NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	957.44
Volume:	894.174
LogP:	0.042
LogD:	0.515
LogS:	-2.812
# Rotatable Bonds:	16
TPSA:	333.34
# H-Bond Aceptor:	21
# H-Bond Donor:	10
# Rings:	7
# Heavy Atoms:	22

MedChem Properties

QED Drug-Likeness Score:	0.045
Synthetic Accessibility Score:	6.674
Fsp3:	1.0
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.233
MDCK Permeability:	0.0001818006276153028
Pgp-inhibitor:	0.022
Pgp-substrate:	0.924
Human Intestinal Absorption (HIA):	0.887
20% Bioavailability (F20%):	0.006
30% Bioavailability (F30%):	0.992

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.109
Plasma Protein Binding (PPB):	56.12881088256836%
Volume Distribution (VD):	0.106
Pgp-substrate:	13.421823501586914%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.73
CYP2C19-inhibitor:	0.001
CYP2C19-substrate:	0.09
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.009
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.06
CYP3A4-inhibitor:	0.018
CYP3A4-substrate:	0.008

ADMET: Excretion

Clearance (CL):	0.878
Half-life (T1/2):	0.441

ADMET: Toxicity

hERG Blockers:	0.47
Human Hepatotoxicity (H-HT):	0.217
Drug-inuced Liver Injury (DILI):	0.099
AMES Toxicity:	0.104
Rat Oral Acute Toxicity:	0.209
Maximum Recommended Daily Dose:	0.023
Skin Sensitization:	0.381
Carcinogencity:	0.115
Eye Corrosion:	0.003
Eye Irritation:	0.007
Respiratory Toxicity:	0.987

Download Data

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

Natural Product: NPC477225

Natural Product ID:	NPC477225
*Common Name:**	sodium;[(2S,3S,4R,5R)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(3S,6R)-6-[(3S,4R,6R,8S,9R,10S,13R,14S,15S,17R)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-4,6,8,15-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptan-3-yl]oxy-2-(hydroxymethyl)oxolan-3-yl] sulfate
IUPAC Name:	sodium;[(2S,3S,4R,5R)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(3S,6R)-6-[(3S,4R,6R,8S,9R,10S,13R,14S,15S,17R)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-4,6,8,15-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptan-3-yl]oxy-2-(hydroxymethyl)oxolan-3-yl] sulfate
Synonyms:
Standard InCHIKey:	QUDSLIJFWDWHCR-CVAIZGODSA-M
Standard InCHI:	InChI=1S/C43H74O21S.Na/c1-18(2)24(59-40-36(34(27(16-45)62-40)64-65(54,55)56)63-38-33(52)32(51)26(15-44)61-38)8-7-19(3)20-13-21(46)37-41(20,4)12-10-28-42(5)11-9-25(31(50)29(42)22(47)14-43(28,37)53)60-39-35(57-6)30(49)23(48)17-58-39;/h18-40,44-53H,7-17H2,1-6H3,(H,54,55,56);/q;+1/p-1/t19-,20-,21+,22-,23-,24+,25+,26+,27+,28-,29?,30+,31+,32+,33-,34+,35-,36-,37-,38+,39+,40-,41-,42-,43+;/m1./s1
SMILES:	C[C@H](CC[C@@H](C(C)C)O[C@H]1[C@@H]([C@H]([C@@H](O1)CO)OS(=O)(=O)[O-])O[C@H]2[C@@H]([C@H]([C@@H](O2)CO)O)O)[C@H]3C[C@@H]([C@@H]4[C@@]3(CC[C@H]5[C@]4(C[C@H](C6[C@@]5(CC[C@@H]([C@@H]6O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)OC)C)O)O)C)O.[Na+]
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	44577229
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides

*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
NPO3611	Hippasteria kurilensis	Species	Goniasteridae	Eukaryota	n.a.	at a depth of 100 m near Matua Island (Kuril Islands) in the Sea of Okhotsk	2003-JUL	PMID[18357996]
NPO3611	Hippasteria kurilensis	Species	Goniasteridae	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	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT7193	Organism	Strongylocentrotus nudus	Strongylocentrotus nudus	EC100	=	8.9	nM	PMID[18357996]

