Compound information
- Natural Products
- ZC2388575
- Molecular Formula
- C25H30N2O5
- Molecular Weight
- 438.21547206 g/mol
- Structure
-
- IUPAC Name
- benzyl (2R)-2-[[(1S)-1-benzyloxycarbonyl-2-methyl-propyl]carbamoyl]pyrrolidine-1-carboxylate
- InChI
- InChI=1S/C25H30N2O5/c1-18(2)22(24(29)31-16-19-10-5-3-6-11-19)26-23(28)21-14-9-15-27(21)25(30)32-17-20-12-7-4-8-13-20/h3-8,10-13,18,21-22H,9,14-17H2,1-2H3,(H,26,28)/t21-,22+/m1/s1
- InChI Key
- GLTFEOBFYYHUIV-YADHBBJMSA-N
- SMILES
- CC(C)[C@H](NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1)C(=O)OCc1ccccc1
- Source
- ZINC000025691591
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 32 | Ring Count | 3 |
| Heteroatom Count | 7 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 84.94 Å2 | LogP | 4.242 |
| LogS | -5.302 | LogD | 4.228 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.103 | Pgp substrate | 0.005 |
| HIA | 0.968 | F20 % | 0.99 |
| F30 % | 0.735 | Caco-2 | -4.524 |
| MDCK | -4.635 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.018 | PPB | 94.369 |
| VD | 1.093 | Fu | 1.659 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.016 | CYP1A2 substrate | 0.763 |
| CYP2A6 substrate | 0.605 | CYP2B6 substrate | 0.659 |
| CYP2C19 inhibitor | 0.936 | CYP2C19 substrate | 0.947 |
| CYP2C8 substrate | 0.894 | CYP2C9 inhibitor | 0.61 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.116 |
| CYP2D6 substrate | 0.72 | CYP2E1 substrate | 0.315 |
| CYP3A4 inhibitor | 0.659 | CYP3A4 substrate | 0.991 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.606 | CL | 5.203 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.339 | Hepatotoxicity | 0.963 |
| Mutagenicity | 0.052 | Rat Oral Acute Toxicity | 0.607 |
| FDAMDD | 0.311 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.003 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.003 | Respiratory Toxicity | 0.016 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.384 | IGC50 | 4.021 |
| LC50FM | 3.522 | LC50DM | 5.332 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.386 | NR-AR-LBD | 0.179 |
| NR-AhR | 0.005 | NR-Aromatase | 0.049 |
| NR-ER | 0.263 | NR-ER-LBD | 0.461 |
| NR-PPAR-gamma | 0.192 | SR-ARE | 0.205 |
| SR-ATAD5 | 0.299 | SR-HSE | 0.156 |
| SR-MMP | 0.07 | SR-p53 | 0.035 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.