Sapinopyridione - Compound Card

Sapinopyridione

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Sapinopyridione

Structure
Zoomed Structure
  • Family: Fungi - Botryosphaeriaceae
  • Kingdom: Fungi
  • Class: Alkaloid
Canonical Smiles CCC(C(=O)C1OC21C(=O)NC(=CC2=O)C)C
InChI InChI=1S/C12H15NO4/c1-4-6(2)9(15)10-12(17-10)8(14)5-7(3)13-11(12)16/h5-6,10H,4H2,1-3H3,(H,13,16)
InChIKey GAWXSBCGUQFYOO-UHFFFAOYSA-N
Formula C12H15NO4
HBA 4
HBD 1
MW 237.25
Rotatable Bonds 3
TPSA 75.77
LogP 0.34
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.58
Exact Mass 237.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Diplodia sapinea Botryosphaeriaceae Fungi —

Showing of synonyms

  • Masi M, Di Lecce R, et al. (2021). Pinofuranoxins A and B, bioactive trisubstituted furanones produced by the invasive pathogen Diplodia sapinea. Journal of natural products, 2021, 84(9), 2600-2605. [View] [PubMed]
Pubchem: 53462728
Nmrshiftdb2: 80002235

No compound-protein relationship available.

Structure

SMILES: O1CC12C(=O)C=CNC2=O

Level: 0

Mol. Weight: 237.25 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.04
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.52
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.65

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.06
Plasma Protein Binding
0.29
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.57
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.48
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.71
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.86
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
2.98
Rat (Acute)
2.32
Rat (Chronic Oral)
1.62
Fathead Minnow
3.76
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
325.55
Hydration Free Energy
-11.36
Log(D) at pH=7.4
-0.39
Log(P)
0.75
Log S
-1.69
Log(Vapor Pressure)
-5.26
Melting Point
117.0
pKa Acid
4.11
pKa Basic
4.01
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.9717
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.9146
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8934
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8049
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 3 0.7999
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7851
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7458
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7402
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 3 0.7128
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7099
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7069
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7068

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