Structure

Physi-Chem Properties

Molecular Weight:  180.06
Volume:  156.517
LogP:  -1.92
LogD:  -1.789
LogS:  -0.129
# Rotatable Bonds:  2
TPSA:  110.38
# H-Bond Aceptor:  6
# H-Bond Donor:  5
# Rings:  1
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.306
Synthetic Accessibility Score:  3.984
Fsp3:  1.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.505
MDCK Permeability:  0.0017601152649149299
Pgp-inhibitor:  0.005
Pgp-substrate:  0.006
Human Intestinal Absorption (HIA):  0.835
20% Bioavailability (F20%):  0.546
30% Bioavailability (F30%):  0.784

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.352
Plasma Protein Binding (PPB):  13.65312385559082%
Volume Distribution (VD):  0.423
Pgp-substrate:  82.30091094970703%

ADMET: Metabolism

CYP1A2-inhibitor:  0.013
CYP1A2-substrate:  0.066
CYP2C19-inhibitor:  0.009
CYP2C19-substrate:  0.095
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.055
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.12
CYP3A4-inhibitor:  0.006
CYP3A4-substrate:  0.04

ADMET: Excretion

Clearance (CL):  2.83
Half-life (T1/2):  0.751

ADMET: Toxicity

hERG Blockers:  0.13
Human Hepatotoxicity (H-HT):  0.05
Drug-inuced Liver Injury (DILI):  0.037
AMES Toxicity:  0.085
Rat Oral Acute Toxicity:  0.005
Maximum Recommended Daily Dose:  0.001
Skin Sensitization:  0.24
Carcinogencity:  0.024
Eye Corrosion:  0.004
Eye Irritation:  0.66
Respiratory Toxicity:  0.011

Download Data

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

  Natural Product: NPC29721

Natural Product ID:  NPC29721
Common Name*:   Fructose
IUPAC Name:   (2R,3S,4S,5R)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol
Synonyms:   Dietade Dietary Foods; Fructose; Levulose
Standard InCHIKey:  RFSUNEUAIZKAJO-ARQDHWQXSA-N
Standard InCHI:  InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4-,5+,6-/m1/s1
SMILES:  OC[C@H]1O[C@]([C@H]([C@@H]1O)O)(O)CO
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL604608
PubChem CID:   439709
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates
          • [CHEMONTID:0002105] Glycosyl compounds
            • [CHEMONTID:0002204] C-glycosyl compounds

