Structure

Physi-Chem Properties

Molecular Weight:  604.35
Volume:  607.896
LogP:  4.527
LogD:  3.672
LogS:  -4.79
# Rotatable Bonds:  20
TPSA:  156.28
# H-Bond Aceptor:  12
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.142
Synthetic Accessibility Score:  4.57
Fsp3:  0.9
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.891
MDCK Permeability:  5.488037641043775e-05
Pgp-inhibitor:  0.998
Pgp-substrate:  0.975
Human Intestinal Absorption (HIA):  0.403
20% Bioavailability (F20%):  0.001
30% Bioavailability (F30%):  0.911

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.018
Plasma Protein Binding (PPB):  90.76908874511719%
Volume Distribution (VD):  1.644
Pgp-substrate:  4.827459812164307%

ADMET: Metabolism

CYP1A2-inhibitor:  0.019
CYP1A2-substrate:  0.109
CYP2C19-inhibitor:  0.024
CYP2C19-substrate:  0.065
CYP2C9-inhibitor:  0.243
CYP2C9-substrate:  0.028
CYP2D6-inhibitor:  0.741
CYP2D6-substrate:  0.023
CYP3A4-inhibitor:  0.444
CYP3A4-substrate:  0.11

ADMET: Excretion

Clearance (CL):  1.964
Half-life (T1/2):  0.796

ADMET: Toxicity

hERG Blockers:  0.434
Human Hepatotoxicity (H-HT):  0.838
Drug-inuced Liver Injury (DILI):  0.937
AMES Toxicity:  0.176
Rat Oral Acute Toxicity:  0.125
Maximum Recommended Daily Dose:  0.003
Skin Sensitization:  0.883
Carcinogencity:  0.107
Eye Corrosion:  0.007
Eye Irritation:  0.019
Respiratory Toxicity:  0.807

Download Data

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

  Natural Product: NPC50228

Natural Product ID:  NPC50228
Common Name*:   Mezzettiaside 9
IUPAC Name:   [(2S,3S,4S,5R,6R)-4-[(2S,3R,4R,5S,6S)-3,4-diacetyloxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-2-methyl-6-octoxyoxan-3-yl] hexanoate
Synonyms:   Mezzettiaside 9
Standard InCHIKey:  RDCMFBVGEZABQK-UWVAMOTESA-N
Standard InCHI:  InChI=1S/C30H52O12/c1-7-9-11-12-13-15-17-36-29-24(35)27(25(19(4)38-29)41-22(33)16-14-10-8-2)42-30-28(40-21(6)32)26(39-20(5)31)23(34)18(3)37-30/h18-19,23-30,34-35H,7-17H2,1-6H3/t18-,19-,23-,24+,25-,26+,27-,28+,29+,30-/m0/s1
SMILES:  CCCCCCCCO[C@H]1[C@@H]([C@@H]([C@H]([C@H](C)O1)OC(=O)CCCCC)O[C@H]1[C@@H]([C@@H]([C@H]([C@H](C)O1)O)OC(=O)C)OC(=O)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL443164
PubChem CID:   10054386
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0001766] Fatty acyl glycosides
          • [CHEMONTID:0003861] Fatty acyl glycosides of mono- and disaccharides

*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
NPO25657 Mezzettia leptopoda Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[9868159]
NPO25657 Mezzettia leptopoda Species Annonaceae 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
NPT1034 Cell Line Lu1 Homo sapiens ED50 = 5.4 ug ml-1 PMID[520720]
NPT1851 Cell Line Col2 Homo sapiens ED50 > 20.0 ug ml-1 PMID[520720]
NPT91 Cell Line KB Homo sapiens ED50 = 11.3 ug ml-1 PMID[520720]
NPT91 Cell Line KB Homo sapiens ED50 > 20.0 ug ml-1 PMID[520720]
NPT858 Cell Line LNCaP Homo sapiens ED50 > 20.0 ug ml-1 PMID[520720]
NPT91 Cell Line KB Homo sapiens ED50 = 19.0 uM PMID[520721]
NPT1034 Cell Line Lu1 Homo sapiens ED50 = 9.0 uM PMID[520721]
NPT397 Cell Line NCI-H460 Homo sapiens IC50 = 151000.0 nM PMID[520721]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 > 20.0 ug ml-1 PMID[520720]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 > 20.0 uM PMID[520721]
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 16000.0 nM PMID[520721]
NPT19 Organism Escherichia coli Escherichia coli MIC > 32000.0 nM PMID[520721]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 32000.0 nM PMID[520721]
NPT1531 Organism Enterococcus faecium Enterococcus faecium MIC > 32000.0 nM PMID[520721]
NPT175 Organism Enterococcus faecalis Enterococcus faecalis MIC = 32000.0 nM PMID[520721]

