Structure

Physi-Chem Properties

Molecular Weight:  274.19
Volume:  309.806
LogP:  5.068
LogD:  4.39
LogS:  -3.431
# Rotatable Bonds:  3
TPSA:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.473
Synthetic Accessibility Score:  4.579
Fsp3:  0.611
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.666
MDCK Permeability:  1.6415093341493048e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.04
Human Intestinal Absorption (HIA):  0.023
20% Bioavailability (F20%):  0.014
30% Bioavailability (F30%):  0.013

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.943
Plasma Protein Binding (PPB):  95.58187103271484%
Volume Distribution (VD):  0.571
Pgp-substrate:  5.174079418182373%

ADMET: Metabolism

CYP1A2-inhibitor:  0.178
CYP1A2-substrate:  0.115
CYP2C19-inhibitor:  0.027
CYP2C19-substrate:  0.754
CYP2C9-inhibitor:  0.31
CYP2C9-substrate:  0.549
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.156
CYP3A4-inhibitor:  0.16
CYP3A4-substrate:  0.264

ADMET: Excretion

Clearance (CL):  3.347
Half-life (T1/2):  0.665

ADMET: Toxicity

hERG Blockers:  0.086
Human Hepatotoxicity (H-HT):  0.852
Drug-inuced Liver Injury (DILI):  0.201
AMES Toxicity:  0.055
Rat Oral Acute Toxicity:  0.936
Maximum Recommended Daily Dose:  0.855
Skin Sensitization:  0.936
Carcinogencity:  0.306
Eye Corrosion:  0.616
Eye Irritation:  0.644
Respiratory Toxicity:  0.954

Download Data

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

  Natural Product: NPC255781

Natural Product ID:  NPC255781
Common Name*:   DUGGXGNWQZWAAS-RAJPTAFASA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  DUGGXGNWQZWAAS-RAJPTAFASA-N
Standard InCHI:  InChI=1S/C18H26O2/c1-12-10-14(3)18-15(11-12)9-8-13(2)16(18)6-4-5-7-17(19)20/h4-9,12-16,18H,10-11H2,1-3H3,(H,19,20)/b6-4+,7-5+/t12-,13-,14+,15-,16-,18-/m0/s1
SMILES:  C[C@H]1C[C@@H](C)[C@H]2[C@H](C1)C=C[C@@H]([C@@H]2/C=C/C=C/C(=O)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3353037
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000262] Fatty acids and conjugates
          • [CHEMONTID:0003086] Medium-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
NPO33154 penicillium sp. sf-6013 Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[25453820]

☑ 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
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 = 8200.0 nM PMID[482658]
NPT34 Cell Line BV-2 Mus musculus IC50 = 42500.0 nM PMID[482658]

