Natural Product: NPC115334

Natural Product IDNPC115334
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 PEFNSGRTCBGNAN-OBJCFNGXSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 5488493
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0001111] Flavonoid glycosides
          • [CHEMONTID:0001583] Flavonoid O-glycosides
            • [CHEMONTID:0003533] Flavonoid-7-O-glycosides

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 PEFNSGRTCBGNAN-OBJCFNGXSA-N
Standard InCHI InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18+,19+,20-,21-/m1/s1
SMILES c1cc(c(cc1c1cc(=O)c2c(cc(cc2o1)O[C@H]1[C@@H]([C@H]([C@H]([C@@H](CO)O1)O)O)O)O)O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   448.1 Volume:   413.147
?
Van der Waals volume.
Dense:   1.085 LogP:   0.98
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   1.233
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.662
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   4.0 Rigid Bonds:   24.0
TPSA:   190.28
?
Topological Polar Surface Area.
 H-Bond Acceptor:   11.0
H-Bond Donor:   7.0 Rings:   4.0
Heavy Atoms:   11.0

MedChem Properties

QED Drug-Likeness Score:   0.261 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.924 Fsp3:   0.286
MCE-18:   87.63
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Accepted
Pfizer Rule:   Rejected GSK Rule:   Accepted
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   1 PAINS Alert:   1
Colloidal aggregators:   0.677 Fluc inhibitor:   0.312
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.986
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.838
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.3 Promiscuous compounds:   0.787

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -6.291 MDCK Permeability:   -5.149
Pgp-inhibitor:   0.0 Pgp-substrate:   0.236
PAMPA:   0.996
?
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):   0.976
20% Bioavailability (F20%):   0.995 30% Bioavailability (F30%):   1.0
50% Bioavailability (F50%):   1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.0 MRP1:   0.851
Plasma Protein Binding (PPB):   82.023% Volume Distribution (VD):   -0.043
Fu: 15.67%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.991
OATP1B3 inhibitor:   0.999 BCRP inhibitor:   0.202
BSEP inhibitor:   0.0

ADMET: Metabolism

CYP1A2-inhibitor:   0.0 CYP1A2-substrate:   0.0
CYP2C19-inhibitor:   0.0 CYP2C19-substrate:   0.0
CYP2C9-inhibitor:   0.0 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.0 CYP2D6-substrate:   0.004
CYP3A4-inhibitor:   0.0 CYP3A4-substrate:   0.985
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.717
HLM stability:   0.01
?
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):  3.68 Half-life (T1/2):  2.858

