Natural Product: NPC163352

Natural Product IDNPC163352
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Sid112992
IUPAC Name 1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL103283
PubChem CID 65049
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000289] Nucleosides, nucleotides, and analogues
      • [CHEMONTID:0000480] Pyrimidine nucleosides

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

  Chemical Representations

Standard InCHIKey DWRXFEITVBNRMK-JAGXHNFQSA-N
Standard InCHI InChI=1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7+,9-/m1/s1
SMILES Cc1cn([C@H]2[C@H]([C@@H]([C@@H](CO)O2)O)O)c(=O)nc1O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   258.09 Volume:   231.229
?
Van der Waals volume.
Dense:   1.116 LogP:   -1.613
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   -1.291
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -0.318
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   2.0 Rigid Bonds:   12.0
TPSA:   125.04
?
Topological Polar Surface Area.
 H-Bond Acceptor:   8.0
H-Bond Donor:   4.0 Rings:   2.0
Heavy Atoms:   8.0

MedChem Properties

QED Drug-Likeness Score:   0.477 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.867 Fsp3:   0.6
MCE-18:   49.0
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Rejected GSK Rule:   Rejected
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.24 Fluc inhibitor:   0.0
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.048
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.039
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.019 Promiscuous compounds:   0.022

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.788 MDCK Permeability:   -5.016
Pgp-inhibitor:   0.0 Pgp-substrate:   0.0
PAMPA:   0.995
?
The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).
 Human Intestinal Absorption (HIA):   0.101
20% Bioavailability (F20%):   0.616 30% Bioavailability (F30%):   0.889
50% Bioavailability (F50%):   0.025

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.0 MRP1:   0.997
Plasma Protein Binding (PPB):   46.938% Volume Distribution (VD):   -0.247
Fu: 49.17%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.818
OATP1B3 inhibitor:   0.469 BCRP inhibitor:   0.0
BSEP inhibitor:   0.001

ADMET: Metabolism

CYP1A2-inhibitor:   0.024 CYP1A2-substrate:   0.0
CYP2C19-inhibitor:   0.359 CYP2C19-substrate:   0.0
CYP2C9-inhibitor:   0.811 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.009 CYP2D6-substrate:   0.0
CYP3A4-inhibitor:   0.253 CYP3A4-substrate:   0.001
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.185
HLM stability:   0.248
?
Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):  3.996 Half-life (T1/2):  1.697

ADMET: Toxicity

hERG Blockers:  0.007 hERG Blockers (10um):  0.033
Human Hepatotoxicity (H-HT):  0.749 Drug-induced Liver Injury (DILI):  0.931
AMES Toxicity:  0.74 Rat Oral Acute Toxicity:  0.094
Maximum Recommended Daily Dose:  0.059 Skin Sensitization:  0.99
Carcinogencity:  0.529 Eye Corrosion:  0.001
Eye Irritation:  0.74 Respiratory Toxicity:  0.23
Drug-induced Neurotoxicity:  0.264 Ototoxicity:  0.828
Hematotoxicity:  0.583 Drug-induced Nephrotoxicity:  0.793
Genotoxicity:  0.917 RPMI-8226 Immunitoxicity:  0.083
A549 Cytotoxicity:  0.093 Hek293 Cytotoxicity:  0.097
BCF:   0.141
?
Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].
 IGC50:   2.327
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   3.906
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   2.975
?
96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO30675 Vibrio harveyi Species Vibrionaceae Bacteria n.a. n.a. n.a. PMID[23305926]
NPO30675 Vibrio harveyi Species Vibrionaceae Bacteria n.a. n.a. n.a. PMID[25668560]
NPO30675 Vibrio harveyi Species Vibrionaceae Bacteria n.a. n.a. n.a. PMID[311472]

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 Organism Name Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].



