Natural Product: NPC157213

Natural Product IDNPC157213
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Mequinol
IUPAC Name 4-methoxyphenol
Synonyms 4-Hydroxyanisole; 4-Methoxyphenol; 4HA; BMS-181158; HQMME; Hydroxyquinone Methyl Ether; Leucobasal; Leucodine B; Mechinolum; Menthyl Anthranilate; Mequinol; Novo-Dermoquinona; p-Guaiacol; p-Hydroxyanisole
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL544
PubChem CID 9015
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000134] Phenols
        • [CHEMONTID:0000190] Methoxyphenols

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 NWVVVBRKAWDGAB-UHFFFAOYSA-N
Standard InCHI InChI=1S/C7H8O2/c1-9-7-4-2-6(8)3-5-7/h2-5,8H,1H3
SMILES COc1ccc(cc1)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   124.05 Volume:   130.743
?
Van der Waals volume.
Dense:   0.949 LogP:   1.548
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   1.508
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -0.667
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   1.0 Rigid Bonds:   6.0
TPSA:   29.46
?
Topological Polar Surface Area.
 H-Bond Acceptor:   2.0
H-Bond Donor:   1.0 Rings:   1.0
Heavy Atoms:   2.0

MedChem Properties

QED Drug-Likeness Score:   0.613 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   1.246 Fsp3:   0.143
MCE-18:   5.0
?
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:   0
Colloidal aggregators:   0.11 Fluc inhibitor:   0.23
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.007
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.001
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   1.0 Promiscuous compounds:   0.879

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.65 MDCK Permeability:   -4.624
Pgp-inhibitor:   0.058 Pgp-substrate:   0.16
PAMPA:   0.669
?
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):   0.031
20% Bioavailability (F20%):   0.259 30% Bioavailability (F30%):   0.172
50% Bioavailability (F50%):   0.635

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.372 MRP1:   0.601
Plasma Protein Binding (PPB):   56.633% Volume Distribution (VD):   -0.037
Fu: 32.863%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.855
OATP1B3 inhibitor:   0.891 BCRP inhibitor:   0.153
BSEP inhibitor:   0.489

ADMET: Metabolism

CYP1A2-inhibitor:   0.315 CYP1A2-substrate:   0.225
CYP2C19-inhibitor:   0.894 CYP2C19-substrate:   0.116
CYP2C9-inhibitor:   0.146 CYP2C9-substrate:   0.047
CYP2D6-inhibitor:   1.0 CYP2D6-substrate:   0.961
CYP3A4-inhibitor:   0.939 CYP3A4-substrate:   0.008
CYP2B6-substrate:   0.002 CYP2C8-inhibitor:   0.997
HLM stability:   0.236
?
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):  12.027 Half-life (T1/2):  1.239

ADMET: Toxicity

hERG Blockers:  0.148 hERG Blockers (10um):  0.672
Human Hepatotoxicity (H-HT):  0.398 Drug-induced Liver Injury (DILI):  0.32
AMES Toxicity:  0.492 Rat Oral Acute Toxicity:  0.33
Maximum Recommended Daily Dose:  0.301 Skin Sensitization:  0.915
Carcinogencity:  0.807 Eye Corrosion:  0.99
Eye Irritation:  0.997 Respiratory Toxicity:  0.6
Drug-induced Neurotoxicity:  0.476 Ototoxicity:  0.264
Hematotoxicity:  0.176 Drug-induced Nephrotoxicity:  0.113
Genotoxicity:  0.18 RPMI-8226 Immunitoxicity:  0.036
A549 Cytotoxicity:  0.208 Hek293 Cytotoxicity:  0.182
BCF:   0.893
?
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:   2.887
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   3.902
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   3.065
?
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
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. mycelium n.a. PMID[10423860]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. n.a. n.a. PMID[15863936]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. mycelium n.a. PMID[21848266]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. n.a. n.a. PMID[21848266]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]

