Structure

Physi-Chem Properties

Molecular Weight:  332.2
Volume:  359.342
LogP:  3.412
LogD:  2.857
LogS:  -3.876
# Rotatable Bonds:  5
TPSA:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.553
Synthetic Accessibility Score:  4.463
Fsp3:  0.6
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.834
MDCK Permeability:  2.9097152946633287e-05
Pgp-inhibitor:  0.781
Pgp-substrate:  0.135
Human Intestinal Absorption (HIA):  0.124
20% Bioavailability (F20%):  0.28
30% Bioavailability (F30%):  0.8

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.76
Plasma Protein Binding (PPB):  85.5365982055664%
Volume Distribution (VD):  1.687
Pgp-substrate:  12.767706871032715%

ADMET: Metabolism

CYP1A2-inhibitor:  0.114
CYP1A2-substrate:  0.119
CYP2C19-inhibitor:  0.755
CYP2C19-substrate:  0.647
CYP2C9-inhibitor:  0.698
CYP2C9-substrate:  0.203
CYP2D6-inhibitor:  0.071
CYP2D6-substrate:  0.097
CYP3A4-inhibitor:  0.513
CYP3A4-substrate:  0.58

ADMET: Excretion

Clearance (CL):  6.092
Half-life (T1/2):  0.765

ADMET: Toxicity

hERG Blockers:  0.004
Human Hepatotoxicity (H-HT):  0.858
Drug-inuced Liver Injury (DILI):  0.93
AMES Toxicity:  0.318
Rat Oral Acute Toxicity:  0.202
Maximum Recommended Daily Dose:  0.148
Skin Sensitization:  0.8
Carcinogencity:  0.058
Eye Corrosion:  0.012
Eye Irritation:  0.028
Respiratory Toxicity:  0.96

Download Data

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

  Natural Product: NPC471225

Natural Product ID:  NPC471225
Common Name*:   Nemoralisin
IUPAC Name:   2-[(E)-6-(5,5-dimethyl-4-oxofuran-2-yl)-2-methylhept-1-enyl]-4-methyl-2,3-dihydropyran-6-one
Synonyms:  
Standard InCHIKey:  AVYLUTSPDMUJIF-UKTHLTGXSA-N
Standard InCHI:  InChI=1S/C20H28O4/c1-13(9-16-10-14(2)11-19(22)23-16)7-6-8-15(3)17-12-18(21)20(4,5)24-17/h9,11-12,15-16H,6-8,10H2,1-5H3/b13-9+
SMILES:  C/C(=CC1CC(=CC(=O)O1)C)/CCCC(C1=CC(=O)C(O1)(C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2392325
PubChem CID:   73354988
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000086] Pyrans
        • [CHEMONTID:0000481] Pyranones and derivatives
          • [CHEMONTID:0001211] Dihydropyranones

*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
NPO3063 Aphanamixis grandifolia Species Meliaceae Eukaryota Fruits n.a. n.a. PMID[23772699]
NPO3063 Aphanamixis grandifolia Species Meliaceae 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
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 = 670.0 nM PMID[507058]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 3620.0 nM PMID[507058]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 1530.0 nM PMID[507058]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 1800.0 nM PMID[507058]

