Structure

Physi-Chem Properties

Molecular Weight:  308.04
Volume:  251.341
LogP:  -2.157
LogD:  -1.252
LogS:  -0.272
# Rotatable Bonds:  4
TPSA:  147.92
# H-Bond Aceptor:  10
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  11

MedChem Properties

QED Drug-Likeness Score:  0.567
Synthetic Accessibility Score:  4.658
Fsp3:  0.556
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:  -6.074
MDCK Permeability:  0.00014871334133204073
Pgp-inhibitor:  0.0
Pgp-substrate:  0.006
Human Intestinal Absorption (HIA):  0.563
20% Bioavailability (F20%):  0.964
30% Bioavailability (F30%):  0.968

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.599
Plasma Protein Binding (PPB):  7.191526889801025%
Volume Distribution (VD):  0.375
Pgp-substrate:  78.63859558105469%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.098
CYP2C19-inhibitor:  0.034
CYP2C19-substrate:  0.036
CYP2C9-inhibitor:  0.003
CYP2C9-substrate:  0.47
CYP2D6-inhibitor:  0.066
CYP2D6-substrate:  0.097
CYP3A4-inhibitor:  0.003
CYP3A4-substrate:  0.02

ADMET: Excretion

Clearance (CL):  2.278
Half-life (T1/2):  0.902

ADMET: Toxicity

hERG Blockers:  0.011
Human Hepatotoxicity (H-HT):  0.925
Drug-inuced Liver Injury (DILI):  0.977
AMES Toxicity:  0.2
Rat Oral Acute Toxicity:  0.002
Maximum Recommended Daily Dose:  0.96
Skin Sensitization:  0.464
Carcinogencity:  0.143
Eye Corrosion:  0.003
Eye Irritation:  0.016
Respiratory Toxicity:  0.088

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Similar NPs/Drugs  

  Natural Product: NPC324390

Natural Product ID:  NPC324390
Common Name*:   Deoxyuridine Monophosphate
IUPAC Name:   [(2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
Synonyms:   2'-Deoxyuridinemonophosphate
Standard InCHIKey:  JSRLJPSBLDHEIO-SHYZEUOFSA-N
Standard InCHI:  InChI=1S/C9H13N2O8P/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1
SMILES:  C1C(C(OC1N2C=CC(=O)NC2=O)COP(=O)(O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL211312
PubChem CID:   65063
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000289] Nucleosides, nucleotides, and analogues
      • [CHEMONTID:0001509] Pyrimidine nucleotides
        • [CHEMONTID:0002148] Pyrimidine deoxyribonucleotides
          • [CHEMONTID:0002151] Pyrimidine deoxyribonucleoside monophosphates
            • [CHEMONTID:0002158] Pyrimidine 2'-deoxyribonucleoside monophosphates

*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
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. DOI[10.1016/0006-291X(79)91731-5]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. DOI[10.1093/emboj/18.8.2021]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[1091286]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[10977898]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[1100617]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[11745165]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[11750815]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[1175644]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[12369847]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[12391014]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[12467448]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[12805358]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. ChEBI[131529]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[13610867]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[13831814]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[14973046]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[15031653]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[15292242]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[15314235]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[15610037]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[16112079]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[1644759]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[16630633]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[170247]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[17765195]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[17875433]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[179975]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[19026742]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[19425150]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[19514719]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[19561621]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[21437340]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[21798258]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[21988831]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[22289691]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[22855027]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[23315938]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[23537328]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[23676670]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[241475]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24206068]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24783849]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[24816727]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24831709]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24939187]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24966042]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24967680]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[2543976]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[25644343]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[25867074]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[26195826]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[26236990]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[26337258]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[26670289]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[26826371]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[27471436]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[29897754]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[30302998]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[3179836]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[318639]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[3283102]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[347637]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[398096]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[4696527]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[4877125]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[4879561]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[4908789]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[5332408]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[5432584]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[6102982]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[6121420]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[6284709]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[6338507]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[6780563]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[7042909]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[7601837]
NPO20338 Mus musculus Species Muridae Eukaryota n.a. n.a. n.a. PMID[8600370]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[8852895]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[9470222]
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]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
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
NPT3785 Individual Protein Thymidylate kinase Mycobacterium tuberculosis Km = 2100000.0 nM PMID[503729]
NPT3785 Individual Protein Thymidylate kinase Mycobacterium tuberculosis Vm = 3.5 uM min-1mg-1 PMID[503729]
NPT2924 Individual Protein Thymidylate synthase Lactobacillus casei Km = 5000.0 nM PMID[503731]
NPT3785 Individual Protein Thymidylate kinase Mycobacterium tuberculosis Km = 2100000.0 nM PMID[503734]
NPT3785 Individual Protein Thymidylate kinase Mycobacterium tuberculosis Vm = 3.5 uM min-1 (mg of protein)-1 PMID[503734]
NPT2926 Individual Protein Thymidylate synthase Homo sapiens Ki = 3000.0 nM PMID[503736]
NPT2926 Individual Protein Thymidylate synthase Homo sapiens k2 > 760000.0 M-1 s-1 PMID[503737]
NPT6093 Individual Protein Deoxyuridine triphosphatase Trypanosoma cruzi (strain CL Brener) Ki = 18400.0 nM PMID[503738]
NPT2926 Individual Protein Thymidylate synthase Homo sapiens Km = 5250.0 nM PMID[503739]
NPT3797 Individual Protein Thymidylate kinase Homo sapiens Km = 170000.0 nM PMID[503740]
NPT3797 Individual Protein Thymidylate kinase Homo sapiens Kcat = 4.8 /s PMID[503740]
NPT3797 Individual Protein Thymidylate kinase Homo sapiens Kcat/Km = 28000.0 /M/s PMID[503740]
NPT6094 Individual Protein Thymidylate synthase Bos taurus Ki = 8000.0 nM PMID[503741]
NPT3791 Individual Protein Thymidylate synthase Mus musculus Ki = 6500.0 nM PMID[503741]
NPT2924 Individual Protein Thymidylate synthase Lactobacillus casei Ki = 2260.0 nM PMID[503742]
NPT2924 Individual Protein Thymidylate synthase Lactobacillus casei Km = 5200.0 nM PMID[503742]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 8000.0 nM PMID[503730]
NPT4129 Organism Lactobacillus casei Lactobacillus casei Ki = 2300.0 nM PMID[503733]
NPT26536 SINGLE PROTEIN Thymidylate synthase Escherichia coli Km = 2000.0 nM PMID[503735]
NPT2 Others Unspecified Ki = 7600.0 nM PMID[503741]

