Structure

Physi-Chem Properties

Molecular Weight:  242.06
Volume:  241.737
LogP:  2.88
LogD:  2.647
LogS:  -3.43
# Rotatable Bonds:  1
TPSA:  59.67
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.666
Synthetic Accessibility Score:  2.127
Fsp3:  0.071
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
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:  -4.826
MDCK Permeability:  2.691548434086144e-05
Pgp-inhibitor:  0.022
Pgp-substrate:  0.054
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.003
30% Bioavailability (F30%):  0.123

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.099
Plasma Protein Binding (PPB):  90.68311309814453%
Volume Distribution (VD):  0.705
Pgp-substrate:  10.544970512390137%

ADMET: Metabolism

CYP1A2-inhibitor:  0.981
CYP1A2-substrate:  0.936
CYP2C19-inhibitor:  0.779
CYP2C19-substrate:  0.197
CYP2C9-inhibitor:  0.701
CYP2C9-substrate:  0.929
CYP2D6-inhibitor:  0.679
CYP2D6-substrate:  0.862
CYP3A4-inhibitor:  0.532
CYP3A4-substrate:  0.179

ADMET: Excretion

Clearance (CL):  3.824
Half-life (T1/2):  0.708

ADMET: Toxicity

hERG Blockers:  0.004
Human Hepatotoxicity (H-HT):  0.5
Drug-inuced Liver Injury (DILI):  0.967
AMES Toxicity:  0.695
Rat Oral Acute Toxicity:  0.108
Maximum Recommended Daily Dose:  0.057
Skin Sensitization:  0.626
Carcinogencity:  0.893
Eye Corrosion:  0.328
Eye Irritation:  0.966
Respiratory Toxicity:  0.453

Download Data

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

  Natural Product: NPC209252

Natural Product ID:  NPC209252
Common Name*:   Vilmorrianone
IUPAC Name:   n.a.
Synonyms:   Vilmorrianone
Standard InCHIKey:  MCKIOPXSFPCTTR-NGELOBKFSA-N
Standard InCHI:  InChI=1S/C23H27NO5/c1-10-6-22-14-5-13(10)16(26)15(22)19-23(14)8-12(29-11(2)25)7-21(3,9-24(19)4)18(23)17(27)20(22)28/h12-15,18-19H,1,5-9H2,2-4H3/t12-,13-,14+,15+,18+,19+,21-,22+,23+/m0/s1
SMILES:  CC(=O)O[C@H]1C[C@@]2(C)CN([C@H]3[C@@]4(C1)[C@@H]2C(=O)C(=O)[C@]12[C@H]4C[C@H](C(=O)[C@H]31)C(=C)C2)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL516691
PubChem CID:   44566629
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0003401] Villanovane, atisane, trachylobane or helvifulvane diterpenoids
            • [CHEMONTID:0002738] Atisane diterpenoids

*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
NPO651 Aconitum vilmorinianum Species Ranunculaceae Eukaryota n.a. root n.a. PMID[17226159]
NPO651 Aconitum vilmorinianum Species Ranunculaceae Eukaryota n.a. n.a. n.a. PMID[23784883]
NPO27903 Delphinium denudatum Species Ranunculaceae Eukaryota n.a. root n.a. PMID[9170290]
NPO27903 Delphinium denudatum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27903 Delphinium denudatum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO651 Aconitum vilmorinianum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27903 Delphinium denudatum Species Ranunculaceae 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
NPT3617 Organism Pseudallescheria boydii Pseudallescheria boydii MIC = 150.0 ug.mL-1 PMID[515628]
NPT21 Organism Aspergillus niger Aspergillus niger MIC = 100.0 ug.mL-1 PMID[515628]
NPT328 Organism Epidermophyton floccosum Epidermophyton floccosum MIC = 225.0 ug.mL-1 PMID[515628]
NPT4541 Organism Pleurotus ostreatus Pleurotus ostreatus MIC = 175.0 ug.mL-1 PMID[515628]

