	Remote Similarity	NPC211428
0.6825	Remote Similarity	NPC32148
0.6769	Remote Similarity	NPC52268
0.6769	Remote Similarity	NPC53760
0.6769	Remote Similarity	NPC474078
0.6667	Remote Similarity	NPC322801
0.6667	Remote Similarity	NPC129100
0.6667	Remote Similarity	NPC291650
0.6667	Remote Similarity	NPC185419
0.6667	Remote Similarity	NPC184550
0.6615	Remote Similarity	NPC327486
0.6615	Remote Similarity	NPC223174
0.6615	Remote Similarity	NPC327753
0.6604	Remote Similarity	NPC112363
0.6591	Remote Similarity	NPC149070
0.6591	Remote Similarity	NPC127074
0.6591	Remote Similarity	NPC187058
0.6591	Remote Similarity	NPC182541
0.6591	Remote Similarity	NPC197207
0.6567	Remote Similarity	NPC163812
0.6567	Remote Similarity	NPC9763
0.6567	Remote Similarity	NPC169085
0.6567	Remote Similarity	NPC291228
0.6567	Remote Similarity	NPC308096
0.6567	Remote Similarity	NPC206823
0.6567	Remote Similarity	NPC39266
0.6567	Remote Similarity	NPC225748
0.6562	Remote Similarity	NPC179823
0.6515	Remote Similarity	NPC471879
0.6471	Remote Similarity	NPC308489
0.6471	Remote Similarity	NPC166250
0.6471	Remote Similarity	NPC472174
0.6471	Remote Similarity	NPC472173
0.6441	Remote Similarity	NPC220922
0.6383	Remote Similarity	NPC313405
0.6379	Remote Similarity	NPC326557
0.6324	Remote Similarity	NPC470660
0.6324	Remote Similarity	NPC248427
0.6324	Remote Similarity	NPC132938
0.6324	Remote Similarity	NPC470659
0.6324	Remote Similarity	NPC55652
0.6304	Remote Similarity	NPC227267
0.6286	Remote Similarity	NPC229655
0.6286	Remote Similarity	NPC477350
0.6286	Remote Similarity	NPC326661
0.6286	Remote Similarity	NPC279575
0.6197	Remote Similarity	NPC110813
0.6197	Remote Similarity	NPC216883
0.6197	Remote Similarity	NPC476781
0.6197	Remote Similarity	NPC188793
0.6197	Remote Similarity	NPC476782
0.6197	Remote Similarity	NPC476783
0.6111	Remote Similarity	NPC113745
0.6111	Remote Similarity	NPC177343
0.6111	Remote Similarity	NPC477325
0.6111	Remote Similarity	NPC477329
0.6111	Remote Similarity	NPC477320
0.6111	Remote Similarity	NPC281563
0.6111	Remote Similarity	NPC477330
0.6111	Remote Similarity	NPC133377
0.6111	Remote Similarity	NPC314613
0.6111	Remote Similarity	NPC150557
0.6111	Remote Similarity	NPC477326
0.6111	Remote Similarity	NPC316807
0.6111	Remote Similarity	NPC477323
0.6111	Remote Similarity	NPC109887
0.6111	Remote Similarity	NPC477328
0.6111	Remote Similarity	NPC272841
0.6111	Remote Similarity	NPC146380
0.6111	Remote Similarity	NPC475425
0.6066	Remote Similarity	NPC182903
0.6066	Remote Similarity	NPC476209
0.6038	Remote Similarity	NPC62014
0.6027	Remote Similarity	NPC158302
0.6027	Remote Similarity	NPC22742
0.6027	Remote Similarity	NPC170595
0.6027	Remote Similarity	NPC477344
0.6027	Remote Similarity	NPC294748
0.6027	Remote Similarity	NPC477346
0.6027	Remote Similarity	NPC146992
0.6027	Remote Similarity	NPC85759
0.6	Remote Similarity	NPC138273
0.5972	Remote Similarity	NPC314968

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 NPC14144 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	1385
0.1-0.2	5281
0.2-0.3	1781
0.3-0.4	442
0.4-0.5	147
0.5-0.6	54
0.6-0.7	29
0.7-0.8	8
0.8-0.85	12
0.85-0.9	2
0.9-0.95	4
0.95-1	5

