Structure

Physi-Chem Properties

Molecular Weight:  110.04
Volume:  113.447
LogP:  0.814
LogD:  0.957
LogS:  0.273
# Rotatable Bonds:  0
TPSA:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.525
Synthetic Accessibility Score:  1.687
Fsp3:  0.0
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:  -4.499
MDCK Permeability:  1.5003308362793177e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.013
Human Intestinal Absorption (HIA):  0.011
20% Bioavailability (F20%):  0.954
30% Bioavailability (F30%):  0.902

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.048
Plasma Protein Binding (PPB):  44.18925476074219%
Volume Distribution (VD):  1.477
Pgp-substrate:  49.86601638793945%

ADMET: Metabolism

CYP1A2-inhibitor:  0.645
CYP1A2-substrate:  0.375
CYP2C19-inhibitor:  0.131
CYP2C19-substrate:  0.071
CYP2C9-inhibitor:  0.042
CYP2C9-substrate:  0.856
CYP2D6-inhibitor:  0.269
CYP2D6-substrate:  0.751
CYP3A4-inhibitor:  0.149
CYP3A4-substrate:  0.165

ADMET: Excretion

Clearance (CL):  16.027
Half-life (T1/2):  0.918

ADMET: Toxicity

hERG Blockers:  0.033
Human Hepatotoxicity (H-HT):  0.097
Drug-inuced Liver Injury (DILI):  0.034
AMES Toxicity:  0.085
Rat Oral Acute Toxicity:  0.915
Maximum Recommended Daily Dose:  0.038
Skin Sensitization:  0.924
Carcinogencity:  0.436
Eye Corrosion:  0.981
Eye Irritation:  0.979
Respiratory Toxicity:  0.196

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

  Natural Product: NPC270094

Natural Product ID:  NPC270094
Common Name*:   Resorcinol
IUPAC Name:   benzene-1,3-diol
Synonyms:   D.D.D.; Resorcin; Resorcinol; Tilloderm
Standard InCHIKey:  GHMLBKRAJCXXBS-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H
SMILES:  Oc1cccc(c1)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL24147
PubChem CID:   5054
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000134] Phenols
        • [CHEMONTID:0001286] Benzenediols
          • [CHEMONTID:0000137] Resorcinols

