NPASS Compound

Structure

NPC296143 OpenBabel07101718192D 80 85 0 0 1 0 0 0 0 0999 V2000 -12.2753 -1.8126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4491 7.5991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.6398 2.7735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9078 4.3433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2216 -6.6338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9470 -6.7848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8547 -4.9314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2735 -5.9248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9998 0.7320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4415 7.4248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9886 -6.4248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2098 -1.7735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.8489 -0.9935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8717 6.6928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7150 7.7539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5240 7.1661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9060 7.1661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1895 4.6280 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5871 2.9745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8430 -1.9745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.8207 3.3471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1279 -6.2112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8509 -5.0185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.4262 -0.0872 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8679 6.6057 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.5621 -5.6057 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3906 -2.3471 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.0056 5.1994 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0157 3.7905 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.4144 -2.7905 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.2150 6.2150 0.0000 C 0 0 2 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 -10.9144 2.9245 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.2150 -5.2150 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4245 -4.1994 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.4301 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2905 5.6994 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.1395 -4.6994 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5157 -1.9245 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.7716 4.5566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6585 4.5566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7716 -3.5566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2302 -5.0414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2564 1.9848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6585 -3.5566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1998 -5.0414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1998 6.0414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1736 1.9848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2564 -0.9848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2302 6.0414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1736 -0.9848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1395 5.6994 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5157 2.9245 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.9144 -1.9245 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.4144 3.7905 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2905 -4.6994 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.2150 -5.2150 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -11.4301 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4245 5.1994 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.0056 -4.1994 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0157 -2.7905 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2150 6.2150 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 -9.5583 -5.6928 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4778 -3.3433 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.4787 5.2637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9513 5.2637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.4787 -4.2637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9714 -6.0073 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.2223 2.2436 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9513 -4.2637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4587 -6.0073 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9714 7.0073 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7923 -1.2436 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2867 5.0490 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.1661 2.0716 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -10.2640 -1.0716 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 24 1 0 0 0 0 4 24 1 0 0 0 0 5 25 1 0 0 0 0 6 25 1 0 0 0 0 7 26 1 0 0 0 0 8 26 1 0 0 0 0 13 27 1 0 0 0 0 14 28 1 0 0 0 0 15 17 1 0 0 0 0 15 19 1 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 19 65 1 0 0 0 0 20 66 1 0 0 0 0 21 78 1 0 0 0 0 22 79 1 0 0 0 0 23 80 1 0 0 0 0 27 9 1 6 0 0 0 28 10 1 1 0 0 0 29 11 1 1 0 0 0 29 67 1 0 0 0 0 30 12 1 1 0 0 0 30 68 1 0 0 0 0 31 21 1 6 0 0 0 31 43 1 0 0 0 0 31 55 1 0 0 0 0 32 22 1 6 0 0 0 32 44 1 0 0 0 0 32 56 1 0 0 0 0 33 23 1 6 0 0 0 33 45 1 0 0 0 0 33 57 1 0 0 0 0 34 17 1 1 0 0 0 34 50 1 0 0 0 0 34 65 1 0 0 0 0 35 18 1 1 0 0 0 35 51 1 0 0 0 0 35 66 1 0 0 0 0 36 24 1 6 0 0 0 36 47 1 0 0 0 0 36 58 1 0 0 0 0 37 25 1 6 0 0 0 37 46 1 0 0 0 0 37 60 1 0 0 0 0 38 26 1 6 0 0 0 38 48 1 0 0 0 0 38 59 1 0 0 0 0 39 27 1 1 0 0 0 39 52 1 0 0 0 0 39 61 1 0 0 0 0 40 28 1 6 0 0 0 40 53 1 0 0 0 0 40 62 1 0 0 0 0 41 29 1 6 0 0 0 41 49 1 0 0 0 0 41 63 1 0 0 0 0 42 30 1 6 0 0 0 42 54 1 0 0 0 0 42 64 1 0 0 0 0 43 58 2 3 0 0 0 43 69 1 0 0 0 0 44 62 2 3 0 0 0 44 70 1 0 0 0 0 45 63 2 3 0 0 0 45 71 1 0 0 0 0 46 59 2 3 0 0 0 46 72 1 0 0 0 0 47 61 2 3 0 0 0 47 73 1 0 0 0 0 48 64 2 3 0 0 0 48 74 1 0 0 0 0 49 60 2 3 0 0 0 49 75 1 0 0 0 0 50 55 2 0 0 0 0 50 78 1 0 0 0 0 51 56 2 0 0 0 0 51 79 1 0 0 0 0 52 57 2 0 0 0 0 52 80 1 0 0 0 0 53 65 1 0 0 0 0 53 76 2 0 0 0 0 54 66 1 0 0 0 0 54 77 2 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1174.57
Volume:	1143.744
LogP:	4.707
LogD:	3.021
LogS:	-2.591
# Rotatable Bonds:	9
TPSA:	335.82
# H-Bond Aceptor:	23
# H-Bond Donor:	9
# Rings:	6
# Heavy Atoms:	26