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9545	High Similarity	NPD8993	Phase 1
0.9545	High Similarity	NPD8997	Approved
0.9545	High Similarity	NPD8999	Phase 3
0.9545	High Similarity	NPD8998	Phase 2
0.9545	High Similarity	NPD9000	Phase 3
0.913	High Similarity	NPD8966	Approved
0.913	High Similarity	NPD8965	Approved
0.8958	High Similarity	NPD905	Approved
0.8958	High Similarity	NPD904	Phase 3
0.8864	High Similarity	NPD8788	Approved
0.86	High Similarity	NPD894	Approved
0.86	High Similarity	NPD888	Phase 3
0.86	High Similarity	NPD889	Approved
0.86	High Similarity	NPD895	Approved
0.86	High Similarity	NPD887	Approved
0.86	High Similarity	NPD892	Phase 3
0.86	High Similarity	NPD890	Clinical (unspecified phase)
0.86	High Similarity	NPD893	Approved
0.86	High Similarity	NPD891	Phase 3
0.84	Intermediate Similarity	NPD2269	Approved
0.8261	Intermediate Similarity	NPD9006	Approved
0.8235	Intermediate Similarity	NPD9035	Clinical (unspecified phase)
0.8235	Intermediate Similarity	NPD9036	Phase 3
0.7778	Intermediate Similarity	NPD2267	Suspended
0.7708	Intermediate Similarity	NPD9218	Clinical (unspecified phase)
0.7708	Intermediate Similarity	NPD9219	Approved
0.7551	Intermediate Similarity	NPD8994	Approved
0.7544	Intermediate Similarity	NPD6123	Approved
0.7292	Intermediate Similarity	NPD8958	Phase 2
0.7292	Intermediate Similarity	NPD8957	Approved
0.7288	Intermediate Similarity	NPD847	Phase 1
0.7273	Intermediate Similarity	NPD9053	Approved
0.7273	Intermediate Similarity	NPD9052	Approved
0.7273	Intermediate Similarity	NPD9051	Approved
0.7091	Intermediate Similarity	NPD7346	Approved
0.7037	Intermediate Similarity	NPD9050	Approved
0.7037	Intermediate Similarity	NPD9049	Discontinued
0.7018	Intermediate Similarity	NPD369	Approved
0.7	Intermediate Similarity	NPD8961	Approved
0.6885	Remote Similarity	NPD1457	Discontinued
0.6875	Remote Similarity	NPD8995	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD8996	Phase 3
0.6825	Remote Similarity	NPD898	Approved
0.6825	Remote Similarity	NPD897	Approved
0.6825	Remote Similarity	NPD896	Approved
0.6667	Remote Similarity	NPD9030	Approved
0.6667	Remote Similarity	NPD9031	Approved
0.6667	Remote Similarity	NPD9033	Approved
0.6667	Remote Similarity	NPD9032	Approved
0.6615	Remote Similarity	NPD9445	Approved
0.6604	Remote Similarity	NPD9139	Approved
0.6591	Remote Similarity	NPD8814	Phase 3
0.6441	Remote Similarity	NPD8959	Approved
0.64	Remote Similarity	NPD8967	Approved
0.6379	Remote Similarity	NPD885	Approved
0.6379	Remote Similarity	NPD884	Clinical (unspecified phase)
0.6324	Remote Similarity	NPD3181	Approved
0.625	Remote Similarity	NPD1399	Approved
0.625	Remote Similarity	NPD1400	Approved
0.6087	Remote Similarity	NPD389	Phase 3
0.6087	Remote Similarity	NPD67	Phase 2
0.6087	Remote Similarity	NPD9034	Approved
0.6029	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.6027	Remote Similarity	NPD7329	Approved
0.5972	Remote Similarity	NPD9434	Approved
0.5972	Remote Similarity	NPD9435	Approved
0.5909	Remote Similarity	NPD8549	Clinical (unspecified phase)
0.5893	Remote Similarity	NPD9061	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD372	Clinical (unspecified phase)
0.58	Remote Similarity	NPD8977	Phase 3
0.58	Remote Similarity	NPD8976	Approved
0.5775	Remote Similarity	NPD1811	Approved
0.5775	Remote Similarity	NPD1810	Approved
0.5714	Remote Similarity	NPD9004	Approved
0.5714	Remote Similarity	NPD9003	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD9005	Phase 3
0.5667	Remote Similarity	NPD3728	Approved
0.5667	Remote Similarity	NPD3730	Approved
0.5641	Remote Similarity	NPD361	Discontinued
0.5606	Remote Similarity	NPD371	Approved

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