Compound information
- Natural Products
- ZC1359443
- Molecular Formula
- C21H24O6
- Molecular Weight
- 372.157288488 g/mol
- Structure
-
- IUPAC Name
- (1E,6E)-1-[(1R,4R)-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+/m0/s1
- InChI Key
- HZSBKDOTUYISNN-QCBCQSIUSA-N
- SMILES
- COC1=C[C@@H](/C=C/C(=O)CC(=O)/C=C/c2ccc(O)c(OC)c2)CC[C@H]1O
- Source
- ZINC000100007696
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 | 2.371 |
| LogS | -4.142 | LogD | 1.893 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.006 | Pgp substrate | 0.007 |
| HIA | 0.96 | F20 % | 0.989 |
| F30 % | 0.374 | Caco-2 | -4.868 |
| MDCK | -4.8 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.37 | PPB | 88.433 |
| VD | 0.376 | Fu | 1.443 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.01 | CYP1A2 substrate | 0.392 |
| CYP2A6 substrate | 0.39 | CYP2B6 substrate | 0.385 |
| CYP2C19 inhibitor | 0.012 | CYP2C19 substrate | 0.407 |
| CYP2C8 substrate | 0.591 | CYP2C9 inhibitor | 0.027 |
| CYP2C9 substrate | 0.99 | CYP2D6 inhibitor | 0.032 |
| CYP2D6 substrate | 0.277 | CYP2E1 substrate | 0.116 |
| CYP3A4 inhibitor | 0.198 | CYP3A4 substrate | 0.77 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.965 | CL | 13.614 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.001 | Hepatotoxicity | 0.97 |
| Mutagenicity | 0.028 | Rat Oral Acute Toxicity | 0.535 |
| FDAMDD | 0.829 | Skin Sensitization | 0.967 |
| Carcinogenicity | 0.716 | Eye Corrosion | 0.655 |
| Eye Irritation | 0.93 | Respiratory Toxicity | 0.94 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.559 | IGC50 | 4.875 |
| LC50FM | 5.731 | LC50DM | 5.891 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.451 | NR-AR-LBD | 0.624 |
| NR-AhR | 0.048 | NR-Aromatase | 0.628 |
| NR-ER | 0.833 | NR-ER-LBD | 0.655 |
| NR-PPAR-gamma | 0.925 | SR-ARE | 0.83 |
| SR-ATAD5 | 0.864 | SR-HSE | 0.386 |
| SR-MMP | 0.924 | SR-p53 | 0.684 |
Similar covalent drugs
No similar covalent drugs found for this compound.