Structure

Physi-Chem Properties

Molecular Weight:  256.2
Volume:  289.094
LogP:  3.896
LogD:  2.741
LogS:  -3.842
# Rotatable Bonds:  12
TPSA:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.421
Synthetic Accessibility Score:  2.863
Fsp3:  0.8
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.867
MDCK Permeability:  5.293756112223491e-05
Pgp-inhibitor:  0.492
Pgp-substrate:  0.002
Human Intestinal Absorption (HIA):  0.02
20% Bioavailability (F20%):  0.879
30% Bioavailability (F30%):  0.905

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.097
Plasma Protein Binding (PPB):  97.9171371459961%
Volume Distribution (VD):  0.24
Pgp-substrate:  1.9713621139526367%

ADMET: Metabolism

CYP1A2-inhibitor:  0.029
CYP1A2-substrate:  0.5
CYP2C19-inhibitor:  0.016
CYP2C19-substrate:  0.447
CYP2C9-inhibitor:  0.042
CYP2C9-substrate:  0.964
CYP2D6-inhibitor:  0.014
CYP2D6-substrate:  0.193
CYP3A4-inhibitor:  0.017
CYP3A4-substrate:  0.04

ADMET: Excretion

Clearance (CL):  3.202
Half-life (T1/2):  0.816

ADMET: Toxicity

hERG Blockers:  0.031
Human Hepatotoxicity (H-HT):  0.187
Drug-inuced Liver Injury (DILI):  0.014
AMES Toxicity:  0.003
Rat Oral Acute Toxicity:  0.012
Maximum Recommended Daily Dose:  0.654
Skin Sensitization:  0.91
Carcinogencity:  0.176
Eye Corrosion:  0.951
Eye Irritation:  0.977
Respiratory Toxicity:  0.119

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

  Natural Product: NPC52264

Natural Product ID:  NPC52264
Common Name*:   (E,7S)-7-Methoxytetradec-4-Enoic Acid
IUPAC Name:   (E,7S)-7-methoxytetradec-4-enoic acid
Synonyms:   (7S,4E)-Methoxytetradecenoic Acid
Standard InCHIKey:  DHIPOEWPWSLXNL-KGXGESDWSA-N
Standard InCHI:  InChI=1S/C15H28O3/c1-3-4-5-6-8-11-14(18-2)12-9-7-10-13-15(16)17/h7,9,14H,3-6,8,10-13H2,1-2H3,(H,16,17)/b9-7+/t14-/m0/s1
SMILES:  CCCCCCC[C@@H](C/C=C/CCC(=O)O)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1808197
PubChem CID:   11065049
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000262] Fatty acids and conjugates
          • [CHEMONTID:0002949] Long-chain fatty acids

*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
NPO30527 Lyngbya Genus Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[14695793]
NPO31273 Oscillatoria sp. Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[16930043]
NPO31273 Oscillatoria sp. Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[17328572]
NPO30527 Lyngbya Genus Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[18693761]
NPO31273 Oscillatoria sp. Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[20525864]
NPO30527 Lyngbya Genus Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[21155594]
NPO31273 Oscillatoria sp. Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[21473610]
NPO29939 Hormoscilla Genus Gomontiellaceae Bacteria n.a. n.a. n.a. PMID[21473610]
NPO30527 Lyngbya Genus Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[21650153]
NPO31273 Oscillatoria sp. Species Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[21999614]
NPO30527 Lyngbya Genus Oscillatoriaceae Bacteria n.a. n.a. n.a. PMID[24111939]

☑ 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
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency n.a. 89125.1 nM PMID[554090]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 517.4 nM PMID[554090]
NPT478 Individual Protein Ataxin-2 Homo sapiens Potency n.a. 39810.7 nM PMID[554090]
NPT101 Individual Protein Glucagon-like peptide 1 receptor Homo sapiens Potency n.a. 11220.2 nM PMID[554090]
NPT160 Individual Protein TAR DNA-binding protein 43 Homo sapiens Potency n.a. 11220.2 nM PMID[554090]
NPT2 Others Unspecified Activity = 7.77 % PMID[554089]
NPT8 Individual Protein DNA polymerase iota Homo sapiens Potency n.a. 56234.1 nM PMID[554090]

