Molecular Weight:   | 442.38 |
Volume:   | 499.598 |
LogP:   | 5.871 |
LogD:   | 4.387 |
LogS:   | -4.84 |
# Rotatable Bonds:   | 1 |
TPSA:   | 37.3 |
# H-Bond Aceptor:   | 2 |
# H-Bond Donor:   | 1 |
# Rings:   | 5 |
# Heavy Atoms:   | 2 |
QED Drug-Likeness Score:   | 0.458 |
Synthetic Accessibility Score:   | 4.939 |
Fsp3:   | 0.967 |
Lipinski Rule-of-5:   | Accepted |
Pfizer Rule:   | Rejected |
GSK Rule:   | Rejected |
BMS Rule:   | 0 |
Golden Triangle Rule:   | Accepted |
Chelating Alert:   | 0 |
PAINS Alert:   | 0 |
Caco-2 Permeability:   | -5.01 |
MDCK Permeability:   | 9.360790500068106e-06 |
Pgp-inhibitor:   | 0.735 |
Pgp-substrate:   | 0.0 |
Human Intestinal Absorption (HIA):   | 0.041 |
20% Bioavailability (F20%):   | 0.903 |
30% Bioavailability (F30%):   | 0.995 |
Blood-Brain-Barrier Penetration (BBB):   | 0.399 |
Plasma Protein Binding (PPB):   | 92.65506744384766% |
Volume Distribution (VD):   | 1.338 |
Pgp-substrate:   | 1.777092695236206% |
CYP1A2-inhibitor:   | 0.02 |
CYP1A2-substrate:   | 0.5 |
CYP2C19-inhibitor:   | 0.022 |
CYP2C19-substrate:   | 0.941 |
CYP2C9-inhibitor:   | 0.086 |
CYP2C9-substrate:   | 0.033 |
CYP2D6-inhibitor:   | 0.019 |
CYP2D6-substrate:   | 0.083 |
CYP3A4-inhibitor:   | 0.837 |
CYP3A4-substrate:   | 0.849 |
Clearance (CL):   | 16.762 |
Half-life (T1/2):   | 0.16 |
hERG Blockers:   | 0.556 |
Human Hepatotoxicity (H-HT):   | 0.387 |
Drug-inuced Liver Injury (DILI):   | 0.046 |
AMES Toxicity:   | 0.006 |
Rat Oral Acute Toxicity:   | 0.811 |
Maximum Recommended Daily Dose:   | 0.373 |
Skin Sensitization:   | 0.801 |
Carcinogencity:   | 0.448 |
Eye Corrosion:   | 0.022 |
Eye Irritation:   | 0.015 |
Respiratory Toxicity:   | 0.966 |
Natural Product ID:   | NPC103647 |
Common Name*:   | 3-Oxo-29-Hydroxyfriedelane |
IUPAC Name:   | (4R,4aS,6aS,6aS,6bR,8aS,11R,12aR,14aS,14bS)-11-(hydroxymethyl)-4,4a,6a,6b,8a,11,14a-heptamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one |
Synonyms:   | |
Standard InCHIKey:   | NAOCHKKFDYTOII-MGIZKUGISA-N |
Standard InCHI:   | InChI=1S/C30H50O2/c1-20-21(32)8-9-22-27(20,4)11-10-23-28(22,5)15-17-30(7)24-18-25(2,19-31)12-13-26(24,3)14-16-29(23,30)6/h20,22-24,31H,8-19H2,1-7H3/t20-,22+,23-,24+,25+,26+,27+,28-,29+,30-/m0/s1 |
SMILES:   | C[C@H]1C(=O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@@]2(C)CC[C@@]2(C)[C@@H]3C[C@@](C)(CC[C@]3(C)CC[C@]12C)CO |
Synthetic Gene Cluster:   | n.a. |
ChEMBL Identifier:   | CHEMBL516320 |
PubChem CID:   |
14108943 |
Chemical Classification**:   |
|
*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.
