Structure

Physi-Chem Properties

Molecular Weight:  646.36
Volume:  648.642
LogP:  4.725
LogD:  3.409
LogS:  -4.865
# Rotatable Bonds:  22
TPSA:  162.35
# H-Bond Aceptor:  13
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  13

MedChem Properties

QED Drug-Likeness Score:  0.13
Synthetic Accessibility Score:  4.647
Fsp3:  0.875
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:  -4.915
MDCK Permeability:  6.556115113198757e-05
Pgp-inhibitor:  0.999
Pgp-substrate:  0.616
Human Intestinal Absorption (HIA):  0.285
20% Bioavailability (F20%):  0.001
30% Bioavailability (F30%):  0.953

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.014
Plasma Protein Binding (PPB):  88.49456787109375%
Volume Distribution (VD):  1.812
Pgp-substrate:  5.474178314208984%

ADMET: Metabolism

CYP1A2-inhibitor:  0.014
CYP1A2-substrate:  0.066
CYP2C19-inhibitor:  0.023
CYP2C19-substrate:  0.062
CYP2C9-inhibitor:  0.168
CYP2C9-substrate:  0.02
CYP2D6-inhibitor:  0.965
CYP2D6-substrate:  0.022
CYP3A4-inhibitor:  0.721
CYP3A4-substrate:  0.202

ADMET: Excretion

Clearance (CL):  1.976
Half-life (T1/2):  0.69

ADMET: Toxicity

hERG Blockers:  0.45
Human Hepatotoxicity (H-HT):  0.949
Drug-inuced Liver Injury (DILI):  0.955
AMES Toxicity:  0.205
Rat Oral Acute Toxicity:  0.148
Maximum Recommended Daily Dose:  0.004
Skin Sensitization:  0.883
Carcinogencity:  0.068
Eye Corrosion:  0.01
Eye Irritation:  0.019
Respiratory Toxicity:  0.792

Download Data

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

  Natural Product: NPC211428

Natural Product ID:  NPC211428
Common Name*:   Mezzettiaside 11
IUPAC Name:   [(2S,3S,4S,5R,6R)-5-hydroxy-2-methyl-6-octoxy-4-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-3-yl] hexanoate
Synonyms:   Mezzettiaside 11
Standard InCHIKey:  ZHVXITBCDFFAFT-LEJNOGAASA-N
Standard InCHI:  InChI=1S/C32H54O13/c1-8-10-12-13-14-16-18-38-31-25(37)28(26(19(3)39-31)44-24(36)17-15-11-9-2)45-32-30(43-23(7)35)29(42-22(6)34)27(20(4)40-32)41-21(5)33/h19-20,25-32,37H,8-18H2,1-7H3/t19-,20-,25+,26-,27-,28-,29+,30+,31+,32-/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)OC(=O)C)OC(=O)C)OC(=O)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL453334
PubChem CID:   10394451
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 = 6.1 ug ml-1 PMID[451100]
NPT1851 Cell Line Col2 Homo sapiens ED50 = 9.0 ug ml-1 PMID[451100]
NPT91 Cell Line KB Homo sapiens ED50 = 12.7 ug ml-1 PMID[451100]
NPT91 Cell Line KB Homo sapiens ED50 = 5.6 ug ml-1 PMID[451100]
NPT91 Cell Line KB Homo sapiens ED50 > 20.0 ug ml-1 PMID[451100]
NPT858 Cell Line LNCaP Homo sapiens ED50 > 20.0 ug ml-1 PMID[451100]
NPT91 Cell Line KB Homo sapiens ED50 = 20.0 uM PMID[451101]
NPT1034 Cell Line Lu1 Homo sapiens ED50 = 9.0 uM PMID[451101]
NPT397 Cell Line NCI-H460 Homo sapiens IC50 = 15000.0 nM PMID[451101]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 > 20.0 ug ml-1 PMID[451100]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. ED50 = 14.0 uM PMID[451101]
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC > 128000.0 nM PMID[451101]

