Compound information
- Natural Products
- ZC680476
- Molecular Formula
- C22H27N3O5
- Molecular Weight
- 413.195070964 g/mol
- Structure
-
- IUPAC Name
- benzyl N-[(1S)-1-[[(1S)-2-amino-1-[(4-hydroxyphenyl)methyl]-2-oxo-ethyl]carbamoyl]-2-methyl-propyl]carbamate
- InChI
- InChI=1S/C22H27N3O5/c1-14(2)19(25-22(29)30-13-16-6-4-3-5-7-16)21(28)24-18(20(23)27)12-15-8-10-17(26)11-9-15/h3-11,14,18-19,26H,12-13H2,1-2H3,(H2,23,27)(H,24,28)(H,25,29)/t18-,19-/m0/s1
- InChI Key
- RJPCSDQRGLGIPH-OALUTQOASA-N
- SMILES
- CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](Cc1ccc(O)cc1)C(N)=O
- Source
- ZINC000004760596
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 30 | Ring Count | 2 |
| Heteroatom Count | 8 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 4 |
| Topological Polar Surface Area | 130.75 Å2 | LogP | 1.817 |
| LogS | -3.104 | LogD | 2.962 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.001 | Pgp substrate | 0.82 |
| HIA | 0.924 | F20 % | 0.991 |
| F30 % | 0.358 | Caco-2 | -5.589 |
| MDCK | -4.947 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.025 | PPB | 76.085 |
| VD | 0.35 | Fu | 0.938 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.004 | CYP1A2 substrate | 0.737 |
| CYP2A6 substrate | 0.489 | CYP2B6 substrate | 0.566 |
| CYP2C19 inhibitor | 0.156 | CYP2C19 substrate | 0.973 |
| CYP2C8 substrate | 0.88 | CYP2C9 inhibitor | 0.104 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.057 |
| CYP2D6 substrate | 0.657 | CYP2E1 substrate | 0.333 |
| CYP3A4 inhibitor | 0.132 | CYP3A4 substrate | 0.986 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.858 | CL | 9.403 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.003 | Hepatotoxicity | 0.729 |
| Mutagenicity | 0.177 | Rat Oral Acute Toxicity | 0.116 |
| FDAMDD | 0.066 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.026 | Eye Corrosion | 0.005 |
| Eye Irritation | 0.026 | Respiratory Toxicity | 0.001 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.042 | IGC50 | 3.512 |
| LC50FM | 3.624 | LC50DM | 5.512 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.15 | NR-AR-LBD | 0.235 |
| NR-AhR | 0.006 | NR-Aromatase | 0.144 |
| NR-ER | 0.509 | NR-ER-LBD | 0.698 |
| NR-PPAR-gamma | 0.531 | SR-ARE | 0.212 |
| SR-ATAD5 | 0.489 | SR-HSE | 0.309 |
| SR-MMP | 0.101 | SR-p53 | 0.501 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.