*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
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. DOI[10.1172/JCI16309]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. DOI[10.1371/journal.pone.0115359]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[10557354]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[11034610]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[11419736]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[11530998]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[1175644]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[12391014]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[12812989]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[12840027]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[12878451]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[15084647]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[1521032]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[15230696]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[15314235]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[16112079]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[16770722]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[1687010]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[17116739]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[17190852]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[17875433]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[18311922]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[18544912]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[18799520]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[19425150]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[19961175]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[20506249]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[20601097]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. urine n.a. PMID[20708442]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. faeces n.a. PMID[20708442]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. bile n.a. PMID[20708442]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[20876113]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[21798258]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[2268561]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[22711758]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23315938]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23717534]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23752203]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23810710]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23811455]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23868375]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23919613]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24101735]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24399466]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24494566]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24558969]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24816727]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[25114169]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[25181601]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[25293588]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[25644343]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[26236990]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[27471436]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[3179836]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[347637]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[4696527]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[5432584]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[6121420]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[6780563]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[8600370]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[8987136]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[9192820]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[9800648]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO3061 Alisma orientalis Species Alismataceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3061 Alisma orientalis Species Alismataceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20338 Mus musculus Species Muridae 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
NPT1727 Individual Protein Acrosin Homo sapiens Inhibition = 66.0 % PMID[498571]
NPT1727 Individual Protein Acrosin Homo sapiens Inhibition = 47.0 % PMID[498571]
NPT1727 Individual Protein Acrosin Homo sapiens Inhibition = 46.0 % PMID[498571]
NPT426 Individual Protein Glycine receptor subunit alpha-1 Homo sapiens EC50 = 12589.25 nM PMID[498573]
NPT2 Others Unspecified Potency n.a. 1236.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21800.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 34551.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 15.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 11883.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 68938.5 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 NPC29721 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
0.9302 High Similarity NPC252918
0.9302 High Similarity NPC230789
0.9048 High Similarity NPC70756
0.9048 High Similarity NPC320240
0.8889 High Similarity NPC82512
0.881 High Similarity NPC320189
0.8696 High Similarity NPC323574
0.8636 High Similarity NPC289758
0.8636 High Similarity NPC255377
0.8636 High Similarity NPC73906
0.8636 High Similarity NPC176017
0.8636 High Similarity NPC21209
0.8636 High Similarity NPC69445
0.8636 High Similarity NPC92246
0.8636 High Similarity NPC165846
0.8636 High Similarity NPC199857
0.8636 High Similarity NPC285364
0.8511 High Similarity NPC329095
0.8444 Intermediate Similarity NPC277475
0.8444 Intermediate Similarity NPC321087
0.8333 Intermediate Similarity NPC103672
0.8333 Intermediate Similarity NPC320043
0.8333 Intermediate Similarity NPC266553
0.8261 Intermediate Similarity NPC14144
0.8163 Intermediate Similarity NPC323361
