Structure

Physi-Chem Properties

Molecular Weight:  131.06
Volume:  127.131
LogP:  -2.241
LogD:  -2.214
LogS:  -0.033
# Rotatable Bonds:  4
TPSA:  80.39
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  0
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.532
Synthetic Accessibility Score:  2.259
Fsp3:  0.6
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:  -5.652
MDCK Permeability:  0.0009774287464097142
Pgp-inhibitor:  0.003
Pgp-substrate:  0.013
Human Intestinal Absorption (HIA):  0.015
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.139
Plasma Protein Binding (PPB):  20.864730834960938%
Volume Distribution (VD):  0.429
Pgp-substrate:  84.1981201171875%

ADMET: Metabolism

CYP1A2-inhibitor:  0.006
CYP1A2-substrate:  0.067
CYP2C19-inhibitor:  0.025
CYP2C19-substrate:  0.049
CYP2C9-inhibitor:  0.014
CYP2C9-substrate:  0.789
CYP2D6-inhibitor:  0.013
CYP2D6-substrate:  0.267
CYP3A4-inhibitor:  0.009
CYP3A4-substrate:  0.031

ADMET: Excretion

Clearance (CL):  3.376
Half-life (T1/2):  0.922

ADMET: Toxicity

hERG Blockers:  0.012
Human Hepatotoxicity (H-HT):  0.114
Drug-inuced Liver Injury (DILI):  0.037
AMES Toxicity:  0.789
Rat Oral Acute Toxicity:  0.03
Maximum Recommended Daily Dose:  0.03
Skin Sensitization:  0.176
Carcinogencity:  0.087
Eye Corrosion:  0.056
Eye Irritation:  0.103
Respiratory Toxicity:  0.126

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

  Natural Product: NPC101249

Natural Product ID:  NPC101249
Common Name*:   Aminolevulinic Acid
IUPAC Name:   5-azaniumyl-4-oxopentanoate
Synonyms:   Aminolevulinic Acid; Levulan
Standard InCHIKey:  ZGXJTSGNIOSYLO-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C5H9NO3/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9)
SMILES:  C(CC(=O)O)C(=O)CN
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL601
PubChem CID:   7048523
137
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0000013] Amino acids, peptides, and analogues
          • [CHEMONTID:0000347] Amino acids and derivatives
            • [CHEMONTID:0001879] Delta amino acids and derivatives

