Structure

Physi-Chem Properties

Molecular Weight:  199.05
Volume:  176.85
LogP:  -0.769
LogD:  -0.8
LogS:  -0.043
# Rotatable Bonds:  3
TPSA:  87.07
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.584
Synthetic Accessibility Score:  3.717
Fsp3:  0.5
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.689
MDCK Permeability:  0.00035069341538473964
Pgp-inhibitor:  0.0
Pgp-substrate:  0.054
Human Intestinal Absorption (HIA):  0.031
20% Bioavailability (F20%):  0.891
30% Bioavailability (F30%):  0.869

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.256
Plasma Protein Binding (PPB):  16.26145362854004%
Volume Distribution (VD):  0.247
Pgp-substrate:  79.59774780273438%

ADMET: Metabolism

CYP1A2-inhibitor:  0.006
CYP1A2-substrate:  0.07
CYP2C19-inhibitor:  0.025
CYP2C19-substrate:  0.06
CYP2C9-inhibitor:  0.016
CYP2C9-substrate:  0.736
CYP2D6-inhibitor:  0.009
CYP2D6-substrate:  0.13
CYP3A4-inhibitor:  0.013
CYP3A4-substrate:  0.229

ADMET: Excretion

Clearance (CL):  3.33
Half-life (T1/2):  0.901

ADMET: Toxicity

hERG Blockers:  0.009
Human Hepatotoxicity (H-HT):  0.824
Drug-inuced Liver Injury (DILI):  0.967
AMES Toxicity:  0.318
Rat Oral Acute Toxicity:  0.006
Maximum Recommended Daily Dose:  0.009
Skin Sensitization:  0.731
Carcinogencity:  0.383
Eye Corrosion:  0.01
Eye Irritation:  0.235
Respiratory Toxicity:  0.017

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

  Natural Product: NPC264014

Natural Product ID:  NPC264014
Common Name*:   Clavulanic Acid
IUPAC Name:   (2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Synonyms:   BRL-14151; Clavulanate; Clavulanic Acid
Standard InCHIKey:  HZZVJAQRINQKSD-PBFISZAISA-N
Standard InCHI:  InChI=1S/C8H9NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1,6-7,10H,2-3H2,(H,12,13)/b4-1-/t6-,7-/m1/s1
SMILES:  OC(=O)[C@@H]1N2[C@H](O/C/1=CCO)CC2=O
Synthetic Gene Cluster:   BGC0000841;BGC0000844;BGC0000845;
ChEMBL Identifier:   CHEMBL777
PubChem CID:   5280980
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