☑ 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 NPC324390 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
0.9881 High Similarity NPC320249
0.9881 High Similarity NPC322594
0.9651 High Similarity NPC17892
0.9651 High Similarity NPC36985
0.954 High Similarity NPC283698
0.954 High Similarity NPC73765
0.9157 High Similarity NPC106780
0.8977 High Similarity NPC327344
0.8837 High Similarity NPC89051
0.8837 High Similarity NPC43246
0.8778 High Similarity NPC318166
0.8778 High Similarity NPC324516
0.8681 High Similarity NPC317639
0.8557 High Similarity NPC329277
0.8384 Intermediate Similarity NPC155087
0.8384 Intermediate Similarity NPC149843
0.8182 Intermediate Similarity NPC112842
0.8182 Intermediate Similarity NPC71339
0.8132 Intermediate Similarity NPC315063
0.809 Intermediate Similarity NPC325723
0.7979 Intermediate Similarity NPC329384
0.7912 Intermediate Similarity NPC163352
0.7912 Intermediate Similarity NPC210456
0.7895 Intermediate Similarity NPC226769
0.7895 Intermediate Similarity NPC6166
0.7895 Intermediate Similarity NPC280946
0.7812 Intermediate Similarity NPC120887
0.7742 Intermediate Similarity NPC171116
0.7732 Intermediate Similarity NPC328779
0.7629 Intermediate Similarity NPC90240
0.7576 Intermediate Similarity NPC328914
0.7391 Intermediate Similarity NPC229249
0.7386 Intermediate Similarity NPC329077
0.7303 Intermediate Similarity NPC325902
0.7281 Intermediate Similarity NPC284651
0.7158 Intermediate Similarity NPC190334
0.7158 Intermediate Similarity NPC62927
0.6809 Remote Similarity NPC319753
0.64 Remote Similarity NPC328806
0.6364 Remote Similarity NPC315058
0.621 Remote Similarity NPC313962
0.6129 Remote Similarity NPC315806
0.6034 Remote Similarity NPC478024
0.6019 Remote Similarity NPC109188
0.5935 Remote Similarity NPC325750
0.5891 Remote Similarity NPC318142

