Structure

Physi-Chem Properties

Molecular Weight:  178.06
Volume:  186.148
LogP:  2.004
LogD:  1.63
LogS:  -2.964
# Rotatable Bonds:  3
TPSA:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.718
Synthetic Accessibility Score:  1.584
Fsp3:  0.1
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:  -4.624
MDCK Permeability:  1.1230690688535105e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.042
Human Intestinal Absorption (HIA):  0.01
20% Bioavailability (F20%):  0.003
30% Bioavailability (F30%):  0.898

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.312
Plasma Protein Binding (PPB):  80.82505798339844%
Volume Distribution (VD):  0.221
Pgp-substrate:  8.526765823364258%

ADMET: Metabolism

CYP1A2-inhibitor:  0.211
CYP1A2-substrate:  0.225
CYP2C19-inhibitor:  0.071
CYP2C19-substrate:  0.056
CYP2C9-inhibitor:  0.064
CYP2C9-substrate:  0.872
CYP2D6-inhibitor:  0.113
CYP2D6-substrate:  0.477
CYP3A4-inhibitor:  0.032
CYP3A4-substrate:  0.074

ADMET: Excretion

Clearance (CL):  4.341
Half-life (T1/2):  0.835

ADMET: Toxicity

hERG Blockers:  0.017
Human Hepatotoxicity (H-HT):  0.286
Drug-inuced Liver Injury (DILI):  0.934
AMES Toxicity:  0.062
Rat Oral Acute Toxicity:  0.026
Maximum Recommended Daily Dose:  0.018
Skin Sensitization:  0.935
Carcinogencity:  0.667
Eye Corrosion:  0.807
Eye Irritation:  0.991
Respiratory Toxicity:  0.298