*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
NPO22109 Streptomyces clavuligerus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18450406]
NPO22109 Streptomyces clavuligerus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19941870]
NPO1454 Spondias mombin Species Anacardiaceae Eukaryota n.a. n.a. n.a. PMID[8064298]
NPO22109 Streptomyces clavuligerus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO1454 Spondias mombin Species Anacardiaceae 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
NPT656 Individual Protein Beta-lactamase Staphylococcus aureus MPC = 0.38 ug ml-1 PMID[496988]
NPT653 Individual Protein Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) MPC = 3.0 ug ml-1 PMID[496988]
NPT279 Individual Protein Leukocyte elastase Homo sapiens IC50 < 40000.0 nM PMID[496989]
NPT656 Individual Protein Beta-lactamase Staphylococcus aureus MPC = 0.4 ug ml-1 PMID[496990]
NPT5565 Individual Protein Beta-lactamase type II Bacteroides fragilis MPC = 6.3 ug ml-1 PMID[496990]
NPT56 Individual Protein Beta-lactamase AmpC Escherichia coli K-12 IC50 > 1000000.0 nM PMID[496991]
NPT5566 Individual Protein Beta-lactamase Citrobacter freundii IC50 = 3.2 ug.mL-1 PMID[496992]
NPT654 Individual Protein Beta-lactamase Enterobacter cloacae IC50 = 6.3 ug.mL-1 PMID[496992]
NPT655 Individual Protein Beta-lactamase Proteus mirabilis IC50 = 0.013 ug.mL-1 PMID[496992]
NPT5565 Individual Protein Beta-lactamase type II Bacteroides fragilis IC50 = 0.05 ug.mL-1 PMID[496992]
NPT5567 Individual Protein Beta-lactamase Klebsiella oxytoca IC50 = 0.006 ug.mL-1 PMID[496992]
NPT652 Individual Protein Beta-lactamase TEM Escherichia coli IC50 = 0.008 ug.mL-1 PMID[496992]
NPT5568 Individual Protein Beta-lactamase SHV-1 Escherichia coli IC50 = 0.004 ug.mL-1 PMID[496992]
NPT5569 Individual Protein Beta-lactamase BRO-1 Moraxella catarrhalis IC50 = 0.006 ug.mL-1 PMID[496992]
NPT651 Individual Protein Beta-lactamase OXA-1 Escherichia coli IC50 = 0.08 ug.mL-1 PMID[496992]
NPT656 Individual Protein Beta-lactamase Staphylococcus aureus IC50 = 0.005 ug.mL-1 PMID[496992]
NPT650 Individual Protein Beta-lactamase pse-1 Escherichia coli IC50 = 15.0 ug.mL-1 PMID[496993]
NPT651 Individual Protein Beta-lactamase OXA-1 Escherichia coli IC50 = 350.0 ug.mL-1 PMID[496993]
NPT652 Individual Protein Beta-lactamase TEM Escherichia coli IC50 = 29.0 ug.mL-1 PMID[496993]
NPT653 Individual Protein Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) IC50 = 740000.0 ug.mL-1 PMID[496993]
NPT654 Individual Protein Beta-lactamase Enterobacter cloacae IC50 = 160000.0 ug.mL-1 PMID[496993]
NPT655 Individual Protein Beta-lactamase Proteus mirabilis IC50 = 19.0 ug.mL-1 PMID[496993]
NPT656 Individual Protein Beta-lactamase Staphylococcus aureus IC50 = 30.0 ug.mL-1 PMID[496993]
NPT652 Individual Protein Beta-lactamase TEM Escherichia coli ID50 = 0.315 uM PMID[496994]
NPT654 Individual Protein Beta-lactamase Enterobacter cloacae ID50 = 310.0 uM PMID[496994]
NPT656 Individual Protein Beta-lactamase Staphylococcus aureus ID50 = 0.38 uM PMID[496994]
NPT5570 Individual Protein SHV-5 extended spectrum beta-lactamase Escherichia coli ID50 = 0.013 uM PMID[496994]
NPT651 Individual Protein Beta-lactamase OXA-1 Escherichia coli ID50 = 3.4 uM PMID[496994]
