Westalsan - Compound Card

Westalsan

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Westalsan

Structure
Zoomed Structure
  • Family: Fungi - Sporormiaceae
  • Kingdom: Fungi
  • Class: Alkaloid
    • Subclass: Cytochalasan Alkaloid
Canonical Smiles OC[C@@H]1C[C@H]2O[C@](C1)(C)[C@H]1[C@@H]2CC(=O)[C@@]23[C@@H]1C=C(C)[C@H]([C@H]3[C@@H](NC2=O)CC(C)C)C
InChI InChI=1S/C25H37NO4/c1-12(2)6-18-21-14(4)13(3)7-17-22-16(9-20(28)25(17,21)23(29)26-18)19-8-15(11-27)10-24(22,5)30-19/h7,12,14-19,21-22,27H,6,8-11H2,1-5H3,(H,26,29)/t14-,15-,16-,17-,18+,19-,21+,22+,24+,25-/m1/s1
InChIKey FNAWUKKMCPWLMR-UHRWYVDDSA-N
Formula C25H37NO4
HBA 4
HBD 2
MW 415.57
Rotatable Bonds 3
TPSA 75.63
LogP 3.11
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.84
Exact Mass 415.27
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Westerdykella nigra Sporormiaceae Fungi 325665

Showing of synonyms

  • Sallam A, Sabry M.A, et al. (2021). Westalsan: A new acetylcholine esterase inhibitor from the endophytic fungus Westerdykella nigra. Chemistry & biodiversity, 2021, 18(4), e2000957. [View] [PubMed]
Pubchem: 146682508
Nmrshiftdb2: 70105718

No compound-protein relationship available.

Structure

SMILES: O=C1NCC(C123)CC=CC3C4C(CC2=O)C5CCCC4O5

Level: 0

Mol. Weight: 415.57 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.84
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.730
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.65

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.430
Plasma Protein Binding
70.47
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
17.050
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.880
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.950
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.530
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
-33.030
Rat (Acute)
2.880
Rat (Chronic Oral)
1.620
Fathead Minnow
3.890
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
488.990
Hydration Free Energy
-4.090
Log(D) at pH=7.4
3.550
Log(P)
2.67
Log S
-4.41
Log(Vapor Pressure)
-9.16
Melting Point
212.12
pKa Acid
7.34
pKa Basic
5.58
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8511
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7589
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7410
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7370
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7194

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