Natural Product: NPC322476

Natural Product IDNPC322476
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 OIRDTQYFTABQOQ-VKZRYZQFSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 121484514
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]

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 OIRDTQYFTABQOQ-VKZRYZQFSA-N
Standard InCHI InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10?/m0/s1
SMILES C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CO)O)O)N

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   267.1 Volume:   235.446
?
Van der Waals volume.
Dense:   1.134 LogP:   -0.922
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   -0.402
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -1.955
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   2.0 Rigid Bonds:   15.0
TPSA:   139.54
?
Topological Polar Surface Area.
 H-Bond Acceptor:   9.0
H-Bond Donor:   5.0 Rings:   3.0
Heavy Atoms:   9.0

MedChem Properties

QED Drug-Likeness Score:   0.491 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.531 Fsp3:   0.5
MCE-18:   60.067
?
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:   1 PAINS Alert:   0
Colloidal aggregators:   0.072 Fluc inhibitor:   0.016
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.047
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.038
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.062 Promiscuous compounds:   0.028

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.97 MDCK Permeability:   -5.332
Pgp-inhibitor:   0.0 Pgp-substrate:   0.626
PAMPA:   0.992
?
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):   0.951
20% Bioavailability (F20%):   0.303 30% Bioavailability (F30%):   0.962
50% Bioavailability (F50%):   0.863

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.413 MRP1:   0.61
Plasma Protein Binding (PPB):   18.53% Volume Distribution (VD):   -0.063
Fu: 83.562%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.019
OATP1B3 inhibitor:   0.705 BCRP inhibitor:   0.018
BSEP inhibitor:   0.002

ADMET: Metabolism

CYP1A2-inhibitor:   0.0 CYP1A2-substrate:   0.0
CYP2C19-inhibitor:   0.0 CYP2C19-substrate:   0.0
CYP2C9-inhibitor:   0.204 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.003 CYP2D6-substrate:   0.066
CYP3A4-inhibitor:   0.0 CYP3A4-substrate:   0.0
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.024
HLM stability:   0.006
?
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):  8.738 Half-life (T1/2):  1.892

ADMET: Toxicity

hERG Blockers:  0.053 hERG Blockers (10um):  0.254
Human Hepatotoxicity (H-HT):  0.795 Drug-induced Liver Injury (DILI):  0.947
AMES Toxicity:  0.812 Rat Oral Acute Toxicity:  0.499
Maximum Recommended Daily Dose:  0.317 Skin Sensitization:  0.325
Carcinogencity:  0.547 Eye Corrosion:  0.0
Eye Irritation:  0.277 Respiratory Toxicity:  0.647
Drug-induced Neurotoxicity:  0.964 Ototoxicity:  0.936
Hematotoxicity:  0.62 Drug-induced Nephrotoxicity:  0.527
Genotoxicity:  0.997 RPMI-8226 Immunitoxicity:  0.143
A549 Cytotoxicity:  0.081 Hek293 Cytotoxicity:  0.38
BCF:   -0.087
?
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:   1.73
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   3.398
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   2.144
?
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
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[ 3619437]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. DOI[10.1002/btpr.97]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11738-010-0631-6]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jarmap.2018.11.004]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.plaphy.2018.10.015]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. DOI[10.1080/17429145.2017.1293852]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. DOI[10.1186/1750-2187-3-9]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[12628396]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. leaf n.a. PMID[18409045]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota Hairy roots n.a. n.a. PMID[19271765]
NPO29141 Panax ginseng Species Araliaceae Eukaryota flower buds n.a. n.a. PMID[19926279]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. root n.a. PMID[2092947]
NPO29141 Panax ginseng Species Araliaceae Eukaryota berry n.a. n.a. PMID[21216145]
NPO8101 Rehmannia glutinosa Species Orobanchaceae Eukaryota Roots n.a. n.a. PMID[22916954]
NPO29141 Panax ginseng Species Araliaceae Eukaryota leaves n.a. n.a. PMID[24290061]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[24968750]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[25152999]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[26285573]
NPO29141 Panax ginseng Species Araliaceae Eukaryota stems-leaves n.a. n.a. PMID[26420067]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. stem n.a. PMID[27914541]
NPO29141 Panax ginseng Species Araliaceae Eukaryota Flower Buds n.a. n.a. PMID[28345906]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[32129622]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[6619887]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[6631435]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[7264679]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[7264682]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[7320741]
NPO12178 Pinellia pedatisecta Species Araceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11014 Allium tuberosum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5648 Fritillaria ussuriensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8101 Rehmannia glutinosa Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12556 Fritillaria verticillata Species Liliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22292 Fritillaria przewalskii Species Liliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14347 Fritillaria anhuiensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO11014 Allium tuberosum Species Amaryllidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. Database[FooDB]
NPO12178 Pinellia pedatisecta Species Araceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8101 Rehmannia glutinosa Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14347 Fritillaria anhuiensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20116 Ilex cornuta Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11014 Allium tuberosum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22292 Fritillaria przewalskii Species Liliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5648 Fritillaria ussuriensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5648 Fritillaria ussuriensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22292 Fritillaria przewalskii Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20116 Ilex cornuta Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8101 Rehmannia glutinosa Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12178 Pinellia pedatisecta Species Araceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14347 Fritillaria anhuiensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11014 Allium tuberosum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30006 Lsatis indigotica n.a. n.a. n.a. n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12178 Pinellia pedatisecta Species Araceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5648 Fritillaria ussuriensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8101 Rehmannia glutinosa Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12556 Fritillaria verticillata Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11014 Allium tuberosum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22292 Fritillaria przewalskii Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28146.2 Liriope spicata (thunb.) lour. var. prolifera y. t. ma Varieties Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20116 Ilex cornuta Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14347 Fritillaria anhuiensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO5648 Fritillaria ussuriensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22292 Fritillaria przewalskii Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8101 Rehmannia glutinosa Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11014 Allium tuberosum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20116 Ilex cornuta Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12556 Fritillaria verticillata Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12556 Fritillaria verticillata Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5648 Fritillaria ussuriensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12178 Pinellia pedatisecta Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8101 Rehmannia glutinosa Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22292 Fritillaria przewalskii Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20116 Ilex cornuta Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5881 Catharanthus roseus Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14347 Fritillaria anhuiensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11014 Allium tuberosum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