  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 NPC324390 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
0.954 High Similarity NPD9639 Clinical (unspecified phase)
0.8941 High Similarity NPD9557 Clinical (unspecified phase)
0.8837 High Similarity NPD9581 Clinical (unspecified phase)
0.8837 High Similarity NPD9580 Clinical (unspecified phase)
0.8557 High Similarity NPD3129 Phase 3
0.8471 Intermediate Similarity NPD9556 Approved
0.8454 Intermediate Similarity NPD3128 Phase 3
0.8404 Intermediate Similarity NPD5789 Clinical (unspecified phase)
0.8372 Intermediate Similarity NPD9561 Approved
0.8372 Intermediate Similarity NPD9560 Approved
0.8276 Intermediate Similarity NPD9546 Phase 2
0.8242 Intermediate Similarity NPD9565 Discontinued
0.8182 Intermediate Similarity NPD280 Approved
0.8182 Intermediate Similarity NPD9533 Phase 2
0.8 Intermediate Similarity NPD9562 Discovery
0.8 Intermediate Similarity NPD170 Approved
0.8 Intermediate Similarity NPD240 Phase 3
0.7872 Intermediate Similarity NPD1686 Approved
0.7865 Intermediate Similarity NPD9529 Phase 1
0.7865 Intermediate Similarity NPD9559 Phase 1
0.7841 Intermediate Similarity NPD9558 Phase 3
0.783 Intermediate Similarity NPD3139 Phase 3
0.7789 Intermediate Similarity NPD501 Phase 1
0.7778 Intermediate Similarity NPD239 Phase 2
0.7778 Intermediate Similarity NPD238 Clinical (unspecified phase)
0.7742 Intermediate Similarity NPD755 Phase 3
0.7742 Intermediate Similarity NPD841 Approved
0.7736 Intermediate Similarity NPD3138 Phase 3
0.7629 Intermediate Similarity NPD762 Discontinued
0.7576 Intermediate Similarity NPD1454 Phase 3
0.7576 Intermediate Similarity NPD1455 Phase 3
0.7551 Intermediate Similarity NPD502 Approved
0.7527 Intermediate Similarity NPD241 Discontinued
0.7396 Intermediate Similarity NPD251 Approved
0.7391 Intermediate Similarity NPD9601 Approved
0.7383 Intermediate Similarity NPD7914 Suspended
0.7212 Intermediate Similarity NPD6946 Approved
0.7158 Intermediate Similarity NPD9604 Approved
0.7158 Intermediate Similarity NPD9603 Phase 3
0.7158 Intermediate Similarity NPD9602 Phase 3
0.7083 Intermediate Similarity NPD9554 Approved
0.7083 Intermediate Similarity NPD9553 Approved
0.7065 Intermediate Similarity NPD9600 Approved
0.7019 Intermediate Similarity NPD1061 Clinical (unspecified phase)
0.6979 Remote Similarity NPD1760 Approved
0.6939 Remote Similarity NPD267 Discontinued
0.6915 Remote Similarity NPD9572 Clinical (unspecified phase)
0.6907 Remote Similarity NPD301 Discontinued
0.6903 Remote Similarity NPD7756 Clinical (unspecified phase)
0.6869 Remote Similarity NPD6943 Clinical (unspecified phase)
0.6869 Remote Similarity NPD9585 Discontinued
0.6809 Remote Similarity NPD9573 Phase 2
0.6796 Remote Similarity NPD192 Phase 2
0.6733 Remote Similarity NPD215 Discontinued
0.6731 Remote Similarity NPD223 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1385 Discontinued
0.6667 Remote Similarity NPD7992 Clinical (unspecified phase)
0.6604 Remote Similarity NPD7651 Approved
0.6602 Remote Similarity NPD514 Clinical (unspecified phase)
0.66 Remote Similarity NPD500 Discontinued
0.6598 Remote Similarity NPD9555 Phase 2
0.6588 Remote Similarity NPD9503 Approved
0.6588 Remote Similarity NPD9504 Approved
0.6484 Remote Similarity NPD7761 Suspended
0.6481 Remote Similarity NPD2633 Phase 1
0.6471 Remote Similarity NPD279 Clinical (unspecified phase)
0.6289 Remote Similarity NPD2691 Clinical (unspecified phase)
0.625 Remote Similarity NPD6693 Phase 3
0.6216 Remote Similarity NPD1428 Phase 2
0.6196 Remote Similarity NPD9405 Approved
0.619 Remote Similarity NPD6948 Phase 3
0.6168 Remote Similarity NPD3121 Phase 2
0.6162 Remote Similarity NPD205 Approved
0.6146 Remote Similarity NPD9427 Approved
0.6129 Remote Similarity NPD9653 Clinical (unspecified phase)
0.6111 Remote Similarity NPD765 Discontinued
0.6082 Remote Similarity NPD9429 Discontinued
0.6036 Remote Similarity NPD4743 Phase 2
0.6019 Remote Similarity NPD1331 Approved
0.6 Remote Similarity NPD9407 Approved
0.6 Remote Similarity NPD1805 Phase 2
0.6 Remote Similarity NPD1804 Phase 2
0.5913 Remote Similarity NPD284 Phase 1
0.5905 Remote Similarity NPD285 Discontinued
0.5816 Remote Similarity NPD9403 Discontinued
0.5769 Remote Similarity NPD723 Phase 2
0.5702 Remote Similarity NPD6935 Phase 3
0.5702 Remote Similarity NPD6936 Clinical (unspecified phase)
0.5656 Remote Similarity NPD6918 Phase 1
0.5648 Remote Similarity NPD1706 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