Natural Product: NPC215008

Natural Product IDNPC215008
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Naphthoquinone
IUPAC Name naphthalene-1,4-dione
Synonyms 1,4-Naphtho-Quinone; 1,4-Naphthoquinone; Naphthalene-1,4-Dione; Naphthoquinone 1
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL55934
PubChem CID 8530
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000023] Naphthalenes
        • [CHEMONTID:0000153] Naphthoquinones

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

  Chemical Representations

Standard InCHIKey FRASJONUBLZVQX-UHFFFAOYSA-N
Standard InCHI InChI=1S/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H
SMILES c1ccc2c(c1)C(=O)C=CC2=O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   158.04 Volume:   166.165
?
Van der Waals volume.
Dense:   0.951 LogP:   1.667
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   1.93
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -2.819
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   0.0 Rigid Bonds:   13.0
TPSA:   34.14
?
Topological Polar Surface Area.
 H-Bond Acceptor:   2.0
H-Bond Donor:   0.0 Rings:   2.0
Heavy Atoms:   2.0

MedChem Properties

QED Drug-Likeness Score:   0.575 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   1.926 Fsp3:   0.0
MCE-18:   20.0
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Rejected GSK Rule:   Rejected
Golden Triangle Rule:   Accepted BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   1
Colloidal aggregators:   0.478 Fluc inhibitor:   0.686
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.412
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.314
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.981 Promiscuous compounds:   0.711

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.443 MDCK Permeability:   -4.52
Pgp-inhibitor:   0.014 Pgp-substrate:   0.007
PAMPA:   0.961
?
The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).
 Human Intestinal Absorption (HIA):   0.403
20% Bioavailability (F20%):   0.002 30% Bioavailability (F30%):   0.064
50% Bioavailability (F50%):   0.064

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.231 MRP1:   0.427
Plasma Protein Binding (PPB):   92.523% Volume Distribution (VD):   -0.104
Fu: 8.409%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.691
OATP1B3 inhibitor:   0.982 BCRP inhibitor:   0.001
BSEP inhibitor:   0.535

ADMET: Metabolism

CYP1A2-inhibitor:   0.196 CYP1A2-substrate:   0.996
CYP2C19-inhibitor:   0.006 CYP2C19-substrate:   0.992
CYP2C9-inhibitor:   0.112 CYP2C9-substrate:   0.996
CYP2D6-inhibitor:   0.002 CYP2D6-substrate:   0.998
CYP3A4-inhibitor:   0.0 CYP3A4-substrate:   0.028
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   1.0
HLM stability:   0.999
?
Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):  5.998 Half-life (T1/2):  2.271

ADMET: Toxicity

hERG Blockers:  0.078 hERG Blockers (10um):  0.64
Human Hepatotoxicity (H-HT):  0.755 Drug-induced Liver Injury (DILI):  0.298
AMES Toxicity:  0.691 Rat Oral Acute Toxicity:  0.771
Maximum Recommended Daily Dose:  0.958 Skin Sensitization:  0.988
Carcinogencity:  0.886 Eye Corrosion:  1.0
Eye Irritation:  1.0 Respiratory Toxicity:  0.936
Drug-induced Neurotoxicity:  0.834 Ototoxicity:  0.111
Hematotoxicity:  0.671 Drug-induced Nephrotoxicity:  0.047
Genotoxicity:  0.845 RPMI-8226 Immunitoxicity:  0.032
A549 Cytotoxicity:  0.012 Hek293 Cytotoxicity:  0.748
BCF:   1.371
?
Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].
 IGC50:   4.917
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.561
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   5.412
?
96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. PMID[12502328]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. root n.a. PMID[14727919]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. leaf n.a. PMID[14727919]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. xylem n.a. PMID[14727919]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. bark n.a. PMID[14727919]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. pericarp n.a. PMID[18496782]
NPO5227 Lawsonia inermis Species Lythraceae Eukaryota leaves n.a. n.a. PMID[20634065]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. PMID[25466114]
NPO5227 Lawsonia inermis Species Lythraceae Eukaryota flower buds n.a. n.a. PMID[25987378]
NPO18674 Juglans regia Species Juglandaceae Eukaryota Flowers n.a. n.a. PMID[28737396]
NPO5227 Lawsonia inermis Species Lythraceae Eukaryota n.a. n.a. n.a. PMID[31727081]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. PMID[36431782]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. PMID[37570937]
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. PMID[7775984]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. leaf n.a. Database[Article]
NPO5227 Lawsonia inermis Species Lythraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20297 Arnebia guttata Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. Database[FooDB]
NPO18674 Juglans regia Species Juglandaceae Eukaryota Testa n.a. n.a. Database[FooDB]
NPO18674 Juglans regia Species Juglandaceae Eukaryota Stem Bark n.a. n.a. Database[FooDB]
NPO18674 Juglans regia Species Juglandaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO18674 Juglans regia Species Juglandaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO18674 Juglans regia Species Juglandaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO18674 Juglans regia Species Juglandaceae Eukaryota Embryo n.a. n.a. Database[FooDB]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5227 Lawsonia inermis Species Lythraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20297 Arnebia guttata Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5227 Lawsonia inermis Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20297 Arnebia guttata Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20297 Arnebia guttata Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20297 Arnebia guttata Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO5227 Lawsonia inermis Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11421 Arnebia euchroma Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20297 Arnebia guttata Species Boraginaceae 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 Organism Name 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