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  Natural Product: NPC2518

Natural Product ID:  NPC2518
Common Name*:   4-Methoxycinnamic Acid
IUPAC Name:   (E)-3-(4-methoxyphenyl)prop-2-enoic acid
Synonyms:   3-(4-Methoxyphenyl)Acrylic Acid; 4-Methoxycinnamic Acid; Para-Methoxycinnamic Acid
Standard InCHIKey:  AFDXODALSZRGIH-QPJJXVBHSA-N
Standard InCHI:  InChI=1S/C10H10O3/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-4+
SMILES:  COc1ccc(cc1)/C=C/C(=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL95770
PubChem CID:   699414
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000476] Cinnamic acids and derivatives
        • [CHEMONTID:0002504] Cinnamic 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
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota Flowers Tantempango, Hidalgo, Mexico 2019-May DOI[10.1007/s11130-020-00822-2]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[12350137]
NPO6541 Scrophularia buergeriana Species Scrophulariaceae Eukaryota roots n.a. n.a. PMID[12444706]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota rhizome n.a. n.a. PMID[12617587]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. PMID[16297615]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota roots n.a. n.a. PMID[16989524]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. whole plant n.a. PMID[18543151]
NPO4205 Acer mandshuricum Species Sapindaceae Eukaryota stems and leaves n.a. n.a. PMID[20153184]
NPO24893 Polyalthia nemoralis Species Annonaceae Eukaryota n.a. branch n.a. PMID[21809577]
NPO24893 Polyalthia nemoralis Species Annonaceae Eukaryota n.a. leaf n.a. PMID[21809577]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota n.a. rhizome n.a. PMID[22863942]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizomes n.a. n.a. PMID[23153397]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. leaf n.a. PMID[23901173]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota aerial parts n.a. n.a. PMID[24042007]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. PMID[24358188]
NPO2392 Hansenia weberbaueriana Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25333853]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[28068085]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. PMID[8778246]
NPO14375 Casearia guianensis Species Salicaceae Eukaryota Leaves n.a. n.a. PMID[9322361]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[9584408]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Essential Oil n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizome Essent. Oil n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28036 Distemonanthus benthamianus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7308 Fraxinus quadrangulata Species Oleaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30744 Equisetum hiemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6541 Scrophularia buergeriana Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9241 Adiantum capillus-veneris Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24893 Polyalthia nemoralis Species Annonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4802 Scrophularia ningpoensis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO6541 Scrophularia buergeriana Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3251 Jacobaea maritima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14375 Casearia guianensis Species Salicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10084 Equisetum hyemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2392 Hansenia weberbaueriana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4802 Scrophularia ningpoensis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24893 Polyalthia nemoralis Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9241 Adiantum capillus-veneris Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24644 Hansenia forbesii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7308 Fraxinus quadrangulata Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28036 Distemonanthus benthamianus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6541 Scrophularia buergeriana Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30744 Equisetum hiemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28036 Distemonanthus benthamianus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9241 Adiantum capillus-veneris Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4802 Scrophularia ningpoensis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2953 Ostericum grosseserratum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4802 Scrophularia ningpoensis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2837 Aloe spicata Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2392 Hansenia weberbaueriana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2997 Aloe africana Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10084 Equisetum hyemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO6541 Scrophularia buergeriana Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24644 Hansenia forbesii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7969 Peribatodes rhomboidaria Species Geometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27260 Polygala tenuifolia Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2953 Ostericum grosseserratum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4802 Scrophularia ningpoensis Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16271 Thelesperma megapotamicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9241 Adiantum capillus-veneris Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19304 Goniothalamus montanus Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24893 Polyalthia nemoralis Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15849 Cochliobolus setariae Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7308 Fraxinus quadrangulata Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12119 Salpianthus arenarius Species Nyctaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10352 Genista monosperma Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13849 Spongia fistularis Species Spongiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28036 Distemonanthus benthamianus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3251 Jacobaea maritima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28510 Aspergillus pseudodeflectus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7367 Sarcophyton acutangulum Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25160 Goniothalamus borneensis Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8344 Wedelia rugosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24644 Hansenia forbesii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3532 Tridentata marginata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO28218 Asplenium adiantum-nigrum Species Aspleniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14375 Casearia guianensis Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4205 Acer mandshuricum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2997 Aloe africana Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6541 Scrophularia buergeriana Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28392 Macrosiphum liriodendri Species Aphididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10084 Equisetum hyemale Species Equisetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25894 Diploknema butyracea Species Sapotaceae 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
NPO24124 NPC2518 Other Rhizome 36 36 36 mg/100g Database [DUKE]

