Compound information
- Natural Products
- ZC2941457
- Molecular Formula
- C20H19Cl2N3O3
- Molecular Weight
- 419.080346828 g/mol
- Structure
-
- IUPAC Name
- ethyl N-[(1R)-2-(2,5-dichloroanilino)-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]carbamate
- InChI
- InChI=1S/C20H19Cl2N3O3/c1-2-28-20(27)25-18(9-12-11-23-16-6-4-3-5-14(12)16)19(26)24-17-10-13(21)7-8-15(17)22/h3-8,10-11,18,23H,2,9H2,1H3,(H,24,26)(H,25,27)/t18-/m1/s1
- InChI Key
- IPHHYBQCGAUAME-GOSISDBHSA-N
- SMILES
- CCOC(=O)N[C@H](Cc1c[nH]c2ccccc12)C(=O)Nc1cc(Cl)ccc1Cl
- Source
- ZINC000408988627
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 3 |
| Heteroatom Count | 8 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 83.22 Å2 | LogP | 4.491 |
| LogS | -5.819 | LogD | 3.989 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.734 | Pgp substrate | 0.034 |
| HIA | 0.961 | F20 % | 0.99 |
| F30 % | 0.931 | Caco-2 | -5.256 |
| MDCK | -4.9 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.665 | PPB | 96.63 |
| VD | 0.481 | Fu | 1.509 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.982 | CYP1A2 substrate | 0.852 |
| CYP2A6 substrate | 0.696 | CYP2B6 substrate | 0.687 |
| CYP2C19 inhibitor | 0.946 | CYP2C19 substrate | 0.857 |
| CYP2C8 substrate | 0.902 | CYP2C9 inhibitor | 0.534 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.952 |
| CYP2D6 substrate | 0.857 | CYP2E1 substrate | 0.73 |
| CYP3A4 inhibitor | 0.901 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.655 | CL | 2.848 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.675 | Hepatotoxicity | 0.973 |
| Mutagenicity | 0.013 | Rat Oral Acute Toxicity | 0.166 |
| FDAMDD | 0.699 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.029 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.066 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.066 | IGC50 | 4.718 |
| LC50FM | 4.651 | LC50DM | 6.567 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.184 | NR-AR-LBD | 0.321 |
| NR-AhR | 0.923 | NR-Aromatase | 0.115 |
| NR-ER | 0.545 | NR-ER-LBD | 0.457 |
| NR-PPAR-gamma | 0.799 | SR-ARE | 0.716 |
| SR-ATAD5 | 0.613 | SR-HSE | 0.221 |
| SR-MMP | 0.754 | SR-p53 | 0.741 |
Similar covalent drugs
No similar covalent drugs found for this compound.