NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	268.17
Volume:	280.771
LogP:	0.903
LogD:	0.878
LogS:	-1.968
# Rotatable Bonds:	1
TPSA:	80.92
# H-Bond Aceptor:	4
# H-Bond Donor:	4
# Rings:	2
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.566
Synthetic Accessibility Score:	5.24
Fsp3:	0.733
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:	-4.624
MDCK Permeability:	0.00018175253353547305
Pgp-inhibitor:	0.001
Pgp-substrate:	0.695
Human Intestinal Absorption (HIA):	0.007
20% Bioavailability (F20%):	0.007
30% Bioavailability (F30%):	0.02

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.672
Plasma Protein Binding (PPB):	31.4830265045166%
Volume Distribution (VD):	0.696
Pgp-substrate:	53.064353942871094%

ADMET: Metabolism

CYP1A2-inhibitor:	0.013
CYP1A2-substrate:	0.182
CYP2C19-inhibitor:	0.015
CYP2C19-substrate:	0.54
CYP2C9-inhibitor:	0.009
CYP2C9-substrate:	0.066
CYP2D6-inhibitor:	0.001
CYP2D6-substrate:	0.04
CYP3A4-inhibitor:	0.189
CYP3A4-substrate:	0.251

ADMET: Excretion

Clearance (CL):	3.046
Half-life (T1/2):	0.664

ADMET: Toxicity

hERG Blockers:	0.043
Human Hepatotoxicity (H-HT):	0.182
Drug-inuced Liver Injury (DILI):	0.046
AMES Toxicity:	0.012
Rat Oral Acute Toxicity:	0.643
Maximum Recommended Daily Dose:	0.972
Skin Sensitization:	0.497
Carcinogencity:	0.679
Eye Corrosion:	0.227
Eye Irritation:	0.781
Respiratory Toxicity:	0.981

Download Data

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

Natural Product: NPC475980

Natural Product ID:	NPC475980
*Common Name:**	6-Hydroxypunctaporonin B
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	BGSGZHXKGLGBSY-KFWKSHACSA-N
Standard InCHI:	InChI=1S/C15H24O4/c1-13(2)7-11-10(9-16)5-4-6-14(3,18)8-12(17)15(11,13)19/h4-6,11-12,16-19H,7-9H2,1-3H3/b6-4-,10-5-/t11-,12+,14-,15-/m1/s1
SMILES:	OC/C/1=C/C=C[C@@](C[C@@H]([C@@]2([C@@H]1CC2(C)C)O)O)(C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL520281
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000129] Alcohols and polyols [CHEMONTID:0001670] Tertiary alcohols

*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
NPO16121	Pestalotiopsis disseminata	Species	Sporocadaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16643036]
NPO16121	Pestalotiopsis disseminata	Species	Sporocadaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26641923]
NPO16121	Pestalotiopsis disseminata	Species	Sporocadaceae	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
Others	2

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	IZ	=	12.0	mm	PMID[483243]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	IZ	=	8.0	mm	PMID[483243]

