Structure

Physi-Chem Properties

Molecular Weight:  669.57
Volume:  779.986
LogP:  11.55
LogD:  5.221
LogS:  -2.602
# Rotatable Bonds:  38
TPSA:  76.39
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.029
Synthetic Accessibility Score:  2.994
Fsp3:  0.791
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.117
MDCK Permeability:  1.07428340925253e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.207
20% Bioavailability (F20%):  0.955
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.0
Plasma Protein Binding (PPB):  104.64201354980469%
Volume Distribution (VD):  4.529
Pgp-substrate:  0.14129294455051422%

ADMET: Metabolism

CYP1A2-inhibitor:  0.03
CYP1A2-substrate:  0.128
CYP2C19-inhibitor:  0.137
CYP2C19-substrate:  0.045
CYP2C9-inhibitor:  0.056
CYP2C9-substrate:  0.991
CYP2D6-inhibitor:  0.073
CYP2D6-substrate:  0.034
CYP3A4-inhibitor:  0.406
CYP3A4-substrate:  0.053

ADMET: Excretion

Clearance (CL):  3.245
Half-life (T1/2):  0.763

ADMET: Toxicity

hERG Blockers:  0.332
Human Hepatotoxicity (H-HT):  0.267
Drug-inuced Liver Injury (DILI):  0.109
AMES Toxicity:  0.6
Rat Oral Acute Toxicity:  0.07
Maximum Recommended Daily Dose:  0.797
Skin Sensitization:  0.979
Carcinogencity:  0.11
Eye Corrosion:  0.012
Eye Irritation:  0.345
Respiratory Toxicity:  0.94

Download Data

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

  Natural Product: NPC146681

Natural Product ID:  NPC146681
Common Name*:   NPRBNFQTTPCYHZ-AUEFULJSSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  NPRBNFQTTPCYHZ-AUEFULJSSA-N
Standard InCHI:  InChI=1S/C43H75NO4/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-43(46)48-40-41(37-38-44)39-47-42(45)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h17-19,21,37H,3-16,20,22-36,39-40H2,1-2H3/b19-17-,21-18-,41-37?
SMILES:  CCCCCCCC/C=CCCCCCCCCCC(=O)OCC(=CC#N)COC(=O)CCCCCCC/C=CCCCCCCCC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000324] Fatty acid esters
          • [CHEMONTID:0001744] Cyanolipids
            • [CHEMONTID:0001745] Type 1 cyanolipids

*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
NPO11357 Nephelium lappaceum Species Sapindaceae Eukaryota Seeds n.a. n.a. PMID[16180821]
NPO5258 Fagara zanthoxyloides n.a. n.a. n.a. n.a. n.a. n.a. PMID[22472691]
NPO21322 Plinia cauliflora Species Myrtaceae Eukaryota leaves n.a. n.a. PMID[32706260]
NPO11357 Nephelium lappaceum Species Sapindaceae Eukaryota n.a. n.a. Database[FooDB]
NPO358 Uncaria guianensis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4307 Canarium album Species Burseraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO358 Uncaria guianensis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4307 Canarium album Species Burseraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4307 Canarium album Species Burseraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4307 Canarium album Species Burseraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21322 Plinia cauliflora Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO816 Stenomesson miniatum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6469 Clematis angustifolia Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3619 Ilex hainanensis Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5868 Morus rubra Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4676 Melicope sarcococca Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5258 Fagara zanthoxyloides n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO12378 Streptomyces blastmyceticus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO11357 Nephelium lappaceum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3084 Xylopia brasiliensis Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4307 Canarium album Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10396 Pteris australis Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1933 Sideritis nutans Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO358 Uncaria guianensis Species Rubiaceae 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 NPC146681 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 NPC146681 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