Molecular Weight:   | 236.18 |
Volume:   | 263.191 |
LogP:   | 3.423 |
LogD:   | 3.055 |
LogS:   | -3.891 |
# Rotatable Bonds:   | 1 |
TPSA:   | 37.3 |
# H-Bond Aceptor:   | 2 |
# H-Bond Donor:   | 1 |
# Rings:   | 2 |
# Heavy Atoms:   | 2 |
QED Drug-Likeness Score:   | 0.76 |
Synthetic Accessibility Score:   | 4.274 |
Fsp3:   | 0.8 |
Lipinski Rule-of-5:   | Accepted |
Pfizer Rule:   | Rejected |
GSK Rule:   | Accepted |
BMS Rule:   | 0 |
Golden Triangle Rule:   | Accepted |
Chelating Alert:   | 0 |
PAINS Alert:   | 0 |
Caco-2 Permeability:   | -4.391 |
MDCK Permeability:   | 2.3181491997092962e-05 |
Pgp-inhibitor:   | 0.095 |
Pgp-substrate:   | 0.001 |
Human Intestinal Absorption (HIA):   | 0.004 |
20% Bioavailability (F20%):   | 0.838 |
30% Bioavailability (F30%):   | 0.638 |
Blood-Brain-Barrier Penetration (BBB):   | 0.506 |
Plasma Protein Binding (PPB):   | 91.21993255615234% |
Volume Distribution (VD):   | 1.036 |
Pgp-substrate:   | 8.004156112670898% |
CYP1A2-inhibitor:   | 0.484 |
CYP1A2-substrate:   | 0.479 |
CYP2C19-inhibitor:   | 0.496 |
CYP2C19-substrate:   | 0.835 |
CYP2C9-inhibitor:   | 0.372 |
CYP2C9-substrate:   | 0.356 |
CYP2D6-inhibitor:   | 0.113 |
CYP2D6-substrate:   | 0.239 |
CYP3A4-inhibitor:   | 0.457 |
CYP3A4-substrate:   | 0.359 |
Clearance (CL):   | 8.833 |
Half-life (T1/2):   | 0.205 |
hERG Blockers:   | 0.036 |
Human Hepatotoxicity (H-HT):   | 0.266 |
Drug-inuced Liver Injury (DILI):   | 0.063 |
AMES Toxicity:   | 0.01 |
Rat Oral Acute Toxicity:   | 0.049 |
Maximum Recommended Daily Dose:   | 0.048 |
Skin Sensitization:   | 0.93 |
Carcinogencity:   | 0.086 |
Eye Corrosion:   | 0.272 |
Eye Irritation:   | 0.929 |
Respiratory Toxicity:   | 0.869 |
Natural Product ID:   | NPC207757 |
Common Name*:   | 14-(R)-2-Hydroxyl-3,9,10-Trimethoxytetrahyrdooxyprotoberberine |
IUPAC Name:   | (13aR)-3,9,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-2-ol |
Synonyms:   | |
Standard InCHIKey:   | KDFKJOFJHSVROC-MRXNPFEDSA-N |
Standard InCHI:   | InChI=1S/C20H23NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,9-10,16,22H,6-8,11H2,1-3H3/t16-/m1/s1 |
SMILES:   | COc1ccc2C[C@@H]3c4cc(c(cc4CCN3Cc2c1OC)OC)O |
Synthetic Gene Cluster:   | n.a. |
ChEMBL Identifier:   | CHEMBL2334892 |
PubChem CID:   |
71261649 |
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 |
---|---|---|---|---|---|---|---|---|
NPO24758 | Angelica dahurica | Species | Apiaceae | Eukaryota | n.a. | root | n.a. | DOI[10.5012/bkcs.2003.24.11.1699] |
NPO29263 | Tylopilus plumbeoviolaceus | Species | Boletaceae | Eukaryota | n.a. | fruit body | n.a. |
PMID[10785434] |
NPO26193 | Piper methysticum | Species | Piperaceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[11830162] |
NPO29080 | Ulex airensis | Species | Fabaceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[11858751] |
NPO24758 | Angelica dahurica | Species | Apiaceae | Eukaryota | n.a. | root | n.a. |
PMID[12510838] |
NPO26193 | Piper methysticum | Species | Piperaceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[12809361] |
NPO9498 | Papaver somniferum | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[15019787] |
NPO24758 | Angelica dahurica | Species | Apiaceae | Eukaryota | n.a. | root | n.a. |
PMID[15646793] |
NPO25373 | Stereocaulon alpinum | Species | Stereocaulaceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[18288807] |
NPO25345 | Corydalis ternata | Species | Papaveraceae | Eukaryota | tubers | n.a. | n.a. |
PMID[20594848] |
NPO24758 | Angelica dahurica | Species | Apiaceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[21625478] |
NPO24758 | Angelica dahurica | Species | Apiaceae | Eukaryota | n.a. | root | n.a. |
PMID[21657081] |
NPO9498 | Papaver somniferum | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[22029392] |
NPO827 | Corydalis yanhusuo | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[22737858] |
NPO827 | Corydalis yanhusuo | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[23194502] |
NPO9498 | Papaver somniferum | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[23517479] |
NPO26428 | Ligularia sagitta | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[24913558] |
NPO13962 | Corydalis turtschaninovii | Species | Papaveraceae | Eukaryota | n.a. | rhizome | n.a. |
PMID[25277281] |
NPO26193 | Piper methysticum | Species | Piperaceae | Eukaryota | root | n.a. | n.a. |
PMID[25597012] |
