Structure

Physi-Chem Properties

Molecular Weight:  300.1
Volume:  296.495
LogP:  2.529
LogD:  2.924
LogS:  -4.042
# Rotatable Bonds:  2
TPSA:  57.15
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.924
Synthetic Accessibility Score:  3.167
Fsp3:  0.294
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:  -4.795
MDCK Permeability:  2.2417854779632762e-05
Pgp-inhibitor:  0.009
Pgp-substrate:  0.015
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.001
30% Bioavailability (F30%):  0.005

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.099
Plasma Protein Binding (PPB):  96.1226577758789%
Volume Distribution (VD):  0.739
Pgp-substrate:  5.619580268859863%

ADMET: Metabolism

CYP1A2-inhibitor:  0.481
CYP1A2-substrate:  0.935
CYP2C19-inhibitor:  0.764
CYP2C19-substrate:  0.859
CYP2C9-inhibitor:  0.777
CYP2C9-substrate:  0.88
CYP2D6-inhibitor:  0.363
CYP2D6-substrate:  0.906
CYP3A4-inhibitor:  0.775
CYP3A4-substrate:  0.874

ADMET: Excretion

Clearance (CL):  6.655
Half-life (T1/2):  0.445

ADMET: Toxicity

hERG Blockers:  0.113
Human Hepatotoxicity (H-HT):  0.591
Drug-inuced Liver Injury (DILI):  0.899
AMES Toxicity:  0.794
Rat Oral Acute Toxicity:  0.126
Maximum Recommended Daily Dose:  0.902
Skin Sensitization:  0.674
Carcinogencity:  0.35
Eye Corrosion:  0.003
Eye Irritation:  0.288
Respiratory Toxicity:  0.702

Download Data

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

  Natural Product: NPC274927

Natural Product ID:  NPC274927
Common Name*:   (E)-8-Oxooctadec-9-Enoic Acid
IUPAC Name:   (E)-8-oxooctadec-9-enoic acid
Synonyms:  
Standard InCHIKey:  PHIXKQDGLSTYQU-SDNWHVSQSA-N
Standard InCHI:  InChI=1S/C18H32O3/c1-2-3-4-5-6-7-8-11-14-17(19)15-12-9-10-13-16-18(20)21/h11,14H,2-10,12-13,15-16H2,1H3,(H,20,21)/b14-11+
SMILES:  CCCCCCCC/C=C/C(=O)CCCCCCC(=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL465675
PubChem CID:   637456
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000504] Lineolic acids and derivatives

*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
NPO33018 clitocybe clavipes Species Tricholomataceae Eukaryota n.a. n.a. n.a. PMID[12444711]

☑ 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
NPT6555 Individual Protein Aldehyde dehydrogenase 1, mitochondrial Saccharomyces cerevisiae IC50 = 280000.0 nM PMID[551598]

