Compound information
- Natural Products
- ZC1358997
- Molecular Formula
- C21H24O6
- Molecular Weight
- 372.157288488 g/mol
- Structure
-
- IUPAC Name
- (1E,6E)-1-[(1S,4S)-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/b7-3+,8-4+/t15-,19+/m1/s1
- InChI Key
- HZSBKDOTUYISNN-NDGQIYGYSA-N
- SMILES
- COC1=C[C@H](/C=C/C(=O)CC(=O)/C=C/c2ccc(O)c(OC)c2)CC[C@@H]1O
- Source
- ZINC000100007691
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 | 2.402 |
| LogS | -4.273 | LogD | 2.868 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.004 | Pgp substrate | 0.002 |
| HIA | 0.957 | F20 % | 0.984 |
| F30 % | 0.174 | Caco-2 | -4.768 |
| MDCK | -4.893 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.037 | PPB | 92.867 |
| VD | 0.343 | Fu | 1.096 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.379 | CYP1A2 substrate | 0.557 |
| CYP2A6 substrate | 0.519 | CYP2B6 substrate | 0.538 |
| CYP2C19 inhibitor | 0.065 | CYP2C19 substrate | 0.951 |
| CYP2C8 substrate | 0.762 | CYP2C9 inhibitor | 0.029 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.023 |
| CYP2D6 substrate | 0.929 | CYP2E1 substrate | 0.126 |
| CYP3A4 inhibitor | 0.029 | CYP3A4 substrate | 0.996 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.952 | CL | 15.365 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.002 | Hepatotoxicity | 0.99 |
| Mutagenicity | 0.002 | Rat Oral Acute Toxicity | 0.706 |
| FDAMDD | 0.909 | Skin Sensitization | 0.778 |
| Carcinogenicity | 0.676 | Eye Corrosion | 0.967 |
| Eye Irritation | 0.937 | Respiratory Toxicity | 0.96 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.894 | IGC50 | 4.876 |
| LC50FM | 5.701 | LC50DM | 6.024 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.839 | NR-AR-LBD | 0.944 |
| NR-AhR | 0.05 | NR-Aromatase | 0.26 |
| NR-ER | 0.96 | NR-ER-LBD | 0.912 |
| NR-PPAR-gamma | 0.936 | SR-ARE | 0.349 |
| SR-ATAD5 | 0.876 | SR-HSE | 0.499 |
| SR-MMP | 0.91 | SR-p53 | 0.721 |
Similar covalent drugs
No similar covalent drugs found for this compound.