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
NPT152 Individual protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 21689.9 nM PubChem BioAssay data set
NPT152 Individual protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 58899.4 nM PubChem BioAssay data set
NPT152 Individual protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 26601.1 nM PubChem BioAssay data set
NPT162 Individual protein Heat shock protein beta-1 Homo sapiens Potency n.a. 595.5 nM PubChem BioAssay data set
NPT106 Individual protein Peroxisome proliferator-activated receptor delta Homo sapiens Potency n.a. 26534.8 nM PubChem BioAssay data set
NPT103 Individual protein Nuclear receptor ROR-gamma Homo sapiens Potency n.a. 42163.2 nM PubChem BioAssay data set
NPT589 Individual protein Serum albumin Bos taurus Log 1/C = 3.4 n.a. PMID[3172126]
NPT20556 Single protein Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 9.263 % DOI[10.6019/CHEMBL4495564]
NPT692 Individual protein Histone deacetylase 6 Homo sapiens Inhibition = 1.74 % HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT692 Individual protein Histone deacetylase 6 Homo sapiens Inhibition = 19.41 % HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT696 Individual protein UDP-glucuronosyltransferase 2A1 Homo sapiens Activity = 520.0 pm/min/mg PMID[10836148]
NPT861 Individual protein Isocitrate dehydrogenase [NADP] cytoplasmic Homo sapiens Potency n.a. 20596.2 nM PubChem BioAssay data set
NPT43 Individual protein Tyrosinase Agaricus bisporus Kcat = 0.24 /s PMID[19601648]
NPT43 Individual protein Tyrosinase Agaricus bisporus Kcat/Km = 5139.0 n.a. PMID[19601648]
NPT43 Individual protein Tyrosinase Agaricus bisporus Kcat = 184.2 /s PMID[27480027]
NPT43 Individual protein Tyrosinase Agaricus bisporus Kcat/Km = 2300.0 /mM/s PMID[27480027]

