NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	652.38
Volume:	642.157
LogP:	3.598
LogD:	3.035
LogS:	-4.507
# Rotatable Bonds:	6
TPSA:	134.53
# H-Bond Aceptor:	11
# H-Bond Donor:	3
# Rings:	9
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.366
Synthetic Accessibility Score:	7.613
Fsp3:	1.0
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:	-5.221
MDCK Permeability:	0.00011316456220811233
Pgp-inhibitor:	0.885
Pgp-substrate:	0.692
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.004
30% Bioavailability (F30%):	0.064

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.007
Plasma Protein Binding (PPB):	58.02444839477539%
Volume Distribution (VD):	0.576
Pgp-substrate:	7.6405158042907715%

ADMET: Metabolism

CYP1A2-inhibitor:	0.002
CYP1A2-substrate:	0.989
CYP2C19-inhibitor:	0.004
CYP2C19-substrate:	0.678
CYP2C9-inhibitor:	0.003
CYP2C9-substrate:	0.004
CYP2D6-inhibitor:	0.005
CYP2D6-substrate:	0.132
CYP3A4-inhibitor:	0.141
CYP3A4-substrate:	0.476

ADMET: Excretion

Clearance (CL):	3.831
Half-life (T1/2):	0.445

ADMET: Toxicity

hERG Blockers:	0.939
Human Hepatotoxicity (H-HT):	0.8
Drug-inuced Liver Injury (DILI):	0.178
AMES Toxicity:	0.092
Rat Oral Acute Toxicity:	0.504
Maximum Recommended Daily Dose:	0.521
Skin Sensitization:	0.228
Carcinogencity:	0.018
Eye Corrosion:	0.003
Eye Irritation:	0.008
Respiratory Toxicity:	0.98

Download Data

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

Natural Product: NPC477494

Natural Product ID:	NPC477494
*Common Name:**	(2S,3R,4R,5R,6R)-2-[(2R,3R,4R,6R)-6-[[(2S,3S,6S,8S,11R,14R,17R,18S,19S)-19-hydroxy-3,13,18-trimethyl-12,20-dioxahexacyclo[11.6.1.02,11.03,8.011,17.014,18]icosan-6-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-6-methyloxane-3,5-diol
IUPAC Name:	(2S,3R,4R,5R,6R)-2-[(2R,3R,4R,6R)-6-[[(2S,3S,6S,8S,11R,14R,17R,18S,19S)-19-hydroxy-3,13,18-trimethyl-12,20-dioxahexacyclo[11.6.1.02,11.03,8.011,17.014,18]icosan-6-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-6-methyloxane-3,5-diol
Synonyms:
Standard InCHIKey:	GGLFJRGOZFRYPI-LSJLSSNNSA-N
Standard InCHI:	InChI=1S/C35H56O11/c1-16-24(36)27(40-7)25(37)31(42-16)44-26-17(2)41-23(15-20(26)39-6)43-19-11-12-32(3)18(14-19)10-13-35-22-9-8-21-33(22,4)30(38)28(29(32)35)45-34(21,5)46-35/h16-31,36-38H,8-15H2,1-7H3/t16-,17-,18+,19+,20-,21-,22-,23+,24-,25-,26-,27-,28?,29-,30-,31+,32+,33-,34?,35-/m1/s1
SMILES:	C[C@@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@H]2OC)O[C@H]3CC[C@]4([C@H](C3)CC[C@]56[C@@H]4C7[C@H]([C@]8([C@H]5CC[C@H]8C(O7)(O6)C)C)O)C)C)O)OC)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	118724171
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0002105] Glycosyl compounds [CHEMONTID:0002207] O-glycosyl compounds

*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
NPO23320	Marsdenia tenacissima	Species	Apocynaceae	Eukaryota	stems	Simao County, Yunnan Province, China	2005-MAR	PMID[25215856]
NPO23320	Marsdenia tenacissima	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23320	Marsdenia tenacissima	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]

☑ 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	2
Others	1

Activity Type	# Activity
Others	3

Target ID	Target Type	Target Name	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified	Ratio IC50	=	198	n.a.	PMID[25215856]
NPT2	Others	Unspecified	IC50	=	140	nM	PMID[25215856]
NPT2	Others	Unspecified	IC50	=	27700	nM	PMID[25215856]

