Structure

Physi-Chem Properties

Molecular Weight:  370.31
Volume:  418.956
LogP:  6.701
LogD:  5.451
LogS:  -5.581
# Rotatable Bonds:  19
TPSA:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.23
Synthetic Accessibility Score:  3.074
Fsp3:  0.909
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
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:  -4.65
MDCK Permeability:  2.161185329896398e-05
Pgp-inhibitor:  0.939
Pgp-substrate:  0.003
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.942
30% Bioavailability (F30%):  0.97

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.082
Plasma Protein Binding (PPB):  97.0879898071289%
Volume Distribution (VD):  0.726
Pgp-substrate:  1.5215593576431274%

ADMET: Metabolism

CYP1A2-inhibitor:  0.493
CYP1A2-substrate:  0.196
CYP2C19-inhibitor:  0.486
CYP2C19-substrate:  0.101
CYP2C9-inhibitor:  0.433
CYP2C9-substrate:  0.168
CYP2D6-inhibitor:  0.905
CYP2D6-substrate:  0.081
CYP3A4-inhibitor:  0.862
CYP3A4-substrate:  0.156

ADMET: Excretion

Clearance (CL):  8.332
Half-life (T1/2):  0.6

ADMET: Toxicity

hERG Blockers:  0.26
Human Hepatotoxicity (H-HT):  0.102
Drug-inuced Liver Injury (DILI):  0.035
AMES Toxicity:  0.003
Rat Oral Acute Toxicity:  0.007
Maximum Recommended Daily Dose:  0.415
Skin Sensitization:  0.96
Carcinogencity:  0.11
Eye Corrosion:  0.975
Eye Irritation:  0.655
Respiratory Toxicity:  0.473

Download Data

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

  Natural Product: NPC308301

Natural Product ID:  NPC308301
Common Name*:   Bis(2-Ethylhexyl) Hexanedioate
IUPAC Name:   bis(2-ethylhexyl) hexanedioate
Synonyms:  
Standard InCHIKey:  SAOKZLXYCUGLFA-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C22H42O4/c1-5-9-13-19(7-3)17-25-21(23)15-11-12-16-22(24)26-18-20(8-4)14-10-6-2/h19-20H,5-18H2,1-4H3
SMILES:  CCCCC(COC(=O)CCCCC(=O)OCC(CCCC)CC)CC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1414950
PubChem CID:   7641
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000324] Fatty acid esters

*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
NPO14484 Echinacea purpurea Species Asteraceae Eukaryota root n.a. n.a. PMID[15921428]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. leaf n.a. PMID[18409045]
NPO14484 Echinacea purpurea Species Asteraceae Eukaryota flowers n.a. n.a. PMID[19374389]
NPO29141 Panax ginseng Species Araliaceae Eukaryota flower buds n.a. n.a. PMID[19926279]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. root n.a. PMID[2092947]
NPO29141 Panax ginseng Species Araliaceae Eukaryota berry n.a. n.a. PMID[21216145]
NPO29141 Panax ginseng Species Araliaceae Eukaryota leaves n.a. n.a. PMID[24290061]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[24968750]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[25152999]
NPO29141 Panax ginseng Species Araliaceae Eukaryota stems-leaves n.a. n.a. PMID[26420067]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. stem n.a. PMID[27914541]
NPO29141 Panax ginseng Species Araliaceae Eukaryota Flower Buds n.a. n.a. PMID[28345906]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[32129622]
NPO14484 Echinacea purpurea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO14484 Echinacea purpurea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14484 Echinacea purpurea Species Asteraceae 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