☑ 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 NPC471225 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
0.8987 High Similarity NPC471223
0.8987 High Similarity NPC67081
0.814 Intermediate Similarity NPC166110
0.8046 Intermediate Similarity NPC248193
0.8 Intermediate Similarity NPC232812
0.7976 Intermediate Similarity NPC291712
0.7973 Intermediate Similarity NPC472266
0.7927 Intermediate Similarity NPC10080
0.7927 Intermediate Similarity NPC123908
0.7907 Intermediate Similarity NPC95364
0.7907 Intermediate Similarity NPC142159
0.7895 Intermediate Similarity NPC64234
0.7895 Intermediate Similarity NPC315285
0.7895 Intermediate Similarity NPC37929
0.7867 Intermediate Similarity NPC276290
0.7857 Intermediate Similarity NPC130030
0.7821 Intermediate Similarity NPC259599
0.7821 Intermediate Similarity NPC294434
0.7821 Intermediate Similarity NPC117746
0.7821 Intermediate Similarity NPC15499
0.7821 Intermediate Similarity NPC474758
0.7805 Intermediate Similarity NPC112868
0.7778 Intermediate Similarity NPC178277
0.7763 Intermediate Similarity NPC151481
0.7763 Intermediate Similarity NPC470693
0.775 Intermediate Similarity NPC315394
0.775 Intermediate Similarity NPC57744
0.7727 Intermediate Similarity NPC32944
0.7727 Intermediate Similarity NPC193396
0.7671 Intermediate Similarity NPC217940
0.7662 Intermediate Similarity NPC315597
0.7662 Intermediate Similarity NPC469660
0.7654 Intermediate Similarity NPC128276
0.7647 Intermediate Similarity NPC281172
0.7634 Intermediate Similarity NPC469851
0.7632 Intermediate Similarity NPC313444
0.7625 Intermediate Similarity NPC123360
0.7619 Intermediate Similarity NPC288281
0.76 Intermediate Similarity NPC248125
0.76 Intermediate Similarity NPC191233
0.7595 Intermediate Similarity NPC476355
0.7595 Intermediate Similarity NPC470686
0.759 Intermediate Similarity NPC471325
0.7586 Intermediate Similarity NPC475902
0.7586 Intermediate Similarity NPC475906
0.7586 Intermediate Similarity NPC469628
0.7586 Intermediate Similarity NPC469631
0.7586 Intermediate Similarity NPC471047
0.7586 Intermediate Similarity NPC469653
0.7582 Intermediate Similarity NPC299396
0.7582 Intermediate Similarity NPC301596
0.7582 Intermediate Similarity NPC172998
0.7558 Intermediate Similarity NPC47220
0.7558 Intermediate Similarity NPC261721
0.7558 Intermediate Similarity NPC186332
0.7558 Intermediate Similarity NPC279859
0.7558 Intermediate Similarity NPC38576
0.7532 Intermediate Similarity NPC265574
0.7529 Intermediate Similarity NPC474359
0.75 Intermediate Similarity NPC203335
0.75 Intermediate Similarity NPC280833
0.75 Intermediate Similarity NPC173609
0.75 Intermediate Similarity NPC329852
0.7473 Intermediate Similarity NPC234339
0.7473 Intermediate Similarity NPC273197
0.7468 Intermediate Similarity NPC16349
0.7468 Intermediate Similarity NPC222244
0.7467 Intermediate Similarity NPC220766
0.7467 Intermediate Similarity NPC470688
0.7444 Intermediate Similarity NPC476597
0.7444 Intermediate Similarity NPC476598
0.7439 Intermediate Similarity NPC299235
0.7439 Intermediate Similarity NPC184737
0.7439 Intermediate Similarity NPC471220
0.7436 Intermediate Similarity NPC316029
0.7416 Intermediate Similarity NPC471818
0.7412 Intermediate Similarity NPC193198
0.7412 Intermediate Similarity NPC474193
0.7412 Intermediate Similarity NPC12283
0.7412 Intermediate Similarity NPC474703
0.7412 Intermediate Similarity NPC222358
0.7403 Intermediate Similarity NPC470256
0.7386 Intermediate Similarity NPC473658
0.7386 Intermediate Similarity NPC260343
0.7381 Intermediate Similarity NPC325031
0.7381 Intermediate Similarity NPC42470
0.7375 Intermediate Similarity NPC140287
0.7363 Intermediate Similarity NPC476596
0.7363 Intermediate Similarity NPC143210
0.7356 Intermediate Similarity NPC472009
0.7349 Intermediate Similarity NPC270126
0.7349 Intermediate Similarity NPC471299
0.7349 Intermediate Similarity NPC271632
0.7342 Intermediate Similarity NPC477084
0.7342 Intermediate Similarity NPC163003
0.732 Intermediate Similarity NPC469852
0.7317 Intermediate Similarity NPC187568
0.7317 Intermediate Similarity NPC68156
0.7317 Intermediate Similarity NPC41780