☑ 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
NPT521 Cell Line RBL-2H3 Rattus norvegicus Inhibition = 11.0 % PMID[565001]
NPT43 Individual Protein Tyrosinase Agaricus bisporus IC50 = 410000.0 nM PMID[565003]
NPT43 Individual Protein Tyrosinase Agaricus bisporus IC50 = 410000.0 nM PMID[565004]
NPT43 Individual Protein Tyrosinase Agaricus bisporus IC50 = 410000.0 nM PMID[565007]
NPT43 Individual Protein Tyrosinase Agaricus bisporus Inhibition = 22.0 % PMID[565007]
NPT43 Individual Protein Tyrosinase Agaricus bisporus IC50 = 410000.0 nM PMID[565008]
NPT43 Individual Protein Tyrosinase Agaricus bisporus Inhibition = 46.62 % PMID[565008]
NPT43 Individual Protein Tyrosinase Agaricus bisporus IC50 = 410000.0 nM PMID[565009]
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency = 25118.9 nM PMID[565010]
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency = 44668.4 nM PMID[565010]
NPT524 Individual Protein Serine-protein kinase ATM Homo sapiens Potency = 44668.4 nM PMID[565011]
NPT5 Individual Protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Potency n.a. 125.9 nM PMID[565012]
NPT43 Individual Protein Tyrosinase Agaricus bisporus IC50 = 410000.0 nM PMID[565013]
NPT43 Individual Protein Tyrosinase Agaricus bisporus IC50 > 350000.0 nM PMID[565014]
NPT525 Individual Protein Hydroxycarboxylic acid receptor 2 Homo sapiens Activity = 0.0 % PMID[565015]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 73.1 nM PMID[565011]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 7307.8 nM PMID[565011]
NPT526 Individual Protein Alpha-glucosidase MAL62 Saccharomyces cerevisiae logIC50 = 1.602 n.a. PMID[565016]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 16788.9 nM PMID[565018]
NPT160 Individual Protein TAR DNA-binding protein 43 Homo sapiens Potency n.a. 14125.4 nM PMID[565011]
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency n.a. 35481.3 nM PMID[565010]
NPT233 Individual Protein Carbonic anhydrase II Homo sapiens IC50 = 760000.0 nM PMID[565019]
NPT65 Cell Line HepG2 Homo sapiens IC50 > 100000.0 nM PMID[565021]
NPT4611 Cell Line PLC-PRF-5 Homo sapiens IC50 > 100000.0 nM PMID[565021]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 8560.0 nM PMID[565021]
NPT4611 Cell Line PLC-PRF-5 Homo sapiens IC50 = 6550.0 nM PMID[565021]
NPT2 Others Unspecified Potency n.a. 10682.2 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 = 40000.0 nM PMID[565000]
NPT32 Organism Mus musculus Mus musculus IC50 > 100000.0 nM PMID[565002]
NPT32 Organism Mus musculus Mus musculus Inhibition = 27.0 % PMID[565002]
NPT522 Organism Abutilon theophrasti Abutilon theophrasti Activity = 83.0 % PMID[565005]
NPT522 Organism Abutilon theophrasti Abutilon theophrasti Activity = 107.0 % PMID[565005]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae MIC = 100.0 ug.mL-1 PMID[565006]
NPT20 Organism Candida albicans Candida albicans MIC = 200.0 ug.mL-1 PMID[565006]
NPT523 Organism Malassezia furfur Malassezia furfur MIC > 800.0 ug.mL-1 PMID[565006]
NPT1 Others Radical scavenging activity EC50 > 250000.0 nM PMID[565014]
NPT84 Individual Protein Dual specificity tyrosine-phosphorylation-regulated kinase 1A Rattus norvegicus AC50 = 20986.0 nM PMID[565011]
NPT2 Others Unspecified Potency n.a. 794.3 nM PMID[565011]
NPT527 Organism Radish Raphanus sativus Inhibition = 93.33 % PMID[565017]
NPT527 Organism Radish Raphanus sativus Inhibition = 66.66 % PMID[565017]
NPT527 Organism Radish Raphanus sativus Inhibition = 56.66 % PMID[565017]
NPT948 Individual Protein Carbonic anhydrase IX Homo sapiens IC50 = 850000.0 nM PMID[565019]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 27.98 % PMID[565020]
NPT22587 SINGLE PROTEIN Taste receptor type 2 member 39 Homo sapiens Inhibition = 30.0 % PMID[565022]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 12.42 % PMID[565023]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.05 % PMID[565024]

