Structure

Physi-Chem Properties

Molecular Weight:  174.03
Volume:  174.955
LogP:  1.839
LogD:  1.679
LogS:  -2.823
# Rotatable Bonds:  0
TPSA:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.645
Synthetic Accessibility Score:  2.275
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.637
MDCK Permeability:  1.7292424672632478e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.002
30% Bioavailability (F30%):  0.021

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.365
Plasma Protein Binding (PPB):  94.32942199707031%
Volume Distribution (VD):  0.484
Pgp-substrate:  1.9802913665771484%

ADMET: Metabolism

CYP1A2-inhibitor:  0.973
CYP1A2-substrate:  0.146
CYP2C19-inhibitor:  0.264
CYP2C19-substrate:  0.066
CYP2C9-inhibitor:  0.341
CYP2C9-substrate:  0.773
CYP2D6-inhibitor:  0.594
CYP2D6-substrate:  0.348
CYP3A4-inhibitor:  0.652
CYP3A4-substrate:  0.15

ADMET: Excretion

Clearance (CL):  6.497
Half-life (T1/2):  0.694

ADMET: Toxicity

hERG Blockers:  0.013
Human Hepatotoxicity (H-HT):  0.309
Drug-inuced Liver Injury (DILI):  0.735
AMES Toxicity:  0.854
Rat Oral Acute Toxicity:  0.887
Maximum Recommended Daily Dose:  0.813
Skin Sensitization:  0.906
Carcinogencity:  0.787
Eye Corrosion:  0.576
Eye Irritation:  0.993
Respiratory Toxicity:  0.452

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

  Natural Product: NPC108288

Natural Product ID:  NPC108288
Common Name*:   Juglone
IUPAC Name:   5-hydroxynaphthalene-1,4-dione
Synonyms:   5-Hydroxy-[1,4]Naphthoquinone; Juglone
Standard InCHIKey:  KQPYUDDGWXQXHS-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H6O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12H
SMILES:  c1cc2C(=O)C=CC(=O)c2c(c1)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL43612
PubChem CID:   3806
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000023] Naphthalenes
        • [CHEMONTID:0000153] Naphthoquinones

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(00)94055-X]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. flower n.a. DOI[10.3390/70200245]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. xylem n.a. PMID[14727919]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota n.a. leaf n.a. PMID[14727919]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota n.a. bark n.a. PMID[14727919]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. bark n.a. PMID[14727919]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. leaf n.a. PMID[14727919]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota n.a. xylem n.a. PMID[14727919]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota n.a. root n.a. PMID[14727919]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. root n.a. PMID[14727919]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. pericarp n.a. PMID[18496782]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24617303]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. PMID[25466114]
NPO18674 Juglans regia Species Juglandaceae Eukaryota Flowers n.a. n.a. PMID[28737396]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. leaf n.a. Database[Article]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO18674 Juglans regia Species Juglandaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO18674 Juglans regia Species Juglandaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO18674 Juglans regia Species Juglandaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO17213 Carya illinoinensis Species Juglandaceae Eukaryota n.a. n.a. Database[FooDB]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota n.a. n.a. Database[FooDB]
NPO18674 Juglans regia Species Juglandaceae Eukaryota Stem Bark n.a. n.a. Database[FooDB]
NPO18674 Juglans regia Species Juglandaceae Eukaryota Embryo n.a. n.a. Database[FooDB]
NPO18674 Juglans regia Species Juglandaceae Eukaryota Testa n.a. n.a. Database[FooDB]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota Essential Oil n.a. n.a. Database[FooDB]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. Database[FooDB]
NPO17213 Carya illinoinensis Species Juglandaceae Eukaryota n.a. n.a. Database[FooDB]
NPO29390 Semen juglandis n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO22578 Speranskia tuberculata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17588 Carya ovata Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27675 Platycarya strobilacea Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30367 Carya illinoensis Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17213 Carya illinoinensis Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27675 Platycarya strobilacea Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17588 Carya ovata Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29390 Semen juglandis n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22578 Speranskia tuberculata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27675 Platycarya strobilacea Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30367 Carya illinoensis Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17588 Carya ovata Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29276 Juglans nigra Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17213 Carya illinoinensis Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18674 Juglans regia Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27675 Platycarya strobilacea Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22578 Speranskia tuberculata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17588 Carya ovata Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

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

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference
NPO29276 NPC108288 Other (raw) Fruit 335 335 335 mg/100g Database [DUKE]
NPO29276 NPC108288 Other (raw) Leaf 116 47 185 mg/100g Database [DUKE]
NPO29276 NPC108288 Other (raw) Seed 136 79 193 mg/100g Database [DUKE]
NPO18674 NPC108288 Other (raw) Seed 13.25 6 20.5 mg/100g Database [DUKE]
NPO18674 NPC108288 Other (raw) Testa 480.5 198 763 mg/100g Database [DUKE]
NPO18674 NPC108288 Other n.a. 11.74699993 n.a. n.a. mg/100g Database [PHENOL EXPLORER]

