Compound information
- Natural Products
- ZC689616
- Molecular Formula
- C22H28N4O5
- Molecular Weight
- 428.205969996 g/mol
- Structure
-
- IUPAC Name
- benzyl N-[(1S)-1-[[(1S)-2-hydrazino-1-[(4-hydroxyphenyl)methyl]-2-oxo-ethyl]carbamoyl]-2-methyl-propyl]carbamate
- InChI
- InChI=1S/C22H28N4O5/c1-14(2)19(25-22(30)31-13-16-6-4-3-5-7-16)21(29)24-18(20(28)26-23)12-15-8-10-17(27)11-9-15/h3-11,14,18-19,27H,12-13,23H2,1-2H3,(H,24,29)(H,25,30)(H,26,28)/t18-,19-/m0/s1
- InChI Key
- MXPWFEYHDRBDHR-OALUTQOASA-N
- SMILES
- CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)NN
- Source
- ZINC000019880928
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 31 | Ring Count | 2 |
| Heteroatom Count | 9 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 5 |
| Topological Polar Surface Area | 142.78 Å2 | LogP | 1.446 |
| LogS | -3.327 | LogD | 2.688 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.007 | Pgp substrate | 0.766 |
| HIA | 0.942 | F20 % | 0.989 |
| F30 % | 0.047 | Caco-2 | -5.82 |
| MDCK | -5.16 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.002 | PPB | 52.415 |
| VD | 0.433 | Fu | 0.61 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.003 | CYP1A2 substrate | 0.745 |
| CYP2A6 substrate | 0.543 | CYP2B6 substrate | 0.6 |
| CYP2C19 inhibitor | 0.172 | CYP2C19 substrate | 0.974 |
| CYP2C8 substrate | 0.896 | CYP2C9 inhibitor | 0.323 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.068 |
| CYP2D6 substrate | 0.875 | CYP2E1 substrate | 0.373 |
| CYP3A4 inhibitor | 0.942 | CYP3A4 substrate | 0.992 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.916 | CL | 9.067 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.007 | Hepatotoxicity | 0.369 |
| Mutagenicity | 0.972 | Rat Oral Acute Toxicity | 0.158 |
| FDAMDD | 0.05 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.066 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.113 | Respiratory Toxicity | 0.049 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.852 | IGC50 | 3.453 |
| LC50FM | 3.597 | LC50DM | 6.029 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.083 | NR-AR-LBD | 0.23 |
| NR-AhR | 0.749 | NR-Aromatase | 0.168 |
| NR-ER | 0.714 | NR-ER-LBD | 0.628 |
| NR-PPAR-gamma | 0.407 | SR-ARE | 0.321 |
| SR-ATAD5 | 0.716 | SR-HSE | 0.334 |
| SR-MMP | 0.777 | SR-p53 | 0.518 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.