NPT5571 Individual Protein Beta-lactamase PSE-4 Pseudomonas aeruginosa ID50 = 0.235 uM PMID[496994]
NPT654 Individual Protein Beta-lactamase Enterobacter cloacae MIC = 32.0 ug.mL-1 PMID[496994]
NPT652 Individual Protein Beta-lactamase TEM Escherichia coli MIC = 32.0 ug.mL-1 PMID[496994]
NPT654 Individual Protein Beta-lactamase Enterobacter cloacae IC50 = 100000.0 nM PMID[496995]
NPT652 Individual Protein Beta-lactamase TEM Escherichia coli IC50 = 40.0 nM PMID[496995]
NPT653 Individual Protein Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) IC50 = 800.0 nM PMID[496996]
NPT56 Individual Protein Beta-lactamase AmpC Escherichia coli K-12 IC50 = 15.0 nM PMID[496996]
NPT5572 Individual Protein Carbepenem-hydrolyzing beta-lactamase KPC Klebsiella pneumoniae MPC = 0.1 ug ml-1 PMID[496997]
NPT5565 Individual Protein Beta-lactamase type II Bacteroides fragilis MPC = 63.0 ug ml-1 PMID[496997]
NPT656 Individual Protein Beta-lactamase Staphylococcus aureus MPC = 0.4 ug ml-1 PMID[496997]
NPT5573 Individual Protein Beta-lactamase 1 Bacillus cereus Inhibition = 78.0 % PMID[496998]
NPT5573 Individual Protein Beta-lactamase 1 Bacillus cereus Inhibition = 33.0 % PMID[496998]
NPT5573 Individual Protein Beta-lactamase 1 Bacillus cereus Inhibition = 9.0 % PMID[496998]
NPT652 Individual Protein Beta-lactamase TEM Escherichia coli IC50 = 25000.0 nM PMID[496998]
NPT5574 Individual Protein Beta-lactamase class C Enterobacter cloacae IC50 = 100000.0 nM PMID[496998]
NPT651 Individual Protein Beta-lactamase OXA-1 Escherichia coli IC50 = 3200.0 nM PMID[496999]
NPT652 Individual Protein Beta-lactamase TEM Escherichia coli IC50 = 21000.0 nM PMID[496999]
NPT656 Individual Protein Beta-lactamase Staphylococcus aureus IC50 = 80.0 nM PMID[496999]
NPT654 Individual Protein Beta-lactamase Enterobacter cloacae IC50 > 20000.0 nM PMID[497000]
NPT652 Individual Protein Beta-lactamase TEM Escherichia coli IC50 = 60.0 nM PMID[497000]
NPT652 Individual Protein Beta-lactamase TEM Escherichia coli Ki = 800.0 nM PMID[497001]
NPT5575 Individual Protein Gil1 Citrobacter gillenii IC50 = 9.0 nM PMID[497004]
NPT652 Individual Protein Beta-lactamase TEM Escherichia coli IC50 = 30.0 nM PMID[497005]
NPT5568 Individual Protein Beta-lactamase SHV-1 Escherichia coli IC50 = 28.0 nM PMID[497005]
NPT654 Individual Protein Beta-lactamase Enterobacter cloacae IC50 = 136200.0 nM PMID[497005]
NPT652 Individual Protein Beta-lactamase TEM Escherichia coli Activity = 3.0 uM PMID[497007]
NPT5576 Individual Protein Beta-lactamase SCO-1 Escherichia coli IC50 = 70.0 nM PMID[497007]
NPT652 Individual Protein Beta-lactamase TEM Escherichia coli IC50 = 170.0 nM PMID[497007]
NPT5577 Individual Protein Beta-lactamase Bacillus clausii IC50 = 85.0 nM PMID[497009]
NPT5578 Individual Protein Carbapenem-hydrolizing beta-lactamase SFC-1 Serratia fonticola IC50 = 72800.0 nM PMID[497010]
NPT652 Individual Protein Beta-lactamase TEM Escherichia coli IC50 = 0.029 ug.mL-1 PMID[497012]
NPT653 Individual Protein Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) IC50 = 740.0 ug.mL-1 PMID[497012]
NPT654 Individual Protein Beta-lactamase Enterobacter cloacae IC50 = 155.0 ug.mL-1 PMID[497012]
NPT655 Individual Protein Beta-lactamase Proteus mirabilis IC50 = 0.019 ug.mL-1 PMID[497012]
