Structure

Physi-Chem Properties

Molecular Weight:  194.13
Volume:  217.223
LogP:  2.993
LogD:  2.69
LogS:  -2.606
# Rotatable Bonds:  3
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.499
Synthetic Accessibility Score:  3.592
Fsp3:  0.583
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.312
MDCK Permeability:  2.3979593606782146e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.003
Human Intestinal Absorption (HIA):  0.012
20% Bioavailability (F20%):  0.544
30% Bioavailability (F30%):  0.082

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.978
Plasma Protein Binding (PPB):  67.1866683959961%
Volume Distribution (VD):  1.586
Pgp-substrate:  25.469974517822266%

ADMET: Metabolism

CYP1A2-inhibitor:  0.238
CYP1A2-substrate:  0.171
CYP2C19-inhibitor:  0.051
CYP2C19-substrate:  0.808
CYP2C9-inhibitor:  0.04
CYP2C9-substrate:  0.813
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.794
CYP3A4-inhibitor:  0.123
CYP3A4-substrate:  0.293

ADMET: Excretion

Clearance (CL):  8.186
Half-life (T1/2):  0.334

ADMET: Toxicity

hERG Blockers:  0.014
Human Hepatotoxicity (H-HT):  0.873
Drug-inuced Liver Injury (DILI):  0.183
AMES Toxicity:  0.013
Rat Oral Acute Toxicity:  0.015
Maximum Recommended Daily Dose:  0.16
Skin Sensitization:  0.136
Carcinogencity:  0.652
Eye Corrosion:  0.754
Eye Irritation:  0.956
Respiratory Toxicity:  0.735

Download Data

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

  Natural Product: NPC19241

Natural Product ID:  NPC19241
Common Name*:   (2-Methyl-5-Prop-1-En-2-Ylcyclohex-2-En-1-Yl) Acetate
IUPAC Name:   (2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl) acetate
Synonyms:  
Standard InCHIKey:  YTHRBOFHFYZBRJ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C12H18O2/c1-8(2)11-6-5-9(3)12(7-11)14-10(4)13/h5,11-12H,1,6-7H2,2-4H3
SMILES:  CC(=O)OC1CC(CC=C1C)C(=C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1351619
PubChem CID:   7335
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001549] Monoterpenoids
          • [CHEMONTID:0001401] Menthane monoterpenoids

*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
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.1016/j.foodchem.2009.03.042]
NPO12620 Carum carvi Species Apiaceae Eukaryota n.a. seed n.a. DOI[10.1016/j.indcrop.2012.04.060]
NPO12620 Carum carvi Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0031-9422(02)00288-1]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.3136/fstr.15.499]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/AJB10.140]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/AJB2010.000-3252]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers Tongxiang, China n.a. PMID[24621197]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota Flowers n.a. n.a. PMID[28248102]
NPO12620 Carum carvi Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO12620 Carum carvi Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO12620 Carum carvi Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO12620 Carum carvi Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO12620 Carum carvi Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12620 Carum carvi Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12620 Carum carvi Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20440 Chrysanthemum x morifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12620 Carum carvi Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20440 Chrysanthemum x morifolium 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
NPO12620 NPC19241 Other (raw) Plant 5.5 5.5 5.5 mg/100g Database [DUKE]
NPO12620 NPC19241 Other (raw) Seed 6.75 4.5 9 mg/100g Database [DUKE]

