Compound information
- Natural Products
- ZC6861
- Molecular Formula
- C16H12N2O6
- Molecular Weight
- 328.069536104 g/mol
- Structure
-
- IUPAC Name
- 2,6-bis[[(2R)-oxiran-2-yl]methyl]pyrrolo[3,4-f]isoindole-1,3,5,7-tetrone
- InChI
- InChI=1S/C16H12N2O6/c19-13-9-1-10-12(16(22)18(14(10)20)4-8-6-24-8)2-11(9)15(21)17(13)3-7-5-23-7/h1-2,7-8H,3-6H2/t7-,8-/m1/s1
- InChI Key
- DCFMPVOLRQDQHW-HTQZYQBOSA-N
- SMILES
- O=c1c2cc3c(=O)n(C[C@@H]4CO4)c(=O)c3cc2c(=O)n1C[C@@H]1CO1
- Source
- ZINC000000158301
Warheads
- Epoxide
-
- Epoxide
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 5 |
| Heteroatom Count | 8 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 8 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 103.2 Å2 | LogP | 0.197 |
| LogS | -6.515 | LogD | 0.833 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.048 | Pgp substrate | 0.011 |
| HIA | 0.964 | F20 % | 0.523 |
| F30 % | 0.842 | Caco-2 | -4.384 |
| MDCK | -4.881 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.001 | PPB | 15.532 |
| VD | 1.444 | Fu | 0.475 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.111 | CYP1A2 substrate | 0.772 |
| CYP2A6 substrate | 0.595 | CYP2B6 substrate | 0.482 |
| CYP2C19 inhibitor | 0.104 | CYP2C19 substrate | 0.256 |
| CYP2C8 substrate | 0.521 | CYP2C9 inhibitor | 0.072 |
| CYP2C9 substrate | 0.013 | CYP2D6 inhibitor | 0.048 |
| CYP2D6 substrate | 0.437 | CYP2E1 substrate | 0.653 |
| CYP3A4 inhibitor | 0.823 | CYP3A4 substrate | 0.642 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.176 | CL | 4.63 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.101 | Hepatotoxicity | 0.998 |
| Mutagenicity | 0.818 | Rat Oral Acute Toxicity | 0.165 |
| FDAMDD | 0.119 | Skin Sensitization | 0.964 |
| Carcinogenicity | 0.968 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.254 | Respiratory Toxicity | 0.059 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.855 | IGC50 | 5.505 |
| LC50FM | -5.069 | LC50DM | 0.45 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.494 | NR-AR-LBD | 0.637 |
| NR-AhR | 0.207 | NR-Aromatase | 0.182 |
| NR-ER | 0.126 | NR-ER-LBD | 0.556 |
| NR-PPAR-gamma | 0.455 | SR-ARE | 0.568 |
| SR-ATAD5 | 0.789 | SR-HSE | 0.886 |
| SR-MMP | 0.396 | SR-p53 | 0.918 |
Similar covalent drugs
No similar covalent drugs found for this compound.