☑ 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 NPC50228 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 NPC97736
0.9844 High Similarity NPC285003
0.9844 High Similarity NPC211428
0.9844 High Similarity NPC241265
0.9531 High Similarity NPC206601
0.9524 High Similarity NPC76881
0.9524 High Similarity NPC12040
0.9403 High Similarity NPC225748
0.9403 High Similarity NPC163812
0.9403 High Similarity NPC39266
0.9403 High Similarity NPC169085
0.9403 High Similarity NPC9763
0.9403 High Similarity NPC206823
0.9219 High Similarity NPC471761
0.9219 High Similarity NPC190418
0.9219 High Similarity NPC471760
0.9091 High Similarity NPC250619
0.9 High Similarity NPC477350
0.8971 High Similarity NPC184550
0.8971 High Similarity NPC185419
0.8906 High Similarity NPC325773
0.8873 High Similarity NPC476781
0.8873 High Similarity NPC476783
0.8873 High Similarity NPC476782
0.8873 High Similarity NPC216883
0.8841 High Similarity NPC291228
0.8841 High Similarity NPC308096
0.8806 High Similarity NPC67099
0.875 High Similarity NPC477328
0.875 High Similarity NPC477323
0.875 High Similarity NPC477326
0.875 High Similarity NPC113745
0.875 High Similarity NPC475425
0.875 High Similarity NPC477329
0.875 High Similarity NPC109887
0.875 High Similarity NPC477330
0.875 High Similarity NPC281563
0.875 High Similarity NPC477320
0.875 High Similarity NPC477325
0.875 High Similarity NPC146380
0.863 High Similarity NPC85759
0.863 High Similarity NPC294748
0.863 High Similarity NPC158302
0.863 High Similarity NPC477344
0.863 High Similarity NPC146992
0.863 High Similarity NPC477346
0.863 High Similarity NPC22742
0.8594 High Similarity NPC477755
0.8594 High Similarity NPC477753
0.8594 High Similarity NPC477762
0.8594 High Similarity NPC477763
0.8594 High Similarity NPC477757
0.8594 High Similarity NPC477750
0.8551 High Similarity NPC53760
0.8551 High Similarity NPC52268
0.8514 High Similarity NPC267592
0.8413 Intermediate Similarity NPC472025
0.84 Intermediate Similarity NPC477318
0.84 Intermediate Similarity NPC184915
0.84 Intermediate Similarity NPC472204
0.84 Intermediate Similarity NPC238056
0.84 Intermediate Similarity NPC44782
0.84 Intermediate Similarity NPC183888
0.84 Intermediate Similarity NPC472205
0.84 Intermediate Similarity NPC477317
0.84 Intermediate Similarity NPC27289
0.84 Intermediate Similarity NPC475667
0.84 Intermediate Similarity NPC259294
0.84 Intermediate Similarity NPC307400
0.84 Intermediate Similarity NPC169345
0.84 Intermediate Similarity NPC186992
0.84 Intermediate Similarity NPC126685
0.84 Intermediate Similarity NPC477319
0.84 Intermediate Similarity NPC477347
0.84 Intermediate Similarity NPC173328
0.84 Intermediate Similarity NPC476087
0.84 Intermediate Similarity NPC123204
0.84 Intermediate Similarity NPC269318
0.84 Intermediate Similarity NPC89843
0.84 Intermediate Similarity NPC143421
0.84 Intermediate Similarity NPC475327
0.84 Intermediate Similarity NPC472203
0.84 Intermediate Similarity NPC472202
0.84 Intermediate Similarity NPC472200
0.84 Intermediate Similarity NPC297768
0.84 Intermediate Similarity NPC119583
0.84 Intermediate Similarity NPC290012
0.84 Intermediate Similarity NPC115013
0.84 Intermediate Similarity NPC224953
0.84 Intermediate Similarity NPC475270
0.84 Intermediate Similarity NPC472201
0.84 Intermediate Similarity NPC477331
0.8254 Intermediate Similarity NPC148424
0.8182 Intermediate Similarity NPC477332
0.8182 Intermediate Similarity NPC473500
0.8182 Intermediate Similarity NPC472352
0.8182 Intermediate Similarity NPC38295
0.8182 Intermediate Similarity NPC470313
0.8182 Intermediate Similarity NPC60849
0.8182 Intermediate Similarity NPC156089
0.8 Intermediate Similarity NPC320032
0.8 Intermediate Similarity NPC322855
0.7971 Intermediate Similarity NPC477751
0.7971 Intermediate Similarity NPC477764
