Compound information
- Natural Products
- ZC270984
- Molecular Formula
- C14H12O4
- Molecular Weight
- 244.073558864 g/mol
- Structure
-
- IUPAC Name
- (4Z)-2-methoxy-4-(3-methoxy-4-oxo-cyclohexa-2,5-dien-1-ylidene)cyclohexa-2,5-dien-1-one
- InChI
- InChI=1S/C14H12O4/c1-17-13-7-9(3-5-11(13)15)10-4-6-12(16)14(8-10)18-2/h3-8H,1-2H3/b10-9-
- InChI Key
- KHAKOFDNBUKQEB-KTKRTIGZSA-N
- SMILES
- COC1=C/C(=C2/C=CC(=O)C(OC)=C2)C=CC1=O
- Source
- ZINC000100258651
Warheads
- Michael Acceptor
-
- Michael Acceptor
-
- Michael Acceptor
-
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 18 | Ring Count | 2 |
| Heteroatom Count | 4 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 52.6 Å2 | LogP | 1.9 |
| LogS | -2.199 | LogD | 2.219 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.319 | Pgp substrate | 0.003 |
| HIA | 0.815 | F20 % | 0.987 |
| F30 % | 0.001 | Caco-2 | -4.891 |
| MDCK | -4.642 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.107 | PPB | 81.629 |
| VD | 0.658 | Fu | 1.23 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.981 | CYP1A2 substrate | 0.257 |
| CYP2A6 substrate | 0.293 | CYP2B6 substrate | 0.383 |
| CYP2C19 inhibitor | 0.514 | CYP2C19 substrate | 0.454 |
| CYP2C8 substrate | 0.49 | CYP2C9 inhibitor | 0.726 |
| CYP2C9 substrate | 0.063 | CYP2D6 inhibitor | 0.152 |
| CYP2D6 substrate | 0.068 | CYP2E1 substrate | 0.247 |
| CYP3A4 inhibitor | 0.891 | CYP3A4 substrate | 0.014 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.613 | CL | 4.303 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.003 | Hepatotoxicity | 0.886 |
| Mutagenicity | 0.968 | Rat Oral Acute Toxicity | 0.997 |
| FDAMDD | 0.873 | Skin Sensitization | 0.588 |
| Carcinogenicity | 0.971 | Eye Corrosion | 0.009 |
| Eye Irritation | 0.952 | Respiratory Toxicity | 0.984 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.115 | IGC50 | 5.153 |
| LC50FM | 6.884 | LC50DM | 6.346 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.092 | NR-AR-LBD | 0.661 |
| NR-AhR | 0.01 | NR-Aromatase | 0.973 |
| NR-ER | 0.136 | NR-ER-LBD | 0.607 |
| NR-PPAR-gamma | 0.932 | SR-ARE | 0.944 |
| SR-ATAD5 | 0.463 | SR-HSE | 0.968 |
| SR-MMP | 0.99 | SR-p53 | 0.99 |
Similar covalent drugs
No similar covalent drugs found for this compound.