Structure

Physi-Chem Properties

Molecular Weight:  294.02
Volume:  265.21
LogP:  2.685
LogD:  2.789
LogS:  -3.581
# Rotatable Bonds:  2
TPSA:  65.71
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.893
Synthetic Accessibility Score:  3.364
Fsp3:  0.231
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.865
MDCK Permeability:  1.3659479918715078e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.004
30% Bioavailability (F30%):  0.051

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.847
Plasma Protein Binding (PPB):  95.67269134521484%
Volume Distribution (VD):  0.385
Pgp-substrate:  2.6936726570129395%

ADMET: Metabolism

CYP1A2-inhibitor:  0.979
CYP1A2-substrate:  0.538
CYP2C19-inhibitor:  0.046
CYP2C19-substrate:  0.121
CYP2C9-inhibitor:  0.076
CYP2C9-substrate:  0.342
CYP2D6-inhibitor:  0.343
CYP2D6-substrate:  0.446
CYP3A4-inhibitor:  0.184
CYP3A4-substrate:  0.189

ADMET: Excretion

Clearance (CL):  6.287
Half-life (T1/2):  0.323

ADMET: Toxicity

hERG Blockers:  0.029
Human Hepatotoxicity (H-HT):  0.675
Drug-inuced Liver Injury (DILI):  0.943
AMES Toxicity:  0.038
Rat Oral Acute Toxicity:  0.062
Maximum Recommended Daily Dose:  0.948
Skin Sensitization:  0.589
Carcinogencity:  0.414
Eye Corrosion:  0.004
Eye Irritation:  0.232
Respiratory Toxicity:  0.902

Download Data

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

  Natural Product: NPC143818

Natural Product ID:  NPC143818
Common Name*:   HWXAXQASAUJBGA-VIFPVBQESA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  HWXAXQASAUJBGA-VIFPVBQESA-N
Standard InCHI:  InChI=1S/C13H11ClN2O2S/c14-8-2-1-7-3-11(18)12(16-10(7)4-8)13-15-9(5-17)6-19-13/h1-4,9,17-18H,5-6H2/t9-/m0/s1
SMILES:  c1cc(cc2c1cc(c(C1=N[C@@H](CO)CS1)n2)O)Cl
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0001253] Quinolines and derivatives
        • [CHEMONTID:0004403] Haloquinolines
          • [CHEMONTID:0004008] Chloroquinolines

*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
NPO3333 Aglaia gigantea Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[17880174]
NPO1526 Ratibida latipalearis Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[1800631]
NPO24652 Toxicodendron succedaneum Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8416 Picrorhiza kurrooa Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24652 Toxicodendron succedaneum Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9603 Croton sparsiflorus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8416 Picrorhiza kurrooa Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24652 Toxicodendron succedaneum Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9603 Croton sparsiflorus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8416 Picrorhiza kurrooa Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9603 Croton sparsiflorus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10867 Graphis elongata Species Aclididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11355 Homarus americanus Species Nephropidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9020 Eriostemon fitzgeraldii Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12481 Croton californicus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12309 Malva crispa Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8547 Petasites niveus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12535 Solanum toxicarium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7365 Clibadium pentaneuron Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3900 Phellinus xeranticus Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3202 0lina erumpens Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7883 Albugo candida Species Albuginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9227 Xylaria berteri Species Xylariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24849 Rhinella paracnemis Species Bufonidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1937 Andropogon nardus Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2805 Distolasterias nipon Species Asteriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3333 Aglaia gigantea Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO729 Espeletia marcana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9320 Weddellina squamulosa Species Podostemaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5219 Dendrobium rotundatum Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18350 Culcitium canescens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6787 Neoalsomitra integrifolia Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9937 Piptolepis leptospermoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24652 Toxicodendron succedaneum Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1526 Ratibida latipalearis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8416 Picrorhiza kurrooa Species Plantaginaceae 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

☑ 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 NPC143818 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 NPC143818 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