Structure

Physi-Chem Properties

Molecular Weight:  362.83
Volume:  262.274
LogP:  6.123
LogD:  2.775
LogS:  -7.326
# Rotatable Bonds:  1
TPSA:  25.16
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.606
Synthetic Accessibility Score:  3.189
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.6
MDCK Permeability:  1.1127342986583244e-05
Pgp-inhibitor:  0.011
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.853

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.2
Plasma Protein Binding (PPB):  101.06731414794922%
Volume Distribution (VD):  4.425
Pgp-substrate:  1.6077065467834473%

ADMET: Metabolism

CYP1A2-inhibitor:  0.946
CYP1A2-substrate:  0.785
CYP2C19-inhibitor:  0.74
CYP2C19-substrate:  0.297
CYP2C9-inhibitor:  0.957
CYP2C9-substrate:  0.946
CYP2D6-inhibitor:  0.597
CYP2D6-substrate:  0.567
CYP3A4-inhibitor:  0.175
CYP3A4-substrate:  0.903

ADMET: Excretion

Clearance (CL):  5.838
Half-life (T1/2):  0.163

ADMET: Toxicity

hERG Blockers:  0.12
Human Hepatotoxicity (H-HT):  0.066
Drug-inuced Liver Injury (DILI):  0.933
AMES Toxicity:  0.017
Rat Oral Acute Toxicity:  0.344
Maximum Recommended Daily Dose:  0.953
Skin Sensitization:  0.674
Carcinogencity:  0.217
Eye Corrosion:  0.004
Eye Irritation:  0.163
Respiratory Toxicity:  0.75

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  Natural Product: NPC55038

Natural Product ID:  NPC55038
Common Name*:   Neopyrrolomycin B
IUPAC Name:   3,4,5-trichloro-2-(2,3,4-trichloropyrrol-1-yl)phenol
Synonyms:  
Standard InCHIKey:  NTKHEOJBPXFULD-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H3Cl6NO/c11-3-1-5(18)9(8(15)6(3)13)17-2-4(12)7(14)10(17)16/h1-2,18H
SMILES:  c1c(c(c(c(c1O)n1cc(c(c1Cl)Cl)Cl)Cl)Cl)Cl
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL564925
PubChem CID:   25227595
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000090] Pyrroles
        • [CHEMONTID:0002257] Substituted pyrroles
          • [CHEMONTID:0002334] Phenylpyrroles

*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
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10344559]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10344578]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10348041]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10604756]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10695669]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10724004]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[10994816]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11099231]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11132958]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11374972]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11473415]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[14738393]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Australian n.a. PMID[15497950]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15813185]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15844966]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15974616]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16180833]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[1666120]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16724845]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16830891]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[16872146]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17125235]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17315965]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17551212]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17608531]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17844998]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17887721]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[17917237]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18044841]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18081255]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Indonesian n.a. PMID[18081255]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18205372]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18327911]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. Northwest Territories, Canada 1995 PMID[18327911]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18666798]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[18776684]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19007176]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19129624]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19191549]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19856955]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[19883065]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20092333]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20545334]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[20836523]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21028889]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21028891]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[21090727]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21314175]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[21639131]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21728289]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. latex n.a. PMID[21751787]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21807523]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21873059]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. latex n.a. PMID[21879726]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[22145663]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22574670]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22583058]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22591466]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22758660]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[22775474]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[23387796]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[23662937]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24592993]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24754815]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24878306]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[24964393]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25211234]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25455147]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25495422]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25537064]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25918793]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[25934225]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26035239]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26465675]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26798949]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[26905826]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31013087]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31298537]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[31894983]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[32298122]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8501018]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[8784423]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8931733]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[8982334]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9031666]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9031676]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9066767]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9066768]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9186568]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[9531983]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria n.a. mycelium n.a. PMID[9711246]

