Structure

Physi-Chem Properties

Molecular Weight:  174.08
Volume:  182.005
LogP:  1.41
LogD:  1.089
LogS:  -1.798
# Rotatable Bonds:  1
TPSA:  37.79
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.698
Synthetic Accessibility Score:  2.099
Fsp3:  0.1
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.592
MDCK Permeability:  2.1502975869225338e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.003
30% Bioavailability (F30%):  0.021

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.914
Plasma Protein Binding (PPB):  47.91444396972656%
Volume Distribution (VD):  0.631
Pgp-substrate:  32.68464279174805%

ADMET: Metabolism

CYP1A2-inhibitor:  0.697
CYP1A2-substrate:  0.786
CYP2C19-inhibitor:  0.361
CYP2C19-substrate:  0.719
CYP2C9-inhibitor:  0.194
CYP2C9-substrate:  0.918
CYP2D6-inhibitor:  0.024
CYP2D6-substrate:  0.741
CYP3A4-inhibitor:  0.098
CYP3A4-substrate:  0.47

ADMET: Excretion

Clearance (CL):  5.546
Half-life (T1/2):  0.638

ADMET: Toxicity

hERG Blockers:  0.034
Human Hepatotoxicity (H-HT):  0.042
Drug-inuced Liver Injury (DILI):  0.861
AMES Toxicity:  0.069
Rat Oral Acute Toxicity:  0.015
Maximum Recommended Daily Dose:  0.036
Skin Sensitization:  0.898
Carcinogencity:  0.208
Eye Corrosion:  0.425
Eye Irritation:  0.977
Respiratory Toxicity:  0.505

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General Info & Identifiers & Properties  
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Similar NPs/Drugs  

  Natural Product: NPC486422

Natural Product ID:  NPC486422
Common Name*:   QELUYTUMUWHWMC-UHFFFAOYSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  QELUYTUMUWHWMC-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C10H10N2O/c1-8-7-10(13)12(11-8)9-5-3-2-4-6-9/h2-6H,7H2,1H3
SMILES:  CC1=NN(c2ccccc2)C(=O)C1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   4021
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0002490] Azolines
        • [CHEMONTID:0000088] Pyrazolines
          • [CHEMONTID:0000205] Pyrazolones