*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

☑ 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
NPT1237 Individual Protein Oligopeptide transporter small intestine isoform Homo sapiens Ki = 790000.0 nM PMID[516288]
NPT4181 Individual Protein Xaa-Pro dipeptidase Homo sapiens Ki = 960000.0 nM PMID[516289]
NPT380 Cell Line U-251 Homo sapiens Activity = 130.0 % PMID[516291]
NPT380 Cell Line U-251 Homo sapiens FC = 2.0 n.a. PMID[516291]
NPT380 Cell Line U-251 Homo sapiens IC50 = 2665000.0 nM PMID[516291]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 1570000.0 nM PMID[516291]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 1735000.0 nM PMID[516291]
NPT380 Cell Line U-251 Homo sapiens FC = 3.0 n.a. PMID[516291]
NPT380 Cell Line U-251 Homo sapiens FC = 7.2 n.a. PMID[516291]
NPT380 Cell Line U-251 Homo sapiens IC50 = 2719000.0 nM PMID[516291]
NPT380 Cell Line U-251 Homo sapiens IC50 = 2715000.0 nM PMID[516291]
NPT380 Cell Line U-251 Homo sapiens Activity = 7.0 % PMID[516291]
NPT380 Cell Line U-251 Homo sapiens Activity = 6.0 % PMID[516291]
NPT380 Cell Line U-251 Homo sapiens Activity = 76.0 % PMID[516291]
NPT380 Cell Line U-251 Homo sapiens Activity = 14.0 % PMID[516291]
NPT380 Cell Line U-251 Homo sapiens Activity = 78.0 % PMID[516291]
NPT380 Cell Line U-251 Homo sapiens Activity = 17.0 % PMID[516291]
NPT380 Cell Line U-251 Homo sapiens Activity = 2.0 % PMID[516291]
NPT380 Cell Line U-251 Homo sapiens Activity = 3.0 % PMID[516291]
NPT380 Cell Line U-251 Homo sapiens Activity = 5.0 % PMID[516291]
NPT1008 Individual Protein GABA receptor rho-1 subunit Homo sapiens IC50 = 12900.0 nM PMID[516292]
NPT4182 Cell Line PAM212 Mus musculus Drug uptake = 0.81 ug PMID[516293]
NPT4182 Cell Line PAM212 Mus musculus Drug uptake = 108.19 ng PMID[516293]
NPT4182 Cell Line PAM212 Mus musculus Drug uptake = 3.41 ug PMID[516293]
NPT4182 Cell Line PAM212 Mus musculus Drug uptake = 309.54 ng PMID[516293]
NPT81 Cell Line A549 Homo sapiens Drug uptake = 0.08 ug PMID[516293]
NPT81 Cell Line A549 Homo sapiens Drug uptake = 39.88 ng PMID[516293]
NPT492 Cell Line Caco-2 Homo sapiens Drug uptake = 2.66 ug PMID[516293]
NPT492 Cell Line Caco-2 Homo sapiens Drug uptake = 603.45 ng PMID[516293]
NPT4182 Cell Line PAM212 Mus musculus Activity = 11.0 % PMID[516293]
NPT56 Individual Protein Beta-lactamase AmpC Escherichia coli K-12 Potency = 22387.2 nM PMID[516297]
NPT63 Individual Protein Bromodomain adjacent to zinc finger domain protein 2B Homo sapiens Potency n.a. 707.9 nM PMID[516297]
NPT1240 Individual Protein Solute carrier family 15 member 1 Rattus norvegicus Ki = 2200000.0 nM PMID[516300]
NPT1241 Individual Protein Oligopeptide transporter, kidney isoform Rattus norvegicus Ki = 230000.0 nM PMID[516300]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 125.9 nM PMID[516297]
NPT762 Cell Line A-431 Homo sapiens Inhibition = 31.0 % PMID[516302]
NPT762 Cell Line A-431 Homo sapiens Inhibition = 43.0 % PMID[516302]
NPT858 Cell Line LNCaP Homo sapiens Survival = 61.9 % PMID[516303]
NPT91 Cell Line KB Homo sapiens Survival = 52.6 % PMID[516303]
NPT81 Cell Line A549 Homo sapiens Survival = 54.7 % PMID[516303]
NPT858 Cell Line LNCaP Homo sapiens Flu intensity = 46.0 a.u. PMID[516303]
NPT858 Cell Line LNCaP Homo sapiens Flu intensity = 31.3 a.u. PMID[516303]