☑ 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 NPC477494 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	579
0.1-0.2	5043
0.2-0.3	12658
0.3-0.4	11501
0.4-0.5	5530
0.5-0.6	3639
0.6-0.7	2075
0.7-0.8	1220
0.8-0.85	211
0.85-0.9	151
0.9-0.95	86
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9432	High Similarity	NPC131466
0.9341	High Similarity	NPC92196
0.9231	High Similarity	NPC309866
0.9231	High Similarity	NPC305418
0.9222	High Similarity	NPC204881
0.9222	High Similarity	NPC473830
0.9222	High Similarity	NPC210759
0.9222	High Similarity	NPC293609
0.9222	High Similarity	NPC307167
0.9222	High Similarity	NPC229801
0.9205	High Similarity	NPC43912
0.9205	High Similarity	NPC140446
0.914	High Similarity	NPC477222
0.914	High Similarity	NPC477223
0.913	High Similarity	NPC94582
0.913	High Similarity	NPC57964
0.9121	High Similarity	NPC137004
0.9121	High Similarity	NPC277774
0.9121	High Similarity	NPC172838
0.9111	High Similarity	NPC65550
0.9111	High Similarity	NPC279329
0.9043	High Similarity	NPC473518
0.9032	High Similarity	NPC304011
0.9032	High Similarity	NPC121453
0.9032	High Similarity	NPC473601
0.9032	High Similarity	NPC195297
0.9032	High Similarity	NPC139271
0.9022	High Similarity	NPC471464
0.9022	High Similarity	NPC222731
0.9022	High Similarity	NPC77717
0.9022	High Similarity	NPC477224
0.9022	High Similarity	NPC179859
0.9022	High Similarity	NPC471373
0.9022	High Similarity	NPC475436
0.9022	High Similarity	NPC312678
0.9022	High Similarity	NPC264101
0.9022	High Similarity	NPC473774
0.9022	High Similarity	NPC131693
0.9022	High Similarity	NPC45959
0.9022	High Similarity	NPC267238
0.9022	High Similarity	NPC148593
0.9022	High Similarity	NPC253611
0.9022	High Similarity	NPC473851
0.9022	High Similarity	NPC3538
0.9022	High Similarity	NPC294686
0.9022	High Similarity	NPC291547
0.9022	High Similarity	NPC24960
0.9022	High Similarity	NPC253268
0.9022	High Similarity	NPC252253
0.9022	High Similarity	NPC113500
0.9022	High Similarity	NPC174024
0.9011	High Similarity	NPC36372
0.9	High Similarity	NPC82955
0.9	High Similarity	NPC473472
0.8977	High Similarity	NPC290612
0.8936	High Similarity	NPC51520
0.8936	High Similarity	NPC83137
0.8936	High Similarity	NPC470861
0.8936	High Similarity	NPC307534
0.8936	High Similarity	NPC115165
0.8936	High Similarity	NPC303069
0.8936	High Similarity	NPC476112
0.8936	High Similarity	NPC232611
0.8936	High Similarity	NPC274200
0.8936	High Similarity	NPC470862
0.8925	High Similarity	NPC471429
0.8925	High Similarity	NPC189575
0.8925	High Similarity	NPC106701
0.8925	High Similarity	NPC205129
0.8925	High Similarity	NPC107188
0.8925	High Similarity	NPC473610
0.8925	High Similarity	NPC474399
0.8925	High Similarity	NPC473727
0.8925	High Similarity	NPC475351
0.8925	High Similarity	NPC206003
0.8925	High Similarity	NPC471425
0.8925	High Similarity	NPC19400
0.8925	High Similarity	NPC6295
0.8925	High Similarity	NPC471424
0.8925	High Similarity	NPC107962
0.8925	High Similarity	NPC211354
0.8913	High Similarity	NPC171741
0.8913	High Similarity	NPC325828
0.8913	High Similarity	NPC311246
0.8913	High Similarity	NPC250393
0.8913	High Similarity	NPC477547
0.8913	High Similarity	NPC18724
0.8913	High Similarity	NPC177834
0.8913	High Similarity	NPC470623
0.8913	High Similarity	NPC149400
0.8913	High Similarity	NPC249204
0.8913	High Similarity	NPC48339
0.8913	High Similarity	NPC141769
0.8913	High Similarity	NPC323231
0.8913	High Similarity	NPC297348
0.8913	High Similarity	NPC234352
0.8913	High Similarity	NPC88962
0.8913	High Similarity	NPC167644
