Compound information
- Natural Products
- ZC2027925
- Molecular Formula
- C25H27N3O5
- Molecular Weight
- 449.195070964 g/mol
- Structure
-
- IUPAC Name
- benzyl (2R)-2-[[(1R)-1-(1H-indol-3-ylmethyl)-2-methoxy-2-oxo-ethyl]carbamoyl]pyrrolidine-1-carboxylate
- InChI
- InChI=1S/C25H27N3O5/c1-32-24(30)21(14-18-15-26-20-11-6-5-10-19(18)20)27-23(29)22-12-7-13-28(22)25(31)33-16-17-8-3-2-4-9-17/h2-6,8-11,15,21-22,26H,7,12-14,16H2,1H3,(H,27,29)/t21-,22-/m1/s1
- InChI Key
- ZOHDHRBXTKVWCS-FGZHOGPDSA-N
- SMILES
- COC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1
- Source
- ZINC000012366843
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 33 | Ring Count | 4 |
| Heteroatom Count | 8 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 100.73 Å2 | LogP | 3.62 |
| LogS | -5.304 | LogD | 3.815 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.965 | Pgp substrate | 0.184 |
| HIA | 0.966 | F20 % | 0.66 |
| F30 % | 0.128 | Caco-2 | -4.987 |
| MDCK | -5.107 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.165 | PPB | 66.321 |
| VD | 1.003 | Fu | 1.489 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.11 | CYP1A2 substrate | 0.632 |
| CYP2A6 substrate | 0.39 | CYP2B6 substrate | 0.56 |
| CYP2C19 inhibitor | 0.96 | CYP2C19 substrate | 0.371 |
| CYP2C8 substrate | 0.736 | CYP2C9 inhibitor | 0.795 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.051 |
| CYP2D6 substrate | 0.648 | CYP2E1 substrate | 0.295 |
| CYP3A4 inhibitor | 0.909 | CYP3A4 substrate | 0.997 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.651 | CL | 3.814 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.423 | Hepatotoxicity | 0.591 |
| Mutagenicity | 0.008 | Rat Oral Acute Toxicity | 0.549 |
| FDAMDD | 0.78 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.012 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.504 | IGC50 | 3.718 |
| LC50FM | -1.397 | LC50DM | 2.512 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.398 | NR-AR-LBD | 0.367 |
| NR-AhR | 0.79 | NR-Aromatase | 0.027 |
| NR-ER | 0.225 | NR-ER-LBD | 0.333 |
| NR-PPAR-gamma | 0.268 | SR-ARE | 0.321 |
| SR-ATAD5 | 0.431 | SR-HSE | 0.086 |
| SR-MMP | 0.219 | SR-p53 | 0.083 |
Similar covalent drugs
No similar covalent drugs found for this compound.