Deformyltalbotine acid lactone - Compound Card

Deformyltalbotine acid lactone

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Deformyltalbotine acid lactone

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Indole Alkaloid
Canonical Smiles C/C=C\1/COC(=O)[C@@H]2[C@H]1C[C@@H]1NCCc3c1n2c1ccccc31
InChI InChI=1S/C19H20N2O2/c1-2-11-10-23-19(22)18-14(11)9-15-17-13(7-8-20-15)12-5-3-4-6-16(12)21(17)18/h2-6,14-15,18,20H,7-10H2,1H3/b11-2-/t14-,15-,18-/m0/s1
InChIKey KCZHZQKIYABFCK-LLGYSBTQSA-N
Formula C19H20N2O2
HBA 4
HBD 1
MW 308.38
Rotatable Bonds 0
TPSA 43.26
LogP 2.89
Number Rings 5
Number Aromatic Rings 2
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.42
Exact Mass 308.15
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pleiocarpa pycnantha Apocynaceae Plantae 1220085

Showing of synonyms

  • Ndongo JT, Mbing JN, et al. (2018). Carbazole-, aspidofractinine-, and aspidocarpamine-type alkaloids from Pleiocarpa pycnantha.. Journal of natural products,2018, 81(5), 1193-1202. [View] [PubMed]
Pubchem: 145960101

No compound-protein relationship available.

Structure

SMILES: C1CNC2CC(C(=C)COC3=O)C3n(c2c1c45)c4cccc5

Level: 0

Mol. Weight: 308.38 g/mol

Cancer cell growth inhibitory

Absorption

Caco-2 (logPapp)
-4.97
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.95
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.67

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.97
Plasma Protein Binding
54.53
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
6.43
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.75
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.06
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.43
Micronucleos
Toxic
NR-AhR
Toxic
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
-0.1
Rat (Acute)
3.05
Rat (Chronic Oral)
1.45
Fathead Minnow
4.54
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
413.56
Hydration Free Energy
-6.99
Log(D) at pH=7.4
1.71
Log(P)
1.7
Log S
-3.21
Log(Vapor Pressure)
-8.19
Melting Point
221.67
pKa Acid
10.61
pKa Basic
7.49
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9172
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7834
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7685
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7567
Scytalone dehydratase P56221 SCYD_MAGO7 Pyricularia oryzae 3 0.7553
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7447
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7271
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7236
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 2 0.7221
Scytalone dehydratase P56221 SCYD_MAGO7 Pyricularia oryzae 3 0.7053

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