Compound information
- Natural Products
- ZC689629
- Molecular Formula
- C22H28N4O5
- Molecular Weight
- 428.205969996 g/mol
- Structure
-
- IUPAC Name
- benzyl N-[(1R)-1-[[(1R)-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-/m1/s1
- InChI Key
- MXPWFEYHDRBDHR-RTBURBONSA-N
- SMILES
- CC(C)[C@@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](Cc1ccc(O)cc1)C(=O)NN
- Source
- ZINC000019880931
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 | 1.404 |
| LogS | -3.273 | LogD | 2.718 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.479 | Pgp substrate | 0.967 |
| HIA | 0.961 | F20 % | 0.989 |
| F30 % | 0.008 | Caco-2 | -5.468 |
| MDCK | -5.313 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.003 | PPB | 20.841 |
| VD | 0.212 | Fu | 0.463 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.006 | CYP1A2 substrate | 0.699 |
| CYP2A6 substrate | 0.369 | CYP2B6 substrate | 0.41 |
| CYP2C19 inhibitor | 0.531 | CYP2C19 substrate | 0.551 |
| CYP2C8 substrate | 0.822 | CYP2C9 inhibitor | 0.175 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.023 |
| CYP2D6 substrate | 0.557 | CYP2E1 substrate | 0.372 |
| CYP3A4 inhibitor | 0.998 | CYP3A4 substrate | 0.9 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.919 | CL | 7.905 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.056 | Hepatotoxicity | 0.351 |
| Mutagenicity | 0.985 | Rat Oral Acute Toxicity | 0.198 |
| FDAMDD | 0.039 | Skin Sensitization | 0.003 |
| Carcinogenicity | 0.044 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.028 | Respiratory Toxicity | 0.19 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -1.848 | IGC50 | 3.26 |
| LC50FM | 3.787 | LC50DM | 5.373 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.145 | NR-AR-LBD | 0.31 |
| NR-AhR | 0.398 | NR-Aromatase | 0.028 |
| NR-ER | 0.518 | NR-ER-LBD | 0.44 |
| NR-PPAR-gamma | 0.282 | SR-ARE | 0.221 |
| SR-ATAD5 | 0.487 | SR-HSE | 0.079 |
| SR-MMP | 0.163 | SR-p53 | 0.052 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.