☑ 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 NPC52264 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
0.9804 High Similarity NPC137538
0.8947 High Similarity NPC328776
0.8947 High Similarity NPC201939
0.8947 High Similarity NPC320305
0.8772 High Similarity NPC243532
0.8644 High Similarity NPC328089
0.8644 High Similarity NPC68343
0.8621 High Similarity NPC321838
0.8393 Intermediate Similarity NPC327388
0.8333 Intermediate Similarity NPC281245
0.8246 Intermediate Similarity NPC323498
0.8246 Intermediate Similarity NPC211752
0.8246 Intermediate Similarity NPC323597
0.8182 Intermediate Similarity NPC139029
0.8182 Intermediate Similarity NPC36061
0.8182 Intermediate Similarity NPC294548
0.8182 Intermediate Similarity NPC1813
0.8113 Intermediate Similarity NPC207815
0.807 Intermediate Similarity NPC477201
0.8036 Intermediate Similarity NPC87564
0.8036 Intermediate Similarity NPC85813
0.8036 Intermediate Similarity NPC154245
0.8036 Intermediate Similarity NPC281972
0.8036 Intermediate Similarity NPC424
0.8036 Intermediate Similarity NPC261831
0.8036 Intermediate Similarity NPC6095
0.8036 Intermediate Similarity NPC290563
0.8036 Intermediate Similarity NPC88966
0.8036 Intermediate Similarity NPC32467
0.8036 Intermediate Similarity NPC25417
0.8033 Intermediate Similarity NPC470320
0.8 Intermediate Similarity NPC113293
0.8 Intermediate Similarity NPC92114
0.7969 Intermediate Similarity NPC317583
0.7963 Intermediate Similarity NPC59051
0.7937 Intermediate Similarity NPC127091
0.7937 Intermediate Similarity NPC271921
0.7937 Intermediate Similarity NPC148192
0.7937 Intermediate Similarity NPC26500
0.7937 Intermediate Similarity NPC99619
0.7937 Intermediate Similarity NPC22101
0.7937 Intermediate Similarity NPC104537
0.7937 Intermediate Similarity NPC330426
0.7931 Intermediate Similarity NPC323436
0.7903 Intermediate Similarity NPC255863
0.7903 Intermediate Similarity NPC245947
0.7903 Intermediate Similarity NPC318420
0.7903 Intermediate Similarity NPC326268
0.7903 Intermediate Similarity NPC136164
0.7895 Intermediate Similarity NPC10316
0.7895 Intermediate Similarity NPC128061
0.7895 Intermediate Similarity NPC28779
0.7895 Intermediate Similarity NPC223677
0.7895 Intermediate Similarity NPC200845
0.7869 Intermediate Similarity NPC29697
0.7857 Intermediate Similarity NPC139545
0.7857 Intermediate Similarity NPC71761
0.7857 Intermediate Similarity NPC321062
0.7857 Intermediate Similarity NPC309606
0.7857 Intermediate Similarity NPC39633
0.7857 Intermediate Similarity NPC70387
0.7833 Intermediate Similarity NPC328311
0.7833 Intermediate Similarity NPC327112
0.7812 Intermediate Similarity NPC48218
0.7812 Intermediate Similarity NPC473559
0.7812 Intermediate Similarity NPC324981
0.7812 Intermediate Similarity NPC141481
0.7778 Intermediate Similarity NPC5413
0.7778 Intermediate Similarity NPC163345
0.7778 Intermediate Similarity NPC149821
0.7759 Intermediate Similarity NPC187777
0.7759 Intermediate Similarity NPC18951
0.7759 Intermediate Similarity NPC179764
0.7742 Intermediate Similarity NPC226592
0.7705 Intermediate Similarity NPC66460
0.7705 Intermediate Similarity NPC325929
0.7705 Intermediate Similarity NPC271282
0.7692 Intermediate Similarity NPC475004
0.7692 Intermediate Similarity NPC470436
0.7667 Intermediate Similarity NPC106851
0.7667 Intermediate Similarity NPC274927
0.7667 Intermediate Similarity NPC329249
0.7656 Intermediate Similarity NPC473829
0.7656 Intermediate Similarity NPC475443
0.7656 Intermediate Similarity NPC25298
0.7636 Intermediate Similarity NPC224227
0.7627 Intermediate Similarity NPC225929
0.7619 Intermediate Similarity NPC476655
0.7619 Intermediate Similarity NPC476654
0.7619 Intermediate Similarity NPC476657
0.7612 Intermediate Similarity NPC470435
0.7593 Intermediate Similarity NPC216130
0.7593 Intermediate Similarity NPC207292
0.7593 Intermediate Similarity NPC91495
0.7593 Intermediate Similarity NPC180534
0.7586 Intermediate Similarity NPC473863
0.7586 Intermediate Similarity NPC54766
0.7586 Intermediate Similarity NPC228473