☑ 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 NPC209252 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
0.9906 High Similarity NPC135431
0.7222 Intermediate Similarity NPC238323
0.7119 Intermediate Similarity NPC475239
0.6972 Remote Similarity NPC98270
0.6964 Remote Similarity NPC312637
0.696 Remote Similarity NPC470538
0.6942 Remote Similarity NPC470535
0.6935 Remote Similarity NPC477963
0.693 Remote Similarity NPC303863
0.6917 Remote Similarity NPC86906
0.6885 Remote Similarity NPC470536
0.6881 Remote Similarity NPC475509
0.6838 Remote Similarity NPC220111
0.6786 Remote Similarity NPC4309
0.6777 Remote Similarity NPC195841
0.6777 Remote Similarity NPC233256
0.6757 Remote Similarity NPC471042
0.6754 Remote Similarity NPC160506
0.675 Remote Similarity NPC97336
0.6726 Remote Similarity NPC11611
0.6696 Remote Similarity NPC33768
0.6696 Remote Similarity NPC224060
0.6696 Remote Similarity NPC244356
0.6696 Remote Similarity NPC475061
0.6694 Remote Similarity NPC63511
0.6692 Remote Similarity NPC476504
0.6667 Remote Similarity NPC106479
0.6667 Remote Similarity NPC478137
0.6667 Remote Similarity NPC476503
0.6667 Remote Similarity NPC476755
0.6667 Remote Similarity NPC474971
0.6642 Remote Similarity NPC212106
0.664 Remote Similarity NPC79238
0.6639 Remote Similarity NPC239768
0.6639 Remote Similarity NPC128698
0.6637 Remote Similarity NPC474719
0.6636 Remote Similarity NPC63020
0.6614 Remote Similarity NPC145501
0.661 Remote Similarity NPC23680
0.661 Remote Similarity NPC226986
0.6609 Remote Similarity NPC471901
0.6609 Remote Similarity NPC470230
0.6607 Remote Similarity NPC12774
0.6607 Remote Similarity NPC2783
0.6583 Remote Similarity NPC474348
0.6581 Remote Similarity NPC174117
0.6581 Remote Similarity NPC266431
0.6567 Remote Similarity NPC280903
0.656 Remote Similarity NPC470530
0.656 Remote Similarity NPC470529
0.656 Remote Similarity NPC470528
0.656 Remote Similarity NPC470531
0.656 Remote Similarity NPC470532
0.656 Remote Similarity NPC470527
0.656 Remote Similarity NPC470533
0.6557 Remote Similarity NPC119329
0.6552 Remote Similarity NPC473690
0.6552 Remote Similarity NPC287118
0.6552 Remote Similarity NPC294263
0.6552 Remote Similarity NPC471902
0.6549 Remote Similarity NPC269360
0.6549 Remote Similarity NPC264005
0.6535 Remote Similarity NPC28224
0.6525 Remote Similarity NPC104568
0.6525 Remote Similarity NPC470387
0.6519 Remote Similarity NPC478136
0.6518 Remote Similarity NPC294438
0.6518 Remote Similarity NPC264317
0.6514 Remote Similarity NPC304194
0.6508 Remote Similarity NPC470534
0.6496 Remote Similarity NPC475118
0.6491 Remote Similarity NPC16377
0.6486 Remote Similarity NPC471037
0.648 Remote Similarity NPC218602
0.648 Remote Similarity NPC274895
0.6475 Remote Similarity NPC216114
0.6471 Remote Similarity NPC10864
0.6466 Remote Similarity NPC250753
0.6466 Remote Similarity NPC475416
0.6466 Remote Similarity NPC218301
0.6457 Remote Similarity NPC124358
0.6452 Remote Similarity NPC46981
0.6446 Remote Similarity NPC295276
0.6444 Remote Similarity NPC470537
0.6441 Remote Similarity NPC98639
0.6441 Remote Similarity NPC280877
0.6441 Remote Similarity NPC470229
0.6441 Remote Similarity NPC470232
0.6435 Remote Similarity NPC213832
0.6435 Remote Similarity NPC57954
0.6435 Remote Similarity NPC471043
0.6435 Remote Similarity NPC220498
0.6435 Remote Similarity NPC271974
0.6435 Remote Similarity NPC247312
0.6429 Remote Similarity NPC109512
0.6423 Remote Similarity NPC98603
0.6423 Remote Similarity NPC84928
0.6423 Remote Similarity NPC474558