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT137 Cell line L1210 Mus musculus log(1/ID50) = 0.02 n.a. PMID[16279782]
NPT116 Cell line HL-60 Homo sapiens log(1/ID50) = 3.6 n.a. PMID[16279782]
NPT404 Cell line CCRF-CEM Homo sapiens log(1/ID50) = 4.41 n.a. PMID[16279782]
NPT137 Cell line L1210 Mus musculus Activity < 15.0 % PMID[16279782]
NPT368 Cell line SN12C Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT370 Cell line NCI-H23 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT369 Cell line ACHN Homo sapiens GI50 n.a. 31332.86 nM PubChem BioAssay data set
NPT371 Cell line UO-31 Homo sapiens GI50 n.a. 57411.65 nM PubChem BioAssay data set
NPT372 Cell line HOP-92 Homo sapiens GI50 n.a. 44055.49 nM PubChem BioAssay data set
NPT116 Cell line HL-60 Homo sapiens GI50 n.a. 44055.49 nM PubChem BioAssay data set
NPT374 Cell line SF-539 Homo sapiens GI50 n.a. 47424.2 nM PubChem BioAssay data set
NPT373 Cell line SK-MEL-5 Homo sapiens GI50 n.a. 42756.29 nM PubChem BioAssay data set
NPT375 Cell line Malme-3M Homo sapiens GI50 n.a. 77624.71 nM PubChem BioAssay data set
NPT376 Cell line A498 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT111 Cell line K562 Homo sapiens GI50 n.a. 68076.94 nM PubChem BioAssay data set
NPT377 Cell line OVCAR-3 Homo sapiens GI50 n.a. 44771.33 nM PubChem BioAssay data set
NPT112 Cell line MOLT-4 Homo sapiens GI50 n.a. 74301.91 nM PubChem BioAssay data set
NPT379 Cell line HOP-62 Homo sapiens GI50 n.a. 40831.94 nM PubChem BioAssay data set
NPT380 Cell line U-251 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT382 Cell line OVCAR-5 Homo sapiens GI50 n.a. 35399.73 nM PubChem BioAssay data set
NPT381 Cell line OVCAR-8 Homo sapiens GI50 n.a. 55718.57 nM PubChem BioAssay data set
NPT383 Cell line SNB-19 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT384 Cell line TK-10 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT385 Cell line SR Homo sapiens GI50 n.a. 89742.88 nM PubChem BioAssay data set
NPT323 Cell line SW-620 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT573 Cell line M19-MEL Homo sapiens GI50 n.a. 95279.62 nM PubChem BioAssay data set
NPT386 Cell line KM12 Homo sapiens GI50 n.a. 42657.95 nM PubChem BioAssay data set
NPT574 Cell line XF498 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT387 Cell line M14 Homo sapiens GI50 n.a. 53456.44 nM PubChem BioAssay data set
NPT388 Cell line NCI-H322M Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT389 Cell line RPMI-8226 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT390 Cell line LOX IMVI Homo sapiens GI50 n.a. 48977.88 nM PubChem BioAssay data set
NPT456 Cell line OVCAR-4 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT147 Cell line SK-MEL-2 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT81 Cell line A549 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT575 Cell line KM-20L2 Homo sapiens GI50 n.a. 28641.78 nM PubChem BioAssay data set
NPT392 Cell line SNB-75 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT391 Cell line HCC 2998 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT148 Cell line HCT-15 Homo sapiens GI50 n.a. 24547.09 nM PubChem BioAssay data set
NPT393 Cell line HCT-116 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT395 Cell line SF-268 Homo sapiens GI50 n.a. 54954.09 nM PubChem BioAssay data set
NPT394 Cell line EKVX Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT146 Cell line SK-OV-3 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT731 Cell line LXFL 529 Homo sapiens GI50 n.a. 33573.76 nM PubChem BioAssay data set
NPT576 Cell line DMS-114 Homo sapiens GI50 n.a. 48417.24 nM PubChem BioAssay data set
NPT397 Cell line NCI-H460 Homo sapiens GI50 n.a. 97051.0 nM PubChem BioAssay data set
NPT398 Cell line UACC-62 Homo sapiens GI50 n.a. 24774.22 nM PubChem BioAssay data set
NPT308 Cell line CAKI-1 Homo sapiens GI50 n.a. 94406.09 nM PubChem BioAssay data set
NPT458 Cell line IGROV-1 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT577 Cell line RXF 631 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT403 Cell line UACC-257 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT401 Cell line 786-0 Homo sapiens GI50 n.a. 92044.96 nM PubChem BioAssay data set
NPT578 Cell line SNB-78 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT404 Cell line CCRF-CEM Homo sapiens GI50 n.a. 60255.96 nM PubChem BioAssay data set
NPT579 Cell line DLD-1 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT405 Cell line NCI-H226 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT170 Cell line SK-MEL-28 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT139 Cell line HT-29 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT406 Cell line RXF 393 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT407 Cell line COLO 205 Homo sapiens GI50 n.a. 100000.0 nM PubChem BioAssay data set
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 4775.5 nM PubChem BioAssay data set
NPT20555 Organism SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 15.57 % DOI[10.21203/rs.3.rs-23951/v1]
NPT20555 Organism SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.04 % DOI[10.6019/CHEMBL4495565]
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]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Activity = 61.3 % PMID[19601648]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Activity = 78.7 % PMID[19601648]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Activity = 60.0 % PMID[19601648]
NPT1365 Organism Trichoplusia ni Trichoplusia ni Activity = -26.5 % PMID[18020407]
NPT2 Others Unspecified n.a. Potency n.a. 33405.4 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 27535.7 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 47186.4 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 11882.3 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 74150 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 61130.6 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 66086.3 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 43641.2 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 68589.6 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 421.6 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 7415 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 52944 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 54482.7 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 15.5 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 6309.6 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 794.3 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 18356.4 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 17782.8 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. AC50 n.a. 15848.9 nM PubChem BioAssay data set

In vivo activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference





 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

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 NPC157213 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
0.6957 Remote Similarity NPC602003
0.64 Remote Similarity NPC307039
0.6 Remote Similarity NPC16649
0.55 Remote Similarity NPC23837
0.5357 Remote Similarity NPC609897
0.52 Remote Similarity NPC602758

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC157213 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
1.0 High Similarity NPD9295 Phase 4
0.5833 Remote Similarity NPD9376 Pre-clinical

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