NPO13962 | Corydalis turtschaninovii | Species | Papaveraceae | Eukaryota | n.a. | tuber | n.a. |
PMID[25670016] |
NPO24758 | Angelica dahurica | Species | Apiaceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[27444348] |
NPO25373 | Stereocaulon alpinum | Species | Stereocaulaceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[29878768] |
NPO22441 | Senna spectabilis | Species | Fabaceae | Eukaryota | flowers | n.a. | n.a. |
PMID[30413343] |
NPO24758 | Angelica dahurica | Species | Apiaceae | Eukaryota | Roots | n.a. | n.a. |
PMID[31464439] |
NPO827 | Corydalis yanhusuo | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[32058719] |
NPO25657 | Mezzettia leptopoda | Species | Annonaceae | Eukaryota | n.a. | n.a. | n.a. |
PMID[9868159] |
NPO9498 | Papaver somniferum | Species | Papaveraceae | Eukaryota | Latex Exudate | n.a. | n.a. | Database[FooDB] |
NPO9498 | Papaver somniferum | Species | Papaveraceae | Eukaryota | Seed | n.a. | n.a. | Database[FooDB] |
NPO9498 | Papaver somniferum | Species | Papaveraceae | Eukaryota | n.a. | n.a. | Database[FooDB] | |
NPO9498 | Papaver somniferum | Species | Papaveraceae | Eukaryota | n.a. | n.a. | Database[FooDB] | |
NPO1106 | Artabotrys maingayi | Species | Annonaceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO23223 | Symphytum officinale | Species | Boraginaceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO24480 | Diospyros ebenum | Species | Ebenaceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO827 | Corydalis yanhusuo | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO28926 | Corydalis tuberosa | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO26428 | Ligularia sagitta | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO26193 | Piper methysticum | Species | Piperaceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO16414 | Thuja plicata | Species | Cupressaceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO2341 | Fibraurea recisa | Species | Menispermaceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO24758 | Angelica dahurica | Species | Apiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO9498 | Papaver somniferum | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[HerDing] |
NPO24758 | Angelica dahurica | Species | Apiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO24480 | Diospyros ebenum | Species | Ebenaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO16414 | Thuja plicata | Species | Cupressaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO26230 | Lappula echinata | Species | Boraginaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO25373 | Stereocaulon alpinum | Species | Stereocaulaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO827 | Corydalis yanhusuo | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO25166 | Corydalis ophiocarpa | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO26428 | Ligularia sagitta | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO9498 | Papaver somniferum | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO1106 | Artabotrys maingayi | Species | Annonaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO26193 | Piper methysticum | Species | Piperaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO2341 | Fibraurea recisa | Species | Menispermaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO24087 | Psacalium peltatum | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO28926 | Corydalis tuberosa | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO23223 | Symphytum officinale | Species | Boraginaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCMID] |
NPO23223 | Symphytum officinale | Species | Boraginaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCM_Taiwan] |
NPO827 | Corydalis yanhusuo | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCM_Taiwan] |
NPO25166 | Corydalis ophiocarpa | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCM_Taiwan] |
NPO9498 | Papaver somniferum | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCM_Taiwan] |
NPO26193 | Piper methysticum | Species | Piperaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCM_Taiwan] |
NPO24758 | Angelica dahurica | Species | Apiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCM_Taiwan] |
NPO24480 | Diospyros ebenum | Species | Ebenaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TCM_Taiwan] |
NPO9498 | Papaver somniferum | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TM-MC] |