☑ 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 NPC255781 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
0.8769 High Similarity NPC259156
0.8769 High Similarity NPC242945
0.8438 Intermediate Similarity NPC326645
0.8438 Intermediate Similarity NPC317177
0.8438 Intermediate Similarity NPC317025
0.8438 Intermediate Similarity NPC329416
0.8333 Intermediate Similarity NPC107258
0.831 Intermediate Similarity NPC476346
0.8209 Intermediate Similarity NPC81907
0.8088 Intermediate Similarity NPC254886
0.8028 Intermediate Similarity NPC130016
0.8028 Intermediate Similarity NPC180015
0.8028 Intermediate Similarity NPC109576
0.8028 Intermediate Similarity NPC56747
0.8026 Intermediate Similarity NPC224455
0.7945 Intermediate Similarity NPC19907
0.7922 Intermediate Similarity NPC57370
0.7879 Intermediate Similarity NPC469728
0.7821 Intermediate Similarity NPC302360
0.7792 Intermediate Similarity NPC469806
0.7792 Intermediate Similarity NPC469804
0.7792 Intermediate Similarity NPC469799
0.7792 Intermediate Similarity NPC469805
0.7763 Intermediate Similarity NPC469797
0.7763 Intermediate Similarity NPC469798
0.7722 Intermediate Similarity NPC109528
0.7692 Intermediate Similarity NPC279639
0.7692 Intermediate Similarity NPC3856
0.7639 Intermediate Similarity NPC133253
0.7639 Intermediate Similarity NPC21944
0.7595 Intermediate Similarity NPC87552
0.7595 Intermediate Similarity NPC470800
0.7534 Intermediate Similarity NPC35656
0.7467 Intermediate Similarity NPC4509
0.7463 Intermediate Similarity NPC176621
0.7439 Intermediate Similarity NPC7280
0.7439 Intermediate Similarity NPC229612
0.7429 Intermediate Similarity NPC185587
0.7397 Intermediate Similarity NPC181587
0.7368 Intermediate Similarity NPC132542
0.7342 Intermediate Similarity NPC3511
0.7342 Intermediate Similarity NPC472867
0.7342 Intermediate Similarity NPC472239
0.7342 Intermediate Similarity NPC142253
0.7333 Intermediate Similarity NPC476795
0.7333 Intermediate Similarity NPC68624
0.7317 Intermediate Similarity NPC476293
0.7284 Intermediate Similarity NPC329630
0.7273 Intermediate Similarity NPC105197
0.7273 Intermediate Similarity NPC198240
0.7273 Intermediate Similarity NPC169095
0.725 Intermediate Similarity NPC118423
0.725 Intermediate Similarity NPC97913
0.7229 Intermediate Similarity NPC72397
0.7215 Intermediate Similarity NPC6663
0.72 Intermediate Similarity NPC213223
0.7179 Intermediate Similarity NPC190211
0.7164 Intermediate Similarity NPC60772
0.7162 Intermediate Similarity NPC95863
0.716 Intermediate Similarity NPC164577
0.716 Intermediate Similarity NPC472865
0.7143 Intermediate Similarity NPC61952
0.7143 Intermediate Similarity NPC118011
0.7143 Intermediate Similarity NPC150162
0.7143 Intermediate Similarity NPC97377
0.7143 Intermediate Similarity NPC36668
0.7125 Intermediate Similarity NPC256112
0.7125 Intermediate Similarity NPC16321
0.7125 Intermediate Similarity NPC268122
0.7105 Intermediate Similarity NPC65650
0.7093 Intermediate Similarity NPC469939
0.7089 Intermediate Similarity NPC271104
0.7073 Intermediate Similarity NPC8571
0.7067 Intermediate Similarity NPC276336
0.7059 Intermediate Similarity NPC26224
0.7051 Intermediate Similarity NPC172066
0.7051 Intermediate Similarity NPC179028
0.7037 Intermediate Similarity NPC474976
0.7037 Intermediate Similarity NPC474790
0.7037 Intermediate Similarity NPC79945
0.7037 Intermediate Similarity NPC49019
0.7013 Intermediate Similarity NPC309399
0.7013 Intermediate Similarity NPC474463
0.7013 Intermediate Similarity NPC180886
0.7 Intermediate Similarity NPC174956
0.6988 Remote Similarity NPC168248
0.6986 Remote Similarity NPC310992
0.6986 Remote Similarity NPC188292
0.6986 Remote Similarity NPC260474
0.6977 Remote Similarity NPC204341
0.6977 Remote Similarity NPC212948
