Structure

Physi-Chem Properties

Molecular Weight:  240.14
Volume:  246.179
LogP:  0.447
LogD:  -0.586
LogS:  -2.559
# Rotatable Bonds:  2
TPSA:  66.76
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.701
Synthetic Accessibility Score:  5.496
Fsp3:  0.769
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:  -4.885
MDCK Permeability:  3.0694867746206e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.248
Human Intestinal Absorption (HIA):  0.042
20% Bioavailability (F20%):  0.042
30% Bioavailability (F30%):  0.016

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.988
Plasma Protein Binding (PPB):  31.50864028930664%
Volume Distribution (VD):  1.082
Pgp-substrate:  75.11461639404297%

ADMET: Metabolism

CYP1A2-inhibitor:  0.012
CYP1A2-substrate:  0.768
CYP2C19-inhibitor:  0.032
CYP2C19-substrate:  0.871
CYP2C9-inhibitor:  0.025
CYP2C9-substrate:  0.077
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.117
CYP3A4-inhibitor:  0.055
CYP3A4-substrate:  0.655

ADMET: Excretion

Clearance (CL):  2.928
Half-life (T1/2):  0.854

ADMET: Toxicity

hERG Blockers:  0.018
Human Hepatotoxicity (H-HT):  0.349
Drug-inuced Liver Injury (DILI):  0.259
AMES Toxicity:  0.114
Rat Oral Acute Toxicity:  0.083
Maximum Recommended Daily Dose:  0.052
Skin Sensitization:  0.106
Carcinogencity:  0.034
Eye Corrosion:  0.005
Eye Irritation:  0.432
Respiratory Toxicity:  0.033

Download Data

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

  Natural Product: NPC145901

Natural Product ID:  NPC145901
Common Name*:   KENVUEOHDFOVNA-OJAKKHQRSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  KENVUEOHDFOVNA-OJAKKHQRSA-N
Standard InCHI:  InChI=1S/C13H20O4/c1-9(14)4-5-13(16)11(2)6-10(15)7-12(13,3)17-8-11/h4-5,9,14,16H,6-8H2,1-3H3/t9-,11-,12-,13-/m1/s1
SMILES:  C[C@H](C=C[C@]1([C@]2(C)CC(=O)C[C@@]1(C)OC2)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   n.a.
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0001729] Oxepanes

*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
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO15684 Cochliobolus heterostrophus Species Pleosporaceae Eukaryota n.a. n.a. n.a. PMID[10395513]
NPO7093 Oncorhynchus keta Species Salmonidae Eukaryota Eggs n.a. n.a. PMID[10654418]
NPO7093 Oncorhynchus keta Species Salmonidae Eukaryota eggs Pacific n.a. PMID[10654418]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota roots purchased from Kiu Shun Trading Ltd., Vancouver, Canada 2000 PMID[16643021]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO958 Tambja ceutae Species Polyceridae Eukaryota n.a. Azorean n.a. PMID[20227875]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25538068]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[27400088]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. leaf n.a. PMID[9433811]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7093 Oncorhynchus keta Species Salmonidae Eukaryota n.a. n.a. Database[FooDB]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota Leaves n.a. Database[FooDB]
NPO6722 Anaphalis margaritacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4847 Lasianthus wallichii Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27244 Dysosma pleiantha Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7377 Hemiphragma heterophyllum Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6421 Neolitsea sericea Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO6421 Neolitsea sericea Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6722 Anaphalis margaritacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4773 Pteromys volans Species Sciuridae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7377 Hemiphragma heterophyllum Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27244 Dysosma pleiantha Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4847 Lasianthus wallichii Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4773 Pteromys volans Species Sciuridae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6722 Anaphalis margaritacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7093 Oncorhynchus keta Species Salmonidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6345 Podocarpus sellowii Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9099 Carissa spinarum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4773 Pteromys volans Species Sciuridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16714 Campanula pendula Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO958 Tambja ceutae Species Polyceridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6523 Streptococcus pneumoniae Species Streptococcaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO4350 Chlorella pyrenoidosa Species Chlorellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2339 Turnera ulmifolia Species Passifloraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3913 Alcea nudiflora Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6107 Acacia lemmoni Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7377 Hemiphragma heterophyllum Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO586 Lomandra hastilis Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5739 Rubus foliolosus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27244 Dysosma pleiantha Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5518 Thuja dolabrata Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10450 Clerodendrum infortunatum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO241 Teucrium cossonii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6722 Anaphalis margaritacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5809 Xanthoparmelia tinctina Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4847 Lasianthus wallichii Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1977 Arum montanum Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3528 Cinnamomum pedunculatum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1244 Trimusculus conica Species Trimusculidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO518 Mercurialis leiocarpa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6951 Dictyota spinulosa Species Dictyotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4050 Boronia lanceolata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3023 Achillea pratensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14582 Spinacia oleracea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15684 Cochliobolus heterostrophus Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1659 Primula denticulata Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6421 Neolitsea sericea Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4125 Corydalis crystallina Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1814 Euphorbia cattimandoo Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4411 Plantago ovata Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4204 Ochradenus baccatus Species Resedaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3456 Eucalyptus campanulata Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO798 Chloranthus holostegius Species Chloranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7161 Capparis angulata Species Capparaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7640 Klaseopsis chinensis Species Asteraceae 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 NPC145901 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 NPC145901 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