NPO13962 | Corydalis turtschaninovii | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TM-MC] |
NPO827 | Corydalis yanhusuo | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TM-MC] |
NPO24758 | Angelica dahurica | Species | Apiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TM-MC] |
NPO2341 | Fibraurea recisa | Species | Menispermaceae | Eukaryota | n.a. | n.a. | n.a. | Database[TM-MC] |
NPO25345 | Corydalis ternata | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[TM-MC] |
NPO9498 | Papaver somniferum | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO24480 | Diospyros ebenum | Species | Ebenaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO1106 | Artabotrys maingayi | Species | Annonaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO24087 | Psacalium peltatum | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO25316 | Lasius niger | Species | Formicidae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO16414 | Thuja plicata | Species | Cupressaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO25166 | Corydalis ophiocarpa | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO23223 | Symphytum officinale | Species | Boraginaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO29347 | Hydnum aurantiacum | Species | Hydnaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO827 | Corydalis yanhusuo | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO7177 | Inocybe rimosa | Species | Inocybaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO29053 | Dictyostelium longosporum | Species | n.a. | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO25624 | Teclea sudanica | Species | Rutaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO26230 | Lappula echinata | Species | Boraginaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO7312 | Aplidium multiplicatum | Species | Polyclinidae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO29086 | Dovyalis hebecarpa | Species | Salicaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO24868 | Streptomyces aizunensis | Species | Streptomycetaceae | Bacteria | n.a. | n.a. | n.a. | Database[UNPD] |
NPO29206 | Lycopodium chinense | Species | Lycopodiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO10176 | Chrozophora prostrata | Species | Euphorbiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO29080 | Ulex airensis | Species | Fabaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO24758 | Angelica dahurica | Species | Apiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO29246 | Ixeris repens | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO13962 | Corydalis turtschaninovii | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO17311 | Penicillium vulpinum | Species | Aspergillaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO25657 | Mezzettia leptopoda | Species | Annonaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO26428 | Ligularia sagitta | Species | Asteraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO28926 | Corydalis tuberosa | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO25881 | Stachys plumosa | Species | Lamiaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO22441 | Senna spectabilis | Species | Fabaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO2466 | Aloe microstigma | Species | Asphodelaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO8144 | Labidiaster annulatus | Species | Labidiasteridae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO26193 | Piper methysticum | Species | Piperaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO336 | Chaetomorpha moniligera | Species | Cladophoraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO29263 | Tylopilus plumbeoviolaceus | Species | Boletaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO29441 | Eremophila oppositifolia | Species | Scrophulariaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO25484 | Bumelia obtusifolia | n.a. | n.a. | n.a. | n.a. | n.a. | n.a. | Database[UNPD] |
NPO25345 | Corydalis ternata | Species | Papaveraceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO29490 | Taxillus yadoriki | Species | Loranthaceae | Eukaryota | n.a. | n.a. | n.a. | Database[UNPD] |
NPO25373 | Stereocaulon alpinum | Species | Stereocaulaceae | 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 |
---|---|---|---|---|---|---|---|---|
NPT243 | Individual Protein | Dopamine D2 receptor | Homo sapiens | Ki | = | 105.0 | nM | PMID[497381] |
