Structure

Physi-Chem Properties

Molecular Weight:  300.06
Volume:  291.273
LogP:  3.115
LogD:  1.541
LogS:  -3.242
# Rotatable Bonds:  2
TPSA:  85.97
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.813
Synthetic Accessibility Score:  3.322
Fsp3:  0.125
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:  -4.931
MDCK Permeability:  1.524431263533188e-05
Pgp-inhibitor:  0.131
Pgp-substrate:  0.008
Human Intestinal Absorption (HIA):  0.111
20% Bioavailability (F20%):  0.422
30% Bioavailability (F30%):  0.582

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.023
Plasma Protein Binding (PPB):  88.09110260009766%
Volume Distribution (VD):  0.824
Pgp-substrate:  11.481766700744629%

ADMET: Metabolism

CYP1A2-inhibitor:  0.971
CYP1A2-substrate:  0.819
CYP2C19-inhibitor:  0.463
CYP2C19-substrate:  0.18
CYP2C9-inhibitor:  0.791
CYP2C9-substrate:  0.602
CYP2D6-inhibitor:  0.6
CYP2D6-substrate:  0.457
CYP3A4-inhibitor:  0.338
CYP3A4-substrate:  0.196

ADMET: Excretion

Clearance (CL):  1.898
Half-life (T1/2):  0.574

ADMET: Toxicity

hERG Blockers:  0.01
Human Hepatotoxicity (H-HT):  0.856
Drug-inuced Liver Injury (DILI):  0.964
AMES Toxicity:  0.658
Rat Oral Acute Toxicity:  0.971
Maximum Recommended Daily Dose:  0.936
Skin Sensitization:  0.733
Carcinogencity:  0.953
Eye Corrosion:  0.004
Eye Irritation:  0.16
Respiratory Toxicity:  0.839

Download Data

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

  Natural Product: NPC61699

Natural Product ID:  NPC61699
Common Name*:   QJCXIVBLEONWOC-UHFFFAOYSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  QJCXIVBLEONWOC-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C17H14N2O/c1-19-14-9-5-2-6-11(14)10-15(20)16-17(19)12-7-3-4-8-13(12)18-16/h2-9,18H,10H2,1H3
SMILES:  CN1c2ccccc2CC(=O)c2c1c1ccccc1[nH]2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   10611504
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004707] Organic nitrogen compounds
      • [CHEMONTID:0000278] Organonitrogen compounds
        • [CHEMONTID:0002449] Amines
          • [CHEMONTID:0002452] Tertiary amines
            • [CHEMONTID:0002454] Tertiary alkylarylamines
              • [CHEMONTID:0003902] Alkyldiarylamines

*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
NPO20237 Poecillastra wondoensis Species Vulcanellidae Eukaryota n.a. n.a. n.a. PMID[14640526]
NPO20237 Poecillastra wondoensis Species Vulcanellidae Eukaryota n.a. depth of 25 m off the shore of Keomun Island, Korea 2004-AUG PMID[18407691]
NPO20912 Wisteria brachybotrys Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[2853205]
NPO14826 Streptomyces mobaraensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[32998509]
NPO24783 Erysimum diffusum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11155 Ambrosia maritima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11155 Ambrosia maritima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24783 Erysimum diffusum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11155 Ambrosia maritima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18755 Fumaria judaica Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21890 Epidendrum moseni Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14826 Streptomyces mobaraensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO20169 Alseodaphne perakensis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20989 Calea integrifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11155 Ambrosia maritima Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24783 Erysimum diffusum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20912 Wisteria brachybotrys Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20237 Poecillastra wondoensis Species Vulcanellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17131 Yucca periculosa Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20299 Strongylophora durissima n.a. n.a. n.a. 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 NPC61699 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 NPC61699 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