Structure

Physi-Chem Properties

Molecular Weight:  101.05
Volume:  101.045
LogP:  -0.68
LogD:  -0.466
LogS:  -0.264
# Rotatable Bonds:  2
TPSA:  46.17
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.454
Synthetic Accessibility Score:  2.135
Fsp3:  0.5
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.604
MDCK Permeability:  2.268354728585109e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.087
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.807

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.996
Plasma Protein Binding (PPB):  6.683661460876465%
Volume Distribution (VD):  0.844
Pgp-substrate:  89.73527526855469%

ADMET: Metabolism

CYP1A2-inhibitor:  0.02
CYP1A2-substrate:  0.63
CYP2C19-inhibitor:  0.028
CYP2C19-substrate:  0.552
CYP2C9-inhibitor:  0.007
CYP2C9-substrate:  0.139
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.136
CYP3A4-inhibitor:  0.004
CYP3A4-substrate:  0.269

ADMET: Excretion

Clearance (CL):  2.237
Half-life (T1/2):  0.873

ADMET: Toxicity

hERG Blockers:  0.011
Human Hepatotoxicity (H-HT):  0.375
Drug-inuced Liver Injury (DILI):  0.305
AMES Toxicity:  0.142
Rat Oral Acute Toxicity:  0.008
Maximum Recommended Daily Dose:  0.513
Skin Sensitization:  0.265
Carcinogencity:  0.024
Eye Corrosion:  0.004
Eye Irritation:  0.598
Respiratory Toxicity:  0.014

Download Data

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

  Natural Product: NPC290188

Natural Product ID:  NPC290188
Common Name*:   Diacetamide
IUPAC Name:   N-acetylacetamide
Synonyms:   N-Acetyl-Acetamide
Standard InCHIKey:  ZSBDPRIWBYHIAF-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C4H7NO2/c1-3(6)5-4(2)7/h1-2H3,(H,5,6,7)
SMILES:  CC(=NC(=O)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL18986
PubChem CID:   12263
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0001093] Carboxylic acid derivatives
          • [CHEMONTID:0001657] Carboxylic acid imides
            • [CHEMONTID:0001659] N-unsubstituted carboxylic acid imides

*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
NPO32970 epichloë festucae Species n.a. n.a. n.a. n.a. n.a. PMID[11052720]

☑ 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
NPT32 Organism Mus musculus Mus musculus Inhibition = 4.0 % PMID[558701]
NPT32 Organism Mus musculus Mus musculus Inhibition = 18.0 % PMID[558701]
NPT32 Organism Mus musculus Mus musculus Inhibition = 2.0 % PMID[558701]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 3.0 mm PMID[558702]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 7.0 mm PMID[558702]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 10.0 mm PMID[558702]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 14.0 mm PMID[558702]

☑ 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 NPC290188 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
0.7308 Intermediate Similarity NPC318463
0.7188 Intermediate Similarity NPC260324
0.6667 Remote Similarity NPC319972
0.6486 Remote Similarity NPC33721
0.6296 Remote Similarity NPC85447
0.6053 Remote Similarity NPC327250
0.6 Remote Similarity NPC166294
0.5946 Remote Similarity NPC69179
0.5882 Remote Similarity NPC60250
0.5714 Remote Similarity NPC328698

  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 NPC290188 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
0.6667 Remote Similarity NPD7369 Approved
0.6562 Remote Similarity NPD8613 Approved
0.6486 Remote Similarity NPD8576 Approved
0.6471 Remote Similarity NPD8572 Approved
0.6053 Remote Similarity NPD8968 Discontinued

  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