0.8163 Intermediate Similarity NPC130683
0.8085 Intermediate Similarity NPC42503
0.8085 Intermediate Similarity NPC157193
0.8085 Intermediate Similarity NPC299781
0.8085 Intermediate Similarity NPC282143
0.8 Intermediate Similarity NPC293908
0.8 Intermediate Similarity NPC66052
0.8 Intermediate Similarity NPC192065
0.8 Intermediate Similarity NPC86412
0.8 Intermediate Similarity NPC325034
0.7955 Intermediate Similarity NPC86191
0.7955 Intermediate Similarity NPC317182
0.7955 Intermediate Similarity NPC213159
0.7955 Intermediate Similarity NPC298699
0.7955 Intermediate Similarity NPC291502
0.7955 Intermediate Similarity NPC134252
0.7872 Intermediate Similarity NPC112363
0.7755 Intermediate Similarity NPC124963
0.7755 Intermediate Similarity NPC23134
0.7755 Intermediate Similarity NPC326533
0.7755 Intermediate Similarity NPC233726
0.775 Intermediate Similarity NPC227267
0.7551 Intermediate Similarity NPC329128
0.7551 Intermediate Similarity NPC322158
0.7547 Intermediate Similarity NPC219040
0.7451 Intermediate Similarity NPC317626
0.7451 Intermediate Similarity NPC246558
0.7451 Intermediate Similarity NPC145112
0.7451 Intermediate Similarity NPC67660
0.7451 Intermediate Similarity NPC314821
0.7451 Intermediate Similarity NPC58629
0.7451 Intermediate Similarity NPC165198
0.7451 Intermediate Similarity NPC107914
0.7451 Intermediate Similarity NPC269166
0.7451 Intermediate Similarity NPC157514
0.7451 Intermediate Similarity NPC242073
0.7451 Intermediate Similarity NPC317501
0.7451 Intermediate Similarity NPC89145
0.7407 Intermediate Similarity NPC34877
0.7407 Intermediate Similarity NPC290179
0.7381 Intermediate Similarity NPC313405
0.7308 Intermediate Similarity NPC303727
0.7292 Intermediate Similarity NPC88638
0.725 Intermediate Similarity NPC187058
0.725 Intermediate Similarity NPC197207
0.725 Intermediate Similarity NPC182541
0.725 Intermediate Similarity NPC149070
0.725 Intermediate Similarity NPC127074
0.7234 Intermediate Similarity NPC107091
0.7234 Intermediate Similarity NPC207656
0.7143 Intermediate Similarity NPC472026
0.7111 Intermediate Similarity NPC227707
0.7111 Intermediate Similarity NPC102981
0.7111 Intermediate Similarity NPC99573
0.7111 Intermediate Similarity NPC111882
0.7111 Intermediate Similarity NPC88278
0.7037 Intermediate Similarity NPC148424
0.6909 Remote Similarity NPC293692
0.6909 Remote Similarity NPC472025
0.6897 Remote Similarity NPC268243
0.6786 Remote Similarity NPC320032
0.6786 Remote Similarity NPC322855
0.6786 Remote Similarity NPC317023
0.6667 Remote Similarity NPC143326
0.6667 Remote Similarity NPC46254
0.6552 Remote Similarity NPC477753
0.6552 Remote Similarity NPC477750
0.6552 Remote Similarity NPC477763
0.6552 Remote Similarity NPC477755
0.6552 Remote Similarity NPC477762
0.6552 Remote Similarity NPC477757
0.6552 Remote Similarity NPC155457
0.6531 Remote Similarity NPC85078
0.65 Remote Similarity NPC301586
0.65 Remote Similarity NPC33415
0.6333 Remote Similarity NPC317651
0.6333 Remote Similarity NPC277570
0.6333 Remote Similarity NPC258690
0.6333 Remote Similarity NPC325773
0.6316 Remote Similarity NPC220922
0.6275 Remote Similarity NPC314613
0.625 Remote Similarity NPC320326
0.625 Remote Similarity NPC326557
0.623 Remote Similarity NPC13143
0.623 Remote Similarity NPC6848
0.623 Remote Similarity NPC294813
0.623 Remote Similarity NPC31496
0.62 Remote Similarity NPC62014
0.6154 Remote Similarity NPC247546
0.6154 Remote Similarity NPC172086
0.6129 Remote Similarity NPC471760
0.6129 Remote Similarity NPC471761
0.6129 Remote Similarity NPC76881
0.6129 Remote Similarity NPC147292
0.6129 Remote Similarity NPC190418
0.6129 Remote Similarity NPC12040
0.6071 Remote Similarity NPC289979
0.6061 Remote Similarity NPC184550
0.6061 Remote Similarity NPC185419
0.6038 Remote Similarity NPC61270
0.6038 Remote Similarity NPC325822
0.6034 Remote Similarity NPC322148
0.6032 Remote Similarity NPC322801
0.6032 Remote Similarity NPC477764
0.6032 Remote Similarity NPC291650
0.6032 Remote Similarity NPC477751
0.6032 Remote Similarity NPC477752
0.6032 Remote Similarity NPC129100
0.6032 Remote Similarity NPC477756
0.6 Remote Similarity NPC277878
0.597 Remote Similarity NPC248427
0.597 Remote Similarity NPC291228
0.597 Remote Similarity NPC308096
0.5968 Remote Similarity NPC476702
0.5962 Remote Similarity NPC8597
0.5938 Remote Similarity NPC477758
0.5938 Remote Similarity NPC477760
0.5938 Remote Similarity NPC32148
0.5938 Remote Similarity NPC179823
0.5938 Remote Similarity NPC477761
0.5938 Remote Similarity NPC477759
0.5938 Remote Similarity NPC477754
0.5938 Remote Similarity NPC206601
0.5932 Remote Similarity NPC182903
0.5893 Remote Similarity NPC196612
0.5882 Remote Similarity NPC138273
0.5854 Remote Similarity NPC272307
0.5846 Remote Similarity NPC50228
0.5846 Remote Similarity NPC250619
0.5846 Remote Similarity NPC97736
0.5846 Remote Similarity NPC67099
0.5833 Remote Similarity NPC174485
0.58 Remote Similarity NPC228782
0.58 Remote Similarity NPC313565
0.58 Remote Similarity NPC259982
0.5789 Remote Similarity NPC23155
0.5789 Remote Similarity NPC469937
0.5789 Remote Similarity NPC53463
0.5789 Remote Similarity NPC320588
0.5758 Remote Similarity NPC223174
0.5758 Remote Similarity NPC211428
0.5758 Remote Similarity NPC327753
0.5758 Remote Similarity NPC285003
0.5758 Remote Similarity NPC327486
0.5758 Remote Similarity NPC241265
0.575 Remote Similarity NPC213764
0.5714 Remote Similarity NPC325153
0.5714 Remote Similarity NPC278465
0.5714 Remote Similarity NPC152008
0.5714 Remote Similarity NPC322803
0.5714 Remote Similarity NPC325345
0.5714 Remote Similarity NPC321102
0.5692 Remote Similarity NPC316445
0.5672 Remote Similarity NPC474078
0.5672 Remote Similarity NPC53760
0.5672 Remote Similarity NPC52268
0.5672 Remote Similarity NPC471879
0.5667 Remote Similarity NPC476209
0.5645 Remote Similarity NPC172622
0.5625 Remote Similarity NPC250836
0.5625 Remote Similarity NPC197039
0.561 Remote Similarity NPC252154
0.561 Remote Similarity NPC560
0.561 Remote Similarity NPC128335
0.5606 Remote Similarity NPC473294
0.5606 Remote Similarity NPC471472