*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
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(00)94055-X]
NPO11277 Baeckea frutescens Species Myrtaceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(98)00534-2]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. flower n.a. DOI[10.3390/70200245]
NPO11277 Baeckea frutescens Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[12932146]
NPO12830 Styrax tonkinensis Species Styracaceae Eukaryota resin n.a. n.a. PMID[16724846]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24617303]
NPO18093 Rosa chinensis Species Rosaceae Eukaryota Flowers Muyang, China n.a. PMID[24621197]
NPO11277 Baeckea frutescens Species Myrtaceae Eukaryota aerial parts Nanning, Guangxi Province, China 2014-OCT PMID[28753309]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota Fruits n.a. n.a. PMID[8021657]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO18093 Rosa chinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11291 Styrax benzoin Species Styracaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18093 Rosa chinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12830 Styrax tonkinensis Species Styracaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11291 Styrax benzoin Species Styracaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8896 Anacardium occidentale Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11277 Baeckea frutescens Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11291 Styrax benzoin Species Styracaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12830 Styrax tonkinensis Species Styracaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18093 Rosa chinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11291 Styrax benzoin Species Styracaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18093 Rosa chinensis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12830 Styrax tonkinensis Species Styracaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12830 Styrax tonkinensis Species Styracaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11277 Baeckea frutescens Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11291 Styrax benzoin Species Styracaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8896 Anacardium occidentale 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
NPT589 Individual Protein Serum albumin Bos taurus Log 1/C = 3.15 n.a. PMID[520404]
NPT137 Cell Line L1210 Mus musculus log(1/ID50) = 0.79 n.a. PMID[520409]
NPT137 Cell Line L1210 Mus musculus log(1/ID50) = 3.46 n.a. PMID[520409]
NPT137 Cell Line L1210 Mus musculus Activity < 15.0 % PMID[520409]
NPT233 Individual Protein Carbonic anhydrase II Homo sapiens Ki = 7700.0 nM PMID[520412]
NPT1147 Individual Protein Carbonic anhydrase 15 Mus musculus Ki = 385000.0 nM PMID[520412]
NPT43 Individual Protein Tyrosinase Agaricus bisporus IC50 = 1440000.0 nM PMID[520414]
NPT324 Individual Protein Cyclooxygenase-1 Ovis aries IC50 = 3600.0 nM PMID[520417]
NPT324 Individual Protein Cyclooxygenase-1 Ovis aries IC50 = 30800.0 nM PMID[520417]
NPT324 Individual Protein Cyclooxygenase-1 Ovis aries Activity = 5.0 % PMID[520417]
NPT324 Individual Protein Cyclooxygenase-1 Ovis aries Kd = 86900.0 nM PMID[520417]
NPT43 Individual Protein Tyrosinase Agaricus bisporus Inhibition = 34.0 % PMID[520418]
NPT43 Individual Protein Tyrosinase Agaricus bisporus ID50 = 1.2 mM PMID[520418]
NPT1061 Individual Protein Carbonic anhydrase XIII Mus musculus Ki = 62600.0 nM PMID[520419]
NPT1063 Individual Protein Carbonic anhydrase VI Homo sapiens Ki = 550000.0 nM PMID[520419]