Organism ID | Organism Name | Taxonomy Level | Family | SuperKingdom | Isolation Part | Collection Location | Collection Time | Reference |
---|---|---|---|---|---|---|---|---|
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | root | n.a. | DOI[10.1016/S0040-4039(99)00339-1] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | root | n.a. |
PMID[10746886] |
NPO24176 | Streptomyces fradiae | Species | Streptomycetaceae | Bacteria | n.a. | n.a. | n.a. |
PMID[10757717] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[10757718] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | root | n.a. |
PMID[10757718] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | root bark | Kunming, Yunnan, China | n.a. |
PMID[10757718] |
NPO24927 | Calyx podatypa | Species | Phloeodictyidae | Eukaryota | n.a. | n.a. | n.a. |
PMID[10843583] |
NPO6683 | Salacia petenensis | Species | Celastraceae | Eukaryota | n.a. | bark | n.a. |
PMID[11270725] |
NPO2353 | Bituminaria bituminosa | Species | Fabaceae | Eukaryota | n.a. | aerial part | n.a. |
PMID[12943781] |
NPO7484 | Salacia chinensis | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[12951446] |
NPO7484 | Salacia chinensis | Species | Celastraceae | Eukaryota | stems | Thailand | n.a. |
PMID[14510595] |
NPO14555 | Porella swartziana | Species | Porellaceae | Eukaryota | n.a. | Argentine | n.a. |
PMID[14738381] |
NPO14555 | Porella swartziana | Species | Porellaceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[14738381] |
NPO25232 | Peperomia heyneana | Species | Piperaceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[17291043] |
NPO24927 | Calyx podatypa | Species | Phloeodictyidae | Eukaryota | n.a. | n.a. | n.a. |
PMID[1791477] |
NPO1207 | Microtropis triflora | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[17972583] |
NPO15653 | Celastrus vulcanicola | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[18616221] |
NPO15653 | Celastrus vulcanicola | Species | Celastraceae | Eukaryota | stems | Montecristo National Park, province of Santa Ana, El Salvador | 2004-JUN |
PMID[20873773] |
NPO15653 | Celastrus vulcanicola | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[21419633] |
NPO12977 | Solenopsis invicta | Species | Formicidae | Eukaryota | n.a. | n.a. | n.a. |
PMID[21905650] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[22256754] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | root | n.a. |
PMID[22256754] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | root | n.a. |
PMID[23252270] |
NPO23289 | Heracleum sphondylium | Species | Apiaceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[24697288] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[2534610] |
NPO15653 | Celastrus vulcanicola | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[25695368] |
NPO14826 | Streptomyces mobaraensis | Species | Streptomycetaceae | Bacteria | n.a. | n.a. | n.a. |
PMID[32998509] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. | Europe PMC[535601] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[8328267] |
NPO9420 | Aspergillus arenarius | Species | Aspergillaceae | Eukaryota | sclerotia | n.a. | n.a. |
PMID[9599285] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | root | n.a. | Database[Article] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. | Database[Article] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | leaf | n.a. | Database[Article] |
NPO23289 | Heracleum sphondylium | Species | Apiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO5728 | Gerbera piloselloides | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO16847 | Consolida ajacis | Species | Ranunculaceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO12416 | Quercus mongolica | Species | Fagaceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO15961 | Sida cordifolia | Species | Malvaceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO15510 | Kummerowia striata | Species | Fabaceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[Phytochemistry, 2000, 53, 715-722.] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO15961 | Sida cordifolia | Species | Malvaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO16847 | Consolida ajacis | Species | Ranunculaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO23289 | Heracleum sphondylium | Species | Apiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO5728 | Gerbera piloselloides | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO12416 | Quercus mongolica | Species | Fagaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO14869 | Ormosia panamensis | Species | Limoniidae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO15510 | Kummerowia striata | Species | Fabaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO12450 | Cneorum pulverulentum | Species | Rutaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO12416 | Quercus mongolica | Species | Fagaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCM_Taiwan] |
NPO16847 | Consolida ajacis | Species | Ranunculaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCM_Taiwan] |
NPO5728 | Gerbera piloselloides | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCM_Taiwan] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCM_Taiwan] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | root bark | Kunming, Yunnan, China | n.a. | Database[Title] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. | Database[Title] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | root bark | n.a. | n.a. | Database[Title] |
