NPASS Compound

Structure

CID164845 OpenBabel06191715532D 27 31 0 0 1 0 0 0 0 0999 V2000 -2.9452 -0.1860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6431 -1.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6431 -2.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5345 -1.5262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6631 -2.2347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 -2.7770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1893 -1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9004 -1.1850 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.1893 -2.7770 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2382 -2.4680 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2872 -1.1590 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6994 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7771 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2382 -1.4680 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7431 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3006 -1.9680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -0.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 1.7796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 19 1 0 0 0 0 3 19 1 0 0 0 0 4 5 1 0 0 0 0 4 10 1 0 0 0 0 6 12 1 0 0 0 0 6 14 1 0 0 0 0 7 13 1 0 0 0 0 7 24 1 0 0 0 0 8 19 1 0 0 0 0 9 21 2 0 0 0 0 9 22 1 0 0 0 0 10 20 1 6 0 0 0 11 5 1 6 0 0 0 11 12 1 0 0 0 0 11 19 1 0 0 0 0 12 20 1 6 0 0 0 13 14 1 0 0 0 0 13 20 1 1 0 0 0 14 25 2 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 15 23 1 0 0 0 0 16 21 1 0 0 0 0 16 24 1 0 0 0 0 17 22 2 0 0 0 0 17 26 1 0 0 0 0 18 23 2 0 0 0 0 18 24 1 0 0 0 0 18 27 1 0 0 0 0 20 8 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	370.2
Volume:	368.869
LogP:	2.342
LogD:	2.771
LogS:	-4.363
# Rotatable Bonds:	2
TPSA:	100.61
# H-Bond Aceptor:	7
# H-Bond Donor:	2
# Rings:	5
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.845
Synthetic Accessibility Score:	5.436
Fsp3:	0.7
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:	-5.247
MDCK Permeability:	6.328009931166889e-06
Pgp-inhibitor:	0.03
Pgp-substrate:	0.987
Human Intestinal Absorption (HIA):	0.034
20% Bioavailability (F20%):	0.147
30% Bioavailability (F30%):	0.972

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.248
Plasma Protein Binding (PPB):	57.639686584472656%
Volume Distribution (VD):	0.59
Pgp-substrate:	38.370140075683594%

ADMET: Metabolism

CYP1A2-inhibitor:	0.037
CYP1A2-substrate:	0.791
CYP2C19-inhibitor:	0.235
CYP2C19-substrate:	0.064
CYP2C9-inhibitor:	0.102
CYP2C9-substrate:	0.172
CYP2D6-inhibitor:	0.029
CYP2D6-substrate:	0.064
CYP3A4-inhibitor:	0.73
CYP3A4-substrate:	0.265

ADMET: Excretion

Clearance (CL):	11.379
Half-life (T1/2):	0.804

ADMET: Toxicity

hERG Blockers:	0.05
Human Hepatotoxicity (H-HT):	0.27
Drug-inuced Liver Injury (DILI):	0.864
AMES Toxicity:	0.081
Rat Oral Acute Toxicity:	0.886
Maximum Recommended Daily Dose:	0.317
Skin Sensitization:	0.048
Carcinogencity:	0.549
Eye Corrosion:	0.003
Eye Irritation:	0.013
Respiratory Toxicity:	0.958

Download Data

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

Natural Product: NPC164845

Natural Product ID:	NPC164845
*Common Name:**	BHCRQXWMNOFEEK-OWPPUKJFSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	BHCRQXWMNOFEEK-OWPPUKJFSA-N
Standard InCHI:	InChI=1S/C20H26N4O3/c1-10-4-5-11-12-6-14(25)13(20(10,12)8-19(11,2)3)7-24-16-15(23-18(24)27)17(26)22-9-21-16/h9-13H,4-8H2,1-3H3,(H,23,27)(H,21,22,26)/t10-,11-,12+,13-,20-/m0/s1
SMILES:	C[C@H]1CC[C@H]2[C@H]3CC(=O)[C@H](Cn4c5c(c(ncn5)O)nc4O)[C@@]13CC2(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL469827
PubChem CID:	11574253
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids