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT210 Individual Protein Thyroid stimulating hormone receptor Homo sapiens Potency = 79.4 nM PMID[480185]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency = 19952.6 nM PMID[480186]
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 12589.3 nM PMID[480185]
NPT524 Individual Protein Serine-protein kinase ATM Homo sapiens Potency = 25118.9 nM PMID[480186]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 19952.6 nM PMID[480185]
NPT532 Individual Protein Lysine-specific demethylase 4A Homo sapiens Potency n.a. 56234.1 nM PMID[480186]
NPT63 Individual Protein Bromodomain adjacent to zinc finger domain protein 2B Homo sapiens Potency n.a. 2238.7 nM PMID[480186]
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency n.a. 20.0 nM PMID[480187]
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency n.a. 56234.1 nM PMID[480186]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 145.8 nM PMID[480186]
NPT1417 Individual Protein Transcriptional regulator ERG Homo sapiens Potency n.a. 125892.5 nM PMID[480186]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 206.0 nM PMID[480186]
NPT103 Individual Protein Nuclear receptor ROR-gamma Homo sapiens Potency n.a. 5308.0 nM PMID[480185]
NPT1417 Individual Protein Transcriptional regulator ERG Homo sapiens Potency n.a. 28183.8 nM PMID[480186]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 7375.3 nM PMID[480186]
NPT2 Others Unspecified Potency n.a. 1728.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 389 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 4855.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 68589.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 24541.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 30637.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 61130.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 61343.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 34495.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 48310.9 nM PubChem BioAssay data set