Molecular-level activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT143 Individual protein DNA topoisomerase I Homo sapiens MIC > 500000.0 nM PMID[9873739]
NPT201 Individual protein Papain Carica papaya IC50 = 29000.0 nM PMID[11720861]
NPT201 Individual protein Papain Carica papaya Inhibition = 76.0 % PMID[11720861]
NPT201 Individual protein Papain Carica papaya Inhibition = 49.5 % PMID[17532221]
NPT1078 Individual protein Indoleamine 2,3-dioxygenase Homo sapiens IC50 = 990.0 nM PMID[20580138]
NPT1497 Individual protein Dual specificity protein phosphatase 1 Mus musculus IC50 = 8450.0 nM PMID[19028102]
NPT1498 Individual protein Dual specificity protein phosphatase 6 Rattus norvegicus IC50 = 19800.0 nM PMID[19028102]
NPT198 Individual protein Vitamin D receptor Homo sapiens Potency n.a. 39810.7 nM PubChem BioAssay data set
NPT261 Individual protein Monoamine oxidase A Homo sapiens Ki = 7700.0 nM PMID[22071524]
NPT155 Individual protein Aryl hydrocarbon receptor Homo sapiens Potency n.a. 15848.9 nM PubChem BioAssay data set
NPT152 Individual protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 54482.7 nM PubChem BioAssay data set
NPT1217 Individual protein Botulinum neurotoxin type A Clostridium botulinum Ratio = 2.0 /M/s PMID[24984937]
NPT1044 Individual protein DNA topoisomerase II alpha Homo sapiens Inhibition = 56.0 % PMID[25599951]
NPT3060 Individual protein Dual specificity phosphatase Cdc25A Homo sapiens Inhibition = 26.3 % PMID[27178385]
NPT3060 Individual protein Dual specificity phosphatase Cdc25A Homo sapiens Inhibition = 24.7 % PMID[27178385]
NPT3060 Individual protein Dual specificity phosphatase Cdc25A Homo sapiens Inhibition = 26.5 % PMID[27178385]
NPT3060 Individual protein Dual specificity phosphatase Cdc25A Homo sapiens Inhibition = 18.6 % PMID[27178385]
NPT3060 Individual protein Dual specificity phosphatase Cdc25A Homo sapiens Inhibition = 20.6 % PMID[27178385]
NPT3060 Individual protein Dual specificity phosphatase Cdc25A Homo sapiens Inhibition = 20.3 % PMID[27178385]
NPT2927 Individual protein Dual specificity phosphatase Cdc25C Homo sapiens Inhibition = 99.2 % PMID[27178385]
NPT3060 Individual protein Dual specificity phosphatase Cdc25A Homo sapiens Inhibition = 79.7 % PMID[27178385]
NPT1078 Individual protein Indoleamine 2,3-dioxygenase Homo sapiens IC50 = 460.0 nM PMID[28011425]
NPT1078 Individual protein Indoleamine 2,3-dioxygenase Homo sapiens Inhibition >= 79.15 % PMID[28011425]
NPT3156 Individual protein Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis deltaTm = -8.8 K PMID[30108843]
NPT3156 Individual protein Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis Activity = 76.6 % PMID[30108843]
NPT1078 Individual protein Indoleamine 2,3-dioxygenase Homo sapiens IC50 > 10000.0 nM PMID[31999451]
NPT582 Individual protein Monoamine oxidase B Homo sapiens Ki = 1500.0 nM PMID[22071524]
NPT582 Individual protein Monoamine oxidase B Homo sapiens Activity = 50.0 % PMID[22071524]
NPT5731 Individual protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 5 Homo sapiens Inhibition > 50.0 % PMID[29519735]
NPT5731 Individual protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 5 Homo sapiens IC50 = 14000.0 nM PMID[29519735]
NPT491 Individual protein Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens IC50 = 380.0 nM PMID[18077363]
NPT911 Individual protein Dual specificity phosphatase Cdc25B Homo sapiens IC50 = 2760.0 nM PMID[19028102]
NPT911 Individual protein Dual specificity phosphatase Cdc25B Homo sapiens Inhibition = 71.2 % PMID[27178385]
NPT25569 Single protein D-3-phosphoglycerate dehydrogenase Homo sapiens Inhibition = 95.0 % PMID[28085281]
NPT4312 Individual protein Human rhinovirus A protease Human rhinovirus sp. IC50 = 21000.0 nM PMID[11720861]
NPT46 Individual protein Thyroid hormone receptor beta-1 Homo sapiens Potency n.a. 5011.9 nM PubChem BioAssay data set
NPT728 Individual protein Serine/threonine-protein kinase AKT Homo sapiens IC50 = 10980.0 nM PMID[24321345]
NPT27544 Single protein Heme oxygenase 2 Rattus norvegicus Activity = 503.0 % PMID[31550661]
NPT755 Individual protein Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Homo sapiens IC50 = 5000.0 nM PMID[33246256]
NPT920 Individual protein Alpha-synuclein Homo sapiens IC50 = 15000.0 nM PMID[30743095]
NPT74 Individual protein Proto-oncogene c-JUN Homo sapiens Potency n.a. 15484.5 nM PubChem BioAssay data set
NPT4885 Individual protein Urease Canavalia ensiformis Activity = 24.0 % PMID[17416528]
NPT4885 Individual protein Urease Canavalia ensiformis Activity = 40.0 % PMID[17416528]
NPT4885 Individual protein Urease Canavalia ensiformis Activity = 7.0 % PMID[17416528]
NPT5 Individual protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Inhibition > 50.0 % PMID[29519735]
NPT5 Individual protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens IC50 = 2000.0 nM PMID[29519735]
NPT5946 Individual protein Carbonic anhydrase Mycobacterium tuberculosis Activity = 94.8 % PMID[30108843]
NPT27543 Single protein Heme oxygenase 1 Rattus norvegicus Activity = 71.0 % PMID[31550661]