☑ 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 NPC477225 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	650
0.1-0.2	5683
0.2-0.3	14353
0.3-0.4	10313
0.4-0.5	5555
0.5-0.6	3552
0.6-0.7	1749
0.7-0.8	636
0.8-0.85	79
0.85-0.9	116
0.9-0.95	9
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9785	High Similarity	NPC473638
0.9362	High Similarity	NPC473287
0.9355	High Similarity	NPC473503
0.9355	High Similarity	NPC477224
0.9355	High Similarity	NPC3538
0.9355	High Similarity	NPC113500
0.9263	High Similarity	NPC477223
0.9263	High Similarity	NPC477222
0.9255	High Similarity	NPC469710
0.9247	High Similarity	NPC311246
0.9247	High Similarity	NPC476669
0.9247	High Similarity	NPC167644
0.9167	High Similarity	NPC473616
0.9149	High Similarity	NPC475325
0.914	High Similarity	NPC476668
0.914	High Similarity	NPC149966
0.914	High Similarity	NPC473637
0.914	High Similarity	NPC5632
0.914	High Similarity	NPC293609
0.9043	High Similarity	NPC277774
0.9032	High Similarity	NPC279329
0.9032	High Similarity	NPC473542
0.8958	High Similarity	NPC139271
0.8958	High Similarity	NPC121453
0.8958	High Similarity	NPC304011
0.8947	High Similarity	NPC252253
0.8947	High Similarity	NPC45959
0.8947	High Similarity	NPC175
0.8947	High Similarity	NPC473774
0.8947	High Similarity	NPC24960
0.8936	High Similarity	NPC36372
0.8925	High Similarity	NPC20822
0.8925	High Similarity	NPC82955
0.8925	High Similarity	NPC473472
0.8854	High Similarity	NPC473064
0.8854	High Similarity	NPC473067
0.8854	High Similarity	NPC473065
0.8854	High Similarity	NPC92196
0.8842	High Similarity	NPC88962
0.8842	High Similarity	NPC144790
0.8842	High Similarity	NPC149400
0.883	High Similarity	NPC223143
0.8817	High Similarity	NPC128475
0.8817	High Similarity	NPC281004
0.8788	High Similarity	NPC475574
0.8776	High Similarity	NPC473518
0.8763	High Similarity	NPC195297
0.8763	High Similarity	NPC142264
0.8763	High Similarity	NPC473601
0.8763	High Similarity	NPC476510
0.875	High Similarity	NPC305418
0.875	High Similarity	NPC174024
0.875	High Similarity	NPC291203
0.875	High Similarity	NPC475436
0.875	High Similarity	NPC309866
0.875	High Similarity	NPC179859
0.875	High Similarity	NPC222731
0.875	High Similarity	NPC217205
0.875	High Similarity	NPC253268
0.875	High Similarity	NPC294686
0.875	High Similarity	NPC312678
0.875	High Similarity	NPC291547
0.875	High Similarity	NPC473851
0.875	High Similarity	NPC131693
0.8737	High Similarity	NPC204881
0.8737	High Similarity	NPC473830
0.8737	High Similarity	NPC210759
0.8737	High Similarity	NPC229801
0.8737	High Similarity	NPC307167
0.8723	High Similarity	NPC102725
0.871	High Similarity	NPC161928
0.871	High Similarity	NPC210658
0.871	High Similarity	NPC140446
0.871	High Similarity	NPC43912
0.8673	High Similarity	NPC476112
0.8673	High Similarity	NPC470862
0.8673	High Similarity	NPC307534
0.8673	High Similarity	NPC470028
0.8673	High Similarity	NPC83137
0.8673	High Similarity	NPC274200
0.8673	High Similarity	NPC232611
0.8673	High Similarity	NPC51520
0.8673	High Similarity	NPC233649
0.8673	High Similarity	NPC303069
0.8673	High Similarity	NPC470861
0.8673	High Similarity	NPC115165
0.866	High Similarity	NPC211354
0.866	High Similarity	NPC475351
0.866	High Similarity	NPC474399
0.866	High Similarity	NPC107962
0.866	High Similarity	NPC6295
0.866	High Similarity	NPC206003
0.866	High Similarity	NPC19400
0.866	High Similarity	NPC473610
0.866	High Similarity	NPC107188
0.866	High Similarity	NPC473727
0.8646	High Similarity	NPC477547
0.8646	High Similarity	NPC249204
0.8646	High Similarity	NPC250393
0.8646	High Similarity	NPC172838
0.8646	High Similarity	NPC234352
0.8646	High Similarity	NPC477451
0.8646	High Similarity	NPC177834