☑ 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
NPT3021 Individual Protein Arachidonate 5-lipoxygenase Bos taurus IC50 = 17000.0 nM PMID[469704]
NPT941 Cell Line HaCaT Homo sapiens IC50 = 800.0 nM PMID[469704]
NPT941 Cell Line HaCaT Homo sapiens LDH = 384.0 MU PMID[469704]
NPT143 Individual Protein DNA topoisomerase I Homo sapiens MIC = 5000.0 nM PMID[469705]
NPT201 Individual Protein Papain Carica papaya Inhibition = 60.4 % PMID[469707]
NPT1078 Individual Protein Indoleamine 2,3-dioxygenase Homo sapiens IC50 = 1000.0 nM PMID[469708]
NPT179 Cell Line A2780 Homo sapiens IC50 = 1400.0 nM PMID[469710]
NPT1498 Individual Protein Dual specificity protein phosphatase 6 Rattus norvegicus IC50 = 12400.0 nM PMID[469710]
NPT1497 Individual Protein Dual specificity protein phosphatase 1 Mus musculus IC50 = 13000.0 nM PMID[469710]
NPT80 Cell Line Raji Homo sapiens Activity = 40.0 % PMID[469711]
NPT80 Cell Line Raji Homo sapiens Activity > 80.0 % PMID[469711]
NPT80 Cell Line Raji Homo sapiens Activity = 60.0 % PMID[469711]
NPT179 Cell Line A2780 Homo sapiens GI50 = 64000.0 nM PMID[469712]
NPT1723 Cell Line HBL-100 Homo sapiens GI50 = 66000.0 nM PMID[469712]
NPT165 Cell Line HeLa Homo sapiens GI50 = 89000.0 nM PMID[469712]
NPT1577 Cell Line SW1573 Homo sapiens GI50 = 50000.0 nM PMID[469712]
NPT396 Cell Line T47D Homo sapiens GI50 = 77000.0 nM PMID[469712]
NPT1183 Cell Line WiDr Homo sapiens GI50 = 81000.0 nM PMID[469712]
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency = 39810.7 nM PMID[469715]
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency = 50118.7 nM PMID[469716]
NPT47 Individual Protein ATP-dependent DNA helicase Q1 Homo sapiens Potency = 4466.8 nM PMID[469715]
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 794.3 nM PMID[469716]
NPT47 Individual Protein ATP-dependent DNA helicase Q1 Homo sapiens Potency = 1778.3 nM PMID[469716]
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 7079.5 nM PMID[469716]
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency = 10000.0 nM PMID[469716]
NPT1226 Individual Protein Caspase-7 Homo sapiens Potency = 1000.0 nM PMID[469716]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency = 354.8 nM PMID[469716]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 7079.5 nM PMID[469716]
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency = 8912.5 nM PMID[469715]
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency = 10000.0 nM PMID[469716]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 11220.2 nM PMID[469716]
NPT51 Individual Protein Microtubule-associated protein tau Homo sapiens Potency = 14125.4 nM PMID[469716]
NPT157 Individual Protein Breast cancer type 1 susceptibility protein Homo sapiens Potency = 3162.3 nM PMID[469716]
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens Potency = 6309.6 nM PMID[469716]
NPT55 Individual Protein Putative fructose-1,6-bisphosphate aldolase Giardia intestinalis Potency = 3539.7 nM PMID[469715]
NPT55 Individual Protein Putative fructose-1,6-bisphosphate aldolase Giardia intestinalis Potency = 5610.1 nM PMID[469716]
NPT45 Individual Protein Ubiquitin carboxyl-terminal hydrolase 2 Homo sapiens Potency = 12589.3 nM PMID[469716]
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 11220.2 nM PMID[469715]
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 14125.4 nM PMID[469716]
NPT277 Individual Protein Caspase-1 Homo sapiens Potency = 19952.6 nM PMID[469716]
NPT539 Individual Protein Cellular tumor antigen p53 Homo sapiens Potency = 10000.0 nM PMID[469716]
NPT58 Individual Protein Bloom syndrome protein Homo sapiens Potency = 5623.4 nM PMID[469715]
NPT58 Individual Protein Bloom syndrome protein Homo sapiens Potency = 3162.3 nM PMID[469716]
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens Potency = 39810.7 nM PMID[469716]
NPT47 Individual Protein ATP-dependent DNA helicase Q1 Homo sapiens Potency = 7943.3 nM PMID[469716]
NPT443 Individual Protein Histone acetyltransferase GCN5 Homo sapiens Potency n.a. 2238.7 nM PMID[469716]
NPT443 Individual Protein Histone acetyltransferase GCN5 Homo sapiens Potency n.a. 631.0 nM PMID[469715]
NPT1139 Individual Protein Arachidonate 15-lipoxygenase, type II Homo sapiens Potency n.a. 3162.3 nM PMID[469716]
NPT198 Individual Protein Vitamin D receptor Homo sapiens Potency n.a. 39810.7 nM PMID[469715]
NPT198 Individual Protein Vitamin D receptor Homo sapiens Potency n.a. 31622.8 nM PMID[469716]
