Compound information
- Natural Products
- ZC7871
- Molecular Formula
- C16H20O9
- Molecular Weight
- 356.11073222 g/mol
- Structure
-
- IUPAC Name
- [(2R,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxo-hexyl] (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
- InChI
- InChI=1S/C16H20O9/c1-24-13-6-9(2-4-10(13)18)3-5-14(21)25-8-12(20)16(23)15(22)11(19)7-17/h2-7,11-12,15-16,18-20,22-23H,8H2,1H3/b5-3+/t11-,12+,15+,16+/m0/s1
- InChI Key
- SQBITMSCIPALTP-LFJMMHPDSA-N
- SMILES
- COc1cc(/C=C/C(=O)OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)ccc1O
- Source
- ZINC000087493018
Warheads
- Aldehydic carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 1 |
| Heteroatom Count | 9 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 9 | Hydrogen Bond Donor Count | 5 |
| Topological Polar Surface Area | 153.75 Å2 | LogP | -0.2 |
| LogS | -2.065 | LogD | -1.231 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.001 | Pgp substrate | 0.036 |
| HIA | 0.953 | F20 % | 0.992 |
| F30 % | 0.075 | Caco-2 | -5.121 |
| MDCK | -5.835 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.004 | PPB | 67.844 |
| VD | 1.041 | Fu | 0.287 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.325 | CYP1A2 substrate | 0.483 |
| CYP2A6 substrate | 0.472 | CYP2B6 substrate | 0.443 |
| CYP2C19 inhibitor | 0.024 | CYP2C19 substrate | 0.625 |
| CYP2C8 substrate | 0.717 | CYP2C9 inhibitor | 0.035 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.03 |
| CYP2D6 substrate | 0.947 | CYP2E1 substrate | 0.416 |
| CYP3A4 inhibitor | 0.057 | CYP3A4 substrate | 0.905 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.907 | CL | 3.809 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.014 | Hepatotoxicity | 0.7 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.001 |
| FDAMDD | 0.141 | Skin Sensitization | 0.003 |
| Carcinogenicity | 0.003 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.637 | Respiratory Toxicity | 0.016 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.569 | IGC50 | 3.38 |
| LC50FM | 3.489 | LC50DM | 4.208 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.497 | NR-AR-LBD | 0.444 |
| NR-AhR | 0.003 | NR-Aromatase | 0.168 |
| NR-ER | 0.584 | NR-ER-LBD | 0.456 |
| NR-PPAR-gamma | 0.709 | SR-ARE | 0.102 |
| SR-ATAD5 | 0.694 | SR-HSE | 0.135 |
| SR-MMP | 0.127 | SR-p53 | 0.63 |
Similar covalent drugs
No similar covalent drugs found for this compound.