Structure

Physi-Chem Properties

Molecular Weight:  189.04
Volume:  155.512
LogP:  -2.802
LogD:  -1.35
LogS:  -1.461
# Rotatable Bonds:  3
TPSA:  131.32
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.483
Synthetic Accessibility Score:  3.579
Fsp3:  0.4
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:  -6.037
MDCK Permeability:  0.008420012891292572
Pgp-inhibitor:  0.0
Pgp-substrate:  0.073
Human Intestinal Absorption (HIA):  0.046
20% Bioavailability (F20%):  0.004
30% Bioavailability (F30%):  0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.316
Plasma Protein Binding (PPB):  8.049633026123047%
Volume Distribution (VD):  0.33
Pgp-substrate:  81.37393188476562%

ADMET: Metabolism

CYP1A2-inhibitor:  0.008
CYP1A2-substrate:  0.06
CYP2C19-inhibitor:  0.048
CYP2C19-substrate:  0.041
CYP2C9-inhibitor:  0.018
CYP2C9-substrate:  0.046
CYP2D6-inhibitor:  0.018
CYP2D6-substrate:  0.084
CYP3A4-inhibitor:  0.007
CYP3A4-substrate:  0.018

ADMET: Excretion

Clearance (CL):  5.638
Half-life (T1/2):  0.914

ADMET: Toxicity

hERG Blockers:  0.005
Human Hepatotoxicity (H-HT):  0.358
Drug-inuced Liver Injury (DILI):  0.965
AMES Toxicity:  0.026
Rat Oral Acute Toxicity:  0.016
Maximum Recommended Daily Dose:  0.003
Skin Sensitization:  0.445
Carcinogencity:  0.15
Eye Corrosion:  0.003
Eye Irritation:  0.046
Respiratory Toxicity:  0.042

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC273037

Natural Product ID:  NPC273037
Common Name*:   Quisqualate
IUPAC Name:   (2S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid
Synonyms:   Quisqualate; quisqualic acid
Standard InCHIKey:  ASNFTDCKZKHJSW-REOHCLBHSA-N
Standard InCHI:  InChI=1S/C5H7N3O5/c6-2(3(9)10)1-8-4(11)7-5(12)13-8/h2H,1,6H2,(H,9,10)(H,7,11,12)/t2-/m0/s1
SMILES:  OC(=O)[C@H](Cn1oc(=O)nc1O)N
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL279956
PubChem CID:   40539
6971145
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0000013] Amino acids, peptides, and analogues
          • [CHEMONTID:0000347] Amino acids and derivatives
            • [CHEMONTID:0000060] Alpha amino acids and derivatives
              • [CHEMONTID:0002404] Alpha amino acids
                • [CHEMONTID:0004146] L-alpha-amino acids