NPT242 | Individual Protein | Dopamine D1 receptor | Homo sapiens | Ki | = | 6.6 | nM | PMID[497381] |
NPT242 | Individual Protein | Dopamine D1 receptor | Homo sapiens | Inhibition | = | 99.5 | % | PMID[497381] |
NPT243 | Individual Protein | Dopamine D2 receptor | Homo sapiens | Inhibition | = | 90.5 | % | PMID[497381] |
NPT290 | Individual Protein | Serotonin 2a (5-HT2a) receptor | Homo sapiens | Inhibition | = | 40.6 | % | PMID[497381] |
NPT582 | Individual Protein | Monoamine oxidase B | Homo sapiens | IC50 | > | 20000.0 | nM | PMID[497382] |
NPT261 | Individual Protein | Monoamine oxidase A | Homo sapiens | IC50 | > | 20000.0 | nM | PMID[497382] |
NPT582 | Individual Protein | Monoamine oxidase B | Homo sapiens | Activity | = | 91.4 | % | PMID[497382] |
NPT261 | Individual Protein | Monoamine oxidase A | Homo sapiens | Activity | = | 93.4 | % | PMID[497382] |
NPT92 | Individual Protein | Serotonin 1a (5-HT1a) receptor | Homo sapiens | Inhibition | = | 64.2 | % | PMID[497381] |
☑ 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 NPC207757 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 | NPC189266 |
1.0 | High Similarity | NPC184026 |
1.0 | High Similarity | NPC110416 |
1.0 | High Similarity | NPC204828 |
1.0 | High Similarity | NPC295691 |
1.0 | High Similarity | NPC54379 |
1.0 | High Similarity | NPC276588 |
1.0 | High Similarity | NPC39701 |
1.0 | High Similarity | NPC5238 |
1.0 | High Similarity | NPC172765 |
1.0 | High Similarity | NPC127674 |
1.0 | High Similarity | NPC249797 |
1.0 | High Similarity | NPC2413 |
1.0 | High Similarity | NPC469817 |
1.0 | High Similarity | NPC278799 |
1.0 | High Similarity | NPC193949 |
0.9724 | High Similarity | NPC220858 |
0.9724 | High Similarity | NPC192768 |
0.9724 | High Similarity | NPC151895 |
0.9724 | High Similarity | NPC97221 |
0.9724 | High Similarity | NPC88249 |
0.9655 | High Similarity | NPC477565 |
0.9655 | High Similarity | NPC103379 |
0.9586 | High Similarity | NPC135538 |
0.9586 | High Similarity | NPC476571 |
0.9586 | High Similarity | NPC24233 |
0.9586 | High Similarity | NPC147390 |
0.9586 | High Similarity | NPC246587 |
0.9586 | High Similarity | NPC428 |
0.9539 | High Similarity | NPC238530 |
0.9539 | High Similarity | NPC276944 |
0.9539 | High Similarity | NPC232514 |
0.9517 | High Similarity | NPC179825 |
0.9517 | High Similarity | NPC476144 |
0.9517 | High Similarity | NPC476151 |
0.9517 | High Similarity | NPC106295 |
0.9517 | High Similarity | NPC191376 |
0.9517 | High Similarity | NPC210437 |
0.9517 | High Similarity | NPC16107 |
0.9517 | High Similarity | NPC51957 |
0.9517 | High Similarity | NPC321505 |
0.9477 | High Similarity | NPC264850 |
0.9477 | High Similarity | NPC13916 |
0.9452 | High Similarity | NPC7467 |
0.9412 | High Similarity | NPC24465 |
0.9379 | High Similarity | NPC185838 |
0.9276 | High Similarity | NPC111485 |
0.9267 | High Similarity | NPC2295 |
0.9267 | High Similarity | NPC477564 |
0.9241 | High Similarity | NPC136860 |
0.9241 | High Similarity | NPC128019 |
0.9241 | High Similarity | NPC476567 |
0.9216 | High Similarity | NPC166014 |
0.9216 | High Similarity | NPC27410 |
0.9133 | High Similarity | NPC76213 |
0.9133 | High Similarity | NPC277669 |
0.9103 | High Similarity | NPC317272 |
0.9103 | High Similarity | NPC42549 |
0.9103 | High Similarity | NPC240841 |
0.9103 | High Similarity | NPC256012 |
0.9103 | High Similarity | NPC474915 |
0.9103 | High Similarity | NPC250846 |
0.9103 | High Similarity | NPC328750 |
0.9103 | High Similarity | NPC268503 |
0.9103 | High Similarity | NPC188163 |
0.9103 | High Similarity | NPC213206 |
0.9097 | High Similarity | NPC324144 |
0.9079 | High Similarity | NPC216459 |
0.9079 | High Similarity | NPC41178 |
0.9079 | High Similarity | NPC138487 |
0.9073 | High Similarity | NPC37272 |
0.9045 | High Similarity | NPC145832 |
0.9045 | High Similarity | NPC205421 |
0.9045 | High Similarity | NPC474931 |
0.9045 | High Similarity | NPC12053 |
0.9045 | High Similarity | NPC81218 |
0.9045 | High Similarity | NPC158376 |
0.9045 | High Similarity | NPC306555 |
0.9045 | High Similarity | NPC117188 |
0.9038 | High Similarity | NPC96603 |
0.9038 | High Similarity | NPC13504 |
0.9038 | High Similarity | NPC284183 |
0.9038 | High Similarity | NPC136508 |
0.9038 | High Similarity | NPC477563 |
0.9038 | High Similarity | NPC253043 |
0.9038 | High Similarity | NPC306843 |