NPO15138 | Rheum webbianum | Species | Polygonaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO1207 | Microtropis triflora | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO26017 | Dalbergia stipulacea | Species | Fabaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO4935 | Dinemasporium strigosum | Species | Chaetosphaeriaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO27395 | Mandragora officinarum | Species | Solanaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO4267 | Ceratocystis clavigera | Species | Ceratocystidaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO14218 | Spodoptera littoralis | Species | 0ctuidae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO12977 | Solenopsis invicta | Species | Formicidae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO16516 | Centaurea seridis | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO25232 | Peperomia heyneana | Species | Piperaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO15755 | Thymbra spicata | Species | Lamiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO14555 | Porella swartziana | Species | Porellaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO16758 | Satureja cuneifolia | Species | Lamiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO5269 | Coleus garckeanus | Species | Lamiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO11194 | Bombus hortorum | Species | Apidae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO13548 | Chrozophora obliqua | Species | Euphorbiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO16903 | Chisocheton siamensis | Species | Meliaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO1152 | Tripterygium hypoglaucum | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO7484 | Salacia chinensis | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO5552 | Solanum sisymbriifolium | Species | Solanaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO8499 | Osmerus mordax | Species | Osmeridae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO13859 | Senecio flavus | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO25293 | Beaumontia brevituba | Species | Apocynaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO11881 | Adenopeltis colliguaya | Species | Euphorbiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO16175 | Trichia floriformis | Species | Trichiidae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO14034 | Salvia coulteri | Species | Lamiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO14869 | Ormosia panamensis | Species | Limoniidae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO13230 | Pedicularis condensata | Species | Orobanchaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO9780 | Merremia umbellata | Species | Convolvulaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO5728 | Gerbera piloselloides | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO2353 | Bituminaria bituminosa | Species | Fabaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO27107 | Coleus coerulescens | Species | Lamiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO11599 | Elaeagnus commutata | Species | Elaeagnaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO13710 | Lyophyllum shimeji | Species | Lyophyllaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO16678 | Flindersia brayleyana | Species | Rutaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO9420 | Aspergillus arenarius | Species | Aspergillaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO15653 | Celastrus vulcanicola | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO3391 | Jungermannia obovata | Species | Jungermanniaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO14826 | Streptomyces mobaraensis | Species | Streptomycetaceae | Bacteria | n.a. | n.a. | n.a. | Database[UNPD] |
NPO26578 | Astragalus pamirensis | Species | Fabaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO12450 | Cneorum pulverulentum | Species | Rutaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO24927 | Calyx podatypa | Species | Phloeodictyidae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO15272 | Mascarenhasia arborescens | Species | Apocynaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO6683 | Salacia petenensis | Species | Celastraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO15858 | Phoebe formosana | Species | Lauraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO15510 | Kummerowia striata | Species | Fabaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO8818 | Rohdea wattii | Species | Asparagaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO12680 | Perityle vaseyi | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO5078 | Turraeanthus mannii | Species | Meliaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO15015 | Meconopsis napaulensis | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO16428 | Millettia conraui | Species | Fabaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO26370 | Iryanthera juruensis | Species | Myristicaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO15961 | Sida cordifolia | Species | Malvaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO12555 | Aspergillus quadrilineatus | Species | Aspergillaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO13375 | Palafoxia rosea | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO12416 | Quercus mongolica | Species | Fagaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO24176 | Streptomyces fradiae | Species | Streptomycetaceae | Bacteria | n.a. | n.a. | n.a. | Database[UNPD] |
NPO23289 | Heracleum sphondylium | Species | Apiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO24732 | Cereus weberi | Species | Sagartiidae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO15393 | Eucalyptus flocktoniae | Species | Myrtaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO24417 | Centaurea hololeuca | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO16847 | Consolida ajacis | Species | Ranunculaceae | 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].
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].
Target ID | Target Type | Target Name | Target Organism | Activity Type | Activity Relation | Value | Unit | Reference |
---|---|---|---|---|---|---|---|---|
NPT68 | Individual Protein | Aldose reductase | Rattus norvegicus | IC50 | = | 98000.0 | nM | PMID[550289] |
☑ 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.