☑ 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 NPC274927 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
1.0 High Similarity NPC106851
0.9474 High Similarity NPC122521
0.9474 High Similarity NPC235242
0.9474 High Similarity NPC251042
0.9474 High Similarity NPC174447
0.9455 High Similarity NPC477201
0.931 High Similarity NPC40082
0.9091 High Similarity NPC88966
0.9091 High Similarity NPC261831
0.9091 High Similarity NPC154245
0.9091 High Similarity NPC87564
0.9091 High Similarity NPC290563
0.9091 High Similarity NPC25417
0.9091 High Similarity NPC32467
0.9091 High Similarity NPC6095
0.9091 High Similarity NPC424
0.9091 High Similarity NPC281972
0.9091 High Similarity NPC85813
0.8909 High Similarity NPC36061
0.8909 High Similarity NPC139029
0.8909 High Similarity NPC70387
0.8909 High Similarity NPC294548
0.8909 High Similarity NPC1813
0.8909 High Similarity NPC321062
0.8814 High Similarity NPC143857
0.8814 High Similarity NPC229252
0.8772 High Similarity NPC18951
0.8772 High Similarity NPC325977
0.8727 High Similarity NPC92114
0.8727 High Similarity NPC281245
0.8545 High Similarity NPC262968
0.85 High Similarity NPC243532
0.8475 Intermediate Similarity NPC34416
0.8448 Intermediate Similarity NPC187777
0.8448 Intermediate Similarity NPC179764
0.8438 Intermediate Similarity NPC476614
0.8421 Intermediate Similarity NPC322461
0.8364 Intermediate Similarity NPC59051
0.8364 Intermediate Similarity NPC224227
0.8361 Intermediate Similarity NPC201939
0.8333 Intermediate Similarity NPC329550
0.8308 Intermediate Similarity NPC143396
0.8305 Intermediate Similarity NPC225929
0.8276 Intermediate Similarity NPC274290
0.8276 Intermediate Similarity NPC473863
0.8276 Intermediate Similarity NPC54766
0.8246 Intermediate Similarity NPC139545
0.8246 Intermediate Similarity NPC309606
0.8246 Intermediate Similarity NPC39633
0.8226 Intermediate Similarity NPC477707
0.8214 Intermediate Similarity NPC477458
0.8182 Intermediate Similarity NPC5413
0.8182 Intermediate Similarity NPC149821
0.8095 Intermediate Similarity NPC68343
0.8095 Intermediate Similarity NPC328089
0.8088 Intermediate Similarity NPC474321
0.8 Intermediate Similarity NPC180534
0.8 Intermediate Similarity NPC91495
0.8 Intermediate Similarity NPC207292
0.7969 Intermediate Similarity NPC255863
0.7969 Intermediate Similarity NPC326268
0.7969 Intermediate Similarity NPC136164
0.7969 Intermediate Similarity NPC318420
0.7969 Intermediate Similarity NPC245947
0.7966 Intermediate Similarity NPC228473
0.7966 Intermediate Similarity NPC223677
0.7966 Intermediate Similarity NPC10316
0.7966 Intermediate Similarity NPC200845
0.7966 Intermediate Similarity NPC28779
0.7966 Intermediate Similarity NPC128061
0.7937 Intermediate Similarity NPC477830
0.7826 Intermediate Similarity NPC227396
0.7812 Intermediate Similarity NPC470320
0.7812 Intermediate Similarity NPC7029
0.7797 Intermediate Similarity NPC87394
0.7794 Intermediate Similarity NPC288667
0.7778 Intermediate Similarity NPC320305
0.7778 Intermediate Similarity NPC328776
0.7778 Intermediate Similarity NPC174560
0.7778 Intermediate Similarity NPC125312
0.7778 Intermediate Similarity NPC321838
0.7759 Intermediate Similarity NPC18357
0.7727 Intermediate Similarity NPC99619
0.7727 Intermediate Similarity NPC22101
0.7727 Intermediate Similarity NPC26500
0.7727 Intermediate Similarity NPC271921
0.7727 Intermediate Similarity NPC148192
0.7727 Intermediate Similarity NPC330426
0.7727 Intermediate Similarity NPC127091
0.7727 Intermediate Similarity NPC104537
0.7705 Intermediate Similarity NPC192843
0.7705 Intermediate Similarity NPC281230
0.7667 Intermediate Similarity NPC52264
0.7656 Intermediate Similarity NPC143168
0.7656 Intermediate Similarity NPC53109
0.7647 Intermediate Similarity NPC94743
0.7647 Intermediate Similarity NPC291062
0.7647 Intermediate Similarity NPC42526
0.7639 Intermediate Similarity NPC192006
0.7636 Intermediate Similarity NPC117572
0.7627 Intermediate Similarity NPC71761