0.9038 | High Similarity | NPC78222 |
0.9038 | High Similarity | NPC121275 |
0.9038 | High Similarity | NPC196447 |
0.9038 | High Similarity | NPC4138 |
0.9038 | High Similarity | NPC212794 |
0.9034 | High Similarity | NPC314682 |
0.9032 | High Similarity | NPC60186 |
0.902 | High Similarity | NPC146288 |
0.9 | High Similarity | NPC207824 |
0.9 | High Similarity | NPC60538 |
0.8987 | High Similarity | NPC204908 |
0.8987 | High Similarity | NPC83198 |
0.8951 | High Similarity | NPC32154 |
0.8947 | High Similarity | NPC82285 |
0.8947 | High Similarity | NPC133011 |
0.8896 | High Similarity | NPC147091 |
0.8896 | High Similarity | NPC31311 |
0.8896 | High Similarity | NPC234392 |
0.8868 | High Similarity | NPC66573 |
0.8861 | High Similarity | NPC476573 |
0.8861 | High Similarity | NPC35627 |
0.8861 | High Similarity | NPC81247 |
0.8854 | High Similarity | NPC1229 |
0.8841 | High Similarity | NPC290005 |
0.8841 | High Similarity | NPC8836 |
0.8841 | High Similarity | NPC239824 |
0.8841 | High Similarity | NPC217748 |
0.8841 | High Similarity | NPC328155 |
0.8841 | High Similarity | NPC42663 |
0.8841 | High Similarity | NPC182052 |
0.8841 | High Similarity | NPC104196 |
0.8841 | High Similarity | NPC54654 |
0.8841 | High Similarity | NPC222661 |
0.8841 | High Similarity | NPC90998 |
0.8841 | High Similarity | NPC290582 |
0.8841 | High Similarity | NPC285931 |
0.8841 | High Similarity | NPC271013 |
0.8841 | High Similarity | NPC223690 |
0.8841 | High Similarity | NPC251735 |
0.8841 | High Similarity | NPC49075 |
0.8841 | High Similarity | NPC15414 |
0.8841 | High Similarity | NPC279228 |
0.8841 | High Similarity | NPC258657 |
0.8841 | High Similarity | NPC181796 |
0.8841 | High Similarity | NPC311973 |
0.8841 | High Similarity | NPC185639 |
0.8841 | High Similarity | NPC229373 |
0.8841 | High Similarity | NPC7715 |
0.8828 | High Similarity | NPC301050 |
0.8828 | High Similarity | NPC131204 |
0.8827 | High Similarity | NPC241704 |
0.882 | High Similarity | NPC190783 |
0.882 | High Similarity | NPC232386 |
0.882 | High Similarity | NPC2314 |
0.882 | High Similarity | NPC152680 |
0.8812 | High Similarity | NPC109925 |
0.8788 | High Similarity | NPC274716 |
0.8788 | High Similarity | NPC254441 |
0.8788 | High Similarity | NPC167116 |
0.878 | High Similarity | NPC286119 |
0.8774 | High Similarity | NPC186063 |
0.8758 | High Similarity | NPC81733 |
0.8758 | High Similarity | NPC239775 |
0.8758 | High Similarity | NPC326316 |
0.8758 | High Similarity | NPC108434 |
0.8758 | High Similarity | NPC475215 |
0.8727 | High Similarity | NPC30779 |
0.8726 | High Similarity | NPC205167 |
0.8704 | High Similarity | NPC192135 |
0.8704 | High Similarity | NPC66341 |
0.8704 | High Similarity | NPC477020 |
0.8701 | High Similarity | NPC233029 |
0.8701 | High Similarity | NPC210148 |
0.8696 | High Similarity | NPC69712 |
0.8696 | High Similarity | NPC477562 |
0.8696 | High Similarity | NPC26240 |
0.8696 | High Similarity | NPC118274 |
0.8696 | High Similarity | NPC168753 |
0.8693 | High Similarity | NPC274026 |
0.8688 | High Similarity | NPC210140 |
0.8688 | High Similarity | NPC298979 |
0.8684 | High Similarity | NPC475959 |
0.8683 | High Similarity | NPC212237 |
0.8683 | High Similarity | NPC116465 |
0.8667 | High Similarity | NPC294249 |
0.8659 | High Similarity | NPC320223 |
0.8659 | High Similarity | NPC114364 |
0.8654 | High Similarity | NPC247639 |
0.8654 | High Similarity | NPC25084 |
0.865 | High Similarity | NPC128560 |
0.865 | High Similarity | NPC199465 |
0.865 | High Similarity | NPC229166 |
0.8631 | High Similarity | NPC22115 |
0.8631 | High Similarity | NPC275680 |
0.8627 | High Similarity | NPC92541 |
0.8608 | High Similarity | NPC249274 |
0.8599 | High Similarity | NPC475326 |
0.8599 | High Similarity | NPC476572 |
0.859 | High Similarity | NPC187022 |
0.859 | High Similarity | NPC99659 |
0.859 | High Similarity | NPC80129 |
0.859 | High Similarity | NPC325871 |
0.8581 | High Similarity | NPC26601 |
0.858 | High Similarity | NPC274661 |
0.858 | High Similarity | NPC48490 |
0.858 | High Similarity | NPC175890 |
0.858 | High Similarity | NPC206900 |
0.858 | High Similarity | NPC11296 |
0.858 | High Similarity | NPC82457 |
0.8562 | High Similarity | NPC3375 |
0.8562 | High Similarity | NPC255607 |
0.8562 | High Similarity | NPC134858 |
0.8529 | High Similarity | NPC191132 |
0.8529 | High Similarity | NPC60295 |
Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.