 Biological Activity

Molecular-level activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1755 Individual protein Thymidine kinase, cytosolic Homo sapiens Inhibition = 55.1 % PMID[16040241]
NPT1755 Individual protein Thymidine kinase, cytosolic Homo sapiens Inhibition = 22.0 % PMID[23822611]
NPT1755 Individual protein Thymidine kinase, cytosolic Homo sapiens Inhibition = 5.0 % PMID[23822611]
NPT1755 Individual protein Thymidine kinase, cytosolic Homo sapiens IC50 > 1000000.0 nM PMID[17562796]
NPT3785 Individual protein Thymidylate kinase Mycobacterium tuberculosis Ki = 238000.0 nM PMID[11087609]
NPT3800 Individual protein Deoxynucleoside kinase Drosophila melanogaster IC50 = 65000.0 nM PMID[22845329]
NPT4863 Individual protein Thymidine kinase, mitochondrial Homo sapiens IC50 = 285000.0 nM PMID[19269832]
NPT3787 Individual protein Thymidine kinase Human herpesvirus 1 (strain SC16) (HHV-1) (Human herpes simplex virus1) IC50 = 24000.0 nM PMID[18973387]
NPT6615 Individual protein Thymidine kinase Varicella-zoster virus (strain Dumas) (HHV-3) (Human herpesvirus 3) IC50 = 17000.0 nM PMID[12502317]
NPT3788 Individual protein Thymidine kinase Human herpesvirus 1 IC50 = 24000.0 nM DrugMatrix in vitro pharmacology data