*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
NPO12583 Sauromatum giganteum Species Araceae Eukaryota n.a. n.a. n.a. PMID[28394604]
NPO40395 Whitmania pigra Species Haemopidae Eukaryota n.a. n.a. n.a. PMID[31361480]
NPO12583 Sauromatum giganteum Species Araceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12583 Sauromatum giganteum Species Araceae 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
NPT804 Cell Line HT-22 Mus musculus TC50 > 200.0 uM PMID[10853663]
NPT804 Cell Line HT-22 Mus musculus Ratio = 2.8 n.a. PMID[10853663]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 55.5 % PMID[17343407]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 53.1 % PMID[17343407]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 47.8 % PMID[17343407]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 25.6 % PMID[17343407]
NPT3035 Cell Line ScN2a Mus musculus IC50 > 1000.0 nM PMID[17850126]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 74.3 % PMID[20677781]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 86.9 % PMID[20677781]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 93.2 % PMID[19442520]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 83.3 % PMID[22827516]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 78.05 % PMID[22827516]
NPT1668 Cell Line NCI-H157 Homo sapiens Activity = 40.0 % PMID[24215819]
NPT1668 Cell Line NCI-H157 Homo sapiens Activity = 70.0 % PMID[24215819]
NPT1601 Individual Protein 5'-nucleotidase Rattus norvegicus Inhibition = 29.0 % PMID[24215819]
NPT4218 Individual Protein 5'-nucleotidase Homo sapiens Inhibition = 15.0 % PMID[24215819]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 25.28 U/ml PMID[26189079]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 36.83 U/ml PMID[26189079]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 97.69 U/L PMID[26189079]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 140.79 U/L PMID[26189079]
NPT81 Cell Line A549 Homo sapiens Inhibition = 19.22 % PMID[27055942]
NPT261 Individual Protein Monoamine oxidase A Homo sapiens Inhibition < 5.0 % PMID[28131710]
NPT582 Individual Protein Monoamine oxidase B Homo sapiens Inhibition = 7.29 % PMID[28131710]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 1.92 % PMID[28238613]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 1.17 % PMID[28238613]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 1.85 % PMID[28238613]
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 95.1 % PMID[28238613]
NPT681 Cell Line PC-12 Rattus norvegicus EC50 = 9200.0 nM PMID[28394604]
NPT3908 Cell Line N2a Mus musculus Activity = 90.0 % PMID[31361480]
NPT519 Cell Line SH-SY5Y Homo sapiens EC50 = 3750.0 nM PMID[31541868]
NPT32 Organism Mus musculus Mus musculus Survival = 80.0 % PMID[10853663]
NPT29 Organism Rattus norvegicus Rattus norvegicus IC50 = 32000.0 nM PMID[14684319]
NPT2 Others Unspecified IC50 = 29300.0 nM PMID[14552780]
NPT2 Others Unspecified IC50 = 250000.0 nM PMID[16997555]
NPT1 Others Radical scavenging activity IC50 = 27000.0 nM PMID[17343407]
NPT2 Others Unspecified IC50 = 250.0 nM PMID[17850126]
NPT2 Others Unspecified Activity = 0.6 % PMID[17850126]
NPT2 Others Unspecified Activity = 5.7 % PMID[17850126]
NPT1084 Subcellular Liver microsomes Rattus norvegicus IC50 = 17000.0 nM PMID[19113954]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 37.9 % PMID[18790647]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 43.7 % PMID[18790647]
NPT610 Others Molecular identity unknown Activity = 82.0 % PMID[18790647]
NPT20967 CELL-LINE Platelet n.a. Inhibition = 32.4 % PMID[18790647]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 52.5 % PMID[18790647]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 28.52 % PMID[22827516]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 34.2 % PMID[22827516]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 58.33 % PMID[22827516]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 37.31 % PMID[22827516]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 34.46 % PMID[22827516]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 30.08 % PMID[22827516]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 36.14 % PMID[22827516]
NPT20967 CELL-LINE Platelet n.a. Inhibition = 36.12 % PMID[22827516]
NPT20967 CELL-LINE Platelet n.a. Inhibition = 11.5 % PMID[22827516]
NPT20967 CELL-LINE Platelet n.a. IC50 = 250000.0 nM PMID[22827516]
NPT20967 CELL-LINE Platelet n.a. IC50 = 850000.0 nM PMID[22827516]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Ratio = 306.0 n.a. PMID[24507926]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Ratio = 2.14 n.a. PMID[24507926]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Ratio = 39.0 n.a. PMID[24507926]
NPT35 Others n.a. Ratio = 139.0 n.a. PMID[24507926]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Ratio = 61.1 n.a. PMID[24507926]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Ratio = 28.7 n.a. PMID[24507926]
NPT1 Others Radical scavenging activity Activity = 72.0 10'3/M/s DOI[10.1039/C2MD20287E]
NPT29 Organism Rattus norvegicus Rattus norvegicus ED = 3.0 mg kg-1 DOI[10.1039/C1MD00041A]
NPT35 Others n.a. IC50 = 213700.0 nM PMID[24928405]
NPT35 Others n.a. IC50 = 19700.0 nM PMID[24928405]
NPT35 Others n.a. Activity = 3096.0 umol/L PMID[24928405]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 25.47 % PMID[26189079]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 28.06 % PMID[26189079]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 24.77 % PMID[26189079]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 42.45 % PMID[26189079]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 76.89 % PMID[26189079]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 76.6 % PMID[26189079]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 86.7 % PMID[26375352]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 77.7 % PMID[26375352]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 85.8 % PMID[26375352]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 72.3 % PMID[26375352]
NPT78 Individual Protein Beta amyloid A4 protein Homo sapiens Inhibition = 17.2 % PMID[26598460]
NPT78 Individual Protein Beta amyloid A4 protein Homo sapiens IC50 > 50000.0 nM PMID[26598460]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 33.04 % PMID[27038495]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition = 1.43 % PMID[27055942]
NPT27 Others Unspecified Inhibition = 2.4 % PMID[27055942]
NPT35 Others n.a. IC50 = 54.4 ug.mL-1 PMID[27055942]
NPT18397 SINGLE PROTEIN Arachidonate 15-lipoxygenase Mus musculus IC50 = 34000.0 nM PMID[27777006]
NPT78 Individual Protein Beta amyloid A4 protein Homo sapiens Inhibition = 20.1 % PMID[28131710]
NPT35 Others n.a. Activity = 0.72 uMequiv/uM PMID[28131710]
NPT35 Others n.a. Inhibition = 50.0 % PMID[28759879]
NPT35 Others n.a. Inhibition = 71.0 % PMID[28759879]
NPT21789 CELL-LINE Cortical neurones n.a. Activity = 86.7 % PMID[29202406]
NPT21789 CELL-LINE Cortical neurones n.a. Activity = 85.2 % PMID[29202406]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 4.46 % DOI[10.21203/rs.3.rs-23951/v1]
NPT2 Others Unspecified EC50 = 4610.0 nM PMID[31541868]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 15.64 % DOI[10.6019/CHEMBL4495564]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 10.6 % DOI[10.6019/CHEMBL4495564]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = -0.12 % DOI[10.6019/CHEMBL4495565]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = -0.16 % DOI[10.6019/CHEMBL4495565]
NPT35 Others n.a. IC50 = 4500.0 nM PMID[32241621]
NPT35 Others n.a. IC50 = 9000.0 nM PMID[32241621]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 20000.0 nM DOI[10.6019/CHEMBL4651402]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 19952.62 nM DOI[10.6019/CHEMBL4651402]
NPT2 Others Unspecified IC50 = 29300.0 nM PMID[33203607]
NPT2 Others Unspecified IC50 = 18700.0 nM PMID[33203607]
NPT35 Others n.a. IC50 = 3570000.0 nM PMID[32672958]

☑ 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 NPC486422 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 NPC486422 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