0.8913	High Similarity	NPC224003
0.8913	High Similarity	NPC144790
0.8913	High Similarity	NPC477451
0.8913	High Similarity	NPC473726
0.8901	High Similarity	NPC223143
0.8889	High Similarity	NPC281004
0.8842	High Similarity	NPC291548
0.883	High Similarity	NPC476510
0.883	High Similarity	NPC470864
0.883	High Similarity	NPC184617
0.883	High Similarity	NPC116756
0.883	High Similarity	NPC284104
0.883	High Similarity	NPC237071
0.883	High Similarity	NPC470866
0.883	High Similarity	NPC203434
0.883	High Similarity	NPC470865
0.883	High Similarity	NPC470863
0.883	High Similarity	NPC128572
0.883	High Similarity	NPC132080
0.883	High Similarity	NPC98018
0.883	High Similarity	NPC142264
0.883	High Similarity	NPC475625
0.883	High Similarity	NPC473287
0.883	High Similarity	NPC97700
0.883	High Similarity	NPC296936
0.883	High Similarity	NPC30856
0.883	High Similarity	NPC287483
0.883	High Similarity	NPC160426
0.883	High Similarity	NPC238796
0.883	High Similarity	NPC103616
0.883	High Similarity	NPC84111
0.883	High Similarity	NPC232037
0.883	High Similarity	NPC475643
0.8817	High Similarity	NPC473503
0.8817	High Similarity	NPC291203
0.8817	High Similarity	NPC217205
0.8804	High Similarity	NPC149966
0.8804	High Similarity	NPC5632
0.8791	High Similarity	NPC102725
0.875	High Similarity	NPC241959
0.875	High Similarity	NPC51579
0.8737	High Similarity	NPC470028
0.8737	High Similarity	NPC233649
0.8737	High Similarity	NPC470591
0.8723	High Similarity	NPC469710
0.871	High Similarity	NPC476669
0.8696	High Similarity	NPC473542
0.866	High Similarity	NPC476839
0.866	High Similarity	NPC476838
0.866	High Similarity	NPC475574
0.8646	High Similarity	NPC473616
0.8646	High Similarity	NPC471375
0.8646	High Similarity	NPC473638
0.8646	High Similarity	NPC471374
0.8646	High Similarity	NPC209798
0.8617	High Similarity	NPC191915
0.8617	High Similarity	NPC175
0.8617	High Similarity	NPC475325
0.8617	High Similarity	NPC151214
0.8602	High Similarity	NPC473637
0.8602	High Similarity	NPC476668
0.8587	High Similarity	NPC20822
0.8586	High Similarity	NPC475521
0.8586	High Similarity	NPC476361
0.8586	High Similarity	NPC476360
0.8557	High Similarity	NPC471427
0.8557	High Similarity	NPC471426
0.8557	High Similarity	NPC471428
0.8542	High Similarity	NPC475207
0.8542	High Similarity	NPC210157
0.8526	High Similarity	NPC473065
0.8526	High Similarity	NPC473067
0.8526	High Similarity	NPC473064
0.8515	High Similarity	NPC246124
0.8515	High Similarity	NPC180183
0.8469	Intermediate Similarity	NPC472081
0.8469	Intermediate Similarity	NPC108227
0.8469	Intermediate Similarity	NPC477225
0.8469	Intermediate Similarity	NPC476512
0.8462	Intermediate Similarity	NPC471240
0.8438	Intermediate Similarity	NPC252056
0.8438	Intermediate Similarity	NPC472989
0.8416	Intermediate Similarity	NPC63368
0.8416	Intermediate Similarity	NPC14946
0.8416	Intermediate Similarity	NPC181467
0.8416	Intermediate Similarity	NPC208650
0.84	Intermediate Similarity	NPC165033
0.84	Intermediate Similarity	NPC273879
0.8384	Intermediate Similarity	NPC470029
0.8384	Intermediate Similarity	NPC310138
0.8384	Intermediate Similarity	NPC134967
0.8384	Intermediate Similarity	NPC114700
0.837	Intermediate Similarity	NPC472396
0.8365	Intermediate Similarity	NPC477492
0.8333	Intermediate Similarity	NPC6931
0.8333	Intermediate Similarity	NPC159005
0.8317	Intermediate Similarity	NPC160816
0.8317	Intermediate Similarity	NPC208477
0.8317	Intermediate Similarity	NPC194842
0.8317	Intermediate Similarity	NPC127801
0.8317	Intermediate Similarity	NPC269627
0.8317	Intermediate Similarity	NPC152584

