Structure

Physi-Chem Properties

Molecular Weight:  412.32
Volume:  453.782
LogP:  7.828
LogD:  4.513
LogS:  -6.876
# Rotatable Bonds:  19
TPSA:  53.99
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.109
Synthetic Accessibility Score:  3.648
Fsp3:  0.875
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  2
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.825
MDCK Permeability:  2.302086249983404e-05
Pgp-inhibitor:  0.461
Pgp-substrate:  0.002
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.721
30% Bioavailability (F30%):  0.552

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.131
Plasma Protein Binding (PPB):  97.70803833007812%
Volume Distribution (VD):  2.099
Pgp-substrate:  2.220090627670288%

ADMET: Metabolism

CYP1A2-inhibitor:  0.17
CYP1A2-substrate:  0.582
CYP2C19-inhibitor:  0.491
CYP2C19-substrate:  0.823
CYP2C9-inhibitor:  0.32
CYP2C9-substrate:  0.466
CYP2D6-inhibitor:  0.075
CYP2D6-substrate:  0.047
CYP3A4-inhibitor:  0.868
CYP3A4-substrate:  0.332

ADMET: Excretion

Clearance (CL):  5.443
Half-life (T1/2):  0.067

ADMET: Toxicity

hERG Blockers:  0.322
Human Hepatotoxicity (H-HT):  0.445
Drug-inuced Liver Injury (DILI):  0.637
AMES Toxicity:  0.1
Rat Oral Acute Toxicity:  0.091
Maximum Recommended Daily Dose:  0.036
Skin Sensitization:  0.948
Carcinogencity:  0.085
Eye Corrosion:  0.09
Eye Irritation:  0.168
Respiratory Toxicity:  0.934

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

  Natural Product: NPC284447

Natural Product ID:  NPC284447
Common Name*:   Chondrillin
IUPAC Name:   methyl 2-[(3R,6S)-6-hexadecyl-6-methoxy-3H-1,2-dioxin-3-yl]acetate
Synonyms:   Chondrillin
Standard InCHIKey:  ZKFUKHCEACWDKL-UPVQGACJSA-N
Standard InCHI:  InChI=1S/C24H44O5/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-24(27-3)20-18-22(28-29-24)21-23(25)26-2/h18,20,22H,4-17,19,21H2,1-3H3/t22-,24-/m0/s1
SMILES:  CCCCCCCCCCCCCCCC[C@]1(OC)OO[C@@H](C=C1)CC(=O)OC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL163015
PubChem CID:   10884145
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0001093] Carboxylic acid derivatives
          • [CHEMONTID:0001238] Carboxylic acid esters
            • [CHEMONTID:0003416] Methyl esters

