Structure

Physi-Chem Properties

Molecular Weight:  240.12
Volume:  261.385
LogP:  4.307
LogD:  3.474
LogS:  -3.944
# Rotatable Bonds:  0
TPSA:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.74
Synthetic Accessibility Score:  2.406
Fsp3:  0.25
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.883
MDCK Permeability:  2.0370600395835936e-05
Pgp-inhibitor:  0.206
Pgp-substrate:  0.046
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.97
30% Bioavailability (F30%):  0.986

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.522
Plasma Protein Binding (PPB):  98.02691650390625%
Volume Distribution (VD):  0.728
Pgp-substrate:  1.297809362411499%

ADMET: Metabolism

CYP1A2-inhibitor:  0.948
CYP1A2-substrate:  0.933
CYP2C19-inhibitor:  0.651
CYP2C19-substrate:  0.076
CYP2C9-inhibitor:  0.392
CYP2C9-substrate:  0.873
CYP2D6-inhibitor:  0.85
CYP2D6-substrate:  0.938
CYP3A4-inhibitor:  0.278
CYP3A4-substrate:  0.262

ADMET: Excretion

Clearance (CL):  10.841
Half-life (T1/2):  0.556

ADMET: Toxicity

hERG Blockers:  0.041
Human Hepatotoxicity (H-HT):  0.084
Drug-inuced Liver Injury (DILI):  0.287
AMES Toxicity:  0.664
Rat Oral Acute Toxicity:  0.104
Maximum Recommended Daily Dose:  0.839
Skin Sensitization:  0.859
Carcinogencity:  0.215
Eye Corrosion:  0.024
Eye Irritation:  0.964
Respiratory Toxicity:  0.325

Download Data

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

  Natural Product: NPC245583

Natural Product ID:  NPC245583
Common Name*:   NIXGLFXINIWEFF-UHFFFAOYSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  NIXGLFXINIWEFF-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C16H16O2/c1-9-7-11-3-4-12-10(2)15(17)6-5-13(12)14(11)8-16(9)18/h5-8,17-18H,3-4H2,1-2H3
SMILES:  Cc1cc2CCc3c(C)c(ccc3-c2cc1O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   5323705
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000025] Phenanthrenes and derivatives
        • [CHEMONTID:0000223] Hydrophenanthrenes

*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
NPO4153 Illicium dunnianum Species Schisandraceae Eukaryota n.a. leaf n.a. PMID[2504190]
NPO4153 Illicium dunnianum Species Schisandraceae Eukaryota n.a. stem n.a. PMID[2504190]
NPO8976 Agave americana Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3908 Eupatorium formosanum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8291 Hyptis fasciculata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3908 Eupatorium formosanum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8976 Agave americana Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3908 Eupatorium formosanum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8976 Agave americana Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5883 Nassauvia revoluta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9751 Korthalsella japonica Species Viscaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2231 Arisaema tortuosum Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3908 Eupatorium formosanum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8976 Agave americana Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9879 Artemisia anethifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO615 Lobelia exaltata Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8291 Hyptis fasciculata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3662 Halokirschsteiniothelia maritima Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9932 Mantella viridis Species Mantellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8497 Pinus insularis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10284 Micrandropsis scleroxylon Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14829 Anemone patens Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4153 Illicium dunnianum Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1720 Tyrophagus similis Species Acaridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2036 Scopolia lurida Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9607 Tillandsia usneoides Species Bromeliaceae 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 NPC245583 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 NPC245583 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