*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
NPO11745	Subergorgia suberosa	Species	Subergorgiidae	Eukaryota	n.a.	Taiwanese gorgonian coral	n.a.	PMID[12088433]
NPO11745	Subergorgia suberosa	Species	Subergorgiidae	Eukaryota	n.a.	Taiwanese Gorgonian coral	n.a.	PMID[12141868]
NPO11745	Subergorgia suberosa	Species	Subergorgiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[16124781]
NPO11745	Subergorgia suberosa	Species	Subergorgiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18290631]
NPO11745	Subergorgia suberosa	Species	Subergorgiidae	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
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	8.87	ug.mL-1	PMID[564011]

☑ 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 NPC164845 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	487
0.1-0.2	11390
0.2-0.3	24613
0.3-0.4	4704
0.4-0.5	1229
0.5-0.6	206
0.6-0.7	64
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.7356	Intermediate Similarity	NPC472832
0.7356	Intermediate Similarity	NPC18308
0.7283	Intermediate Similarity	NPC472833
0.7261	Intermediate Similarity	NPC248007
0.7101	Intermediate Similarity	NPC89139
0.707	Intermediate Similarity	NPC139776
0.6989	Remote Similarity	NPC52238
0.6949	Remote Similarity	NPC313754
0.6949	Remote Similarity	NPC54320
0.6949	Remote Similarity	NPC311197
0.6941	Remote Similarity	NPC217656
0.6836	Remote Similarity	NPC472834
0.6782	Remote Similarity	NPC244700
0.6744	Remote Similarity	NPC476013
0.6744	Remote Similarity	NPC474986
0.6744	Remote Similarity	NPC476522
0.6727	Remote Similarity	NPC287876
0.6706	Remote Similarity	NPC296437
0.6705	Remote Similarity	NPC476521
0.6686	Remote Similarity	NPC476528
0.6686	Remote Similarity	NPC476433
0.6685	Remote Similarity	NPC261595
0.6667	Remote Similarity	NPC470266
0.6667	Remote Similarity	NPC14330
0.6649	Remote Similarity	NPC321458
0.6649	Remote Similarity	NPC324033
0.6647	Remote Similarity	NPC476520
0.6629	Remote Similarity	NPC476408
0.6436	Remote Similarity	NPC290959
0.6393	Remote Similarity	NPC93365
0.6379	Remote Similarity	NPC317821
0.6378	Remote Similarity	NPC265111
0.634	Remote Similarity	NPC473585
0.6327	Remote Similarity	NPC24589
0.6322	Remote Similarity	NPC129756
0.6303	Remote Similarity	NPC5707
0.6235	Remote Similarity	NPC246193
0.6231	Remote Similarity	NPC78941
0.6231	Remote Similarity	NPC282458
0.6201	Remote Similarity	NPC189068
0.6201	Remote Similarity	NPC164665
0.6183	Remote Similarity	NPC195140
0.6171	Remote Similarity	NPC33996
0.6167	Remote Similarity	NPC219313
0.6167	Remote Similarity	NPC309832
0.6145	Remote Similarity	NPC21448
0.6145	Remote Similarity	NPC156461
0.6145	Remote Similarity	NPC107374
0.6134	Remote Similarity	NPC313897
0.6124	Remote Similarity	NPC229974
0.6102	Remote Similarity	NPC209525
0.6102	Remote Similarity	NPC161659
0.6099	Remote Similarity	NPC136349
0.6077	Remote Similarity	NPC269827
0.6073	Remote Similarity	NPC325906
0.6048	Remote Similarity	NPC157821
0.6043	Remote Similarity	NPC239737
0.6034	Remote Similarity	NPC314152
0.6029	Remote Similarity	NPC276373
0.6021	Remote Similarity	NPC324484
0.602	Remote Similarity	NPC189261
0.6	Remote Similarity	NPC5802
0.6	Remote Similarity	NPC328479
0.5978	Remote Similarity	NPC150853
0.5968	Remote Similarity	NPC212551
0.5968	Remote Similarity	NPC302778
0.5946	Remote Similarity	NPC85689
0.5946	Remote Similarity	NPC185991
0.5946	Remote Similarity	NPC211025
0.5936	Remote Similarity	NPC174802
0.5922	Remote Similarity	NPC167285
0.5914	Remote Similarity	NPC472816
0.5914	Remote Similarity	NPC321814
0.5914	Remote Similarity	NPC207633
0.5912	Remote Similarity	NPC476564
0.5904	Remote Similarity	NPC224076
0.5886	Remote Similarity	NPC57279
0.5882	Remote Similarity	NPC164952
0.5882	Remote Similarity	NPC130586
0.5873	Remote Similarity	NPC226245
0.587	Remote Similarity	NPC121222
0.5862	Remote Similarity	NPC104011
0.586	Remote Similarity	NPC161224
0.5833	Remote Similarity	NPC226184
0.5833	Remote Similarity	NPC76544
0.5803	Remote Similarity	NPC323091
0.5789	Remote Similarity	NPC316618
0.5729	Remote Similarity	NPC326529
0.5723	Remote Similarity	NPC87981
0.5723	Remote Similarity	NPC174114
0.57	Remote Similarity	NPC319100
0.57	Remote Similarity	NPC324198
0.5685	Remote Similarity	NPC326082
0.567	Remote Similarity	NPC250178
0.5636	Remote Similarity	NPC312187
0.5636	Remote Similarity	NPC4837
0.5607	Remote Similarity	NPC109322
0.5604	Remote Similarity	NPC313514