☑ 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
NPT3190 Cell Line NHDF Homo sapiens CC90 = 16.0 ug ml-1 PMID[570859]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC90 = 0.25 ug.mL-1 PMID[570859]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC90 = 0.12 ug.mL-1 PMID[570859]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC90 <= 0.06 ug.mL-1 PMID[570859]
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC90 <= 0.06 ug.mL-1 PMID[570859]
NPT175 Organism Enterococcus faecalis Enterococcus faecalis MIC90 <= 0.06 ug.mL-1 PMID[570859]
NPT1531 Organism Enterococcus faecium Enterococcus faecium MIC90 <= 0.06 ug.mL-1 PMID[570859]
NPT1118 Organism Streptococcus pneumoniae Streptococcus pneumoniae MIC90 = 16.0 ug.mL-1 PMID[570859]
NPT1118 Organism Streptococcus pneumoniae Streptococcus pneumoniae MIC90 = 1.0 ug.mL-1 PMID[570859]
NPT1118 Organism Streptococcus pneumoniae Streptococcus pneumoniae MIC90 = 2.0 ug.mL-1 PMID[570859]
NPT1228 Organism Streptococcus pyogenes Streptococcus pyogenes MIC90 > 16.0 ug.mL-1 PMID[570859]
NPT2710 Organism Streptococcus agalactiae Streptococcus agalactiae MIC90 = 16.0 ug.mL-1 PMID[570859]
NPT1121 Organism Moraxella catarrhalis Moraxella catarrhalis MIC90 <= 0.06 ug.mL-1 PMID[570859]
NPT1122 Organism Haemophilus influenzae Haemophilus influenzae MIC90 = 0.5 ug.mL-1 PMID[570859]
NPT1122 Organism Haemophilus influenzae Haemophilus influenzae MIC90 = 0.25 ug.mL-1 PMID[570859]
NPT3189 Organism Haemophilus parainfluenzae Haemophilus parainfluenzae MIC90 = 1.0 ug.mL-1 PMID[570859]
NPT19 Organism Escherichia coli Escherichia coli MIC90 = 8.0 ug.mL-1 PMID[570859]
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae MIC90 = 16.0 ug.mL-1 PMID[570859]
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae MIC90 = 8.0 ug.mL-1 PMID[570859]
NPT1248 Organism Serratia marcescens Serratia marcescens MIC90 = 16.0 ug.mL-1 PMID[570859]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC90 = 16.0 ug.mL-1 PMID[570859]
NPT19 Organism Escherichia coli Escherichia coli MIC90 = 16.0 ug.mL-1 PMID[570859]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC90 = 0.125 ug.mL-1 PMID[570859]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC90 = 0.5 ug.mL-1 PMID[570859]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MBC = 2.0 ug ml-1 PMID[570859]
NPT1531 Organism Enterococcus faecium Enterococcus faecium MIC90 = 0.5 ug.mL-1 PMID[570859]