MedChem Properties

QED Drug-Likeness Score:	0.157
Synthetic Accessibility Score:	7.802
Fsp3:	0.778
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.258
MDCK Permeability:	3.714990816661157e-05
Pgp-inhibitor:	0.988
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.994
20% Bioavailability (F20%):	0.965
30% Bioavailability (F30%):	0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.297
Plasma Protein Binding (PPB):	88.69368743896484%
Volume Distribution (VD):	0.8
Pgp-substrate:	3.444786310195923%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.001
CYP2C19-inhibitor:	0.015
CYP2C19-substrate:	0.049
CYP2C9-inhibitor:	0.005
CYP2C9-substrate:	0.02
CYP2D6-inhibitor:	0.004
CYP2D6-substrate:	0.034
CYP3A4-inhibitor:	0.087
CYP3A4-substrate:	0.037

ADMET: Excretion

Clearance (CL):	0.8
Half-life (T1/2):	0.662

ADMET: Toxicity

hERG Blockers:	0.0
Human Hepatotoxicity (H-HT):	1.0
Drug-inuced Liver Injury (DILI):	0.982
AMES Toxicity:	0.003
Rat Oral Acute Toxicity:	0.021
Maximum Recommended Daily Dose:	0.018
Skin Sensitization:	0.057
Carcinogencity:	0.014
Eye Corrosion:	0.003
Eye Irritation:	0.003
Respiratory Toxicity:	0.948

Download Data

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

Natural Product: NPC296143

Natural Product ID:	NPC296143
*Common Name:**	Cycloforskamide
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	LCNUZNAEJUHWTH-DCIMLLCUSA-N
Standard InCHI:	InChI=1S/C54H86N12O11S3/c1-13-27(9)39-52-57-33(23-80-52)45(71)63-41(29(11)67)49(75)60-37(25(5)6)46(72)59-38(26(7)8)48(74)64-42(30(12)68)54(77)66-20-16-18-35(66)51-56-32(22-79-51)44(70)62-40(28(10)14-2)53(76)65-19-15-17-34(65)50-55-31(21-78-50)43(69)58-36(24(3)4)47(73)61-39/h24-42,67-68H,13-23H2,1-12H3,(H,58,69)(H,59,72)(H,60,75)(H,61,73)(H,62,70)(H,63,71)(H,64,74)/t27-,28-,29+,30+,31-,32-,33-,34+,35+,36-,37-,38-,39+,40-,41-,42-/m0/s1
SMILES:	CC[C@H](C)[C@@H]1C2=N[C@@H](CS2)C(=N[C@@H]([C@@H](C)O)C(=N[C@@H](C(C)C)C(=N[C@@H](C(C)C)C(=N[C@@H]([C@@H](C)O)C(=O)N2CCC[C@@H]2C2=N[C@@H](CS2)C(=N[C@@H]([C@@H](C)CC)C(=O)N2CCC[C@@H]2C2=N[C@@H](CS2)C(=N[C@@H](C(C)C)C(=N1)O)O)O)O)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2407436
PubChem CID:	71747326
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0000013] Amino acids, peptides, and analogues [CHEMONTID:0000348] Peptides [CHEMONTID:0004831] Oligopeptides

*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
NPO32802	Pleurobranchus forskalii	Species	Pleurobranchidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15332867]
NPO32802	Pleurobranchus forskalii	Species	Pleurobranchidae	Eukaryota	n.a.	n.a.	n.a.	PMID[23848233]
NPO32802	Pleurobranchus forskalii	Species	Pleurobranchidae	Eukaryota	n.a.	n.a.	n.a.	PMID[8786369]

