Compound information
- Natural Products
- NACP169922
- Molecular Formula
- C25H27N3O5
- Molecular Weight
- 449.195070964 g/mol
- Structure
-
- IUPAC Name
- benzyl 2-[[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)
- InChI Key
- ZOHDHRBXTKVWCS-UHFFFAOYSA-N
- SMILES
- O=C(OCC=1C=CC=CC1)N2CCCC2C(=O)NC(C(=O)OC)CC3=CNC=4C=CC=CC43
- CAS
- SuperClass
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- SubClass
- Amino acids, peptides, and analogues
- Source
- CNP0368300
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 | 3.487 |
| LogS | -4.311 | LogD | 3.648 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.989 | Pgp substrate | 0.326 |
| HIA | 0.959 | F20 % | 0.987 |
| F30 % | 0.026 | Caco-2 | -4.727 |
| MDCK | -5.457 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.029 | PPB | 91.616 |
| VD | 1.547 | Fu | 1.18 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.071 | CYP1A2 substrate | 0.582 |
| CYP2A6 substrate | 0.407 | CYP2B6 substrate | 0.561 |
| CYP2C19 inhibitor | 0.967 | CYP2C19 substrate | 0.357 |
| CYP2C8 substrate | 0.704 | CYP2C9 inhibitor | 0.575 |
| CYP2C9 substrate | 0.084 | CYP2D6 inhibitor | 0.054 |
| CYP2D6 substrate | 0.596 | CYP2E1 substrate | 0.231 |
| CYP3A4 inhibitor | 0.915 | CYP3A4 substrate | 0.938 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.67 | CL | 3.085 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.375 | Hepatotoxicity | 0.705 |
| Mutagenicity | 0.007 | Rat Oral Acute Toxicity | 0.455 |
| FDAMDD | 0.88 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.016 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.222 | IGC50 | 4.155 |
| LC50FM | -2.116 | LC50DM | 3.802 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.42 | NR-AR-LBD | 0.299 |
| NR-AhR | 0.836 | NR-Aromatase | 0.044 |
| NR-ER | 0.228 | NR-ER-LBD | 0.404 |
| NR-PPAR-gamma | 0.291 | SR-ARE | 0.542 |
| SR-ATAD5 | 0.615 | SR-HSE | 0.191 |
| SR-MMP | 0.535 | SR-p53 | 0.134 |
Similar covalent drugs
No similar covalent drugs found for this compound.