☑ 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 NPC308301 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9318 High Similarity NPC249754
0.8571 High Similarity NPC81263
0.8333 Intermediate Similarity NPC316546
0.8261 Intermediate Similarity NPC282440
0.8095 Intermediate Similarity NPC14608
0.8 Intermediate Similarity NPC236579
0.8 Intermediate Similarity NPC203531
0.7959 Intermediate Similarity NPC305182
0.7857 Intermediate Similarity NPC154642
0.7857 Intermediate Similarity NPC80396
0.7778 Intermediate Similarity NPC248763
0.7778 Intermediate Similarity NPC53541
0.7778 Intermediate Similarity NPC325452
0.7727 Intermediate Similarity NPC80234
0.766 Intermediate Similarity NPC47363
0.766 Intermediate Similarity NPC287231
0.7619 Intermediate Similarity NPC155872
0.7556 Intermediate Similarity NPC149299
0.7556 Intermediate Similarity NPC250028
0.7556 Intermediate Similarity NPC12156
0.7556 Intermediate Similarity NPC40597
0.7556 Intermediate Similarity NPC256163
0.7556 Intermediate Similarity NPC165533
0.7556 Intermediate Similarity NPC161097
0.7556 Intermediate Similarity NPC28598
0.7551 Intermediate Similarity NPC477878
0.7551 Intermediate Similarity NPC324793
0.7451 Intermediate Similarity NPC314084
0.7447 Intermediate Similarity NPC317128
0.7442 Intermediate Similarity NPC80641
0.7381 Intermediate Similarity NPC154396
0.7381 Intermediate Similarity NPC57499
0.7347 Intermediate Similarity NPC21844
0.7333 Intermediate Similarity NPC31551
0.7333 Intermediate Similarity NPC3531
0.7333 Intermediate Similarity NPC219536
0.7333 Intermediate Similarity NPC223249
0.7321 Intermediate Similarity NPC470363
0.7321 Intermediate Similarity NPC472020
0.7321 Intermediate Similarity NPC472019
0.7321 Intermediate Similarity NPC226602
0.7273 Intermediate Similarity NPC128996
0.7255 Intermediate Similarity NPC55678
0.7234 Intermediate Similarity NPC325102
0.7193 Intermediate Similarity NPC472021
0.717 Intermediate Similarity NPC72722
0.7143 Intermediate Similarity NPC322892
0.7143 Intermediate Similarity NPC286695
0.7143 Intermediate Similarity NPC30195
0.7143 Intermediate Similarity NPC178643
0.7143 Intermediate Similarity NPC41007
0.7143 Intermediate Similarity NPC314679
0.7143 Intermediate Similarity NPC35371
0.7143 Intermediate Similarity NPC168714
0.7143 Intermediate Similarity NPC12438
0.7115 Intermediate Similarity NPC287811
0.7111 Intermediate Similarity NPC22903
0.7111 Intermediate Similarity NPC54980
0.7111 Intermediate Similarity NPC305660
0.7111 Intermediate Similarity NPC201622
0.7059 Intermediate Similarity NPC26253
0.7018 Intermediate Similarity NPC125506
0.6977 Remote Similarity NPC286498
0.6939 Remote Similarity NPC55023
0.6905 Remote Similarity NPC40965
0.6905 Remote Similarity NPC12904
0.6889 Remote Similarity NPC252843
0.6863 Remote Similarity NPC13105
0.6863 Remote Similarity NPC106872
0.6833 Remote Similarity NPC314103
0.6818 Remote Similarity NPC289344
0.6818 Remote Similarity NPC218357
0.6818 Remote Similarity NPC301398
0.6818 Remote Similarity NPC223374
0.6818 Remote Similarity NPC196442
0.6818 Remote Similarity NPC86545
0.68 Remote Similarity NPC52700
0.68 Remote Similarity NPC63182
0.68 Remote Similarity NPC105329
0.68 Remote Similarity NPC145045
0.6774 Remote Similarity NPC286842
0.6727 Remote Similarity NPC53463
0.6727 Remote Similarity NPC469937
0.6727 Remote Similarity NPC23155
0.6727 Remote Similarity NPC320588
0.6727 Remote Similarity NPC319589
0.6721 Remote Similarity NPC215987
0.6721 Remote Similarity NPC476330
0.6721 Remote Similarity NPC306805
0.6721 Remote Similarity NPC469926
0.6667 Remote Similarity NPC310746
0.6667 Remote Similarity NPC216407
0.6667 Remote Similarity NPC171736
0.6667 Remote Similarity NPC170167
0.6667 Remote Similarity NPC324004
0.6667 Remote Similarity NPC326957
0.6667 Remote Similarity NPC149184
0.6667 Remote Similarity NPC474552
0.6667 Remote Similarity NPC216630
0.6667 Remote Similarity NPC328497
0.6667 Remote Similarity NPC21374
0.6667 Remote Similarity NPC209970
0.6667 Remote Similarity NPC235788
0.6667 Remote Similarity NPC307783
0.6667 Remote Similarity NPC196924
0.6667 Remote Similarity NPC82315
0.6613 Remote Similarity NPC135043
0.6613 Remote Similarity NPC315525
0.6604 Remote Similarity NPC142103
0.66 Remote Similarity NPC273545
0.6596 Remote Similarity NPC94368
0.6531 Remote Similarity NPC67462
0.6531 Remote Similarity NPC129972
0.6531 Remote Similarity NPC176500
0.6531 Remote Similarity NPC301528
0.6531 Remote Similarity NPC71317
0.6508 Remote Similarity NPC469925
0.65 Remote Similarity NPC469922
0.65 Remote Similarity NPC469923
0.65 Remote Similarity NPC306750
0.6481 Remote Similarity NPC274261
0.6481 Remote Similarity NPC244452
0.6481 Remote Similarity NPC291724
0.6471 Remote Similarity NPC172042
0.6462 Remote Similarity NPC470268
0.6444 Remote Similarity NPC156630
0.6441 Remote Similarity NPC469924
0.6441 Remote Similarity NPC475821
0.6429 Remote Similarity NPC127696
0.6415 Remote Similarity NPC250919
0.64 Remote Similarity NPC74845
0.6364 Remote Similarity NPC469940
0.6333 Remote Similarity NPC45097
0.6327 Remote Similarity NPC103286
0.6327 Remote Similarity NPC163746
0.6316 Remote Similarity NPC200845
0.6316 Remote Similarity NPC10316
0.6316 Remote Similarity NPC223677
0.6316 Remote Similarity NPC28779
0.6316 Remote Similarity NPC128061
0.6308 Remote Similarity NPC178541
0.6296 Remote Similarity NPC90904
0.6296 Remote Similarity NPC289388
0.629 Remote Similarity NPC34883
0.6275 Remote Similarity NPC8219
0.6269 Remote Similarity NPC475230
0.6269 Remote Similarity NPC473775
0.6269 Remote Similarity NPC473699
0.6269 Remote Similarity NPC474100
0.6269 Remote Similarity NPC51249
0.6269 Remote Similarity NPC475260
0.6269 Remote Similarity NPC475232
0.625 Remote Similarity NPC294085
0.625 Remote Similarity NPC183424
0.625 Remote Similarity NPC279026
0.625 Remote Similarity NPC118968
0.625 Remote Similarity NPC301585
0.625 Remote Similarity NPC201844
0.625 Remote Similarity NPC261080
0.625 Remote Similarity NPC301696
0.625 Remote Similarity NPC14227
0.625 Remote Similarity NPC113928
0.625 Remote Similarity NPC214610
0.625 Remote Similarity NPC154186
0.6212 Remote Similarity NPC472017
0.6212 Remote Similarity NPC475310
0.6207 Remote Similarity NPC473936
0.62 Remote Similarity NPC474125
0.62 Remote Similarity NPC474126
0.619 Remote Similarity NPC317739
0.619 Remote Similarity NPC281943
0.619 Remote Similarity NPC157518
0.6176 Remote Similarity NPC474551
0.6176 Remote Similarity NPC140287
0.617 Remote Similarity NPC69245
0.6154 Remote Similarity NPC319007
0.6119 Remote Similarity NPC478227
0.6119 Remote Similarity NPC470243
0.6111 Remote Similarity NPC304162
0.6111 Remote Similarity NPC476469
0.6111 Remote Similarity NPC223675
0.6111 Remote Similarity NPC163345
0.6087 Remote Similarity NPC179858
0.6087 Remote Similarity NPC228411
0.6087 Remote Similarity NPC317203
0.6087 Remote Similarity NPC477934
0.6087 Remote Similarity NPC324762
0.6087 Remote Similarity NPC474419
0.6078 Remote Similarity NPC255837
0.6078 Remote Similarity NPC19305
0.6066 Remote Similarity NPC204173
0.6066 Remote Similarity NPC478126
0.6061 Remote Similarity NPC295788
0.6061 Remote Similarity NPC28526
0.6042 Remote Similarity NPC268826
0.6042 Remote Similarity NPC73245
0.6042 Remote Similarity NPC325454
0.6029 Remote Similarity NPC470237
0.6029 Remote Similarity NPC109510
0.6029 Remote Similarity NPC474543