*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
NPO20379 Schistocerca gregaria Species Acrididae Eukaryota n.a. n.a. n.a. PMID[12770022]
NPO21451 Thalictrum simplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29775 Quisqualis indica Species Combretaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29775.1 Quisqualis indica var. villosa Varieties Combretaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21137 Combretum indicum Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21451 Thalictrum simplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21137.1 Quisqualis indica var. villosa Varieties Combretaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29680 Quisqualis fructus Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29775 Quisqualis indica Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21137 Combretum indicum Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19413 Chrysanthemoides incana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21119 Euphorbia fidjiana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19723 Anaptychia hypoleuca Species Physciaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21137 Combretum indicum Species Combretaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15701 Cascarilla magnifolia n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO21451 Thalictrum simplex Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13572 Apis florea Species Apidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20379 Schistocerca gregaria Species Acrididae 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
NPT3080 Individual Protein Metabotropic glutamate receptor 1 Rattus norvegicus EC50 ratio = 0.02 n.a. PMID[491813]
NPT3081 Individual Protein Metabotropic glutamate receptor 2 Rattus norvegicus EC50 ratio > 90.0 n.a. PMID[491813]
NPT1259 Individual Protein Metabotropic glutamate receptor 1 Homo sapiens EC50 = 200.0 nM PMID[491814]
NPT1259 Individual Protein Metabotropic glutamate receptor 1 Homo sapiens Ki = 1100.0 nM PMID[491815]
NPT4563 Individual Protein Metabotropic glutamate receptor 2 Homo sapiens Ki > 1000000.0 nM PMID[491815]
NPT4562 Individual Protein Metabotropic glutamate receptor 3 Homo sapiens Ki = 40000.0 nM PMID[491815]
NPT4565 Individual Protein Metabotropic glutamate receptor 4 Homo sapiens Ki = 1000000.0 nM PMID[491815]
NPT3549 Individual Protein Metabotropic glutamate receptor 5 Homo sapiens Ki = 55.0 nM PMID[491815]
NPT3757 Individual Protein Metabotropic glutamate receptor 6 Homo sapiens Ki = 1000000.0 nM PMID[491815]
NPT3080 Individual Protein Metabotropic glutamate receptor 1 Rattus norvegicus EC50 = 200.0 nM PMID[491823]
NPT3080 Individual Protein Metabotropic glutamate receptor 1 Rattus norvegicus EC50 = 700.0 nM PMID[491823]
NPT3080 Individual Protein Metabotropic glutamate receptor 1 Rattus norvegicus EC50 = 2500.0 nM PMID[491823]
NPT3080 Individual Protein Metabotropic glutamate receptor 1 Rattus norvegicus EC50 = 16400.0 nM PMID[491823]
NPT3080 Individual Protein Metabotropic glutamate receptor 1 Rattus norvegicus EC50 = 750.0 nM PMID[491823]
NPT3081 Individual Protein Metabotropic glutamate receptor 2 Rattus norvegicus EC50 > 500000.0 nM PMID[491823]
NPT3081 Individual Protein Metabotropic glutamate receptor 2 Rattus norvegicus EC50 > 1000000.0 nM PMID[491823]
NPT4563 Individual Protein Metabotropic glutamate receptor 2 Homo sapiens EC50 > 1000000.0 nM PMID[491823]
NPT4572 Individual Protein Metabotropic glutamate receptor 3 Rattus norvegicus EC50 = 40000.0 nM PMID[491823]
NPT3082 Individual Protein Metabotropic glutamate receptor 4 Rattus norvegicus EC50 > 100000.0 nM PMID[491823]
NPT3082 Individual Protein Metabotropic glutamate receptor 4 Rattus norvegicus EC50 = 129000.0 nM PMID[491823]
NPT4565 Individual Protein Metabotropic glutamate receptor 4 Homo sapiens EC50 > 500000.0 nM PMID[491823]
NPT4570 Individual Protein Metabotropic glutamate receptor 5 Rattus norvegicus EC50 = 300.0 nM PMID[491823]
NPT4570 Individual Protein Metabotropic glutamate receptor 5 Rattus norvegicus EC50 = 200.0 nM PMID[491823]
NPT3549 Individual Protein Metabotropic glutamate receptor 5 Homo sapiens EC50 = 150.0 nM PMID[491823]
NPT4573 Individual Protein Metabotropic glutamate receptor 6 Rattus norvegicus EC50 = 1000000.0 nM PMID[491823]
NPT4574 Individual Protein Metabotropic glutamate receptor 7 Rattus norvegicus EC50 > 1000000.0 nM PMID[491823]
NPT4566 Individual Protein Metabotropic glutamate receptor 7 Homo sapiens EC50 > 1000000.0 nM PMID[491823]
NPT4575 Individual Protein Metabotropic glutamate receptor 8 Mus musculus EC50 > 100000.0 nM PMID[491823]
NPT1259 Individual Protein Metabotropic glutamate receptor 1 Homo sapiens Ratio = 0.045 n.a. PMID[491824]
NPT3080 Individual Protein Metabotropic glutamate receptor 1 Rattus norvegicus Ki = 10.0 nM PMID[491824]
NPT4563 Individual Protein Metabotropic glutamate receptor 2 Homo sapiens Ratio = 108.0 n.a. PMID[491824]
NPT4563 Individual Protein Metabotropic glutamate receptor 2 Homo sapiens Ki = 113000.0 nM PMID[491824]
NPT4565 Individual Protein Metabotropic glutamate receptor 4 Homo sapiens Ratio = 593.0 n.a. PMID[491824]
NPT4565 Individual Protein Metabotropic glutamate receptor 4 Homo sapiens Ki = 112000.0 nM PMID[491824]
NPT4576 Individual Protein Glutamate carboxypeptidase II Homo sapiens IC50 = 9500.0 nM PMID[491826]
NPT3748 Individual Protein Glutamate receptor ionotropic kainate 1 Rattus norvegicus Ki = 171.0 nM PMID[491827]
NPT3748 Individual Protein Glutamate receptor ionotropic kainate 1 Rattus norvegicus Ki = 169.82 nM PMID[491827]
NPT3738 Individual Protein Glutamate receptor ionotropic kainate 2 Rattus norvegicus Ki = 134.0 nM PMID[491827]
NPT3738 Individual Protein Glutamate receptor ionotropic kainate 2 Rattus norvegicus Ki = 131.83 nM PMID[491827]
NPT3756 Individual Protein Glutamate receptor ionotropic kainate 3 Rattus norvegicus Ki = 1670.0 nM PMID[491827]
NPT3756 Individual Protein Glutamate receptor ionotropic kainate 3 Rattus norvegicus Ki = 1380.38 nM PMID[491827]
NPT5463 Individual Protein Cystine/glutamate transporter Homo sapiens IC50 = 5000.0 nM PMID[491828]
