Structure

Physi-Chem Properties

Molecular Weight:  359.03
Volume:  294.814
LogP:  -0.985
LogD:  -1.35
LogS:  -0.306
# Rotatable Bonds:  7
TPSA:  166.11
# H-Bond Aceptor:  10
# H-Bond Donor:  5
# Rings:  1
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.12
Synthetic Accessibility Score:  4.58
Fsp3:  0.7
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:  -5.829
MDCK Permeability:  3.366767123225145e-05
Pgp-inhibitor:  0.005
Pgp-substrate:  0.002
Human Intestinal Absorption (HIA):  0.965
20% Bioavailability (F20%):  0.953
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.062
Plasma Protein Binding (PPB):  79.93970489501953%
Volume Distribution (VD):  0.581
Pgp-substrate:  16.999197006225586%

ADMET: Metabolism

CYP1A2-inhibitor:  0.009
CYP1A2-substrate:  0.047
CYP2C19-inhibitor:  0.021
CYP2C19-substrate:  0.051
CYP2C9-inhibitor:  0.002
CYP2C9-substrate:  0.411
CYP2D6-inhibitor:  0.01
CYP2D6-substrate:  0.121
CYP3A4-inhibitor:  0.007
CYP3A4-substrate:  0.004

ADMET: Excretion

Clearance (CL):  0.999
Half-life (T1/2):  0.783

ADMET: Toxicity

hERG Blockers:  0.012
Human Hepatotoxicity (H-HT):  0.55
Drug-inuced Liver Injury (DILI):  0.062
AMES Toxicity:  0.022
Rat Oral Acute Toxicity:  0.071
Maximum Recommended Daily Dose:  0.012
Skin Sensitization:  0.167
Carcinogencity:  0.147
Eye Corrosion:  0.003
Eye Irritation:  0.03
Respiratory Toxicity:  0.866

Download Data

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

  Natural Product: NPC75532

Natural Product ID:  NPC75532
Common Name*:   PHZOWSSBXJXFOR-PTGZALFTSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  PHZOWSSBXJXFOR-PTGZALFTSA-N
Standard InCHI:  InChI=1S/C10H17NO9S2/c1-2-3-6(11-20-22(16,17)18)21-10-9(15)8(14)7(13)5(4-12)19-10/h2,5,7-10,12-15H,1,3-4H2,(H,16,17,18)/p-1/b11-6+/t5-,7-,8+,9-,10+/m1/s1
SMILES:  C=CC/C(=NOS(=O)(=O)[O-])/S[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   6911854
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates
          • [CHEMONTID:0001540] Monosaccharides
            • [CHEMONTID:0001498] Hexoses
              • [CHEMONTID:0000373] Glucosinolates
                • [CHEMONTID:0003925] Alkylglucosinolates

*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
NPO19220 Laurencia nidifica Species Rhodomelaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0031-9422(00)81142-5]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[10606602]
NPO22561 Dickeya chrysanthemi Species Pectobacteriaceae Bacteria n.a. n.a. n.a. PMID[18803373]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24014097]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24128451]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18896 Swertia chinensis Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16900 Aesculus turbinata Species Hippocastanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19220 Laurencia nidifica Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19220 Laurencia nidifica Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17045 Argyreia speciosa Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18896 Swertia chinensis Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16900 Aesculus turbinata Species Hippocastanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19487 Dorstenia mannii Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16900 Aesculus turbinata Species Hippocastanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16705 Krameria parvifolia Species Krameriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16030 Lecanora coniza Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19220 Laurencia nidifica Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22902 Alnus alnobetula Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19412 Capsella bursa Species Donacidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17431 Vernonia profuga Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18822 Dacrydium intermedium Species Mytilidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13651 Chondodendron toxicoferum n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO17863 Artocarpus styracifolius Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19064 Forsythia giraldiana Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7317 Citrus aurantium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18488 Streptomyces griseolus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO17045 Argyreia speciosa Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17562 Phyllidiella pustulosa Species Phyllidiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16900 Aesculus turbinata Species Hippocastanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22561 Dickeya chrysanthemi Species Pectobacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO18896 Swertia chinensis Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19487 Dorstenia mannii Species Moraceae 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
NPO7576 NPC75532 Raw, Frozen Leaf 15.0937 12.3987 17.7887 umol/g of FW PMID[FooDB]
NPO7576 NPC75532 Raw, Frozen n.a. 55.703 52.828 58.578 umol/g of FW PMID[FooDB]

☑ 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 NPC75532 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 NPC75532 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