0.7971 Intermediate Similarity NPC477752
0.7971 Intermediate Similarity NPC477756
0.7937 Intermediate Similarity NPC303727
0.7922 Intermediate Similarity NPC21693
0.7922 Intermediate Similarity NPC236649
0.7857 Intermediate Similarity NPC477754
0.7857 Intermediate Similarity NPC32148
0.7857 Intermediate Similarity NPC477761
0.7857 Intermediate Similarity NPC477759
0.7857 Intermediate Similarity NPC477758
0.7857 Intermediate Similarity NPC477760
0.7794 Intermediate Similarity NPC268243
0.7778 Intermediate Similarity NPC145112
0.7778 Intermediate Similarity NPC58629
0.7778 Intermediate Similarity NPC107914
0.7778 Intermediate Similarity NPC246558
0.7778 Intermediate Similarity NPC157514
0.7778 Intermediate Similarity NPC242073
0.7778 Intermediate Similarity NPC89145
0.7778 Intermediate Similarity NPC269166
0.7778 Intermediate Similarity NPC165198
0.7778 Intermediate Similarity NPC67660
0.7727 Intermediate Similarity NPC317023
0.7727 Intermediate Similarity NPC290179
0.7727 Intermediate Similarity NPC34877
0.7656 Intermediate Similarity NPC320588
0.7656 Intermediate Similarity NPC53463
0.7656 Intermediate Similarity NPC23155
0.7656 Intermediate Similarity NPC469937
0.7654 Intermediate Similarity NPC470657
0.7632 Intermediate Similarity NPC110813
0.7625 Intermediate Similarity NPC288471
0.7561 Intermediate Similarity NPC31349
0.7532 Intermediate Similarity NPC133377
0.7531 Intermediate Similarity NPC83839
0.75 Intermediate Similarity NPC472026
0.746 Intermediate Similarity NPC23134
0.746 Intermediate Similarity NPC124963
0.746 Intermediate Similarity NPC233726
0.746 Intermediate Similarity NPC326533
0.7412 Intermediate Similarity NPC477349
0.7403 Intermediate Similarity NPC474003
0.7349 Intermediate Similarity NPC314364
0.7349 Intermediate Similarity NPC51662
0.7297 Intermediate Similarity NPC321873
0.7262 Intermediate Similarity NPC470009
0.7241 Intermediate Similarity NPC163409
0.7241 Intermediate Similarity NPC44682
0.7241 Intermediate Similarity NPC477348
0.7241 Intermediate Similarity NPC477345
0.7241 Intermediate Similarity NPC238264
0.7231 Intermediate Similarity NPC130683
0.7231 Intermediate Similarity NPC323361
0.7195 Intermediate Similarity NPC192025
0.7195 Intermediate Similarity NPC253975
0.7195 Intermediate Similarity NPC125253
0.7183 Intermediate Similarity NPC6848
0.716 Intermediate Similarity NPC248415
0.7143 Intermediate Similarity NPC157193
0.7143 Intermediate Similarity NPC282143
0.7143 Intermediate Similarity NPC42503
0.7143 Intermediate Similarity NPC299781
0.7105 Intermediate Similarity NPC55652
0.7101 Intermediate Similarity NPC470363
0.7083 Intermediate Similarity NPC147292
0.7079 Intermediate Similarity NPC473765
0.7079 Intermediate Similarity NPC475375
0.7079 Intermediate Similarity NPC475525
0.7079 Intermediate Similarity NPC475593
0.7079 Intermediate Similarity NPC475540
0.7079 Intermediate Similarity NPC476066
0.7079 Intermediate Similarity NPC143446
0.7079 Intermediate Similarity NPC475241
0.7079 Intermediate Similarity NPC475164
0.7079 Intermediate Similarity NPC473605
0.7073 Intermediate Similarity NPC474266
0.7067 Intermediate Similarity NPC474078
0.7059 Intermediate Similarity NPC219040
0.7042 Intermediate Similarity NPC317651
0.7042 Intermediate Similarity NPC258690
0.7011 Intermediate Similarity NPC472197
0.6984 Remote Similarity NPC14144
0.6966 Remote Similarity NPC215570
0.6951 Remote Similarity NPC475849
0.6932 Remote Similarity NPC320089
0.6914 Remote Similarity NPC163362
0.6914 Remote Similarity NPC127295
0.6875 Remote Similarity NPC26253
0.6866 Remote Similarity NPC289979
0.6842 Remote Similarity NPC471879
0.6835 Remote Similarity NPC279575
0.6829 Remote Similarity NPC216941
0.6829 Remote Similarity NPC469469
0.6825 Remote Similarity NPC321087
0.6825 Remote Similarity NPC277475
0.6818 Remote Similarity NPC472199