0.7612 Intermediate Similarity NPC473559
0.7612 Intermediate Similarity NPC141481
0.7612 Intermediate Similarity NPC324981
0.7612 Intermediate Similarity NPC48218
0.7586 Intermediate Similarity NPC470412
0.7586 Intermediate Similarity NPC284212
0.7586 Intermediate Similarity NPC28205
0.7586 Intermediate Similarity NPC470410
0.7581 Intermediate Similarity NPC267817
0.7576 Intermediate Similarity NPC142423
0.7576 Intermediate Similarity NPC308294
0.7538 Intermediate Similarity NPC226592
0.75 Intermediate Similarity NPC317583
0.75 Intermediate Similarity NPC67608
0.75 Intermediate Similarity NPC137538
0.75 Intermediate Similarity NPC469914
0.75 Intermediate Similarity NPC262673
0.7463 Intermediate Similarity NPC475443
0.7463 Intermediate Similarity NPC473829
0.7463 Intermediate Similarity NPC60120
0.7424 Intermediate Similarity NPC176215
0.7424 Intermediate Similarity NPC296436
0.7414 Intermediate Similarity NPC474391
0.7391 Intermediate Similarity NPC476660
0.7391 Intermediate Similarity NPC318766
0.7385 Intermediate Similarity NPC54925
0.7385 Intermediate Similarity NPC322457
0.7368 Intermediate Similarity NPC216130
0.7353 Intermediate Similarity NPC263382
0.7353 Intermediate Similarity NPC146376
0.7353 Intermediate Similarity NPC125578
0.7353 Intermediate Similarity NPC218477
0.7344 Intermediate Similarity NPC328311
0.7344 Intermediate Similarity NPC327112
0.7324 Intermediate Similarity NPC264178
0.7313 Intermediate Similarity NPC16119
0.7313 Intermediate Similarity NPC197089
0.7313 Intermediate Similarity NPC83965
0.7288 Intermediate Similarity NPC48162
0.7286 Intermediate Similarity NPC29328
0.7273 Intermediate Similarity NPC270796
0.7273 Intermediate Similarity NPC74845
0.7246 Intermediate Similarity NPC236208
0.7246 Intermediate Similarity NPC473772
0.7231 Intermediate Similarity NPC477829
0.7222 Intermediate Similarity NPC260396
0.7206 Intermediate Similarity NPC474619
0.7206 Intermediate Similarity NPC243272
0.7183 Intermediate Similarity NPC474705
0.7167 Intermediate Similarity NPC161366
0.7164 Intermediate Similarity NPC98897
0.7162 Intermediate Similarity NPC74410
0.7143 Intermediate Similarity NPC323436
0.7143 Intermediate Similarity NPC283502
0.7143 Intermediate Similarity NPC323498
0.7143 Intermediate Similarity NPC477455
0.7143 Intermediate Similarity NPC67183
0.7143 Intermediate Similarity NPC211752
0.7143 Intermediate Similarity NPC323597
0.7123 Intermediate Similarity NPC279537
0.7123 Intermediate Similarity NPC180886
0.7105 Intermediate Similarity NPC278459
0.7101 Intermediate Similarity NPC134385
0.7097 Intermediate Similarity NPC45626
0.7067 Intermediate Similarity NPC164308
0.7067 Intermediate Similarity NPC113363
0.7059 Intermediate Similarity NPC100719
0.7059 Intermediate Similarity NPC166791
0.7059 Intermediate Similarity NPC322035
0.7042 Intermediate Similarity NPC84038
0.7042 Intermediate Similarity NPC67076
0.7042 Intermediate Similarity NPC319163
0.7031 Intermediate Similarity NPC320421
0.7031 Intermediate Similarity NPC329819
0.7027 Intermediate Similarity NPC165711
0.7027 Intermediate Similarity NPC97377
0.7015 Intermediate Similarity NPC34622
0.7015 Intermediate Similarity NPC234767
0.7015 Intermediate Similarity NPC474400
0.7013 Intermediate Similarity NPC238991
0.7013 Intermediate Similarity NPC302661
0.7 Intermediate Similarity NPC250928
0.7 Intermediate Similarity NPC94488
0.7 Intermediate Similarity NPC10758
0.6986 Remote Similarity NPC244166
0.6986 Remote Similarity NPC251435
0.6984 Remote Similarity NPC327388
0.6962 Remote Similarity NPC29447
0.6962 Remote Similarity NPC474537
0.6957 Remote Similarity NPC476626
0.6957 Remote Similarity NPC278895
0.6949 Remote Similarity NPC145311
0.6949 Remote Similarity NPC207815
0.6944 Remote Similarity NPC325627
0.6933 Remote Similarity NPC231739
0.6933 Remote Similarity NPC182292
0.6923 Remote Similarity NPC329249
0.6923 Remote Similarity NPC253801
0.6923 Remote Similarity NPC144415