●  The left chart: Distribution of similarity level between NPC207757 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 |
---|---|---|---|
0.9517 | High Similarity | NPD4584 | Approved |
0.9103 | High Similarity | NPD4664 | Clinical (unspecified phase) |
0.8841 | High Similarity | NPD8054 | Approved |
0.8841 | High Similarity | NPD8053 | Approved |
0.8645 | High Similarity | NPD4773 | Phase 2 |
0.8645 | High Similarity | NPD4772 | Phase 2 |
0.8625 | High Similarity | NPD4010 | Discontinued |
0.859 | High Similarity | NPD7298 | Approved |
0.8519 | High Similarity | NPD2898 | Approved |
0.8497 | Intermediate Similarity | NPD1754 | Clinical (unspecified phase) |
0.8431 | Intermediate Similarity | NPD2420 | Approved |
0.8431 | Intermediate Similarity | NPD2421 | Approved |
0.8415 | Intermediate Similarity | NPD8252 | Approved |
0.8415 | Intermediate Similarity | NPD8251 | Approved |
0.8415 | Intermediate Similarity | NPD8099 | Discontinued |
0.8397 | Intermediate Similarity | NPD4017 | Approved |
0.8387 | Intermediate Similarity | NPD3641 | Approved |
0.8387 | Intermediate Similarity | NPD3639 | Approved |
0.8387 | Intermediate Similarity | NPD3640 | Phase 3 |
0.8385 | Intermediate Similarity | NPD7201 | Clinical (unspecified phase) |
0.8364 | Intermediate Similarity | NPD8156 | Discontinued |
0.8301 | Intermediate Similarity | NPD5241 | Discontinued |
0.8293 | Intermediate Similarity | NPD27 | Approved |
0.8293 | Intermediate Similarity | NPD2489 | Approved |
0.8267 | Intermediate Similarity | NPD6029 | Clinical (unspecified phase) |
0.8267 | Intermediate Similarity | NPD6028 | Clinical (unspecified phase) |
0.8212 | Intermediate Similarity | NPD1632 | Clinical (unspecified phase) |
0.8187 | Intermediate Similarity | NPD6818 | Clinical (unspecified phase) |
0.8153 | Intermediate Similarity | NPD6031 | Approved |
0.8153 | Intermediate Similarity | NPD6030 | Approved |
0.8148 | Intermediate Similarity | NPD7832 | Clinical (unspecified phase) |
0.8148 | Intermediate Similarity | NPD7833 | Phase 2 |
0.8148 | Intermediate Similarity | NPD7831 | Phase 2 |
0.8129 | Intermediate Similarity | NPD3845 | Phase 1 |
0.8121 | Intermediate Similarity | NPD2969 | Approved |
0.8121 | Intermediate Similarity | NPD2970 | Approved |
0.8086 | Intermediate Similarity | NPD6788 | Approved |
0.8061 | Intermediate Similarity | NPD3051 | Approved |
0.8013 | Intermediate Similarity | NPD2422 | Clinical (unspecified phase) |
0.8 | Intermediate Similarity | NPD6107 | Approved |
0.7987 | Intermediate Similarity | NPD5718 | Phase 2 |
0.7962 | Intermediate Similarity | NPD3124 | Discontinued |
0.7952 | Intermediate Similarity | NPD6071 | Discontinued |
0.7935 | Intermediate Similarity | NPD5177 | Phase 3 |
0.7933 | Intermediate Similarity | NPD2674 | Phase 3 |
0.7931 | Intermediate Similarity | NPD7906 | Approved |
0.7919 | Intermediate Similarity | NPD2669 | Clinical (unspecified phase) |
0.7914 | Intermediate Similarity | NPD2563 | Approved |
0.7914 | Intermediate Similarity | NPD2560 | Approved |
0.7907 | Intermediate Similarity | NPD3534 | Clinical (unspecified phase) |
0.7907 | Intermediate Similarity | NPD7313 | Approved |
0.7907 | Intermediate Similarity | NPD7312 | Approved |
0.7907 | Intermediate Similarity | NPD7310 | Approved |
0.7907 | Intermediate Similarity | NPD7311 | Approved |
0.7861 | Intermediate Similarity | NPD7309 | Approved |
0.7836 | Intermediate Similarity | NPD6297 | Approved |
0.7811 | Intermediate Similarity | NPD5602 | Clinical (unspecified phase) |
0.7803 | Intermediate Similarity | NPD4577 | Approved |
0.7803 | Intermediate Similarity | NPD4578 | Approved |
0.7784 | Intermediate Similarity | NPD7802 | Discontinued |
0.7771 | Intermediate Similarity | NPD4663 | Approved |
0.7748 | Intermediate Similarity | NPD3145 | Approved |
0.7748 | Intermediate Similarity | NPD3144 | Approved |
0.7746 | Intermediate Similarity | NPD8453 | Clinical (unspecified phase) |
0.7738 | Intermediate Similarity | NPD4166 | Phase 2 |
0.7733 | Intermediate Similarity | NPD5752 | Clinical (unspecified phase) |
