NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	336.23
Volume:	370.535
LogP:	2.673
LogD:	2.491
LogS:	-3.829
# Rotatable Bonds:	9
TPSA:	66.76
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.381
Synthetic Accessibility Score:	4.502
Fsp3:	0.65
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:	-5.227
MDCK Permeability:	0.00011076324881287292
Pgp-inhibitor:	0.014
Pgp-substrate:	0.189
Human Intestinal Absorption (HIA):	0.382
20% Bioavailability (F20%):	1.0
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.118
Plasma Protein Binding (PPB):	95.74649047851562%
Volume Distribution (VD):	1.137
Pgp-substrate:	2.8622887134552%

ADMET: Metabolism

CYP1A2-inhibitor:	0.055
CYP1A2-substrate:	0.728
CYP2C19-inhibitor:	0.179
CYP2C19-substrate:	0.182
CYP2C9-inhibitor:	0.214
CYP2C9-substrate:	0.977
CYP2D6-inhibitor:	0.02
CYP2D6-substrate:	0.878
CYP3A4-inhibitor:	0.559
CYP3A4-substrate:	0.141

ADMET: Excretion

Clearance (CL):	4.404
Half-life (T1/2):	0.92

ADMET: Toxicity

hERG Blockers:	0.082
Human Hepatotoxicity (H-HT):	0.239
Drug-inuced Liver Injury (DILI):	0.032
AMES Toxicity:	0.091
Rat Oral Acute Toxicity:	0.151
Maximum Recommended Daily Dose:	0.939
Skin Sensitization:	0.924
Carcinogencity:	0.178
Eye Corrosion:	0.003
Eye Irritation:	0.017
Respiratory Toxicity:	0.541

Download Data

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

Natural Product: NPC478097

Natural Product ID:	NPC478097
*Common Name:**	topsentolide B1
IUPAC Name:	(2S,4Z)-2-[(1E,3R,4R,6Z)-3,4-dihydroxydodeca-1,6-dienyl]-3,6,7,8-tetrahydro-2H-oxonin-9-one
Synonyms:	Topsentolide B1
Standard InCHIKey:	MDCUPALPRUQMSF-LWKIYNMMSA-N
Standard InCHI:	InChI=1S/C20H32O4/c1-2-3-4-5-6-10-13-18(21)19(22)16-15-17-12-9-7-8-11-14-20(23)24-17/h6-7,9-10,15-19,21-22H,2-5,8,11-14H2,1H3/b9-7-,10-6-,16-15+/t17-,18+,19+/m0/s1
SMILES:	CCCCC/C=C\C[C@H]([C@@H](/C=C/[C@@H]1C/C=C\CCCC(=O)O1)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	11695736
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0001334] Fatty 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
NPO32840	topsentia sp.	Species	n.a.	Eukaryota	n.a.	At the 20 m depth, the coast of Jeju Island, Korea	2002-OCT	PMID[16643027]
NPO32840	topsentia sp.	Species	n.a.	Eukaryota	n.a.	the coast of Jeju Island, Korea	2002-OCT	PMID[16643027]
NPO32840	topsentia sp.	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	PMID[17190456]
NPO32840	topsentia sp.	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	PMID[19653640]
NPO32840	topsentia sp.	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	PMID[2045823]
NPO32840	topsentia sp.	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	PMID[20806907]
NPO32840	topsentia sp.	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	PMID[8145229]

☑ 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
ED50	5

Activity Type	# Activity
Cell Line	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT81	Cell Line	A549	Homo sapiens	ED50	=	17.5	ug/ml	PMID[16643027]
NPT146	Cell Line	SK-OV-3	Homo sapiens	ED50	=	12.3	ug/ml	PMID[16643027]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	ED50	=	12.4	ug/ml	PMID[16643027]
NPT574	Cell Line	XF498	Homo sapiens	ED50	=	14.4	ug/ml	PMID[16643027]
NPT148	Cell Line	HCT-15	Homo sapiens	ED50	=	14.7	ug/ml	PMID[16643027]