NPT858 Cell Line LNCaP Homo sapiens Flu intensity = 17.3 a.u. PMID[516303]
NPT81 Cell Line A549 Homo sapiens Flu intensity = 77.8 a.u. PMID[516303]
NPT81 Cell Line A549 Homo sapiens Flu intensity = 42.1 a.u. PMID[516303]
NPT81 Cell Line A549 Homo sapiens Flu intensity = 17.7 a.u. PMID[516303]
NPT81 Cell Line A549 Homo sapiens Survival = 18.4 % PMID[516303]
NPT83 Cell Line MCF7 Homo sapiens Survival = 26.7 % PMID[516303]
NPT858 Cell Line LNCaP Homo sapiens Survival = 33.1 % PMID[516303]
NPT165 Cell Line HeLa Homo sapiens Survival = 58.6 % PMID[516303]
NPT165 Cell Line HeLa Homo sapiens Survival = 26.9 % PMID[516303]
NPT400 Cell Line MDA-MB-435 Homo sapiens Survival = 61.4 % PMID[516303]
NPT400 Cell Line MDA-MB-435 Homo sapiens Survival = 28.9 % PMID[516303]
NPT4247 Cell Line MCF7R Homo sapiens LD50 = 122.5 uM PMID[516305]
NPT83 Cell Line MCF7 Homo sapiens LD50 = 131.2 uM PMID[516305]
NPT91 Cell Line KB Homo sapiens LD50 = 124.0 uM PMID[516305]
NPT165 Cell Line HeLa Homo sapiens IC50 = 230000.0 nM PMID[516308]
NPT393 Cell Line HCT-116 Homo sapiens Activity > 80.0 % PMID[516308]
NPT81 Cell Line A549 Homo sapiens Activity > 80.0 % PMID[516308]
NPT1083 Cell Line A-375 Homo sapiens Activity = 60.0 % PMID[516308]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 3475000.0 nM PMID[516291]
NPT2 Others Unspecified "" Inhibition = 100.0 % PMID[516291]
NPT2 Others Unspecified "" Inhibition = 102.0 % PMID[516291]
NPT27 Others Unspecified "" Activity = 0.0 % PMID[516294]
NPT27 Others Unspecified "" Activity = 23.0 % PMID[516294]
NPT27 Others Unspecified "" permeability = 0.0 10'6cm/s PMID[516294]
NPT35 Others n.a. "" LogP = -1.5 n.a. PMID[516295]
NPT1466 Organism Escherichia coli K12 Escherichia coli K-12 Ratio = 0.00048 n.a. PMID[516296]
NPT19 Organism Escherichia coli Escherichia coli Ratio = 0.00005 n.a. PMID[516296]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa Ratio = 0.0019 n.a. PMID[516296]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus Ratio = 0.000005 n.a. PMID[516296]
NPT1466 Organism Escherichia coli K12 Escherichia coli K-12 Activity = 7.5 pmol PMID[516296]
NPT19 Organism Escherichia coli Escherichia coli Activity = 5.4 pmol PMID[516296]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa Activity = 34.5 pmol PMID[516296]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus Activity = 6.6 pmol PMID[516296]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 10417.9 nM PMID[516297]
NPT20596 PHENOTYPE Hepatotoxicity n.a. HepSE_bilirubinemia = 0.0 n.a. PMID[516299]
NPT20596 PHENOTYPE Hepatotoxicity n.a. HepSE_cholecystitis = 0.0 n.a. PMID[516299]
NPT20596 PHENOTYPE Hepatotoxicity n.a. HepSE_cholelithiasis = 0.0 n.a. PMID[516299]
NPT20596 PHENOTYPE Hepatotoxicity n.a. HepSE_cirrhosis = 0.0 n.a. PMID[516299]
NPT20596 PHENOTYPE Hepatotoxicity n.a. HepSE_elevated liver function tests = 0.0 n.a. PMID[516299]
NPT20596 PHENOTYPE Hepatotoxicity n.a. HepSE_hepatic failure = 0.0 n.a. PMID[516299]
NPT20596 PHENOTYPE Hepatotoxicity n.a. HepSE_hepatic necrosis = 0.0 n.a. PMID[516299]
NPT20596 PHENOTYPE Hepatotoxicity n.a. HepSE_hepatitis = 0.0 n.a. PMID[516299]
NPT20596 PHENOTYPE Hepatotoxicity n.a. HepSE_hepatomegaly = 0.0 n.a. PMID[516299]
NPT20596 PHENOTYPE Hepatotoxicity n.a. HepSE_jaundice = 0.0 n.a. PMID[516299]
NPT20596 PHENOTYPE Hepatotoxicity n.a. HepSE_liver disease = 0.0 n.a. PMID[516299]