NPT163 Individual Protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency = 10.0 nM PMID[491830]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 19952.6 nM PMID[491831]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 10000.0 nM PMID[491830]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency = 3.5 nM PMID[491831]
NPT53 Individual Protein 4'-phosphopantetheinyl transferase ffp Bacillus subtilis Potency = 89125.1 nM PMID[491830]
NPT53 Individual Protein 4'-phosphopantetheinyl transferase ffp Bacillus subtilis Potency = 44668.4 nM PMID[491832]
NPT54 Individual Protein Nonstructural protein 1 Influenza A virus Potency = 5011.9 nM PMID[491831]
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens Potency = 12589.3 nM PMID[491830]
NPT58 Individual Protein Bloom syndrome protein Homo sapiens Potency = 2.8 nM PMID[491831]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 1000.0 nM PMID[491830]
NPT532 Individual Protein Lysine-specific demethylase 4A Homo sapiens Potency n.a. 3981.1 nM PMID[491833]
NPT5 Individual Protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Potency n.a. 10000.0 nM PMID[491834]
NPT5 Individual Protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Potency n.a. 10000.0 nM PMID[491831]
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency n.a. 31622.8 nM PMID[491834]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens AC50 = 1000.0 nM PMID[491830]
NPT208 Individual Protein Cytochrome P450 1A2 Homo sapiens AC50 = 39810.72 nM PMID[491830]
NPT199 Individual Protein DNA polymerase kappa Homo sapiens Potency n.a. 1000.0 nM PMID[491830]
NPT71 Cell Line HEK293 Homo sapiens Potency n.a. 32629.4 nM PMID[491834]
NPT71 Cell Line HEK293 Homo sapiens Potency n.a. 5623.4 nM PMID[491831]
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency n.a. 2993.5 nM PMID[491834]
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus Inhibition = 23.15 % PMID[491835]
NPT104 Individual Protein Cerebroside-sulfatase Homo sapiens Potency n.a. 23934.1 nM PMID[491834]
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency n.a. 35481.3 nM PMID[491830]
NPT4570 Individual Protein Metabotropic glutamate receptor 5 Rattus norvegicus EC80 = 100.0 nM PMID[491836]
NPT3549 Individual Protein Metabotropic glutamate receptor 5 Homo sapiens EC50 = 630.0 nM PMID[491839]
NPT2 Others Unspecified Activity = 104.0 % PMID[491812]
NPT5636 Protein Complex Glutamate receptor ionotropic, AMPA Mus musculus IC50 = 80.0 nM PMID[491816]
NPT2 Others Unspecified IC50 = 25.0 nM PMID[491816]
NPT29 Organism Rattus norvegicus Rattus norvegicus EC50 = 7300.0 nM PMID[491816]
NPT2 Others Unspecified IC50 = 7000.0 nM PMID[491817]
NPT2 Others Unspecified IC50 = 4000.0 nM PMID[491817]
NPT2 Others Unspecified IC50 = 26000.0 nM PMID[491817]
NPT2 Others Unspecified IC50 > 10000.0 nM PMID[491817]
NPT2 Others Unspecified IC50 = 40.0 nM PMID[491817]
NPT2 Others Unspecified IC50 = 1900.0 nM PMID[491817]
NPT29 Organism Rattus norvegicus Rattus norvegicus EC50 = 100.0 nM PMID[491818]
NPT29 Organism Rattus norvegicus Rattus norvegicus Emax = 240.0 % PMID[491818]
NPT29 Organism Rattus norvegicus Rattus norvegicus EC50 = 320.0 nM PMID[491818]
NPT29 Organism Rattus norvegicus Rattus norvegicus Emax = 524.0 % PMID[491818]
NPT1496 Protein Complex Glutamate NMDA receptor Rattus norvegicus IC50 > 100000.0 nM PMID[491819]
NPT3739 Protein Complex Glutamate receptor ionotropic, AMPA Rattus norvegicus IC50 = 1300.0 nM PMID[491819]
NPT3740 Protein Complex Glutamate receptor ionotropic, kainate Rattus norvegicus IC50 = 150.0 nM PMID[491819]
NPT35 Others n.a. pKa = 4.2 n.a. PMID[491820]
NPT2 Others Unspecified IC50 = 480.0 nM PMID[491820]
NPT3739 Protein Complex Glutamate receptor ionotropic, AMPA Rattus norvegicus IC50 = 7000.0 nM PMID[491821]
NPT29 Organism Rattus norvegicus Rattus norvegicus IC50 > 10000000.0 nM PMID[491821]
NPT29 Organism Rattus norvegicus Rattus norvegicus IC50 = 40000.0 nM PMID[491821]
NPT29 Organism Rattus norvegicus Rattus norvegicus IC50 = 1900000.0 nM PMID[491821]
NPT2 Others Unspecified EC50 = 900.0 nM PMID[491822]
NPT2 Others Unspecified EC50 = 100000.0 nM PMID[491822]
NPT29 Organism Rattus norvegicus Rattus norvegicus IC50 = 3900.0 nM PMID[491825]
NPT29 Organism Rattus norvegicus Rattus norvegicus IC50 = 2900.0 nM PMID[491825]
NPT29 Organism Rattus norvegicus Rattus norvegicus Sensitisation = 1.3 n.a. PMID[491825]
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 39810.7 nM PMID[491830]
NPT2 Others Unspecified Potency = 5623.4 nM PMID[491831]
NPT794 Individual Protein Endonuclease 4 Escherichia coli K-12 Potency = 44668.4 nM PMID[491831]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 8912.5 nM PMID[491830]
NPT2 Others Unspecified Potency = 6309.6 nM PMID[491831]
NPT95 Individual Protein Muscarinic acetylcholine receptor M1 Rattus norvegicus Potency = 17.8 nM PMID[491830]
NPT2 Others Unspecified Potency = 11.2 nM PMID[491831]
NPT800 Individual Protein M-phase phosphoprotein 8 Homo sapiens Potency n.a. 794.3 nM PMID[491831]
NPT7 Individual Protein Thioredoxin reductase 1, cytoplasmic Rattus norvegicus Potency n.a. 4744.4 nM PMID[491834]
NPT7 Individual Protein Thioredoxin reductase 1, cytoplasmic Rattus norvegicus Potency n.a. 707.9 nM PMID[491834]
NPT698 Individual Protein Regulator of G-protein signaling 4 Homo sapiens Potency n.a. 946.6 nM PMID[491832]
NPT7 Individual Protein Thioredoxin reductase 1, cytoplasmic Rattus norvegicus Potency n.a. 1000.0 nM PMID[491834]
NPT67 Individual Protein Cholinesterase Equus caballus Inhibition = 2.65 % PMID[491835]
NPT2 Others Unspecified Potency n.a. 2511.9 nM PMID[491830]
NPT21123 SINGLE PROTEIN Amino acid transporter Rattus norvegicus Inhibition >= 25.0 % PMID[491837]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 5.52 % PMID[491838]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 12.76 % PMID[491840]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 5.012 % PMID[491841]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.05 % PMID[491842]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = -0.11 % PMID[491843]