NPT1144 Individual Protein Carbonic anhydrase VB Homo sapiens Ki = 7100.0 nM PMID[520419]
NPT1143 Individual Protein Carbonic anhydrase VA Homo sapiens Ki = 8700.0 nM PMID[520419]
NPT1062 Individual Protein Carbonic anhydrase IV Homo sapiens Ki = 570000.0 nM PMID[520419]
NPT1146 Individual Protein Carbonic anhydrase III Homo sapiens Ki = 605000.0 nM PMID[520419]
NPT233 Individual Protein Carbonic anhydrase II Homo sapiens Ki = 7700.0 nM PMID[520419]
NPT483 Individual Protein Prelamin-A/C Homo sapiens Potency = 1000.0 nM PMID[520421]
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 6309.6 nM PMID[520421]
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 35481.3 nM PMID[520421]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 31622.8 nM PMID[520421]
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 31622.8 nM PMID[520421]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 10000.0 nM PMID[520421]
NPT2243 Individual Protein Carbonic anhydrase Dicentrarchus labrax Ki = 6420.0 nM PMID[520422]
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 15848.9 nM PMID[520421]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 66824.2 nM PMID[520421]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 13335.9 nM PMID[520421]
NPT102 Individual Protein Interleukin-8 Homo sapiens Potency n.a. 74978.0 nM PMID[520421]
NPT103 Individual Protein Nuclear receptor ROR-gamma Homo sapiens Potency n.a. 74978.0 nM PMID[520421]
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency n.a. 398.1 nM PMID[520421]
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens Activity = 91.8 % PMID[520425]
NPT233 Individual Protein Carbonic anhydrase II Homo sapiens Ki = 7700.0 nM PMID[520428]
NPT43 Individual Protein Tyrosinase Agaricus bisporus IC50 = 1125000.0 nM PMID[520430]
NPT43 Individual Protein Tyrosinase Agaricus bisporus IC50 = 652000.0 nM PMID[520430]
NPT43 Individual Protein Tyrosinase Agaricus bisporus Km = 460000.0 nM PMID[520430]
NPT43 Individual Protein Tyrosinase Agaricus bisporus Kcat = 18.34 /s PMID[520430]
NPT43 Individual Protein Tyrosinase Agaricus bisporus Kcat/Km = 39.9 /mM/s PMID[520430]
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 26832.5 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 16875.5 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 33488.9 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 24541.2 nM PubChem BioAssay data set
NPT27 Others Unspecified Log k' w = 0.544 n.a. PMID[520404]
NPT35 Others n.a. LogP = 0.8 n.a. PMID[520404]
NPT35 Others n.a. LogP = 0.85 n.a. PMID[520405]
NPT27 Others Unspecified pka = 9.5 n.a. PMID[520405]
NPT35 Others n.a. LogP = 0.8 n.a. PMID[520406]
NPT79 Organism Bacillus subtilis Bacillus subtilis IC50 = 3830000.0 nM PMID[520407]
NPT35 Others n.a. LogP = 0.78 n.a. PMID[520407]
NPT35 Others n.a. pKa = 9.4 n.a. PMID[520407]
NPT35 Others n.a. LogD = 0.78 n.a. PMID[520407]
NPT79 Organism Bacillus subtilis Bacillus subtilis Log 1/I50 = 2.42 1/M PMID[520407]
NPT27 Others Unspecified Activity = 27.9 % PMID[520408]
NPT27 Others Unspecified Activity < 1.0 % PMID[520408]
NPT35 Others n.a. pKa = 9.21 n.a. PMID[520408]
NPT605 Organism Homo sapiens Homo sapiens log Kp = -7.18 cm/s PMID[520408]
NPT27 Others Unspecified log Pe = -5.62 cm/s PMID[520408]
NPT27 Others Unspecified Activity = 4.4 % PMID[520408]
NPT27 Others Unspecified log Pe = -4.66 cm/s PMID[520408]
NPT35 Others n.a. LogP = 0.8 n.a. PMID[520410]
NPT615 Tissue Skin Homo sapiens log Kp = -7.18 n.a. PMID[520410]
NPT27 Others Unspecified log Pe = -5.62 n.a. PMID[520410]
NPT615 Tissue Skin Homo sapiens log Kp = -6.91 n.a. PMID[520411]
