Structure

Physi-Chem Properties

Molecular Weight:  328.3
Volume:  378.21
LogP:  7.208
LogD:  4.008
LogS:  -6.483
# Rotatable Bonds:  19
TPSA:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.256
Synthetic Accessibility Score:  1.97
Fsp3:  0.95
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.835
MDCK Permeability:  2.189006954722572e-05
Pgp-inhibitor:  0.004
Pgp-substrate:  0.046
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.714
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.08
Plasma Protein Binding (PPB):  97.11753845214844%
Volume Distribution (VD):  1.318
Pgp-substrate:  1.5717222690582275%

ADMET: Metabolism

CYP1A2-inhibitor:  0.453
CYP1A2-substrate:  0.169
CYP2C19-inhibitor:  0.396
CYP2C19-substrate:  0.052
CYP2C9-inhibitor:  0.237
CYP2C9-substrate:  0.945
CYP2D6-inhibitor:  0.022
CYP2D6-substrate:  0.029
CYP3A4-inhibitor:  0.344
CYP3A4-substrate:  0.047

ADMET: Excretion

Clearance (CL):  6.643
Half-life (T1/2):  0.36

ADMET: Toxicity

hERG Blockers:  0.321
Human Hepatotoxicity (H-HT):  0.012
Drug-inuced Liver Injury (DILI):  0.046
AMES Toxicity:  0.007
Rat Oral Acute Toxicity:  0.025
Maximum Recommended Daily Dose:  0.01
Skin Sensitization:  0.959
Carcinogencity:  0.065
Eye Corrosion:  0.906
Eye Irritation:  0.966
Respiratory Toxicity:  0.831

