Structure

Physi-Chem Properties

Molecular Weight:  180.14
Volume:  203.452
LogP:  -1.812
LogD:  -0.243
LogS:  0.618
# Rotatable Bonds:  3
TPSA:  20.23
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.701
Synthetic Accessibility Score:  2.194
Fsp3:  0.455
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.54
MDCK Permeability:  8.744352271605749e-06
Pgp-inhibitor:  0.0
Pgp-substrate:  0.179
Human Intestinal Absorption (HIA):  0.97
20% Bioavailability (F20%):  0.972
30% Bioavailability (F30%):  0.979

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.28
Plasma Protein Binding (PPB):  23.080636978149414%
Volume Distribution (VD):  1.233
Pgp-substrate:  71.26130676269531%

ADMET: Metabolism

CYP1A2-inhibitor:  0.017
CYP1A2-substrate:  0.931
CYP2C19-inhibitor:  0.025
CYP2C19-substrate:  0.051
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.519
CYP2D6-inhibitor:  0.029
CYP2D6-substrate:  0.93
CYP3A4-inhibitor:  0.004
CYP3A4-substrate:  0.103

ADMET: Excretion

Clearance (CL):  6.331
Half-life (T1/2):  0.944

ADMET: Toxicity

hERG Blockers:  0.051
Human Hepatotoxicity (H-HT):  0.079
Drug-inuced Liver Injury (DILI):  0.003
AMES Toxicity:  0.007
Rat Oral Acute Toxicity:  0.484
Maximum Recommended Daily Dose:  0.881
Skin Sensitization:  0.069
Carcinogencity:  0.042
Eye Corrosion:  0.157
Eye Irritation:  0.25
Respiratory Toxicity:  0.806

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC78096

Natural Product ID:  NPC78096
Common Name*:   PTOJXIKSKSASRB-UHFFFAOYSA-O
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  PTOJXIKSKSASRB-UHFFFAOYSA-O
Standard InCHI:  InChI=1S/C11H17NO/c1-12(2,3)9-8-10-4-6-11(13)7-5-10/h4-7H,8-9H2,1-3H3/p+1
SMILES:  C[N+](C)(C)CCc1ccc(cc1)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   23135
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0000186] Phenethylamines

*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.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO17121 Clusia paralicola Species Clusiaceae Eukaryota n.a. n.a. n.a. PMID[10579857]
NPO29334 Oplopanax elatus Species Araliaceae Eukaryota stems n.a. n.a. PMID[20387902]
NPO8211 Artocarpus odoratissimus Species Moraceae Eukaryota n.a. n.a. n.a. PMID[21275386]
NPO27902 Alternaria alternata Species Pleosporaceae Eukaryota n.a. n.a. n.a. PMID[22377027]
NPO5792 Chaetomium arcuatum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[CiteXplore Id]
NPO28368 Mahonia leschenaultii n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO29334 Oplopanax elatus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24476 Phellodendron amurense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27886 Dolichandrone stipulata Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22242 Phellodendron chinense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27886 Dolichandrone stipulata Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28368 Mahonia leschenaultii n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO24476 Phellodendron amurense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5792 Chaetomium arcuatum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29334 Oplopanax elatus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22242 Phellodendron chinense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27886 Dolichandrone stipulata Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29334 Oplopanax elatus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22242 Phellodendron chinense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24476 Phellodendron amurense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26538 Phellodendron chinese Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22242 Phellodendron chinense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24476 Phellodendron amurense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7246 Delphinium winklerianum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7855 Pinguicula moranensis Species Lentibulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO216 Leontodon filii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO609 Dimorphocarpa wislizeni Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5871 Watersipora cucullata Species Watersiporidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9239 Chlorophora regia n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO9748 Heteropsis integerrima Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27902 Alternaria alternata Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10466 Commiphora kua Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29334 Oplopanax elatus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5792 Chaetomium arcuatum Species Chaetomiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1714 Shorea seminis Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27886 Dolichandrone stipulata Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3556 Bacterial strain n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO9414 Tuberolachnus salignus Species Lachnidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24791 Smyrnium perfoliatum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24476 Phellodendron amurense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2448 Gloiosiphonia verticillaris Species Gloiosiphoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15809 Solenostemon sylvaticus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1319 Zanthoxylum culantrillo Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17121 Clusia paralicola Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8043 Leucoptera malifoliella Species Lyonetiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22242 Phellodendron chinense Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28368 Mahonia leschenaultii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO8211 Artocarpus odoratissimus Species Moraceae 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 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].

  Biological Activity

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

☑ 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.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

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 NPC78096 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

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC78096 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

  Bioactivity similarity: Similar Natural Products in NPASS

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