☑ 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
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 79432.8 nM PMID[482591]
NPT210 Individual Protein Thyroid stimulating hormone receptor Homo sapiens Potency = 794.3 nM PMID[482591]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 66824.2 nM PMID[482591]
NPT158 Individual Protein Nuclear receptor subfamily 1 group I member 2 Rattus norvegicus Potency n.a. 79432.8 nM PMID[482591]
NPT103 Individual Protein Nuclear receptor ROR-gamma Homo sapiens Potency n.a. 10590.9 nM PMID[482591]
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 1.5 nM PubChem BioAssay data set
NPT792 Individual Protein Arachidonate 15-lipoxygenase Homo sapiens Potency = 39810.7 nM PMID[482591]
NPT2 Others Unspecified Potency n.a. 54752.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 17228.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 54947.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21875.1 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 NPC19241 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
0.8 Intermediate Similarity NPC96663
0.8 Intermediate Similarity NPC141699
0.7895 Intermediate Similarity NPC289388
0.7879 Intermediate Similarity NPC472266
0.7869 Intermediate Similarity NPC165808
0.7812 Intermediate Similarity NPC217940
0.7759 Intermediate Similarity NPC244452
0.7692 Intermediate Similarity NPC34883
0.7647 Intermediate Similarity NPC151481
0.7647 Intermediate Similarity NPC269841
0.7647 Intermediate Similarity NPC101622
0.7627 Intermediate Similarity NPC170167
0.7612 Intermediate Similarity NPC194871
0.7576 Intermediate Similarity NPC182794
0.7571 Intermediate Similarity NPC222244
0.7571 Intermediate Similarity NPC16349
0.7541 Intermediate Similarity NPC232247
0.7541 Intermediate Similarity NPC251666
0.7536 Intermediate Similarity NPC4299
0.75 Intermediate Similarity NPC276290
0.75 Intermediate Similarity NPC26600
0.75 Intermediate Similarity NPC470256
0.75 Intermediate Similarity NPC47946
0.7467 Intermediate Similarity NPC25554
0.7463 Intermediate Similarity NPC191233
0.746 Intermediate Similarity NPC240206
0.7458 Intermediate Similarity NPC148056
0.7432 Intermediate Similarity NPC242767
0.7429 Intermediate Similarity NPC163003
0.7429 Intermediate Similarity NPC472254
0.7429 Intermediate Similarity NPC477086
0.7429 Intermediate Similarity NPC129665
0.7429 Intermediate Similarity NPC477087
0.7429 Intermediate Similarity NPC477084
0.7424 Intermediate Similarity NPC226066
0.7424 Intermediate Similarity NPC329698
0.7414 Intermediate Similarity NPC135698
0.7414 Intermediate Similarity NPC15912
0.7397 Intermediate Similarity NPC187568
0.7397 Intermediate Similarity NPC41780
0.7368 Intermediate Similarity NPC197467
0.7344 Intermediate Similarity NPC22897
0.7344 Intermediate Similarity NPC159650
0.7344 Intermediate Similarity NPC286189
0.7333 Intermediate Similarity NPC151919
0.7324 Intermediate Similarity NPC58956
0.7324 Intermediate Similarity NPC477085
0.7324 Intermediate Similarity NPC295633
0.7324 Intermediate Similarity NPC269206
0.7313 Intermediate Similarity NPC220766
0.7313 Intermediate Similarity NPC470688
0.7297 Intermediate Similarity NPC184737
0.7288 Intermediate Similarity NPC27264
0.7286 Intermediate Similarity NPC329904
0.7286 Intermediate Similarity NPC469660
0.7286 Intermediate Similarity NPC473361
0.7246 Intermediate Similarity NPC310210
0.7231 Intermediate Similarity NPC79756
0.7222 Intermediate Similarity NPC259599
0.7222 Intermediate Similarity NPC294434
0.7222 Intermediate Similarity NPC476355
0.7222 Intermediate Similarity NPC470686
0.7222 Intermediate Similarity NPC140287
0.7222 Intermediate Similarity NPC474758
0.7222 Intermediate Similarity NPC15499
0.7222 Intermediate Similarity NPC117746
0.7183 Intermediate Similarity NPC257618
0.7162 Intermediate Similarity NPC40049
0.7162 Intermediate Similarity NPC315394
0.7162 Intermediate Similarity NPC262747
0.7143 Intermediate Similarity NPC232812
0.7143 Intermediate Similarity NPC471218
0.7143 Intermediate Similarity NPC470693
0.7123 Intermediate Similarity NPC329852
0.7121 Intermediate Similarity NPC207007
0.7121 Intermediate Similarity NPC321867
0.7121 Intermediate Similarity NPC55376
0.7121 Intermediate Similarity NPC68679
0.7119 Intermediate Similarity NPC234597
0.7105 Intermediate Similarity NPC268827