NPT199 Individual Protein DNA polymerase kappa Homo sapiens Potency n.a. 3162.3 nM PMID[469716]
NPT199 Individual Protein DNA polymerase kappa Homo sapiens Potency n.a. 2667.9 nM PMID[469715]
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency n.a. 8912.5 nM PMID[469716]
NPT393 Cell Line HCT-116 Homo sapiens LD50 < 100.0 uM PMID[469717]
NPT113 Cell Line RAW264.7 Mus musculus LD50 > 10.0 uM PMID[469717]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 25929.0 nM PMID[469716]
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency n.a. 23109.3 nM PMID[469716]
NPT858 Cell Line LNCaP Homo sapiens IC50 = 13800.0 nM PMID[469721]
NPT858 Cell Line LNCaP Homo sapiens FC > 2.5 n.a. PMID[469721]
NPT38 Individual Protein Signal transducer and activator of transcription 3 Homo sapiens Inhibition = 76.4 % PMID[469722]
NPT139 Cell Line HT-29 Homo sapiens IC50 = 7710.0 nM PMID[469722]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 7150.0 nM PMID[469722]
NPT90 Cell Line DU-145 Homo sapiens IC50 = 11670.0 nM PMID[469722]
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency n.a. 316.2 nM PMID[469716]
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency n.a. 1995.3 nM PMID[469715]
NPT165 Cell Line HeLa Homo sapiens IC50 = 68460.0 nM PMID[469724]
NPT165 Cell Line HeLa Homo sapiens IC50 = 65460.0 nM PMID[469724]
NPT165 Cell Line HeLa Homo sapiens INCC50 = 39.04 uM PMID[469724]
NPT165 Cell Line HeLa Homo sapiens Ratio = 1.67 n.a. PMID[469724]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 16500.0 nM PMID[469726]
NPT165 Cell Line HeLa Homo sapiens IC50 = 93700.0 nM PMID[469726]
NPT2488 Cell Line MDA-MB-453 Homo sapiens IC50 = 27520.0 nM PMID[469726]
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 75760.0 nM PMID[469726]
NPT306 Cell Line PC-3 Homo sapiens IC50 = 88700.0 nM PMID[469726]
NPT139 Cell Line HT-29 Homo sapiens IC50 > 100000.0 nM PMID[469726]
NPT1217 Individual Protein Botulinum neurotoxin type A Clostridium botulinum Ratio = 3.35 /M/s PMID[469728]
NPT1217 Individual Protein Botulinum neurotoxin type A Clostridium botulinum Ratio = 5.3 /M/s PMID[469728]
NPT1217 Individual Protein Botulinum neurotoxin type A Clostridium botulinum Ratio = 3.71 /M/s PMID[469728]
NPT81 Cell Line A549 Homo sapiens IC50 = 7000.0 nM PMID[469730]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 13000.0 nM PMID[469730]
NPT170 Cell Line SK-MEL-28 Homo sapiens IC50 = 7000.0 nM PMID[469730]
NPT306 Cell Line PC-3 Homo sapiens GI50 = 4770.0 nM PMID[469731]
NPT306 Cell Line PC-3 Homo sapiens GI50 = 4770.0 nM PMID[469734]
NPT346 Individual Protein Transient receptor potential cation channel subfamily A member 1 Homo sapiens EC50 = 1700.0 nM PMID[469738]
NPT35 Others n.a. LogP = 2.74 n.a. PMID[469704]
NPT610 Others Molecular identity unknown kDPPH = 6.6 M-1 s-1 PMID[469704]
NPT610 Others Molecular identity unknown Ratio < 0.3 n.a. PMID[469704]
NPT2 Others Unspecified IC50 = 3700.0 nM PMID[469706]
NPT2 Others Unspecified Inhibition = 2.9 % PMID[469709]
NPT2 Others Unspecified IC50 = 67600.0 nM PMID[469709]
NPT911 Individual Protein Dual specificity phosphatase Cdc25B Homo sapiens IC50 = 1980.0 nM PMID[469710]
NPT2 Others Unspecified Inhibition = 100.0 % PMID[469711]
NPT2 Others Unspecified Inhibition = 97.8 % PMID[469711]
NPT2 Others Unspecified Inhibition = 13.1 % PMID[469711]
NPT2 Others Unspecified Inhibition = 0.0 % PMID[469711]
NPT1019 Organism Trichomonas vaginalis Trichomonas vaginalis Inhibition = 39.0 % PMID[469714]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 49.0 % PMID[469714]
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 3162.3 nM PMID[469715]
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 7079.5 nM PMID[469716]
NPT2 Others Unspecified Potency = 1995.3 nM PMID[469716]
NPT2 Others Unspecified Potency = 25118.9 nM PMID[469716]
NPT791 Individual Protein Cruzipain Trypanosoma cruzi Potency = 7943.3 nM PMID[469716]
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 12589.3 nM PMID[469716]
NPT792 Individual Protein Arachidonate 15-lipoxygenase Homo sapiens Potency = 1995.3 nM PMID[469716]
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 1122.0 nM PMID[469715]
NPT197 Protein-Protein Interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 1000.0 nM PMID[469716]
NPT533 Protein-Protein Interaction Runt-related transcription factor 1/Core-binding factor subunit beta Homo sapiens Potency n.a. 4466.8 nM PMID[469715]