NPT20596 PHENOTYPE Hepatotoxicity n.a. HepSE_liver fatty = 0.0 n.a. PMID[516299]
NPT20596 PHENOTYPE Hepatotoxicity n.a. HepSE_liver function tests abnormal = 0.0 n.a. PMID[516299]
NPT20596 PHENOTYPE Hepatotoxicity n.a. HepSE_Combined Scores = 0.0 n.a. PMID[516299]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Hepatotoxicity (moderate) = 7.0 n.a. PMID[516301]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Hepatotoxicity (moderate) = 66.7 % PMID[516301]
NPT2 Others Unspecified "" Hepatotoxicity (acute) = 0.0 n.a. PMID[516301]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Hepatotoxicity (acute) = 0.0 % PMID[516301]
NPT2 Others Unspecified "" Hepatotoxicity (cytolytic) = 0.0 n.a. PMID[516301]
NPT2 Others Unspecified "" Hepatotoxicity (choleostasis) = 0.0 n.a. PMID[516301]
NPT2 Others Unspecified "" Hepatotoxicity (severe hepatitis) = 0.0 n.a. PMID[516301]
NPT2 Others Unspecified "" Hepatotoxicity (chronic liver disease) = 0.0 n.a. PMID[516301]
NPT2 Others Unspecified "" Hepatotoxicity (cirrhosis) = 0.0 n.a. PMID[516301]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Hepatotoxicity (granulomatous hepatitis) = 0.0 n.a. PMID[516301]
NPT2 Others Unspecified "" Hepatotoxicity (association with vascular disease) = 0.0 n.a. PMID[516301]
NPT2 Others Unspecified "" Hepatotoxicity (steatosis) = 0.0 n.a. PMID[516301]
NPT2 Others Unspecified "" Hepatotoxicity (malignant tumour) = 0.0 n.a. PMID[516301]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Hepatotoxicity (benign tumour) = 0.0 n.a. PMID[516301]
NPT27 Others Unspecified "" Survival = 70.8 % PMID[516303]
NPT27 Others Unspecified "" Survival = 81.9 % PMID[516303]
NPT25746 CELL-LINE CNE-2 Homo sapiens LD80 = 0.75 mM PMID[516305]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Hit score = 0.04501 n.a. PMID[516306]
NPT451 Organism Helicobacter pylori Helicobacter pylori Activity = 85.0 % PMID[516307]
NPT451 Organism Helicobacter pylori Helicobacter pylori Activity = 66.0 % PMID[516307]
NPT35 Others n.a. "" LogP = -1.52 n.a. PMID[516308]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 31.45 % PMID[516309]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.08 % PMID[516310]
NPT20 Organism Candida albicans Candida albicans Inhibition = 0.21 % PMID[516311]
NPT85 Organism Filobasidiella neoformans Cryptococcus neoformans Inhibition = -6.69 % PMID[516311]
NPT19 Organism Escherichia coli Escherichia coli Inhibition = 5.31 % PMID[516311]
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae Inhibition = 13.51 % PMID[516311]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa Inhibition = 12.16 % PMID[516311]
NPT747 Organism Acinetobacter baumannii Acinetobacter baumannii Inhibition = 27.7 % PMID[516311]
NPT2922 Organism Staphylococcus aureus subsp. aureus Staphylococcus aureus subsp. aureus Inhibition = 8.53 % PMID[516311]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 20000.0 nM PMID[516312]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 19952.62 nM PMID[516312]
NPT26905 SINGLE PROTEIN Porphobilinogen synthase Homo sapiens k cat = 0.803 s-1 PMID[516287]
NPT26905 SINGLE PROTEIN Porphobilinogen synthase Homo sapiens Km = 253000.0 nM PMID[516287]
NPT26905 SINGLE PROTEIN Porphobilinogen synthase Homo sapiens Retention = 80.0 % PMID[516290]