*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
NPO26409 Plakortis simplex Species Plakinidae Eukaryota n.a. Caribbean n.a. PMID[10021943]
NPO63 Plakinastrella onkodes Species Plakinidae Eukaryota n.a. n.a. n.a. PMID[11277739]
NPO26409 Plakortis simplex Species Plakinidae Eukaryota n.a. Taiwan n.a. PMID[11277748]
NPO26409 Plakortis simplex Species Plakinidae Eukaryota n.a. n.a. n.a. PMID[15921424]
NPO26409 Plakortis simplex Species Plakinidae Eukaryota n.a. n.a. n.a. PMID[23806071]
NPO26409 Plakortis simplex Species Plakinidae Eukaryota n.a. China n.a. PMID[25115700]
NPO63 Plakinastrella onkodes Species Plakinidae Eukaryota n.a. n.a. n.a. PMID[7807122]
NPO63 Plakinastrella onkodes Species Plakinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26409 Plakortis simplex Species Plakinidae 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
NPT1178 Cell Line KB 3-1 Homo sapiens IC50 = 630.0 nM PMID[469623]
NPT168 Cell Line P388 Mus musculus ED50 > 10.0 ug ml-1 PMID[469624]
NPT168 Cell Line P388 Mus musculus Inhibition = 50.0 % PMID[469626]
NPT139 Cell Line HT-29 Homo sapiens IC50 = 1.1 ug.mL-1 PMID[469626]
NPT4590 Cell Line EL4 Mus musculus IC50 = 0.4 ug.mL-1 PMID[469626]
NPT81 Cell Line A549 Homo sapiens IC50 = 0.3 ug.mL-1 PMID[469626]
NPT168 Cell Line P388 Mus musculus IC50 = 2.4 ug.mL-1 PMID[469626]
NPT168 Cell Line P388 Mus musculus ED50 > 10.0 ug ml-1 PMID[469626]
NPT182 Individual Protein Protein kinase C alpha Homo sapiens IC50 = 36.0 ug.mL-1 PMID[469626]
NPT3455 Individual Protein Protein kinase C zeta Homo sapiens IC50 = 43.0 ug.mL-1 PMID[469626]
NPT81 Cell Line A549 Homo sapiens IC50 = 0.3 ug.mL-1 PMID[469627]
NPT139 Cell Line HT-29 Homo sapiens IC50 = 1.1 ug.mL-1 PMID[469627]
NPT168 Cell Line P388 Mus musculus IC50 = 2.4 ug.mL-1 PMID[469627]
NPT182 Individual Protein Protein kinase C alpha Homo sapiens IC50 = 36.0 ug.mL-1 PMID[469628]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 > 240.0 nM PMID[469623]
NPT605 Organism Homo sapiens Homo sapiens Ratio < 2.6 n.a. PMID[469623]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 0.74 ug.mL-1 PMID[469625]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 0.74 ug.mL-1 PMID[469626]
NPT760 Individual Protein Protein kinase C beta Homo sapiens IC50 = 49.0 ug.mL-1 PMID[469626]
NPT881 Individual Protein Protein kinase C delta Homo sapiens IC50 = 23.0 ug.mL-1 PMID[469626]
NPT761 Individual Protein Protein kinase C epsilon Homo sapiens IC50 = 30.0 ug.mL-1 PMID[469626]
NPT880 Individual Protein Protein kinase C gamma Homo sapiens IC50 > 150.0 ug.mL-1 PMID[469626]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 0.4 ug.mL-1 PMID[469627]
NPT760 Individual Protein Protein kinase C beta Homo sapiens IC50 = 49.0 ug.mL-1 PMID[469628]
NPT881 Individual Protein Protein kinase C delta Homo sapiens IC50 = 23.0 ug.mL-1 PMID[469628]

