Compound information
- Natural Products
- NACP37814
- Molecular Formula
- C23H33NO4
- Molecular Weight
- 387.240958536 g/mol
- Structure
-
- IUPAC Name
- 1-(4-hydroxy-3-methoxy-phenyl)-11-(4-piperidyl)undec-1-ene-3,5-dione
- InChI
- InChI=1S/C23H33NO4/c1-28-23-16-19(9-11-22(23)27)8-10-21(26)17-20(25)7-5-3-2-4-6-18-12-14-24-15-13-18/h8-11,16,18,24,27H,2-7,12-15,17H2,1H3
- InChI Key
- GGQITDLBRFBAJB-UHFFFAOYSA-N
- SMILES
- O=C(C=CC1=CC=C(O)C(OC)=C1)CC(=O)CCCCCCC2CCNCC2
- CAS
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Cinnamic acids and derivatives
- SubClass
- Hydroxycinnamic acids and derivatives
- Source
- CNP0100580
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 2 |
| Heteroatom Count | 5 | Rotatable Bond Count | 12 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 75.63 Å2 | LogP | 3.22 |
| LogS | -3.652 | LogD | 2.899 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.839 | Pgp substrate | 0.469 |
| HIA | 0.966 | F20 % | 0.983 |
| F30 % | 0.494 | Caco-2 | -5.094 |
| MDCK | -5.096 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.989 | PPB | 37.906 |
| VD | 0.908 | Fu | 0.686 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.153 | CYP1A2 substrate | 0.358 |
| CYP2A6 substrate | 0.263 | CYP2B6 substrate | 0.623 |
| CYP2C19 inhibitor | 0.073 | CYP2C19 substrate | 0.628 |
| CYP2C8 substrate | 0.608 | CYP2C9 inhibitor | 0.062 |
| CYP2C9 substrate | 0.011 | CYP2D6 inhibitor | 0.195 |
| CYP2D6 substrate | 0.288 | CYP2E1 substrate | 0.137 |
| CYP3A4 inhibitor | 0.169 | CYP3A4 substrate | 0.03 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.921 | CL | 9.365 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.634 | Hepatotoxicity | 0.137 |
| Mutagenicity | 0.687 | Rat Oral Acute Toxicity | 0.585 |
| FDAMDD | 0.563 | Skin Sensitization | 0.99 |
| Carcinogenicity | 0.059 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.641 | Respiratory Toxicity | 0.971 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.126 | IGC50 | 5.42 |
| LC50FM | 5.93 | LC50DM | 5.033 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.374 | NR-AR-LBD | 0.573 |
| NR-AhR | 0.015 | NR-Aromatase | 0.12 |
| NR-ER | 0.526 | NR-ER-LBD | 0.354 |
| NR-PPAR-gamma | 0.775 | SR-ARE | 0.093 |
| SR-ATAD5 | 0.58 | SR-HSE | 0.768 |
| SR-MMP | 0.164 | SR-p53 | 0.396 |
Similar covalent drugs
No similar covalent drugs found for this compound.