☑ 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 NPC101249 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
0.8636 High Similarity NPC276294
0.8125 Intermediate Similarity NPC93081
0.8125 Intermediate Similarity NPC140872
0.766 Intermediate Similarity NPC323974
0.75 Intermediate Similarity NPC327698
0.75 Intermediate Similarity NPC118459
0.7358 Intermediate Similarity NPC279661
0.7358 Intermediate Similarity NPC183845
0.7255 Intermediate Similarity NPC316231
0.7255 Intermediate Similarity NPC324825
0.7255 Intermediate Similarity NPC112890
0.6957 Remote Similarity NPC18188
0.6923 Remote Similarity NPC226027
0.6923 Remote Similarity NPC43204
0.6923 Remote Similarity NPC245027
0.6923 Remote Similarity NPC162620
0.6923 Remote Similarity NPC62045
0.6923 Remote Similarity NPC84636
0.6923 Remote Similarity NPC174246
0.6842 Remote Similarity NPC11433
0.6842 Remote Similarity NPC302003
0.6842 Remote Similarity NPC245346
0.6818 Remote Similarity NPC7814
0.6792 Remote Similarity NPC137958
0.6792 Remote Similarity NPC50457
0.6792 Remote Similarity NPC273330
0.6667 Remote Similarity NPC121517
0.6667 Remote Similarity NPC168375
0.6667 Remote Similarity NPC326992
0.6552 Remote Similarity NPC190385
0.6545 Remote Similarity NPC197087
0.6545 Remote Similarity NPC190184
0.6508 Remote Similarity NPC135539
0.6508 Remote Similarity NPC221764
0.6508 Remote Similarity NPC196359
0.6508 Remote Similarity NPC78312
0.65 Remote Similarity NPC118429
0.6471 Remote Similarity NPC285322
0.6471 Remote Similarity NPC208793
0.6471 Remote Similarity NPC329263
0.64 Remote Similarity NPC167986
0.64 Remote Similarity NPC291186
0.6379 Remote Similarity NPC278209
0.6346 Remote Similarity NPC309658
0.6333 Remote Similarity NPC68974
0.6327 Remote Similarity NPC66043
0.6316 Remote Similarity NPC2801
0.629 Remote Similarity NPC103130
0.629 Remote Similarity NPC226453
0.6275 Remote Similarity NPC126925
0.6275 Remote Similarity NPC325097
0.6275 Remote Similarity NPC132307
0.6271 Remote Similarity NPC176164
0.6271 Remote Similarity NPC189301
0.6226 Remote Similarity NPC136159
0.6207 Remote Similarity NPC38463
0.6207 Remote Similarity NPC325985
0.6167 Remote Similarity NPC64250
0.6167 Remote Similarity NPC320598
0.6167 Remote Similarity NPC276928
0.6167 Remote Similarity NPC254541
0.6167 Remote Similarity NPC268927
0.6111 Remote Similarity NPC153370
0.6111 Remote Similarity NPC327542
0.6102 Remote Similarity NPC318260
0.6102 Remote Similarity NPC317147
0.6094 Remote Similarity NPC287693
0.6094 Remote Similarity NPC327985
0.6087 Remote Similarity NPC127142
0.6071 Remote Similarity NPC155512
0.6042 Remote Similarity NPC317945
0.6038 Remote Similarity NPC49952
0.6038 Remote Similarity NPC136476
0.6034 Remote Similarity NPC322573
0.6032 Remote Similarity NPC106216
0.6032 Remote Similarity NPC88898
0.6032 Remote Similarity NPC282178
0.6 Remote Similarity NPC93888
0.6 Remote Similarity NPC222327
0.6 Remote Similarity NPC188231
0.6 Remote Similarity NPC53449
0.6 Remote Similarity NPC270805
0.6 Remote Similarity NPC319279
0.5938 Remote Similarity NPC160661
0.5918 Remote Similarity NPC128713
0.5909 Remote Similarity NPC174368
0.5909 Remote Similarity NPC107224
0.5909 Remote Similarity NPC248139
0.5902 Remote Similarity NPC321468
0.5902 Remote Similarity NPC327748
0.5902 Remote Similarity NPC317143
0.5902 Remote Similarity NPC321536
0.5902 Remote Similarity NPC316826
0.587 Remote Similarity NPC114517
0.5833 Remote Similarity NPC116709
0.5833 Remote Similarity NPC272614
0.5833 Remote Similarity NPC21290
0.5821 Remote Similarity NPC133183
0.5821 Remote Similarity NPC15864
0.5821 Remote Similarity NPC322274
0.5806 Remote Similarity NPC143722
0.5806 Remote Similarity NPC327170
0.5806 Remote Similarity NPC329564
0.5789 Remote Similarity NPC322946
0.5769 Remote Similarity NPC289686
0.5763 Remote Similarity NPC327831
0.5714 Remote Similarity NPC170739
0.5714 Remote Similarity NPC328378
0.5714 Remote Similarity NPC152451
0.5714 Remote Similarity NPC63621
0.5714 Remote Similarity NPC193989
0.5714 Remote Similarity NPC302188
0.5714 Remote Similarity NPC109026
0.5692 Remote Similarity NPC278881
0.569 Remote Similarity NPC274499
0.569 Remote Similarity NPC8488
0.569 Remote Similarity NPC333075
0.569 Remote Similarity NPC263065
0.569 Remote Similarity NPC189178
0.5686 Remote Similarity NPC326212
0.5686 Remote Similarity NPC237525
0.5682 Remote Similarity NPC126681
0.566 Remote Similarity NPC198301
0.5652 Remote Similarity NPC328457
0.5614 Remote Similarity NPC125736
0.5614 Remote Similarity NPC315977
0.56 Remote Similarity NPC38930