0.7105 Intermediate Similarity NPC233332
0.7101 Intermediate Similarity NPC203335
0.7089 Intermediate Similarity NPC35933
0.7083 Intermediate Similarity NPC135703
0.7083 Intermediate Similarity NPC476490
0.7083 Intermediate Similarity NPC476489
0.7077 Intermediate Similarity NPC143810
0.7077 Intermediate Similarity NPC83838
0.7077 Intermediate Similarity NPC474267
0.7067 Intermediate Similarity NPC209135
0.7067 Intermediate Similarity NPC474816
0.7067 Intermediate Similarity NPC471220
0.7067 Intermediate Similarity NPC474341
0.7051 Intermediate Similarity NPC193198
0.7049 Intermediate Similarity NPC216407
0.7042 Intermediate Similarity NPC37929
0.7042 Intermediate Similarity NPC472017
0.7042 Intermediate Similarity NPC316029
0.7042 Intermediate Similarity NPC64234
0.7027 Intermediate Similarity NPC469880
0.7027 Intermediate Similarity NPC123360
0.7027 Intermediate Similarity NPC235906
0.7027 Intermediate Similarity NPC301525
0.7027 Intermediate Similarity NPC27205
0.7015 Intermediate Similarity NPC474658
0.7015 Intermediate Similarity NPC155849
0.7013 Intermediate Similarity NPC475944
0.7 Intermediate Similarity NPC142103
0.7 Intermediate Similarity NPC236338
0.7 Intermediate Similarity NPC313444
0.6986 Remote Similarity NPC474280
0.6986 Remote Similarity NPC474551
0.6986 Remote Similarity NPC77724
0.6974 Remote Similarity NPC471299
0.697 Remote Similarity NPC127824
0.697 Remote Similarity NPC26223
0.6962 Remote Similarity NPC30486
0.6962 Remote Similarity NPC159635
0.6957 Remote Similarity NPC248125
0.6957 Remote Similarity NPC315115
0.6957 Remote Similarity NPC116013
0.6957 Remote Similarity NPC327815
0.6944 Remote Similarity NPC316185
0.6944 Remote Similarity NPC181587
0.6933 Remote Similarity NPC320630
0.6933 Remote Similarity NPC474278
0.6933 Remote Similarity NPC57744
0.6933 Remote Similarity NPC171204
0.6933 Remote Similarity NPC97516
0.6933 Remote Similarity NPC476028
0.6933 Remote Similarity NPC141789
0.6933 Remote Similarity NPC7563
0.6933 Remote Similarity NPC65603
0.6933 Remote Similarity NPC476439
0.6933 Remote Similarity NPC116177
0.6933 Remote Similarity NPC189206
0.6933 Remote Similarity NPC84360
0.6933 Remote Similarity NPC471225
0.6933 Remote Similarity NPC474760
0.6933 Remote Similarity NPC473825
0.6923 Remote Similarity NPC256112
0.6914 Remote Similarity NPC471055
0.6914 Remote Similarity NPC471056
0.6901 Remote Similarity NPC476591
0.6901 Remote Similarity NPC107130
0.6901 Remote Similarity NPC199557
0.6901 Remote Similarity NPC88877
0.6901 Remote Similarity NPC265574
0.6897 Remote Similarity NPC270706
0.6892 Remote Similarity NPC155587
0.6892 Remote Similarity NPC226669
0.6892 Remote Similarity NPC228978
0.6892 Remote Similarity NPC193351
0.6892 Remote Similarity NPC138408
0.6883 Remote Similarity NPC195424
0.6883 Remote Similarity NPC469802
0.6875 Remote Similarity NPC252860
0.6875 Remote Similarity NPC177932
0.6875 Remote Similarity NPC474013
0.6866 Remote Similarity NPC151648
0.6849 Remote Similarity NPC474543
0.6849 Remote Similarity NPC238425
0.6849 Remote Similarity NPC472018
0.6842 Remote Similarity NPC253749
0.6842 Remote Similarity NPC196653
0.6842 Remote Similarity NPC299235
0.6842 Remote Similarity NPC128276
0.6842 Remote Similarity NPC474005
0.6842 Remote Similarity NPC267231
0.6842 Remote Similarity NPC471465
0.6842 Remote Similarity NPC127526
0.6842 Remote Similarity NPC108816
0.6842 Remote Similarity NPC93763
0.6835 Remote Similarity NPC23748
0.6835 Remote Similarity NPC472377
0.6835 Remote Similarity NPC42476
0.6835 Remote Similarity NPC474193
0.6835 Remote Similarity NPC471297
0.6835 Remote Similarity NPC12283
0.6835 Remote Similarity NPC49208
0.6835 Remote Similarity NPC477667
0.6833 Remote Similarity NPC91765
0.6829 Remote Similarity NPC471058
0.6829 Remote Similarity NPC471057
0.6829 Remote Similarity NPC477128
0.6829 Remote Similarity NPC24816
0.6818 Remote Similarity NPC222852
0.6818 Remote Similarity NPC478095
0.6806 Remote Similarity NPC315285
0.6806 Remote Similarity NPC69462
0.68 Remote Similarity NPC476317
0.68 Remote Similarity NPC68819
0.68 Remote Similarity NPC40353
0.68 Remote Similarity NPC473223
0.6795 Remote Similarity NPC79277
0.6795 Remote Similarity NPC475481
0.679 Remote Similarity NPC286153
0.679 Remote Similarity NPC220478
0.678 Remote Similarity NPC128280
0.6774 Remote Similarity NPC106531