☑ 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
NPT168	Cell Line	P388	Mus musculus	IC50	=	5800.0	nM	PMID[486709]

☑ 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 NPC296143 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	404
0.1-0.2	20628
0.2-0.3	18217
0.3-0.4	2583
0.4-0.5	664
0.5-0.6	160
0.6-0.7	36
0.7-0.8	4
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.6636	Remote Similarity	NPC477539
0.6635	Remote Similarity	NPC476302
0.6538	Remote Similarity	NPC476117
0.6538	Remote Similarity	NPC476243
0.6538	Remote Similarity	NPC476156
0.6538	Remote Similarity	NPC476137
0.6442	Remote Similarity	NPC31756
0.64	Remote Similarity	NPC473819
0.6371	Remote Similarity	NPC63191
0.6371	Remote Similarity	NPC471202
0.6348	Remote Similarity	NPC134504
0.6348	Remote Similarity	NPC47076
0.6333	Remote Similarity	NPC241394
0.625	Remote Similarity	NPC128303
0.6207	Remote Similarity	NPC473597
0.6195	Remote Similarity	NPC477538
0.6071	Remote Similarity	NPC473495
0.6019	Remote Similarity	NPC470783
0.6018	Remote Similarity	NPC275715
0.6	Remote Similarity	NPC469899
0.6	Remote Similarity	NPC62263
0.6	Remote Similarity	NPC173763
0.6	Remote Similarity	NPC471098
0.5968	Remote Similarity	NPC67009
0.5966	Remote Similarity	NPC220234
0.5965	Remote Similarity	NPC475801
0.5965	Remote Similarity	NPC474593
0.5913	Remote Similarity	NPC474576
0.5902	Remote Similarity	NPC476877
0.5877	Remote Similarity	NPC193386
0.5833	Remote Similarity	NPC475440
0.582	Remote Similarity	NPC5864
0.582	Remote Similarity	NPC301148
0.582	Remote Similarity	NPC124554
0.5818	Remote Similarity	NPC84128
0.5818	Remote Similarity	NPC53858
0.5806	Remote Similarity	NPC475637
0.5806	Remote Similarity	NPC476876
0.5727	Remote Similarity	NPC475542
0.5726	Remote Similarity	NPC124549
0.5726	Remote Similarity	NPC315237
0.5714	Remote Similarity	NPC117829
0.5701	Remote Similarity	NPC470782
0.5688	Remote Similarity	NPC312315
0.566	Remote Similarity	NPC209156
0.5649	Remote Similarity	NPC296043
0.5645	Remote Similarity	NPC198344
0.5606	Remote Similarity	NPC329216
0.56	Remote Similarity	NPC323720

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 NPC296143 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	103
0.1-0.2	3266
0.2-0.3	4626
0.3-0.4	917
0.4-0.5	189
0.5-0.6	42
0.6-0.7	7
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
0.6696	Remote Similarity	NPD7841	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD8038	Phase 2
0.6514	Remote Similarity	NPD3177	Phase 3
0.6321	Remote Similarity	NPD7762	Phase 2
0.6321	Remote Similarity	NPD7763	Phase 2
0.6187	Remote Similarity	NPD5767	Discontinued
0.6	Remote Similarity	NPD9577	Approved
0.5893	Remote Similarity	NPD7760	Phase 2
0.5893	Remote Similarity	NPD7759	Phase 2
0.5865	Remote Similarity	NPD1806	Approved
0.5852	Remote Similarity	NPD2148	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD4815	Discontinued
0.5833	Remote Similarity	NPD2645	Approved
0.5752	Remote Similarity	NPD5791	Phase 2
0.5752	Remote Similarity	NPD3723	Clinical (unspecified phase)
0.5748	Remote Similarity	NPD4260	Discontinued
0.5746	Remote Similarity	NPD1748	Approved
0.5735	Remote Similarity	NPD3677	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD3733	Clinical (unspecified phase)
0.5641	Remote Similarity	NPD5792	Clinical (unspecified phase)
0.5641	Remote Similarity	NPD4780	Clinical (unspecified phase)
0.5641	Remote Similarity	NPD4261	Phase 1
0.5639	Remote Similarity	NPD3159	Discontinued
0.5636	Remote Similarity	NPD9578	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