0.7727 | Intermediate Similarity | NPD6896 | Approved |
0.7727 | Intermediate Similarity | NPD6895 | Approved |
0.7722 | Intermediate Similarity | NPD5084 | Clinical (unspecified phase) |
0.7719 | Intermediate Similarity | NPD5313 | Approved |
0.7719 | Intermediate Similarity | NPD5312 | Approved |
0.7707 | Intermediate Similarity | NPD3060 | Approved |
0.7697 | Intermediate Similarity | NPD4474 | Approved |
0.7697 | Intermediate Similarity | NPD4475 | Approved |
0.7677 | Intermediate Similarity | NPD1753 | Discontinued |
0.7667 | Intermediate Similarity | NPD7667 | Clinical (unspecified phase) |
0.7657 | Intermediate Similarity | NPD6853 | Approved |
0.7657 | Intermediate Similarity | NPD6851 | Approved |
0.7651 | Intermediate Similarity | NPD4581 | Clinical (unspecified phase) |
0.7647 | Intermediate Similarity | NPD4481 | Phase 3 |
0.764 | Intermediate Similarity | NPD6090 | Discontinued |
0.764 | Intermediate Similarity | NPD2488 | Approved |
0.764 | Intermediate Similarity | NPD2490 | Approved |
0.7636 | Intermediate Similarity | NPD2978 | Approved |
0.7636 | Intermediate Similarity | NPD2977 | Approved |
0.7625 | Intermediate Similarity | NPD7598 | Phase 2 |
0.7605 | Intermediate Similarity | NPD4055 | Discovery |
0.7595 | Intermediate Similarity | NPD4162 | Approved |
0.7578 | Intermediate Similarity | NPD1424 | Approved |
0.7568 | Intermediate Similarity | NPD2232 | Approved |
0.7568 | Intermediate Similarity | NPD2230 | Approved |
0.7568 | Intermediate Similarity | NPD2233 | Approved |
0.7562 | Intermediate Similarity | NPD6783 | Clinical (unspecified phase) |
0.7547 | Intermediate Similarity | NPD6748 | Discontinued |
0.7541 | Intermediate Similarity | NPD8095 | Phase 1 |
0.7533 | Intermediate Similarity | NPD3055 | Approved |
0.7533 | Intermediate Similarity | NPD3053 | Approved |
0.7532 | Intermediate Similarity | NPD3110 | Approved |
0.7532 | Intermediate Similarity | NPD7045 | Clinical (unspecified phase) |
0.7532 | Intermediate Similarity | NPD3109 | Approved |
0.75 | Intermediate Similarity | NPD3692 | Discontinued |
0.75 | Intermediate Similarity | NPD7261 | Clinical (unspecified phase) |
0.75 | Intermediate Similarity | NPD5307 | Clinical (unspecified phase) |
0.7485 | Intermediate Similarity | NPD5978 | Approved |
0.7485 | Intermediate Similarity | NPD5977 | Approved |
0.7484 | Intermediate Similarity | NPD4237 | Approved |
0.7484 | Intermediate Similarity | NPD4236 | Phase 3 |
0.7483 | Intermediate Similarity | NPD2668 | Approved |
0.7483 | Intermediate Similarity | NPD2667 | Approved |
0.7468 | Intermediate Similarity | NPD2029 | Clinical (unspecified phase) |
0.7438 | Intermediate Similarity | NPD3977 | Clinical (unspecified phase) |
0.7423 | Intermediate Similarity | NPD3647 | Clinical (unspecified phase) |
0.7419 | Intermediate Similarity | NPD2238 | Phase 2 |
0.741 | Intermediate Similarity | NPD7110 | Phase 1 |
0.741 | Intermediate Similarity | NPD7109 | Clinical (unspecified phase) |
0.7403 | Intermediate Similarity | NPD2028 | Clinical (unspecified phase) |
0.7401 | Intermediate Similarity | NPD7280 | Phase 3 |
0.7401 | Intermediate Similarity | NPD7281 | Phase 3 |
0.7394 | Intermediate Similarity | NPD824 | Approved |
0.7394 | Intermediate Similarity | NPD4005 | Discontinued |
0.7391 | Intermediate Similarity | NPD5160 | Discontinued |
0.7378 | Intermediate Similarity | NPD2122 | Discontinued |
0.7366 | Intermediate Similarity | NPD3450 | Approved |
0.7366 | Intermediate Similarity | NPD3452 | Approved |
0.7366 | Intermediate Similarity | NPD2493 | Approved |
0.7366 | Intermediate Similarity | NPD2494 | Approved |
0.7365 | Intermediate Similarity | NPD7945 | Clinical (unspecified phase) |
0.7362 | Intermediate Similarity | NPD4123 | Phase 3 |
0.736 | Intermediate Similarity | NPD6618 | Phase 2 |
0.7347 | Intermediate Similarity | NPD2226 | Clinical (unspecified phase) |
0.7346 | Intermediate Similarity | NPD7124 | Phase 2 |
0.7345 | Intermediate Similarity | NPD7132 | Clinical (unspecified phase) |
