Structure

Physi-Chem Properties

Molecular Weight:  166.1
Volume:  182.631
LogP:  1.576
LogD:  1.558
LogS:  -1.034
# Rotatable Bonds:  3
TPSA:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.717
Synthetic Accessibility Score:  2.195
Fsp3:  0.4
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:  -4.337
MDCK Permeability:  1.7822003428591415e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.649
Human Intestinal Absorption (HIA):  0.007
20% Bioavailability (F20%):  0.53
30% Bioavailability (F30%):  0.985

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.244
Plasma Protein Binding (PPB):  56.51811218261719%
Volume Distribution (VD):  2.003
Pgp-substrate:  38.076419830322266%

ADMET: Metabolism

CYP1A2-inhibitor:  0.721
CYP1A2-substrate:  0.532
CYP2C19-inhibitor:  0.686
CYP2C19-substrate:  0.505
CYP2C9-inhibitor:  0.222
CYP2C9-substrate:  0.887
CYP2D6-inhibitor:  0.262
CYP2D6-substrate:  0.824
CYP3A4-inhibitor:  0.023
CYP3A4-substrate:  0.309

ADMET: Excretion

Clearance (CL):  14.134
Half-life (T1/2):  0.883

ADMET: Toxicity

hERG Blockers:  0.05
Human Hepatotoxicity (H-HT):  0.075
Drug-inuced Liver Injury (DILI):  0.023
AMES Toxicity:  0.045
Rat Oral Acute Toxicity:  0.135
Maximum Recommended Daily Dose:  0.379
Skin Sensitization:  0.467
Carcinogencity:  0.592
Eye Corrosion:  0.778
Eye Irritation:  0.985
Respiratory Toxicity:  0.041

Download Data

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

  Natural Product: NPC156751

Natural Product ID:  NPC156751
Common Name*:   SFUCGABQOMYVJW-QMMMGPOBSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  SFUCGABQOMYVJW-QMMMGPOBSA-N
Standard InCHI:  InChI=1S/C10H14O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-8,11-12H,2-3H2,1H3/t8-/m0/s1
SMILES:  C[C@@H](CCc1ccc(cc1)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   919204
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000134] Phenols
        • [CHEMONTID:0004646] 1-hydroxy-2-unsubstituted benzenoids

*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
NPO15003 Streptomyces lydicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. DOI[10.1021/ja107190w]
NPO30634 Acer nikoense Species Sapindaceae Eukaryota n.a. Japan n.a. PMID[12542351]
NPO16422 Teclea gerrardii Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO30634 Acer nikoense Species Sapindaceae Eukaryota n.a. n.a. n.a. PMID[21550801]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. n.a. PMID[6705789]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Hay n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Hull Husk n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16750 Salvia castanea Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12120 Thalictrum flavum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30634 Acer nikoense Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17351 Tropicoporus linteus Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16750 Salvia castanea Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12120 Thalictrum flavum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13210 Echinops transiliensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15502 Muscari botryoides Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16422 Teclea gerrardii Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7988.1 Fraxinus angustifolia subsp. oxycarpa Subspecies Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14851 Lantana montevidensis Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8435 Hedysarum theinum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4216 Dalbergia assamica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16750 Salvia castanea Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15260 Senecio suaveolens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15384 Olearia pimeleoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12120 Thalictrum flavum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2318 Stellaria holostea Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13700 Streptomyces nobilis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO17351 Tropicoporus linteus Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15003 Streptomyces lydicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO14543 Mycena sanguinolenta Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16509 Avena sativa Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22207 Polyporus pini Species Polyporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15639 Dasycladus vermicularis Species Dasycladaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9125 Haemanthus amarylloides Species Amaryllidaceae 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 NPC156751 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 NPC156751 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