☑ 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 NPC2518 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
0.9495 High Similarity NPC227255
0.9495 High Similarity NPC288760
0.949 High Similarity NPC179686
0.93 High Similarity NPC128730
0.9286 High Similarity NPC253746
0.9278 High Similarity NPC175298
0.9231 High Similarity NPC199462
0.9208 High Similarity NPC326447
0.9208 High Similarity NPC176971
0.92 High Similarity NPC109637
0.9118 High Similarity NPC151530
0.9118 High Similarity NPC157473
0.91 High Similarity NPC304638
0.9091 High Similarity NPC13755
0.9057 High Similarity NPC294941
0.8922 High Similarity NPC127676
0.89 High Similarity NPC107101
0.8857 High Similarity NPC473809
0.8824 High Similarity NPC283546
0.8812 High Similarity NPC94343
0.8812 High Similarity NPC307425
0.88 High Similarity NPC171843
0.8796 High Similarity NPC296526
0.8776 High Similarity NPC81010
0.8776 High Similarity NPC32977
0.8762 High Similarity NPC234639
0.875 High Similarity NPC99886
0.875 High Similarity NPC177844
0.875 High Similarity NPC8002
0.875 High Similarity NPC259134
0.8738 High Similarity NPC238115
0.8738 High Similarity NPC473855
0.8727 High Similarity NPC107588
0.8727 High Similarity NPC137537
0.8727 High Similarity NPC70744
0.8727 High Similarity NPC272471
0.8727 High Similarity NPC164706
0.8727 High Similarity NPC124916
0.8667 High Similarity NPC206341
0.866 High Similarity NPC71853
0.8654 High Similarity NPC1065
0.8649 High Similarity NPC61779
0.8649 High Similarity NPC37858
0.8627 High Similarity NPC84325
0.8627 High Similarity NPC51633
0.8614 High Similarity NPC100870
0.8585 High Similarity NPC75272
0.8585 High Similarity NPC471954
0.8571 High Similarity NPC321956
0.8571 High Similarity NPC260952
0.8571 High Similarity NPC202474
0.8558 High Similarity NPC473393
0.8544 High Similarity NPC192596
0.8544 High Similarity NPC305205
0.8532 High Similarity NPC235250
0.8515 High Similarity NPC140619
0.8496 Intermediate Similarity NPC204466
0.8491 Intermediate Similarity NPC291837
0.8485 Intermediate Similarity NPC181709
0.8482 Intermediate Similarity NPC57501
0.8468 Intermediate Similarity NPC263754
0.8468 Intermediate Similarity NPC183154
0.8468 Intermediate Similarity NPC240664
0.8462 Intermediate Similarity NPC12987
0.8462 Intermediate Similarity NPC474603
0.8455 Intermediate Similarity NPC220540
0.844 Intermediate Similarity NPC109241
0.8426 Intermediate Similarity NPC139946
0.8426 Intermediate Similarity NPC226250
0.8421 Intermediate Similarity NPC70752
0.8421 Intermediate Similarity NPC310373
0.8407 Intermediate Similarity NPC2058
0.84 Intermediate Similarity NPC471581
0.8381 Intermediate Similarity NPC139891
0.8378 Intermediate Similarity NPC19290
0.8365 Intermediate Similarity NPC298224
0.8348 Intermediate Similarity NPC69403
0.8348 Intermediate Similarity NPC291189
0.8333 Intermediate Similarity NPC88868
0.8333 Intermediate Similarity NPC183648
0.8333 Intermediate Similarity NPC179309
0.8333 Intermediate Similarity NPC141068
0.8333 Intermediate Similarity NPC25067
0.8333 Intermediate Similarity NPC183700
0.8333 Intermediate Similarity NPC231251
0.8319 Intermediate Similarity NPC264976
0.8317 Intermediate Similarity NPC246679
0.8317 Intermediate Similarity NPC257182
0.8317 Intermediate Similarity NPC286006
0.8304 Intermediate Similarity NPC199209
0.8304 Intermediate Similarity NPC39793
0.8304 Intermediate Similarity NPC212643
0.8304 Intermediate Similarity NPC280001
0.8302 Intermediate Similarity NPC113457
0.8286 Intermediate Similarity NPC108875
0.8286 Intermediate Similarity NPC38209
0.8286 Intermediate Similarity NPC38079
0.8273 Intermediate Similarity NPC95381
0.8257 Intermediate Similarity NPC245552
0.8257 Intermediate Similarity NPC57879
0.8257 Intermediate Similarity NPC23332
0.8241 Intermediate Similarity NPC259554
0.8241 Intermediate Similarity NPC149545
0.8241 Intermediate Similarity NPC79543