☑ 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 NPC211428 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
0.9844 High Similarity NPC50228
0.9844 High Similarity NPC97736
0.9692 High Similarity NPC241265
0.9692 High Similarity NPC285003
0.9552 High Similarity NPC206823
0.9552 High Similarity NPC39266
0.9552 High Similarity NPC9763
0.9552 High Similarity NPC225748
0.9552 High Similarity NPC169085
0.9385 High Similarity NPC206601
0.9375 High Similarity NPC76881
0.9375 High Similarity NPC471760
0.9375 High Similarity NPC12040
0.9375 High Similarity NPC471761
0.9375 High Similarity NPC190418
0.9265 High Similarity NPC163812
0.9143 High Similarity NPC477350
0.9014 High Similarity NPC476783
0.9014 High Similarity NPC216883
0.9014 High Similarity NPC476781
0.9014 High Similarity NPC476782
0.8986 High Similarity NPC291228
0.8986 High Similarity NPC308096
0.8955 High Similarity NPC67099
0.8955 High Similarity NPC250619
0.8889 High Similarity NPC475425
0.8889 High Similarity NPC477325
0.8889 High Similarity NPC477320
0.8889 High Similarity NPC477323
0.8889 High Similarity NPC477329
0.8889 High Similarity NPC146380
0.8889 High Similarity NPC109887
0.8889 High Similarity NPC281563
0.8889 High Similarity NPC477330
0.8889 High Similarity NPC477326
0.8889 High Similarity NPC477328
0.8889 High Similarity NPC113745
0.8841 High Similarity NPC184550
0.8841 High Similarity NPC185419
0.8769 High Similarity NPC325773
0.8767 High Similarity NPC294748
0.8767 High Similarity NPC22742
0.8767 High Similarity NPC146992
0.8767 High Similarity NPC477344
0.8767 High Similarity NPC158302
0.8767 High Similarity NPC477346
0.8767 High Similarity NPC85759
0.875 High Similarity NPC477753
0.875 High Similarity NPC477755
0.875 High Similarity NPC477750
0.875 High Similarity NPC477762
0.875 High Similarity NPC477763
0.875 High Similarity NPC477757
0.8696 High Similarity NPC53760
0.8696 High Similarity NPC52268
0.8649 High Similarity NPC267592
0.8533 High Similarity NPC119583
0.8533 High Similarity NPC184915
0.8533 High Similarity NPC297768
0.8533 High Similarity NPC472205
0.8533 High Similarity NPC115013
0.8533 High Similarity NPC169345
0.8533 High Similarity NPC477317
0.8533 High Similarity NPC290012
0.8533 High Similarity NPC259294
0.8533 High Similarity NPC477347
0.8533 High Similarity NPC173328
0.8533 High Similarity NPC472202
0.8533 High Similarity NPC475270
0.8533 High Similarity NPC477319
0.8533 High Similarity NPC472200
0.8533 High Similarity NPC123204
0.8533 High Similarity NPC44782
0.8533 High Similarity NPC269318
0.8533 High Similarity NPC472203
0.8533 High Similarity NPC476087
0.8533 High Similarity NPC89843
0.8533 High Similarity NPC475667
0.8533 High Similarity NPC183888
0.8533 High Similarity NPC477331
0.8533 High Similarity NPC126685
0.8533 High Similarity NPC475327
0.8533 High Similarity NPC477318
0.8533 High Similarity NPC307400
0.8533 High Similarity NPC224953
0.8533 High Similarity NPC143421
0.8533 High Similarity NPC27289
0.8533 High Similarity NPC472204
0.8533 High Similarity NPC472201
0.8533 High Similarity NPC186992
0.8533 High Similarity NPC238056
0.8312 Intermediate Similarity NPC60849
0.8312 Intermediate Similarity NPC470313
0.8312 Intermediate Similarity NPC473500
0.8312 Intermediate Similarity NPC38295
0.8312 Intermediate Similarity NPC472352
0.8312 Intermediate Similarity NPC156089
0.8312 Intermediate Similarity NPC477332
0.8281 Intermediate Similarity NPC472025
0.8125 Intermediate Similarity NPC148424
0.8116 Intermediate Similarity NPC477764
0.8116 Intermediate Similarity NPC477756
0.8116 Intermediate Similarity NPC477752
0.8116 Intermediate Similarity NPC477751
0.8052 Intermediate Similarity NPC21693
0.8052 Intermediate Similarity NPC236649