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell line P388 Mus musculus IC50 > 63200.0 nM DOI[10.1016/0960-894X(96)00326-5]
NPT81 Cell line A549 Homo sapiens IC50 > 63200.0 nM DOI[10.1016/0960-894X(96)00326-5]
NPT139 Cell line HT-29 Homo sapiens IC50 > 63200.0 nM DOI[10.1016/0960-894X(96)00326-5]
NPT170 Cell line SK-MEL-28 Homo sapiens IC50 > 63200.0 nM DOI[10.1016/0960-894X(96)00326-5]
NPT189 Cell line Vero Chlorocebus aethiops IC50 = 1.2 ug.mL-1 PMID[17888665]
NPT179 Cell line A2780 Homo sapiens IC50 = 2300.0 nM PMID[19028102]
NPT80 Cell line Raji Homo sapiens Activity = 20.0 % PMID[2558164]
NPT80 Cell line Raji Homo sapiens Activity = 50.0 % PMID[2558164]
NPT80 Cell line Raji Homo sapiens Activity > 80.0 % PMID[2558164]
NPT2351 Cell line MG-63 Homo sapiens IC50 > 25000.0 nM DOI[10.1007/s00044-012-0150-7]
NPT65 Cell line HepG2 Homo sapiens IC50 = 15890.0 nM DOI[10.1007/s00044-012-0150-7]
NPT83 Cell line MCF7 Homo sapiens IC50 = 16920.0 nM DOI[10.1007/s00044-012-0150-7]
NPT804 Cell line HT-22 Mus musculus PD50 = 1541.0 nM PMID[23327468]
NPT139 Cell line HT-29 Homo sapiens IC50 = 12760.0 nM PMID[23791367]
NPT82 Cell line MDA-MB-231 Homo sapiens IC50 = 4480.0 nM PMID[23791367]
NPT90 Cell line DU-145 Homo sapiens IC50 = 10890.0 nM PMID[23791367]
NPT393 Cell line HCT-116 Homo sapiens IC50 = 17080.0 nM PMID[31999451]
NPT146 Cell line SK-OV-3 Homo sapiens IC50 = 16270.0 nM PMID[31999451]
NPT81 Cell line A549 Homo sapiens IC50 > 20000.0 nM PMID[31999451]
NPT65 Cell line HepG2 Homo sapiens IC50 > 20000.0 nM PMID[31999451]
NPT804 Cell line HT-22 Mus musculus TC50 = 19000.0 nM PMID[23327468]
NPT20555 Organism SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 20000.0 nM DOI[10.6019/CHEMBL4651402]
NPT20555 Organism SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 19952.62 nM DOI[10.6019/CHEMBL4651402]
NPT28438 Unchecked Unchecked n.a. IC50 = 129.77 nM PMID[34438124]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 1.0 ug.mL-1 PMID[17888665]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis Activity = 99.9 % PMID[17888665]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. MIC = 125.0 ug.mL-1 PMID[27783973]
NPT2 Others Unspecified n.a. Potency n.a. 15484.5 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 9770 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 1535.5 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 30895.6 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 3437.6 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 27306 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 15355.3 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. ED25 = 1.9 mg kg-1 PMID[6834390]
NPT2 Others Unspecified n.a. ED25 = 0.012 mM kg-1 PMID[6834390]
NPT2 Others Unspecified n.a. Ratio = 1.19 n.a. PMID[17888665]
NPT2 Others Unspecified n.a. Inhibition = 100.0 % PMID[2558164]
NPT2 Others Unspecified n.a. Inhibition = 37.5 % PMID[2558164]
NPT2 Others Unspecified n.a. Inhibition = 0.0 % PMID[2558164]
NPT21772 Protein complex GroEL/GroES Escherichia coli Inhibition = 97.0 % PMID[30852084]
NPT21772 Protein complex GroEL/GroES Escherichia coli Inhibition = 81.0 % PMID[30852084]