NPT947 Individual Protein Carbonic anhydrase I Homo sapiens Ki = 795000.0 nM PMID[520412]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 256.0 ug.mL-1 PMID[520413]
NPT1 Others Radical scavenging activity Activity = 0.29 n.a. PMID[520415]
NPT35 Others n.a. Ratio = 1.7 n.a. PMID[520415]
NPT2 Others Unspecified Ki = 8.72 nM PMID[520416]
NPT2 Others Unspecified Km = 24820000.0 nM PMID[520416]
NPT2 Others Unspecified Ki = 8.83 nM PMID[520416]
NPT2 Others Unspecified Vmax = 18.0 nmol/min PMID[520416]
NPT2 Others Unspecified Km = 12620000.0 nM PMID[520416]
NPT2 Others Unspecified Vmax = 18.13 nmol/min PMID[520416]
NPT954 Individual Protein Carbonic anhydrase XIV Homo sapiens Ki = 10700.0 nM PMID[520419]
NPT949 Individual Protein Carbonic anhydrase XII Homo sapiens Ki = 7500.0 nM PMID[520419]
NPT948 Individual Protein Carbonic anhydrase IX Homo sapiens Ki = 69700.0 nM PMID[520419]
NPT955 Individual Protein Carbonic anhydrase VII Homo sapiens Ki = 644000.0 nM PMID[520419]
NPT947 Individual Protein Carbonic anhydrase I Homo sapiens Ki = 795000.0 nM PMID[520419]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 44668.4 nM PMID[520421]
NPT2 Others Unspecified Potency = 31622.8 nM PMID[520421]
NPT741 Individual Protein Tyrosinase Homo sapiens Activity = 75.0 % PMID[520423]
NPT741 Individual Protein Tyrosinase Homo sapiens Activity = 37.0 % PMID[520423]
NPT741 Individual Protein Tyrosinase Homo sapiens Activity = 26.0 % PMID[520423]
NPT741 Individual Protein Tyrosinase Homo sapiens Activity = 32.0 % PMID[520423]
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 89.71 % PMID[520424]
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 104.23 % PMID[520424]
NPT610 Others Molecular identity unknown Potency n.a. 59557.2 nM PMID[520421]
NPT35 Others n.a. LogP = 0.8 n.a. PMID[520426]
NPT2 Others Unspecified AC50 n.a. 7079.5 nM PMID[520427]
NPT2 Others Unspecified Ac50 n.a. 7.079 uM PMID[520427]
NPT947 Individual Protein Carbonic anhydrase I Homo sapiens Ki = 795000.0 nM PMID[520428]
NPT2 Others Unspecified MHC = 10.0 ug PMID[520429]
NPT2 Others Unspecified FC = 2.0 n.a. PMID[520429]
NPT35 Others n.a. LogP = 1.48 n.a. PMID[520429]
NPT2 Others Unspecified Ratio Ki >= 16.4 n.a. PMID[520431]
NPT2 Others Unspecified Ki = 6100.0 nM PMID[520431]
NPT2 Others Unspecified Ratio Ki = 1.54 n.a. PMID[520431]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 41.35 % PMID[520432]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Hit score = 0.1269 n.a. PMID[520433]
NPT2 Others Unspecified Inhibition = 20.0 % PMID[520434]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 18.27 % PMID[520435]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.06 % PMID[520436]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 20000.0 nM PMID[520437]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 19952.62 nM PMID[520437]
NPT25083 SINGLE PROTEIN Arginase-1 Bos taurus Inhibition = 7.0 % PMID[520438]
NPT741 Individual Protein Tyrosinase Homo sapiens IC50 > 3000000.0 nM PMID[520439]
NPT2 Others Unspecified Potency n.a. 9489.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 943.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 10550.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 475.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 377.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 59332.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 26502.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1188.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 42389.4 nM PubChem BioAssay data set

