Compound information
- Natural Products
- ZC2530233
- Molecular Formula
- C28H32F3N3O6
- Molecular Weight
- 563.224320404 g/mol
- Structure
-
- IUPAC Name
- benzyl (2S)-1-[(2S)-2-(benzyloxycarbonylamino)-6-[(2,2,2-trifluoroacetyl)amino]hexanoyl]pyrrolidine-2-carboxylate
- InChI
- InChI=1S/C28H32F3N3O6/c29-28(30,31)26(37)32-16-8-7-14-22(33-27(38)40-19-21-12-5-2-6-13-21)24(35)34-17-9-15-23(34)25(36)39-18-20-10-3-1-4-11-20/h1-6,10-13,22-23H,7-9,14-19H2,(H,32,37)(H,33,38)/t22-,23-/m0/s1
- InChI Key
- BWJDOHAQVMSNMG-GOTSBHOMSA-N
- SMILES
- O=C(N[C@@H](CCCCNC(=O)C(F)(F)F)C(=O)N1CCC[C@H]1C(=O)OCc1ccccc1)OCc1ccccc1
- Source
- ZINC000100014083
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 40 | Ring Count | 3 |
| Heteroatom Count | 12 | Rotatable Bond Count | 12 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 114.04 Å2 | LogP | 3.989 |
| LogS | -4.769 | LogD | 3.752 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.045 | Pgp substrate | 0.82 |
| HIA | 0.958 | F20 % | 0.967 |
| F30 % | 0.001 | Caco-2 | -5.114 |
| MDCK | -4.852 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.0 | PPB | 96.912 |
| VD | 0.973 | Fu | 2.411 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.005 | CYP1A2 substrate | 0.54 |
| CYP2A6 substrate | 0.524 | CYP2B6 substrate | 0.639 |
| CYP2C19 inhibitor | 0.375 | CYP2C19 substrate | 0.958 |
| CYP2C8 substrate | 0.717 | CYP2C9 inhibitor | 0.699 |
| CYP2C9 substrate | 0.986 | CYP2D6 inhibitor | 0.17 |
| CYP2D6 substrate | 0.809 | CYP2E1 substrate | 0.319 |
| CYP3A4 inhibitor | 0.578 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.309 | CL | 6.29 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.055 | Hepatotoxicity | 0.665 |
| Mutagenicity | 0.805 | Rat Oral Acute Toxicity | 0.572 |
| FDAMDD | 0.985 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.002 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.433 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.451 | IGC50 | 3.327 |
| LC50FM | -0.352 | LC50DM | 4.484 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.408 | NR-AR-LBD | 0.158 |
| NR-AhR | 0.015 | NR-Aromatase | 0.2 |
| NR-ER | 0.345 | NR-ER-LBD | 0.571 |
| NR-PPAR-gamma | 0.303 | SR-ARE | 0.722 |
| SR-ATAD5 | 0.373 | SR-HSE | 0.45 |
| SR-MMP | 0.706 | SR-p53 | 0.386 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.