0.6422 Remote Similarity NPC305835
0.6422 Remote Similarity NPC471475
0.6417 Remote Similarity NPC288
0.6417 Remote Similarity NPC89099
0.6417 Remote Similarity NPC109059
0.6417 Remote Similarity NPC91604
0.6412 Remote Similarity NPC35037
0.6404 Remote Similarity NPC4643
0.6404 Remote Similarity NPC46912
0.6404 Remote Similarity NPC57469
0.6404 Remote Similarity NPC162107
0.6387 Remote Similarity NPC200054
0.6387 Remote Similarity NPC111684
0.6387 Remote Similarity NPC329910
0.6387 Remote Similarity NPC13949
0.6387 Remote Similarity NPC58052
0.6387 Remote Similarity NPC29410
0.6387 Remote Similarity NPC317573
0.6387 Remote Similarity NPC289140
0.6379 Remote Similarity NPC169933
0.6372 Remote Similarity NPC201655
0.6372 Remote Similarity NPC75810
0.6364 Remote Similarity NPC293866
0.6364 Remote Similarity NPC88190
0.6356 Remote Similarity NPC470385
0.6356 Remote Similarity NPC470386
0.6348 Remote Similarity NPC474845
0.6348 Remote Similarity NPC471900
0.6341 Remote Similarity NPC139347
0.6339 Remote Similarity NPC475726
0.6339 Remote Similarity NPC170862
0.6339 Remote Similarity NPC472743
0.6339 Remote Similarity NPC473742
0.6336 Remote Similarity NPC476952
0.6333 Remote Similarity NPC469810
0.6333 Remote Similarity NPC96839
0.6333 Remote Similarity NPC470425
0.6333 Remote Similarity NPC216904
0.6328 Remote Similarity NPC476498
0.6325 Remote Similarity NPC476934
0.6325 Remote Similarity NPC211403
0.6325 Remote Similarity NPC198242
0.632 Remote Similarity NPC244982
0.632 Remote Similarity NPC476756
0.6316 Remote Similarity NPC329943
0.6316 Remote Similarity NPC10005
0.6316 Remote Similarity NPC91525
0.6316 Remote Similarity NPC9892
0.6311 Remote Similarity NPC71706
0.6303 Remote Similarity NPC274417
0.6293 Remote Similarity NPC474679
0.6293 Remote Similarity NPC475049
0.629 Remote Similarity NPC212874
0.6283 Remote Similarity NPC474233
0.6283 Remote Similarity NPC475745
0.6283 Remote Similarity NPC474482
0.6281 Remote Similarity NPC275439
0.6281 Remote Similarity NPC474793
0.6281 Remote Similarity NPC472028
0.6281 Remote Similarity NPC28864
0.6281 Remote Similarity NPC20479
0.6281 Remote Similarity NPC38471
0.6281 Remote Similarity NPC162459
0.6281 Remote Similarity NPC471038
0.6281 Remote Similarity NPC98837
0.6281 Remote Similarity NPC112753
0.6281 Remote Similarity NPC38296
0.6273 Remote Similarity NPC192744
0.6271 Remote Similarity NPC291373
0.6271 Remote Similarity NPC475700
0.625 Remote Similarity NPC289486
0.625 Remote Similarity NPC61107
0.625 Remote Similarity NPC476935
0.625 Remote Similarity NPC30583
0.624 Remote Similarity NPC278628
0.624 Remote Similarity NPC231530
0.624 Remote Similarity NPC475571
0.6239 Remote Similarity NPC474728
0.6239 Remote Similarity NPC471896
0.6239 Remote Similarity NPC113989
0.6239 Remote Similarity NPC120840
0.6239 Remote Similarity NPC20388
0.6231 Remote Similarity NPC476499
0.623 Remote Similarity NPC94906
0.6228 Remote Similarity NPC292553
0.6218 Remote Similarity NPC277399
0.6218 Remote Similarity NPC159410
0.6218 Remote Similarity NPC269729
0.6218 Remote Similarity NPC74751
0.6218 Remote Similarity NPC474529
0.6218 Remote Similarity NPC47853
0.6216 Remote Similarity NPC170038
0.6216 Remote Similarity NPC164999
0.621 Remote Similarity NPC98765
0.621 Remote Similarity NPC470310
0.621 Remote Similarity NPC36321
0.621 Remote Similarity NPC266
0.6207 Remote Similarity NPC56413
0.6207 Remote Similarity NPC255176
0.6207 Remote Similarity NPC224145
0.6204 Remote Similarity NPC317654
0.6204 Remote Similarity NPC96010

