Structure

Physi-Chem Properties

Molecular Weight:  234.16
Volume:  260.554
LogP:  3.373
LogD:  2.191
LogS:  -3.46
# Rotatable Bonds:  2
TPSA:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.74
Synthetic Accessibility Score:  4.359
Fsp3:  0.667
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.681
MDCK Permeability:  2.596596095827408e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.004
Human Intestinal Absorption (HIA):  0.009
20% Bioavailability (F20%):  0.988
30% Bioavailability (F30%):  0.977

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.011
Plasma Protein Binding (PPB):  91.16749572753906%
Volume Distribution (VD):  0.74
Pgp-substrate:  4.704660415649414%

ADMET: Metabolism

CYP1A2-inhibitor:  0.046
CYP1A2-substrate:  0.153
CYP2C19-inhibitor:  0.021
CYP2C19-substrate:  0.491
CYP2C9-inhibitor:  0.053
CYP2C9-substrate:  0.91
CYP2D6-inhibitor:  0.01
CYP2D6-substrate:  0.253
CYP3A4-inhibitor:  0.037
CYP3A4-substrate:  0.168

ADMET: Excretion

Clearance (CL):  0.893
Half-life (T1/2):  0.751

ADMET: Toxicity

hERG Blockers:  0.005
Human Hepatotoxicity (H-HT):  0.552
Drug-inuced Liver Injury (DILI):  0.879
AMES Toxicity:  0.007
Rat Oral Acute Toxicity:  0.15
Maximum Recommended Daily Dose:  0.102
Skin Sensitization:  0.043
Carcinogencity:  0.328
Eye Corrosion:  0.011
Eye Irritation:  0.498
Respiratory Toxicity:  0.855

Download Data

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

  Natural Product: NPC206215

Natural Product ID:  NPC206215
Common Name*:   DTPZSZZVUKXNSJ-MCIONIFRSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  DTPZSZZVUKXNSJ-MCIONIFRSA-N
Standard InCHI:  InChI=1S/C15H22O2/c1-9(2)12-6-4-10(3)13-7-5-11(15(16)17)8-14(12)13/h8-9,12-14H,3-7H2,1-2H3,(H,16,17)/t12-,13-,14+/m1/s1
SMILES:  CC(C)[C@H]1CCC(=C)[C@H]2CCC(=C[C@@H]12)C(=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   16681262
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jep.2005.01.054]
NPO13533 Trichoderma virens Species Hypocreaceae Eukaryota n.a. n.a. n.a. PMID[11000018]
NPO13533 Trichoderma virens Species Hypocreaceae Eukaryota n.a. n.a. n.a. PMID[12662106]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31181920]
NPO13533 Trichoderma virens Species Hypocreaceae Eukaryota n.a. n.a. n.a. PMID[31418264]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31418264]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13533 Trichoderma virens Species Hypocreaceae 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
NPT19 Organism Escherichia coli Escherichia coli MIC = 8.0 ug.mL-1 PMID[31418264]
NPT1843 Organism Aeromonas hydrophila Aeromonas hydrophila MIC = 8.0 ug.mL-1 PMID[31418264]
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 32.0 ug.mL-1 PMID[31418264]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC = 4.0 ug.mL-1 PMID[31418264]
NPT1726 Organism Vibrio harveyi Vibrio harveyi MIC = 2.0 ug.mL-1 PMID[31418264]
NPT565 Organism Vibrio parahaemolyticus Vibrio parahaemolyticus MIC = 8.0 ug.mL-1 PMID[31418264]
NPT5711 Organism Vibrio vulnificus Vibrio vulnificus MIC = 64.0 ug.mL-1 PMID[31418264]
NPT1201 Organism Fusarium oxysporum f. sp. cucumerinum Fusarium oxysporum f. sp. cucumerinum MIC = 16.0 ug.mL-1 PMID[31418264]
NPT2 Others Unspecified MIC = 64.0 ug.mL-1 PMID[31418264]
NPT562 Organism Colletotrichum gloeosporioides Colletotrichum gloeosporioides MIC = 1.0 ug.mL-1 PMID[31418264]
NPT5264 Organism Botryosphaeria berengeriana Botryosphaeria berengeriana MIC = 8.0 ug.mL-1 PMID[31418264]
NPT1199 Organism Valsa mali Valsa mali MIC = 32.0 ug.mL-1 PMID[31418264]

☑ 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 NPC206215 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 NPC206215 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