☑ 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 NPC475980 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	207
0.1-0.2	1571
0.2-0.3	5768
0.3-0.4	16587
0.4-0.5	12167
0.5-0.6	5519
0.6-0.7	797
0.7-0.8	75
0.8-0.85	4
0.85-0.9	0
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8108	Intermediate Similarity	NPC163290
0.8056	Intermediate Similarity	NPC473759
0.8056	Intermediate Similarity	NPC474155
0.8049	Intermediate Similarity	NPC472465
0.7975	Intermediate Similarity	NPC170148
0.7973	Intermediate Similarity	NPC267027
0.7973	Intermediate Similarity	NPC311736
0.7952	Intermediate Similarity	NPC185605
0.7927	Intermediate Similarity	NPC471270
0.7867	Intermediate Similarity	NPC73603
0.7848	Intermediate Similarity	NPC23231
0.7848	Intermediate Similarity	NPC60818
0.7816	Intermediate Similarity	NPC49783
0.7805	Intermediate Similarity	NPC95124
0.7805	Intermediate Similarity	NPC471266
0.7805	Intermediate Similarity	NPC236707
0.7738	Intermediate Similarity	NPC320548
0.7722	Intermediate Similarity	NPC190859
0.7703	Intermediate Similarity	NPC300593
0.7654	Intermediate Similarity	NPC476703
0.7647	Intermediate Similarity	NPC83702
0.7632	Intermediate Similarity	NPC82337
0.7619	Intermediate Similarity	NPC477390
0.7619	Intermediate Similarity	NPC477385
0.76	Intermediate Similarity	NPC471200
0.7595	Intermediate Similarity	NPC329763
0.7568	Intermediate Similarity	NPC473508
0.7531	Intermediate Similarity	NPC126969
0.75	Intermediate Similarity	NPC320525
0.7471	Intermediate Similarity	NPC281316
0.747	Intermediate Similarity	NPC476701
0.7467	Intermediate Similarity	NPC110241
0.7436	Intermediate Similarity	NPC217570
0.7436	Intermediate Similarity	NPC473893
0.7436	Intermediate Similarity	NPC90115
0.7436	Intermediate Similarity	NPC304690
0.7436	Intermediate Similarity	NPC329989
0.7436	Intermediate Similarity	NPC239373
0.7436	Intermediate Similarity	NPC74722
0.7432	Intermediate Similarity	NPC225342
0.7381	Intermediate Similarity	NPC324772
0.7375	Intermediate Similarity	NPC130665
0.7368	Intermediate Similarity	NPC308844
0.7368	Intermediate Similarity	NPC61503
0.7363	Intermediate Similarity	NPC310013
0.7333	Intermediate Similarity	NPC472466
0.7333	Intermediate Similarity	NPC191323
0.7317	Intermediate Similarity	NPC310643
0.7312	Intermediate Similarity	NPC57664
0.7308	Intermediate Similarity	NPC471238
0.7308	Intermediate Similarity	NPC167527
0.7297	Intermediate Similarity	NPC99487
0.7273	Intermediate Similarity	NPC255143
0.7273	Intermediate Similarity	NPC477387
0.7273	Intermediate Similarity	NPC326310
0.7273	Intermediate Similarity	NPC477389
0.7253	Intermediate Similarity	NPC97404
0.7253	Intermediate Similarity	NPC41554
0.7253	Intermediate Similarity	NPC472468
0.725	Intermediate Similarity	NPC471272
0.725	Intermediate Similarity	NPC471271
0.725	Intermediate Similarity	NPC471268
0.7222	Intermediate Similarity	NPC115607
0.7222	Intermediate Similarity	NPC299527
0.7215	Intermediate Similarity	NPC471560
0.7215	Intermediate Similarity	NPC474248
0.7191	Intermediate Similarity	NPC477386
0.7191	Intermediate Similarity	NPC477388
0.7179	Intermediate Similarity	NPC477791
0.7179	Intermediate Similarity	NPC136813
0.7179	Intermediate Similarity	NPC161612
0.7179	Intermediate Similarity	NPC33583
0.7176	Intermediate Similarity	NPC96362
0.7162	Intermediate Similarity	NPC475931
0.7162	Intermediate Similarity	NPC122239
0.716	Intermediate Similarity	NPC476709
0.7159	Intermediate Similarity	NPC298595
0.7159	Intermediate Similarity	NPC471267
0.7143	Intermediate Similarity	NPC291484
0.7143	Intermediate Similarity	NPC80561
0.7143	Intermediate Similarity	NPC329596
0.7143	Intermediate Similarity	NPC477089
0.7143	Intermediate Similarity	NPC204188
0.7143	Intermediate Similarity	NPC83351
0.7143	Intermediate Similarity	NPC167891
0.7143	Intermediate Similarity	NPC4436
0.7143	Intermediate Similarity	NPC11216
0.7143	Intermediate Similarity	NPC3345
0.7125	Intermediate Similarity	NPC471781
0.7125	Intermediate Similarity	NPC189745
0.7125	Intermediate Similarity	NPC470041