  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 NPC209252 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
0.7203 Intermediate Similarity NPD6920 Discontinued
0.6957 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6754 Remote Similarity NPD8035 Phase 2
0.6754 Remote Similarity NPD8034 Phase 2
0.672 Remote Similarity NPD8077 Approved
0.672 Remote Similarity NPD8078 Approved
0.6639 Remote Similarity NPD8040 Discontinued
0.6538 Remote Similarity NPD7518 Approved
0.6538 Remote Similarity NPD7519 Approved
0.6538 Remote Similarity NPD7517 Approved
0.6518 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6475 Remote Similarity NPD7912 Approved
0.6475 Remote Similarity NPD7986 Approved
0.6475 Remote Similarity NPD7987 Approved
0.6475 Remote Similarity NPD7911 Approved
0.6439 Remote Similarity NPD6909 Approved
0.6439 Remote Similarity NPD6908 Approved
0.64 Remote Similarity NPD6415 Discontinued
0.6356 Remote Similarity NPD7900 Approved
0.6356 Remote Similarity NPD7901 Clinical (unspecified phase)
0.632 Remote Similarity NPD7990 Approved
0.632 Remote Similarity NPD7989 Approved
0.632 Remote Similarity NPD7646 Clinical (unspecified phase)
0.6308 Remote Similarity NPD7754 Approved
0.6308 Remote Similarity NPD7755 Approved
0.6271 Remote Similarity NPD6399 Phase 3
0.6218 Remote Similarity NPD7748 Approved
0.6207 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6198 Remote Similarity NPD7902 Approved
0.6159 Remote Similarity NPD8336 Approved
0.6159 Remote Similarity NPD8337 Approved
0.6154 Remote Similarity NPD8298 Phase 2
0.6103 Remote Similarity NPD7122 Discontinued
0.6071 Remote Similarity NPD7751 Phase 1
0.6068 Remote Similarity NPD6672 Approved
0.6068 Remote Similarity NPD5737 Approved
0.6061 Remote Similarity NPD6940 Discontinued
0.605 Remote Similarity NPD7515 Phase 2
0.6034 Remote Similarity NPD6684 Approved
0.6034 Remote Similarity NPD5330 Approved
0.6034 Remote Similarity NPD7521 Approved
0.6034 Remote Similarity NPD7334 Approved
0.6034 Remote Similarity NPD6409 Approved
0.6034 Remote Similarity NPD7146 Approved
0.5986 Remote Similarity NPD8338 Approved
0.5984 Remote Similarity NPD6675 Approved
0.5984 Remote Similarity NPD7128 Approved
0.5984 Remote Similarity NPD5739 Approved
0.5984 Remote Similarity NPD6402 Approved
0.5984 Remote Similarity NPD7732 Phase 3
0.5984 Remote Similarity NPD6008 Approved
0.5983 Remote Similarity NPD3573 Approved
0.5969 Remote Similarity NPD6373 Approved
0.5969 Remote Similarity NPD6372 Approved
0.5968 Remote Similarity NPD8418 Phase 2
0.5956 Remote Similarity NPD6921 Approved
0.5938 Remote Similarity NPD5701 Approved
0.5938 Remote Similarity NPD5697 Approved
0.5932 Remote Similarity NPD6903 Approved
0.5891 Remote Similarity NPD7320 Approved
0.5891 Remote Similarity NPD6011 Approved