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell line HL-60 Homo sapiens IC50 > 1000000.0 nM PMID[18440233]
NPT368 Cell line SN12C Homo sapiens GI50 n.a. 1000000.0 nM PMID[19687244]
NPT367 Cell line MDA-N Homo sapiens GI50 n.a. 1000000.0 nM PubChem BioAssay data set
NPT370 Cell line NCI-H23 Homo sapiens GI50 n.a. 1000000.0 nM PMID[18023934]
NPT369 Cell line ACHN Homo sapiens GI50 n.a. 1000000.0 nM PMID[11473410]
NPT371 Cell line UO-31 Homo sapiens GI50 n.a. 1000000.0 nM PubChem BioAssay data set
NPT372 Cell line HOP-92 Homo sapiens GI50 n.a. 1000000.0 nM PubChem BioAssay data set
NPT116 Cell line HL-60 Homo sapiens GI50 n.a. 1000000.0 nM PMID[22560584]
NPT374 Cell line SF-539 Homo sapiens GI50 n.a. 1000000.0 nM Open TG-GATES in vivo data: Hematology
NPT90 Cell line DU-145 Homo sapiens GI50 n.a. 1000000.0 nM PMID[25647077]
NPT373 Cell line SK-MEL-5 Homo sapiens GI50 n.a. 1000000.0 nM PMID[23734721]
NPT375 Cell line Malme-3M Homo sapiens GI50 n.a. 1000000.0 nM PMID[19114678]
NPT111 Cell line K562 Homo sapiens GI50 n.a. 1000000.0 nM PMID[20118573]
NPT376 Cell line A498 Homo sapiens GI50 n.a. 1000000.0 nM PMID[26034885]
NPT377 Cell line OVCAR-3 Homo sapiens GI50 n.a. 1000000.0 nM PMID[10836148]
NPT112 Cell line MOLT-4 Homo sapiens GI50 n.a. 1000000.0 nM PMID[25763602]
NPT379 Cell line HOP-62 Homo sapiens GI50 n.a. 1000000.0 nM PMID[14640511]
NPT378 Cell line NCI/ADR-RES Homo sapiens GI50 n.a. 1000000.0 nM PMID[17844994]
NPT380 Cell line U-251 Homo sapiens GI50 n.a. 1000000.0 nM PMID[22858300]
NPT381 Cell line OVCAR-8 Homo sapiens GI50 n.a. 1000000.0 nM PMID[21067210]
NPT382 Cell line OVCAR-5 Homo sapiens GI50 n.a. 1000000.0 nM PMID[21036050]
NPT82 Cell line MDA-MB-231 Homo sapiens GI50 n.a. 1000000.0 nM PMID[11975483]
NPT383 Cell line SNB-19 Homo sapiens GI50 n.a. 1000000.0 nM PMID[25637363]
NPT384 Cell line TK-10 Homo sapiens GI50 n.a. 1000000.0 nM PMID[16562846]
NPT385 Cell line SR Homo sapiens GI50 n.a. 1000000.0 nM DOI[10.1007/s00044-012-0463-6]
NPT323 Cell line SW-620 Homo sapiens GI50 n.a. 1000000.0 nM PMID[22694318]
NPT386 Cell line KM12 Homo sapiens GI50 n.a. 1000000.0 nM PMID[26147490]
NPT455 Cell line NCI-H522 Homo sapiens GI50 n.a. 1000000.0 nM PMID[11855978]
NPT387 Cell line M14 Homo sapiens GI50 n.a. 1000000.0 nM DrugMatrix in vitro pharmacology data
NPT388 Cell line NCI-H322M Homo sapiens GI50 n.a. 1000000.0 nM PubChem BioAssay data set
NPT389 Cell line RPMI-8226 Homo sapiens GI50 n.a. 1000000.0 nM PMID[21572583]
NPT456 Cell line OVCAR-4 Homo sapiens GI50 n.a. 1000000.0 nM PMID[10075801]
NPT390 Cell line LOX IMVI Homo sapiens GI50 n.a. 1000000.0 nM PMID[24184775]
NPT457 Cell line BT-549 Homo sapiens GI50 n.a. 1000000.0 nM DrugMatrix in vitro pharmacology data
NPT147 Cell line SK-MEL-2 Homo sapiens GI50 n.a. 1000000.0 nM PMID[22100136]
NPT81 Cell line A549 Homo sapiens GI50 n.a. 1000000.0 nM PMID[26371504]
NPT392 Cell line SNB-75 Homo sapiens GI50 n.a. 1000000.0 nM DrugMatrix in vivo data: Hematology
NPT391 Cell line HCC 2998 Homo sapiens GI50 n.a. 1000000.0 nM PMID[23871906]
NPT148 Cell line HCT-15 Homo sapiens GI50 n.a. 1000000.0 nM PMID[18183025]
NPT393 Cell line HCT-116 Homo sapiens GI50 n.a. 1000000.0 nM DrugMatrix in vivo data: Pathology
NPT395 Cell line SF-268 Homo sapiens GI50 n.a. 1000000.0 nM PMID[17253840]
NPT83 Cell line MCF7 Homo sapiens GI50 n.a. 1000000.0 nM PMID[24211632]
NPT394 Cell line EKVX Homo sapiens GI50 n.a. 1000000.0 nM DrugMatrix in vivo data: Pathology
NPT306 Cell line PC-3 Homo sapiens GI50 n.a. 1000000.0 nM PMID[17432904]
NPT146 Cell line SK-OV-3 Homo sapiens GI50 n.a. 1000000.0 nM Open TG-GATES in vivo data: Hematology
NPT396 Cell line T47D Homo sapiens GI50 n.a. 1000000.0 nM Open TG-GATES in vivo data: Biochemistry
NPT398 Cell line UACC-62 Homo sapiens GI50 n.a. 1000000.0 nM PubChem BioAssay data set
NPT397 Cell line NCI-H460 Homo sapiens GI50 n.a. 1000000.0 nM PMID[8289059]
NPT308 Cell line CAKI-1 Homo sapiens GI50 n.a. 1000000.0 nM DOI[10.6019/CHEMBL1201861]
NPT400 Cell line MDA-MB-435 Homo sapiens GI50 n.a. 1000000.0 nM PMID[20594858]
NPT399 Cell line SF-295 Homo sapiens GI50 n.a. 1000000.0 nM PubChem BioAssay data set
NPT458 Cell line IGROV-1 Homo sapiens GI50 n.a. 1000000.0 nM PMID[25918997]
NPT402 Cell line Hs-578T Homo sapiens GI50 n.a. 1000000.0 nM PMID[22863526]
NPT403 Cell line UACC-257 Homo sapiens GI50 n.a. 1000000.0 nM PMID[12713401]
NPT401 Cell line 786-0 Homo sapiens GI50 n.a. 1000000.0 nM PMID[1336040]
NPT404 Cell line CCRF-CEM Homo sapiens GI50 n.a. 1000000.0 nM DrugMatrix in vitro pharmacology data
NPT405 Cell line NCI-H226 Homo sapiens GI50 n.a. 1000000.0 nM PMID[21959232]
NPT139 Cell line HT-29 Homo sapiens GI50 n.a. 1000000.0 nM PubChem BioAssay data set
NPT170 Cell line SK-MEL-28 Homo sapiens GI50 n.a. 1000000.0 nM PMID[8229017]
NPT406 Cell line RXF 393 Homo sapiens GI50 n.a. 1000000.0 nM PMID[9748372]
NPT407 Cell line COLO 205 Homo sapiens GI50 n.a. 1000000.0 nM PMID[25647077]
NPT3891 Cell line S180 Mus musculus Inhibition = 84.0 % PMID[21123165]
NPT137 Cell line L1210 Mus musculus Inhibition = 86.0 % PMID[22608855]
NPT1864 Cell line L5178Y Mus musculus ID50 > 100.0 ug ml-1 PMID[1282538]
NPT4849 Cell line P815 Mus musculus ID50 = 13.0 ug ml-1 PMID[24900429]
NPT1766 Organism Human herpesvirus 1 strain KOS Human herpesvirus 1 strain KOS MIC = 0.2 ug.mL-1 PMID[11325234]
NPT1766 Organism Human herpesvirus 1 strain KOS Human herpesvirus 1 strain KOS MIC = 0.1 ug.mL-1 PMID[11325234]
NPT1749 Organism Human herpesvirus 3 Human herpesvirus 3 ID50 = 0.53 uM PMID[12027740]
NPT1766 Organism Human herpesvirus 1 strain KOS Human herpesvirus 1 strain KOS ID50 = 3.9 10'-7M PMID[16038541]
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 IC50 > 500.0 ug.mL-1 DrugMatrix in vivo data: Pathology
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 IC50 = 0.6 ug.mL-1 DrugMatrix in vivo data: Pathology
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 Inhibition < 90.0 % DrugMatrix in vitro pharmacology data
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 Inhibition > 90.0 % DrugMatrix in vitro pharmacology data
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 Inhibition = 100.0 % PMID[22409377]
NPT334 Organism Vaccinia virus Vaccinia virus MIC = 4.0 ug.mL-1 PMID[9917289]
NPT334 Organism Vaccinia virus Vaccinia virus MIC = 2.0 ug.mL-1 PMID[23395661]
NPT1141 Organism Human herpesvirus 2 Human herpesvirus 2 MIC = 0.3 ug.mL-1 PMID[21761866]
NPT1141 Organism Human herpesvirus 2 Human herpesvirus 2 MIC = 0.4 ug.mL-1 PMID[21761866]
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 Inhibition = 99.75 % PMID[23387824]
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 ID50 = 0.64 uM PMID[15497936]
NPT1141 Organism Human herpesvirus 2 Human herpesvirus 2 ID50 = 1.65 uM PMID[15497936]
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 ID50 > 500.0 uM DOI[10.3390/50300422]
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 ID50 = 10.0 uM PMID[7623050]
NPT1141 Organism Human herpesvirus 2 Human herpesvirus 2 ID50 = 19.0 uM PMID[24087924]
NPT334 Organism Vaccinia virus Vaccinia virus ID50 = 3.9 10'-6M PMID[23634786]
NPT1750 Organism Human herpesvirus 5 Human herpesvirus 5 ID50 > 500.0 uM PMID[19994846]
NPT195 Organism Vesicular stomatitis virus Vesicular stomatitis virus MIC > 200.0 ug.mL-1 PMID[23395661]
NPT2 Others Unspecified n.a. Ki = 1000.0 nM PMID[11728183]
NPT195 Organism Vesicular stomatitis virus Vesicular stomatitis virus ID50 > 1.0 10'-4M PMID[20921306]