  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 NPC19241 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
0.7846 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD5325 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD6927 Phase 3
0.7121 Intermediate Similarity NPD368 Approved
0.6892 Remote Similarity NPD8039 Approved
0.6875 Remote Similarity NPD1694 Approved
0.6719 Remote Similarity NPD342 Phase 1
0.6548 Remote Similarity NPD6051 Approved
0.6543 Remote Similarity NPD6400 Clinical (unspecified phase)
0.65 Remote Similarity NPD5209 Approved
0.6296 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6265 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6143 Remote Similarity NPD4191 Approved
0.6143 Remote Similarity NPD4192 Approved
0.6143 Remote Similarity NPD4193 Approved
0.6143 Remote Similarity NPD4194 Approved
0.6129 Remote Similarity NPD5343 Approved
0.6092 Remote Similarity NPD6698 Approved
0.6092 Remote Similarity NPD46 Approved
0.6071 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6071 Remote Similarity NPD319 Phase 1
0.6049 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6024 Remote Similarity NPD7154 Phase 3
0.6 Remote Similarity NPD6684 Approved
0.6 Remote Similarity NPD7146 Approved
0.6 Remote Similarity NPD5330 Approved
0.6 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6 Remote Similarity NPD6409 Approved
0.6 Remote Similarity NPD7521 Approved
0.6 Remote Similarity NPD7334 Approved
0.5978 Remote Similarity NPD7638 Approved
0.5914 Remote Similarity NPD7639 Approved
0.5914 Remote Similarity NPD7640 Approved
0.5909 Remote Similarity NPD7838 Discovery
0.5902 Remote Similarity NPD6096 Approved
0.5902 Remote Similarity NPD6097 Approved
0.5862 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5862 Remote Similarity NPD6903 Approved
0.5833 Remote Similarity NPD5362 Discontinued
0.5814 Remote Similarity NPD6422 Discontinued
0.5806 Remote Similarity NPD4225 Approved
0.5802 Remote Similarity NPD4268 Approved
0.5802 Remote Similarity NPD4271 Approved
0.5802 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5795 Remote Similarity NPD1695 Approved
0.5781 Remote Similarity NPD9410 Clinical (unspecified phase)
0.5778 Remote Similarity NPD5778 Approved
0.5778 Remote Similarity NPD5779 Approved
0.5775 Remote Similarity NPD1145 Discontinued
0.5747 Remote Similarity NPD1282 Approved
0.5745 Remote Similarity NPD6648 Approved
0.5714 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7748 Approved
0.5714 Remote Similarity NPD6109 Phase 1
0.5714 Remote Similarity NPD7900 Approved
0.5684 Remote Similarity NPD5344 Discontinued
0.5682 Remote Similarity NPD6672 Approved
0.5682 Remote Similarity NPD5737 Approved
0.5667 Remote Similarity NPD5693 Phase 1
0.5667 Remote Similarity NPD7637 Suspended
0.5663 Remote Similarity NPD4821 Approved
0.5663 Remote Similarity NPD4820 Approved
0.5663 Remote Similarity NPD4822 Approved
0.5663 Remote Similarity NPD4252 Approved
0.5663 Remote Similarity NPD4819 Approved
0.5652 Remote Similarity NPD4219 Approved
0.5647 Remote Similarity NPD5332 Approved
0.5647 Remote Similarity NPD5331 Approved
0.5638 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5632 Remote Similarity NPD4249 Approved
0.5625 Remote Similarity NPD8264 Approved
0.5618 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5618 Remote Similarity NPD6101 Approved
0.5604 Remote Similarity NPD6399 Phase 3

  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