In vivo activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus Optimal dose = 347.0 % PMID[6834390]
NPT29 Organism Rattus norvegicus Rattus norvegicus EC50 = 127.0 nM PMID[10498190]
NPT29 Organism Rattus norvegicus Rattus norvegicus Emax = 98.0 % PMID[10498190]





 Experimental ADME

Experiment Model Experiment Tissue ADME Type ADME Relation ADME Value ADME Unit Reference





 Experimental Toxicity

Quantitative toxicity

Experiment Model Experiment Organism Toxicity Type Toxicity Relation Toxicity Value Toxicity Unit Reference
- Mus musculus LD50 = 5.5 mg.kg-1 PMID[6834390]

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity Carcinogenicity Mutagenicity Cardiotoxicity Respiratory Toxicity Eye Irritation Endocrine Disruption
Hepatotoxicity Carcinogenicity Mutagenicity Cardiotoxicity Respiratory Toxicity Eye Irritation Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]


  Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

●  The left chart: Distribution of similarity level between NPC215008 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.5 or Top200).

Similarity Score Similarity Level Natural Product ID
0.6 Remote Similarity NPC605163
0.5556 Remote Similarity NPC43945
0.5517 Remote Similarity NPC108288
0.5172 Remote Similarity NPC156021

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC215008 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.56 Remote Similarity NPD1508 Phase 4
0.5556 Remote Similarity NPD650 Phase 4
0.5517 Remote Similarity NPD405 Clinical (unspecified phase)

Bioactivity similarity

  Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by 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