Structure

Physi-Chem Properties

Molecular Weight:  126.96
Volume:  90.721
LogP:  -0.04
LogD:  -0.095
LogS:  0.018
# Rotatable Bonds:  1
TPSA:  43.09
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  0
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.506
Synthetic Accessibility Score:  2.643
Fsp3:  0.5
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  2
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.433
MDCK Permeability:  0.0019628731533885
Pgp-inhibitor:  0.005
Pgp-substrate:  0.717
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.001
30% Bioavailability (F30%):  0.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.999
Plasma Protein Binding (PPB):  25.95953369140625%
Volume Distribution (VD):  1.015
Pgp-substrate:  72.06710815429688%

ADMET: Metabolism

CYP1A2-inhibitor:  0.099
CYP1A2-substrate:  0.661
CYP2C19-inhibitor:  0.021
CYP2C19-substrate:  0.854
CYP2C9-inhibitor:  0.005
CYP2C9-substrate:  0.08
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.225
CYP3A4-inhibitor:  0.006
CYP3A4-substrate:  0.209

ADMET: Excretion

Clearance (CL):  8.167
Half-life (T1/2):  0.524

ADMET: Toxicity

hERG Blockers:  0.016
Human Hepatotoxicity (H-HT):  0.036
Drug-inuced Liver Injury (DILI):  0.041
AMES Toxicity:  0.963
Rat Oral Acute Toxicity:  0.031
Maximum Recommended Daily Dose:  0.017
Skin Sensitization:  0.586
Carcinogencity:  0.057
Eye Corrosion:  0.925
Eye Irritation:  0.907
Respiratory Toxicity:  0.928

Download Data

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

  Natural Product: NPC193043

Natural Product ID:  NPC193043
Common Name*:   2,2-Dichloroacetamide
IUPAC Name:   2,2-dichloroacetamide
Synonyms:   2,2-Dichloro-Acetamide
Standard InCHIKey:  WCGGWVOVFQNRRS-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C2H3Cl2NO/c3-1(4)2(5)6/h1H,(H2,5,6)
SMILES:  ClC(C(=N)O)Cl
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL156653
PubChem CID:   12694
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0001093] Carboxylic acid derivatives
          • [CHEMONTID:0000475] Carboxylic acid amides
            • [CHEMONTID:0001662] Primary carboxylic acid amides

*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
NPO19632 Terminalia ivorensis Species Combretaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17279 Radulomyces confluens Species Corticiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21237 Elaeodendron croceum Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19906 Ilex buxifolia Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20483 Pilosocereus guerreronis Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20745 Trichilia cuneata Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21555 Barosma venusta n.a. n.a. n.a. 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
NPT4274 Individual Protein Epoxide hydrolase 1 Homo sapiens Inhibition = 23.0 % PMID[542555]
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens Potency n.a. 54799.9 nM PubChem BioAssay data set
NPT1347 Protein Family Alcohol dehydrogenase Equus caballus Ki = 6456542.29 nM PMID[542554]
NPT35 Others n.a. LogP = -0.03 n.a. PMID[542554]
NPT2 Others Unspecified Potency n.a. 548 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 108.4 nM PubChem BioAssay data set

☑ 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 NPC193043 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
0.8846 High Similarity NPC199978
0.6296 Remote Similarity NPC85447
0.6071 Remote Similarity NPC165568

  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 NPC193043 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
NPD

  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