  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 NPC274927 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
0.9091 High Similarity NPD3195 Phase 2
0.9091 High Similarity NPD3196 Approved
0.9091 High Similarity NPD4266 Approved
0.9091 High Similarity NPD3194 Approved
0.8909 High Similarity NPD3172 Approved
0.8545 High Similarity NPD29 Approved
0.8545 High Similarity NPD28 Approved
0.8182 Intermediate Similarity NPD3173 Approved
0.8095 Intermediate Similarity NPD3197 Phase 1
0.8 Intermediate Similarity NPD622 Approved
0.7656 Intermediate Similarity NPD2664 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD4222 Approved
0.7636 Intermediate Similarity NPD3174 Discontinued
0.7636 Intermediate Similarity NPD39 Approved
0.7576 Intermediate Similarity NPD7331 Phase 2
0.7344 Intermediate Similarity NPD4246 Clinical (unspecified phase)
0.7313 Intermediate Similarity NPD6108 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5326 Phase 3
0.726 Intermediate Similarity NPD4756 Discovery
0.6962 Remote Similarity NPD5363 Approved
0.6912 Remote Similarity NPD7341 Phase 2
0.6909 Remote Similarity NPD2270 Approved
0.678 Remote Similarity NPD5343 Approved
0.6753 Remote Similarity NPD5368 Approved
0.6714 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6711 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5369 Approved
0.6582 Remote Similarity NPD6435 Approved
0.6582 Remote Similarity NPD4269 Approved
0.6582 Remote Similarity NPD4270 Approved
0.6571 Remote Similarity NPD3704 Approved
0.6552 Remote Similarity NPD3199 Clinical (unspecified phase)
0.6548 Remote Similarity NPD5785 Approved
0.6545 Remote Similarity NPD633 Phase 3
0.6545 Remote Similarity NPD9448 Phase 2
0.6538 Remote Similarity NPD4252 Approved
0.6515 Remote Similarity NPD6109 Phase 1
0.6494 Remote Similarity NPD3732 Approved
0.6364 Remote Similarity NPD3206 Approved
0.6329 Remote Similarity NPD4695 Discontinued
0.6308 Remote Similarity NPD4627 Clinical (unspecified phase)
0.6296 Remote Similarity NPD7154 Phase 3
0.6296 Remote Similarity NPD5362 Discontinued
0.6282 Remote Similarity NPD4271 Approved
0.6282 Remote Similarity NPD4268 Approved
0.6271 Remote Similarity NPD6096 Approved
0.6271 Remote Similarity NPD6097 Approved
0.6265 Remote Similarity NPD5786 Approved
0.625 Remote Similarity NPD9655 Approved
0.6129 Remote Similarity NPD4220 Pre-registration
0.6125 Remote Similarity NPD4820 Approved
0.6125 Remote Similarity NPD4819 Approved
0.6125 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6125 Remote Similarity NPD4821 Approved
0.6125 Remote Similarity NPD4822 Approved
0.6104 Remote Similarity NPD8039 Approved
0.6092 Remote Similarity NPD5281 Approved
0.6092 Remote Similarity NPD7515 Phase 2
0.6092 Remote Similarity NPD5284 Approved
0.6071 Remote Similarity NPD5690 Phase 2
0.6047 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6 Remote Similarity NPD3573 Approved
0.6 Remote Similarity NPD2699 Approved
0.5977 Remote Similarity NPD46 Approved
0.5977 Remote Similarity NPD6698 Approved
0.5976 Remote Similarity NPD4223 Phase 3
0.5976 Remote Similarity NPD4221 Approved
0.5965 Remote Similarity NPD5783 Phase 3
0.5955 Remote Similarity NPD7748 Approved
0.5955 Remote Similarity NPD5122 Clinical (unspecified phase)
0.5952 Remote Similarity NPD5329 Approved
0.5926 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5909 Remote Similarity NPD3730 Approved