0.5891 Remote Similarity NPD6899 Approved
0.5891 Remote Similarity NPD6881 Approved
0.589 Remote Similarity NPD6334 Approved
0.589 Remote Similarity NPD6333 Approved
0.5887 Remote Similarity NPD5696 Approved
0.5882 Remote Similarity NPD5328 Approved
0.5878 Remote Similarity NPD6650 Approved
0.5878 Remote Similarity NPD6649 Approved
0.5874 Remote Similarity NPD6845 Suspended
0.5859 Remote Similarity NPD7333 Discontinued
0.5854 Remote Similarity NPD4697 Phase 3
0.5846 Remote Similarity NPD6014 Approved
0.5846 Remote Similarity NPD6013 Approved
0.5846 Remote Similarity NPD6012 Approved
0.5804 Remote Similarity NPD7260 Phase 2
0.5802 Remote Similarity NPD7102 Approved
0.5802 Remote Similarity NPD7290 Approved
0.5802 Remote Similarity NPD6883 Approved
0.5785 Remote Similarity NPD6079 Approved
0.578 Remote Similarity NPD5777 Approved
0.5772 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5766 Remote Similarity NPD7148 Clinical (unspecified phase)
0.5766 Remote Similarity NPD7147 Phase 3
0.5763 Remote Similarity NPD6098 Approved
0.5758 Remote Similarity NPD8130 Phase 1
0.5758 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5758 Remote Similarity NPD6869 Approved
0.5758 Remote Similarity NPD6617 Approved
0.5758 Remote Similarity NPD6847 Approved
0.575 Remote Similarity NPD6080 Approved
0.575 Remote Similarity NPD6673 Approved
0.575 Remote Similarity NPD6904 Approved
0.5726 Remote Similarity NPD4786 Approved
0.5726 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5726 Remote Similarity NPD5221 Approved
0.5726 Remote Similarity NPD5222 Approved
0.5726 Remote Similarity NPD7614 Phase 1
0.5726 Remote Similarity NPD3668 Phase 3
0.5714 Remote Similarity NPD8297 Approved
0.5714 Remote Similarity NPD6117 Approved
0.5714 Remote Similarity NPD6882 Approved
0.5702 Remote Similarity NPD7155 Clinical (unspecified phase)
0.569 Remote Similarity NPD3667 Approved
0.568 Remote Similarity NPD4755 Approved
0.568 Remote Similarity NPD6084 Phase 2
0.568 Remote Similarity NPD6083 Phase 2
0.568 Remote Similarity NPD5173 Approved
0.5676 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5672 Remote Similarity NPD8133 Approved
0.5667 Remote Similarity NPD5208 Approved
0.5664 Remote Similarity NPD6116 Phase 1
0.5656 Remote Similarity NPD5693 Phase 1
0.5645 Remote Similarity NPD5695 Phase 3
0.5643 Remote Similarity NPD7604 Phase 2
0.5641 Remote Similarity NPD4788 Approved
0.5636 Remote Similarity NPD6081 Approved
0.5635 Remote Similarity NPD7638 Approved
0.563 Remote Similarity NPD3618 Phase 1
0.5625 Remote Similarity NPD3702 Approved
0.5614 Remote Similarity NPD6115 Approved
0.5614 Remote Similarity NPD6118 Approved
0.5614 Remote Similarity NPD6697 Approved
0.5614 Remote Similarity NPD6114 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