Structure

Physi-Chem Properties

Molecular Weight:  236.18
Volume:  269.111
LogP:  2.098
LogD:  2.431
LogS:  -4.045
# Rotatable Bonds:  1
TPSA:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.687
Synthetic Accessibility Score:  4.026
Fsp3:  0.6
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:  -4.509
MDCK Permeability:  2.0810366549994797e-05
Pgp-inhibitor:  0.007
Pgp-substrate:  0.224
Human Intestinal Absorption (HIA):  0.959
20% Bioavailability (F20%):  0.146
30% Bioavailability (F30%):  0.08

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.371
Plasma Protein Binding (PPB):  79.87274932861328%
Volume Distribution (VD):  0.756
Pgp-substrate:  11.301970481872559%

ADMET: Metabolism

CYP1A2-inhibitor:  0.059
CYP1A2-substrate:  0.119
CYP2C19-inhibitor:  0.062
CYP2C19-substrate:  0.066
CYP2C9-inhibitor:  0.041
CYP2C9-substrate:  0.525
CYP2D6-inhibitor:  0.101
CYP2D6-substrate:  0.4
CYP3A4-inhibitor:  0.039
CYP3A4-substrate:  0.204

ADMET: Excretion

Clearance (CL):  6.083
Half-life (T1/2):  0.749

ADMET: Toxicity

hERG Blockers:  0.004
Human Hepatotoxicity (H-HT):  0.459
Drug-inuced Liver Injury (DILI):  0.042
AMES Toxicity:  0.005
Rat Oral Acute Toxicity:  0.007
Maximum Recommended Daily Dose:  0.95
Skin Sensitization:  0.948
Carcinogencity:  0.028
Eye Corrosion:  0.007
Eye Irritation:  0.917
Respiratory Toxicity:  0.023

Download Data

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

  Natural Product: NPC77047

Natural Product ID:  NPC77047
Common Name*:   RCJTUBLQPQRESN-FJOWFKQPSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  RCJTUBLQPQRESN-FJOWFKQPSA-N
Standard InCHI:  InChI=1S/C15H24O2/c1-12-5-3-7-13(2)9-15(17)10-14(11-16)8-4-6-12/h6-7,10,15-17H,3-5,8-9,11H2,1-2H3/b12-6+,13-7+,14-10+/t15-/m1/s1
SMILES:  C/C/1=CCC/C(=C[C@@H](C/C(=C/CC1)/C)O)/CO
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   643652
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000129] Alcohols and polyols
          • [CHEMONTID:0001661] Secondary alcohols

*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
NPO4041 Guatteria multivenia Species Annonaceae Eukaryota Roots n.a. n.a. PMID[12088427]
NPO12425 Combretum griffithii Species Combretaceae Eukaryota n.a. stem n.a. PMID[21919533]
NPO1168 Euphorbia sikkimensis Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[23327832]
NPO12425 Combretum griffithii Species Combretaceae Eukaryota Stems n.a. n.a. PMID[23795891]
NPO1168 Euphorbia sikkimensis Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[26756779]
NPO3371 Podocarpus nubigenus Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3371 Podocarpus nubigenus Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3371 Podocarpus nubigenus Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1798 Duguetia obovata Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1168 Euphorbia sikkimensis Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6236 Polymastia boletiformis Species Polymastiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10358 Bupleurum gerardi Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2292 Teclea verdoorniana Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4563 Clinopodium acinos Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3371 Podocarpus nubigenus Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4041 Guatteria multivenia Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10562 Aglaia archboldiana Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7993 Euclea pseudebenus Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12769 Hosta sieboldii Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12425 Combretum griffithii Species Combretaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4973 Cirsium rivulare Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13101 Passiflora hybrid Species Passifloraceae 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 NPC77047 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 NPC77047 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