☑ 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 NPC284447 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
0.8028 Intermediate Similarity NPC238425
0.8028 Intermediate Similarity NPC472018
0.8028 Intermediate Similarity NPC474543
0.8 Intermediate Similarity NPC472017
0.8 Intermediate Similarity NPC69462
0.7917 Intermediate Similarity NPC474551
0.7857 Intermediate Similarity NPC470436
0.7857 Intermediate Similarity NPC107130
0.7846 Intermediate Similarity NPC474267
0.7714 Intermediate Similarity NPC475760
0.7703 Intermediate Similarity NPC474447
0.7576 Intermediate Similarity NPC22897
0.7576 Intermediate Similarity NPC159650
0.7568 Intermediate Similarity NPC199445
0.7536 Intermediate Similarity NPC326268
0.7536 Intermediate Similarity NPC318420
0.7534 Intermediate Similarity NPC327383
0.7534 Intermediate Similarity NPC185186
0.7534 Intermediate Similarity NPC167145
0.7534 Intermediate Similarity NPC470435
0.75 Intermediate Similarity NPC54925
0.7467 Intermediate Similarity NPC49392
0.7467 Intermediate Similarity NPC190400
0.7467 Intermediate Similarity NPC239127
0.7463 Intermediate Similarity NPC328311
0.7463 Intermediate Similarity NPC299730
0.7436 Intermediate Similarity NPC475481
0.7436 Intermediate Similarity NPC79277
0.7432 Intermediate Similarity NPC330016
0.7397 Intermediate Similarity NPC475762
0.7397 Intermediate Similarity NPC126061
0.7368 Intermediate Similarity NPC281296
0.7333 Intermediate Similarity NPC255060
0.7333 Intermediate Similarity NPC469414
0.7333 Intermediate Similarity NPC260396
0.7333 Intermediate Similarity NPC327041
0.7333 Intermediate Similarity NPC285840
0.7333 Intermediate Similarity NPC329826
0.7297 Intermediate Similarity NPC474705
0.7273 Intermediate Similarity NPC121200
0.7273 Intermediate Similarity NPC471279
0.7273 Intermediate Similarity NPC127526
0.7273 Intermediate Similarity NPC471277
0.7237 Intermediate Similarity NPC266119
0.7231 Intermediate Similarity NPC128061
0.7231 Intermediate Similarity NPC200845
0.7231 Intermediate Similarity NPC28779
0.7231 Intermediate Similarity NPC223677
0.7231 Intermediate Similarity NPC10316
0.7231 Intermediate Similarity NPC52264
0.7222 Intermediate Similarity NPC218477
0.7206 Intermediate Similarity NPC26223
0.7188 Intermediate Similarity NPC139545
0.7188 Intermediate Similarity NPC39633
0.7188 Intermediate Similarity NPC309606
0.7164 Intermediate Similarity NPC23418
0.7162 Intermediate Similarity NPC84038
0.7143 Intermediate Similarity NPC148233
0.7143 Intermediate Similarity NPC477457
0.7143 Intermediate Similarity NPC308457
0.7143 Intermediate Similarity NPC25747
0.7143 Intermediate Similarity NPC477456
0.7101 Intermediate Similarity NPC201939
0.7101 Intermediate Similarity NPC328776
0.7101 Intermediate Similarity NPC321838
0.7101 Intermediate Similarity NPC320305
0.7101 Intermediate Similarity NPC325929
0.7101 Intermediate Similarity NPC66460
0.7101 Intermediate Similarity NPC271282
0.7097 Intermediate Similarity NPC207815
0.7083 Intermediate Similarity NPC99619
0.7083 Intermediate Similarity NPC22101
0.7083 Intermediate Similarity NPC104537
0.7083 Intermediate Similarity NPC148192
0.7083 Intermediate Similarity NPC330426
0.7083 Intermediate Similarity NPC475443
0.7083 Intermediate Similarity NPC127091
0.7083 Intermediate Similarity NPC26500
0.7083 Intermediate Similarity NPC271921
0.7083 Intermediate Similarity NPC473829
0.7077 Intermediate Similarity NPC137538
0.7067 Intermediate Similarity NPC329890
0.7067 Intermediate Similarity NPC329914
0.7067 Intermediate Similarity NPC144419
0.7059 Intermediate Similarity NPC318306
0.7059 Intermediate Similarity NPC478095
0.7059 Intermediate Similarity NPC329249
0.7051 Intermediate Similarity NPC248775
0.7051 Intermediate Similarity NPC182292
0.7042 Intermediate Similarity NPC136164
0.7042 Intermediate Similarity NPC255863