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



  NP Quantity Composition/Concentration

Organism ID 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

In vitro activity

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

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

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 NPC322476 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 NPC156461
1.0 High Similarity NPC107374
1.0 High Similarity NPC600382
1.0 High Similarity NPC612067
0.8367 Intermediate Similarity NPC317821
0.7636 Intermediate Similarity NPC136349
0.7636 Intermediate Similarity NPC219313
0.7547 Intermediate Similarity NPC229974
0.7 Intermediate Similarity NPC185991
0.7 Intermediate Similarity NPC321814
0.6909 Remote Similarity NPC209525
0.6909 Remote Similarity NPC161659
0.6909 Remote Similarity NPC609036
0.6885 Remote Similarity NPC328479
0.6786 Remote Similarity NPC164665
0.6786 Remote Similarity NPC609472
0.6721 Remote Similarity NPC239737
0.6667 Remote Similarity NPC269827
0.6667 Remote Similarity NPC189068
0.6667 Remote Similarity NPC309832
0.6562 Remote Similarity NPC324198
0.6562 Remote Similarity NPC326529
0.6562 Remote Similarity NPC319100
0.6462 Remote Similarity NPC130586
0.6429 Remote Similarity NPC33996
0.6393 Remote Similarity NPC85689
0.6364 Remote Similarity NPC324484
0.6269 Remote Similarity NPC174802
0.625 Remote Similarity NPC485738
0.625 Remote Similarity NPC54320
0.6176 Remote Similarity NPC325906
0.6176 Remote Similarity NPC606116
0.6176 Remote Similarity NPC606410
0.6129 Remote Similarity NPC211025
0.6119 Remote Similarity NPC250178
0.6087 Remote Similarity NPC316618
0.6087 Remote Similarity NPC323091
0.6071 Remote Similarity NPC207633
0.6034 Remote Similarity NPC604998
0.6034 Remote Similarity NPC608634
0.5915 Remote Similarity NPC484199
0.5833 Remote Similarity NPC484196
0.5833 Remote Similarity NPC608983
0.5758 Remote Similarity NPC164952
0.5714 Remote Similarity NPC605318
0.5672 Remote Similarity NPC302778
0.5672 Remote Similarity NPC329404
0.5672 Remote Similarity NPC212551
0.5517 Remote Similarity NPC320818
0.5493 Remote Similarity NPC481375
0.541 Remote Similarity NPC321052
0.5373 Remote Similarity NPC121222
0.5362 Remote Similarity NPC195140
0.5333 Remote Similarity NPC311197
0.5135 Remote Similarity NPC607463
0.5082 Remote Similarity NPC607315
0.5065 Remote Similarity NPC478860

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC322476 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
1.0 High Similarity NPD249 Phase 4
1.0 High Similarity NPD250 Phase 4
0.7636 Intermediate Similarity NPD548 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD283 Phase 4
0.6786 Remote Similarity NPD186 Phase 1
0.6774 Remote Similarity NPD4171 Clinical (unspecified phase)
0.6667 Remote Similarity NPD195 Approved
0.6562 Remote Similarity NPD338 Approved
0.6508 Remote Similarity NPD1369 Phase 2
0.6508 Remote Similarity NPD1750 Clinical (unspecified phase)
0.6269 Remote Similarity NPD339 Phase 2
0.625 Remote Similarity NPD219 Phase 4
0.625 Remote Similarity NPD220 Clinical (unspecified phase)
0.6212 Remote Similarity NPD2965 Phase 2
0.6176 Remote Similarity NPD1777 Phase 4
0.6102 Remote Similarity NPD193 Phase 2
0.6 Remote Similarity NPD1776 Approved
0.5507 Remote Similarity NPD3107 Discontinued
0.5469 Remote Similarity NPD216 Approved
0.5352 Remote Similarity NPD2647 Phase 3

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