In vivo activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference





 Experimental ADME

Experiment Model Experiment Tissue ADME Type ADME Relation ADME Value ADME Unit Reference





 Experimental Toxicity

Quantitative toxicity

Experiment Model Experiment Organism Toxicity Type Toxicity Relation Toxicity Value Toxicity Unit Reference
- Human herpesvirus 1 Therapeutic index = 833.0 n.a. DrugMatrix in vivo data: Pathology
- Mus musculus LD50 > 15000.0 mg/kg ToxVal

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity Carcinogenicity Mutagenicity Cardiotoxicity Respiratory Toxicity Eye Irritation Endocrine Disruption
Hepatotoxicity Carcinogenicity Mutagenicity Cardiotoxicity Respiratory Toxicity Eye Irritation Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]


  Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

●  The left chart: Distribution of similarity level between NPC163352 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.5 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC210456
0.6667 Remote Similarity NPC71339
0.62 Remote Similarity NPC43246
0.62 Remote Similarity NPC89051
0.5517 Remote Similarity NPC171116
0.5424 Remote Similarity NPC478793

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC163352 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.7115 Intermediate Similarity NPD755 Phase 3
0.6981 Remote Similarity NPD502 Phase 4
0.6667 Remote Similarity NPD280 Phase 4
0.6415 Remote Similarity NPD240 Phase 3
0.62 Remote Similarity NPD9580 Clinical (unspecified phase)
0.62 Remote Similarity NPD9581 Phase 3
0.6154 Remote Similarity NPD205 Phase 4
0.5926 Remote Similarity NPD238 Clinical (unspecified phase)
0.5926 Remote Similarity NPD239 Phase 2
0.5424 Remote Similarity NPD251 Phase 4
0.5263 Remote Similarity NPD241 Discontinued
0.5263 Remote Similarity NPD723 Phase 2

Bioactivity similarity

  Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by 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