Natural Product: NPC192577

Natural Product IDNPC192577
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Alpha-Lapachone
IUPAC Name 2,2-dimethyl-3,4-dihydrobenzo[g]chromene-5,10-dione
Synonyms Alpha-Lapachone
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL441441
PubChem CID 72732
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0001640] Naphthopyrans
        • [CHEMONTID:0001641] Naphthopyranones

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 PJWHOPKRRBUSDH-UHFFFAOYSA-N
Standard InCHI InChI=1S/C15H14O3/c1-15(2)8-7-11-12(16)9-5-3-4-6-10(9)13(17)14(11)18-15/h3-6H,7-8H2,1-2H3
SMILES O=C1C2=C(CCC(O2)(C)C)C(=O)c2c1cccc2

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   242.09 Volume:   252.879
?
Van der Waals volume.
Dense:   0.957 LogP:   3.027
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.001
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -4.367
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   0.0 Rigid Bonds:   18.0
TPSA:   43.37
?
Topological Polar Surface Area.
 H-Bond Acceptor:   3.0
H-Bond Donor:   0.0 Rings:   3.0
Heavy Atoms:   3.0

MedChem Properties

QED Drug-Likeness Score:   0.702 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   2.538 Fsp3:   0.333
MCE-18:   41.4
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Accepted GSK Rule:   Rejected
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   1
Colloidal aggregators:   0.071 Fluc inhibitor:   0.351
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.305
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.483
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.702 Promiscuous compounds:   0.099

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.57 MDCK Permeability:   -4.487
Pgp-inhibitor:   0.998 Pgp-substrate:   0.0
PAMPA:   0.687
?
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):   0.856
20% Bioavailability (F20%):   0.017 30% Bioavailability (F30%):   0.764
50% Bioavailability (F50%):   0.824

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.002 MRP1:   0.482
Plasma Protein Binding (PPB):   98.66% Volume Distribution (VD):   0.311
Fu: 1.309%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.997
OATP1B3 inhibitor:   0.996 BCRP inhibitor:   0.004
BSEP inhibitor:   0.944

ADMET: Metabolism

CYP1A2-inhibitor:   0.479 CYP1A2-substrate:   0.999
CYP2C19-inhibitor:   0.629 CYP2C19-substrate:   0.993
CYP2C9-inhibitor:   0.0 CYP2C9-substrate:   0.999
CYP2D6-inhibitor:   0.0 CYP2D6-substrate:   0.526
CYP3A4-inhibitor:   0.001 CYP3A4-substrate:   0.898
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.999
HLM stability:   0.955
?
Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):  5.214 Half-life (T1/2):  1.156

ADMET: Toxicity

hERG Blockers:  0.086 hERG Blockers (10um):  0.513
Human Hepatotoxicity (H-HT):  0.758 Drug-induced Liver Injury (DILI):  0.67
AMES Toxicity:  0.67 Rat Oral Acute Toxicity:  0.332
Maximum Recommended Daily Dose:  0.398 Skin Sensitization:  0.937
Carcinogencity:  0.873 Eye Corrosion:  0.552
Eye Irritation:  0.977 Respiratory Toxicity:  0.362
Drug-induced Neurotoxicity:  0.617 Ototoxicity:  0.253
Hematotoxicity:  0.65 Drug-induced Nephrotoxicity:  0.639
Genotoxicity:  0.34 RPMI-8226 Immunitoxicity:  0.089
A549 Cytotoxicity:  0.065 Hek293 Cytotoxicity:  0.243
BCF:   1.97
?
Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].
 IGC50:   4.689
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   6.271
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   5.774
?
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
NPO20768 Ekmanianthe longiflora Species Bignoniaceae Eukaryota roots n.a. n.a. PMID[10785421]
NPO487 Tabebuia avellanedae Species Bignoniaceae Eukaryota n.a. bark n.a. PMID[17950604]
NPO487 Tabebuia avellanedae Species Bignoniaceae Eukaryota n.a. n.a. n.a. PMID[17950604]
NPO487 Tabebuia avellanedae Species Bignoniaceae Eukaryota n.a. Brazilian n.a. PMID[19674905]
NPO9835 Catalpa ovata Species Bignoniaceae Eukaryota stem bark Medicinal Plant Garden, College of Pharmacy, Ewha Womans University 2013-DEC PMID[28787158]
NPO487 Tabebuia avellanedae Species Bignoniaceae Eukaryota n.a. n.a. n.a. PMID[32044231]
NPO9835 Catalpa ovata Species Bignoniaceae Eukaryota n.a. n.a. n.a. PMID[9599262]
NPO487 Tabebuia avellanedae Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3751 Orthantha lutea n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO18640 Tectona grandis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9835 Catalpa ovata Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18640 Tectona grandis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9835 Catalpa ovata Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9835 Catalpa ovata Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18640 Tectona grandis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9835 Catalpa ovata Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18640 Tectona grandis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18640 Tectona grandis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20768 Ekmanianthe longiflora Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3751 Orthantha lutea n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO487 Tabebuia avellanedae Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12083 Hydnellum zonatum Species Thelephoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9835 Catalpa ovata Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].