0.823 Intermediate Similarity NPC265547
0.823 Intermediate Similarity NPC277460
0.8224 Intermediate Similarity NPC227894
0.8224 Intermediate Similarity NPC251306
0.8214 Intermediate Similarity NPC33717
0.8214 Intermediate Similarity NPC131192
0.8214 Intermediate Similarity NPC470860
0.8208 Intermediate Similarity NPC8302
0.8208 Intermediate Similarity NPC303141
0.8208 Intermediate Similarity NPC470393
0.8205 Intermediate Similarity NPC20443
0.8205 Intermediate Similarity NPC146886
0.8205 Intermediate Similarity NPC60517
0.8205 Intermediate Similarity NPC246704
0.8205 Intermediate Similarity NPC221798
0.8198 Intermediate Similarity NPC87563
0.8198 Intermediate Similarity NPC261453
0.8198 Intermediate Similarity NPC328593
0.8198 Intermediate Similarity NPC114144
0.8198 Intermediate Similarity NPC33749
0.819 Intermediate Similarity NPC470202
0.8182 Intermediate Similarity NPC266116
0.8158 Intermediate Similarity NPC69670
0.8158 Intermediate Similarity NPC281356
0.8158 Intermediate Similarity NPC298796
0.8148 Intermediate Similarity NPC201959
0.8148 Intermediate Similarity NPC75440
0.8136 Intermediate Similarity NPC58279
0.8136 Intermediate Similarity NPC289459
0.8136 Intermediate Similarity NPC300326
0.8125 Intermediate Similarity NPC188907
0.8125 Intermediate Similarity NPC474967
0.8125 Intermediate Similarity NPC233669
0.8108 Intermediate Similarity NPC90903
0.8108 Intermediate Similarity NPC303522
0.8103 Intermediate Similarity NPC52247
0.8095 Intermediate Similarity NPC12714
0.8095 Intermediate Similarity NPC300166
0.8095 Intermediate Similarity NPC310905
0.8087 Intermediate Similarity NPC193193
0.8087 Intermediate Similarity NPC222175
0.8087 Intermediate Similarity NPC14177
0.8087 Intermediate Similarity NPC31314
0.8087 Intermediate Similarity NPC247553
0.8077 Intermediate Similarity NPC471576
0.8073 Intermediate Similarity NPC246358
0.8073 Intermediate Similarity NPC7097
0.8073 Intermediate Similarity NPC233731
0.8073 Intermediate Similarity NPC36108
0.807 Intermediate Similarity NPC94298
0.807 Intermediate Similarity NPC205502
0.807 Intermediate Similarity NPC293424
0.807 Intermediate Similarity NPC101503
0.807 Intermediate Similarity NPC27633
0.807 Intermediate Similarity NPC96705
0.807 Intermediate Similarity NPC152306
0.8067 Intermediate Similarity NPC120225
0.8067 Intermediate Similarity NPC475236
0.8067 Intermediate Similarity NPC213552
0.8053 Intermediate Similarity NPC128633
0.8053 Intermediate Similarity NPC163398
0.8053 Intermediate Similarity NPC281277
0.8051 Intermediate Similarity NPC89630
0.8037 Intermediate Similarity NPC243677
0.8036 Intermediate Similarity NPC252004
0.8036 Intermediate Similarity NPC81808
0.8036 Intermediate Similarity NPC217472
0.8018 Intermediate Similarity NPC131530
0.8018 Intermediate Similarity NPC17693
0.8017 Intermediate Similarity NPC471877
0.8017 Intermediate Similarity NPC131868
0.8017 Intermediate Similarity NPC180006
0.8017 Intermediate Similarity NPC60962
0.8017 Intermediate Similarity NPC224814
0.8017 Intermediate Similarity NPC189844
0.8017 Intermediate Similarity NPC14007
0.8017 Intermediate Similarity NPC109083
0.8017 Intermediate Similarity NPC235190
0.8017 Intermediate Similarity NPC269843
0.8017 Intermediate Similarity NPC163200
0.8017 Intermediate Similarity NPC302107
0.8 Intermediate Similarity NPC258567
0.8 Intermediate Similarity NPC46844
0.8 Intermediate Similarity NPC121740
0.8 Intermediate Similarity NPC224774
0.7983 Intermediate Similarity NPC27352
0.7983 Intermediate Similarity NPC93219
0.7983 Intermediate Similarity NPC244495
0.7982 Intermediate Similarity NPC122117
0.7982 Intermediate Similarity NPC45104
0.7982 Intermediate Similarity NPC146530
0.7982 Intermediate Similarity NPC65791
0.7982 Intermediate Similarity NPC217423
0.7981 Intermediate Similarity NPC201967
0.7966 Intermediate Similarity NPC473942
0.7965 Intermediate Similarity NPC322358