NPT533 Protein-Protein Interaction Runt-related transcription factor 1/Core-binding factor subunit beta Homo sapiens Potency n.a. 22387.2 nM PMID[469715]
NPT533 Protein-Protein Interaction Runt-related transcription factor 1/Core-binding factor subunit beta Homo sapiens Potency n.a. 25118.9 nM PMID[469715]
NPT1365 Organism Trichoplusia ni Trichoplusia ni Activity = 1.7 cm2 PMID[469718]
NPT1365 Organism Trichoplusia ni Trichoplusia ni mortality = 5.0 % PMID[469718]
NPT1365 Organism Trichoplusia ni Trichoplusia ni DC50 = 2.1 microg/cm2 PMID[469718]
NPT1365 Organism Trichoplusia ni Trichoplusia ni Activity = 8.1 mg PMID[469718]
NPT1365 Organism Trichoplusia ni Trichoplusia ni FDI = 100.0 % PMID[469718]
NPT1499 Organism Erwinia amylovora Erwinia amylovora MIC = 5000.0 nM PMID[469719]
NPT1499 Organism Erwinia amylovora Erwinia amylovora MIC = 2500.0 nM PMID[469719]
NPT1499 Organism Erwinia amylovora Erwinia amylovora Efficacy = 67.0 % PMID[469719]
NPT19 Organism Escherichia coli Escherichia coli MIC = 1000000.0 nM PMID[469719]
NPT4235 Organism Pseudomonas fluorescens A506 Pseudomonas fluorescens A506 MIC > 1000000.0 nM PMID[469719]
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 50000.0 nM PMID[469719]
NPT1286 Organism Pectobacterium carotovorum Pectobacterium carotovorum MIC = 500000.0 nM PMID[469719]
NPT4236 Organism Erwinia piriflorinigrans Erwinia piriflorinigrans MIC = 500000.0 nM PMID[469719]
NPT4237 Organism Pantoea agglomerans Pantoea agglomerans MIC = 500000.0 nM PMID[469719]
NPT4238 Organism Erwinia billingiae Erwinia billingiae MIC = 1000000.0 nM PMID[469719]
NPT4239 Organism Erwinia tasmaniensis Erwinia tasmaniensis MIC = 500000.0 nM PMID[469719]
NPT4240 Organism Erwinia pyrifoliae Erwinia pyrifoliae MIC = 20000.0 nM PMID[469719]
NPT1499 Organism Erwinia amylovora Erwinia amylovora MIC = 10000.0 nM PMID[469719]
NPT1499 Organism Erwinia amylovora Erwinia amylovora MIC = 20000.0 nM PMID[469719]
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv IC50 = 833489244.53 nM PMID[469720]
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv IC50 = 1.2 nM PMID[469720]
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 66.93 % PMID[469723]
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 93.79 % PMID[469723]
NPT2 Others Unspecified Potency n.a. 35481.3 nM PMID[469715]
NPT27 Others Unspecified IC50 = 34270.0 nM PMID[469724]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 65400.0 nM PMID[469726]
NPT755 Individual Protein Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Homo sapiens IC50 = 10120.0 nM PMID[469727]
NPT35 Others n.a. Activity = 32.0 % PMID[469728]
NPT35 Others n.a. Activity = 44.0 % PMID[469728]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 7000.0 nM PMID[469730]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 6000.0 nM PMID[469730]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 17000.0 nM PMID[469730]
NPT755 Individual Protein Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Homo sapiens Inhibition = 44.0 % PMID[469731]
NPT755 Individual Protein Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Homo sapiens IC50 = 10810.0 nM PMID[469731]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 6510.0 nM PMID[469732]
NPT755 Individual Protein Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Homo sapiens IC50 = 5900.0 nM PMID[469733]
NPT755 Individual Protein Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Homo sapiens Inhibition = 44.0 % PMID[469734]
NPT755 Individual Protein Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Homo sapiens IC50 = 10030.0 nM PMID[469734]
NPT755 Individual Protein Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Homo sapiens Inhibition = 52.58 % PMID[469735]
NPT755 Individual Protein Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Homo sapiens IC50 = 10810.0 nM PMID[469736]
NPT21772 PROTEIN COMPLEX GroEL/GroES Escherichia coli Inhibition = 93.0 % PMID[469737]
NPT21772 PROTEIN COMPLEX GroEL/GroES Escherichia coli Inhibition = 97.0 % PMID[469737]
NPT35 Others n.a. LogP = 2.05 n.a. PMID[469738]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = -18.8 % PMID[469739]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.3 % PMID[469740]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 20000.0 nM PMID[469741]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 19952.62 nM PMID[469741]