  NP Quantity Composition/Concentration

Organism ID Organism Name Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].



 Biological Activity

Molecular-level activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1078 Individual protein Indoleamine 2,3-dioxygenase Homo sapiens IC50 = 4340.0 nM PMID[18318466]
NPT2936 Individual protein NADPH--cytochrome P450 reductase Homo sapiens Activity = 1010.0 micromol/min PMID[28214631]
NPT935 Individual protein Quinone reductase 1) Homo sapiens Activity = 719.0 micromol/min PMID[28214631]
NPT25570 Single protein Dihydroorotate dehydrogenase (quinone), mitochondrial Schistosoma mansoni Activity = 68.1 % PMID[30776695]

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell line HL-60 Homo sapiens IC50 = 13460.0 nM PMID[17249647]
NPT1851 Cell line Col2 Homo sapiens ED50 = 9.9 ug ml-1 PMID[10785421]
NPT91 Cell line KB Homo sapiens ED50 = 13.0 ug ml-1 PMID[10785421]
NPT858 Cell line LNCaP Homo sapiens ED50 = 7.1 ug ml-1 PMID[10785421]
NPT2345 Cell line SW626 Homo sapiens ED50 = 3.0 ug ml-1 PMID[10785421]
NPT136 Cell line SK-N-SH Homo sapiens ED50 = 5.1 ug ml-1 PMID[10785421]
NPT726 Cell line M109 Mus musculus ED50 = 9.0 ug ml-1 PMID[10785421]
NPT1851 Cell line Col2 Homo sapiens IC50 = 40900.0 nM PMID[12088425]
NPT91 Cell line KB Homo sapiens IC50 = 53700.0 nM PMID[12088425]
NPT858 Cell line LNCaP Homo sapiens IC50 = 29300.0 nM PMID[12088425]
NPT1034 Cell line Lu1 Homo sapiens IC50 = 21900.0 nM PMID[12088425]
NPT83 Cell line MCF7 Homo sapiens IC50 = 38000.0 nM PMID[12088425]
NPT147 Cell line SK-MEL-2 Homo sapiens IC50 = 7900.0 nM PMID[12088425]
NPT168 Cell line P388 Mus musculus IC50 = 800.0 nM PMID[12088425]
NPT2345 Cell line SW626 Homo sapiens IC50 = 12400.0 nM PMID[12088425]
NPT2345 Cell line SW626 Homo sapiens Inhibition = 0.0 % PMID[12088425]
NPT2345 Cell line SW626 Homo sapiens Inhibition = 10.3 % PMID[12088425]
NPT941 Cell line HaCaT Homo sapiens IC50 = 10000.0 nM PMID[10479319]
NPT179 Cell line A2780 Homo sapiens GI50 = 4000.0 nM PMID[20304655]
NPT1723 Cell line HBL-100 Homo sapiens GI50 = 14000.0 nM PMID[22560628]
NPT165 Cell line HeLa Homo sapiens GI50 = 15000.0 nM PMID[22560628]
NPT1577 Cell line SW1573 Homo sapiens GI50 = 3100.0 nM PMID[22560628]
NPT396 Cell line T47D Homo sapiens GI50 = 25000.0 nM PMID[20304655]
NPT1183 Cell line WiDr Homo sapiens GI50 = 26000.0 nM PMID[22560628]
NPT165 Cell line HeLa Homo sapiens GI50 = 25000.0 nM PMID[22819765]
NPT15 Cell line Jurkat Homo sapiens GI50 = 75000.0 nM PMID[22819765]
NPT15 Cell line Jurkat Homo sapiens Activity = 7.4 % PMID[22819765]
NPT81 Cell line A549 Homo sapiens GI50 = 16300.0 nM PMID[22819765]
NPT170 Cell line SK-MEL-28 Homo sapiens GI50 = 4700.0 nM PMID[22819765]
NPT114 Cell line LoVo Homo sapiens GI50 = 24400.0 nM PMID[22819765]
NPT306 Cell line PC-3 Homo sapiens GI50 = 13000.0 nM PMID[22819765]
NPT116 Cell line HL-60 Homo sapiens IC50 = 8180.0 nM DOI[10.1039/C4MD00371C]
NPT393 Cell line HCT-116 Homo sapiens IC50 = 19110.0 nM DOI[10.1039/C4MD00371C]
NPT381 Cell line OVCAR-8 Homo sapiens IC50 = 14790.0 nM DOI[10.1039/C4MD00371C]
NPT399 Cell line SF-295 Homo sapiens IC50 = 18770.0 nM DOI[10.1039/C4MD00371C]
NPT927 Cell line PBMC Homo sapiens IC50 > 20660.0 nM DOI[10.1039/C4MD00371C]
NPT171 Cell line MRC5 Homo sapiens IC50 > 100000.0 nM PMID[26638044]
NPT82 Cell line MDA-MB-231 Homo sapiens IC50 > 10000.0 nM PMID[30003778]
NPT111 Cell line K562 Homo sapiens IC50 > 10000.0 nM PMID[30003778]
NPT1182 Cell line J774.A1 Mus musculus IC50 = 285.0 ug.mL-1 PMID[31378595]
NPT82 Cell line MDA-MB-231 Homo sapiens IC50 > 30000.0 nM PMID[32044231]
NPT83 Cell line MCF7 Homo sapiens IC50 > 30000.0 nM PMID[32044231]
NPT81 Cell line A549 Homo sapiens IC50 > 30000.0 nM PMID[32044231]
NPT189 Cell line Vero Chlorocebus aethiops CC50 = 1200.0 nM PMID[22795899]
NPT171 Cell line MRC5 Homo sapiens CC50 = 2090.0 nM PMID[33333397]
NPT65 Cell line HepG2 Homo sapiens CC50 = 2090.0 nM PMID[33333397]
NPT81 Cell line A549 Homo sapiens CC50 = 2090.0 nM PMID[33333397]