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

  Natural Product: NPC26253

Natural Product ID:  NPC26253
Common Name*:   2-Hydroxyethyl Octadecanoate
IUPAC Name:   2-hydroxyethyl octadecanoate
Synonyms:  
Standard InCHIKey:  RFVNOJDQRGSOEL-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C20H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(22)23-19-18-21/h21H,2-19H2,1H3
SMILES:  CCCCCCCCCCCCCCCCCC(=O)OCCO
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2355383
PubChem CID:   24762
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000324] Fatty acid 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
NPO19774 Rubus idaeus Species n.a. n.a. Fruit n.a. n.a. DOI[10.1016/S0963-9969(99)00095-2]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. PMID[14600382]
NPO5645 Silybum marianum Species Asteraceae Eukaryota n.a. whole plant n.a. PMID[16394559]
NPO19774 Rubus idaeus Species n.a. n.a. n.a. n.a. n.a. PMID[21381697]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. calyx n.a. PMID[21561086]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. fruit n.a. PMID[24086493]
NPO5645 Silybum marianum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[24456525]
NPO5645 Silybum marianum Species Asteraceae Eukaryota Seeds n.a. n.a. PMID[24597776]
NPO23320 Marsdenia tenacissima Species Apocynaceae Eukaryota stems Simao County, Yunnan Province, China 2005-MAR PMID[25215856]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota Twigs n.a. n.a. PMID[25894905]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota Twigs n.a. n.a. PMID[28358502]
NPO19774 Rubus idaeus Species n.a. n.a. n.a. n.a. Database[FooDB]
NPO19774 Rubus idaeus Species n.a. n.a. Fruits n.a. Database[FooDB]
NPO19774 Rubus idaeus Species n.a. n.a. Fruit n.a. n.a. Database[FooDB]
NPO19774 Rubus idaeus Species n.a. n.a. Leaf n.a. n.a. Database[FooDB]
NPO19774 Rubus idaeus Species n.a. n.a. Seed n.a. n.a. Database[FooDB]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7170 Tylophora ovata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28169 Aleurites cordata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14975 Adenanthera pavonina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19774 Rubus idaeus Species n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO29390 Semen juglandis n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO9247.1 Bupleurum smithii var. parvifolium Varieties Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5645 Silybum marianum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19774 Rubus idaeus Species n.a. n.a. Fruits n.a. Database[Phenol-Explorer]
NPO19774 Rubus idaeus Species n.a. n.a. n.a. n.a. Database[Phenol-Explorer]
NPO29390 Semen juglandis n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO5645 Silybum marianum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7170 Tylophora ovata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19774 Rubus idaeus Species n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO9247.1 Bupleurum smithii var. parvifolium Varieties Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23320 Marsdenia tenacissima Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14975 Adenanthera pavonina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28169 Aleurites cordata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5645 Silybum marianum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28169 Aleurites cordata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5645 Silybum marianum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23320 Marsdenia tenacissima Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26327 Chaenomeles sinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19774 Rubus idaeus Species n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO5645 Silybum marianum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14975 Adenanthera pavonina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28169 Aleurites cordata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18296 Diospyros kaki Species Ebenaceae 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
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 2660.9 nM PMID[548549]
NPT2 Others Unspecified Potency n.a. 9439.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 10682.2 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 NPC26253 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
0.9 High Similarity NPC320588
0.9 High Similarity NPC469937
0.9 High Similarity NPC53463
0.9 High Similarity NPC23155
0.8913 High Similarity NPC30195
0.8913 High Similarity NPC12438
0.8667 High Similarity NPC203531
0.8667 High Similarity NPC236579
0.8542 High Similarity NPC106872
0.8333 Intermediate Similarity NPC324004
0.8333 Intermediate Similarity NPC328497
0.8298 Intermediate Similarity NPC287231
0.8298 Intermediate Similarity NPC47363
0.8222 Intermediate Similarity NPC12156
0.8222 Intermediate Similarity NPC28598
0.8222 Intermediate Similarity NPC40597
0.8222 Intermediate Similarity NPC256163
0.8222 Intermediate Similarity NPC149299
0.8222 Intermediate Similarity NPC250028
0.8222 Intermediate Similarity NPC161097
0.8222 Intermediate Similarity NPC165533
0.82 Intermediate Similarity NPC55678
0.8182 Intermediate Similarity NPC470363
0.8043 Intermediate Similarity NPC196924
0.8043 Intermediate Similarity NPC149184
0.8043 Intermediate Similarity NPC307783
0.8043 Intermediate Similarity NPC209970
0.8043 Intermediate Similarity NPC53541
0.8043 Intermediate Similarity NPC171736
0.8043 Intermediate Similarity NPC216630
0.8039 Intermediate Similarity NPC287811
0.8 Intermediate Similarity NPC223249
0.8 Intermediate Similarity NPC80234
0.7872 Intermediate Similarity NPC67462
0.7843 Intermediate Similarity NPC90904
0.7778 Intermediate Similarity NPC305660
0.7778 Intermediate Similarity NPC54980
0.7778 Intermediate Similarity NPC201622
0.7778 Intermediate Similarity NPC22903
0.7778 Intermediate Similarity NPC197039