0.7111	Intermediate Similarity	NPC474668
0.7108	Intermediate Similarity	NPC253190
0.7108	Intermediate Similarity	NPC315261
0.7108	Intermediate Similarity	NPC471658
0.7108	Intermediate Similarity	NPC268111
0.7097	Intermediate Similarity	NPC472467
0.7097	Intermediate Similarity	NPC469491
0.7093	Intermediate Similarity	NPC249423
0.7093	Intermediate Similarity	NPC476646
0.7093	Intermediate Similarity	NPC474894
0.7089	Intermediate Similarity	NPC305698
0.7083	Intermediate Similarity	NPC227135
0.7079	Intermediate Similarity	NPC61527
0.7073	Intermediate Similarity	NPC24590
0.7073	Intermediate Similarity	NPC306727
0.7067	Intermediate Similarity	NPC66020
0.7059	Intermediate Similarity	NPC86971
0.7053	Intermediate Similarity	NPC120446
0.7037	Intermediate Similarity	NPC477792
0.7037	Intermediate Similarity	NPC41886
0.7033	Intermediate Similarity	NPC470361
0.7033	Intermediate Similarity	NPC97103
0.7033	Intermediate Similarity	NPC257485
0.7033	Intermediate Similarity	NPC128066
0.7027	Intermediate Similarity	NPC226848
0.7027	Intermediate Similarity	NPC181872
0.7027	Intermediate Similarity	NPC155025
0.7024	Intermediate Similarity	NPC476007
0.7013	Intermediate Similarity	NPC309300
0.7013	Intermediate Similarity	NPC107540
0.7011	Intermediate Similarity	NPC259858
0.6988	Remote Similarity	NPC133580
0.6988	Remote Similarity	NPC69383
0.6988	Remote Similarity	NPC313179
0.6988	Remote Similarity	NPC32832
0.6988	Remote Similarity	NPC328104
0.6988	Remote Similarity	NPC171148
0.6988	Remote Similarity	NPC319090
0.6977	Remote Similarity	NPC474592
0.6977	Remote Similarity	NPC287749
0.6974	Remote Similarity	NPC321867
0.6974	Remote Similarity	NPC207007
0.6974	Remote Similarity	NPC68679
0.6962	Remote Similarity	NPC259299
0.6962	Remote Similarity	NPC476650
0.6962	Remote Similarity	NPC114651
0.6962	Remote Similarity	NPC171225
0.6951	Remote Similarity	NPC220939
0.6951	Remote Similarity	NPC265485
0.6951	Remote Similarity	NPC68443
0.6951	Remote Similarity	NPC143576
0.6947	Remote Similarity	NPC288970
0.6941	Remote Similarity	NPC68119
0.6941	Remote Similarity	NPC13823
0.6941	Remote Similarity	NPC321180
0.6932	Remote Similarity	NPC470384
0.6932	Remote Similarity	NPC23748
0.6932	Remote Similarity	NPC231601
0.6932	Remote Similarity	NPC474634
0.6932	Remote Similarity	NPC471987
0.6923	Remote Similarity	NPC187619
0.6923	Remote Similarity	NPC250836
0.6923	Remote Similarity	NPC133588
0.6923	Remote Similarity	NPC287339
0.6923	Remote Similarity	NPC19569
0.6923	Remote Similarity	NPC280556
0.6914	Remote Similarity	NPC34834
0.6905	Remote Similarity	NPC274079
0.6905	Remote Similarity	NPC265588
0.6905	Remote Similarity	NPC477925
0.6905	Remote Similarity	NPC236228
0.6905	Remote Similarity	NPC256720
0.6892	Remote Similarity	NPC52012
0.6889	Remote Similarity	NPC6391
0.6889	Remote Similarity	NPC293287
0.6889	Remote Similarity	NPC152808
0.6889	Remote Similarity	NPC472379
0.6889	Remote Similarity	NPC311163
0.6889	Remote Similarity	NPC261266
0.6883	Remote Similarity	NPC133368
0.6883	Remote Similarity	NPC211291
0.6883	Remote Similarity	NPC83200
0.6882	Remote Similarity	NPC302584
0.6875	Remote Similarity	NPC96484
0.6875	Remote Similarity	NPC224532
0.6867	Remote Similarity	NPC227814
0.6867	Remote Similarity	NPC329090
0.6867	Remote Similarity	NPC144995
0.6867	Remote Similarity	NPC27395
0.6867	Remote Similarity	NPC471525
0.686	Remote Similarity	NPC471537
0.686	Remote Similarity	NPC233295
0.686	Remote Similarity	NPC31258
0.6854	Remote Similarity	NPC185568
0.6854	Remote Similarity	NPC78673
0.6854	Remote Similarity	NPC205845
0.6854	Remote Similarity	NPC186155
0.6854	Remote Similarity	NPC238485
0.6854	Remote Similarity	NPC160517
0.6848	Remote Similarity	NPC187785
0.6848	Remote Similarity	NPC259875
0.6848	Remote Similarity	NPC473100
0.6842	Remote Similarity	NPC240506
0.6842	Remote Similarity	NPC272050
0.6842	Remote Similarity	NPC261341
0.6835	Remote Similarity	NPC202017
0.6835	Remote Similarity	NPC250977
0.6829	Remote Similarity	NPC469343
0.6829	Remote Similarity	NPC23954