☑ 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 NPC55038 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
0.9521 High Similarity NPC156059
0.9515 High Similarity NPC149402
0.6898 Remote Similarity NPC473764
0.6898 Remote Similarity NPC314940
0.6862 Remote Similarity NPC252590
0.6854 Remote Similarity NPC220523
0.6686 Remote Similarity NPC174421
0.648 Remote Similarity NPC318935
0.6408 Remote Similarity NPC192315
0.6377 Remote Similarity NPC476167
0.6364 Remote Similarity NPC63562
0.6364 Remote Similarity NPC470678
0.6345 Remote Similarity NPC42979
0.6327 Remote Similarity NPC224764
0.6316 Remote Similarity NPC25899
0.6296 Remote Similarity NPC132680
0.6296 Remote Similarity NPC269919
0.6294 Remote Similarity NPC184964
0.6294 Remote Similarity NPC96890
0.6283 Remote Similarity NPC48192
0.6256 Remote Similarity NPC253810
0.6256 Remote Similarity NPC197141
0.6244 Remote Similarity NPC469961
0.6243 Remote Similarity NPC151489
0.623 Remote Similarity NPC120798
0.623 Remote Similarity NPC324203
0.623 Remote Similarity NPC63338
0.623 Remote Similarity NPC322976
0.6198 Remote Similarity NPC79911
0.6179 Remote Similarity NPC475774
0.6169 Remote Similarity NPC220765
0.6167 Remote Similarity NPC300114
0.6167 Remote Similarity NPC328029
0.6166 Remote Similarity NPC211187
0.6166 Remote Similarity NPC263439
0.6158 Remote Similarity NPC171171
0.6141 Remote Similarity NPC470394
0.6141 Remote Similarity NPC470403
0.6141 Remote Similarity NPC470404
0.6139 Remote Similarity NPC204717
0.6108 Remote Similarity NPC314002
0.6108 Remote Similarity NPC295158
0.6075 Remote Similarity NPC472259
0.6075 Remote Similarity NPC470395
0.6068 Remote Similarity NPC3715
0.6049 Remote Similarity NPC46580
0.6041 Remote Similarity NPC256828
0.604 Remote Similarity NPC266551
0.604 Remote Similarity NPC161887
0.604 Remote Similarity NPC219963
0.6031 Remote Similarity NPC471177
0.6031 Remote Similarity NPC59779
0.6031 Remote Similarity NPC124542
0.6011 Remote Similarity NPC257142
0.6 Remote Similarity NPC140888
0.5972 Remote Similarity NPC477113
0.5969 Remote Similarity NPC471178
0.5966 Remote Similarity NPC177056
0.595 Remote Similarity NPC95898
0.5946 Remote Similarity NPC8022
0.5946 Remote Similarity NPC142901
0.5946 Remote Similarity NPC470799
0.5933 Remote Similarity NPC99666
0.5933 Remote Similarity NPC324149
0.5921 Remote Similarity NPC132631
0.5921 Remote Similarity NPC103687
0.5917 Remote Similarity NPC477111
0.5916 Remote Similarity NPC284348
0.5905 Remote Similarity NPC226202
0.5897 Remote Similarity NPC131718
0.5877 Remote Similarity NPC326634
0.5874 Remote Similarity NPC20249
0.5874 Remote Similarity NPC241025
0.5865 Remote Similarity NPC472289
0.5853 Remote Similarity NPC470500
0.5849 Remote Similarity NPC222018
0.5849 Remote Similarity NPC242209
0.5838 Remote Similarity NPC102423
0.5833 Remote Similarity NPC271792
0.5833 Remote Similarity NPC211813
0.5833 Remote Similarity NPC325705
0.5833 Remote Similarity NPC478032
0.5833 Remote Similarity NPC52831
0.5829 Remote Similarity NPC60553
0.5829 Remote Similarity NPC44161
0.5822 Remote Similarity NPC77555
0.5822 Remote Similarity NPC267928
0.5822 Remote Similarity NPC156704
0.5814 Remote Similarity NPC315491
0.5814 Remote Similarity NPC45459
0.5806 Remote Similarity NPC53144
0.5806 Remote Similarity NPC476138
0.5806 Remote Similarity NPC245816
0.5806 Remote Similarity NPC200836
0.5802 Remote Similarity NPC93390
0.5799 Remote Similarity NPC316403
0.5795 Remote Similarity NPC116573
0.5789 Remote Similarity NPC302159
0.5771 Remote Similarity NPC121658
0.5771 Remote Similarity NPC14651
0.5764 Remote Similarity NPC167908
0.5758 Remote Similarity NPC473057
0.5756 Remote Similarity NPC478023
0.5755 Remote Similarity NPC329541
0.5755 Remote Similarity NPC84853
0.5753 Remote Similarity NPC476124
0.5753 Remote Similarity NPC476121
0.5748 Remote Similarity NPC473814
0.5748 Remote Similarity NPC78767
0.5741 Remote Similarity NPC19872
0.5741 Remote Similarity NPC213308
0.5733 Remote Similarity NPC477110
0.5722 Remote Similarity NPC36168
0.5721 Remote Similarity NPC5145
0.5721 Remote Similarity NPC476518
0.5714 Remote Similarity NPC212742
0.5708 Remote Similarity NPC471448
0.5708 Remote Similarity NPC475070
0.5701 Remote Similarity NPC18348
0.5701 Remote Similarity NPC287208
0.5701 Remote Similarity NPC251090
0.57 Remote Similarity NPC48938
0.57 Remote Similarity NPC83381
0.5699 Remote Similarity NPC471312
0.5694 Remote Similarity NPC314573
0.5686 Remote Similarity NPC150048
0.5686 Remote Similarity NPC203754
0.5685 Remote Similarity NPC477591
0.5684 Remote Similarity NPC476451
0.5681 Remote Similarity NPC307963
0.5681 Remote Similarity NPC106937
0.5681 Remote Similarity NPC473821
0.5678 Remote Similarity NPC118511
0.5676 Remote Similarity NPC185782
0.5671 Remote Similarity NPC166655
0.5667 Remote Similarity NPC36498
0.5665 Remote Similarity NPC313791
0.5665 Remote Similarity NPC111624
0.566 Remote Similarity NPC92111
0.5658 Remote Similarity NPC315804
0.5658 Remote Similarity NPC313804
0.565 Remote Similarity NPC85273
0.5648 Remote Similarity NPC212213
0.5646 Remote Similarity NPC42591
0.564 Remote Similarity NPC110741
0.564 Remote Similarity NPC32771
0.564 Remote Similarity NPC296527
0.5631 Remote Similarity NPC72980
0.5622 Remote Similarity NPC187558
0.5622 Remote Similarity NPC108469
0.5613 Remote Similarity NPC144381
0.5613 Remote Similarity NPC76748
0.561 Remote Similarity NPC286195
0.5602 Remote Similarity NPC74153
0.5602 Remote Similarity NPC90229
0.56 Remote Similarity NPC26679
0.56 Remote Similarity NPC97367
0.56 Remote Similarity NPC162268