NPT656 Individual Protein Beta-lactamase Staphylococcus aureus IC50 = 0.03 ug.mL-1 PMID[497012]
NPT5580 Individual Protein Beta-lactamase CTX-M Escherichia coli IC50 = 9.0 nM PMID[497013]
NPT5581 Individual Protein Beta-lactamase ACC-4 Escherichia coli IC50 > 500000.0 nM PMID[497016]
NPT5582 Individual Protein Beta-lactamase TEM-125 Escherichia coli IC50 = 8600.0 nM PMID[497017]
NPT652 Individual Protein Beta-lactamase TEM Escherichia coli IC50 = 80.0 nM PMID[497017]
NPT5572 Individual Protein Carbepenem-hydrolyzing beta-lactamase KPC Klebsiella pneumoniae IC50 = 10500.0 nM PMID[497024]
NPT5583 Individual Protein Beta-lactamase GES-13 Pseudomonas aeruginosa IC50 = 100.0 nM PMID[497026]
NPT5584 Individual Protein Beta-lactamase SHV-1 Klebsiella pneumoniae IC50 = 170.0 nM PMID[497027]
NPT5585 Individual Protein Beta-lactamase SHV-72 Klebsiella pneumoniae IC50 = 1720.0 nM PMID[497027]
NPT5584 Individual Protein Beta-lactamase SHV-1 Klebsiella pneumoniae IC50 = 170.0 nM PMID[497028]
NPT5586 Individual Protein Beta-lactamase SHV-55 Klebsiella pneumoniae IC50 = 20.0 nM PMID[497028]
NPT5587 Individual Protein Class D beta-lactamase Brachyspira pilosicoli IC50 = 2000.0 nM PMID[497030]
NPT5475 Individual Protein Beta-lactamase VIM-2 Pseudomonas aeruginosa Km > 5000000.0 nM PMID[497032]
NPT5475 Individual Protein Beta-lactamase VIM-2 Pseudomonas aeruginosa Kcat = 5.4 /s PMID[497032]
NPT5475 Individual Protein Beta-lactamase VIM-2 Pseudomonas aeruginosa Kcat/Km = 0.0011 /uM/s PMID[497032]
NPT5572 Individual Protein Carbepenem-hydrolyzing beta-lactamase KPC Klebsiella pneumoniae Ki = 11000.0 nM PMID[497036]
NPT5589 Individual Protein ADC-14 protein Acinetobacter genomosp. 3 IC50 = 235520.0 nM PMID[497037]
NPT5590 Individual Protein ADC-16 protein Acinetobacter genomosp. 3 IC50 = 1462480.0 nM PMID[497037]
NPT5591 Individual Protein ADC-18 protein Acinetobacter genomosp. 3 IC50 = 1928020.0 nM PMID[497037]
NPT5592 Individual Protein Extended-spectrum beta-lactamase CTX-M-53 Salmonella enterica subsp. enterica serovar Westhampton IC50 = 10.0 nM PMID[497039]
NPT5595 Individual Protein Beta-lactamase ADC-33 Acinetobacter baumannii IC50 = 1600000.0 nM PMID[497042]
NPT5596 Individual Protein ADC-11 Acinetobacter baumannii IC50 = 2100000.0 nM PMID[497042]
NPT654 Individual Protein Beta-lactamase Enterobacter cloacae IC50 > 100000.0 nM PMID[497044]
NPT653 Individual Protein Beta-lactamase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) IC50 > 100000.0 nM PMID[497044]
NPT5597 Individual Protein Beta-lactamase SHV-5 Klebsiella pneumoniae Ki = 25360.0 nM PMID[497049]
NPT5598 Individual Protein Beta-lactamase SHV-95 Citrobacter freundii Ki = 107900.0 nM PMID[497049]
NPT5584 Individual Protein Beta-lactamase SHV-1 Klebsiella pneumoniae Ki = 229100.0 nM PMID[497049]
NPT5599 Individual Protein Extended-spectrum beta-lactamase SHV-48 Acinetobacter baumannii Ki = 227360.0 nM PMID[497049]
NPT56 Individual Protein Beta-lactamase AmpC Escherichia coli K-12 IC50 = 137664.7 nM PMID[497053]
NPT5568 Individual Protein Beta-lactamase SHV-1 Escherichia coli IC50 = 30.3 nM PMID[497053]
NPT26298 SINGLE PROTEIN Beta lactamase TEM-1 Klebsiella pneumoniae MPC = 0.1 ug ml-1 PMID[496990]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32.0 ug.mL-1 PMID[496990]