ADMET: Toxicity

hERG Blockers:  0.016 hERG Blockers (10um):  0.156
Human Hepatotoxicity (H-HT):  0.638 Drug-induced Liver Injury (DILI):  0.984
AMES Toxicity:  0.963 Rat Oral Acute Toxicity:  0.091
Maximum Recommended Daily Dose:  0.128 Skin Sensitization:  1.0
Carcinogencity:  0.459 Eye Corrosion:  0.0
Eye Irritation:  0.79 Respiratory Toxicity:  0.099
Drug-induced Neurotoxicity:  0.002 Ototoxicity:  0.833
Hematotoxicity:  0.252 Drug-induced Nephrotoxicity:  0.263
Genotoxicity:  0.969 RPMI-8226 Immunitoxicity:  0.061
A549 Cytotoxicity:  0.939 Hek293 Cytotoxicity:  0.582
BCF:   0.478
?
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:   3.101
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.615
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   3.785
?
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
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. seed n.a. DOI[10.1016/0031-9422(96)00258-0]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. fruit n.a. DOI[10.1016/S1383-5769(99)00023-9]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[10086989]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[1512598]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota Seeds n.a. n.a. PMID[15165151]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. leaf n.a. PMID[15949825]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota fruit Indonesia n.a. PMID[17896817]
NPO15146 Myrica nana Species Myricaceae Eukaryota n.a. n.a. n.a. PMID[18723353]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. Vietnam n.a. PMID[19026551]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota seeds n.a. n.a. PMID[20050684]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota Seeds n.a. n.a. PMID[22506620]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[26522747]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[29873264]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[33172599]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36253818]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[6481366]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[7561896]
NPO211 Aplysina cauliformis Species Aplysinidae Eukaryota n.a. n.a. n.a. PMID[8350091]
NPO211 Aplysina cauliformis Species Aplysinidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12089 Trifolium alexandrinum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14150 Solanum jamaicense Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12944 Sideritis tragoriganum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11637 Psilostrophe cooperi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14528 Pneumatospora obcoronata n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO12717 Parmelia metastrigosa Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11873 Oecophylla smaragdina Species Formicidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15146 Myrica nana Species Myricaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14749 Lippia carviodora Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1641 Amycolatopsis azurea Species Pseudonocardiaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO26718 Chelidonura fulvipunctata Species Aglajidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14845 Ceratophyllum submersum Species Ceratophyllaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9203 Cephalonomia gallicola Species Bethylidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11432 Centrolobium tomentosum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5303 Castanea crenata Species Fagaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10818 Carpobrotus edulis Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11084 Asplenium normale Species Aspleniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3164 Yponomeuta malinellus Species Yponomeutidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12089 Trifolium alexandrinum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15146 Myrica nana Species Myricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14749 Lippia carviodora Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11637 Psilostrophe cooperi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5303 Castanea crenata Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14528 Pneumatospora obcoronata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO14845 Ceratophyllum submersum Species Ceratophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1641 Amycolatopsis azurea Species Pseudonocardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO12089 Trifolium alexandrinum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO211 Aplysina cauliformis Species Aplysinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11873 Oecophylla smaragdina Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11432 Centrolobium tomentosum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12717 Parmelia metastrigosa Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9203 Cephalonomia gallicola Species Bethylidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26718 Chelidonura fulvipunctata Species Aglajidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11084 Asplenium normale Species Aspleniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14150 Solanum jamaicense Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12944 Sideritis tragoriganum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3164 Yponomeuta malinellus Species Yponomeutidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10818 Carpobrotus edulis Species Aizoaceae 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 NPC115334 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 NPC189142
1.0 High Similarity NPC77660
0.8696 High Similarity NPC39360
0.8696 High Similarity NPC29763
0.8696 High Similarity NPC210003
0.8429 Intermediate Similarity NPC19709
0.8169 Intermediate Similarity NPC261866
0.8108 Intermediate Similarity NPC22832
0.8108 Intermediate Similarity NPC601144
0.8056 Intermediate Similarity NPC95090
0.8056 Intermediate Similarity NPC27408
0.8 Intermediate Similarity NPC311830
0.7922 Intermediate Similarity NPC8856
0.7808 Intermediate Similarity NPC277205
0.7808 Intermediate Similarity NPC37919
0.7808 Intermediate Similarity NPC136042
0.7703 Intermediate Similarity NPC58716
0.7703 Intermediate Similarity NPC84362
0.7703 Intermediate Similarity NPC45638
0.7662 Intermediate Similarity NPC190003
0.7632 Intermediate Similarity NPC243930