  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 NPC29721 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
1.0 High Similarity NPD9006 Approved
0.881 High Similarity NPD8957 Approved
0.8636 High Similarity NPD9000 Phase 3
0.8636 High Similarity NPD8997 Approved
0.8636 High Similarity NPD8993 Phase 1
0.8636 High Similarity NPD8999 Phase 3
0.8636 High Similarity NPD8998 Phase 2
0.8333 Intermediate Similarity NPD9049 Discontinued
0.8333 Intermediate Similarity NPD9050 Approved
0.8261 Intermediate Similarity NPD8965 Approved
0.8261 Intermediate Similarity NPD8966 Approved
0.8163 Intermediate Similarity NPD894 Approved
0.8163 Intermediate Similarity NPD887 Approved
0.8163 Intermediate Similarity NPD895 Approved
0.8163 Intermediate Similarity NPD889 Approved
0.8 Intermediate Similarity NPD9052 Approved
0.8 Intermediate Similarity NPD9053 Approved
0.8 Intermediate Similarity NPD9051 Approved
0.7955 Intermediate Similarity NPD8788 Approved
0.7872 Intermediate Similarity NPD9139 Approved
0.7755 Intermediate Similarity NPD904 Phase 3
0.7755 Intermediate Similarity NPD905 Approved
0.7692 Intermediate Similarity NPD2267 Suspended
0.7556 Intermediate Similarity NPD8958 Phase 2
0.7451 Intermediate Similarity NPD890 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD891 Phase 3
0.7451 Intermediate Similarity NPD9036 Phase 3
0.7451 Intermediate Similarity NPD893 Approved
0.7451 Intermediate Similarity NPD892 Phase 3
0.7451 Intermediate Similarity NPD9035 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD888 Phase 3
0.7447 Intermediate Similarity NPD8994 Approved
0.7255 Intermediate Similarity NPD2269 Approved
0.725 Intermediate Similarity NPD8814 Phase 3
0.7234 Intermediate Similarity NPD9219 Approved
0.7234 Intermediate Similarity NPD9218 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD8995 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD8996 Phase 3
0.6897 Remote Similarity NPD847 Phase 1
0.678 Remote Similarity NPD1457 Discontinued
0.6596 Remote Similarity NPD8967 Approved
0.6552 Remote Similarity NPD6123 Approved
0.6531 Remote Similarity NPD9110 Approved
0.65 Remote Similarity NPD8549 Clinical (unspecified phase)
0.6333 Remote Similarity NPD8961 Approved
0.6316 Remote Similarity NPD8959 Approved
0.6304 Remote Similarity NPD8976 Approved
0.6304 Remote Similarity NPD8977 Phase 3
0.625 Remote Similarity NPD885 Approved
0.625 Remote Similarity NPD884 Clinical (unspecified phase)
0.6154 Remote Similarity NPD9005 Phase 3
0.6154 Remote Similarity NPD9004 Approved
0.6154 Remote Similarity NPD9003 Clinical (unspecified phase)
0.6038 Remote Similarity NPD9061 Clinical (unspecified phase)
0.6034 Remote Similarity NPD369 Approved
0.6032 Remote Similarity NPD9032 Approved
0.6032 Remote Similarity NPD9030 Approved
0.6032 Remote Similarity NPD9031 Approved
0.6032 Remote Similarity NPD9033 Approved
0.6 Remote Similarity NPD65 Approved
0.6 Remote Similarity NPD9007 Approved
0.6 Remote Similarity NPD9008 Approved
0.6 Remote Similarity NPD64 Approved
0.6 Remote Similarity NPD8960 Approved
0.6 Remote Similarity NPD9009 Approved
0.6 Remote Similarity NPD72 Approved
0.6 Remote Similarity NPD66 Approved
0.6 Remote Similarity NPD9011 Approved
0.6 Remote Similarity NPD9010 Approved
0.5938 Remote Similarity NPD897 Approved
0.5938 Remote Similarity NPD896 Approved
0.5938 Remote Similarity NPD898 Approved
0.5818 Remote Similarity NPD9002 Approved
0.5818 Remote Similarity NPD9001 Clinical (unspecified phase)
0.5789 Remote Similarity NPD7346 Approved
0.5789 Remote Similarity NPD3728 Approved
0.5789 Remote Similarity NPD3730 Approved
0.5758 Remote Similarity NPD9445 Approved
0.5738 Remote Similarity NPD9120 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7536 Approved
0.5714 Remote Similarity NPD8988 Clinical (unspecified phase)
0.5672 Remote Similarity NPD7532 Clinical (unspecified phase)

  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