NPT19 Organism Escherichia coli Escherichia coli MIC = 32.0 ug.mL-1 PMID[496990]
NPT27 Others Unspecified T1/2 = 2.0 hr PMID[496991]
NPT2 Others Unspecified IC50 = 65.0 nM PMID[496991]
NPT2 Others Unspecified ID50 = 0.51 uM PMID[496994]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32.0 ug.mL-1 PMID[496994]
NPT2897 Organism Citrobacter freundii Citrobacter freundii MIC = 8.0 ug.mL-1 PMID[496996]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC > 32.0 ug.mL-1 PMID[496996]
NPT19 Organism Escherichia coli Escherichia coli MIC = 0.25 ug.mL-1 PMID[496996]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32.0 ug.mL-1 PMID[496997]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 63.0 ug.mL-1 PMID[496997]
NPT19 Organism Escherichia coli Escherichia coli MIC = 63.0 ug.mL-1 PMID[496997]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 2.0 ug.mL-1 PMID[496997]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 4.0 ug.mL-1 PMID[496997]
NPT19 Organism Escherichia coli Escherichia coli MIC = 4.0 ug.mL-1 PMID[496997]
NPT19 Organism Escherichia coli Escherichia coli MIC = 16.0 ug.mL-1 PMID[496997]
NPT2 Others Unspecified IC50 = 160.0 nM PMID[496999]
NPT1033 Organism Enterobacter cloacae Enterobacter cloacae IC50 = 100000.0 nM PMID[497002]
NPT19 Organism Escherichia coli Escherichia coli IC50 = 40.0 nM PMID[497002]
NPT2 Others Unspecified IC50 = 80.0 nM PMID[497003]
NPT2 Others Unspecified IC50 = 20500.0 nM PMID[497003]
NPT2 Others Unspecified IC50 = 25.0 nM PMID[497003]
NPT2 Others Unspecified IC50 = 20.0 nM PMID[497003]
NPT2 Others Unspecified IC50 = 170.0 nM PMID[497003]
NPT2 Others Unspecified IC50 = 1000.0 nM PMID[497003]
NPT605 Organism Homo sapiens Homo sapiens F = 75.0 % PMID[497006]
NPT2 Others Unspecified IC50 = 100.0 nM PMID[497007]
NPT2 Others Unspecified IC50 = 300.0 nM PMID[497008]
NPT5579 Organism Aeromonas punctata Aeromonas caviae MIC = 16.0 ug.mL-1 PMID[497011]
NPT19 Organism Escherichia coli Escherichia coli MIC = 4.0 ug.mL-1 PMID[497011]
NPT19 Organism Escherichia coli Escherichia coli MIC = 8.0 ug.mL-1 PMID[497011]
NPT19 Organism Escherichia coli Escherichia coli MIC = 0.5 ug.mL-1 PMID[497011]
NPT2 Others Unspecified IC50 = 0.015 ug.mL-1 PMID[497012]
NPT2 Others Unspecified IC50 = 0.35 ug.mL-1 PMID[497012]
NPT27 Others Unspecified PPB = 25.0 % PMID[497014]
NPT27 Others Unspecified Cmax = 2.1 ug.mL-1 PMID[497014]
NPT27 Others Unspecified fCmax = 1.5 ug ml-1 PMID[497014]
NPT27 Others Unspecified Tmax = 1.5 hr PMID[497014]
NPT27 Others Unspecified T1/2 = 1.0 hr PMID[497014]
NPT27 Others Unspecified ft1/2 = 1.0 hr PMID[497014]
NPT27 Others Unspecified AUC = 4700.0 ng.hr.mL-1 PMID[497014]
NPT27 Others Unspecified fAUC = 2900.0 ng.hr.mL-1 PMID[497014]
NPT27 Others Unspecified Drug uptake = 1.5 ug ml-1 PMID[497014]
NPT27 Others Unspecified Drug uptake = 0.9 ug ml-1 PMID[497014]
NPT27 Others Unspecified Drug uptake < 0.03 ug ml-1 PMID[497014]
NPT27 Others Unspecified Drug uptake = 0.1 ug ml-1 PMID[497014]
NPT27 Others Unspecified Drug uptake = 0.4 ug ml-1 PMID[497014]
NPT27 Others Unspecified Drug uptake = 1.0 ug ml-1 PMID[497014]
NPT27 Others Unspecified Drug uptake = 1.4 ug ml-1 PMID[497014]
NPT27 Others Unspecified Drug uptake = 0.7 ug ml-1 PMID[497014]
NPT27 Others Unspecified Drug uptake = 2.1 ug ml-1 PMID[497014]