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 NPC103647 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 |
---|---|---|
1.0 | High Similarity | NPC180777 |
1.0 | High Similarity | NPC260319 |
1.0 | High Similarity | NPC2568 |
0.9545 | High Similarity | NPC290058 |
0.9403 | High Similarity | NPC477229 |
0.9403 | High Similarity | NPC68426 |
0.9403 | High Similarity | NPC282905 |
0.9265 | High Similarity | NPC130011 |
0.9265 | High Similarity | NPC168511 |
0.9265 | High Similarity | NPC159325 |
0.913 | High Similarity | NPC267753 |
0.9091 | High Similarity | NPC31187 |
0.9091 | High Similarity | NPC100917 |
0.9091 | High Similarity | NPC281203 |
0.9091 | High Similarity | NPC469724 |
0.9 | High Similarity | NPC108840 |
0.8841 | High Similarity | NPC81759 |
0.8806 | High Similarity | NPC474954 |
0.875 | High Similarity | NPC26029 |
0.8696 | High Similarity | NPC247195 |
0.8592 | High Similarity | NPC97534 |
0.8592 | High Similarity | NPC174964 |
0.8592 | High Similarity | NPC195155 |
0.8529 | High Similarity | NPC475977 |
0.8529 | High Similarity | NPC473225 |
0.8493 | Intermediate Similarity | NPC472608 |
0.8472 | Intermediate Similarity | NPC5767 |
0.8472 | Intermediate Similarity | NPC475742 |
0.8429 | Intermediate Similarity | NPC151018 |
0.8429 | Intermediate Similarity | NPC58057 |
0.8429 | Intermediate Similarity | NPC320549 |
0.8429 | Intermediate Similarity | NPC156277 |
0.8406 | Intermediate Similarity | NPC213178 |
0.8406 | Intermediate Similarity | NPC6120 |
0.8406 | Intermediate Similarity | NPC131892 |
0.8406 | Intermediate Similarity | NPC327728 |
0.8406 | Intermediate Similarity | NPC324607 |
0.8406 | Intermediate Similarity | NPC321732 |
0.84 | Intermediate Similarity | NPC50658 |
0.8356 | Intermediate Similarity | NPC221420 |
0.8356 | Intermediate Similarity | NPC23884 |
0.831 | Intermediate Similarity | NPC475230 |
0.831 | Intermediate Similarity | NPC232112 |
0.831 | Intermediate Similarity | NPC310766 |
0.8286 | Intermediate Similarity | NPC476731 |
0.8286 | Intermediate Similarity | NPC108131 |
0.8243 | Intermediate Similarity | NPC31031 |
0.8243 | Intermediate Similarity | NPC243594 |
0.8194 | Intermediate Similarity | NPC472854 |
0.8194 | Intermediate Similarity | NPC254340 |
0.8169 | Intermediate Similarity | NPC473267 |
0.8169 | Intermediate Similarity | NPC89310 |
0.8158 | Intermediate Similarity | NPC3915 |
0.8158 | Intermediate Similarity | NPC280781 |
0.8158 | Intermediate Similarity | NPC476071 |
0.8158 | Intermediate Similarity | NPC48756 |
0.8143 | Intermediate Similarity | NPC469941 |
0.8143 | Intermediate Similarity | NPC252032 |
0.8143 | Intermediate Similarity | NPC476734 |
0.8143 | Intermediate Similarity | NPC319671 |
0.8133 | Intermediate Similarity | NPC201459 |
0.8116 | Intermediate Similarity | NPC472984 |
0.8108 | Intermediate Similarity | NPC112463 |
0.8108 | Intermediate Similarity | NPC298168 |
0.8108 | Intermediate Similarity | NPC143133 |
0.8095 | Intermediate Similarity | NPC307063 |
0.8082 | Intermediate Similarity | NPC125767 |
0.8082 | Intermediate Similarity | NPC273366 |
0.8082 | Intermediate Similarity | NPC179858 |
0.8082 | Intermediate Similarity | NPC21220 |
0.8077 | Intermediate Similarity | NPC25037 |
0.8077 | Intermediate Similarity | NPC34984 |
0.8077 | Intermediate Similarity | NPC105895 |
0.806 | Intermediate Similarity | NPC290791 |
0.806 | Intermediate Similarity | NPC292419 |
0.8052 | Intermediate Similarity | NPC310989 |
0.8028 | Intermediate Similarity | NPC477929 |