  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 NPC2518 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
0.9208 High Similarity NPD3134 Approved
0.9118 High Similarity NPD1358 Approved
0.8407 Intermediate Similarity NPD4626 Approved
0.8381 Intermediate Similarity NPD9697 Approved
0.8108 Intermediate Similarity NPD1241 Discontinued
0.8103 Intermediate Similarity NPD422 Phase 1
0.807 Intermediate Similarity NPD9545 Approved
0.8018 Intermediate Similarity NPD5535 Approved
0.8017 Intermediate Similarity NPD3496 Discontinued
0.8 Intermediate Similarity NPD5691 Approved
0.7982 Intermediate Similarity NPD2684 Approved
0.7928 Intermediate Similarity NPD228 Approved
0.7895 Intermediate Similarity NPD9493 Approved
0.7881 Intermediate Similarity NPD9717 Approved
0.7863 Intermediate Similarity NPD3847 Discontinued
0.7857 Intermediate Similarity NPD111 Approved
0.7826 Intermediate Similarity NPD5536 Phase 2
0.7815 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7798 Intermediate Similarity NPD968 Approved
0.7759 Intermediate Similarity NPD1894 Discontinued
0.7727 Intermediate Similarity NPD290 Approved
0.7723 Intermediate Similarity NPD9295 Approved
0.7699 Intermediate Similarity NPD7843 Approved
0.7699 Intermediate Similarity NPD821 Approved
0.7647 Intermediate Similarity NPD1535 Discovery
0.7627 Intermediate Similarity NPD1778 Approved
0.7603 Intermediate Similarity NPD1283 Approved
0.7589 Intermediate Similarity NPD5451 Approved
0.7583 Intermediate Similarity NPD1481 Phase 2
0.7568 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD9494 Approved
0.7542 Intermediate Similarity NPD1357 Approved
0.7541 Intermediate Similarity NPD2797 Approved
0.7541 Intermediate Similarity NPD1203 Approved
0.7524 Intermediate Similarity NPD2933 Approved
0.7524 Intermediate Similarity NPD2934 Approved
0.75 Intermediate Similarity NPD7157 Approved
0.75 Intermediate Similarity NPD1281 Approved
0.7459 Intermediate Similarity NPD3225 Approved
0.7459 Intermediate Similarity NPD196 Phase 1
0.7453 Intermediate Similarity NPD2860 Approved
0.7453 Intermediate Similarity NPD2859 Approved
0.7438 Intermediate Similarity NPD3972 Approved
0.7404 Intermediate Similarity NPD9365 Approved
0.7398 Intermediate Similarity NPD987 Approved
0.7395 Intermediate Similarity NPD5585 Approved
0.7385 Intermediate Similarity NPD2935 Discontinued
0.7358 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD9296 Approved
0.7353 Intermediate Similarity NPD1282 Approved
0.7344 Intermediate Similarity NPD4340 Discontinued
0.7339 Intermediate Similarity NPD1019 Discontinued
0.7328 Intermediate Similarity NPD5283 Phase 1
0.7317 Intermediate Similarity NPD1876 Approved
0.7311 Intermediate Similarity NPD1548 Phase 1
0.7302 Intermediate Similarity NPD5163 Phase 2
0.7295 Intermediate Similarity NPD1608 Approved
0.728 Intermediate Similarity NPD454 Approved
0.7266 Intermediate Similarity NPD1240 Approved
0.7266 Intermediate Similarity NPD4060 Phase 1
0.7257 Intermediate Similarity NPD9267 Approved
0.7257 Intermediate Similarity NPD9263 Approved
0.7257 Intermediate Similarity NPD9264 Approved