☑ 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 NPC108288 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
0.9643 High Similarity NPC206778
0.9643 High Similarity NPC285829
0.9554 High Similarity NPC232178
0.9391 High Similarity NPC307174
0.9231 High Similarity NPC310540
0.9224 High Similarity NPC300274
0.9145 High Similarity NPC375356
0.913 High Similarity NPC216297
0.913 High Similarity NPC7151
0.913 High Similarity NPC473662
0.9115 High Similarity NPC477453
0.9076 High Similarity NPC231774
0.9076 High Similarity NPC51037
0.9076 High Similarity NPC3224
0.9076 High Similarity NPC306765
0.9027 High Similarity NPC240163
0.9027 High Similarity NPC161304
0.8992 High Similarity NPC103540
0.8926 High Similarity NPC237225
0.8926 High Similarity NPC165257
0.8917 High Similarity NPC96915
0.8909 High Similarity NPC224584
0.8908 High Similarity NPC142956
0.887 High Similarity NPC125252
0.887 High Similarity NPC269414
0.8852 High Similarity NPC146647
0.8852 High Similarity NPC34414
0.8818 High Similarity NPC34715
0.878 High Similarity NPC117609
0.877 High Similarity NPC179898
0.877 High Similarity NPC282923
0.876 High Similarity NPC1991
0.875 High Similarity NPC234890
0.875 High Similarity NPC74507
0.8718 High Similarity NPC233165
0.8718 High Similarity NPC184579
0.871 High Similarity NPC244699
0.8699 High Similarity NPC99731
0.8655 High Similarity NPC198336
0.8649 High Similarity NPC141523
0.864 High Similarity NPC242358
0.864 High Similarity NPC246693
0.864 High Similarity NPC110609
0.8632 High Similarity NPC41567
0.8629 High Similarity NPC136588
0.8629 High Similarity NPC199253
0.8629 High Similarity NPC55949
0.8629 High Similarity NPC198305
0.8618 High Similarity NPC48248
0.8609 High Similarity NPC163154
0.8596 High Similarity NPC231717
0.8595 High Similarity NPC152525
0.8595 High Similarity NPC173978
0.8595 High Similarity NPC68756
0.8583 High Similarity NPC283514
0.8583 High Similarity NPC244351
0.8583 High Similarity NPC217756
0.8571 High Similarity NPC159760
0.8571 High Similarity NPC301987
0.8571 High Similarity NPC292665
0.8571 High Similarity NPC179092
0.8571 High Similarity NPC115188
0.8571 High Similarity NPC222876
0.8571 High Similarity NPC35856
0.8571 High Similarity NPC171968
0.8571 High Similarity NPC272454
0.8571 High Similarity NPC26433
0.8571 High Similarity NPC53896
0.8571 High Similarity NPC244994
0.8571 High Similarity NPC178395
0.856 High Similarity NPC205992
0.8548 High Similarity NPC278928
0.8537 High Similarity NPC471530
0.8537 High Similarity NPC473787
0.8512 High Similarity NPC182646
0.8512 High Similarity NPC477153
0.8504 High Similarity NPC50924
0.85 High Similarity NPC120545
0.8492 Intermediate Similarity NPC309430
0.8492 Intermediate Similarity NPC58685
0.8492 Intermediate Similarity NPC70622
0.8482 Intermediate Similarity NPC303264
0.848 Intermediate Similarity NPC475741
0.848 Intermediate Similarity NPC31799
0.8468 Intermediate Similarity NPC767
0.8468 Intermediate Similarity NPC247250
0.8468 Intermediate Similarity NPC95537
0.8462 Intermediate Similarity NPC312800
0.8455 Intermediate Similarity NPC160499
0.8443 Intermediate Similarity NPC265910
0.8443 Intermediate Similarity NPC91475
0.8443 Intermediate Similarity NPC236189
0.8438 Intermediate Similarity NPC283088
0.8438 Intermediate Similarity NPC22222
0.8438 Intermediate Similarity NPC281513
0.843 Intermediate Similarity NPC91478
0.843 Intermediate Similarity NPC282577
0.843 Intermediate Similarity NPC46634
0.8425 Intermediate Similarity NPC115458
0.8425 Intermediate Similarity NPC294226
0.8425 Intermediate Similarity NPC52407
0.8425 Intermediate Similarity NPC225051
0.8417 Intermediate Similarity NPC190971
0.8413 Intermediate Similarity NPC205360
0.8407 Intermediate Similarity NPC100551
0.8393 Intermediate Similarity NPC187913