☑ 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 NPC478097 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	191
0.1-0.2	2444
0.2-0.3	9570
0.3-0.4	18145
0.4-0.5	8132
0.5-0.6	2983
0.6-0.7	1009
0.7-0.8	199
0.8-0.85	18
0.85-0.9	1
0.9-0.95	1
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9683	High Similarity	NPC478100
0.9677	High Similarity	NPC478099
0.9677	High Similarity	NPC478098
0.9524	High Similarity	NPC478101
0.8548	High Similarity	NPC323436
0.8529	High Similarity	NPC475982
0.8438	Intermediate Similarity	NPC81896
0.8438	Intermediate Similarity	NPC321919
0.8281	Intermediate Similarity	NPC322186
0.8281	Intermediate Similarity	NPC478095
0.8235	Intermediate Similarity	NPC26500
0.8235	Intermediate Similarity	NPC25298
0.8235	Intermediate Similarity	NPC99619
0.8209	Intermediate Similarity	NPC19769
0.8125	Intermediate Similarity	NPC478096
0.8088	Intermediate Similarity	NPC146811
0.8088	Intermediate Similarity	NPC201356
0.803	Intermediate Similarity	NPC321838
0.803	Intermediate Similarity	NPC26810
0.8	Intermediate Similarity	NPC130618
0.8	Intermediate Similarity	NPC329249
0.7969	Intermediate Similarity	NPC323597
0.7969	Intermediate Similarity	NPC323498
0.7969	Intermediate Similarity	NPC211752
0.7945	Intermediate Similarity	NPC260396
0.7941	Intermediate Similarity	NPC96414
0.7941	Intermediate Similarity	NPC476657
0.7941	Intermediate Similarity	NPC476655
0.7941	Intermediate Similarity	NPC476654
0.7917	Intermediate Similarity	NPC284006
0.7917	Intermediate Similarity	NPC470435
0.7879	Intermediate Similarity	NPC327112
0.7826	Intermediate Similarity	NPC476656
0.7826	Intermediate Similarity	NPC476659
0.7812	Intermediate Similarity	NPC327388
0.7808	Intermediate Similarity	NPC315843
0.7778	Intermediate Similarity	NPC293114
0.7761	Intermediate Similarity	NPC113293
0.7727	Intermediate Similarity	NPC322002
0.7714	Intermediate Similarity	NPC122627
0.7714	Intermediate Similarity	NPC22101
0.7714	Intermediate Similarity	NPC148192
0.7714	Intermediate Similarity	NPC271921
0.7714	Intermediate Similarity	NPC49863
0.7714	Intermediate Similarity	NPC330426
0.7714	Intermediate Similarity	NPC104537
0.7714	Intermediate Similarity	NPC127091
0.7703	Intermediate Similarity	NPC473582
0.7703	Intermediate Similarity	NPC473948
0.7681	Intermediate Similarity	NPC282760
0.7671	Intermediate Similarity	NPC325627
0.7639	Intermediate Similarity	NPC329904
0.7639	Intermediate Similarity	NPC476037
0.7639	Intermediate Similarity	NPC202011
0.7639	Intermediate Similarity	NPC473361
0.7612	Intermediate Similarity	NPC328311
0.7606	Intermediate Similarity	NPC63873
0.7606	Intermediate Similarity	NPC473559
0.7606	Intermediate Similarity	NPC209327
0.7606	Intermediate Similarity	NPC141481
0.7606	Intermediate Similarity	NPC273508
0.7606	Intermediate Similarity	NPC324981