0.6977 Remote Similarity NPC474018
0.6977 Remote Similarity NPC473986
0.6974 Remote Similarity NPC241854
0.6974 Remote Similarity NPC237591
0.6974 Remote Similarity NPC3753
0.6974 Remote Similarity NPC20025
0.6974 Remote Similarity NPC476046
0.6974 Remote Similarity NPC168975
0.6974 Remote Similarity NPC251970
0.6974 Remote Similarity NPC75485
0.6974 Remote Similarity NPC301065
0.6962 Remote Similarity NPC242767
0.6962 Remote Similarity NPC170394
0.6951 Remote Similarity NPC181743
0.6951 Remote Similarity NPC16287
0.6951 Remote Similarity NPC19849
0.6951 Remote Similarity NPC248758
0.6951 Remote Similarity NPC472864
0.6951 Remote Similarity NPC178025
0.6944 Remote Similarity NPC176171
0.6944 Remote Similarity NPC92327
0.6944 Remote Similarity NPC308294
0.6944 Remote Similarity NPC142423
0.6933 Remote Similarity NPC160817
0.6914 Remote Similarity NPC2524
0.6914 Remote Similarity NPC94200
0.6905 Remote Similarity NPC236618
0.6905 Remote Similarity NPC181327
0.6901 Remote Similarity NPC226066
0.6901 Remote Similarity NPC329698
0.6897 Remote Similarity NPC214697
0.6897 Remote Similarity NPC242069
0.6883 Remote Similarity NPC166018
0.6883 Remote Similarity NPC225665
0.6883 Remote Similarity NPC469803
0.6883 Remote Similarity NPC476844
0.6883 Remote Similarity NPC279666
0.6883 Remote Similarity NPC169056
0.6883 Remote Similarity NPC192540
0.6875 Remote Similarity NPC281880
0.6867 Remote Similarity NPC42586
0.6867 Remote Similarity NPC60350
0.6867 Remote Similarity NPC473251
0.6866 Remote Similarity NPC55412
0.6866 Remote Similarity NPC249645
0.686 Remote Similarity NPC182136
0.6849 Remote Similarity NPC176107
0.6842 Remote Similarity NPC153660
0.6835 Remote Similarity NPC471409
0.6835 Remote Similarity NPC189485
0.6835 Remote Similarity NPC74410
0.6835 Remote Similarity NPC275494
0.6829 Remote Similarity NPC102197
0.6829 Remote Similarity NPC476927
0.6829 Remote Similarity NPC42476
0.6824 Remote Similarity NPC249889
0.6824 Remote Similarity NPC193843
0.6824 Remote Similarity NPC48107
0.6818 Remote Similarity NPC5626
0.6818 Remote Similarity NPC469491
0.6812 Remote Similarity NPC276764
0.6812 Remote Similarity NPC472304
0.6806 Remote Similarity NPC251118
0.68 Remote Similarity NPC316029
0.6795 Remote Similarity NPC472305
0.6795 Remote Similarity NPC69143
0.6795 Remote Similarity NPC1254
0.6795 Remote Similarity NPC112680
0.6795 Remote Similarity NPC151622
0.6795 Remote Similarity NPC7629
0.6795 Remote Similarity NPC292589
0.679 Remote Similarity NPC278459
0.679 Remote Similarity NPC170303
0.679 Remote Similarity NPC159148
0.6786 Remote Similarity NPC472869
0.6786 Remote Similarity NPC186975
0.6778 Remote Similarity NPC99726
0.6778 Remote Similarity NPC251579
0.6778 Remote Similarity NPC133135
0.6765 Remote Similarity NPC208749
0.6765 Remote Similarity NPC22019
0.6765 Remote Similarity NPC11130
0.6765 Remote Similarity NPC281986
0.6765 Remote Similarity NPC321568
0.6757 Remote Similarity NPC87141
0.6757 Remote Similarity NPC117804
0.6753 Remote Similarity NPC474796
0.6753 Remote Similarity NPC474797
0.6753 Remote Similarity NPC161923
0.6753 Remote Similarity NPC283908
0.6753 Remote Similarity NPC329866
0.6753 Remote Similarity NPC22134
0.6753 Remote Similarity NPC103958
0.6753 Remote Similarity NPC183503
0.675 Remote Similarity NPC27817
0.6747 Remote Similarity NPC306951
0.6744 Remote Similarity NPC66344
0.6744 Remote Similarity NPC472240
0.6744 Remote Similarity NPC262043
0.6744 Remote Similarity NPC262858
0.6744 Remote Similarity NPC314727
0.6744 Remote Similarity NPC310236
0.6744 Remote Similarity NPC146554
0.6712 Remote Similarity NPC166791
0.6712 Remote Similarity NPC322035
0.6712 Remote Similarity NPC279434
0.6712 Remote Similarity NPC100719
0.6711 Remote Similarity NPC54123
0.6711 Remote Similarity NPC288667

