Compound information
- Natural Products
- ZC2032643
- Molecular Formula
- C25H27N3O5
- Molecular Weight
- 449.195070964 g/mol
- Structure
-
- IUPAC Name
- benzyl (2S)-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-YADHBBJMSA-N
- SMILES
- COC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1
- Source
- ZINC000012366841
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 | 3.627 |
| LogS | -5.187 | LogD | 3.774 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.962 | Pgp substrate | 0.399 |
| HIA | 0.968 | F20 % | 0.767 |
| F30 % | 0.095 | Caco-2 | -4.889 |
| MDCK | -5.242 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.006 | PPB | 91.97 |
| VD | 1.179 | Fu | 1.583 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.136 | CYP1A2 substrate | 0.676 |
| CYP2A6 substrate | 0.384 | CYP2B6 substrate | 0.539 |
| CYP2C19 inhibitor | 0.908 | CYP2C19 substrate | 0.601 |
| CYP2C8 substrate | 0.779 | CYP2C9 inhibitor | 0.855 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.032 |
| CYP2D6 substrate | 0.796 | CYP2E1 substrate | 0.184 |
| CYP3A4 inhibitor | 0.618 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.641 | CL | 3.563 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.268 | Hepatotoxicity | 0.53 |
| Mutagenicity | 0.006 | Rat Oral Acute Toxicity | 0.514 |
| FDAMDD | 0.902 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.005 |
| Eye Irritation | 0.001 | Respiratory Toxicity | 0.024 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.12 | IGC50 | 3.906 |
| LC50FM | -1.293 | LC50DM | 2.155 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.399 | NR-AR-LBD | 0.312 |
| NR-AhR | 0.828 | NR-Aromatase | 0.039 |
| NR-ER | 0.251 | NR-ER-LBD | 0.395 |
| NR-PPAR-gamma | 0.33 | SR-ARE | 0.364 |
| SR-ATAD5 | 0.597 | SR-HSE | 0.255 |
| SR-MMP | 0.642 | SR-p53 | 0.154 |
Similar covalent drugs
No similar covalent drugs found for this compound.