Compound information
- Natural Products
- ZC689581
- Molecular Formula
- C22H28N4O5
- Molecular Weight
- 428.205969996 g/mol
- Structure
-
- IUPAC Name
- benzyl N-[(1R)-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-RBUKOAKNSA-N
- SMILES
- CC(C)[C@@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)NN
- Source
- ZINC000019880926
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 | 1.434 |
| LogS | -3.26 | LogD | 2.738 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.022 | Pgp substrate | 0.973 |
| HIA | 0.963 | F20 % | 0.989 |
| F30 % | 0.005 | Caco-2 | -5.652 |
| MDCK | -5.409 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.002 | PPB | 22.181 |
| VD | 0.26 | Fu | 0.403 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.002 | CYP1A2 substrate | 0.722 |
| CYP2A6 substrate | 0.438 | CYP2B6 substrate | 0.482 |
| CYP2C19 inhibitor | 0.45 | CYP2C19 substrate | 0.9 |
| CYP2C8 substrate | 0.849 | CYP2C9 inhibitor | 0.18 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.033 |
| CYP2D6 substrate | 0.793 | CYP2E1 substrate | 0.328 |
| CYP3A4 inhibitor | 0.992 | CYP3A4 substrate | 0.982 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.929 | CL | 8.423 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.02 | Hepatotoxicity | 0.191 |
| Mutagenicity | 0.981 | Rat Oral Acute Toxicity | 0.222 |
| FDAMDD | 0.057 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.043 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.04 | Respiratory Toxicity | 0.057 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -1.212 | IGC50 | 3.295 |
| LC50FM | 3.583 | LC50DM | 5.914 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.109 | NR-AR-LBD | 0.268 |
| NR-AhR | 0.691 | NR-Aromatase | 0.073 |
| NR-ER | 0.633 | NR-ER-LBD | 0.53 |
| NR-PPAR-gamma | 0.324 | SR-ARE | 0.255 |
| SR-ATAD5 | 0.63 | SR-HSE | 0.136 |
| SR-MMP | 0.454 | SR-p53 | 0.112 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.