0.7317 Intermediate Similarity NPC180290
0.7317 Intermediate Similarity NPC473825
0.7317 Intermediate Similarity NPC316324
0.7308 Intermediate Similarity NPC101622
0.7303 Intermediate Similarity NPC64913
0.7303 Intermediate Similarity NPC307092
0.7303 Intermediate Similarity NPC242877
0.7297 Intermediate Similarity NPC151648
0.7294 Intermediate Similarity NPC471326
0.7294 Intermediate Similarity NPC35556
0.7294 Intermediate Similarity NPC221231
0.7294 Intermediate Similarity NPC471218
0.7283 Intermediate Similarity NPC12727
0.7273 Intermediate Similarity NPC472007
0.7273 Intermediate Similarity NPC194871
0.7273 Intermediate Similarity NPC471739
0.726 Intermediate Similarity NPC286189
0.7241 Intermediate Similarity NPC215364
0.7241 Intermediate Similarity NPC242233
0.7237 Intermediate Similarity NPC182794
0.7229 Intermediate Similarity NPC108816
0.7229 Intermediate Similarity NPC93763
0.7222 Intermediate Similarity NPC224270
0.7215 Intermediate Similarity NPC59558
0.7215 Intermediate Similarity NPC4299
0.7209 Intermediate Similarity NPC44261
0.7209 Intermediate Similarity NPC53867
0.7209 Intermediate Similarity NPC170286
0.7209 Intermediate Similarity NPC474809
0.7191 Intermediate Similarity NPC472008
0.7191 Intermediate Similarity NPC26078
0.7191 Intermediate Similarity NPC60765
0.7188 Intermediate Similarity NPC140591
0.7188 Intermediate Similarity NPC189609
0.7188 Intermediate Similarity NPC197835
0.7188 Intermediate Similarity NPC291500
0.7188 Intermediate Similarity NPC303653
0.7179 Intermediate Similarity NPC218477
0.7179 Intermediate Similarity NPC134385
0.7176 Intermediate Similarity NPC281949
0.7176 Intermediate Similarity NPC301477
0.7176 Intermediate Similarity NPC25684
0.7176 Intermediate Similarity NPC475944
0.7176 Intermediate Similarity NPC141810
0.7174 Intermediate Similarity NPC469632
0.716 Intermediate Similarity NPC474551
0.7143 Intermediate Similarity NPC32494
0.7143 Intermediate Similarity NPC32552
0.7143 Intermediate Similarity NPC315115
0.7143 Intermediate Similarity NPC139712
0.7143 Intermediate Similarity NPC471740
0.7143 Intermediate Similarity NPC20713
0.7143 Intermediate Similarity NPC175842
0.7126 Intermediate Similarity NPC149869
0.7125 Intermediate Similarity NPC84038
0.7113 Intermediate Similarity NPC271059
0.7113 Intermediate Similarity NPC25666
0.7111 Intermediate Similarity NPC51358
0.7108 Intermediate Similarity NPC171204
0.7108 Intermediate Similarity NPC189206
0.7108 Intermediate Similarity NPC476794
0.7108 Intermediate Similarity NPC65603
0.7108 Intermediate Similarity NPC476028
0.7108 Intermediate Similarity NPC470240
0.7108 Intermediate Similarity NPC141789
0.7108 Intermediate Similarity NPC97516
0.7108 Intermediate Similarity NPC54996
0.7105 Intermediate Similarity NPC477456
0.7105 Intermediate Similarity NPC477457
0.7097 Intermediate Similarity NPC295347
0.7097 Intermediate Similarity NPC470974
0.7097 Intermediate Similarity NPC470978
0.7093 Intermediate Similarity NPC85772
0.7089 Intermediate Similarity NPC476591
0.7089 Intermediate Similarity NPC269841
0.7089 Intermediate Similarity NPC475004
0.7089 Intermediate Similarity NPC88877
0.7079 Intermediate Similarity NPC476600
0.7079 Intermediate Similarity NPC475703
0.7079 Intermediate Similarity NPC45409
0.7079 Intermediate Similarity NPC266957
0.7079 Intermediate Similarity NPC160138
0.7073 Intermediate Similarity NPC193351
0.7073 Intermediate Similarity NPC226669
0.7073 Intermediate Similarity NPC138408
0.7073 Intermediate Similarity NPC155587
0.7071 Intermediate Similarity NPC469853
0.7065 Intermediate Similarity NPC189651
0.7065 Intermediate Similarity NPC29798
0.7065 Intermediate Similarity NPC165383
0.7065 Intermediate Similarity NPC282644
0.7065 Intermediate Similarity NPC475098
0.7065 Intermediate Similarity NPC59646
0.7059 Intermediate Similarity NPC281132
0.7045 Intermediate Similarity NPC78089
0.7045 Intermediate Similarity NPC189311
0.7041 Intermediate Similarity NPC272528
0.7037 Intermediate Similarity NPC474543
0.7037 Intermediate Similarity NPC295633
0.7037 Intermediate Similarity NPC269206
0.7037 Intermediate Similarity NPC238425