0.7759 Intermediate Similarity NPC235788
0.7708 Intermediate Similarity NPC74845
0.7708 Intermediate Similarity NPC317128
0.7692 Intermediate Similarity NPC100096
0.7647 Intermediate Similarity NPC304162
0.7609 Intermediate Similarity NPC279026
0.7609 Intermediate Similarity NPC219536
0.7609 Intermediate Similarity NPC201844
0.7609 Intermediate Similarity NPC261080
0.7609 Intermediate Similarity NPC154186
0.7609 Intermediate Similarity NPC113928
0.7609 Intermediate Similarity NPC14227
0.7609 Intermediate Similarity NPC31551
0.7609 Intermediate Similarity NPC301696
0.7609 Intermediate Similarity NPC301585
0.7556 Intermediate Similarity NPC128996
0.7551 Intermediate Similarity NPC8219
0.7551 Intermediate Similarity NPC469781
0.7451 Intermediate Similarity NPC200618
0.7451 Intermediate Similarity NPC131770
0.7447 Intermediate Similarity NPC152008
0.74 Intermediate Similarity NPC145045
0.74 Intermediate Similarity NPC63182
0.74 Intermediate Similarity NPC52700
0.74 Intermediate Similarity NPC105329
0.7347 Intermediate Similarity NPC255837
0.7347 Intermediate Similarity NPC19305
0.7333 Intermediate Similarity NPC80641
0.7333 Intermediate Similarity NPC80396
0.7333 Intermediate Similarity NPC154642
0.7273 Intermediate Similarity NPC289979
0.7258 Intermediate Similarity NPC22101
0.7258 Intermediate Similarity NPC127091
0.7258 Intermediate Similarity NPC330426
0.7258 Intermediate Similarity NPC148192
0.7258 Intermediate Similarity NPC286842
0.7258 Intermediate Similarity NPC469925
0.7258 Intermediate Similarity NPC473829
0.7258 Intermediate Similarity NPC475443
0.7258 Intermediate Similarity NPC206601
0.7258 Intermediate Similarity NPC104537
0.7258 Intermediate Similarity NPC271921
0.7255 Intermediate Similarity NPC21844
0.7255 Intermediate Similarity NPC326957
0.7255 Intermediate Similarity NPC249754
0.7234 Intermediate Similarity NPC214610
0.7234 Intermediate Similarity NPC183424
0.7234 Intermediate Similarity NPC118968
0.7234 Intermediate Similarity NPC294085
0.7222 Intermediate Similarity NPC310746
0.72 Intermediate Similarity NPC273545
0.7143 Intermediate Similarity NPC129972
0.7143 Intermediate Similarity NPC82315
0.7143 Intermediate Similarity NPC301528
0.7143 Intermediate Similarity NPC48218
0.7143 Intermediate Similarity NPC473559
0.7143 Intermediate Similarity NPC324981
0.7143 Intermediate Similarity NPC71317
0.7143 Intermediate Similarity NPC141481
0.7115 Intermediate Similarity NPC477878
0.7115 Intermediate Similarity NPC324793
0.7111 Intermediate Similarity NPC156630
0.7111 Intermediate Similarity NPC223374
0.7111 Intermediate Similarity NPC196442
0.7111 Intermediate Similarity NPC86545
0.7111 Intermediate Similarity NPC301398
0.7059 Intermediate Similarity NPC308301
0.7031 Intermediate Similarity NPC473772
0.7031 Intermediate Similarity NPC285003
0.7031 Intermediate Similarity NPC241265
0.7021 Intermediate Similarity NPC268826
0.7 Intermediate Similarity NPC76051
0.6957 Remote Similarity NPC155263
0.6939 Remote Similarity NPC103286
0.6939 Remote Similarity NPC163746
0.6923 Remote Similarity NPC33267
0.6923 Remote Similarity NPC321873
0.6923 Remote Similarity NPC324165
0.6923 Remote Similarity NPC42526
0.6923 Remote Similarity NPC470268
0.6923 Remote Similarity NPC170963
0.6923 Remote Similarity NPC169976
0.6923 Remote Similarity NPC126366
0.6923 Remote Similarity NPC114640
0.6923 Remote Similarity NPC476660
0.6889 Remote Similarity NPC154396
0.6889 Remote Similarity NPC286498
0.6885 Remote Similarity NPC325773
0.6875 Remote Similarity NPC97736
0.6875 Remote Similarity NPC50228
0.6875 Remote Similarity NPC81263
0.6863 Remote Similarity NPC55023
0.6852 Remote Similarity NPC305182
0.6842 Remote Similarity NPC10316
0.6842 Remote Similarity NPC200845
0.6842 Remote Similarity NPC128061
0.6842 Remote Similarity NPC223677
0.6842 Remote Similarity NPC28779
0.6818 Remote Similarity NPC185419
0.6818 Remote Similarity NPC184550
0.68 Remote Similarity NPC176500
0.6774 Remote Similarity NPC314103
0.6769 Remote Similarity NPC211428
0.6739 Remote Similarity NPC317203
0.6731 Remote Similarity NPC314679
0.6727 Remote Similarity NPC314084
0.6721 Remote Similarity NPC201939
0.6716 Remote Similarity NPC163812
0.6716 Remote Similarity NPC291228
0.6716 Remote Similarity NPC475260
0.6716 Remote Similarity NPC475232
0.6716 Remote Similarity NPC308096
0.6716 Remote Similarity NPC51249
0.6716 Remote Similarity NPC474100
0.6716 Remote Similarity NPC206823
0.6716 Remote Similarity NPC473699
0.6716 Remote Similarity NPC473775
0.6667 Remote Similarity NPC17935
0.6667 Remote Similarity NPC322892
0.6667 Remote Similarity NPC286695
0.6667 Remote Similarity NPC250919
0.6618 Remote Similarity NPC474321
0.6613 Remote Similarity NPC54925
0.6596 Remote Similarity NPC134782
0.6557 Remote Similarity NPC243532
0.6522 Remote Similarity NPC228411
0.6522 Remote Similarity NPC57499
0.6508 Remote Similarity NPC68343
0.6508 Remote Similarity NPC328089
0.6491 Remote Similarity NPC72722
0.6491 Remote Similarity NPC71761
0.6491 Remote Similarity NPC39633
0.6491 Remote Similarity NPC309606
0.6491 Remote Similarity NPC139545
0.6481 Remote Similarity NPC216130
0.6471 Remote Similarity NPC144829
0.6471 Remote Similarity NPC39266
0.6471 Remote Similarity NPC169085
0.6471 Remote Similarity NPC9763
0.6471 Remote Similarity NPC225748
0.6462 Remote Similarity NPC99619
0.6462 Remote Similarity NPC26500
0.6458 Remote Similarity NPC14608
0.6458 Remote Similarity NPC74352
0.6452 Remote Similarity NPC321838
0.6444 Remote Similarity NPC40965
0.6444 Remote Similarity NPC12904
0.6429 Remote Similarity NPC330017
0.6429 Remote Similarity NPC477350
0.6429 Remote Similarity NPC470410
0.6429 Remote Similarity NPC470412
0.6415 Remote Similarity NPC282440
0.6406 Remote Similarity NPC476330
0.6406 Remote Similarity NPC476655
0.6406 Remote Similarity NPC469926
0.6406 Remote Similarity NPC12040
0.6406 Remote Similarity NPC76881
0.6406 Remote Similarity NPC476654
0.6406 Remote Similarity NPC476657
0.6393 Remote Similarity NPC469924

