Compound information
- Natural Products
- ZC1803586
- Molecular Formula
- C21H24O6
- Molecular Weight
- 372.157288488 g/mol
- Structure
-
- IUPAC Name
- (1E,6E)-1-[(1S,5S)-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-IVJGNVHPSA-N
- SMILES
- COc1cc(/C=C/C(=O)CC(=O)/C=C/[C@H]2CC=C(O)[C@@H](OC)C2)ccc1O
- Source
- ZINC000100100206
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 | 2.958 |
| LogS | -3.702 | LogD | 2.829 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.005 | Pgp substrate | 0.003 |
| HIA | 0.985 | F20 % | 0.99 |
| F30 % | 0.906 | Caco-2 | -4.809 |
| MDCK | -4.832 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.026 | PPB | 92.945 |
| VD | 0.432 | Fu | 1.015 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.121 | CYP1A2 substrate | 0.516 |
| CYP2A6 substrate | 0.455 | CYP2B6 substrate | 0.5 |
| CYP2C19 inhibitor | 0.044 | CYP2C19 substrate | 0.959 |
| CYP2C8 substrate | 0.78 | CYP2C9 inhibitor | 0.063 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.014 |
| CYP2D6 substrate | 0.822 | CYP2E1 substrate | 0.172 |
| CYP3A4 inhibitor | 0.191 | CYP3A4 substrate | 0.994 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.94 | CL | 12.671 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.002 | Hepatotoxicity | 0.983 |
| Mutagenicity | 0.018 | Rat Oral Acute Toxicity | 0.726 |
| FDAMDD | 0.758 | Skin Sensitization | 0.594 |
| Carcinogenicity | 0.823 | Eye Corrosion | 0.809 |
| Eye Irritation | 0.953 | Respiratory Toxicity | 0.93 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.057 | IGC50 | 4.811 |
| LC50FM | 6.19 | LC50DM | 6.275 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.579 | NR-AR-LBD | 0.808 |
| NR-AhR | 0.028 | NR-Aromatase | 0.361 |
| NR-ER | 0.775 | NR-ER-LBD | 0.729 |
| NR-PPAR-gamma | 0.941 | SR-ARE | 0.517 |
| SR-ATAD5 | 0.862 | SR-HSE | 0.436 |
| SR-MMP | 0.874 | SR-p53 | 0.655 |
Similar covalent drugs
No similar covalent drugs found for this compound.