NPT27 Others Unspecified Drug uptake = 1.3 ug ml-1 PMID[497014]
NPT27 Others Unspecified Drug uptake = 1.2 ug ml-1 PMID[497014]
NPT27 Others Unspecified Drug uptake = 0.5 ug ml-1 PMID[497014]
NPT27 Others Unspecified Drug uptake = 0.2 ug ml-1 PMID[497014]
NPT27 Others Unspecified AUC = 4500.0 ng.hr.mL-1 PMID[497014]
NPT27 Others Unspecified fCmax = 1.4 ug ml-1 PMID[497014]
NPT27 Others Unspecified fAUC = 2800.0 ng.hr.mL-1 PMID[497014]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ > 16.0 mm PMID[497015]
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis IZ > 16.0 mm PMID[497015]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa IZ > 16.0 mm PMID[497015]
NPT1033 Organism Enterobacter cloacae Enterobacter cloacae IZ > 16.0 mm PMID[497015]
NPT19 Organism Escherichia coli Escherichia coli IZ > 16.0 mm PMID[497015]
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae IZ = 11.0 mm PMID[497015]
NPT2 Others Unspecified Ratio IC50 = 2.0 n.a. PMID[497017]
NPT2 Others Unspecified Ratio IC50 = 3.0 n.a. PMID[497017]
NPT2 Others Unspecified IC50 = 1000.0 nM PMID[497017]
NPT2 Others Unspecified IC50 = 13600.0 nM PMID[497017]
NPT2 Others Unspecified IC50 = 20.0 nM PMID[497017]
NPT2 Others Unspecified IC50 = 27000.0 nM PMID[497017]
NPT1207 Organism Acinetobacter Acinetobacter MIC > 2.0 ug.mL-1 PMID[497018]
NPT2 Others Unspecified IC50 = 4700.0 nM PMID[497019]
NPT2 Others Unspecified Ratio IC50 = 60.0 n.a. PMID[497019]
NPT605 Organism Homo sapiens Homo sapiens CL = 3.1 mL.min-1.kg-1 PMID[497020]
NPT605 Organism Homo sapiens Homo sapiens CL_renal = 1.33 mL.min-1.kg-1 PMID[497020]
NPT605 Organism Homo sapiens Homo sapiens CL_renal = 1.3 mL.min-1.kg-1 PMID[497021]
NPT605 Organism Homo sapiens Homo sapiens CL = 1.8 mL.min-1.kg-1 PMID[497021]
NPT605 Organism Homo sapiens Homo sapiens CL = 3.1 mL.min-1.kg-1 PMID[497021]
NPT605 Organism Homo sapiens Homo sapiens Vdss = 0.22 L.kg-1 PMID[497021]
NPT605 Organism Homo sapiens Homo sapiens F_fraction = 0.75 n.a. PMID[497021]
NPT605 Organism Homo sapiens Homo sapiens Fa = 0.9 n.a. PMID[497021]
NPT605 Organism Homo sapiens Homo sapiens Fg = 0.9 n.a. PMID[497021]
NPT614 Tissue Plasma Rattus norvegicus Fu = 0.91 n.a. PMID[497021]
NPT605 Organism Homo sapiens Homo sapiens Fh = 0.92 n.a. PMID[497021]
NPT26318 SINGLE PROTEIN Beta-lactamase Pseudomonas luteola IC50 = 36.0 nM PMID[497022]
NPT26319 SINGLE PROTEIN Beta-lactamase Pseudomonas aeruginosa IC50 = 100.0 nM PMID[497023]
NPT26320 SINGLE PROTEIN Beta-lactamase bla(BEL1) Pseudomonas aeruginosa IC50 = 100.0 nM PMID[497023]
NPT2 Others Unspecified IC50 = 30000.0 nM PMID[497024]
NPT2 Others Unspecified Kcat/Km = 0.0036 microM/s PMID[497025]
NPT2 Others Unspecified Ratio = 2500.0 n.a. PMID[497025]
NPT2 Others Unspecified Activity = 5.0 % PMID[497025]
NPT2 Others Unspecified Km = 8400.0 nM PMID[497025]
NPT2 Others Unspecified Ki = 195000.0 nM PMID[497029]
NPT2 Others Unspecified Ki = 104000.0 nM PMID[497029]
NPT2 Others Unspecified Ki = 19000.0 nM PMID[497029]
NPT2 Others Unspecified Ki = 45000.0 nM PMID[497029]
NPT2 Others Unspecified Ki = 51000.0 nM PMID[497029]
NPT19 Organism Escherichia coli Escherichia coli IZ >= 5.0 mm PMID[497031]
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae IZ >= 5.0 mm PMID[497031]