☑ 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 NPC270094 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
0.9868 High Similarity NPC4154
0.9268 High Similarity NPC280254
0.8947 High Similarity NPC100980
0.8941 High Similarity NPC288923
0.8734 High Similarity NPC65517
0.8636 High Similarity NPC16649
0.8523 High Similarity NPC295295
0.8415 Intermediate Similarity NPC204932
0.8352 Intermediate Similarity NPC291789
0.8261 Intermediate Similarity NPC80027
0.8172 Intermediate Similarity NPC10588
0.8172 Intermediate Similarity NPC161571
0.8172 Intermediate Similarity NPC275053
0.8172 Intermediate Similarity NPC248573
0.8172 Intermediate Similarity NPC166761
0.8085 Intermediate Similarity NPC143659
0.8085 Intermediate Similarity NPC100340
0.8085 Intermediate Similarity NPC284011
0.8085 Intermediate Similarity NPC72947
0.8 Intermediate Similarity NPC53051
0.8 Intermediate Similarity NPC242342
0.8 Intermediate Similarity NPC94351
0.8 Intermediate Similarity NPC222522
0.8 Intermediate Similarity NPC85479
0.8 Intermediate Similarity NPC24404
0.8 Intermediate Similarity NPC106396
0.8 Intermediate Similarity NPC313030
0.8 Intermediate Similarity NPC146798
0.8 Intermediate Similarity NPC249828
0.8 Intermediate Similarity NPC168303
0.8 Intermediate Similarity NPC71002
0.8 Intermediate Similarity NPC302219
0.7978 Intermediate Similarity NPC302546
0.7975 Intermediate Similarity NPC215445
0.7917 Intermediate Similarity NPC119860
0.7917 Intermediate Similarity NPC241891
0.7917 Intermediate Similarity NPC102216
0.7917 Intermediate Similarity NPC30506
0.7895 Intermediate Similarity NPC137415
0.7895 Intermediate Similarity NPC166313
0.7895 Intermediate Similarity NPC11280
0.7895 Intermediate Similarity NPC192032
0.7895 Intermediate Similarity NPC294186
0.7895 Intermediate Similarity NPC147310
0.7895 Intermediate Similarity NPC24407
0.7889 Intermediate Similarity NPC47950
0.7889 Intermediate Similarity NPC300478
0.7865 Intermediate Similarity NPC47422
0.7835 Intermediate Similarity NPC474839
0.7835 Intermediate Similarity NPC307875
0.7835 Intermediate Similarity NPC134829
0.7835 Intermediate Similarity NPC292452
0.7831 Intermediate Similarity NPC322285
0.7816 Intermediate Similarity NPC124436
0.7816 Intermediate Similarity NPC319826
0.7816 Intermediate Similarity NPC38459
0.7816 Intermediate Similarity NPC265146
0.7816 Intermediate Similarity NPC33756
0.7755 Intermediate Similarity NPC118286
0.7755 Intermediate Similarity NPC473653
0.7755 Intermediate Similarity NPC248904
0.7755 Intermediate Similarity NPC109691
0.7755 Intermediate Similarity NPC302681
0.7755 Intermediate Similarity NPC39664
0.7755 Intermediate Similarity NPC39097
0.7755 Intermediate Similarity NPC470700
0.7732 Intermediate Similarity NPC218879
0.7732 Intermediate Similarity NPC227458
0.7732 Intermediate Similarity NPC244513
0.7727 Intermediate Similarity NPC175313
0.7727 Intermediate Similarity NPC150837
0.7727 Intermediate Similarity NPC286904
0.7727 Intermediate Similarity NPC248817
0.7677 Intermediate Similarity NPC124712
0.7677 Intermediate Similarity NPC176527
0.7677 Intermediate Similarity NPC61033
0.7677 Intermediate Similarity NPC204901
0.7677 Intermediate Similarity NPC54844
0.7677 Intermediate Similarity NPC305603
0.7677 Intermediate Similarity NPC158253
0.7677 Intermediate Similarity NPC232523
0.7667 Intermediate Similarity NPC157213
0.7667 Intermediate Similarity NPC104216
0.7653 Intermediate Similarity NPC246056
0.7653 Intermediate Similarity NPC37802
0.764 Intermediate Similarity NPC155393
0.764 Intermediate Similarity NPC197783
0.76 Intermediate Similarity NPC58427
0.76 Intermediate Similarity NPC114392
0.76 Intermediate Similarity NPC34864
0.76 Intermediate Similarity NPC61885
0.76 Intermediate Similarity NPC174981
0.76 Intermediate Similarity NPC105727
0.76 Intermediate Similarity NPC63698
0.7576 Intermediate Similarity NPC232654
0.7576 Intermediate Similarity NPC201662
0.7576 Intermediate Similarity NPC99836
0.7576 Intermediate Similarity NPC164576
0.7576 Intermediate Similarity NPC12640
0.7556 Intermediate Similarity NPC307235