0.839 Intermediate Similarity NPC28169
0.8387 Intermediate Similarity NPC470841
0.8372 Intermediate Similarity NPC193358
0.8361 Intermediate Similarity NPC135062
0.8359 Intermediate Similarity NPC288089
0.8359 Intermediate Similarity NPC44437
0.8346 Intermediate Similarity NPC477406
0.8333 Intermediate Similarity NPC31539
0.8308 Intermediate Similarity NPC238108
0.8306 Intermediate Similarity NPC8745
0.8306 Intermediate Similarity NPC49647
0.8306 Intermediate Similarity NPC227741
0.8306 Intermediate Similarity NPC295202
0.8306 Intermediate Similarity NPC136342
0.8304 Intermediate Similarity NPC163734
0.8295 Intermediate Similarity NPC161632
0.8295 Intermediate Similarity NPC80035
0.8293 Intermediate Similarity NPC13238
0.8291 Intermediate Similarity NPC276111
0.8291 Intermediate Similarity NPC118288
0.8281 Intermediate Similarity NPC254603
0.8268 Intermediate Similarity NPC17083
0.8254 Intermediate Similarity NPC92624
0.8244 Intermediate Similarity NPC61590
0.8244 Intermediate Similarity NPC173980
0.824 Intermediate Similarity NPC181715
0.824 Intermediate Similarity NPC45537
0.8235 Intermediate Similarity NPC160199
0.8231 Intermediate Similarity NPC141934
0.8231 Intermediate Similarity NPC315275
0.8231 Intermediate Similarity NPC474813
0.8231 Intermediate Similarity NPC155211
0.8231 Intermediate Similarity NPC272268
0.8226 Intermediate Similarity NPC131799
0.8226 Intermediate Similarity NPC123506
0.8226 Intermediate Similarity NPC477454
0.8226 Intermediate Similarity NPC240744
0.8226 Intermediate Similarity NPC10926
0.8226 Intermediate Similarity NPC167055
0.8217 Intermediate Similarity NPC282780
0.8217 Intermediate Similarity NPC166480
0.8211 Intermediate Similarity NPC275145
0.8203 Intermediate Similarity NPC17843
0.819 Intermediate Similarity NPC114682
0.8189 Intermediate Similarity NPC147757
0.8189 Intermediate Similarity NPC259942
0.8182 Intermediate Similarity NPC476477
0.8182 Intermediate Similarity NPC306835
0.8182 Intermediate Similarity NPC471602
0.8182 Intermediate Similarity NPC256463
0.8182 Intermediate Similarity NPC216312
0.8182 Intermediate Similarity NPC295339
0.8182 Intermediate Similarity NPC111422
0.8182 Intermediate Similarity NPC260837
0.8182 Intermediate Similarity NPC299405
0.8182 Intermediate Similarity NPC29771
0.8175 Intermediate Similarity NPC96024
0.8168 Intermediate Similarity NPC305060
0.8168 Intermediate Similarity NPC245923
0.8168 Intermediate Similarity NPC53414
0.8168 Intermediate Similarity NPC53206
0.8167 Intermediate Similarity NPC184527
0.816 Intermediate Similarity NPC473691
0.816 Intermediate Similarity NPC15837
0.816 Intermediate Similarity NPC254492
0.8158 Intermediate Similarity NPC211439
0.8158 Intermediate Similarity NPC226699
0.8154 Intermediate Similarity NPC258502
0.8154 Intermediate Similarity NPC72918
0.8145 Intermediate Similarity NPC199273
0.8125 Intermediate Similarity NPC93015
0.8125 Intermediate Similarity NPC72669
0.8125 Intermediate Similarity NPC474517
0.812 Intermediate Similarity NPC32749
0.812 Intermediate Similarity NPC327916
0.812 Intermediate Similarity NPC147542
0.812 Intermediate Similarity NPC241349
0.812 Intermediate Similarity NPC37992
0.812 Intermediate Similarity NPC42262
0.812 Intermediate Similarity NPC220496
0.8115 Intermediate Similarity NPC165197
0.8115 Intermediate Similarity NPC297186
0.8115 Intermediate Similarity NPC472046
0.811 Intermediate Similarity NPC25736
0.8106 Intermediate Similarity NPC4214
0.8106 Intermediate Similarity NPC13715
0.8106 Intermediate Similarity NPC416
0.8106 Intermediate Similarity NPC61398
0.8099 Intermediate Similarity NPC188814
0.8099 Intermediate Similarity NPC161617
0.8099 Intermediate Similarity NPC195262
0.8095 Intermediate Similarity NPC72667
0.8092 Intermediate Similarity NPC254847
0.8092 Intermediate Similarity NPC86524

