Structure

Physi-Chem Properties

Molecular Weight:  214.1
Volume:  247.189
LogP:  -0.16
LogD:  -0.188
LogS:  -3.071
# Rotatable Bonds:  7
TPSA:  34.14
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.371
Synthetic Accessibility Score:  3.206
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  2
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.931
MDCK Permeability:  1.3780230801785365e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.369
20% Bioavailability (F20%):  0.857
30% Bioavailability (F30%):  0.889

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.003
Plasma Protein Binding (PPB):  64.8409194946289%
Volume Distribution (VD):  0.575
Pgp-substrate:  9.91592788696289%

ADMET: Metabolism

CYP1A2-inhibitor:  0.418
CYP1A2-substrate:  0.079
CYP2C19-inhibitor:  0.357
CYP2C19-substrate:  0.057
CYP2C9-inhibitor:  0.275
CYP2C9-substrate:  0.998
CYP2D6-inhibitor:  0.425
CYP2D6-substrate:  0.975
CYP3A4-inhibitor:  0.66
CYP3A4-substrate:  0.012

ADMET: Excretion

Clearance (CL):  0.88
Half-life (T1/2):  0.163

ADMET: Toxicity

hERG Blockers:  0.125
Human Hepatotoxicity (H-HT):  0.243
Drug-inuced Liver Injury (DILI):  0.132
AMES Toxicity:  0.791
Rat Oral Acute Toxicity:  0.812
Maximum Recommended Daily Dose:  0.908
Skin Sensitization:  0.977
Carcinogencity:  0.875
Eye Corrosion:  0.969
Eye Irritation:  0.997
Respiratory Toxicity:  0.457

Download Data

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

  Natural Product: NPC310810

Natural Product ID:  NPC310810
Common Name*:   (All Trans)-2,4,6,8,10,12-Tetradecahexene-1,14-Dial
IUPAC Name:   (2E,4E,6E,8E,10E,12E)-tetradeca-2,4,6,8,10,12-hexaenedial
Synonyms:  
Standard InCHIKey:  LSSFWUWIGASWGW-CZBFJCMTSA-N
Standard InCHI:  InChI=1S/C14H14O2/c15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16/h1-14H/b3-1+,4-2+,7-5+,8-6+,11-9+,12-10+
SMILES:  O=C/C=C/C=C/C=C/C=C/C=C/C=C/C=O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL451517
PubChem CID:   6440797
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000298] Fatty aldehydes

*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
NPO32979 conidiobolus paulus Species Ancylistaceae Eukaryota n.a. n.a. n.a. PMID[8699189]

☑ 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 = 50.0 ug PMID[558804]
NPT314 Organism Bacillus cereus Bacillus cereus MIC = 10.0 ug PMID[558804]

☑ 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 NPC310810 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
0.9375 High Similarity NPC146507
0.9062 High Similarity NPC144407
0.8125 Intermediate Similarity NPC8466
0.8056 Intermediate Similarity NPC8416
0.7895 Intermediate Similarity NPC323278
0.7647 Intermediate Similarity NPC273054
0.75 Intermediate Similarity NPC72258
0.75 Intermediate Similarity NPC208936
0.7429 Intermediate Similarity NPC109034
0.7419 Intermediate Similarity NPC235797
0.7297 Intermediate Similarity NPC75204
0.7179 Intermediate Similarity NPC33761
0.7105 Intermediate Similarity NPC279300
0.6829 Remote Similarity NPC33489
0.6667 Remote Similarity NPC67920
0.6667 Remote Similarity NPC298710
0.6667 Remote Similarity NPC287397
0.6667 Remote Similarity NPC254764
0.6585 Remote Similarity NPC12319
0.6585 Remote Similarity NPC101147
0.6585 Remote Similarity NPC18205
0.65 Remote Similarity NPC63598
0.6304 Remote Similarity NPC324812
0.6279 Remote Similarity NPC102879
0.625 Remote Similarity NPC107877
0.619 Remote Similarity NPC297608
0.619 Remote Similarity NPC281043
0.5952 Remote Similarity NPC147824
0.5918 Remote Similarity NPC30433
0.5814 Remote Similarity NPC250954
0.575 Remote Similarity NPC60675
0.575 Remote Similarity NPC297363
0.5714 Remote Similarity NPC226511
0.5676 Remote Similarity NPC323552
0.566 Remote Similarity NPC477790
0.5641 Remote Similarity NPC304788
0.5625 Remote Similarity NPC90490
0.561 Remote Similarity NPC65353

  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 NPC310810 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
0.5854 Remote Similarity NPD9115 Approved

  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