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 NPC475980 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	203
0.1-0.2	2124
0.2-0.3	3826
0.3-0.4	2201
0.4-0.5	662
0.5-0.6	97
0.6-0.7	35
0.7-0.8	2
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
0.7442	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.7386	Intermediate Similarity	NPD7524	Approved
0.7381	Intermediate Similarity	NPD7332	Phase 2
0.7381	Intermediate Similarity	NPD6931	Approved
0.7381	Intermediate Similarity	NPD6930	Phase 2
0.7381	Intermediate Similarity	NPD7514	Phase 3
0.7326	Intermediate Similarity	NPD6695	Phase 3
0.7262	Intermediate Similarity	NPD6929	Approved
0.716	Intermediate Similarity	NPD4732	Discontinued
0.7143	Intermediate Similarity	NPD7145	Approved
0.7108	Intermediate Similarity	NPD6933	Approved
0.7093	Intermediate Similarity	NPD6902	Approved
0.7024	Intermediate Similarity	NPD6932	Approved
0.7024	Intermediate Similarity	NPD5776	Phase 2
0.7024	Intermediate Similarity	NPD6925	Approved
0.7	Intermediate Similarity	NPD7750	Discontinued
0.6988	Remote Similarity	NPD8264	Approved
0.6974	Remote Similarity	NPD368	Approved
0.6966	Remote Similarity	NPD6893	Approved
0.6941	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD6898	Phase 1
0.6867	Remote Similarity	NPD6926	Approved
0.6867	Remote Similarity	NPD6924	Approved
0.6774	Remote Similarity	NPD7838	Discovery
0.6702	Remote Similarity	NPD7983	Approved
0.6702	Remote Similarity	NPD7087	Discontinued
0.6667	Remote Similarity	NPD6683	Phase 2
0.6591	Remote Similarity	NPD4822	Approved
0.6591	Remote Similarity	NPD4819	Approved
0.6591	Remote Similarity	NPD4821	Approved
0.6591	Remote Similarity	NPD4820	Approved
0.6591	Remote Similarity	NPD7509	Discontinued
0.6526	Remote Similarity	NPD7637	Suspended
0.6506	Remote Similarity	NPD7144	Approved
0.6506	Remote Similarity	NPD7143	Approved
0.6458	Remote Similarity	NPD5778	Approved
0.6458	Remote Similarity	NPD5779	Approved
0.6452	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD7150	Approved
0.6429	Remote Similarity	NPD7151	Approved
0.6429	Remote Similarity	NPD7152	Approved
0.6421	Remote Similarity	NPD7136	Phase 2
0.64	Remote Similarity	NPD342	Phase 1
0.6386	Remote Similarity	NPD6923	Approved
0.6386	Remote Similarity	NPD6922	Approved
0.6364	Remote Similarity	NPD4268	Approved
0.6364	Remote Similarity	NPD4271	Approved
0.6337	Remote Similarity	NPD5344	Discontinued
0.6316	Remote Similarity	NPD4219	Approved
0.6238	Remote Similarity	NPD6648	Approved
0.6222	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6222	Remote Similarity	NPD7525	Registered
0.618	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.617	Remote Similarity	NPD4249	Approved
0.6139	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6136	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6105	Remote Similarity	NPD4251	Approved
0.6105	Remote Similarity	NPD4250	Approved
0.6095	Remote Similarity	NPD6640	Phase 3
0.6082	Remote Similarity	NPD46	Approved
0.6082	Remote Similarity	NPD6698	Approved
0.6061	Remote Similarity	NPD5282	Discontinued
0.6023	Remote Similarity	NPD7339	Approved
0.6023	Remote Similarity	NPD6942	Approved
0.6022	Remote Similarity	NPD5362	Discontinued
0.6022	Remote Similarity	NPD7154	Phase 3
0.6022	Remote Similarity	NPD5331	Approved
0.6022	Remote Similarity	NPD5332	Approved
0.602	Remote Similarity	NPD6411	Approved
0.6019	Remote Similarity	NPD6371	Approved
0.598	Remote Similarity	NPD4225	Approved
0.5978	Remote Similarity	NPD4790	Discontinued
0.5941	Remote Similarity	NPD7839	Suspended
0.5934	Remote Similarity	NPD7645	Phase 2
0.5914	Remote Similarity	NPD4269	Approved
0.5914	Remote Similarity	NPD4270	Approved
0.5895	Remote Similarity	NPD1696	Phase 3
0.5842	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.5816	Remote Similarity	NPD6101	Approved
0.5816	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.5765	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.5758	Remote Similarity	NPD5785	Approved
0.5758	Remote Similarity	NPD3168	Discontinued
0.5745	Remote Similarity	NPD3667	Approved
0.573	Remote Similarity	NPD4784	Approved
0.573	Remote Similarity	NPD4785	Approved
0.5729	Remote Similarity	NPD5363	Approved
0.5699	Remote Similarity	NPD5368	Approved
0.5699	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.5699	Remote Similarity	NPD4252	Approved
0.5688	Remote Similarity	NPD6686	Approved
0.5684	Remote Similarity	NPD6110	Phase 1
0.5676	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.567	Remote Similarity	NPD5786	Approved
0.567	Remote Similarity	NPD5279	Phase 3
0.566	Remote Similarity	NPD5211	Phase 2
0.5641	Remote Similarity	NPD7503	Approved
0.5638	Remote Similarity	NPD5369	Approved
0.5625	Remote Similarity	NPD4786	Approved
0.5625	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.5619	Remote Similarity	NPD7640	Approved
0.5619	Remote Similarity	NPD7639	Approved
0.561	Remote Similarity	NPD4246	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