  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 NPC108288 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 NPD405 Clinical (unspecified phase)
0.8992 High Similarity NPD1470 Approved
0.8814 High Similarity NPD1201 Approved
0.8407 Intermediate Similarity NPD74 Approved
0.8407 Intermediate Similarity NPD9266 Approved
0.8319 Intermediate Similarity NPD9264 Approved
0.8319 Intermediate Similarity NPD9263 Approved
0.8319 Intermediate Similarity NPD9267 Approved
0.8092 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD9493 Approved
0.7965 Intermediate Similarity NPD9261 Approved
0.7955 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7937 Intermediate Similarity NPD1164 Approved
0.7923 Intermediate Similarity NPD943 Approved
0.7833 Intermediate Similarity NPD9281 Approved
0.7692 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.763 Intermediate Similarity NPD5406 Approved
0.763 Intermediate Similarity NPD5408 Approved
0.763 Intermediate Similarity NPD5405 Approved
0.763 Intermediate Similarity NPD5404 Approved
0.76 Intermediate Similarity NPD2932 Approved
0.7597 Intermediate Similarity NPD2798 Approved
0.7574 Intermediate Similarity NPD2346 Discontinued
0.7574 Intermediate Similarity NPD2344 Approved
0.7554 Intermediate Similarity NPD3300 Phase 2
0.752 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7519 Intermediate Similarity NPD1203 Approved
0.746 Intermediate Similarity NPD3019 Approved
0.7422 Intermediate Similarity NPD9717 Approved
0.7391 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7388 Intermediate Similarity NPD1240 Approved
0.7372 Intermediate Similarity NPD2935 Discontinued
0.7368 Intermediate Similarity NPD288 Approved
0.7368 Intermediate Similarity NPD2313 Discontinued
0.7368 Intermediate Similarity NPD411 Approved
0.7368 Intermediate Similarity NPD3764 Approved
0.7361 Intermediate Similarity NPD3226 Approved
0.7357 Intermediate Similarity NPD2309 Approved
0.7344 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD447 Suspended
0.7328 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD2799 Discontinued
0.7299 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD1510 Phase 2
0.7297 Intermediate Similarity NPD9258 Approved
0.7297 Intermediate Similarity NPD9256 Approved
0.7288 Intermediate Similarity NPD1237 Approved
0.7286 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7281 Intermediate Similarity NPD844 Approved
0.7279 Intermediate Similarity NPD1607 Approved
0.7254 Intermediate Similarity NPD7390 Discontinued
0.7185 Intermediate Similarity NPD520 Approved
0.7176 Intermediate Similarity NPD1876 Approved
0.7165 Intermediate Similarity NPD9545 Approved
0.7163 Intermediate Similarity NPD3750 Approved
0.7154 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD9269 Phase 2
0.7109 Intermediate Similarity NPD9268 Approved
0.7107 Intermediate Similarity NPD2342 Discontinued
0.7099 Intermediate Similarity NPD1755 Approved
0.7083 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD1471 Phase 3
0.7049 Intermediate Similarity NPD6831 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD1241 Discontinued
0.7023 Intermediate Similarity NPD4878 Approved
0.7021 Intermediate Similarity NPD1549 Phase 2
0.7015 Intermediate Similarity NPD9494 Approved
0.7014 Intermediate Similarity NPD1511 Approved
0.7 Intermediate Similarity NPD1551 Phase 2
0.7 Intermediate Similarity NPD164 Approved
0.6992 Remote Similarity NPD4750 Phase 3
0.6984 Remote Similarity NPD5951 Approved
0.6975 Remote Similarity NPD1932 Approved
0.696 Remote Similarity NPD7635 Approved
0.6957 Remote Similarity NPD845 Approved
0.695 Remote Similarity NPD1552 Clinical (unspecified phase)
0.695 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6949 Remote Similarity NPD3020 Approved
0.6937 Remote Similarity NPD9259 Approved
0.6937 Remote Similarity NPD9257 Approved
0.6918 Remote Similarity NPD1512 Approved
0.6917 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6917 Remote Similarity NPD1929 Approved
0.6917 Remote Similarity NPD1930 Approved
0.6917 Remote Similarity NPD1283 Approved
0.6897 Remote Similarity NPD2934 Approved
0.6897 Remote Similarity NPD2933 Approved
0.6897 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6875 Remote Similarity NPD650 Approved
0.687 Remote Similarity NPD3026 Approved
0.687 Remote Similarity NPD3023 Approved
0.6846 Remote Similarity NPD3025 Approved
0.6846 Remote Similarity NPD1651 Approved
0.6846 Remote Similarity NPD3024 Approved
0.6838 Remote Similarity NPD2859 Approved
0.6838 Remote Similarity NPD6832 Phase 2
0.6838 Remote Similarity NPD2860 Approved