0.5909 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5909 Remote Similarity NPD6079 Approved
0.5909 Remote Similarity NPD3728 Approved
0.5904 Remote Similarity NPD5332 Approved
0.5904 Remote Similarity NPD5331 Approved
0.5902 Remote Similarity NPD634 Phase 3
0.5889 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6409 Approved
0.5882 Remote Similarity NPD4623 Approved
0.5882 Remote Similarity NPD4519 Discontinued
0.5882 Remote Similarity NPD7334 Approved
0.5882 Remote Similarity NPD7521 Approved
0.5882 Remote Similarity NPD5330 Approved
0.5882 Remote Similarity NPD7146 Approved
0.5882 Remote Similarity NPD6684 Approved
0.5862 Remote Similarity NPD6101 Approved
0.5862 Remote Similarity NPD5370 Suspended
0.5862 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5854 Remote Similarity NPD4790 Discontinued
0.5846 Remote Similarity NPD3186 Phase 1
0.5833 Remote Similarity NPD3666 Approved
0.5833 Remote Similarity NPD3665 Phase 1
0.5833 Remote Similarity NPD4197 Approved
0.5833 Remote Similarity NPD3133 Approved
0.5824 Remote Similarity NPD7614 Phase 1
0.5806 Remote Similarity NPD2066 Phase 3
0.5783 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5783 Remote Similarity NPD5209 Approved
0.5775 Remote Similarity NPD4194 Approved
0.5775 Remote Similarity NPD4193 Approved
0.5775 Remote Similarity NPD4192 Approved
0.5775 Remote Similarity NPD4191 Approved
0.5765 Remote Similarity NPD1694 Approved
0.5761 Remote Similarity NPD6084 Phase 2
0.5761 Remote Similarity NPD6083 Phase 2
0.5761 Remote Similarity NPD7902 Approved
0.5753 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5747 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5747 Remote Similarity NPD6672 Approved
0.5747 Remote Similarity NPD4518 Approved
0.5747 Remote Similarity NPD6903 Approved
0.5747 Remote Similarity NPD5737 Approved
0.573 Remote Similarity NPD6411 Approved
0.573 Remote Similarity NPD7983 Approved
0.573 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5695 Phase 3
0.5698 Remote Similarity NPD4694 Approved
0.5698 Remote Similarity NPD4693 Phase 3
0.5698 Remote Similarity NPD6422 Discontinued
0.5698 Remote Similarity NPD5279 Phase 3
0.5698 Remote Similarity NPD4690 Approved
0.5698 Remote Similarity NPD5280 Approved
0.5698 Remote Similarity NPD4688 Approved
0.5698 Remote Similarity NPD4689 Approved
0.5698 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5698 Remote Similarity NPD5205 Approved
0.5698 Remote Similarity NPD4138 Approved
0.5698 Remote Similarity NPD3618 Phase 1
0.5692 Remote Similarity NPD6927 Phase 3
0.5682 Remote Similarity NPD6904 Approved
0.5682 Remote Similarity NPD6080 Approved
0.5682 Remote Similarity NPD5328 Approved
0.5682 Remote Similarity NPD5346 Phase 2
0.5682 Remote Similarity NPD5347 Phase 2
0.5682 Remote Similarity NPD6673 Approved
0.5679 Remote Similarity NPD3617 Approved
0.5672 Remote Similarity NPD615 Clinical (unspecified phase)
0.5667 Remote Similarity NPD6399 Phase 3
0.5667 Remote Similarity NPD5779 Approved
0.5667 Remote Similarity NPD5778 Approved
0.5663 Remote Similarity NPD857 Phase 3
0.5652 Remote Similarity NPD8779 Phase 3
0.5647 Remote Similarity NPD4786 Approved
0.5632 Remote Similarity NPD4793 Discontinued
0.5632 Remote Similarity NPD4250 Approved
0.5632 Remote Similarity NPD4251 Approved
0.5618 Remote Similarity NPD5207 Approved
0.5618 Remote Similarity NPD7838 Discovery
0.561 Remote Similarity NPD4195 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