Compound information
- Natural Products
- ZC2454915
- Molecular Formula
- C22H21Cl2N3O4
- Molecular Weight
- 461.090911512 g/mol
- Structure
-
- IUPAC Name
- (2,5-dioxopyrrolidin-1-yl) 4-[bis(4-chlorophenyl)methyl]piperazine-1-carboxylate
- InChI
- InChI=1S/C22H21Cl2N3O4/c23-17-5-1-15(2-6-17)21(16-3-7-18(24)8-4-16)25-11-13-26(14-12-25)22(30)31-27-19(28)9-10-20(27)29/h1-8,21H,9-14H2
- InChI Key
- BEADRWVIFHOSGN-UHFFFAOYSA-N
- SMILES
- O=C(ON1C(=O)CCC1=O)N1CCN(C(c2ccc(Cl)cc2)c2ccc(Cl)cc2)CC1
- Source
- ZINC000097982766
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 31 | Ring Count | 4 |
| Heteroatom Count | 9 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 70.16 Å2 | LogP | 3.521 |
| LogS | -4.531 | LogD | 3.043 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.569 | Pgp substrate | 0.028 |
| HIA | 0.967 | F20 % | 0.976 |
| F30 % | 0.631 | Caco-2 | -5.624 |
| MDCK | -4.73 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.879 | PPB | 87.245 |
| VD | 3.017 | Fu | 1.173 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.063 | CYP1A2 substrate | 0.729 |
| CYP2A6 substrate | 0.356 | CYP2B6 substrate | 0.53 |
| CYP2C19 inhibitor | 0.84 | CYP2C19 substrate | 0.821 |
| CYP2C8 substrate | 0.883 | CYP2C9 inhibitor | 0.912 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.109 |
| CYP2D6 substrate | 0.958 | CYP2E1 substrate | 0.199 |
| CYP3A4 inhibitor | 0.614 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.171 | CL | 1.834 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.998 | Hepatotoxicity | 0.757 |
| Mutagenicity | 0.06 | Rat Oral Acute Toxicity | 0.36 |
| FDAMDD | 0.621 | Skin Sensitization | 0.012 |
| Carcinogenicity | 0.88 | Eye Corrosion | 0.0 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.159 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.404 | IGC50 | 3.691 |
| LC50FM | -10.405 | LC50DM | -0.855 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.359 | NR-AR-LBD | 0.266 |
| NR-AhR | 0.179 | NR-Aromatase | 0.018 |
| NR-ER | 0.397 | NR-ER-LBD | 0.387 |
| NR-PPAR-gamma | 0.232 | SR-ARE | 0.775 |
| SR-ATAD5 | 0.302 | SR-HSE | 0.315 |
| SR-MMP | 0.029 | SR-p53 | 0.525 |
Similar covalent drugs
No similar covalent drugs found for this compound.