0.7042 Intermediate Similarity NPC245947
0.7037 Intermediate Similarity NPC69469
0.7027 Intermediate Similarity NPC42526
0.7027 Intermediate Similarity NPC469660
0.7013 Intermediate Similarity NPC256640
0.7013 Intermediate Similarity NPC16279
0.7013 Intermediate Similarity NPC469514
0.7013 Intermediate Similarity NPC205615
0.7 Intermediate Similarity NPC29697
0.6986 Remote Similarity NPC48218
0.6986 Remote Similarity NPC473559
0.6986 Remote Similarity NPC324981
0.6986 Remote Similarity NPC141481
0.697 Remote Similarity NPC228473
0.6962 Remote Similarity NPC469747
0.6962 Remote Similarity NPC180725
0.6962 Remote Similarity NPC263574
0.6962 Remote Similarity NPC139712
0.6962 Remote Similarity NPC470149
0.6962 Remote Similarity NPC321728
0.6962 Remote Similarity NPC470148
0.6957 Remote Similarity NPC226872
0.6957 Remote Similarity NPC327112
0.6957 Remote Similarity NPC154908
0.6957 Remote Similarity NPC79756
0.6957 Remote Similarity NPC252851
0.6957 Remote Similarity NPC229252
0.6957 Remote Similarity NPC243532
0.6957 Remote Similarity NPC45097
0.6957 Remote Similarity NPC143857
0.6957 Remote Similarity NPC158368
0.6951 Remote Similarity NPC41856
0.6944 Remote Similarity NPC248125
0.6944 Remote Similarity NPC124586
0.6933 Remote Similarity NPC293114
0.6923 Remote Similarity NPC71761
0.6923 Remote Similarity NPC474026
0.6923 Remote Similarity NPC476325
0.6923 Remote Similarity NPC476264
0.6914 Remote Similarity NPC475690
0.6912 Remote Similarity NPC478096
0.6901 Remote Similarity NPC68343
0.6901 Remote Similarity NPC34883
0.6901 Remote Similarity NPC470320
0.6901 Remote Similarity NPC328089
0.6892 Remote Similarity NPC473772
0.6892 Remote Similarity NPC101622
0.6883 Remote Similarity NPC60718
0.6883 Remote Similarity NPC473948
0.6875 Remote Similarity NPC262968
0.6875 Remote Similarity NPC469920
0.6875 Remote Similarity NPC470147
0.6875 Remote Similarity NPC133226
0.6857 Remote Similarity NPC113293
0.6857 Remote Similarity NPC475984
0.6849 Remote Similarity NPC478097
0.6849 Remote Similarity NPC478100
0.6849 Remote Similarity NPC203335
0.6849 Remote Similarity NPC472266
0.6829 Remote Similarity NPC475989
0.6829 Remote Similarity NPC16488
0.6829 Remote Similarity NPC475947
0.6806 Remote Similarity NPC182794
0.6806 Remote Similarity NPC476654
0.6806 Remote Similarity NPC476655
0.6806 Remote Similarity NPC320642
0.6806 Remote Similarity NPC476657
0.68 Remote Similarity NPC476660
0.68 Remote Similarity NPC476012
0.68 Remote Similarity NPC4299
0.68 Remote Similarity NPC476037
0.6795 Remote Similarity NPC188860
0.6769 Remote Similarity NPC310746
0.6761 Remote Similarity NPC470965
0.6753 Remote Similarity NPC140287
0.6753 Remote Similarity NPC474758
0.6753 Remote Similarity NPC477204
0.675 Remote Similarity NPC473981
0.675 Remote Similarity NPC473947
0.675 Remote Similarity NPC473980
0.6719 Remote Similarity NPC224227
0.6716 Remote Similarity NPC474913
0.6714 Remote Similarity NPC471278
0.6714 Remote Similarity NPC81896
0.6714 Remote Similarity NPC321919
0.6712 Remote Similarity NPC478101
0.6712 Remote Similarity NPC476659
0.6712 Remote Similarity NPC476656
0.6712 Remote Similarity NPC146811
0.6711 Remote Similarity NPC477084
0.6711 Remote Similarity NPC133098
0.6711 Remote Similarity NPC320119
0.6711 Remote Similarity NPC186531
0.6709 Remote Similarity NPC475711
0.6709 Remote Similarity NPC474760
0.6709 Remote Similarity NPC233071
0.6709 Remote Similarity NPC474278
0.6709 Remote Similarity NPC97516
0.6707 Remote Similarity NPC10080
0.6707 Remote Similarity NPC123908
0.6707 Remote Similarity NPC85772
0.6707 Remote Similarity NPC474252
0.6667 Remote Similarity NPC226592
0.6667 Remote Similarity NPC228978
0.6667 Remote Similarity NPC475004
0.6667 Remote Similarity NPC143396
0.6667 Remote Similarity NPC476658
0.6667 Remote Similarity NPC151481
0.6667 Remote Similarity NPC269841