0.8 | Intermediate Similarity | NPC478228 |
0.8 | Intermediate Similarity | NPC127798 |
0.7975 | Intermediate Similarity | NPC62572 |
0.7973 | Intermediate Similarity | NPC472487 |
0.7973 | Intermediate Similarity | NPC472486 |
0.7945 | Intermediate Similarity | NPC280026 |
0.7945 | Intermediate Similarity | NPC133922 |
0.7945 | Intermediate Similarity | NPC167702 |
0.7922 | Intermediate Similarity | NPC271572 |
0.7922 | Intermediate Similarity | NPC103754 |
0.7922 | Intermediate Similarity | NPC474484 |
0.7922 | Intermediate Similarity | NPC474870 |
0.7887 | Intermediate Similarity | NPC178541 |
0.7867 | Intermediate Similarity | NPC475031 |
0.7867 | Intermediate Similarity | NPC149249 |
0.7867 | Intermediate Similarity | NPC472746 |
0.7867 | Intermediate Similarity | NPC264602 |
0.7857 | Intermediate Similarity | NPC204233 |
0.7848 | Intermediate Similarity | NPC180834 |
0.7838 | Intermediate Similarity | NPC159789 |
0.7838 | Intermediate Similarity | NPC24014 |
0.7838 | Intermediate Similarity | NPC472311 |
0.7838 | Intermediate Similarity | NPC212733 |
0.7838 | Intermediate Similarity | NPC27349 |
0.7821 | Intermediate Similarity | NPC61107 |
0.7821 | Intermediate Similarity | NPC289486 |
0.7821 | Intermediate Similarity | NPC30583 |
0.7778 | Intermediate Similarity | NPC477850 |
0.7763 | Intermediate Similarity | NPC185465 |
0.775 | Intermediate Similarity | NPC274724 |
0.775 | Intermediate Similarity | NPC133954 |
0.7746 | Intermediate Similarity | NPC475893 |
0.7746 | Intermediate Similarity | NPC470956 |
0.7746 | Intermediate Similarity | NPC469987 |
0.7733 | Intermediate Similarity | NPC4209 |
0.7722 | Intermediate Similarity | NPC269684 |
0.7722 | Intermediate Similarity | NPC472743 |
0.7722 | Intermediate Similarity | NPC175410 |
0.7722 | Intermediate Similarity | NPC475726 |
0.7714 | Intermediate Similarity | NPC42060 |
0.7703 | Intermediate Similarity | NPC477930 |
0.7692 | Intermediate Similarity | NPC328264 |
0.7671 | Intermediate Similarity | NPC469940 |
0.7671 | Intermediate Similarity | NPC478227 |
0.7662 | Intermediate Similarity | NPC52951 |
0.7662 | Intermediate Similarity | NPC320144 |
0.7662 | Intermediate Similarity | NPC476812 |
0.7654 | Intermediate Similarity | NPC187545 |
0.7654 | Intermediate Similarity | NPC74363 |
0.7654 | Intermediate Similarity | NPC213412 |
0.7654 | Intermediate Similarity | NPC475862 |
0.7639 | Intermediate Similarity | NPC64466 |
0.7639 | Intermediate Similarity | NPC474962 |
0.7632 | Intermediate Similarity | NPC207010 |
0.7632 | Intermediate Similarity | NPC317913 |
0.7632 | Intermediate Similarity | NPC106078 |
0.7632 | Intermediate Similarity | NPC477918 |
0.7632 | Intermediate Similarity | NPC476811 |
0.7632 | Intermediate Similarity | NPC477919 |
0.7632 | Intermediate Similarity | NPC180199 |
0.7625 | Intermediate Similarity | NPC474482 |
0.7625 | Intermediate Similarity | NPC474233 |
0.7625 | Intermediate Similarity | NPC475745 |
0.7625 | Intermediate Similarity | NPC237938 |
0.7625 | Intermediate Similarity | NPC474996 |
0.7625 | Intermediate Similarity | NPC219535 |
0.7606 | Intermediate Similarity | NPC41542 |
0.7595 | Intermediate Similarity | NPC268040 |
0.7571 | Intermediate Similarity | NPC80463 |
0.7571 | Intermediate Similarity | NPC260116 |
0.7571 | Intermediate Similarity | NPC19311 |
0.7571 | Intermediate Similarity | NPC230047 |
0.7571 | Intermediate Similarity | NPC469791 |
0.7568 | Intermediate Similarity | NPC36310 |
0.7564 | Intermediate Similarity | NPC470609 |