0.7556 Intermediate Similarity NPC407
0.7556 Intermediate Similarity NPC184169
0.7556 Intermediate Similarity NPC23167
0.7553 Intermediate Similarity NPC313650
0.7525 Intermediate Similarity NPC19808
0.7525 Intermediate Similarity NPC33728
0.7525 Intermediate Similarity NPC202647
0.75 Intermediate Similarity NPC312304
0.75 Intermediate Similarity NPC277758
0.75 Intermediate Similarity NPC300017
0.7473 Intermediate Similarity NPC113460
0.7473 Intermediate Similarity NPC27974
0.7473 Intermediate Similarity NPC25493
0.7451 Intermediate Similarity NPC94045
0.7451 Intermediate Similarity NPC475018
0.7451 Intermediate Similarity NPC247871
0.7444 Intermediate Similarity NPC252149
0.7426 Intermediate Similarity NPC187958
0.7419 Intermediate Similarity NPC45040
0.7419 Intermediate Similarity NPC270547
0.7396 Intermediate Similarity NPC315921
0.7396 Intermediate Similarity NPC88420
0.7391 Intermediate Similarity NPC258219
0.7391 Intermediate Similarity NPC280347
0.7391 Intermediate Similarity NPC123273
0.7391 Intermediate Similarity NPC98772
0.7391 Intermediate Similarity NPC318325
0.7391 Intermediate Similarity NPC242240
0.7391 Intermediate Similarity NPC177420
0.7379 Intermediate Similarity NPC224527
0.7379 Intermediate Similarity NPC476632
0.7379 Intermediate Similarity NPC4493
0.7379 Intermediate Similarity NPC268032
0.7379 Intermediate Similarity NPC90520
0.7379 Intermediate Similarity NPC296920
0.7379 Intermediate Similarity NPC225679
0.7379 Intermediate Similarity NPC165770
0.7353 Intermediate Similarity NPC299568
0.7353 Intermediate Similarity NPC186385
0.734 Intermediate Similarity NPC138117
0.734 Intermediate Similarity NPC325292
0.734 Intermediate Similarity NPC29373
0.734 Intermediate Similarity NPC181709
0.7312 Intermediate Similarity NPC55561
0.7312 Intermediate Similarity NPC151764
0.7312 Intermediate Similarity NPC192
0.7308 Intermediate Similarity NPC280606
0.7308 Intermediate Similarity NPC166995
0.7308 Intermediate Similarity NPC43525
0.73 Intermediate Similarity NPC471350
0.7283 Intermediate Similarity NPC19680
0.7282 Intermediate Similarity NPC242178
0.7282 Intermediate Similarity NPC168657
0.7282 Intermediate Similarity NPC224870
0.7282 Intermediate Similarity NPC43411
0.7273 Intermediate Similarity NPC168393
0.7263 Intermediate Similarity NPC81010
0.7263 Intermediate Similarity NPC128062
0.7263 Intermediate Similarity NPC151715
0.7263 Intermediate Similarity NPC114325
0.7263 Intermediate Similarity NPC32977
0.7245 Intermediate Similarity NPC130103
0.7241 Intermediate Similarity NPC124576
0.7238 Intermediate Similarity NPC117846
0.7238 Intermediate Similarity NPC223004
0.7238 Intermediate Similarity NPC261343
0.7234 Intermediate Similarity NPC204210
0.7234 Intermediate Similarity NPC306074
0.7234 Intermediate Similarity NPC155908
0.7234 Intermediate Similarity NPC304541
0.7234 Intermediate Similarity NPC174048
0.7234 Intermediate Similarity NPC231150
0.7234 Intermediate Similarity NPC322888
0.7212 Intermediate Similarity NPC255068
0.7188 Intermediate Similarity NPC274678
0.7188 Intermediate Similarity NPC107522
0.7188 Intermediate Similarity NPC26244
0.7188 Intermediate Similarity NPC257182
0.7188 Intermediate Similarity NPC286006
0.7188 Intermediate Similarity NPC246679
0.717 Intermediate Similarity NPC276111
0.717 Intermediate Similarity NPC22610
0.717 Intermediate Similarity NPC107240
0.717 Intermediate Similarity NPC276737
0.717 Intermediate Similarity NPC228287
0.717 Intermediate Similarity NPC118288
0.717 Intermediate Similarity NPC180508
0.7158 Intermediate Similarity NPC94139
0.7158 Intermediate Similarity NPC162314
0.7158 Intermediate Similarity NPC306884
0.7158 Intermediate Similarity NPC3358
0.7158 Intermediate Similarity NPC210497
0.7158 Intermediate Similarity NPC147284
0.7158 Intermediate Similarity NPC55903
0.7158 Intermediate Similarity NPC271440
0.7143 Intermediate Similarity NPC473521
0.7113 Intermediate Similarity NPC216520
0.7113 Intermediate Similarity NPC292730
0.7113 Intermediate Similarity NPC132271
0.7113 Intermediate Similarity NPC283711

