Structure

Physi-Chem Properties

Molecular Weight:  990.5
Volume:  967.394
LogP:  4.008
LogD:  2.402
LogS:  -3.765
# Rotatable Bonds:  13
TPSA:  294.35
# H-Bond Aceptor:  21
# H-Bond Donor:  7
# Rings:  5
# Heavy Atoms:  21

MedChem Properties

QED Drug-Likeness Score:  0.088
Synthetic Accessibility Score:  7.472
Fsp3:  0.854
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.654
MDCK Permeability:  0.0003357711830176413
Pgp-inhibitor:  0.823
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.703
20% Bioavailability (F20%):  0.0
30% Bioavailability (F30%):  0.908

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.011
Plasma Protein Binding (PPB):  86.69666290283203%
Volume Distribution (VD):  0.806
Pgp-substrate:  8.774226188659668%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.142
CYP2C19-inhibitor:  0.018
CYP2C19-substrate:  0.085
CYP2C9-inhibitor:  0.2
CYP2C9-substrate:  0.013
CYP2D6-inhibitor:  0.013
CYP2D6-substrate:  0.014
CYP3A4-inhibitor:  0.812
CYP3A4-substrate:  0.033

ADMET: Excretion

Clearance (CL):  0.888
Half-life (T1/2):  0.691

ADMET: Toxicity

hERG Blockers:  0.967
Human Hepatotoxicity (H-HT):  0.936
Drug-inuced Liver Injury (DILI):  0.922
AMES Toxicity:  0.086
Rat Oral Acute Toxicity:  0.04
Maximum Recommended Daily Dose:  0.002
Skin Sensitization:  0.666
Carcinogencity:  0.019
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.181

Download Data

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

  Natural Product: NPC287047

Natural Product ID:  NPC287047
Common Name*:   WOFDWNOSFDVCDF-CABCVRRESA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  WOFDWNOSFDVCDF-CABCVRRESA-N
Standard InCHI:  InChI=1S/C15H22O3/c1-11(2)8-13(16)9-15(3)6-4-14(18-15)12-5-7-17-10-12/h5,7,10-11,14H,4,6,8-9H2,1-3H3/t14-,15+/m1/s1
SMILES:  CC(C)CC(=O)C[C@]1(C)CC[C@H](c2ccoc2)O1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   442379
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0004144] Heteroaromatic compounds

*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
NPO4619 Artemisia gilvescens Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[12713410]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[15374592]
NPO22311 Evolvulus alsinoides Species Convolvulaceae Eukaryota n.a. whole plant n.a. PMID[17473466]
NPO598 Oenanthe fistulosa Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[19245244]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. aerial part n.a. PMID[20961090]
NPO22311 Evolvulus alsinoides Species Convolvulaceae Eukaryota n.a. n.a. n.a. PMID[23357036]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. n.a. PMID[24074359]
NPO22311 Evolvulus alsinoides Species Convolvulaceae Eukaryota n.a. n.a. n.a. PMID[24634069]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. leaf n.a. PMID[27132824]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. Database[FooDB]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota Tubers n.a. Database[FooDB]
NPO22245 Digitalis lanata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27558 Podocarpus macrophyllus Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22311 Evolvulus alsinoides Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO22311 Evolvulus alsinoides Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22245 Digitalis lanata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27558 Podocarpus macrophyllus Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27558 Podocarpus macrophyllus Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22245 Digitalis lanata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22245 Digitalis lanata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO5542 Ceratocystis fimbriata Species Ceratocystidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20839 Gypsophila repens Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4619 Artemisia gilvescens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO920 Cheilanthes chusana Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23008 Cleome africana Species Cleomaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19896 Guazuma ulmifolia Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO598 Oenanthe fistulosa Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2760 Picris evae Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20141 Pelecyphora aselliformis Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1839 Bryophyllum calycinum Species Spathidiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22311 Evolvulus alsinoides Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22245 Digitalis lanata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2848 Ipomoea batatas Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27558 Podocarpus macrophyllus Species Podocarpaceae 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 NPC287047 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 NPC287047 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