0.7606	Intermediate Similarity	NPC48218
0.7571	Intermediate Similarity	NPC276299
0.7571	Intermediate Similarity	NPC328653
0.7568	Intermediate Similarity	NPC107654
0.7568	Intermediate Similarity	NPC326504
0.7568	Intermediate Similarity	NPC473489
0.7536	Intermediate Similarity	NPC475221
0.7536	Intermediate Similarity	NPC476658
0.7534	Intermediate Similarity	NPC316185
0.75	Intermediate Similarity	NPC55376
0.75	Intermediate Similarity	NPC328776
0.75	Intermediate Similarity	NPC320305
0.75	Intermediate Similarity	NPC201939
0.75	Intermediate Similarity	NPC470436
0.7467	Intermediate Similarity	NPC478192
0.7467	Intermediate Similarity	NPC478196
0.7467	Intermediate Similarity	NPC478193
0.7467	Intermediate Similarity	NPC478191
0.7467	Intermediate Similarity	NPC478195
0.7467	Intermediate Similarity	NPC478194
0.7465	Intermediate Similarity	NPC475443
0.7465	Intermediate Similarity	NPC473829
0.7463	Intermediate Similarity	NPC222852
0.7463	Intermediate Similarity	NPC318306
0.7432	Intermediate Similarity	NPC329890
0.7429	Intermediate Similarity	NPC245947
0.7429	Intermediate Similarity	NPC136164
0.7429	Intermediate Similarity	NPC323045
0.7429	Intermediate Similarity	NPC255863
0.7429	Intermediate Similarity	NPC323477
0.7429	Intermediate Similarity	NPC273600
0.7429	Intermediate Similarity	NPC317881
0.7429	Intermediate Similarity	NPC470123
0.7424	Intermediate Similarity	NPC212730
0.7424	Intermediate Similarity	NPC265551
0.7403	Intermediate Similarity	NPC473471
0.7403	Intermediate Similarity	NPC248775
0.7403	Intermediate Similarity	NPC279532
0.7403	Intermediate Similarity	NPC182292
0.7403	Intermediate Similarity	NPC318481
0.7403	Intermediate Similarity	NPC127526
0.7397	Intermediate Similarity	NPC476660
0.7397	Intermediate Similarity	NPC42526
0.7397	Intermediate Similarity	NPC476012
0.7397	Intermediate Similarity	NPC4299
0.7391	Intermediate Similarity	NPC29697
0.7391	Intermediate Similarity	NPC68110
0.7375	Intermediate Similarity	NPC286770
0.7375	Intermediate Similarity	NPC284472
0.7375	Intermediate Similarity	NPC229799
0.7368	Intermediate Similarity	NPC49392
0.7368	Intermediate Similarity	NPC203277
0.7368	Intermediate Similarity	NPC190400
0.7353	Intermediate Similarity	NPC26223
0.7353	Intermediate Similarity	NPC471278
0.7353	Intermediate Similarity	NPC243532
0.7313	Intermediate Similarity	NPC223679
0.7313	Intermediate Similarity	NPC254095
0.7308	Intermediate Similarity	NPC470149
0.7308	Intermediate Similarity	NPC1180
0.7308	Intermediate Similarity	NPC475210
0.7308	Intermediate Similarity	NPC99651
0.7308	Intermediate Similarity	NPC180725
0.7308	Intermediate Similarity	NPC470148
0.7308	Intermediate Similarity	NPC321728
0.7297	Intermediate Similarity	NPC477086
0.7297	Intermediate Similarity	NPC477087
0.7286	Intermediate Similarity	NPC328089
0.7286	Intermediate Similarity	NPC470320
