Structure

Physi-Chem Properties

Molecular Weight:  320.24
Volume:  343.985
LogP:  2.944
LogD:  2.471
LogS:  -1.879
# Rotatable Bonds:  1
TPSA:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.779
Synthetic Accessibility Score:  5.588
Fsp3:  0.95
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:  -5.271
MDCK Permeability:  7.5961961556458846e-06
Pgp-inhibitor:  0.162
Pgp-substrate:  0.53
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.006
30% Bioavailability (F30%):  0.992

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.59
Plasma Protein Binding (PPB):  78.19194030761719%
Volume Distribution (VD):  0.766
Pgp-substrate:  12.804505348205566%

ADMET: Metabolism

CYP1A2-inhibitor:  0.014
CYP1A2-substrate:  0.802
CYP2C19-inhibitor:  0.025
CYP2C19-substrate:  0.777
CYP2C9-inhibitor:  0.069
CYP2C9-substrate:  0.154
CYP2D6-inhibitor:  0.012
CYP2D6-substrate:  0.227
CYP3A4-inhibitor:  0.916
CYP3A4-substrate:  0.169

ADMET: Excretion

Clearance (CL):  9.45
Half-life (T1/2):  0.652

ADMET: Toxicity

hERG Blockers:  0.018
Human Hepatotoxicity (H-HT):  0.73
Drug-inuced Liver Injury (DILI):  0.034
AMES Toxicity:  0.01
Rat Oral Acute Toxicity:  0.13
Maximum Recommended Daily Dose:  0.853
Skin Sensitization:  0.346
Carcinogencity:  0.926
Eye Corrosion:  0.037
Eye Irritation:  0.052
Respiratory Toxicity:  0.973

Download Data

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

  Natural Product: NPC263049

Natural Product ID:  NPC263049
Common Name*:   MPDUJZZNNBJFAB-XYYNDNLRSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  MPDUJZZNNBJFAB-XYYNDNLRSA-N
Standard InCHI:  InChI=1S/C20H32O3/c1-17(2)14-6-9-19-10-13(20(23,11-19)12-21)4-5-15(19)18(14,3)8-7-16(17)22/h13-15,21,23H,4-12H2,1-3H3/t13-,14-,15+,18-,19+,20-/m1/s1
SMILES:  CC1(C)[C@H]2CC[C@]34C[C@@H](CC[C@H]4[C@]2(C)CCC1=O)[C@@](C3)(CO)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   392471
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0003782] Kaurane diterpenoids

*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
NPO3171 Menisporopsis theobromae Species n.a. Eukaryota n.a. n.a. n.a. PMID[15104506]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[17616609]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[17929896]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[19113967]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[19159274]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[19256529]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota n.a. isolated from sediment collected using a hand held deep water sampling device at >33 m depth in Vanuatu 2003 PMID[20303767]
NPO6350 Spongia officinalis Species Spongiidae Eukaryota n.a. n.a. n.a. PMID[21548580]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[21667925]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[21954885]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[22106303]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota stem bark of Melia azedarach n.a. n.a. PMID[22409377]
NPO5813 Ligularia songarica Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23043462]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[23557488]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[23563483]
NPO1689 Epimedium pubescens Species Berberidaceae Eukaryota n.a. leaf n.a. PMID[24066589]
NPO15315 Boswellia carterii Species Burseraceae Eukaryota n.a. n.a. n.a. PMID[24195447]
NPO15315 Boswellia carterii Species Burseraceae Eukaryota Gum resin n.a. n.a. PMID[26457560]
NPO6350 Spongia officinalis Species Spongiidae Eukaryota n.a. n.a. n.a. PMID[31095383]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[7622436]
NPO14881 Senecio nemorensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1689 Epimedium pubescens Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15315 Boswellia carterii Species Burseraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14881 Senecio nemorensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15315 Boswellia carterii Species Burseraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1689 Epimedium pubescens Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15315 Boswellia carterii Species Burseraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14881 Senecio nemorensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1689 Epimedium pubescens Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15315 Boswellia carterii Species Burseraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1689 Epimedium pubescens Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14881 Senecio nemorensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5007 Deltocyathus magnificus Species Caryophylliidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6350 Spongia officinalis Species Spongiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO392 Laurencia composita Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4658 Hedysarum denticulatum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3319 Helichrysum nitens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4783 Cyphus niveus n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO12739 Pseudoscleropodium purum Species Brachytheciaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3171 Menisporopsis theobromae Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6284 Frasera caroliniensis Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13295 Teucrium nuchense Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15620 Kingiella taenialis n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO14757 Acacia acuminata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10538 Aspergillus fumigatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1689 Epimedium pubescens Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO735 Pteraster multipes Species Pterasteridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO460 Alangium ridleyi Species Cornaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15315 Boswellia carterii Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28795 Retiboletus ornatipes Species Boletaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13653 Sorbus domestica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5813 Ligularia songarica 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 NPC263049 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 NPC263049 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