  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 NPC308301 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8095 Intermediate Similarity NPD9449 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD2266 Phase 2
0.766 Intermediate Similarity NPD2699 Approved
0.7619 Intermediate Similarity NPD9447 Approved
0.7551 Intermediate Similarity NPD6125 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD9450 Approved
0.7333 Intermediate Similarity NPD77 Approved
0.7273 Intermediate Similarity NPD4279 Approved
0.7143 Intermediate Similarity NPD634 Phase 3
0.7111 Intermediate Similarity NPD3206 Approved
0.7037 Intermediate Similarity NPD3729 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD4280 Approved
0.6981 Remote Similarity NPD3186 Phase 1
0.6875 Remote Similarity NPD387 Clinical (unspecified phase)
0.6727 Remote Similarity NPD3730 Approved
0.6727 Remote Similarity NPD3728 Approved
0.6724 Remote Similarity NPD3198 Approved
0.6667 Remote Similarity NPD2270 Approved
0.6557 Remote Similarity NPD7909 Approved
0.6458 Remote Similarity NPD9635 Discontinued
0.6308 Remote Similarity NPD3725 Approved
0.6308 Remote Similarity NPD3726 Approved
0.6275 Remote Similarity NPD3199 Clinical (unspecified phase)
0.625 Remote Similarity NPD9448 Phase 2
0.625 Remote Similarity NPD633 Phase 3
0.625 Remote Similarity NPD9655 Approved
0.6222 Remote Similarity NPD900 Approved
0.614 Remote Similarity NPD615 Clinical (unspecified phase)
0.6119 Remote Similarity NPD5777 Approved
0.6061 Remote Similarity NPD2696 Approved
0.6061 Remote Similarity NPD2694 Approved
0.6061 Remote Similarity NPD2695 Approved
0.6061 Remote Similarity NPD2697 Approved
0.5938 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5926 Remote Similarity NPD5343 Approved
0.5893 Remote Similarity NPD9638 Phase 2
0.5857 Remote Similarity NPD2257 Approved
0.5833 Remote Similarity NPD4802 Phase 2
0.5833 Remote Similarity NPD4238 Approved
0.58 Remote Similarity NPD1460 Approved
0.5763 Remote Similarity NPD9454 Approved
0.5672 Remote Similarity NPD3724 Clinical (unspecified phase)
0.5672 Remote Similarity NPD229 Approved
0.5634 Remote Similarity NPD8039 Approved
0.5634 Remote Similarity NPD3702 Approved
0.5614 Remote Similarity NPD29 Approved
0.5614 Remote Similarity NPD7348 Clinical (unspecified phase)
0.5614 Remote Similarity NPD28 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