  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 NPC270094 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 NPD9089 Approved
0.9868 High Similarity NPD9093 Approved
0.9268 High Similarity NPD9094 Approved
0.8947 High Similarity NPD9087 Approved
0.8734 High Similarity NPD9088 Approved
0.8172 Intermediate Similarity NPD1242 Phase 1
0.8085 Intermediate Similarity NPD846 Approved
0.8085 Intermediate Similarity NPD940 Approved
0.7816 Intermediate Similarity NPD111 Approved
0.7816 Intermediate Similarity NPD9073 Approved
0.7667 Intermediate Similarity NPD9295 Approved
0.7396 Intermediate Similarity NPD9273 Approved
0.7353 Intermediate Similarity NPD4750 Phase 3
0.7263 Intermediate Similarity NPD9296 Approved
0.7263 Intermediate Similarity NPD2933 Approved
0.7263 Intermediate Similarity NPD2934 Approved
0.7188 Intermediate Similarity NPD2859 Approved
0.7188 Intermediate Similarity NPD2860 Approved
0.7083 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD9097 Approved
0.7041 Intermediate Similarity NPD9096 Approved
0.7041 Intermediate Similarity NPD68 Approved
0.7041 Intermediate Similarity NPD9095 Approved
0.701 Intermediate Similarity NPD844 Approved
0.6979 Remote Similarity NPD845 Approved
0.697 Remote Similarity NPD3020 Approved
0.6947 Remote Similarity NPD9365 Approved
0.6939 Remote Similarity NPD288 Approved
0.6909 Remote Similarity NPD1548 Phase 1
0.69 Remote Similarity NPD289 Clinical (unspecified phase)
0.6827 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6762 Remote Similarity NPD74 Approved
0.6762 Remote Similarity NPD9266 Approved
0.6705 Remote Similarity NPD9294 Approved
0.6698 Remote Similarity NPD9380 Clinical (unspecified phase)
0.6667 Remote Similarity NPD422 Phase 1
0.6667 Remote Similarity NPD1610 Phase 2
0.6667 Remote Similarity NPD9267 Approved
0.6667 Remote Similarity NPD9263 Approved
0.6667 Remote Similarity NPD9264 Approved
0.6667 Remote Similarity NPD291 Approved
0.6667 Remote Similarity NPD1809 Phase 2
0.6636 Remote Similarity NPD9280 Clinical (unspecified phase)
0.6571 Remote Similarity NPD968 Approved
0.6538 Remote Similarity NPD9610 Approved
0.6538 Remote Similarity NPD9608 Approved
0.6509 Remote Similarity NPD9507 Approved
0.6466 Remote Similarity NPD9269 Phase 2
0.6442 Remote Similarity NPD9500 Approved
0.6415 Remote Similarity NPD1444 Approved
0.6415 Remote Similarity NPD1445 Approved
0.641 Remote Similarity NPD4749 Approved
0.6404 Remote Similarity NPD9268 Approved
0.6396 Remote Similarity NPD1476 Clinical (unspecified phase)
0.6389 Remote Similarity NPD3022 Approved
0.6389 Remote Similarity NPD3021 Approved
0.6355 Remote Similarity NPD290 Approved
0.6355 Remote Similarity NPD9552 Approved
0.6286 Remote Similarity NPD9261 Approved
0.6283 Remote Similarity NPD9493 Approved
0.6281 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6281 Remote Similarity NPD4908 Phase 1
0.6273 Remote Similarity NPD228 Approved
0.625 Remote Similarity NPD3028 Approved
0.625 Remote Similarity NPD9281 Approved
0.625 Remote Similarity NPD602 Approved
0.625 Remote Similarity NPD858 Approved
0.625 Remote Similarity NPD599 Approved
0.625 Remote Similarity NPD859 Approved
0.6239 Remote Similarity NPD1792 Phase 2
0.623 Remote Similarity NPD4625 Phase 3
0.623 Remote Similarity NPD3027 Phase 3
0.6228 Remote Similarity NPD1408 Clinical (unspecified phase)
0.6228 Remote Similarity NPD856 Approved
0.6228 Remote Similarity NPD317 Approved
0.6228 Remote Similarity NPD318 Approved
0.6228 Remote Similarity NPD16 Approved
0.6226 Remote Similarity NPD9501 Approved
0.6216 Remote Similarity NPD9377 Approved
0.6216 Remote Similarity NPD9379 Approved
0.6204 Remote Similarity NPD2342 Discontinued
0.6198 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6182 Remote Similarity NPD9376 Approved
0.6179 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6174 Remote Similarity NPD1759 Phase 1
0.6174 Remote Similarity NPD7534 Approved
0.6174 Remote Similarity NPD7533 Approved
0.6174 Remote Similarity NPD9545 Approved
0.6161 Remote Similarity NPD2234 Approved
0.6161 Remote Similarity NPD2228 Approved
0.6161 Remote Similarity NPD2229 Approved
0.6116 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6106 Remote Similarity NPD9618 Approved
0.6106 Remote Similarity NPD9299 Approved
0.6106 Remote Similarity NPD9614 Approved
0.6102 Remote Similarity NPD1091 Approved
0.6091 Remote Similarity NPD556 Approved
0.6087 Remote Similarity NPD1758 Phase 1
0.608 Remote Similarity NPD943 Approved
0.608 Remote Similarity NPD1240 Approved
0.608 Remote Similarity NPD1613 Approved