  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 NPC471225 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
0.7467 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.6905 Remote Similarity NPD4756 Discovery
0.6897 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6742 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6705 Remote Similarity NPD5209 Approved
0.6629 Remote Similarity NPD7154 Phase 3
0.6596 Remote Similarity NPD5693 Phase 1
0.6533 Remote Similarity NPD8779 Phase 3
0.65 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6489 Remote Similarity NPD46 Approved
0.6489 Remote Similarity NPD6698 Approved
0.6484 Remote Similarity NPD1694 Approved
0.6452 Remote Similarity NPD6672 Approved
0.6452 Remote Similarity NPD5737 Approved
0.6381 Remote Similarity NPD2067 Discontinued
0.6316 Remote Similarity NPD7838 Discovery
0.6316 Remote Similarity NPD5785 Approved
0.6304 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6304 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6296 Remote Similarity NPD3704 Approved
0.6289 Remote Similarity NPD5282 Discontinued
0.6279 Remote Similarity NPD8039 Approved
0.6264 Remote Similarity NPD6110 Phase 1
0.6224 Remote Similarity NPD5695 Phase 3
0.6211 Remote Similarity NPD6673 Approved
0.6211 Remote Similarity NPD6080 Approved
0.6211 Remote Similarity NPD6051 Approved
0.6211 Remote Similarity NPD6904 Approved
0.62 Remote Similarity NPD8029 Clinical (unspecified phase)
0.62 Remote Similarity NPD4225 Approved
0.6164 Remote Similarity NPD6927 Phase 3
0.6146 Remote Similarity NPD5692 Phase 3
0.6129 Remote Similarity NPD5363 Approved
0.6111 Remote Similarity NPD4820 Approved
0.6111 Remote Similarity NPD4819 Approved
0.6111 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4822 Approved
0.6111 Remote Similarity NPD4821 Approved
0.6111 Remote Similarity NPD6053 Discontinued
0.61 Remote Similarity NPD6083 Phase 2
0.61 Remote Similarity NPD6084 Phase 2
0.6095 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6087 Remote Similarity NPD5362 Discontinued
0.6082 Remote Similarity NPD5694 Approved
0.6082 Remote Similarity NPD6050 Approved
0.6064 Remote Similarity NPD7146 Approved
0.6064 Remote Similarity NPD5330 Approved
0.6064 Remote Similarity NPD4249 Approved
0.6064 Remote Similarity NPD7521 Approved
0.6064 Remote Similarity NPD6409 Approved
0.6064 Remote Similarity NPD6684 Approved
0.6064 Remote Similarity NPD7334 Approved
0.6061 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6049 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6044 Remote Similarity NPD5369 Approved
0.6042 Remote Similarity NPD1695 Approved
0.604 Remote Similarity NPD5696 Approved
0.604 Remote Similarity NPD7638 Approved
0.6 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6 Remote Similarity NPD4250 Approved