0.7286	Intermediate Similarity	NPC68343
0.7284	Intermediate Similarity	NPC474776
0.7273	Intermediate Similarity	NPC51809
0.7273	Intermediate Similarity	NPC176329
0.7273	Intermediate Similarity	NPC125365
0.7273	Intermediate Similarity	NPC474818
0.7273	Intermediate Similarity	NPC49302
0.7273	Intermediate Similarity	NPC474278
0.726	Intermediate Similarity	NPC101622
0.726	Intermediate Similarity	NPC473772
0.725	Intermediate Similarity	NPC475046
0.725	Intermediate Similarity	NPC474252
0.725	Intermediate Similarity	NPC11383
0.725	Intermediate Similarity	NPC310450
0.725	Intermediate Similarity	NPC474959
0.7246	Intermediate Similarity	NPC325929
0.7246	Intermediate Similarity	NPC271282
0.7246	Intermediate Similarity	NPC66460
0.7237	Intermediate Similarity	NPC161038
0.7231	Intermediate Similarity	NPC137538
0.7229	Intermediate Similarity	NPC45409
0.7222	Intermediate Similarity	NPC203335
0.7215	Intermediate Similarity	NPC470147
0.7215	Intermediate Similarity	NPC133226
0.7206	Intermediate Similarity	NPC97570
0.7206	Intermediate Similarity	NPC302564
0.72	Intermediate Similarity	NPC477085
0.72	Intermediate Similarity	NPC185186
0.72	Intermediate Similarity	NPC329914
0.72	Intermediate Similarity	NPC327383
0.7183	Intermediate Similarity	NPC320642
0.7183	Intermediate Similarity	NPC318420
0.7183	Intermediate Similarity	NPC326268
0.7179	Intermediate Similarity	NPC279214
0.7179	Intermediate Similarity	NPC221095
0.7164	Intermediate Similarity	NPC293437
0.7164	Intermediate Similarity	NPC135863
0.7164	Intermediate Similarity	NPC44542
0.7164	Intermediate Similarity	NPC249850
0.7164	Intermediate Similarity	NPC129150
0.7164	Intermediate Similarity	NPC472445
0.716	Intermediate Similarity	NPC161045
0.716	Intermediate Similarity	NPC253801
0.7143	Intermediate Similarity	NPC127118
0.7143	Intermediate Similarity	NPC68819
0.7143	Intermediate Similarity	NPC188860
0.7143	Intermediate Similarity	NPC301207
0.7143	Intermediate Similarity	NPC205615
0.7143	Intermediate Similarity	NPC256640
0.7143	Intermediate Similarity	NPC16279
0.7143	Intermediate Similarity	NPC474774
0.7143	Intermediate Similarity	NPC209113
0.7125	Intermediate Similarity	NPC150502
0.7125	Intermediate Similarity	NPC297440
0.7125	Intermediate Similarity	NPC474980
0.7123	Intermediate Similarity	NPC474823
0.7121	Intermediate Similarity	NPC52264
0.7108	Intermediate Similarity	NPC69082
0.7108	Intermediate Similarity	NPC279267
0.7105	Intermediate Similarity	NPC476590
0.7105	Intermediate Similarity	NPC114727
0.7105	Intermediate Similarity	NPC474321
0.7105	Intermediate Similarity	NPC92558
0.7097	Intermediate Similarity	NPC91495
0.7083	Intermediate Similarity	NPC83965
0.7083	Intermediate Similarity	NPC248125
0.7073	Intermediate Similarity	NPC161670
0.7067	Intermediate Similarity	NPC472254
0.7051	Intermediate Similarity	NPC320630

