Structure

Physi-Chem Properties

Molecular Weight:  76.02
Volume:  66.883
LogP:  -0.81
LogD:  -0.846
LogS:  0.885
# Rotatable Bonds:  1
TPSA:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.327
Synthetic Accessibility Score:  2.556
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:  -4.448
MDCK Permeability:  0.0008666077628731728
Pgp-inhibitor:  0.0
Pgp-substrate:  0.012
Human Intestinal Absorption (HIA):  0.114
20% Bioavailability (F20%):  0.008
30% Bioavailability (F30%):  0.574

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.97
Plasma Protein Binding (PPB):  12.303773880004883%
Volume Distribution (VD):  0.621
Pgp-substrate:  86.78999328613281%

ADMET: Metabolism

CYP1A2-inhibitor:  0.073
CYP1A2-substrate:  0.103
CYP2C19-inhibitor:  0.026
CYP2C19-substrate:  0.106
CYP2C9-inhibitor:  0.003
CYP2C9-substrate:  0.529
CYP2D6-inhibitor:  0.031
CYP2D6-substrate:  0.372
CYP3A4-inhibitor:  0.009
CYP3A4-substrate:  0.096

ADMET: Excretion

Clearance (CL):  4.87
Half-life (T1/2):  0.817

ADMET: Toxicity

hERG Blockers:  0.006
Human Hepatotoxicity (H-HT):  0.059
Drug-inuced Liver Injury (DILI):  0.044
AMES Toxicity:  0.104
Rat Oral Acute Toxicity:  0.059
Maximum Recommended Daily Dose:  0.021
Skin Sensitization:  0.516
Carcinogencity:  0.171
Eye Corrosion:  0.993
Eye Irritation:  0.97
Respiratory Toxicity:  0.312

Download Data

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

  Natural Product: NPC283245

Natural Product ID:  NPC283245
Common Name*:   Ethaneperoxoic Acid
IUPAC Name:   ethaneperoxoic acid
Synonyms:   Peracetic Acid
Standard InCHIKey:  KFSLWBXXFJQRDL-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C2H4O3/c1-2(3)5-4/h4H,1H3
SMILES:  CC(=O)OO
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL444965
PubChem CID:   6585
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0002445] Peroxycarboxylic acids and derivatives
          • [CHEMONTID:0002446] Peroxycarboxylic acids

*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
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. PMID[19919095]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota flower buds and leaves Khon Kaen province, Thailand 2010 PMID[23270663]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Leaves n.a. n.a. PMID[23642481]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Flowers n.a. n.a. PMID[26462418]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3478 Nelumbo nucifera Species Nelumbonaceae 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
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Ki = 17000000.0 nM PMID[519148]
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Activity = 88.0 % PMID[519148]
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Activity = 49.0 % PMID[519148]
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Activity = 10.0 % PMID[519148]
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Activity = 73.0 % PMID[519148]
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Activity = 29.0 % PMID[519148]
NPT2 Others Unspecified Potency n.a. 13333.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 2683.2 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 NPC283245 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
0.8889 High Similarity NPC68873
0.7895 Intermediate Similarity NPC137050
0.7619 Intermediate Similarity NPC181153
0.75 Intermediate Similarity NPC37493
0.7143 Intermediate Similarity NPC260610
0.7 Intermediate Similarity NPC7922
0.6522 Remote Similarity NPC23508
0.6522 Remote Similarity NPC8187
0.6522 Remote Similarity NPC203105
0.64 Remote Similarity NPC286233
0.64 Remote Similarity NPC230726
0.64 Remote Similarity NPC149209
0.64 Remote Similarity NPC314668
0.625 Remote Similarity NPC110107
0.6 Remote Similarity NPC3693
0.6 Remote Similarity NPC41485
0.6 Remote Similarity NPC28246
0.6 Remote Similarity NPC32280
0.6 Remote Similarity NPC165122
0.5926 Remote Similarity NPC316272
0.5909 Remote Similarity NPC173862
0.5833 Remote Similarity NPC307812
0.5833 Remote Similarity NPC102686
0.5769 Remote Similarity NPC166804
0.5769 Remote Similarity NPC201132
0.5769 Remote Similarity NPC3343
0.5769 Remote Similarity NPC127134
0.5769 Remote Similarity NPC211250
0.5714 Remote Similarity NPC122768
0.5714 Remote Similarity NPC151140
0.5714 Remote Similarity NPC61066
0.5714 Remote Similarity NPC174368
0.5714 Remote Similarity NPC292641
0.5714 Remote Similarity NPC104195
0.56 Remote Similarity NPC158994

  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 NPC283245 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
0.8889 High Similarity NPD7364 Approved
0.8235 Intermediate Similarity NPD49 Approved
0.8235 Intermediate Similarity NPD7363 Approved
0.8235 Intermediate Similarity NPD48 Approved
0.8235 Intermediate Similarity NPD50 Approved
0.8235 Intermediate Similarity NPD105 Approved
0.8235 Intermediate Similarity NPD7365 Approved
0.8235 Intermediate Similarity NPD7362 Approved
0.8235 Intermediate Similarity NPD47 Approved
0.7895 Intermediate Similarity NPD8200 Phase 2
0.7619 Intermediate Similarity NPD8201 Phase 2
0.6818 Remote Similarity NPD8616 Clinical (unspecified phase)
0.6818 Remote Similarity NPD8615 Phase 2
0.64 Remote Similarity NPD8189 Approved
0.6087 Remote Similarity NPD8190 Phase 2
0.5909 Remote Similarity NPD7357 Approved
0.5909 Remote Similarity NPD7356 Approved
0.5769 Remote Similarity NPD8989 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