0.6 Remote Similarity NPD4251 Approved
0.598 Remote Similarity NPD7639 Approved
0.598 Remote Similarity NPD6648 Approved
0.598 Remote Similarity NPD7640 Approved
0.5978 Remote Similarity NPD4269 Approved
0.5978 Remote Similarity NPD4270 Approved
0.5938 Remote Similarity NPD6903 Approved
0.5938 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5926 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5922 Remote Similarity NPD5344 Discontinued
0.5914 Remote Similarity NPD5331 Approved
0.5914 Remote Similarity NPD5332 Approved
0.5895 Remote Similarity NPD5786 Approved
0.5895 Remote Similarity NPD6098 Approved
0.5889 Remote Similarity NPD4271 Approved
0.5889 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5889 Remote Similarity NPD4268 Approved
0.5872 Remote Similarity NPD8413 Clinical (unspecified phase)
0.587 Remote Similarity NPD4790 Discontinued
0.5849 Remote Similarity NPD6402 Approved
0.5849 Remote Similarity NPD7128 Approved
0.5849 Remote Similarity NPD6675 Approved
0.5849 Remote Similarity NPD5739 Approved
0.5806 Remote Similarity NPD6435 Approved
0.5794 Remote Similarity NPD5701 Approved
0.5794 Remote Similarity NPD5697 Approved
0.578 Remote Similarity NPD6371 Approved
0.5761 Remote Similarity NPD4695 Discontinued
0.5761 Remote Similarity NPD4252 Approved
0.5758 Remote Similarity NPD7637 Suspended
0.5752 Remote Similarity NPD7115 Discovery
0.5743 Remote Similarity NPD5654 Approved
0.5741 Remote Similarity NPD6011 Approved
0.5741 Remote Similarity NPD7320 Approved
0.5741 Remote Similarity NPD6881 Approved
0.5741 Remote Similarity NPD6686 Approved
0.5741 Remote Similarity NPD6899 Approved
0.5714 Remote Similarity NPD7331 Phase 2
0.5701 Remote Similarity NPD4211 Phase 1
0.57 Remote Similarity NPD6399 Phase 3
0.57 Remote Similarity NPD5778 Approved
0.57 Remote Similarity NPD5779 Approved
0.5688 Remote Similarity NPD6014 Approved
0.5688 Remote Similarity NPD6013 Approved
0.5688 Remote Similarity NPD6373 Approved
0.5688 Remote Similarity NPD6012 Approved
0.5688 Remote Similarity NPD6372 Approved
0.567 Remote Similarity NPD1282 Approved
0.5664 Remote Similarity NPD690 Clinical (unspecified phase)
0.5644 Remote Similarity NPD7748 Approved
0.5644 Remote Similarity NPD7900 Approved
0.5644 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5636 Remote Similarity NPD7102 Approved
0.5636 Remote Similarity NPD6883 Approved
0.5636 Remote Similarity NPD7290 Approved
0.5631 Remote Similarity NPD5959 Approved
0.5625 Remote Similarity NPD69 Approved
0.5625 Remote Similarity NPD9119 Approved
0.5625 Remote Similarity NPD6109 Phase 1
0.5625 Remote Similarity NPD1696 Phase 3
0.5612 Remote Similarity NPD5208 Approved
0.561 Remote Similarity NPD368 Approved
0.56 Remote Similarity NPD7983 Approved
0.56 Remote Similarity NPD4810 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