0.7564 | Intermediate Similarity | NPC261616 |
0.7564 | Intermediate Similarity | NPC18955 |
0.7561 | Intermediate Similarity | NPC73064 |
0.7561 | Intermediate Similarity | NPC173089 |
0.7561 | Intermediate Similarity | NPC158141 |
0.7532 | Intermediate Similarity | NPC476810 |
0.7532 | Intermediate Similarity | NPC324700 |
0.7532 | Intermediate Similarity | NPC34046 |
0.7532 | Intermediate Similarity | NPC476732 |
0.7532 | Intermediate Similarity | NPC171426 |
0.7532 | Intermediate Similarity | NPC80089 |
0.7532 | Intermediate Similarity | NPC224802 |
0.7532 | Intermediate Similarity | NPC199965 |
0.7531 | Intermediate Similarity | NPC201655 |
0.7531 | Intermediate Similarity | NPC292553 |
0.75 | Intermediate Similarity | NPC477933 |
0.75 | Intermediate Similarity | NPC477932 |
0.75 | Intermediate Similarity | NPC472744 |
0.747 | Intermediate Similarity | NPC230387 |
0.747 | Intermediate Similarity | NPC474511 |
0.747 | Intermediate Similarity | NPC1753 |
0.7468 | Intermediate Similarity | NPC162632 |
0.7468 | Intermediate Similarity | NPC267691 |
0.7468 | Intermediate Similarity | NPC469745 |
0.7468 | Intermediate Similarity | NPC263272 |
0.7468 | Intermediate Similarity | NPC274050 |
0.7467 | Intermediate Similarity | NPC162164 |
0.7467 | Intermediate Similarity | NPC255168 |
0.7465 | Intermediate Similarity | NPC268736 |
0.7465 | Intermediate Similarity | NPC142712 |
0.7465 | Intermediate Similarity | NPC477931 |
0.7463 | Intermediate Similarity | NPC476735 |
0.7439 | Intermediate Similarity | NPC95594 |
0.7439 | Intermediate Similarity | NPC235341 |
0.7439 | Intermediate Similarity | NPC471737 |
0.7439 | Intermediate Similarity | NPC477579 |
0.7439 | Intermediate Similarity | NPC72638 |
0.7439 | Intermediate Similarity | NPC472738 |
0.7439 | Intermediate Similarity | NPC56588 |
0.7439 | Intermediate Similarity | NPC83242 |
0.7436 | Intermediate Similarity | NPC80891 |
0.7436 | Intermediate Similarity | NPC245029 |
0.7436 | Intermediate Similarity | NPC472310 |
0.7436 | Intermediate Similarity | NPC31302 |
0.7436 | Intermediate Similarity | NPC73013 |
0.7436 | Intermediate Similarity | NPC201276 |
0.7436 | Intermediate Similarity | NPC192744 |
0.7432 | Intermediate Similarity | NPC126642 |
Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.
●  The left chart: Distribution of similarity level between NPC103647 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 |
---|---|---|---|
0.8551 | High Similarity | NPD4245 | Approved |
0.8551 | High Similarity | NPD4789 | Approved |
0.8551 | High Similarity | NPD4244 | Approved |
0.8429 | Intermediate Similarity | NPD4808 | Clinical (unspecified phase) |
0.8429 | Intermediate Similarity | NPD4809 | Clinical (unspecified phase) |
0.8406 | Intermediate Similarity | NPD3698 | Phase 2 |
0.8406 | Intermediate Similarity | NPD3699 | Clinical (unspecified phase) |
0.8406 | Intermediate Similarity | NPD3700 | Clinical (unspecified phase) |
0.8358 | Intermediate Similarity | NPD3171 | Clinical (unspecified phase) |
0.8 | Intermediate Similarity | NPD5360 | Phase 3 |
0.8 | Intermediate Similarity | NPD5361 | Clinical (unspecified phase) |
0.7971 | Intermediate Similarity | NPD4224 | Phase 2 |
0.7945 | Intermediate Similarity | NPD6113 | Clinical (unspecified phase) |
0.7838 | Intermediate Similarity | NPD3703 | Phase 2 |
0.7733 | Intermediate Similarity | NPD6117 | Approved |
0.7671 | Intermediate Similarity | NPD6081 | Approved |
0.7632 | Intermediate Similarity | NPD6116 | Phase 1 |