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 NPC478097 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	164
0.1-0.2	2911
0.2-0.3	3864
0.3-0.4	1745
0.4-0.5	346
0.5-0.6	82
0.6-0.7	34
0.7-0.8	4
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
0.7879	Intermediate Similarity	NPD4246	Clinical (unspecified phase)
0.7714	Intermediate Similarity	NPD4247	Clinical (unspecified phase)
0.7576	Intermediate Similarity	NPD6109	Phase 1
0.7286	Intermediate Similarity	NPD3197	Phase 1
0.7097	Intermediate Similarity	NPD5343	Approved
0.7059	Intermediate Similarity	NPD585	Clinical (unspecified phase)
0.7031	Intermediate Similarity	NPD6927	Phase 3
0.7	Intermediate Similarity	NPD5790	Clinical (unspecified phase)
0.6774	Remote Similarity	NPD4222	Approved
0.6774	Remote Similarity	NPD39	Approved
0.675	Remote Similarity	NPD4268	Approved
0.675	Remote Similarity	NPD4271	Approved
0.6747	Remote Similarity	NPD7154	Phase 3
0.6719	Remote Similarity	NPD3173	Approved
0.6613	Remote Similarity	NPD6097	Approved
0.6613	Remote Similarity	NPD6096	Approved
0.6591	Remote Similarity	NPD6698	Approved
0.6591	Remote Similarity	NPD46	Approved
0.6585	Remote Similarity	NPD4252	Approved
0.6585	Remote Similarity	NPD4821	Approved
0.6585	Remote Similarity	NPD4819	Approved
0.6585	Remote Similarity	NPD4820	Approved
0.6585	Remote Similarity	NPD4822	Approved
0.6548	Remote Similarity	NPD5362	Discontinued
0.6543	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6517	Remote Similarity	NPD7983	Approved
0.6471	Remote Similarity	NPD3195	Phase 2
0.6471	Remote Similarity	NPD3194	Approved
0.6471	Remote Similarity	NPD4266	Approved
0.6471	Remote Similarity	NPD3196	Approved
0.6452	Remote Similarity	NPD5326	Phase 3
0.6437	Remote Similarity	NPD4251	Approved
0.6437	Remote Similarity	NPD4250	Approved
0.6429	Remote Similarity	NPD4270	Approved
0.6429	Remote Similarity	NPD4269	Approved
0.6404	Remote Similarity	NPD5785	Approved
0.6404	Remote Similarity	NPD7838	Discovery
0.6353	Remote Similarity	NPD5332	Approved
0.6353	Remote Similarity	NPD5331	Approved
0.6324	Remote Similarity	NPD3172	Approved
0.6322	Remote Similarity	NPD5786	Approved
0.6322	Remote Similarity	NPD4249	Approved
0.631	Remote Similarity	NPD4790	Discontinued
0.6279	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.625	Remote Similarity	NPD3174	Discontinued
0.625	Remote Similarity	NPD4265	Approved
0.6207	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6207	Remote Similarity	NPD5363	Approved
0.6118	Remote Similarity	NPD5369	Approved
0.6111	Remote Similarity	NPD69	Approved
0.6111	Remote Similarity	NPD9119	Approved
0.6111	Remote Similarity	NPD5370	Suspended
0.6105	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6087	Remote Similarity	NPD5778	Approved
0.6087	Remote Similarity	NPD5779	Approved
0.6064	Remote Similarity	NPD4792	Clinical (unspecified phase)
0.6053	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.6047	Remote Similarity	NPD6435	Approved
0.6029	Remote Similarity	NPD29	Approved
0.6029	Remote Similarity	NPD28	Approved
0.6024	Remote Similarity	NPD4756	Discovery
0.6	Remote Similarity	NPD3730	Approved
0.6	Remote Similarity	NPD3728	Approved
0.5978	Remote Similarity	NPD4810	Clinical (unspecified phase)
0.5978	Remote Similarity	NPD7637	Suspended
0.5977	Remote Similarity	NPD6110	Phase 1
0.5976	Remote Similarity	NPD8039	Approved
0.5972	Remote Similarity	NPD9118	Approved
0.5938	Remote Similarity	NPD4225	Approved
0.5895	Remote Similarity	NPD7839	Suspended
0.5862	Remote Similarity	NPD5209	Approved
0.5816	Remote Similarity	NPD5344	Discontinued
0.5814	Remote Similarity	NPD5368	Approved
0.5769	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.5761	Remote Similarity	NPD6101	Approved
0.5761	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.5735	Remote Similarity	NPD4220	Pre-registration
0.5729	Remote Similarity	NPD4228	Discovery
0.5714	Remote Similarity	NPD7639	Approved
0.5714	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD7640	Approved
0.5673	Remote Similarity	NPD6371	Approved
0.5638	Remote Similarity	NPD6411	Approved
0.5625	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.5612	Remote Similarity	NPD7638	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