0.608 Remote Similarity NPD1612 Clinical (unspecified phase)
0.608 Remote Similarity NPD468 Phase 1
0.608 Remote Similarity NPD1555 Discontinued
0.6075 Remote Similarity NPD9244 Approved
0.6071 Remote Similarity NPD7635 Approved
0.6071 Remote Similarity NPD1105 Clinical (unspecified phase)
0.6068 Remote Similarity NPD9381 Approved
0.6068 Remote Similarity NPD5238 Clinical (unspecified phase)
0.6068 Remote Similarity NPD9384 Approved
0.6064 Remote Similarity NPD9250 Approved
0.6053 Remote Similarity NPD9342 Approved
0.6053 Remote Similarity NPD255 Approved
0.6053 Remote Similarity NPD256 Approved
0.6053 Remote Similarity NPD6671 Approved
0.6048 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6033 Remote Similarity NPD1134 Approved
0.6033 Remote Similarity NPD1133 Approved
0.6033 Remote Similarity NPD1135 Approved
0.6033 Remote Similarity NPD1129 Approved
0.6033 Remote Similarity NPD1131 Approved
0.6 Remote Similarity NPD405 Clinical (unspecified phase)
0.6 Remote Similarity NPD2982 Phase 2
0.6 Remote Similarity NPD9568 Approved
0.6 Remote Similarity NPD9256 Approved
0.6 Remote Similarity NPD2684 Approved
0.6 Remote Similarity NPD2983 Phase 2
0.6 Remote Similarity NPD9258 Approved
0.5984 Remote Similarity NPD1607 Approved
0.5984 Remote Similarity NPD2568 Approved
0.5982 Remote Similarity NPD6124 Clinical (unspecified phase)
0.5966 Remote Similarity NPD1201 Approved
0.5965 Remote Similarity NPD1793 Approved
0.5965 Remote Similarity NPD1791 Approved
0.5948 Remote Similarity NPD9616 Approved
0.5948 Remote Similarity NPD9613 Approved
0.5948 Remote Similarity NPD9615 Approved
0.5929 Remote Similarity NPD821 Approved
0.592 Remote Similarity NPD6859 Clinical (unspecified phase)
0.5917 Remote Similarity NPD2562 Approved
0.5917 Remote Similarity NPD2981 Phase 2
0.5917 Remote Similarity NPD2561 Approved
0.5906 Remote Similarity NPD230 Phase 1
0.5897 Remote Similarity NPD316 Approved
0.5897 Remote Similarity NPD3091 Approved
0.5891 Remote Similarity NPD1510 Phase 2
0.5891 Remote Similarity NPD651 Clinical (unspecified phase)
0.5882 Remote Similarity NPD159 Clinical (unspecified phase)
0.5877 Remote Similarity NPD7159 Clinical (unspecified phase)
0.5872 Remote Similarity NPD9697 Approved
0.5868 Remote Similarity NPD4659 Approved
0.5868 Remote Similarity NPD9622 Approved
0.5846 Remote Similarity NPD1551 Phase 2
0.5833 Remote Similarity NPD3092 Approved
0.5826 Remote Similarity NPD475 Phase 2
0.5826 Remote Similarity NPD911 Approved
0.582 Remote Similarity NPD3225 Approved
0.5818 Remote Similarity NPD3134 Approved
0.5812 Remote Similarity NPD313 Approved
0.5806 Remote Similarity NPD3018 Phase 2
0.5802 Remote Similarity NPD1552 Clinical (unspecified phase)
0.5802 Remote Similarity NPD1550 Clinical (unspecified phase)
0.5798 Remote Similarity NPD2932 Approved
0.5798 Remote Similarity NPD4059 Approved
0.5798 Remote Similarity NPD3019 Approved
0.5798 Remote Similarity NPD2286 Discontinued
0.5789 Remote Similarity NPD7843 Approved
0.5785 Remote Similarity NPD9717 Approved
0.5776 Remote Similarity NPD191 Approved
0.5772 Remote Similarity NPD1203 Approved
0.5772 Remote Similarity NPD4104 Clinical (unspecified phase)
0.5772 Remote Similarity NPD4103 Phase 2
0.5772 Remote Similarity NPD1164 Approved
0.5772 Remote Similarity NPD1470 Approved
0.5772 Remote Similarity NPD3094 Phase 2
0.5772 Remote Similarity NPD4339 Clinical (unspecified phase)
0.5769 Remote Similarity NPD1509 Clinical (unspecified phase)
0.5766 Remote Similarity NPD1358 Approved
0.5763 Remote Similarity NPD2226 Clinical (unspecified phase)
0.5763 Remote Similarity NPD5304 Approved
0.5763 Remote Similarity NPD5303 Approved
0.5758 Remote Similarity NPD1549 Phase 2
0.5755 Remote Similarity NPD9495 Approved
0.575 Remote Similarity NPD915 Approved
0.575 Remote Similarity NPD3421 Phase 3
0.5748 Remote Similarity NPD6407 Approved
0.5748 Remote Similarity NPD6405 Approved
0.5728 Remote Similarity NPD9251 Approved
0.5726 Remote Similarity NPD9621 Approved
0.5726 Remote Similarity NPD9620 Approved
0.5726 Remote Similarity NPD9619 Approved
0.5726 Remote Similarity NPD1469 Clinical (unspecified phase)
0.5725 Remote Similarity NPD6100 Approved
0.5725 Remote Similarity NPD6099 Approved
0.5714 Remote Similarity NPD4093 Discontinued
0.5714 Remote Similarity NPD1357 Approved
0.5702 Remote Similarity NPD5351 Clinical (unspecified phase)
0.5702 Remote Similarity NPD5350 Clinical (unspecified phase)
0.5702 Remote Similarity NPD3151 Clinical (unspecified phase)
0.5702 Remote Similarity NPD1535 Discovery

  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