  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 NPC50228 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
0.7895 Intermediate Similarity NPD7329 Approved
0.7857 Intermediate Similarity NPD898 Approved
0.7857 Intermediate Similarity NPD896 Approved
0.7857 Intermediate Similarity NPD897 Approved
0.7808 Intermediate Similarity NPD3181 Approved
0.7778 Intermediate Similarity NPD893 Approved
0.7778 Intermediate Similarity NPD890 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD891 Phase 3
0.7778 Intermediate Similarity NPD888 Phase 3
0.7778 Intermediate Similarity NPD892 Phase 3
0.7656 Intermediate Similarity NPD3730 Approved
0.7656 Intermediate Similarity NPD3728 Approved
0.7619 Intermediate Similarity NPD2269 Approved
0.75 Intermediate Similarity NPD6123 Approved
0.746 Intermediate Similarity NPD904 Phase 3
0.746 Intermediate Similarity NPD905 Approved
0.7231 Intermediate Similarity NPD889 Approved
0.7231 Intermediate Similarity NPD887 Approved
0.7231 Intermediate Similarity NPD895 Approved
0.7231 Intermediate Similarity NPD894 Approved
0.7164 Intermediate Similarity NPD2267 Suspended
0.7121 Intermediate Similarity NPD7346 Approved
0.7042 Intermediate Similarity NPD8961 Approved
0.6842 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6719 Remote Similarity NPD6125 Clinical (unspecified phase)
0.6702 Remote Similarity NPD8138 Approved
0.6702 Remote Similarity NPD8086 Approved
0.6702 Remote Similarity NPD8084 Approved
0.6702 Remote Similarity NPD8083 Approved
0.6702 Remote Similarity NPD8082 Approved
0.6702 Remote Similarity NPD8085 Approved
0.6702 Remote Similarity NPD8139 Approved
0.6667 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3669 Approved
0.6667 Remote Similarity NPD8997 Approved
0.6667 Remote Similarity NPD8993 Phase 1
0.6667 Remote Similarity NPD8998 Phase 2
0.6667 Remote Similarity NPD8999 Phase 3
0.6667 Remote Similarity NPD9000 Phase 3
0.6632 Remote Similarity NPD8275 Approved
0.6632 Remote Similarity NPD8276 Approved
0.6571 Remote Similarity NPD369 Approved
0.6571 Remote Similarity NPD8959 Approved
0.6562 Remote Similarity NPD8081 Approved
0.6495 Remote Similarity NPD8393 Approved
0.6462 Remote Similarity NPD8965 Approved
0.6462 Remote Similarity NPD8966 Approved
0.6429 Remote Similarity NPD8307 Discontinued
0.6429 Remote Similarity NPD8140 Approved
0.6374 Remote Similarity NPD1446 Phase 3
0.6374 Remote Similarity NPD1447 Phase 3
0.6351 Remote Similarity NPD847 Phase 1
0.6344 Remote Similarity NPD6428 Approved
0.63 Remote Similarity NPD6941 Approved
0.63 Remote Similarity NPD8306 Approved
0.63 Remote Similarity NPD8305 Approved
0.6267 Remote Similarity NPD7909 Approved
0.625 Remote Similarity NPD2699 Approved
0.6238 Remote Similarity NPD8087 Discontinued
0.6235 Remote Similarity NPD1779 Approved
0.6235 Remote Similarity NPD1780 Approved
0.6232 Remote Similarity NPD9036 Phase 3
0.6232 Remote Similarity NPD9035 Clinical (unspecified phase)
0.6224 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6211 Remote Similarity NPD2255 Approved
0.62 Remote Similarity NPD6686 Approved