0.7532 | Intermediate Similarity | NPD3671 | Phase 1 |
0.7532 | Intermediate Similarity | NPD6697 | Approved |
0.7532 | Intermediate Similarity | NPD6115 | Approved |
0.7532 | Intermediate Similarity | NPD6118 | Approved |
0.7532 | Intermediate Similarity | NPD6114 | Approved |
0.7432 | Intermediate Similarity | NPD4758 | Discontinued |
0.7432 | Intermediate Similarity | NPD5777 | Approved |
0.7317 | Intermediate Similarity | NPD7520 | Clinical (unspecified phase) |
0.7284 | Intermediate Similarity | NPD4788 | Approved |
0.7209 | Intermediate Similarity | NPD7515 | Phase 2 |
0.7143 | Intermediate Similarity | NPD3702 | Approved |
0.7089 | Intermediate Similarity | NPD5364 | Discontinued |
0.6988 | Remote Similarity | NPD4786 | Approved |
0.6951 | Remote Similarity | NPD3667 | Approved |
0.6854 | Remote Similarity | NPD7748 | Approved |
0.6786 | Remote Similarity | NPD3666 | Approved |
0.6786 | Remote Similarity | NPD3133 | Approved |
0.6786 | Remote Similarity | NPD3665 | Phase 1 |
0.6711 | Remote Similarity | NPD4267 | Clinical (unspecified phase) |
0.6667 | Remote Similarity | NPD3617 | Approved |
0.663 | Remote Similarity | NPD7902 | Approved |
0.6629 | Remote Similarity | NPD8035 | Phase 2 |
0.6629 | Remote Similarity | NPD8034 | Phase 2 |
0.6628 | Remote Similarity | NPD3618 | Phase 1 |
0.6623 | Remote Similarity | NPD4787 | Phase 1 |
0.6618 | Remote Similarity | NPD3729 | Clinical (unspecified phase) |
0.6618 | Remote Similarity | NPD615 | Clinical (unspecified phase) |
0.6591 | Remote Similarity | NPD5328 | Approved |
0.6591 | Remote Similarity | NPD7285 | Clinical (unspecified phase) |
0.6585 | Remote Similarity | NPD7645 | Phase 2 |
0.6444 | Remote Similarity | NPD6079 | Approved |
0.6404 | Remote Similarity | NPD4753 | Phase 2 |
0.6389 | Remote Similarity | NPD3198 | Approved |
0.6353 | Remote Similarity | NPD4223 | Phase 3 |
0.6353 | Remote Similarity | NPD4221 | Approved |
0.6322 | Remote Similarity | NPD5329 | Approved |
0.631 | Remote Similarity | NPD4695 | Discontinued |
0.6304 | Remote Similarity | NPD7901 | Clinical (unspecified phase) |
0.6304 | Remote Similarity | NPD7900 | Approved |
0.6292 | Remote Similarity | NPD7513 | Clinical (unspecified phase) |
0.625 | Remote Similarity | NPD5279 | Phase 3 |
0.6235 | Remote Similarity | NPD4692 | Approved |
0.6235 | Remote Similarity | NPD4139 | Approved |
0.6224 | Remote Similarity | NPD8170 | Clinical (unspecified phase) |
0.6207 | Remote Similarity | NPD3668 | Phase 3 |
0.6207 | Remote Similarity | NPD4197 | Approved |
0.6196 | Remote Similarity | NPD4202 | Approved |
0.6196 | Remote Similarity | NPD6399 | Phase 3 |
0.617 | Remote Similarity | NPD7614 | Phase 1 |
0.6154 | Remote Similarity | NPD6705 | Phase 1 |
0.6118 | Remote Similarity | NPD6928 | Phase 2 |
0.6105 | Remote Similarity | NPD6084 | Phase 2 |
0.6105 | Remote Similarity | NPD6083 | Phase 2 |
0.6067 | Remote Similarity | NPD7146 | Approved |
0.6067 | Remote Similarity | NPD4690 | Approved |
0.6067 | Remote Similarity | NPD4138 | Approved |
0.6067 | Remote Similarity | NPD5330 | Approved |
0.6067 | Remote Similarity | NPD4689 | Approved |
0.6067 | Remote Similarity | NPD5205 | Approved |
0.6067 | Remote Similarity | NPD4688 | Approved |
0.6067 | Remote Similarity | NPD7521 | Approved |
0.6067 | Remote Similarity | NPD6409 | Approved |
0.6067 | Remote Similarity | NPD4623 | Approved |
0.6067 | Remote Similarity | NPD6684 | Approved |
0.6067 | Remote Similarity | NPD4519 | Discontinued |
0.6067 | Remote Similarity | NPD4693 | Phase 3 |
