Compound information
- Natural Products
- ZC1802059
- Molecular Formula
- C21H24O6
- Molecular Weight
- 372.157288488 g/mol
- Structure
-
- IUPAC Name
- (1E,6E)-1-[(1S,5R)-4-hydroxy-5-methoxy-cyclohex-3-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/h3-5,7-11,15,21,24-25H,6,12-13H2,1-2H3/b7-3+,8-4+/t15-,21+/m0/s1
- InChI Key
- CRCHRNHFHJDFAA-VMXSGDKLSA-N
- SMILES
- COc1cc(/C=C/C(=O)CC(=O)/C=C/[C@H]2CC=C(O)[C@H](OC)C2)ccc1O
- Source
- ZINC000100100203
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 | 3.057 |
| LogS | -3.973 | LogD | 2.56 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.004 | Pgp substrate | 0.002 |
| HIA | 0.967 | F20 % | 0.991 |
| F30 % | 0.849 | Caco-2 | -4.705 |
| MDCK | -4.835 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.55 | PPB | 81.531 |
| VD | 0.49 | Fu | 1.165 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.035 | CYP1A2 substrate | 0.432 |
| CYP2A6 substrate | 0.383 | CYP2B6 substrate | 0.448 |
| CYP2C19 inhibitor | 0.012 | CYP2C19 substrate | 0.674 |
| CYP2C8 substrate | 0.674 | CYP2C9 inhibitor | 0.083 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.024 |
| CYP2D6 substrate | 0.431 | CYP2E1 substrate | 0.104 |
| CYP3A4 inhibitor | 0.128 | CYP3A4 substrate | 0.935 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.956 | CL | 12.955 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.004 | Hepatotoxicity | 0.992 |
| Mutagenicity | 0.059 | Rat Oral Acute Toxicity | 0.482 |
| FDAMDD | 0.589 | Skin Sensitization | 0.772 |
| Carcinogenicity | 0.875 | Eye Corrosion | 0.922 |
| Eye Irritation | 0.964 | Respiratory Toxicity | 0.836 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.812 | IGC50 | 4.479 |
| LC50FM | 6.182 | LC50DM | 5.967 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.475 | NR-AR-LBD | 0.73 |
| NR-AhR | 0.02 | NR-Aromatase | 0.314 |
| NR-ER | 0.68 | NR-ER-LBD | 0.544 |
| NR-PPAR-gamma | 0.95 | SR-ARE | 0.734 |
| SR-ATAD5 | 0.848 | SR-HSE | 0.415 |
| SR-MMP | 0.711 | SR-p53 | 0.567 |
Similar covalent drugs
No similar covalent drugs found for this compound.