NPT26326 SINGLE PROTEIN Metallo-b-lactamase Pseudomonas aeruginosa Kcat = 2.3 /s PMID[497032]
NPT26326 SINGLE PROTEIN Metallo-b-lactamase Pseudomonas aeruginosa Km = 940000.0 nM PMID[497032]
NPT26326 SINGLE PROTEIN Metallo-b-lactamase Pseudomonas aeruginosa Kcat/Km = 0.0025 /uM/s PMID[497032]
NPT27 Others Unspecified Vdss = 0.22 L.kg-1 PMID[497033]
NPT27 Others Unspecified T1/2 = 0.9 hr PMID[497033]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Fu = 0.91 n.a. PMID[497033]
NPT27 Others Unspecified MRT = 1.0 hr PMID[497033]
NPT27 Others Unspecified CL = 3.1 mL.min-1.kg-1 PMID[497033]
NPT2 Others Unspecified IC50 = 10.0 nM PMID[497034]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. MIC = 16.0 ug.mL-1 PMID[497035]
NPT19 Organism Escherichia coli Escherichia coli MIC = 2.0 ug.mL-1 PMID[497035]
NPT19 Organism Escherichia coli Escherichia coli MIC = 16.0 ug.mL-1 PMID[497035]
NPT2 Others Unspecified Ki = 13000.0 nM PMID[497036]
NPT2 Others Unspecified Ki = 55000.0 nM PMID[497036]
NPT2 Others Unspecified FC = 1.7 n.a. PMID[497036]
NPT2 Others Unspecified FC = 5.0 n.a. PMID[497036]
NPT2 Others Unspecified IC50 = 100.0 nM PMID[497038]
NPT2 Others Unspecified IC50 = 70.0 nM PMID[497038]
NPT2910 Organism Campylobacter jejuni Campylobacter jejuni MIC = 1.0 ug.mL-1 PMID[497040]
NPT2910 Organism Campylobacter jejuni Campylobacter jejuni MIC = 0.25 ug.mL-1 PMID[497040]
NPT2910 Organism Campylobacter jejuni Campylobacter jejuni MIC = 0.5 ug.mL-1 PMID[497040]
NPT2910 Organism Campylobacter jejuni Campylobacter jejuni MIC = 4.0 ug.mL-1 PMID[497040]
NPT2910 Organism Campylobacter jejuni Campylobacter jejuni MIC = 8.0 ug.mL-1 PMID[497040]
NPT2910 Organism Campylobacter jejuni Campylobacter jejuni MIC = 16.0 ug.mL-1 PMID[497040]
NPT2910 Organism Campylobacter jejuni Campylobacter jejuni MIC = 32.0 ug.mL-1 PMID[497040]
NPT2910 Organism Campylobacter jejuni Campylobacter jejuni MIC = 2.0 ug.mL-1 PMID[497040]
NPT4806 Organism Campylobacter coli Campylobacter coli MIC = 8.0 ug.mL-1 PMID[497040]
NPT4806 Organism Campylobacter coli Campylobacter coli MIC = 4.0 ug.mL-1 PMID[497040]
NPT2910 Organism Campylobacter jejuni Campylobacter jejuni MIC50 = 4.0 ug.mL-1 PMID[497040]
NPT2910 Organism Campylobacter jejuni Campylobacter jejuni MIC90 = 8.0 ug.mL-1 PMID[497040]
NPT2910 Organism Campylobacter jejuni Campylobacter jejuni MIC95 = 0.25 ug ml-1 PMID[497040]
NPT4806 Organism Campylobacter coli Campylobacter coli MIC50 = 16.0 ug.mL-1 PMID[497040]
NPT4806 Organism Campylobacter coli Campylobacter coli MIC90 = 32.0 ug.mL-1 PMID[497040]
NPT4806 Organism Campylobacter coli Campylobacter coli MIC95 = 2.0 ug ml-1 PMID[497040]
NPT4806 Organism Campylobacter coli Campylobacter coli MIC = 2.0 ug.mL-1 PMID[497040]
NPT2 Others Unspecified IC50 = 28.0 nM PMID[497043]
NPT2 Others Unspecified IC50 = 30.0 nM PMID[497043]
NPT2 Others Unspecified IC50 = 136200.0 nM PMID[497043]
NPT2 Others Unspecified IC50 = 58.0 nM PMID[497044]
NPT2 Others Unspecified IC50 = 12.0 nM PMID[497044]
NPT2 Others Unspecified IC50 > 100000.0 nM PMID[497044]
NPT2 Others Unspecified IC50 = 4.0 nM PMID[497044]
NPT2 Others Unspecified Activity = 0.03 /s PMID[497044]
NPT2 Others Unspecified Ratio = 60000.0 /M/s PMID[497044]
NPT2 Others Unspecified Ki = 800.0 nM PMID[497044]
NPT2 Others Unspecified Km = 500.0 nM PMID[497044]