0.76 Intermediate Similarity NPC201292
0.7568 Intermediate Similarity NPC168822
0.7317 Intermediate Similarity NPC115674
0.7308 Intermediate Similarity NPC605784
0.7308 Intermediate Similarity NPC607707
0.7297 Intermediate Similarity NPC473043
0.7297 Intermediate Similarity NPC331652
0.7195 Intermediate Similarity NPC210073
0.7143 Intermediate Similarity NPC65711
0.7105 Intermediate Similarity NPC297987
0.7037 Intermediate Similarity NPC606546
0.6923 Remote Similarity NPC27942
0.6883 Remote Similarity NPC323593
0.6883 Remote Similarity NPC203500
0.686 Remote Similarity NPC229409
0.6835 Remote Similarity NPC20505
0.6786 Remote Similarity NPC607513
0.6753 Remote Similarity NPC289667
0.6667 Remote Similarity NPC93337
0.6667 Remote Similarity NPC116458
0.6667 Remote Similarity NPC246943
0.6667 Remote Similarity NPC146792
0.6582 Remote Similarity NPC181712
0.6582 Remote Similarity NPC105025
0.6582 Remote Similarity NPC610763
0.6556 Remote Similarity NPC253685
0.6538 Remote Similarity NPC58053
0.6538 Remote Similarity NPC238376
0.6538 Remote Similarity NPC143851
0.6486 Remote Similarity NPC191154
0.6477 Remote Similarity NPC150767
0.6471 Remote Similarity NPC108406
0.642 Remote Similarity NPC191306
0.642 Remote Similarity NPC285197
0.6395 Remote Similarity NPC65003
0.6395 Remote Similarity NPC3583
0.6375 Remote Similarity NPC186807
0.6374 Remote Similarity NPC484301
0.6341 Remote Similarity NPC601710
0.6341 Remote Similarity NPC605067
0.6329 Remote Similarity NPC45618
0.6279 Remote Similarity NPC44931
0.6265 Remote Similarity NPC602805
0.622 Remote Similarity NPC307938
0.619 Remote Similarity NPC601586
0.6184 Remote Similarity NPC134819
0.6173 Remote Similarity NPC245014
0.6173 Remote Similarity NPC271692
0.6145 Remote Similarity NPC486578
0.6129 Remote Similarity NPC14187
0.6125 Remote Similarity NPC83283
0.6098 Remote Similarity NPC117260
0.6067 Remote Similarity NPC64425
0.6067 Remote Similarity NPC64051
0.6049 Remote Similarity NPC145038
0.6049 Remote Similarity NPC56077
0.6049 Remote Similarity NPC281131
0.6049 Remote Similarity NPC253662
0.6049 Remote Similarity NPC179950
0.6049 Remote Similarity NPC88789
0.6049 Remote Similarity NPC491374
0.6047 Remote Similarity NPC251417
0.6024 Remote Similarity NPC282169
0.6024 Remote Similarity NPC488071
0.6024 Remote Similarity NPC609451
0.5978 Remote Similarity NPC195257
0.5978 Remote Similarity NPC475382
0.5952 Remote Similarity NPC284960
0.5952 Remote Similarity NPC80188
0.5934 Remote Similarity NPC209296
0.5926 Remote Similarity NPC249281
0.5909 Remote Similarity NPC275454
0.5882 Remote Similarity NPC88023
0.5882 Remote Similarity NPC220169
0.5882 Remote Similarity NPC309025
0.5876 Remote Similarity NPC480441
0.587 Remote Similarity NPC270675
0.587 Remote Similarity NPC195685
0.5862 Remote Similarity NPC254540
0.5854 Remote Similarity NPC282987
0.5854 Remote Similarity NPC197896
0.5854 Remote Similarity NPC313163
0.5854 Remote Similarity NPC259152
0.5854 Remote Similarity NPC609879
0.5843 Remote Similarity NPC22062
0.5843 Remote Similarity NPC473634
0.5843 Remote Similarity NPC138811
0.5778 Remote Similarity NPC122809
0.5761 Remote Similarity NPC35119
0.5745 Remote Similarity NPC101636
0.5745 Remote Similarity NPC298171
0.5732 Remote Similarity NPC108831
0.5732 Remote Similarity NPC182634
0.573 Remote Similarity NPC67105
0.5714 Remote Similarity NPC42773
0.5714 Remote Similarity NPC46202
0.5714 Remote Similarity NPC45522
0.5714 Remote Similarity NPC599850
0.5684 Remote Similarity NPC472994
0.5663 Remote Similarity NPC234739
0.5647 Remote Similarity NPC80140
0.5618 Remote Similarity NPC480466
0.5595 Remote Similarity NPC46420
0.5591 Remote Similarity NPC210961
0.5591 Remote Similarity NPC32641
0.5591 Remote Similarity NPC256188
0.5591 Remote Similarity NPC473623
0.5581 Remote Similarity NPC608742
0.5556 Remote Similarity NPC164704
0.5545 Remote Similarity NPC132111
0.5542 Remote Similarity NPC110349
0.5542 Remote Similarity NPC77672
0.5542 Remote Similarity NPC133671
0.5542 Remote Similarity NPC135391
0.5542 Remote Similarity NPC78263
0.5542 Remote Similarity NPC250069
0.5532 Remote Similarity NPC488089
0.5529 Remote Similarity NPC182045
0.5529 Remote Similarity NPC60966
0.5506 Remote Similarity NPC472607
0.5476 Remote Similarity NPC158674
0.5455 Remote Similarity NPC472993
0.5455 Remote Similarity NPC276377
0.5444 Remote Similarity NPC603300
0.5437 Remote Similarity NPC298666
0.5437 Remote Similarity NPC198199
0.5417 Remote Similarity NPC234133
0.5412 Remote Similarity NPC22195
0.5412 Remote Similarity NPC84265
0.5412 Remote Similarity NPC24043
0.5412 Remote Similarity NPC21190
0.5412 Remote Similarity NPC73511
0.54 Remote Similarity NPC470715
0.54 Remote Similarity NPC25523
0.5357 Remote Similarity NPC19388
0.5357 Remote Similarity NPC240431
0.5357 Remote Similarity NPC55786
0.5349 Remote Similarity NPC222936
0.5347 Remote Similarity NPC311850
0.5326 Remote Similarity NPC150164
0.5301 Remote Similarity NPC67037
0.5301 Remote Similarity NPC255615
0.5294 Remote Similarity NPC64305
0.5294 Remote Similarity NPC470716
0.5294 Remote Similarity NPC488083
0.5287 Remote Similarity NPC611303
0.5283 Remote Similarity NPC120952
0.5263 Remote Similarity NPC124155
0.5208 Remote Similarity NPC486577
0.5204 Remote Similarity NPC179862
0.52 Remote Similarity NPC223579
0.5192 Remote Similarity NPC68592
0.5172 Remote Similarity NPC472459
0.5161 Remote Similarity NPC218488
0.5161 Remote Similarity NPC156869
0.5155 Remote Similarity NPC256760
0.5135 Remote Similarity NPC25270
0.5132 Remote Similarity NPC137062
0.5116 Remote Similarity NPC8573
0.5111 Remote Similarity NPC203050
0.5111 Remote Similarity NPC469931
0.5111 Remote Similarity NPC488072
0.5111 Remote Similarity NPC225434
0.5109 Remote Similarity NPC29958
0.5106 Remote Similarity NPC186816
0.5094 Remote Similarity NPC470717
0.5068 Remote Similarity NPC127447
0.5068 Remote Similarity NPC29353
0.5059 Remote Similarity NPC53545
0.5057 Remote Similarity NPC27640
0.5057 Remote Similarity NPC488080
0.5057 Remote Similarity NPC169977
0.5057 Remote Similarity NPC600680
0.5056 Remote Similarity NPC21666
0.5056 Remote Similarity NPC197285
0.5055 Remote Similarity NPC4390
0.5055 Remote Similarity NPC172807
0.5054 Remote Similarity NPC471748
0.5054 Remote Similarity NPC227508

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC115334 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
0.5934 Remote Similarity NPD7054 Phase 4
0.5312 Remote Similarity NPD7251 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