Compound information
- Natural Products
- NACP50162
- Molecular Formula
- C21H24O6
- Molecular Weight
- 372.157288488 g/mol
- Structure
-
- IUPAC Name
- 1-(4-hydroxy-3-methoxy-cyclohex-2-en-1-yl)-7-(4-hydroxy-3-methoxy-phenyl)hepta-1,6-diene-3,5-dione
- InChI
- InChI=1S/C21H24O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-5,7-9,11-12,15,19,24-25H,6,10,13H2,1-2H3
- InChI Key
- HZSBKDOTUYISNN-UHFFFAOYSA-N
- SMILES
- O=C(C=CC1=CC=C(O)C(OC)=C1)CC(=O)C=CC2C=C(OC)C(O)CC2
- CAS
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Cinnamic acids and derivatives
- SubClass
- Hydroxycinnamic acids and derivatives
- Source
- CNP0086298
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 93.06 Å2 | LogP | 2.018 |
| LogS | -4.396 | LogD | 2.515 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.979 | Pgp substrate | 0.004 |
| HIA | 0.961 | F20 % | 0.306 |
| F30 % | 0.004 | Caco-2 | -5.231 |
| MDCK | -4.936 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.991 | PPB | 79.01 |
| VD | 0.402 | Fu | 1.165 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.038 | CYP1A2 substrate | 0.355 |
| CYP2A6 substrate | 0.415 | CYP2B6 substrate | 0.462 |
| CYP2C19 inhibitor | 0.074 | CYP2C19 substrate | 0.562 |
| CYP2C8 substrate | 0.609 | CYP2C9 inhibitor | 0.059 |
| CYP2C9 substrate | 0.025 | CYP2D6 inhibitor | 0.022 |
| CYP2D6 substrate | 0.119 | CYP2E1 substrate | 0.107 |
| CYP3A4 inhibitor | 0.24 | CYP3A4 substrate | 0.066 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.94 | CL | 14.669 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.008 | Hepatotoxicity | 0.458 |
| Mutagenicity | 0.018 | Rat Oral Acute Toxicity | 0.71 |
| FDAMDD | 0.951 | Skin Sensitization | 0.851 |
| Carcinogenicity | 0.651 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.375 | Respiratory Toxicity | 0.952 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.142 | IGC50 | 5.905 |
| LC50FM | 6.509 | LC50DM | 6.439 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.76 | NR-AR-LBD | 0.806 |
| NR-AhR | 0.206 | NR-Aromatase | 0.868 |
| NR-ER | 0.725 | NR-ER-LBD | 0.746 |
| NR-PPAR-gamma | 0.886 | SR-ARE | 0.863 |
| SR-ATAD5 | 0.734 | SR-HSE | 0.866 |
| SR-MMP | 0.922 | SR-p53 | 0.78 |
Similar covalent drugs
No similar covalent drugs found for this compound.