  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 NPC26253 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
0.9 High Similarity NPD3728 Approved
0.9 High Similarity NPD3730 Approved
0.8298 Intermediate Similarity NPD2699 Approved
0.8163 Intermediate Similarity NPD6125 Clinical (unspecified phase)
0.8043 Intermediate Similarity NPD2270 Approved
0.7778 Intermediate Similarity NPD3206 Approved
0.7609 Intermediate Similarity NPD9448 Phase 2
0.7609 Intermediate Similarity NPD633 Phase 3
0.7551 Intermediate Similarity NPD3199 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD7536 Approved
0.7273 Intermediate Similarity NPD3729 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD9655 Approved
0.6792 Remote Similarity NPD2266 Phase 2
0.6774 Remote Similarity NPD7909 Approved
0.6774 Remote Similarity NPD3197 Phase 1
0.6731 Remote Similarity NPD634 Phase 3
0.6667 Remote Similarity NPD3198 Approved
0.6607 Remote Similarity NPD3186 Phase 1
0.6471 Remote Similarity NPD387 Clinical (unspecified phase)
0.6379 Remote Similarity NPD3194 Approved
0.6379 Remote Similarity NPD3195 Phase 2
0.6379 Remote Similarity NPD3196 Approved
0.6379 Remote Similarity NPD4266 Approved
0.6304 Remote Similarity NPD5383 Approved
0.6304 Remote Similarity NPD2272 Approved
0.6269 Remote Similarity NPD8277 Approved
0.6207 Remote Similarity NPD3172 Approved
0.6182 Remote Similarity NPD622 Approved
0.614 Remote Similarity NPD28 Approved
0.614 Remote Similarity NPD29 Approved
0.6119 Remote Similarity NPD8278 Approved
0.6111 Remote Similarity NPD9430 Approved
0.6111 Remote Similarity NPD9431 Approved
0.5902 Remote Similarity NPD73 Approved
0.5882 Remote Similarity NPD77 Approved
0.5882 Remote Similarity NPD9450 Approved
0.5833 Remote Similarity NPD615 Clinical (unspecified phase)
0.5806 Remote Similarity NPD8959 Approved
0.58 Remote Similarity NPD9449 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6109 Phase 1
0.5686 Remote Similarity NPD9513 Phase 1
0.5634 Remote Similarity NPD2256 Clinical (unspecified phase)
0.5614 Remote Similarity NPD5343 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