  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 NPC284447 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
0.6957 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6875 Remote Similarity NPD28 Approved
0.6875 Remote Similarity NPD29 Approved
0.6875 Remote Similarity NPD6927 Phase 3
0.6667 Remote Similarity NPD3197 Phase 1
0.6667 Remote Similarity NPD8039 Approved
0.6667 Remote Similarity NPD5343 Approved
0.6575 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6567 Remote Similarity NPD4266 Approved
0.6567 Remote Similarity NPD3194 Approved
0.6567 Remote Similarity NPD3195 Phase 2
0.6567 Remote Similarity NPD3196 Approved
0.6506 Remote Similarity NPD5209 Approved
0.6463 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6096 Approved
0.6452 Remote Similarity NPD6097 Approved
0.642 Remote Similarity NPD4271 Approved
0.642 Remote Similarity NPD4268 Approved
0.6418 Remote Similarity NPD3172 Approved
0.64 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6349 Remote Similarity NPD3174 Discontinued
0.631 Remote Similarity NPD4270 Approved
0.631 Remote Similarity NPD4269 Approved
0.6292 Remote Similarity NPD5785 Approved
0.6265 Remote Similarity NPD4822 Approved
0.6265 Remote Similarity NPD4252 Approved
0.6265 Remote Similarity NPD4821 Approved
0.6265 Remote Similarity NPD4819 Approved
0.6265 Remote Similarity NPD4820 Approved
0.6235 Remote Similarity NPD7154 Phase 3
0.6216 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6207 Remote Similarity NPD5786 Approved
0.6197 Remote Similarity NPD6109 Phase 1
0.619 Remote Similarity NPD5369 Approved
0.6163 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5779 Approved
0.6154 Remote Similarity NPD5778 Approved
0.6129 Remote Similarity NPD7839 Suspended
0.6111 Remote Similarity NPD46 Approved
0.6111 Remote Similarity NPD6698 Approved
0.6094 Remote Similarity NPD39 Approved
0.6092 Remote Similarity NPD5363 Approved
0.6092 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6061 Remote Similarity NPD3173 Approved
0.6047 Remote Similarity NPD5362 Discontinued
0.6044 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6044 Remote Similarity NPD7983 Approved
0.6044 Remote Similarity NPD7637 Suspended
0.6024 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6 Remote Similarity NPD5370 Suspended
0.6 Remote Similarity NPD6101 Approved
0.5955 Remote Similarity NPD4251 Approved
0.5955 Remote Similarity NPD4250 Approved
0.5934 Remote Similarity NPD7838 Discovery
0.593 Remote Similarity NPD4752 Clinical (unspecified phase)
0.593 Remote Similarity NPD6435 Approved
0.5904 Remote Similarity NPD4756 Discovery
0.5882 Remote Similarity NPD5368 Approved
0.587 Remote Similarity NPD6411 Approved
0.5862 Remote Similarity NPD5331 Approved
0.5862 Remote Similarity NPD5332 Approved
0.5846 Remote Similarity NPD4222 Approved
0.5844 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5843 Remote Similarity NPD4249 Approved
0.5833 Remote Similarity NPD3732 Approved
0.5833 Remote Similarity NPD4225 Approved
0.5833 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5814 Remote Similarity NPD4790 Discontinued
0.5781 Remote Similarity NPD5326 Phase 3
0.573 Remote Similarity NPD1694 Approved
0.5692 Remote Similarity NPD2699 Approved
0.5684 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5672 Remote Similarity NPD622 Approved
0.5672 Remote Similarity NPD6125 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6051 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