Structure

Physi-Chem Properties

Molecular Weight:  242.08
Volume:  233.551
LogP:  1.359
LogD:  1.77
LogS:  -3.076
# Rotatable Bonds:  0
TPSA:  91.5
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  6

MedChem Properties

QED Drug-Likeness Score:  0.57
Synthetic Accessibility Score:  2.498
Fsp3:  0.167
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:  -4.926
MDCK Permeability:  1.2337158295849804e-05
Pgp-inhibitor:  0.003
Pgp-substrate:  0.094
Human Intestinal Absorption (HIA):  0.572
20% Bioavailability (F20%):  0.012
30% Bioavailability (F30%):  0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.042
Plasma Protein Binding (PPB):  94.560546875%
Volume Distribution (VD):  0.407
Pgp-substrate:  4.044738292694092%

ADMET: Metabolism

CYP1A2-inhibitor:  0.956
CYP1A2-substrate:  0.986
CYP2C19-inhibitor:  0.069
CYP2C19-substrate:  0.058
CYP2C9-inhibitor:  0.01
CYP2C9-substrate:  0.032
CYP2D6-inhibitor:  0.017
CYP2D6-substrate:  0.035
CYP3A4-inhibitor:  0.038
CYP3A4-substrate:  0.258

ADMET: Excretion

Clearance (CL):  7.674
Half-life (T1/2):  0.835

ADMET: Toxicity

hERG Blockers:  0.073
Human Hepatotoxicity (H-HT):  0.388
Drug-inuced Liver Injury (DILI):  0.987
AMES Toxicity:  0.54
Rat Oral Acute Toxicity:  0.333
Maximum Recommended Daily Dose:  0.716
Skin Sensitization:  0.061
Carcinogencity:  0.649
Eye Corrosion:  0.003
Eye Irritation:  0.094
Respiratory Toxicity:  0.979

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  Natural Product: NPC282370

Natural Product ID:  NPC282370
Common Name*:   ZJTJUVIJVLLGSP-UHFFFAOYSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  ZJTJUVIJVLLGSP-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C12H10N4O2/c1-5-3-7-8(4-6(5)2)14-10-9(13-7)11(17)16-12(18)15-10/h3-4H,1-2H3,(H2,14,15,16,17,18)
SMILES:  Cc1cc2c(cc1C)nc1c(c(nc(n1)O)O)n2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   n.a.
PubChem CID:   5326566
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000109] Pteridines and derivatives
        • [CHEMONTID:0000384] Alloxazines and isoalloxazines
          • [CHEMONTID:0001249] Flavins

*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
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. DOI[10.1021/jf00055a023]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. seed n.a. PMID[11539687]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[12713418]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[136119]
NPO16746 Lendenfeldia frondosa Species Thorectidae Eukaryota n.a. n.a. n.a. PMID[1402955]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. bark n.a. PMID[15283458]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. stem n.a. PMID[15577257]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[21080643]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. leaf n.a. PMID[21574561]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. husk n.a. PMID[21574561]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. seed n.a. PMID[23292602]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota n.a. leaf n.a. PMID[24680612]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[29762032]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. pollen n.a. PMID[8987503]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[9051910]
NPO15810 Zea mays Species Poaceae Eukaryota Seed Essent. Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Silk Essent. Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Silk Stigma Style n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Cob n.a. n.a. Database[FooDB]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Husk Essent. Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Pollen Or Spore n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO16040 Pristimera indica Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23659 Rostellularia procumbens n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO19073 Uncaria lancifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18659 Prunus japonica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota Seeds n.a. Database[Phenol-Explorer]
NPO3022 Toxicopueraria peduncularis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11777 Pluchea sericea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19073 Uncaria lancifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23659 Rostellularia procumbens n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO16040 Pristimera indica Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18659 Prunus japonica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18659 Prunus japonica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23659 Rostellularia procumbens n.a. n.a. n.a. n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18659 Prunus japonica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18830 Valeriana cardamines Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13673 Ipomoea muelleri Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3022 Toxicopueraria peduncularis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14711.1 Arabidopsis lyrata subsp. lyrata Subspecies Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16040 Pristimera indica Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11777 Pluchea sericea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19073 Uncaria lancifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28174 Poterium sanguisorba Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19229 Aniba parviflora Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23370 Sticta mougeotiana Species Lobariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18008 Viburnum rhytidophyllum Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15430 Abutilon grandiflorum Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29099 Sinocrassula indica Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6425 Betula davurica Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19692 Quercus variabilis Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18497 Euphorbia aellenii Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17440 Thryptomene kochii Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11042 Lecanora sordida Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12181 Albizia julibrissin Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19753 Liabum bourgeaui Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18252 Cajanus cajan Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23659 Rostellularia procumbens n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO16746 Lendenfeldia frondosa Species Thorectidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14953 Thapsia transtagana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18659 Prunus japonica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15810 Zea mays Species Poaceae 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
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae Inhibition = 12.48 % PMID[465994]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa Inhibition = 11.55 % PMID[465994]
NPT20 Organism Candida albicans Candida albicans Inhibition = 0.84 % PMID[465994]
NPT85 Organism Filobasidiella neoformans Cryptococcus neoformans Inhibition = -5.45 % PMID[465994]
NPT2922 Organism Staphylococcus aureus subsp. aureus Staphylococcus aureus subsp. aureus Inhibition = 0.69 % PMID[465994]
NPT19 Organism Escherichia coli Escherichia coli Inhibition = 3.58 % PMID[465994]
NPT747 Organism Acinetobacter baumannii Acinetobacter baumannii Inhibition = -0.84 % PMID[465994]

☑ 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 NPC282370 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 NPC282370 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