0.8 Intermediate Similarity NPC477760
0.8 Intermediate Similarity NPC477761
0.8 Intermediate Similarity NPC477758
0.8 Intermediate Similarity NPC477759
0.8 Intermediate Similarity NPC477754
0.7879 Intermediate Similarity NPC320032
0.7879 Intermediate Similarity NPC322855
0.7812 Intermediate Similarity NPC303727
0.7763 Intermediate Similarity NPC110813
0.7746 Intermediate Similarity NPC32148
0.7681 Intermediate Similarity NPC268243
0.7662 Intermediate Similarity NPC133377
0.7656 Intermediate Similarity NPC67660
0.7656 Intermediate Similarity NPC157514
0.7656 Intermediate Similarity NPC165198
0.7656 Intermediate Similarity NPC89145
0.7656 Intermediate Similarity NPC246558
0.7656 Intermediate Similarity NPC242073
0.7656 Intermediate Similarity NPC145112
0.7656 Intermediate Similarity NPC269166
0.7656 Intermediate Similarity NPC58629
0.7656 Intermediate Similarity NPC107914
0.7654 Intermediate Similarity NPC83839
0.7612 Intermediate Similarity NPC290179
0.7612 Intermediate Similarity NPC317023
0.7612 Intermediate Similarity NPC34877
0.7561 Intermediate Similarity NPC470657
0.7538 Intermediate Similarity NPC320588
0.7538 Intermediate Similarity NPC469937
0.7538 Intermediate Similarity NPC23155
0.7538 Intermediate Similarity NPC53463
0.7531 Intermediate Similarity NPC288471
0.7529 Intermediate Similarity NPC477349
0.747 Intermediate Similarity NPC51662
0.747 Intermediate Similarity NPC31349
0.747 Intermediate Similarity NPC314364
0.7391 Intermediate Similarity NPC472026
0.7356 Intermediate Similarity NPC44682
0.7356 Intermediate Similarity NPC477348
0.7356 Intermediate Similarity NPC477345
0.7356 Intermediate Similarity NPC238264
0.7356 Intermediate Similarity NPC163409
0.7344 Intermediate Similarity NPC233726
0.7344 Intermediate Similarity NPC326533
0.7344 Intermediate Similarity NPC124963
0.7344 Intermediate Similarity NPC23134
0.7324 Intermediate Similarity NPC6848
0.7317 Intermediate Similarity NPC125253
0.7317 Intermediate Similarity NPC253975
0.7317 Intermediate Similarity NPC192025
0.7308 Intermediate Similarity NPC474003
0.7284 Intermediate Similarity NPC248415
0.7237 Intermediate Similarity NPC55652
0.72 Intermediate Similarity NPC321873
0.7191 Intermediate Similarity NPC475241
0.7191 Intermediate Similarity NPC475540
0.7191 Intermediate Similarity NPC475593
0.7191 Intermediate Similarity NPC473765
0.7191 Intermediate Similarity NPC475164
0.7191 Intermediate Similarity NPC475375
0.7191 Intermediate Similarity NPC475525
0.7191 Intermediate Similarity NPC476066
0.7191 Intermediate Similarity NPC473605
0.7176 Intermediate Similarity NPC470009
0.7126 Intermediate Similarity NPC472197
0.7121 Intermediate Similarity NPC323361
0.7121 Intermediate Similarity NPC130683
0.7045 Intermediate Similarity NPC320089
0.7037 Intermediate Similarity NPC127295
0.7037 Intermediate Similarity NPC163362
0.7031 Intermediate Similarity NPC299781
0.7031 Intermediate Similarity NPC282143
0.7031 Intermediate Similarity NPC42503
0.7031 Intermediate Similarity NPC157193
0.7 Intermediate Similarity NPC143446
0.7 Intermediate Similarity NPC470363
0.6988 Remote Similarity NPC474266
0.6986 Remote Similarity NPC147292
0.6974 Remote Similarity NPC474078
0.6957 Remote Similarity NPC219040
0.6944 Remote Similarity NPC317651
0.6944 Remote Similarity NPC258690
0.6932 Remote Similarity NPC472199
0.6923 Remote Similarity NPC55678
0.6923 Remote Similarity NPC138273
0.6905 Remote Similarity NPC473791
0.6889 Remote Similarity NPC215570
0.6882 Remote Similarity NPC476611
0.6875 Remote Similarity NPC14144
0.6867 Remote Similarity NPC475849
0.6809 Remote Similarity NPC227622
0.68 Remote Similarity NPC286842
0.6778 Remote Similarity NPC472198
0.6769 Remote Similarity NPC26253

