Natural Product: NPC285793

Natural Product IDNPC285793
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 WCEIQUQVIOGRBF-UHFFFAOYSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 564934
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids

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 WCEIQUQVIOGRBF-UHFFFAOYSA-N
Standard InCHI InChI=1S/C15H24/c1-13(2)6-5-7-14(3)9-8-10-12(11(9)13)15(10,14)4/h9-12H,5-8H2,1-4H3
SMILES CC1(C)CCCC2(C)C3CC4C(C13)C24C

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   204.19 Volume:   233.77
?
Van der Waals volume.
Dense:   0.873 LogP:   5.089
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   4.115
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -5.544
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   0.0 Rigid Bonds:   14.0
TPSA:   0.0
?
Topological Polar Surface Area.
 H-Bond Acceptor:   0.0
H-Bond Donor:   0.0 Rings:   5.0
Heavy Atoms:   0.0

MedChem Properties

QED Drug-Likeness Score:   0.557 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   5.857 Fsp3:   1.0
MCE-18:   68.333
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Accepted GSK Rule:   Accepted
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.128 Fluc inhibitor:   0.004
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.02
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.002
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.641 Promiscuous compounds:   0.422

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.78 MDCK Permeability:   -4.923
Pgp-inhibitor:   0.637 Pgp-substrate:   0.008
PAMPA:   0.017
?
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):   0.008
20% Bioavailability (F20%):   0.03 30% Bioavailability (F30%):   0.067
50% Bioavailability (F50%):   0.543

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.983 MRP1:   0.897
Plasma Protein Binding (PPB):   96.651% Volume Distribution (VD):   0.503
Fu: 5.593%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.72
OATP1B3 inhibitor:   0.824 BCRP inhibitor:   0.042
BSEP inhibitor:   0.968

ADMET: Metabolism

CYP1A2-inhibitor:   0.558 CYP1A2-substrate:   0.097
CYP2C19-inhibitor:   0.941 CYP2C19-substrate:   0.97
CYP2C9-inhibitor:   0.993 CYP2C9-substrate:   0.579
CYP2D6-inhibitor:   0.998 CYP2D6-substrate:   0.015
CYP3A4-inhibitor:   0.96 CYP3A4-substrate:   0.983
CYP2B6-substrate:   0.996 CYP2C8-inhibitor:   0.994
HLM stability:   0.965
?
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):  19.519 Half-life (T1/2):  1.434