0.6835 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6831 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6821 Remote Similarity NPD7819 Suspended
0.681 Remote Similarity NPD1202 Approved
0.6809 Remote Similarity NPD3748 Approved
0.6806 Remote Similarity NPD7003 Approved
0.6797 Remote Similarity NPD3749 Approved
0.6794 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6794 Remote Similarity NPD4626 Approved
0.6776 Remote Similarity NPD2296 Approved
0.6774 Remote Similarity NPD2182 Approved
0.6769 Remote Similarity NPD1759 Phase 1
0.6767 Remote Similarity NPD1608 Approved
0.6767 Remote Similarity NPD3972 Approved
0.675 Remote Similarity NPD1242 Phase 1
0.6741 Remote Similarity NPD2797 Approved
0.6738 Remote Similarity NPD9279 Approved
0.6736 Remote Similarity NPD2800 Approved
0.6735 Remote Similarity NPD2532 Approved
0.6735 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6735 Remote Similarity NPD2534 Approved
0.6735 Remote Similarity NPD2533 Approved
0.6732 Remote Similarity NPD3882 Suspended
0.6731 Remote Similarity NPD6232 Discontinued
0.672 Remote Similarity NPD1792 Phase 2
0.672 Remote Similarity NPD3022 Approved
0.672 Remote Similarity NPD3021 Approved
0.6714 Remote Similarity NPD230 Phase 1
0.6711 Remote Similarity NPD2801 Approved
0.6709 Remote Similarity NPD7473 Discontinued
0.6696 Remote Similarity NPD111 Approved
0.6695 Remote Similarity NPD1809 Phase 2
0.6694 Remote Similarity NPD940 Approved
0.6694 Remote Similarity NPD846 Approved
0.6692 Remote Similarity NPD1281 Approved
0.6692 Remote Similarity NPD1758 Phase 1
0.6691 Remote Similarity NPD1019 Discontinued
0.6691 Remote Similarity NPD6663 Approved
0.669 Remote Similarity NPD8166 Discontinued
0.669 Remote Similarity NPD4308 Phase 3
0.669 Remote Similarity NPD1196 Approved
0.6667 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6667 Remote Similarity NPD255 Approved
0.6667 Remote Similarity NPD2651 Approved
0.6667 Remote Similarity NPD256 Approved
0.6667 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1543 Discontinued
0.6667 Remote Similarity NPD2066 Phase 3
0.6667 Remote Similarity NPD2649 Approved
0.6667 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6645 Remote Similarity NPD6844 Discontinued
0.6645 Remote Similarity NPD1934 Approved
0.6643 Remote Similarity NPD2796 Approved
0.6642 Remote Similarity NPD5736 Approved
0.6641 Remote Similarity NPD2226 Clinical (unspecified phase)
0.664 Remote Similarity NPD2329 Discontinued
0.6638 Remote Similarity NPD7609 Phase 3
0.6623 Remote Similarity NPD4380 Phase 2
0.6622 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6621 Remote Similarity NPD1195 Approved
0.6619 Remote Similarity NPD3268 Approved
0.6615 Remote Similarity NPD9568 Approved
0.6613 Remote Similarity NPD1444 Approved
0.6613 Remote Similarity NPD1445 Approved
0.661 Remote Similarity NPD688 Clinical (unspecified phase)
0.6601 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6593 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6583 Remote Similarity NPD9273 Approved
0.6583 Remote Similarity NPD9495 Approved
0.6581 Remote Similarity NPD7631 Approved
0.6575 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6558 Remote Similarity NPD5402 Approved
0.6552 Remote Similarity NPD75 Approved
0.6552 Remote Similarity NPD9277 Approved
0.6541 Remote Similarity NPD17 Approved
0.6541 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6671 Approved
0.6538 Remote Similarity NPD709 Approved
0.6532 Remote Similarity NPD9697 Approved
0.6529 Remote Similarity NPD1238 Approved
0.6528 Remote Similarity NPD6099 Approved
0.6528 Remote Similarity NPD6100 Approved
0.6525 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6519 Remote Similarity NPD1481 Phase 2
0.6518 Remote Similarity NPD9491 Approved
0.6515 Remote Similarity NPD3091 Approved
0.6507 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6503 Remote Similarity NPD5031 Approved
0.6503 Remote Similarity NPD5027 Approved
0.6503 Remote Similarity NPD5029 Approved
0.6494 Remote Similarity NPD1465 Phase 2
0.6493 Remote Similarity NPD4879 Approved
0.6486 Remote Similarity NPD6884 Clinical (unspecified phase)
0.6484 Remote Similarity NPD9508 Approved
0.6483 Remote Similarity NPD9276 Approved
0.6483 Remote Similarity NPD9278 Suspended
0.6483 Remote Similarity NPD9274 Approved
0.6483 Remote Similarity NPD9275 Approved
0.6479 Remote Similarity NPD1933 Approved
0.6471 Remote Similarity NPD9260 Approved
0.6471 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6467 Remote Similarity NPD6273 Approved
0.6466 Remote Similarity NPD5691 Approved

  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