0.7586 Intermediate Similarity NPC274290
0.7581 Intermediate Similarity NPC54925
0.7576 Intermediate Similarity NPC42526
0.7576 Intermediate Similarity NPC476660
0.7547 Intermediate Similarity NPC117572
0.7541 Intermediate Similarity NPC143857
0.7541 Intermediate Similarity NPC321919
0.7541 Intermediate Similarity NPC229252
0.7541 Intermediate Similarity NPC235242
0.7541 Intermediate Similarity NPC81896
0.7541 Intermediate Similarity NPC251042
0.7541 Intermediate Similarity NPC174447
0.7541 Intermediate Similarity NPC122521
0.7538 Intermediate Similarity NPC474823
0.75 Intermediate Similarity NPC469373
0.75 Intermediate Similarity NPC262968
0.75 Intermediate Similarity NPC476656
0.75 Intermediate Similarity NPC252978
0.75 Intermediate Similarity NPC476659
0.75 Intermediate Similarity NPC28205
0.7463 Intermediate Similarity NPC320119
0.746 Intermediate Similarity NPC476658
0.7424 Intermediate Similarity NPC130618
0.7424 Intermediate Similarity NPC473772
0.7424 Intermediate Similarity NPC143396
0.7419 Intermediate Similarity NPC475984
0.7419 Intermediate Similarity NPC477829
0.7419 Intermediate Similarity NPC40082
0.7377 Intermediate Similarity NPC474267
0.7377 Intermediate Similarity NPC22897
0.7377 Intermediate Similarity NPC318306
0.7377 Intermediate Similarity NPC159650
0.7353 Intermediate Similarity NPC326024
0.7313 Intermediate Similarity NPC318766
0.7302 Intermediate Similarity NPC470965
0.7273 Intermediate Similarity NPC209327
0.7273 Intermediate Similarity NPC273508
0.7246 Intermediate Similarity NPC474321
0.7246 Intermediate Similarity NPC92558
0.7241 Intermediate Similarity NPC217188
0.7231 Intermediate Similarity NPC284447
0.7222 Intermediate Similarity NPC76976
0.7213 Intermediate Similarity NPC34416
0.7193 Intermediate Similarity NPC284212
0.7193 Intermediate Similarity NPC48162
0.7193 Intermediate Similarity NPC470411
0.717 Intermediate Similarity NPC270796
0.7167 Intermediate Similarity NPC324224
0.7167 Intermediate Similarity NPC325977
0.7167 Intermediate Similarity NPC472808
0.7164 Intermediate Similarity NPC236208
0.7164 Intermediate Similarity NPC199557
0.7164 Intermediate Similarity NPC101622
0.7143 Intermediate Similarity NPC260396
0.7121 Intermediate Similarity NPC478097
0.7121 Intermediate Similarity NPC478100
0.7121 Intermediate Similarity NPC49863
0.7119 Intermediate Similarity NPC49059
0.7119 Intermediate Similarity NPC322461
0.7119 Intermediate Similarity NPC256209
0.7101 Intermediate Similarity NPC325627
0.7101 Intermediate Similarity NPC329890
0.7101 Intermediate Similarity NPC329914
0.7101 Intermediate Similarity NPC185186
0.7101 Intermediate Similarity NPC327383
0.7097 Intermediate Similarity NPC478095
0.7097 Intermediate Similarity NPC322186
0.7097 Intermediate Similarity NPC322002
0.7097 Intermediate Similarity NPC222852
0.7091 Intermediate Similarity NPC42304
0.7077 Intermediate Similarity NPC320642
0.7077 Intermediate Similarity NPC323045
0.7077 Intermediate Similarity NPC317881
0.7077 Intermediate Similarity NPC323477
0.7077 Intermediate Similarity NPC478099
0.7077 Intermediate Similarity NPC478098
0.7069 Intermediate Similarity NPC18357
0.7069 Intermediate Similarity NPC170167
0.7069 Intermediate Similarity NPC161366
0.7059 Intermediate Similarity NPC4299
0.7049 Intermediate Similarity NPC44542
0.7042 Intermediate Similarity NPC49392
0.7042 Intermediate Similarity NPC190400
0.7015 Intermediate Similarity NPC218477
0.7 Intermediate Similarity NPC45626
0.7 Intermediate Similarity NPC227396
0.7 Intermediate Similarity NPC474672
0.7 Intermediate Similarity NPC472966
0.7 Intermediate Similarity NPC317899
0.697 Remote Similarity NPC478101
0.697 Remote Similarity NPC328653
0.697 Remote Similarity NPC83965
0.6957 Remote Similarity NPC477981
0.6957 Remote Similarity NPC477983
0.6949 Remote Similarity NPC187361
0.6949 Remote Similarity NPC284224
0.6949 Remote Similarity NPC26102
0.6949 Remote Similarity NPC477724
0.6944 Remote Similarity NPC474278
0.6944 Remote Similarity NPC475711
0.6935 Remote Similarity NPC267817
0.6935 Remote Similarity NPC478096

