Cona-3,5-dienin-7-one - Compound Card

Cona-3,5-dienin-7-one

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Cona-3,5-dienin-7-one

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Steroid Alkaloid
Canonical Smiles O=C1C=C2C=CCC[C@@]2([C@@H]2[C@@H]1[C@@H]1CC[C@H]3[C@]1(CC2)CN([C@H]3C)C)C
InChI InChI=1S/C22H31NO/c1-14-16-7-8-18-20-17(9-11-22(16,18)13-23(14)3)21(2)10-5-4-6-15(21)12-19(20)24/h4,6,12,14,16-18,20H,5,7-11,13H2,1-3H3/t14-,16+,17-,18-,20+,21-,22-/m0/s1
InChIKey DYDXWQDMKIXUSG-ZKZSPFNXSA-N
Formula C22H31NO
HBA 2
HBD 0
MW 325.5
Rotatable Bonds 0
TPSA 20.31
LogP 4.22
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.77
Exact Mass 325.24
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Holarrhena africana Apocynaceae Plantae 2708850

Showing of synonyms

  • Nnadi CO, Nwodo NJ, et al. (2017). Steroid alkaloids from Holarrhena africana with strong activity against Trypanosoma brucei rhodesiense. Molecules, 2017, 22(7), 1129. [View]
Pubchem: 102093828

No compound-protein relationship available.

Structure

SMILES: C1NCC(C123)CCC2C4C(CC3)C5C(=CC4=O)C=CCC5

Level: 0

Mol. Weight: 325.5 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.9
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.630
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.58

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.070
Plasma Protein Binding
57.53
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
15.460
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.730
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.790
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
7.840
Micronucleos
Safe
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
-3.210
Rat (Acute)
2.940
Rat (Chronic Oral)
1.130
Fathead Minnow
3.810
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
421.180
Hydration Free Energy
-6.120
Log(D) at pH=7.4
2.710
Log(P)
3.82
Log S
-3.91
Log(Vapor Pressure)
-6.12
Melting Point
149.67
pKa Acid
9.23
pKa Basic
7.81
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8071
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7773
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.7557
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7502
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7316
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7171
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7045

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