0.7338 | Intermediate Similarity | NPD5156 | Approved |
0.7338 | Intermediate Similarity | NPD5155 | Approved |
0.7329 | Intermediate Similarity | NPD6658 | Clinical (unspecified phase) |
0.7321 | Intermediate Similarity | NPD5772 | Approved |
0.7321 | Intermediate Similarity | NPD5773 | Approved |
0.732 | Intermediate Similarity | NPD3635 | Approved |
0.732 | Intermediate Similarity | NPD3636 | Approved |
0.732 | Intermediate Similarity | NPD3637 | Approved |
0.7314 | Intermediate Similarity | NPD4873 | Discontinued |
0.7297 | Intermediate Similarity | NPD4093 | Discontinued |
0.7283 | Intermediate Similarity | NPD6688 | Approved |
0.7283 | Intermediate Similarity | NPD6687 | Approved |
0.7278 | Intermediate Similarity | NPD7718 | Clinical (unspecified phase) |
0.7273 | Intermediate Similarity | NPD2606 | Approved |
0.7273 | Intermediate Similarity | NPD3595 | Approved |
0.7273 | Intermediate Similarity | NPD6662 | Clinical (unspecified phase) |
0.7273 | Intermediate Similarity | NPD3594 | Approved |
0.7273 | Intermediate Similarity | NPD2605 | Approved |
0.7273 | Intermediate Similarity | NPD7479 | Phase 2 |
0.7253 | Intermediate Similarity | NPD5525 | Clinical (unspecified phase) |
0.7253 | Intermediate Similarity | NPD6656 | Clinical (unspecified phase) |
0.725 | Intermediate Similarity | NPD3656 | Approved |
0.7249 | Intermediate Similarity | NPD4582 | Approved |
0.7249 | Intermediate Similarity | NPD4583 | Approved |
0.7238 | Intermediate Similarity | NPD7291 | Discontinued |
0.7237 | Intermediate Similarity | NPD5310 | Approved |
0.7237 | Intermediate Similarity | NPD5311 | Approved |
0.7237 | Intermediate Similarity | NPD7258 | Clinical (unspecified phase) |
0.7233 | Intermediate Similarity | NPD2156 | Approved |
0.7233 | Intermediate Similarity | NPD2154 | Approved |
0.7233 | Intermediate Similarity | NPD2155 | Approved |
0.723 | Intermediate Similarity | NPD5303 | Approved |
0.723 | Intermediate Similarity | NPD5304 | Approved |
0.7222 | Intermediate Similarity | NPD6331 | Phase 2 |
0.7215 | Intermediate Similarity | NPD4579 | Clinical (unspecified phase) |
0.7215 | Intermediate Similarity | NPD823 | Approved |
0.7215 | Intermediate Similarity | NPD817 | Approved |
0.7209 | Intermediate Similarity | NPD2904 | Discontinued |
0.7209 | Intermediate Similarity | NPD4666 | Phase 3 |
0.7207 | Intermediate Similarity | NPD2971 | Approved |
0.7207 | Intermediate Similarity | NPD2968 | Approved |
0.7207 | Intermediate Similarity | NPD5917 | Clinical (unspecified phase) |
0.7205 | Intermediate Similarity | NPD7037 | Approved |
0.7204 | Intermediate Similarity | NPD4420 | Approved |
0.72 | Intermediate Similarity | NPD5938 | Phase 3 |
0.7196 | Intermediate Similarity | NPD4002 | Approved |
0.7196 | Intermediate Similarity | NPD4004 | Approved |
0.7193 | Intermediate Similarity | NPD5604 | Discontinued |
0.719 | Intermediate Similarity | NPD4104 | Clinical (unspecified phase) |
0.719 | Intermediate Similarity | NPD4103 | Phase 2 |
0.719 | Intermediate Similarity | NPD4098 | Discontinued |
0.7184 | Intermediate Similarity | NPD4083 | Discontinued |
0.7178 | Intermediate Similarity | NPD2677 | Approved |
0.7171 | Intermediate Similarity | NPD1669 | Approved |
0.7169 | Intermediate Similarity | NPD1914 | Approved |
0.716 | Intermediate Similarity | NPD5061 | Approved |
0.716 | Intermediate Similarity | NPD5062 | Approved |
0.7158 | Intermediate Similarity | NPD4040 | Phase 1 |
0.7152 | Intermediate Similarity | NPD4160 | Clinical (unspecified phase) |
0.7152 | Intermediate Similarity | NPD7447 | Phase 1 |
0.7151 | Intermediate Similarity | NPD2975 | Approved |
0.7151 | Intermediate Similarity | NPD2974 | Approved |
0.7151 | Intermediate Similarity | NPD2973 | Approved |
0.7151 | Intermediate Similarity | NPD7549 | Discontinued |
0.7151 | Intermediate Similarity | NPD5709 | Phase 3 |
0.7143 | Intermediate Similarity | NPD6875 | Approved |
0.7143 | Intermediate Similarity | NPD4675 | Approved |
0.7143 | Intermediate Similarity | NPD3296 | Phase 1 |
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.