0.725 Intermediate Similarity NPD1651 Approved
0.7248 Intermediate Similarity NPD3020 Approved
0.7244 Intermediate Similarity NPD6798 Discontinued
0.7244 Intermediate Similarity NPD411 Approved
0.7244 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD3268 Approved
0.7241 Intermediate Similarity NPD1138 Approved
0.7222 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6832 Phase 2
0.7218 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD447 Suspended
0.7203 Intermediate Similarity NPD6671 Approved
0.7203 Intermediate Similarity NPD709 Approved
0.72 Intermediate Similarity NPD2798 Approved
0.7193 Intermediate Similarity NPD74 Approved
0.7193 Intermediate Similarity NPD9266 Approved
0.719 Intermediate Similarity NPD17 Approved
0.719 Intermediate Similarity NPD2668 Approved
0.719 Intermediate Similarity NPD2667 Approved
0.7188 Intermediate Similarity NPD4062 Phase 3
0.7188 Intermediate Similarity NPD6233 Phase 2
0.7188 Intermediate Similarity NPD5745 Approved
0.7188 Intermediate Similarity NPD9716 Approved
0.7176 Intermediate Similarity NPD2799 Discontinued
0.7165 Intermediate Similarity NPD7095 Approved
0.7164 Intermediate Similarity NPD4628 Phase 3
0.7164 Intermediate Similarity NPD7003 Approved
0.7155 Intermediate Similarity NPD1139 Approved
0.7155 Intermediate Similarity NPD1137 Approved
0.7154 Intermediate Similarity NPD1607 Approved
0.7132 Intermediate Similarity NPD4140 Approved
0.712 Intermediate Similarity NPD3267 Approved
0.712 Intermediate Similarity NPD3266 Approved
0.7119 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD846 Approved
0.7117 Intermediate Similarity NPD940 Approved
0.7109 Intermediate Similarity NPD1048 Approved
0.7097 Intermediate Similarity NPD6583 Phase 3
0.7097 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6582 Phase 2
0.7097 Intermediate Similarity NPD4359 Approved
0.7097 Intermediate Similarity NPD3685 Discontinued
0.7091 Intermediate Similarity NPD1238 Approved
0.7087 Intermediate Similarity NPD2614 Approved
0.7077 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7077 Intermediate Similarity NPD6355 Discontinued
0.7077 Intermediate Similarity NPD5124 Phase 1
0.7073 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD1610 Phase 2
0.7073 Intermediate Similarity NPD1611 Approved
0.7063 Intermediate Similarity NPD5647 Approved
0.7059 Intermediate Similarity NPD256 Approved
0.7059 Intermediate Similarity NPD255 Approved
0.7054 Intermediate Similarity NPD9261 Approved
0.7049 Intermediate Similarity NPD5846 Approved
0.7049 Intermediate Similarity NPD6516 Phase 2
0.7045 Intermediate Similarity NPD4308 Phase 3
0.7031 Intermediate Similarity NPD5746 Approved
0.7027 Intermediate Similarity NPD1242 Phase 1
0.7025 Intermediate Similarity NPD1182 Approved
0.7023 Intermediate Similarity NPD4579 Clinical (unspecified phase)
0.7015 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3596 Phase 2
0.6992 Remote Similarity NPD1551 Phase 2
0.6991 Remote Similarity NPD164 Approved
0.6984 Remote Similarity NPD6362 Approved
0.6981 Remote Similarity NPD9256 Approved
0.6981 Remote Similarity NPD9258 Approved
0.6977 Remote Similarity NPD3374 Clinical (unspecified phase)