ADMET: Toxicity

hERG Blockers:  0.136 hERG Blockers (10um):  0.669
Human Hepatotoxicity (H-HT):  0.505 Drug-induced Liver Injury (DILI):  0.157
AMES Toxicity:  0.333 Rat Oral Acute Toxicity:  0.312
Maximum Recommended Daily Dose:  0.652 Skin Sensitization:  0.067
Carcinogencity:  0.596 Eye Corrosion:  0.19
Eye Irritation:  0.789 Respiratory Toxicity:  0.735
Drug-induced Neurotoxicity:  0.459 Ototoxicity:  0.553
Hematotoxicity:  0.202 Drug-induced Nephrotoxicity:  0.12
Genotoxicity:  0.013 RPMI-8226 Immunitoxicity:  0.037
A549 Cytotoxicity:  0.113 Hek293 Cytotoxicity:  0.336
BCF:   3.12
?
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:   4.918
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.495
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   6.174
?
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
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11240-015-0798-z]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.fitote.2006.01.011]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jarmap.2018.11.004]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.plaphy.2005.07.013]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1078/0176-1617-00195]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. DOI[10.1155/2014/609649]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[10757735]
NPO28942 Tetraclinis articulata Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[12828472]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[12932131]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[14735439]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. callus n.a. PMID[15715262]
NPO28260 Senna alexandrina Species Fabaceae Eukaryota n.a. seed n.a. PMID[17345316]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[18220354]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[20460582]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. PMID[20476749]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. rhizome n.a. PMID[21936523]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota Rhizomes n.a. n.a. PMID[21936523]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota rhizomes n.a. n.a. PMID[22951040]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. rhizome n.a. PMID[23713285]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. fruit n.a. PMID[25172746]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota rhizomes n.a. n.a. PMID[26296476]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. PMID[26305406]
NPO21305 Carpesium macrocephalum Species Asteraceae Eukaryota Whole Plant n.a. n.a. PMID[26394911]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[28445039]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota Rhizomes n.a. n.a. PMID[29116780]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota Roots n.a. n.a. PMID[30024167]
NPO9396 Carpesium divaricatum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31816933]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[32560389]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. PMID[32807141]
NPO28942 Tetraclinis articulata Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[33669825]
NPO52078 Siparuna muricata Species Siparunaceae Eukaryota n.a. n.a. n.a. PMID[34063513]
NPO22456 Schinus terebinthifolia Species Anacardiaceae Eukaryota n.a. n.a. n.a. PMID[36206869]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[36336219]
NPO52078 Siparuna muricata Species Siparunaceae Eukaryota n.a. n.a. n.a. PMID[36671283]
NPO63446 Picea engelmannii subsp. engelmannii Genus Pinaceae Eukaryota n.a. n.a. n.a. PMID[36985451]
NPO60874 Jacobaea delphiniifolia Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[37104569]
NPO16993 Pinus roxburghii Species Pinaceae Eukaryota n.a. n.a. n.a. PMID[37199441]
NPO22456 Schinus terebinthifolia Species Anacardiaceae Eukaryota n.a. n.a. n.a. PMID[37447058]
NPO60061 Boswellia rivae Species Burseraceae Eukaryota n.a. n.a. n.a. PMID[37653941]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. PMID[38217369]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. PMID[38821245]
NPO22456 Schinus terebinthifolia Species Anacardiaceae Eukaryota n.a. n.a. n.a. PMID[38893531]
NPO21305 Carpesium macrocephalum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[39407585]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[8910532]
NPO9396 Carpesium divaricatum Species Asteraceae Eukaryota n.a. aerial part n.a. PMID[9392887]
NPO9396 Carpesium divaricatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28260 Senna alexandrina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22456 Schinus terebinthifolia Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28942 Tetraclinis articulata Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Resin, Exudate, Sap n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28260 Senna alexandrina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22456 Schinus terebinthifolia Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5681 Acorus gramineus Species Acoraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28260 Senna alexandrina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4391 Hypericum perforatum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28942 Tetraclinis articulata Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28260 Senna alexandrina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21305 Carpesium macrocephalum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16501 Capsicum annuum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12405 Descurainia sophia Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9396 Carpesium divaricatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16993 Pinus roxburghii Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8666 Acorus tatarinowii Species Acoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22456 Schinus terebinthifolia Species Anacardiaceae 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
NPO16993 Pinus roxburghii Superheated steam extraction n.a. 0.53 ± 0.08 n.a. n.a. % PMID[37199441]
NPO16993 Pinus roxburghii Superheated steam extraction n.a. 0.58 ± 0.01 n.a. n.a. % PMID[37199441]
NPO16993 Pinus roxburghii Superheated steam extraction n.a. 0.68 ± 0.03 n.a. n.a. % PMID[37199441]
NPO16993 Pinus roxburghii Steam distillation n.a. 0.89 ± 0.04 n.a. n.a. % PMID[37199441]
NPO21305 Carpesium macrocephalum Oil Aerial parts 0.1 n.a. n.a. % PMID[39407585]
NPO22456 Schinus terebinthifolia Oil Aerial parts 1.03 n.a. n.a. % PMID[36206869]
NPO22456 Schinus terebinthifolia Oil Aerial parts 1.95 n.a. n.a. % PMID[36206869]
NPO22456 Schinus terebinthifolia Oil Aerial parts 1.91 n.a. n.a. % PMID[36206869]
NPO22456 Schinus terebinthifolia Oil Aerial parts 2.46 n.a. n.a. % PMID[36206869]
NPO28942 Tetraclinis articulata Oil n.a. 0.5 n.a. n.a. % PMID[33669825]
NPO28942 Tetraclinis articulata Oil n.a. 0.3 n.a. n.a. % PMID[33669825]
NPO52078 Siparuna muricata n.a. Fruits 0.11 n.a. n.a. % PMID[36671283]
NPO60061 Boswellia rivae Oil n.a. 0.1 n.a. n.a. % PMID[37653941]
NPO60874 Jacobaea delphiniifolia Oil n.a. 0.06 n.a. n.a. % PMID[37104569]
NPO63446 Picea engelmannii subsp. engelmannii Oil Leaves 0.1 n.a. n.a. % PMID[36985451]
NPO8666 Acorus tatarinowii Oil n.a. 0.40±0.02 n.a. n.a. % PMID[32807141]
NPO8666 Acorus tatarinowii Oil n.a. 0.18±0.07 n.a. n.a. % PMID[32807141]
NPO8666 Acorus tatarinowii Oil n.a. 0.31±0.02 n.a. n.a. % PMID[32807141]
NPO8666 Acorus tatarinowii Oil n.a. 0.93±0.14 n.a. n.a. % PMID[32807141]
NPO8666 Acorus tatarinowii Oil n.a. 0.21±0.07 n.a. n.a. % PMID[32807141]
NPO9396 Carpesium divaricatum Oil n.a. 0.3 n.a. n.a. % PMID[31816933]
NPO9396 Carpesium divaricatum Oil n.a. 0.4 n.a. n.a. % PMID[31816933]

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 NPC285793 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
NPC

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC285793 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
NPD

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