  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 NPC55038 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.7385 Intermediate Similarity NPD9687 Approved
0.7385 Intermediate Similarity NPD9688 Approved
0.7344 Intermediate Similarity NPD9689 Approved
0.69 Remote Similarity NPD712 Clinical (unspecified phase)
0.6837 Remote Similarity NPD408 Approved
0.6802 Remote Similarity NPD1213 Phase 3
0.6762 Remote Similarity NPD2616 Phase 3
0.6762 Remote Similarity NPD2615 Phase 3
0.6702 Remote Similarity NPD9690 Approved
0.6648 Remote Similarity NPD8823 Approved
0.6613 Remote Similarity NPD604 Clinical (unspecified phase)
0.6612 Remote Similarity NPD9706 Clinical (unspecified phase)
0.6601 Remote Similarity NPD1229 Phase 2
0.6578 Remote Similarity NPD9705 Discontinued
0.6578 Remote Similarity NPD112 Approved
0.6509 Remote Similarity NPD1468 Clinical (unspecified phase)
0.6465 Remote Similarity NPD6803 Clinical (unspecified phase)
0.6364 Remote Similarity NPD3931 Approved
0.6364 Remote Similarity NPD3928 Approved
0.6296 Remote Similarity NPD9383 Approved
0.6296 Remote Similarity NPD9382 Approved
0.6293 Remote Similarity NPD9695 Approved
0.6279 Remote Similarity NPD3779 Clinical (unspecified phase)
0.6275 Remote Similarity NPD4699 Discontinued
0.6274 Remote Similarity NPD3932 Clinical (unspecified phase)
0.6244 Remote Similarity NPD9243 Approved
0.623 Remote Similarity NPD9398 Clinical (unspecified phase)
0.6216 Remote Similarity NPD1856 Discontinued
0.6193 Remote Similarity NPD158 Discontinued
0.6168 Remote Similarity NPD3930 Clinical (unspecified phase)
0.6165 Remote Similarity NPD4909 Approved
0.6147 Remote Similarity NPD2772 Clinical (unspecified phase)
0.6147 Remote Similarity NPD2314 Clinical (unspecified phase)
0.6091 Remote Similarity NPD9548 Phase 2
0.6065 Remote Similarity NPD2739 Clinical (unspecified phase)
0.6061 Remote Similarity NPD2076 Approved
0.6061 Remote Similarity NPD2077 Approved
0.6041 Remote Similarity NPD565 Phase 2
0.602 Remote Similarity NPD1503 Clinical (unspecified phase)
0.6011 Remote Similarity NPD9076 Clinical (unspecified phase)
0.601 Remote Similarity NPD2123 Phase 3
0.6 Remote Similarity NPD1322 Clinical (unspecified phase)
0.5991 Remote Similarity NPD4454 Phase 2
0.5981 Remote Similarity NPD5575 Clinical (unspecified phase)
0.5979 Remote Similarity NPD1159 Approved
0.5975 Remote Similarity NPD7405 Clinical (unspecified phase)
0.5939 Remote Similarity NPD425 Approved
0.5939 Remote Similarity NPD424 Approved
0.5928 Remote Similarity NPD5255 Approved
0.5918 Remote Similarity NPD863 Approved
0.5918 Remote Similarity NPD862 Approved
0.5918 Remote Similarity NPD861 Approved
0.5907 Remote Similarity NPD5495 Phase 2
0.5896 Remote Similarity NPD7948 Phase 1
0.5875 Remote Similarity NPD1936 Clinical (unspecified phase)
0.5862 Remote Similarity NPD937 Clinical (unspecified phase)
0.5837 Remote Similarity NPD4296 Phase 2
0.5833 Remote Similarity NPD9595 Approved
0.5833 Remote Similarity NPD9596 Approved
0.5833 Remote Similarity NPD9510 Approved
0.5833 Remote Similarity NPD6975 Discontinued