0.8646	High Similarity	NPC48339
0.8646	High Similarity	NPC137004
0.8646	High Similarity	NPC297348
0.8646	High Similarity	NPC141769
0.8646	High Similarity	NPC325828
0.8632	High Similarity	NPC65550
0.8586	High Similarity	NPC291548
0.8586	High Similarity	NPC292775
0.8571	High Similarity	NPC116756
0.8571	High Similarity	NPC475625
0.8571	High Similarity	NPC475643
0.8571	High Similarity	NPC470864
0.8571	High Similarity	NPC287483
0.8571	High Similarity	NPC470865
0.8571	High Similarity	NPC284104
0.8571	High Similarity	NPC132080
0.8571	High Similarity	NPC128572
0.8571	High Similarity	NPC160426
0.8571	High Similarity	NPC184617
0.8571	High Similarity	NPC30856
0.8571	High Similarity	NPC98018
0.8571	High Similarity	NPC470863
0.8571	High Similarity	NPC232037
0.8571	High Similarity	NPC470866
0.8571	High Similarity	NPC103616
0.8571	High Similarity	NPC97700
0.8571	High Similarity	NPC84111
0.8558	High Similarity	NPC474573
0.8557	High Similarity	NPC30687
0.8557	High Similarity	NPC471464
0.8557	High Similarity	NPC264101
0.8542	High Similarity	NPC59006
0.8526	High Similarity	NPC131466
0.8511	High Similarity	NPC472396
0.8495	Intermediate Similarity	NPC273290
0.8495	Intermediate Similarity	NPC290612
0.8495	Intermediate Similarity	NPC232044
0.8485	Intermediate Similarity	NPC475207
0.8469	Intermediate Similarity	NPC477494
0.8462	Intermediate Similarity	NPC475634
0.8454	Intermediate Similarity	NPC473726
0.8454	Intermediate Similarity	NPC182740
0.8454	Intermediate Similarity	NPC122083
0.8454	Intermediate Similarity	NPC256104
0.8454	Intermediate Similarity	NPC211845
0.8416	Intermediate Similarity	NPC472081
0.8416	Intermediate Similarity	NPC476512
0.8416	Intermediate Similarity	NPC108227
0.8387	Intermediate Similarity	NPC227260
0.8384	Intermediate Similarity	NPC237071
0.8384	Intermediate Similarity	NPC203434
0.8384	Intermediate Similarity	NPC296936
0.8384	Intermediate Similarity	NPC238796
0.8333	Intermediate Similarity	NPC114700
0.8333	Intermediate Similarity	NPC134967
0.8333	Intermediate Similarity	NPC470029
0.8333	Intermediate Similarity	NPC310138
0.8333	Intermediate Similarity	NPC228059
0.8318	Intermediate Similarity	NPC475312
0.8317	Intermediate Similarity	NPC470030
0.83	Intermediate Similarity	NPC470591
0.8283	Intermediate Similarity	NPC57964
0.8283	Intermediate Similarity	NPC21897
0.8283	Intermediate Similarity	NPC94582
0.8273	Intermediate Similarity	NPC476691
0.8273	Intermediate Similarity	NPC476692
0.8252	Intermediate Similarity	NPC476837
0.8252	Intermediate Similarity	NPC139181
0.8252	Intermediate Similarity	NPC97260
0.8211	Intermediate Similarity	NPC471240
0.82	Intermediate Similarity	NPC156377
0.8191	Intermediate Similarity	NPC320824
0.8182	Intermediate Similarity	NPC191915
0.8182	Intermediate Similarity	NPC151214
0.8173	Intermediate Similarity	NPC475521
0.8172	Intermediate Similarity	NPC470611
0.8172	Intermediate Similarity	NPC296734
0.8119	Intermediate Similarity	NPC210157
0.8085	Intermediate Similarity	NPC241959
0.8081	Intermediate Similarity	NPC224003
0.8081	Intermediate Similarity	NPC18724
0.8081	Intermediate Similarity	NPC323231
0.8081	Intermediate Similarity	NPC171741
0.8081	Intermediate Similarity	NPC470623
0.8073	Intermediate Similarity	NPC476693
0.8058	Intermediate Similarity	NPC31346
0.8058	Intermediate Similarity	NPC476839
0.8058	Intermediate Similarity	NPC477172
0.8058	Intermediate Similarity	NPC478106
0.8058	Intermediate Similarity	NPC476838
0.8021	Intermediate Similarity	NPC268633
0.802	Intermediate Similarity	NPC252056
0.802	Intermediate Similarity	NPC472989
0.802	Intermediate Similarity	NPC145553
0.8	Intermediate Similarity	NPC474156
0.8	Intermediate Similarity	NPC475365
0.8	Intermediate Similarity	NPC267238