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 NPC477494 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	563
0.1-0.2	4594
0.2-0.3	2784
0.3-0.4	643
0.4-0.5	320
0.5-0.6	190
0.6-0.7	40
0.7-0.8	14
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8913	High Similarity	NPD8171	Discontinued
0.8039	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.7609	Intermediate Similarity	NPD6928	Phase 2
0.7456	Intermediate Similarity	NPD8378	Approved
0.7456	Intermediate Similarity	NPD8296	Approved
0.7456	Intermediate Similarity	NPD8380	Approved
0.7456	Intermediate Similarity	NPD8335	Approved
0.7456	Intermediate Similarity	NPD8379	Approved
0.7455	Intermediate Similarity	NPD8133	Approved
0.7368	Intermediate Similarity	NPD8294	Approved
0.7368	Intermediate Similarity	NPD8377	Approved
0.7281	Intermediate Similarity	NPD7516	Approved
0.7273	Intermediate Similarity	NPD4267	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD7327	Approved
0.7193	Intermediate Similarity	NPD7328	Approved
0.7155	Intermediate Similarity	NPD8033	Approved
0.7143	Intermediate Similarity	NPD1810	Approved
0.7143	Intermediate Similarity	NPD1811	Approved
0.7	Intermediate Similarity	NPD7532	Clinical (unspecified phase)
0.6937	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6813	Remote Similarity	NPD2686	Approved
0.6813	Remote Similarity	NPD2254	Approved
0.6813	Remote Similarity	NPD2687	Approved
0.6762	Remote Similarity	NPD7991	Discontinued
0.6705	Remote Similarity	NPD371	Approved
0.6667	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3669	Approved
0.6667	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6583	Remote Similarity	NPD7503	Approved
0.6581	Remote Similarity	NPD6940	Discontinued
0.6549	Remote Similarity	NPD8174	Phase 2
0.6504	Remote Similarity	NPD7507	Approved
0.6495	Remote Similarity	NPD6115	Approved
0.6495	Remote Similarity	NPD6114	Approved
0.6495	Remote Similarity	NPD6118	Approved
0.6495	Remote Similarity	NPD6697	Approved
0.648	Remote Similarity	NPD7319	Approved
0.646	Remote Similarity	NPD6412	Phase 2
0.6392	Remote Similarity	NPD6116	Phase 1
0.6341	Remote Similarity	NPD8328	Phase 3
0.6328	Remote Similarity	NPD8449	Approved
0.6289	Remote Similarity	NPD6117	Approved
0.6279	Remote Similarity	NPD8450	Suspended
0.6277	Remote Similarity	NPD4787	Phase 1
0.62	Remote Similarity	NPD7525	Registered
0.618	Remote Similarity	NPD6123	Approved
0.6142	Remote Similarity	NPD7736	Approved
0.6121	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6095	Remote Similarity	NPD7524	Approved
0.6082	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6042	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.6042	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.602	Remote Similarity	NPD3703	Phase 2
0.6019	Remote Similarity	NPD8034	Phase 2
0.6019	Remote Similarity	NPD8035	Phase 2
0.6	Remote Similarity	NPD6370	Approved
0.5983	Remote Similarity	NPD6686	Approved
0.598	Remote Similarity	NPD1779	Approved
0.598	Remote Similarity	NPD1780	Approved
0.5938	Remote Similarity	NPD8293	Discontinued
0.5932	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.592	Remote Similarity	NPD8517	Approved
0.592	Remote Similarity	NPD8515	Approved
0.592	Remote Similarity	NPD8516	Approved
0.5877	Remote Similarity	NPD1700	Approved
0.5857	Remote Similarity	NPD7625	Phase 1
0.584	Remote Similarity	NPD6059	Approved
0.584	Remote Similarity	NPD6054	Approved
0.5833	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.581	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.5794	Remote Similarity	NPD8513	Phase 3
0.5784	Remote Similarity	NPD7645	Phase 2
0.5755	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.575	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.5729	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.5729	Remote Similarity	NPD5360	Phase 3
0.5714	Remote Similarity	NPD6695	Phase 3
0.5702	Remote Similarity	NPD7638	Approved
0.5701	Remote Similarity	NPD8308	Discontinued
0.57	Remote Similarity	NPD3702	Approved
0.5669	Remote Similarity	NPD6921	Approved
0.5669	Remote Similarity	NPD6016	Approved
0.5669	Remote Similarity	NPD6015	Approved
0.5659	Remote Similarity	NPD7492	Approved
0.5656	Remote Similarity	NPD6882	Approved
0.5656	Remote Similarity	NPD8297	Approved
0.5652	Remote Similarity	NPD7639	Approved
0.5652	Remote Similarity	NPD7640	Approved
0.5648	Remote Similarity	NPD7750	Discontinued
0.5636	Remote Similarity	NPD6701	Clinical (unspecified phase)
0.5636	Remote Similarity	NPD6700	Approved
0.5625	Remote Similarity	NPD5988	Approved
0.5615	Remote Similarity	NPD6616	Approved
0.5612	Remote Similarity	NPD4245	Approved
0.5612	Remote Similarity	NPD4244	Approved
0.5612	Remote Similarity	NPD4789	Approved
0.5603	Remote Similarity	NPD4159	Approved
0.56	Remote Similarity	NPD6009	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