0.6197 Remote Similarity NPD73 Approved
0.619 Remote Similarity NPD8788 Approved
0.6186 Remote Similarity NPD7139 Approved
0.6186 Remote Similarity NPD7140 Approved
0.6186 Remote Similarity NPD7141 Clinical (unspecified phase)
0.6176 Remote Similarity NPD1399 Approved
0.6176 Remote Similarity NPD1400 Approved
0.6154 Remote Similarity NPD46 Approved
0.6154 Remote Similarity NPD6698 Approved
0.6143 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6139 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6111 Remote Similarity NPD618 Clinical (unspecified phase)
0.6058 Remote Similarity NPD8133 Approved
0.6044 Remote Similarity NPD3716 Discontinued
0.5976 Remote Similarity NPD1811 Approved
0.5976 Remote Similarity NPD1810 Approved
0.5938 Remote Similarity NPD881 Approved
0.5904 Remote Similarity NPD376 Approved
0.5904 Remote Similarity NPD11 Approved
0.5888 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5888 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5882 Remote Similarity NPD4802 Phase 2
0.5882 Remote Similarity NPD4238 Approved
0.5876 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5873 Remote Similarity NPD7536 Approved
0.5865 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5859 Remote Similarity NPD8300 Approved
0.5859 Remote Similarity NPD8301 Approved
0.5857 Remote Similarity NPD8960 Approved
0.5857 Remote Similarity NPD64 Approved
0.5857 Remote Similarity NPD72 Approved
0.5857 Remote Similarity NPD65 Approved
0.5857 Remote Similarity NPD66 Approved
0.5857 Remote Similarity NPD9008 Approved
0.5857 Remote Similarity NPD9010 Approved
0.5857 Remote Similarity NPD9009 Approved
0.5857 Remote Similarity NPD9011 Approved
0.5857 Remote Similarity NPD9007 Approved
0.5851 Remote Similarity NPD8171 Discontinued
0.5846 Remote Similarity NPD9006 Approved
0.5844 Remote Similarity NPD1457 Discontinued
0.5795 Remote Similarity NPD882 Phase 2
0.5795 Remote Similarity NPD883 Phase 2
0.5784 Remote Similarity NPD6412 Phase 2
0.5781 Remote Similarity NPD2270 Approved
0.5745 Remote Similarity NPD7983 Approved
0.5743 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5743 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5727 Remote Similarity NPD8347 Approved
0.5727 Remote Similarity NPD8346 Approved
0.5727 Remote Similarity NPD8345 Approved
0.5679 Remote Similarity NPD8277 Approved
0.5676 Remote Similarity NPD8513 Phase 3
0.5676 Remote Similarity NPD8517 Approved
0.5676 Remote Similarity NPD8515 Approved
0.5676 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5676 Remote Similarity NPD8516 Approved
0.5648 Remote Similarity NPD6940 Discontinued
0.5644 Remote Similarity NPD8045 Clinical (unspecified phase)
0.5641 Remote Similarity NPD3197 Phase 1
0.5638 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5625 Remote Similarity NPD8080 Discontinued
0.5616 Remote Similarity NPD885 Approved
0.5616 Remote Similarity NPD884 Clinical (unspecified phase)
0.561 Remote Similarity NPD2686 Approved
0.561 Remote Similarity NPD2687 Approved
0.561 Remote Similarity NPD2254 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