  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 NPC101249 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 NPD8867 Approved
1.0 High Similarity NPD8866 Approved
0.8696 High Similarity NPD8972 Approved
0.8696 High Similarity NPD8973 Approved
0.8125 Intermediate Similarity NPD8809 Approved
0.8125 Intermediate Similarity NPD8808 Approved
0.7692 Intermediate Similarity NPD630 Approved
0.7692 Intermediate Similarity NPD631 Approved
0.766 Intermediate Similarity NPD9019 Approved
0.7255 Intermediate Similarity NPD9016 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD9044 Approved
0.7091 Intermediate Similarity NPD8979 Approved
0.7091 Intermediate Similarity NPD8981 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD8980 Approved
0.6957 Remote Similarity NPD8623 Phase 1
0.6923 Remote Similarity NPD9017 Approved
0.6923 Remote Similarity NPD9018 Approved
0.6842 Remote Similarity NPD8865 Approved
0.6818 Remote Similarity NPD8857 Approved
0.6792 Remote Similarity NPD8871 Approved
0.6792 Remote Similarity NPD8872 Phase 3
0.6552 Remote Similarity NPD9023 Clinical (unspecified phase)
0.6545 Remote Similarity NPD8851 Phase 1
0.6545 Remote Similarity NPD8785 Approved
0.6508 Remote Similarity NPD8868 Approved
0.65 Remote Similarity NPD9014 Approved
0.6471 Remote Similarity NPD8610 Approved
0.64 Remote Similarity NPD8805 Approved
0.64 Remote Similarity NPD8804 Approved
0.629 Remote Similarity NPD9048 Approved
0.629 Remote Similarity NPD9045 Approved
0.629 Remote Similarity NPD9047 Approved
0.629 Remote Similarity NPD9046 Phase 3
0.6275 Remote Similarity NPD8798 Approved
0.6226 Remote Similarity NPD8850 Approved
0.6207 Remote Similarity NPD9454 Approved
0.6111 Remote Similarity NPD8614 Approved
0.6038 Remote Similarity NPD8801 Approved
0.6034 Remote Similarity NPD8971 Approved
0.6 Remote Similarity NPD9433 Approved
0.6 Remote Similarity NPD8947 Approved
0.6 Remote Similarity NPD9233 Phase 3
0.6 Remote Similarity NPD9231 Phase 3
0.6 Remote Similarity NPD9439 Approved
0.6 Remote Similarity NPD8946 Approved
0.6 Remote Similarity NPD8624 Approved
0.6 Remote Similarity NPD9232 Phase 2
0.6 Remote Similarity NPD9438 Approved
0.5909 Remote Similarity NPD62 Approved
0.5882 Remote Similarity NPD8609 Approved
0.5833 Remote Similarity NPD8210 Phase 3
0.5833 Remote Similarity NPD8211 Approved
0.5789 Remote Similarity NPD9441 Phase 2
0.5714 Remote Similarity NPD8803 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8802 Approved
0.5714 Remote Similarity NPD9021 Approved
0.5714 Remote Similarity NPD366 Approved
0.5714 Remote Similarity NPD9656 Approved
0.569 Remote Similarity NPD9204 Approved
0.569 Remote Similarity NPD9205 Approved
0.5682 Remote Similarity NPD7371 Approved
0.5625 Remote Similarity NPD9676 Phase 3

  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