0.6977 Remote Similarity NPD2313 Discontinued
0.6977 Remote Similarity NPD1296 Phase 2
0.6977 Remote Similarity NPD3764 Approved
0.6972 Remote Similarity NPD1809 Phase 2
0.6972 Remote Similarity NPD844 Approved
0.697 Remote Similarity NPD7097 Phase 1
0.6964 Remote Similarity NPD291 Approved
0.6963 Remote Similarity NPD1652 Phase 2
0.696 Remote Similarity NPD3676 Clinical (unspecified phase)
0.696 Remote Similarity NPD1669 Approved
0.6949 Remote Similarity NPD769 Approved
0.6947 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6947 Remote Similarity NPD1933 Approved
0.6947 Remote Similarity NPD230 Phase 1
0.6944 Remote Similarity NPD845 Approved
0.6935 Remote Similarity NPD1091 Approved
0.6934 Remote Similarity NPD7440 Discontinued
0.6929 Remote Similarity NPD6584 Phase 3
0.6917 Remote Similarity NPD1510 Phase 2
0.6912 Remote Similarity NPD3750 Approved
0.6912 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6911 Remote Similarity NPD2423 Clinical (unspecified phase)
0.6909 Remote Similarity NPD288 Approved
0.6894 Remote Similarity NPD6653 Approved
0.6887 Remote Similarity NPD689 Discontinued
0.6885 Remote Similarity NPD6581 Approved
0.6885 Remote Similarity NPD6580 Approved
0.6884 Remote Similarity NPD6799 Approved
0.6884 Remote Similarity NPD6143 Clinical (unspecified phase)
0.688 Remote Similarity NPD2230 Approved
0.688 Remote Similarity NPD2233 Approved
0.688 Remote Similarity NPD2232 Approved
0.6875 Remote Similarity NPD3028 Approved
0.6875 Remote Similarity NPD289 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4993 Discontinued
0.687 Remote Similarity NPD4307 Phase 2
0.687 Remote Similarity NPD3140 Approved
0.687 Remote Similarity NPD3142 Approved
0.687 Remote Similarity NPD2979 Phase 3
0.6866 Remote Similarity NPD4477 Approved
0.6866 Remote Similarity NPD2240 Approved
0.6866 Remote Similarity NPD2239 Approved
0.6866 Remote Similarity NPD4476 Approved
0.6864 Remote Similarity NPD969 Suspended
0.6861 Remote Similarity NPD2354 Approved
0.686 Remote Similarity NPD9568 Approved
0.686 Remote Similarity NPD694 Clinical (unspecified phase)
0.685 Remote Similarity NPD1819 Approved
0.685 Remote Similarity NPD1818 Approved
0.685 Remote Similarity NPD1820 Approved
0.685 Remote Similarity NPD1817 Approved
0.6842 Remote Similarity NPD9610 Approved
0.6842 Remote Similarity NPD5909 Discontinued
0.6842 Remote Similarity NPD9608 Approved
0.6833 Remote Similarity NPD593 Approved
0.6833 Remote Similarity NPD9281 Approved
0.6833 Remote Similarity NPD595 Approved
0.6829 Remote Similarity NPD6830 Clinical (unspecified phase)
0.6825 Remote Similarity NPD2982 Phase 2
0.6825 Remote Similarity NPD2983 Phase 2
0.6822 Remote Similarity NPD4908 Phase 1
0.6815 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6815 Remote Similarity NPD5865 Clinical (unspecified phase)
0.6815 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6815 Remote Similarity NPD2344 Approved
0.6815 Remote Similarity NPD2353 Approved
0.68 Remote Similarity NPD776 Approved
0.68 Remote Similarity NPD3705 Approved

  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