0.6067 | Remote Similarity | NPD3574 | Clinical (unspecified phase) |
0.6067 | Remote Similarity | NPD7334 | Approved |
0.6064 | Remote Similarity | NPD4629 | Approved |
0.6064 | Remote Similarity | NPD5210 | Approved |
0.6061 | Remote Similarity | NPD385 | Approved |
0.6061 | Remote Similarity | NPD384 | Approved |
0.6053 | Remote Similarity | NPD7909 | Approved |
0.6 | Remote Similarity | NPD5222 | Approved |
0.6 | Remote Similarity | NPD4697 | Phase 3 |
0.6 | Remote Similarity | NPD5220 | Clinical (unspecified phase) |
0.6 | Remote Similarity | NPD6920 | Discontinued |
0.6 | Remote Similarity | NPD5221 | Approved |
0.5979 | Remote Similarity | NPD8418 | Phase 2 |
0.5938 | Remote Similarity | NPD5173 | Approved |
0.5938 | Remote Similarity | NPD4755 | Approved |
0.5934 | Remote Similarity | NPD6903 | Approved |
0.5934 | Remote Similarity | NPD6672 | Approved |
0.5934 | Remote Similarity | NPD5737 | Approved |
0.593 | Remote Similarity | NPD7525 | Registered |
0.5909 | Remote Similarity | NPD634 | Phase 3 |
0.5904 | Remote Similarity | NPD6942 | Approved |
0.5904 | Remote Similarity | NPD7339 | Approved |
0.5889 | Remote Similarity | NPD5690 | Phase 2 |
0.5889 | Remote Similarity | NPD5280 | Approved |
0.5889 | Remote Similarity | NPD4694 | Approved |
0.5882 | Remote Similarity | NPD4776 | Phase 2 |
0.5882 | Remote Similarity | NPD4777 | Suspended |
0.5882 | Remote Similarity | NPD6415 | Discontinued |
0.5875 | Remote Similarity | NPD3725 | Approved |
0.5875 | Remote Similarity | NPD3726 | Approved |
0.5857 | Remote Similarity | NPD3186 | Phase 1 |
0.5833 | Remote Similarity | NPD7732 | Phase 3 |
0.5833 | Remote Similarity | NPD3701 | Clinical (unspecified phase) |
0.5825 | Remote Similarity | NPD8132 | Clinical (unspecified phase) |
0.5816 | Remote Similarity | NPD4700 | Approved |
0.5816 | Remote Similarity | NPD5285 | Approved |
0.5816 | Remote Similarity | NPD5286 | Approved |
0.5816 | Remote Similarity | NPD4696 | Approved |
0.5784 | Remote Similarity | NPD6412 | Phase 2 |
0.5769 | Remote Similarity | NPD7341 | Phase 2 |
0.5758 | Remote Similarity | NPD5223 | Approved |
0.5729 | Remote Similarity | NPD5695 | Phase 3 |
0.5714 | Remote Similarity | NPD7638 | Approved |
0.5714 | Remote Similarity | NPD5696 | Approved |
0.5714 | Remote Similarity | NPD6098 | Approved |
0.57 | Remote Similarity | NPD5224 | Approved |
0.57 | Remote Similarity | NPD5211 | Phase 2 |
0.57 | Remote Similarity | NPD4633 | Approved |
0.57 | Remote Similarity | NPD5226 | Approved |
0.57 | Remote Similarity | NPD5225 | Approved |
0.5686 | Remote Similarity | NPD5739 | Approved |
0.5686 | Remote Similarity | NPD6402 | Approved |
0.5686 | Remote Similarity | NPD6675 | Approved |
0.5686 | Remote Similarity | NPD7128 | Approved |
0.5682 | Remote Similarity | NPD8028 | Phase 2 |
0.5679 | Remote Similarity | NPD4137 | Phase 3 |
0.5672 | Remote Similarity | NPD386 | Approved |
0.5672 | Remote Similarity | NPD388 | Approved |
0.5657 | Remote Similarity | NPD7639 | Approved |
0.5657 | Remote Similarity | NPD7640 | Approved |
0.5652 | Remote Similarity | NPD3573 | Approved |
0.5644 | Remote Similarity | NPD4754 | Approved |
0.5644 | Remote Similarity | NPD5175 | Approved |
0.5644 | Remote Similarity | NPD5174 | Approved |
0.5632 | Remote Similarity | NPD4195 | Approved |
0.561 | Remote Similarity | NPD4747 | Approved |
0.561 | Remote Similarity | NPD4691 | Approved |
0.5607 | Remote Similarity | NPD8133 | Approved |
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.