  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 NPC211428 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
0.7792 Intermediate Similarity NPD7329 Approved
0.7746 Intermediate Similarity NPD896 Approved
0.7746 Intermediate Similarity NPD898 Approved
0.7746 Intermediate Similarity NPD897 Approved
0.7703 Intermediate Similarity NPD3181 Approved
0.7656 Intermediate Similarity NPD890 Clinical (unspecified phase)
0.7656 Intermediate Similarity NPD892 Phase 3
0.7656 Intermediate Similarity NPD888 Phase 3
0.7656 Intermediate Similarity NPD891 Phase 3
0.7656 Intermediate Similarity NPD893 Approved
0.7538 Intermediate Similarity NPD3730 Approved
0.7538 Intermediate Similarity NPD3728 Approved
0.75 Intermediate Similarity NPD2269 Approved
0.7391 Intermediate Similarity NPD6123 Approved
0.7344 Intermediate Similarity NPD905 Approved
0.7344 Intermediate Similarity NPD904 Phase 3
0.7121 Intermediate Similarity NPD895 Approved
0.7121 Intermediate Similarity NPD894 Approved
0.7121 Intermediate Similarity NPD887 Approved
0.7121 Intermediate Similarity NPD889 Approved
0.7059 Intermediate Similarity NPD2267 Suspended
0.7015 Intermediate Similarity NPD7346 Approved
0.6944 Remote Similarity NPD8961 Approved
0.6809 Remote Similarity NPD8139 Approved
0.6809 Remote Similarity NPD8086 Approved
0.6809 Remote Similarity NPD8085 Approved
0.6809 Remote Similarity NPD8138 Approved
0.6809 Remote Similarity NPD8084 Approved
0.6809 Remote Similarity NPD8083 Approved
0.6809 Remote Similarity NPD8082 Approved
0.6753 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6737 Remote Similarity NPD8275 Approved
0.6737 Remote Similarity NPD8276 Approved
0.6667 Remote Similarity NPD8081 Approved
0.6615 Remote Similarity NPD6125 Clinical (unspecified phase)
0.6598 Remote Similarity NPD8393 Approved
0.6588 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6588 Remote Similarity NPD3669 Approved
0.6562 Remote Similarity NPD8998 Phase 2
0.6562 Remote Similarity NPD9000 Phase 3
0.6562 Remote Similarity NPD8993 Phase 1
0.6562 Remote Similarity NPD8997 Approved
0.6562 Remote Similarity NPD8999 Phase 3
0.6531 Remote Similarity NPD8307 Discontinued
0.6531 Remote Similarity NPD8140 Approved
0.6479 Remote Similarity NPD369 Approved
0.6479 Remote Similarity NPD8959 Approved
0.64 Remote Similarity NPD8306 Approved
0.64 Remote Similarity NPD8305 Approved
0.64 Remote Similarity NPD7909 Approved
0.6364 Remote Similarity NPD8966 Approved
0.6364 Remote Similarity NPD8965 Approved
0.6337 Remote Similarity NPD8087 Discontinued
0.6327 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6304 Remote Similarity NPD1447 Phase 3
0.6304 Remote Similarity NPD1446 Phase 3
0.6277 Remote Similarity NPD6428 Approved
0.6267 Remote Similarity NPD847 Phase 1
0.6238 Remote Similarity NPD6941 Approved
0.6238 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6163 Remote Similarity NPD1780 Approved
0.6163 Remote Similarity NPD1779 Approved
0.6154 Remote Similarity NPD2699 Approved
0.6154 Remote Similarity NPD8133 Approved
0.6146 Remote Similarity NPD2255 Approved
0.6143 Remote Similarity NPD9035 Clinical (unspecified phase)