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 NPC477225 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	582
0.1-0.2	4870
0.2-0.3	2626
0.3-0.4	572
0.4-0.5	336
0.5-0.6	130
0.6-0.7	27
0.7-0.8	6
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8646	High Similarity	NPD8171	Discontinued
0.7957	Intermediate Similarity	NPD6928	Phase 2
0.783	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.7265	Intermediate Similarity	NPD7516	Approved
0.7179	Intermediate Similarity	NPD7327	Approved
0.7179	Intermediate Similarity	NPD7328	Approved
0.7143	Intermediate Similarity	NPD8380	Approved
0.7143	Intermediate Similarity	NPD8335	Approved
0.7143	Intermediate Similarity	NPD8378	Approved
0.7143	Intermediate Similarity	NPD8379	Approved
0.7143	Intermediate Similarity	NPD8296	Approved
0.7075	Intermediate Similarity	NPD7991	Discontinued
0.7059	Intermediate Similarity	NPD8377	Approved
0.7059	Intermediate Similarity	NPD8294	Approved
0.7	Intermediate Similarity	NPD8033	Approved
0.6983	Remote Similarity	NPD8133	Approved
0.6882	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.664	Remote Similarity	NPD7507	Approved
0.6614	Remote Similarity	NPD7319	Approved
0.6598	Remote Similarity	NPD1811	Approved
0.6598	Remote Similarity	NPD1810	Approved
0.6496	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6466	Remote Similarity	NPD6412	Phase 2
0.6458	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.6452	Remote Similarity	NPD7503	Approved
0.6406	Remote Similarity	NPD7736	Approved
0.6344	Remote Similarity	NPD371	Approved
0.6316	Remote Similarity	NPD1700	Approved
0.6311	Remote Similarity	NPD6940	Discontinued
0.6289	Remote Similarity	NPD2254	Approved
0.6289	Remote Similarity	NPD2687	Approved
0.6289	Remote Similarity	NPD4787	Phase 1
0.6289	Remote Similarity	NPD2686	Approved
0.6271	Remote Similarity	NPD8174	Phase 2
0.627	Remote Similarity	NPD6370	Approved
0.6202	Remote Similarity	NPD8293	Discontinued
0.619	Remote Similarity	NPD3669	Approved
0.619	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6176	Remote Similarity	NPD6118	Approved
0.6176	Remote Similarity	NPD6115	Approved
0.6176	Remote Similarity	NPD6697	Approved
0.6176	Remote Similarity	NPD6114	Approved
0.6165	Remote Similarity	NPD8450	Suspended
0.6129	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD6059	Approved
0.6111	Remote Similarity	NPD6054	Approved
0.609	Remote Similarity	NPD8449	Approved
0.6078	Remote Similarity	NPD6116	Phase 1
0.6017	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.6017	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.5986	Remote Similarity	NPD7625	Phase 1
0.598	Remote Similarity	NPD6117	Approved
0.5969	Remote Similarity	NPD8328	Phase 3
0.5969	Remote Similarity	NPD6067	Discontinued
0.5954	Remote Similarity	NPD7078	Approved
0.5938	Remote Similarity	NPD6015	Approved
0.5938	Remote Similarity	NPD6016	Approved
0.5923	Remote Similarity	NPD7492	Approved
0.5905	Remote Similarity	NPD7525	Registered
0.5891	Remote Similarity	NPD5988	Approved
0.5878	Remote Similarity	NPD6616	Approved
0.5818	Remote Similarity	NPD7524	Approved
0.5804	Remote Similarity	NPD6700	Approved
0.5804	Remote Similarity	NPD6701	Clinical (unspecified phase)
0.5784	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.5752	Remote Similarity	NPD6703	Approved
0.5752	Remote Similarity	NPD8035	Phase 2
0.5752	Remote Similarity	NPD6702	Approved
0.5752	Remote Similarity	NPD8034	Phase 2
0.5743	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.5743	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.5738	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.5738	Remote Similarity	NPD6686	Approved
0.5728	Remote Similarity	NPD3702	Approved
0.5728	Remote Similarity	NPD3703	Phase 2
0.568	Remote Similarity	NPD6882	Approved
0.568	Remote Similarity	NPD8297	Approved
0.5672	Remote Similarity	NPD6033	Approved
0.5644	Remote Similarity	NPD4245	Approved
0.5644	Remote Similarity	NPD4244	Approved
0.563	Remote Similarity	NPD4159	Approved
0.5625	Remote Similarity	NPD6009	Approved
0.5615	Remote Similarity	NPD6319	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