  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 NPC52264 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
0.8182 Intermediate Similarity NPD3172 Approved
0.8036 Intermediate Similarity NPD3194 Approved
0.8036 Intermediate Similarity NPD4266 Approved
0.8036 Intermediate Similarity NPD3196 Approved
0.8036 Intermediate Similarity NPD3195 Phase 2
0.8033 Intermediate Similarity NPD3197 Phase 1
0.7833 Intermediate Similarity NPD4246 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD3173 Approved
0.7593 Intermediate Similarity NPD622 Approved
0.7547 Intermediate Similarity NPD4222 Approved
0.7547 Intermediate Similarity NPD39 Approved
0.75 Intermediate Similarity NPD29 Approved
0.75 Intermediate Similarity NPD6109 Phase 1
0.75 Intermediate Similarity NPD28 Approved
0.7273 Intermediate Similarity NPD5343 Approved
0.7222 Intermediate Similarity NPD3174 Discontinued
0.717 Intermediate Similarity NPD5326 Phase 3
0.7121 Intermediate Similarity NPD4247 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD6097 Approved
0.7037 Intermediate Similarity NPD6096 Approved
0.6892 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6849 Remote Similarity NPD4271 Approved
0.6849 Remote Similarity NPD4268 Approved
0.68 Remote Similarity NPD5369 Approved
0.6667 Remote Similarity NPD4821 Approved
0.6667 Remote Similarity NPD4819 Approved
0.6667 Remote Similarity NPD4820 Approved
0.6667 Remote Similarity NPD4822 Approved
0.6623 Remote Similarity NPD5362 Discontinued
0.6623 Remote Similarity NPD7154 Phase 3
0.6494 Remote Similarity NPD4270 Approved
0.6494 Remote Similarity NPD6435 Approved
0.6494 Remote Similarity NPD4269 Approved
0.6486 Remote Similarity NPD4756 Discovery
0.6447 Remote Similarity NPD5368 Approved
0.6447 Remote Similarity NPD4252 Approved
0.641 Remote Similarity NPD5331 Approved
0.641 Remote Similarity NPD5332 Approved
0.64 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6375 Remote Similarity NPD5786 Approved
0.6375 Remote Similarity NPD4249 Approved
0.6364 Remote Similarity NPD4790 Discontinued
0.6333 Remote Similarity NPD6927 Phase 3
0.6324 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4251 Approved
0.6296 Remote Similarity NPD4250 Approved
0.6269 Remote Similarity NPD2664 Clinical (unspecified phase)
0.625 Remote Similarity NPD5363 Approved
0.6232 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6232 Remote Similarity NPD3704 Approved
0.6184 Remote Similarity NPD3732 Approved
0.6145 Remote Similarity NPD6101 Approved
0.6145 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6145 Remote Similarity NPD5370 Suspended
0.614 Remote Similarity NPD2699 Approved
0.6133 Remote Similarity NPD819 Approved
0.6133 Remote Similarity NPD818 Approved
0.6111 Remote Similarity NPD9448 Phase 2
0.6111 Remote Similarity NPD633 Phase 3
0.6071 Remote Similarity NPD5785 Approved
0.6049 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6032 Remote Similarity NPD3730 Approved
0.6032 Remote Similarity NPD3728 Approved
0.6 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6 Remote Similarity NPD7331 Phase 2
0.6 Remote Similarity NPD7983 Approved
0.6 Remote Similarity NPD6411 Approved
0.6 Remote Similarity NPD8039 Approved
0.5976 Remote Similarity NPD6422 Discontinued
0.593 Remote Similarity NPD5779 Approved
0.593 Remote Similarity NPD5778 Approved
0.5926 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5893 Remote Similarity NPD2270 Approved
0.5882 Remote Similarity NPD46 Approved
0.5882 Remote Similarity NPD6698 Approved
0.5882 Remote Similarity NPD7838 Discovery
0.5818 Remote Similarity NPD9655 Approved
0.5814 Remote Similarity NPD7637 Suspended
0.5795 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5781 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5763 Remote Similarity NPD4265 Approved
0.5747 Remote Similarity NPD6399 Phase 3
0.5747 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5738 Remote Similarity NPD4220 Pre-registration
0.573 Remote Similarity NPD7839 Suspended
0.5692 Remote Similarity NPD342 Phase 1
0.5679 Remote Similarity NPD5209 Approved
0.5679 Remote Similarity NPD3667 Approved
0.5672 Remote Similarity NPD585 Clinical (unspecified phase)
0.5663 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5652 Remote Similarity NPD368 Approved
0.5625 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5604 Remote Similarity NPD8029 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