0.6143 Remote Similarity NPD9036 Phase 3
0.6139 Remote Similarity NPD6686 Approved
0.6122 Remote Similarity NPD7139 Approved
0.6122 Remote Similarity NPD7140 Approved
0.6122 Remote Similarity NPD7141 Clinical (unspecified phase)
0.6111 Remote Similarity NPD73 Approved
0.6094 Remote Similarity NPD8788 Approved
0.6087 Remote Similarity NPD1399 Approved
0.6087 Remote Similarity NPD1400 Approved
0.6087 Remote Similarity NPD46 Approved
0.6087 Remote Similarity NPD6698 Approved
0.6056 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6044 Remote Similarity NPD618 Clinical (unspecified phase)
0.5981 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5981 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5979 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5978 Remote Similarity NPD3716 Discontinued
0.5962 Remote Similarity NPD8413 Clinical (unspecified phase)
0.596 Remote Similarity NPD8301 Approved
0.596 Remote Similarity NPD8300 Approved
0.5957 Remote Similarity NPD8171 Discontinued
0.5904 Remote Similarity NPD1811 Approved
0.5904 Remote Similarity NPD1810 Approved
0.5876 Remote Similarity NPD881 Approved
0.5851 Remote Similarity NPD7983 Approved
0.5833 Remote Similarity NPD11 Approved
0.5833 Remote Similarity NPD376 Approved
0.5818 Remote Similarity NPD8347 Approved
0.5818 Remote Similarity NPD8345 Approved
0.5818 Remote Similarity NPD8346 Approved
0.5814 Remote Similarity NPD4802 Phase 2
0.5814 Remote Similarity NPD4238 Approved
0.5802 Remote Similarity NPD8277 Approved
0.5781 Remote Similarity NPD7536 Approved
0.5775 Remote Similarity NPD9009 Approved
0.5775 Remote Similarity NPD64 Approved
0.5775 Remote Similarity NPD9011 Approved
0.5775 Remote Similarity NPD72 Approved
0.5775 Remote Similarity NPD65 Approved
0.5775 Remote Similarity NPD66 Approved
0.5775 Remote Similarity NPD9008 Approved
0.5775 Remote Similarity NPD9007 Approved
0.5775 Remote Similarity NPD9010 Approved
0.5775 Remote Similarity NPD8960 Approved
0.5769 Remote Similarity NPD1457 Discontinued
0.5766 Remote Similarity NPD8513 Phase 3
0.5766 Remote Similarity NPD8516 Approved
0.5766 Remote Similarity NPD8515 Approved
0.5766 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5766 Remote Similarity NPD8517 Approved
0.5758 Remote Similarity NPD9006 Approved
0.5745 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5743 Remote Similarity NPD8045 Clinical (unspecified phase)
0.573 Remote Similarity NPD882 Phase 2
0.573 Remote Similarity NPD883 Phase 2
0.5728 Remote Similarity NPD6412 Phase 2
0.5714 Remote Similarity NPD8080 Discontinued
0.5692 Remote Similarity NPD2270 Approved
0.5686 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5686 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5679 Remote Similarity NPD8278 Approved
0.5664 Remote Similarity NPD7829 Approved
0.5664 Remote Similarity NPD7830 Approved
0.5664 Remote Similarity NPD8328 Phase 3
0.5614 Remote Similarity NPD8299 Approved
0.5614 Remote Similarity NPD8340 Approved
0.5614 Remote Similarity NPD8342 Approved
0.5614 Remote Similarity NPD8341 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