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 NPC164845 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	215
0.1-0.2	1218
0.2-0.3	3738
0.3-0.4	2278
0.4-0.5	1374
0.5-0.6	254
0.6-0.7	70
0.7-0.8	3
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
0.7576	Intermediate Similarity	NPD1730	Discontinued
0.7261	Intermediate Similarity	NPD9084	Phase 2
0.7069	Intermediate Similarity	NPD214	Approved
0.7069	Intermediate Similarity	NPD213	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD5684	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD5683	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD5682	Phase 3
0.6949	Remote Similarity	NPD220	Clinical (unspecified phase)
0.6949	Remote Similarity	NPD219	Phase 3
0.6949	Remote Similarity	NPD216	Approved
0.6949	Remote Similarity	NPD217	Approved
0.6949	Remote Similarity	NPD218	Approved
0.6807	Remote Similarity	NPD9083	Clinical (unspecified phase)
0.6727	Remote Similarity	NPD8829	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD1058	Discontinued
0.6685	Remote Similarity	NPD247	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4054	Clinical (unspecified phase)
0.6497	Remote Similarity	NPD4182	Phase 3
0.6497	Remote Similarity	NPD4183	Phase 3
0.6471	Remote Similarity	NPD2647	Phase 3
0.6429	Remote Similarity	NPD248	Discontinued
0.6393	Remote Similarity	NPD546	Clinical (unspecified phase)
0.6369	Remote Similarity	NPD4709	Approved
0.6333	Remote Similarity	NPD3708	Phase 2
0.6319	Remote Similarity	NPD3107	Discontinued
0.6304	Remote Similarity	NPD2646	Discontinued
0.6304	Remote Similarity	NPD2624	Phase 2
0.6303	Remote Similarity	NPD8830	Phase 3
0.6243	Remote Similarity	NPD8121	Phase 3
0.6243	Remote Similarity	NPD8120	Approved
0.6218	Remote Similarity	NPD5666	Phase 2
0.6213	Remote Similarity	NPD870	Clinical (unspecified phase)
0.617	Remote Similarity	NPD3083	Approved
0.6145	Remote Similarity	NPD250	Approved
0.6145	Remote Similarity	NPD249	Approved
0.6145	Remote Similarity	NPD7158	Phase 1
0.6141	Remote Similarity	NPD1750	Clinical (unspecified phase)
0.6099	Remote Similarity	NPD548	Clinical (unspecified phase)
0.6089	Remote Similarity	NPD4240	Approved
0.6089	Remote Similarity	NPD1572	Phase 2
0.6082	Remote Similarity	NPD9633	Phase 3
0.6077	Remote Similarity	NPD195	Approved
0.6077	Remote Similarity	NPD186	Discovery
0.6073	Remote Similarity	NPD1777	Approved
0.6073	Remote Similarity	NPD1776	Approved
0.6064	Remote Similarity	NPD5321	Phase 3
0.6054	Remote Similarity	NPD1369	Phase 2
0.6043	Remote Similarity	NPD1732	Phase 3
0.6034	Remote Similarity	NPD185	Approved
0.6033	Remote Similarity	NPD7842	Phase 2
0.6032	Remote Similarity	NPD516	Clinical (unspecified phase)
0.6011	Remote Similarity	NPD193	Suspended
0.6	Remote Similarity	NPD9408	Phase 3
0.5967	Remote Similarity	NPD166	Approved
0.5965	Remote Similarity	NPD1775	Approved