NPT2 Others Unspecified IC50 = 80.0 nM PMID[497045]
NPT2 Others Unspecified IC50 = 90.0 nM PMID[497045]
NPT2 Others Unspecified IC50 = 100.0 nM PMID[497045]
NPT2 Others Unspecified IC50 = 500.0 nM PMID[497045]
NPT2 Others Unspecified IC50 = 800.0 nM PMID[497045]
NPT2 Others Unspecified IC50 = 1700.0 nM PMID[497045]
NPT2 Others Unspecified Ki = 337130.0 nM PMID[497049]
NPT2 Others Unspecified Tm = 46.1 degrees C PMID[497050]
NPT2 Others Unspecified Tm = 55.0 degrees C PMID[497050]
NPT2 Others Unspecified Ratio = 50.0 n.a. PMID[497050]
NPT2 Others Unspecified Ratio = 25.0 n.a. PMID[497050]
NPT19 Organism Escherichia coli Escherichia coli MIC < 0.06 ug.mL-1 PMID[497050]
NPT2 Others Unspecified Ki = 7700.0 nM PMID[497050]
NPT2 Others Unspecified Ki = 1300.0 nM PMID[497050]
NPT19 Organism Escherichia coli Escherichia coli MIC = 4.0 ug.mL-1 PMID[497050]
NPT19 Organism Escherichia coli Escherichia coli MIC = 16.0 ug.mL-1 PMID[497050]
NPT621 Tissue Plasma Homo sapiens fCmax = 8.616 uM PMID[497051]
NPT712 Individual Protein Bile salt export pump Rattus norvegicus IC50 > 1000000.0 nM PMID[497051]
NPT713 Individual Protein Bile salt export pump Homo sapiens IC50 > 1000000.0 nM PMID[497051]
NPT2 Others Unspecified Ki = 845000.0 nM PMID[497052]
NPT2 Others Unspecified Ki = 1106000.0 nM PMID[497052]
NPT2 Others Unspecified Ki = 20.0 nM PMID[497052]
NPT2 Others Unspecified Ki <= 39.0 nM PMID[497052]
NPT2 Others Unspecified Ki = 27.0 nM PMID[497052]
NPT2 Others Unspecified Ki = 41200.0 nM PMID[497052]
NPT26338 SINGLE PROTEIN Bacterial beta-lactamase TEM Bacteria IC50 = 29.5 nM PMID[497053]
NPT2 Others Unspecified IC50 = 12.0 nM PMID[497054]
NPT2 Others Unspecified IC50 = 40.0 nM PMID[497054]
NPT2 Others Unspecified IC50 = 1800.0 nM PMID[497054]
NPT2 Others Unspecified IC50 > 100000.0 nM PMID[497054]
NPT2 Others Unspecified IC50 = 120.0 nM PMID[497054]
NPT2 Others Unspecified IC50 = 30000.0 nM PMID[497054]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis FC = 4.0 n.a. PMID[497055]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 20000.0 nM PMID[497056]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 19952.62 nM PMID[497056]

☑ 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 NPC264014 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
0.6699 Remote Similarity NPC188785
0.6044 Remote Similarity NPC326126
0.5962 Remote Similarity NPC313265
0.5824 Remote Similarity NPC97614
0.5818 Remote Similarity NPC279833
0.5818 Remote Similarity NPC173690
0.5818 Remote Similarity NPC6271
0.5818 Remote Similarity NPC80439
0.5766 Remote Similarity NPC64168
0.57 Remote Similarity NPC475975
0.5688 Remote Similarity NPC475791
0.5688 Remote Similarity NPC13175
0.5669 Remote Similarity NPC120335
0.5652 Remote Similarity NPC315199
0.5603 Remote Similarity NPC59249

  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 NPC264014 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 NPD9512 Approved
0.9873 High Similarity NPD9511 Approved
0.6147 Remote Similarity NPD777 Phase 3
0.5847 Remote Similarity NPD1773 Discontinued
0.5798 Remote Similarity NPD2495 Phase 3
0.5641 Remote Similarity NPD1376 Discontinued
0.5619 Remote Similarity NPD161 Discontinued

  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