Compound information
- Natural Products
- ZC2683680
- Molecular Formula
- C22H24ClNO6
- Molecular Weight
- 433.129215168 g/mol
- Structure
-
- IUPAC Name
- diethyl 2-[(S)-benzyloxycarbonylamino-(3-chlorophenyl)methyl]propanedioate
- InChI
- InChI=1S/C22H24ClNO6/c1-3-28-20(25)18(21(26)29-4-2)19(16-11-8-12-17(23)13-16)24-22(27)30-14-15-9-6-5-7-10-15/h5-13,18-19H,3-4,14H2,1-2H3,(H,24,27)/t19-/m1/s1
- InChI Key
- PIGBEJLRNMTWIW-LJQANCHMSA-N
- SMILES
- CCOC(=O)C(C(=O)OCC)[C@H](NC(=O)OCc1ccccc1)c1cccc(Cl)c1
- Source
- ZINC000014007403
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 30 | Ring Count | 2 |
| Heteroatom Count | 8 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 90.93 Å2 | LogP | 4.25 |
| LogS | -5.668 | LogD | 3.585 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.42 | Pgp substrate | 0.001 |
| HIA | 0.971 | F20 % | 0.989 |
| F30 % | 0.438 | Caco-2 | -4.727 |
| MDCK | -4.53 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.0 | PPB | 94.758 |
| VD | 0.79 | Fu | 2.02 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.67 | CYP1A2 substrate | 0.633 |
| CYP2A6 substrate | 0.268 | CYP2B6 substrate | 0.37 |
| CYP2C19 inhibitor | 0.982 | CYP2C19 substrate | 0.894 |
| CYP2C8 substrate | 0.586 | CYP2C9 inhibitor | 0.772 |
| CYP2C9 substrate | 0.877 | CYP2D6 inhibitor | 0.163 |
| CYP2D6 substrate | 0.509 | CYP2E1 substrate | 0.37 |
| CYP3A4 inhibitor | 0.135 | CYP3A4 substrate | 0.969 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.605 | CL | 3.225 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.268 | Hepatotoxicity | 0.99 |
| Mutagenicity | 0.008 | Rat Oral Acute Toxicity | 0.042 |
| FDAMDD | 0.646 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.024 | Respiratory Toxicity | 0.012 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.414 | IGC50 | 4.088 |
| LC50FM | 4.529 | LC50DM | 5.755 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.253 | NR-AR-LBD | 0.2 |
| NR-AhR | 0.004 | NR-Aromatase | 0.067 |
| NR-ER | 0.245 | NR-ER-LBD | 0.406 |
| NR-PPAR-gamma | 0.259 | SR-ARE | 0.303 |
| SR-ATAD5 | 0.44 | SR-HSE | 0.167 |
| SR-MMP | 0.035 | SR-p53 | 0.062 |
Similar covalent drugs
No similar covalent drugs found for this compound.