0.5965	Remote Similarity	NPD1085	Approved
0.5956	Remote Similarity	NPD1571	Phase 2
0.5946	Remote Similarity	NPD283	Approved
0.5941	Remote Similarity	NPD6417	Clinical (unspecified phase)
0.5936	Remote Similarity	NPD339	Approved
0.5922	Remote Similarity	NPD3696	Approved
0.5922	Remote Similarity	NPD3695	Approved
0.5907	Remote Similarity	NPD7988	Suspended
0.5904	Remote Similarity	NPD169	Phase 2
0.5889	Remote Similarity	NPD2253	Discontinued
0.5886	Remote Similarity	NPD545	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD338	Approved
0.5882	Remote Similarity	NPD242	Approved
0.5872	Remote Similarity	NPD9366	Approved
0.5856	Remote Similarity	NPD2179	Discontinued
0.585	Remote Similarity	NPD4716	Approved
0.5841	Remote Similarity	NPD7323	Phase 2
0.5821	Remote Similarity	NPD4744	Clinical (unspecified phase)
0.5815	Remote Similarity	NPD7531	Clinical (unspecified phase)
0.5797	Remote Similarity	NPD3431	Approved
0.5797	Remote Similarity	NPD3430	Approved
0.5795	Remote Similarity	NPD547	Clinical (unspecified phase)
0.5794	Remote Similarity	NPD2965	Clinical (unspecified phase)
0.5789	Remote Similarity	NPD7023	Clinical (unspecified phase)
0.5765	Remote Similarity	NPD2221	Clinical (unspecified phase)
0.5764	Remote Similarity	NPD1692	Approved
0.5759	Remote Similarity	NPD8030	Approved
0.5758	Remote Similarity	NPD4089	Clinical (unspecified phase)
0.574	Remote Similarity	NPD307	Approved
0.5735	Remote Similarity	NPD5885	Approved
0.573	Remote Similarity	NPD1119	Phase 2
0.5722	Remote Similarity	NPD1808	Phase 1
0.5714	Remote Similarity	NPD6521	Phase 3
0.5714	Remote Similarity	NPD6520	Phase 3
0.5714	Remote Similarity	NPD5827	Discontinued
0.5707	Remote Similarity	NPD5969	Clinical (unspecified phase)
0.57	Remote Similarity	NPD4171	Clinical (unspecified phase)
0.5699	Remote Similarity	NPD775	Approved
0.5685	Remote Similarity	NPD3811	Discontinued
0.5683	Remote Similarity	NPD1117	Clinical (unspecified phase)
0.568	Remote Similarity	NPD578	Discontinued
0.5678	Remote Similarity	NPD3081	Clinical (unspecified phase)
0.5668	Remote Similarity	NPD796	Phase 2
0.5665	Remote Similarity	NPD2523	Phase 2
0.5665	Remote Similarity	NPD2526	Phase 2
0.5659	Remote Similarity	NPD4765	Approved
0.5659	Remote Similarity	NPD4764	Approved
0.5657	Remote Similarity	NPD1127	Approved
0.5657	Remote Similarity	NPD1128	Approved
0.565	Remote Similarity	NPD282	Approved
0.5648	Remote Similarity	NPD7103	Approved
0.5647	Remote Similarity	NPD580	Discontinued
0.5632	Remote Similarity	NPD281	Approved
0.5622	Remote Similarity	NPD2876	Phase 3
0.5622	Remote Similarity	NPD2877	Clinical (unspecified phase)
0.5617	Remote Similarity	NPD9626	Clinical (unspecified phase)
0.5611	Remote Similarity	NPD1120	Approved
0.5611	Remote Similarity	NPD1121	Approved
0.5604	Remote Similarity	NPD7138	Phase 2

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