0.5829 Remote Similarity NPD4529 Approved
0.5829 Remote Similarity NPD4526 Approved
0.5829 Remote Similarity NPD4528 Approved
0.5822 Remote Similarity NPD9530 Clinical (unspecified phase)
0.5817 Remote Similarity NPD1033 Clinical (unspecified phase)
0.5817 Remote Similarity NPD1034 Phase 3
0.5814 Remote Similarity NPD484 Approved
0.5814 Remote Similarity NPD1838 Clinical (unspecified phase)
0.5813 Remote Similarity NPD6159 Phase 2
0.5808 Remote Similarity NPD926 Approved
0.5808 Remote Similarity NPD925 Approved
0.5797 Remote Similarity NPD6344 Clinical (unspecified phase)
0.5794 Remote Similarity NPD3231 Approved
0.5785 Remote Similarity NPD4303 Clinical (unspecified phase)
0.5783 Remote Similarity NPD7603 Discontinued
0.5765 Remote Similarity NPD1554 Clinical (unspecified phase)
0.575 Remote Similarity NPD2781 Approved
0.5748 Remote Similarity NPD691 Discontinued
0.5744 Remote Similarity NPD473 Clinical (unspecified phase)
0.5729 Remote Similarity NPD2782 Approved
0.5729 Remote Similarity NPD2780 Approved
0.5714 Remote Similarity NPD5065 Approved
0.5708 Remote Similarity NPD5317 Clinical (unspecified phase)
0.5701 Remote Similarity NPD3477 Phase 2
0.5701 Remote Similarity NPD3478 Clinical (unspecified phase)
0.5694 Remote Similarity NPD2805 Phase 2
0.5694 Remote Similarity NPD4548 Discontinued
0.5693 Remote Similarity NPD3117 Approved
0.5693 Remote Similarity NPD3116 Approved
0.5691 Remote Similarity NPD165 Phase 2
0.5681 Remote Similarity NPD802 Phase 2
0.5681 Remote Similarity NPD1038 Approved
0.5673 Remote Similarity NPD7659 Discontinued
0.5672 Remote Similarity NPD6872 Clinical (unspecified phase)
0.5667 Remote Similarity NPD9363 Approved
0.5667 Remote Similarity NPD2383 Phase 1
0.5667 Remote Similarity NPD6393 Clinical (unspecified phase)
0.5667 Remote Similarity NPD9364 Phase 2
0.5663 Remote Similarity NPD1187 Discontinued
0.566 Remote Similarity NPD7705 Clinical (unspecified phase)
0.566 Remote Similarity NPD938 Approved
0.5658 Remote Similarity NPD3514 Clinical (unspecified phase)
0.5654 Remote Similarity NPD3338 Clinical (unspecified phase)
0.5648 Remote Similarity NPD2727 Phase 2
0.5644 Remote Similarity NPD5319 Approved
0.5644 Remote Similarity NPD5320 Approved
0.5643 Remote Similarity NPD7413 Phase 3
0.5638 Remote Similarity NPD9470 Clinical (unspecified phase)
0.5635 Remote Similarity NPD2581 Approved
0.5635 Remote Similarity NPD2582 Approved
0.5635 Remote Similarity NPD9574 Clinical (unspecified phase)
0.5634 Remote Similarity NPD6569 Phase 2
0.563 Remote Similarity NPD4343 Phase 1
0.563 Remote Similarity NPD4344 Clinical (unspecified phase)
0.5628 Remote Similarity NPD1704 Clinical (unspecified phase)
0.5622 Remote Similarity NPD2175 Phase 3
0.5622 Remote Similarity NPD2177 Approved
0.5622 Remote Similarity NPD4845 Discontinued
0.5622 Remote Similarity NPD2176 Approved
0.5617 Remote Similarity NPD1467 Approved
0.5617 Remote Similarity NPD1466 Phase 3
0.5606 Remote Similarity NPD704 Clinical (unspecified phase)

  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