NPT857 Cell line LLC-PK1 Sus scrofa CC50 = 2090.0 nM PMID[33333397]
NPT1267 Organism Crithidia fasciculata Crithidia fasciculata IC50 = 27000.0 nM PMID[18276039]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 > 50000.0 nM PMID[26638044]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 15800.0 nM PMID[33333397]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 210.0 nM PMID[18029184]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi Activity = 103.9 % PMID[18029184]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi Activity = 91.0 % PMID[18029184]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi Activity = 4.8 % PMID[18029184]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. ED50 = 6.7 ug ml-1 PMID[10785421]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. ED50 = 5.3 ug ml-1 PMID[10785421]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. ED50 = 8.3 ug ml-1 PMID[10785421]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. ED50 = 12.9 ug ml-1 PMID[10785421]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 > 4800000.0 nM PMID[18378461]
NPT1266 Organism Leptomonas seymouri Leptomonas seymouri IC50 = 4100.0 nM PMID[18276039]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. IC50 = 27700.0 nM PMID[12088425]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. IC50 = 34300.0 nM PMID[12088425]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi Activity = 82.7 % PMID[22795899]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 3190.0 nM PMID[22795899]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. GI50 = 16700.0 nM PMID[22819765]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. GI50 = 23100.0 nM PMID[22819765]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. GI50 = 9000.0 nM PMID[22819765]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. GI50 = 22700.0 nM PMID[22819765]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. IC50 = 28700.0 nM PMID[23353747]
NPT634 Organism Leishmania amazonensis Leishmania amazonensis IC50 = 15150.0 nM PMID[23535320]
NPT634 Organism Leishmania amazonensis Leishmania amazonensis IC50 = 16080.0 nM PMID[23535320]
NPT1021 Organism Leishmania infantum Leishmania infantum IC50 = 5850.0 nM PMID[23535320]
NPT1021 Organism Leishmania infantum Leishmania infantum IC50 = 13880.0 nM PMID[23535320]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 103.3 ug.mL-1 PMID[31378595]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae MIC = 500.0 ug.mL-1 PMID[35436747]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae FICI = 2.0 n.a. PMID[35436747]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae MIC > 62.5 ug.mL-1 PMID[35436747]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae FIC = 1.0 ug ml-1 PMID[35436747]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae MIC > 100.0 ug.mL-1 PMID[35436747]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae MIC = 62.5 ug.mL-1 PMID[35436747]
NPT2 Others Unspecified n.a. Ratio CC50/IC50 = 0.25 n.a. PMID[23535320]
NPT2 Others Unspecified n.a. Ratio CC50/IC50 = 0.24 n.a. PMID[23535320]
NPT2 Others Unspecified n.a. Ratio CC50/IC50 = 0.65 n.a. PMID[23535320]
NPT2 Others Unspecified n.a. Ratio CC50/IC50 = 0.27 n.a. PMID[23535320]

In vivo activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus Lysis = 48.0 % DOI[10.1016/S0960-894X(97)00354-5]
NPT32 Organism Mus musculus Mus musculus Activity = 0.3 g PMID[12088425]





 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 NPC192577 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
0.6596 Remote Similarity NPC171968
0.6596 Remote Similarity NPC301341
0.587 Remote Similarity NPC65627
0.5435 Remote Similarity NPC470764
0.5435 Remote Similarity NPC291799
0.5319 Remote Similarity NPC105709
0.5319 Remote Similarity NPC137315
0.5319 Remote Similarity NPC481483
0.5319 Remote Similarity NPC600859

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC192577 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
NPD

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