☑ 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 NPC273037 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
0.7667 Intermediate Similarity NPC10915
0.678 Remote Similarity NPC316168
0.6716 Remote Similarity NPC322206
0.6316 Remote Similarity NPC237525
0.6316 Remote Similarity NPC326212
0.6154 Remote Similarity NPC60672
0.6154 Remote Similarity NPC322091
0.6111 Remote Similarity NPC327985
0.6066 Remote Similarity NPC297220
0.6061 Remote Similarity NPC327831
0.6 Remote Similarity NPC118429
0.5946 Remote Similarity NPC81647
0.5902 Remote Similarity NPC208793
0.5902 Remote Similarity NPC285322
0.5897 Remote Similarity NPC192521
0.589 Remote Similarity NPC325534
0.5846 Remote Similarity NPC202525
0.5833 Remote Similarity NPC226453
0.5833 Remote Similarity NPC103130
0.5758 Remote Similarity NPC245768
0.5758 Remote Similarity NPC329495
0.5753 Remote Similarity NPC278881
0.5738 Remote Similarity NPC198301
0.5714 Remote Similarity NPC136159
0.5676 Remote Similarity NPC193559
0.5625 Remote Similarity NPC153370
0.5614 Remote Similarity NPC116709
0.5614 Remote Similarity NPC21290
0.5614 Remote Similarity NPC272614

  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 NPC273037 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
0.678 Remote Similarity NPD8208 Clinical (unspecified phase)
0.678 Remote Similarity NPD8209 Phase 2
0.6133 Remote Similarity NPD5382 Phase 2
0.6 Remote Similarity NPD9014 Approved
0.5902 Remote Similarity NPD8610 Approved
0.589 Remote Similarity NPD8952 Approved
0.5833 Remote Similarity NPD9045 Approved
0.5833 Remote Similarity NPD9046 Phase 3
0.5833 Remote Similarity NPD9048 Approved
0.5833 Remote Similarity NPD9047 Approved
0.5735 Remote Similarity NPD8864 Clinical (unspecified phase)
0.5735 Remote Similarity NPD8949 Discontinued
0.5625 Remote Similarity NPD8614 Approved
0.5614 Remote Similarity NPD8211 Approved
0.5614 Remote Similarity NPD8210 Phase 3
0.56 Remote Similarity NPD9233 Phase 3
0.56 Remote Similarity NPD9232 Phase 2
0.56 Remote Similarity NPD9231 Phase 3

  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