  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 NPC255781 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
0.8438 Intermediate Similarity NPD4192 Approved
0.8438 Intermediate Similarity NPD4191 Approved
0.8438 Intermediate Similarity NPD4194 Approved
0.8438 Intermediate Similarity NPD4193 Approved
0.7097 Intermediate Similarity NPD4220 Pre-registration
0.6974 Remote Similarity NPD4058 Approved
0.6901 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6866 Remote Similarity NPD4219 Approved
0.6753 Remote Similarity NPD4687 Approved
0.6627 Remote Similarity NPD3971 Phase 1
0.6579 Remote Similarity NPD4691 Approved
0.6556 Remote Similarity NPD6049 Phase 2
0.6556 Remote Similarity NPD6048 Clinical (unspecified phase)
0.6543 Remote Similarity NPD4195 Approved
0.6538 Remote Similarity NPD5733 Approved
0.6494 Remote Similarity NPD5276 Approved
0.6471 Remote Similarity NPD5734 Clinical (unspecified phase)
0.6456 Remote Similarity NPD8264 Approved
0.6452 Remote Similarity NPD6404 Discontinued
0.6447 Remote Similarity NPD4137 Phase 3
0.6404 Remote Similarity NPD5284 Approved
0.6404 Remote Similarity NPD5281 Approved
0.6395 Remote Similarity NPD4623 Approved
0.6395 Remote Similarity NPD4519 Discontinued
0.6364 Remote Similarity NPD4747 Approved
0.631 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6235 Remote Similarity NPD3527 Clinical (unspecified phase)
0.618 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6136 Remote Similarity NPD3573 Approved
0.6111 Remote Similarity NPD5207 Approved
0.6071 Remote Similarity NPD4695 Discontinued
0.6049 Remote Similarity NPD8039 Approved
0.6049 Remote Similarity NPD9716 Approved
0.6044 Remote Similarity NPD5694 Approved
0.6044 Remote Similarity NPD7637 Suspended
0.6024 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6023 Remote Similarity NPD4694 Approved
0.6023 Remote Similarity NPD5280 Approved
0.6023 Remote Similarity NPD5690 Phase 2
0.5978 Remote Similarity NPD5779 Approved
0.5978 Remote Similarity NPD5778 Approved
0.5977 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5972 Remote Similarity NPD287 Approved
0.5946 Remote Similarity NPD368 Approved
0.5938 Remote Similarity NPD6648 Approved
0.5934 Remote Similarity NPD5692 Phase 3
0.593 Remote Similarity NPD4221 Approved
0.593 Remote Similarity NPD4223 Phase 3
0.5921 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5909 Remote Similarity NPD1694 Approved
0.5909 Remote Similarity NPD5363 Approved
0.5909 Remote Similarity NPD1696 Phase 3
0.5904 Remote Similarity NPD4756 Discovery
0.5897 Remote Similarity NPD3621 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7332 Phase 2
0.5882 Remote Similarity NPD7514 Phase 3
0.587 Remote Similarity NPD7515 Phase 2
0.587 Remote Similarity NPD6050 Approved
0.5843 Remote Similarity NPD7334 Approved
0.5843 Remote Similarity NPD5330 Approved
0.5843 Remote Similarity NPD7146 Approved
0.5843 Remote Similarity NPD6684 Approved
0.5843 Remote Similarity NPD7521 Approved
0.5843 Remote Similarity NPD5279 Phase 3
0.5843 Remote Similarity NPD6409 Approved
0.5833 Remote Similarity NPD7145 Approved
0.5833 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4225 Approved
0.5821 Remote Similarity NPD8262 Approved
0.5814 Remote Similarity NPD6902 Approved
0.5811 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5795 Remote Similarity NPD3133 Approved
0.5795 Remote Similarity NPD4197 Approved
0.5795 Remote Similarity NPD3665 Phase 1
0.5795 Remote Similarity NPD3666 Approved
0.5775 Remote Similarity NPD342 Phase 1
0.5773 Remote Similarity NPD7639 Approved
0.5773 Remote Similarity NPD7640 Approved
0.575 Remote Similarity NPD7144 Approved
0.575 Remote Similarity NPD7143 Approved
0.5747 Remote Similarity NPD5209 Approved
0.5745 Remote Similarity NPD7748 Approved
0.5745 Remote Similarity NPD5122 Clinical (unspecified phase)
0.5732 Remote Similarity NPD4784 Approved
0.5732 Remote Similarity NPD4785 Approved
0.573 Remote Similarity NPD5329 Approved
0.5714 Remote Similarity NPD5776 Phase 2
0.5714 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6925 Approved
0.5714 Remote Similarity NPD5737 Approved
0.5714 Remote Similarity NPD6672 Approved
0.5714 Remote Similarity NPD6903 Approved
0.5714 Remote Similarity NPD5208 Approved
0.5699 Remote Similarity NPD6079 Approved
0.5699 Remote Similarity NPD5693 Phase 1
0.5698 Remote Similarity NPD4821 Approved
0.5698 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5698 Remote Similarity NPD4820 Approved
0.5698 Remote Similarity NPD4819 Approved
0.5698 Remote Similarity NPD4822 Approved
0.5684 Remote Similarity NPD5695 Phase 3
0.5679 Remote Similarity NPD4243 Approved
0.5679 Remote Similarity NPD7151 Approved
0.5679 Remote Similarity NPD7150 Approved
0.5679 Remote Similarity NPD7152 Approved
0.567 Remote Similarity NPD7638 Approved
0.567 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5667 Remote Similarity NPD4689 Approved
0.5667 Remote Similarity NPD4693 Phase 3
0.5667 Remote Similarity NPD5205 Approved
0.5667 Remote Similarity NPD4690 Approved
0.5667 Remote Similarity NPD4138 Approved
0.5667 Remote Similarity NPD3618 Phase 1
0.5667 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5667 Remote Similarity NPD4688 Approved
0.5652 Remote Similarity NPD6673 Approved
0.5652 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6051 Approved
0.5652 Remote Similarity NPD6101 Approved
0.5652 Remote Similarity NPD6080 Approved
0.5652 Remote Similarity NPD6904 Approved
0.5647 Remote Similarity NPD4268 Approved
0.5647 Remote Similarity NPD3617 Approved
0.5647 Remote Similarity NPD4271 Approved
0.5641 Remote Similarity NPD7331 Phase 2
0.5638 Remote Similarity NPD7631 Approved
0.5632 Remote Similarity NPD8028 Phase 2
0.5631 Remote Similarity NPD6831 Clinical (unspecified phase)
0.5625 Remote Similarity NPD1799 Clinical (unspecified phase)
0.5625 Remote Similarity NPD7614 Phase 1
0.5625 Remote Similarity NPD6922 Approved
0.5625 Remote Similarity NPD6923 Approved
0.5612 Remote Similarity NPD2066 Phase 3
0.5606 Remote Similarity NPD39 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