Compound information
- Natural Products
- ZC1223515
- Molecular Formula
- C20H23N5O6
- Molecular Weight
- 429.164833456 g/mol
- Structure
-
- IUPAC Name
- (2-nitrophenyl) (2S)-2-(benzyloxycarbonylamino)-5-guanidino-pentanoate
- InChI
- InChI=1S/C20H23N5O6/c21-19(22)23-12-6-9-15(24-20(27)30-13-14-7-2-1-3-8-14)18(26)31-17-11-5-4-10-16(17)25(28)29/h1-5,7-8,10-11,15H,6,9,12-13H2,(H,24,27)(H4,21,22,23)/t15-/m0/s1
- InChI Key
- BIGVXBLTBKXRBW-HNNXBMFYSA-N
- SMILES
- N=C(N)NCCC[C@H](NC(=O)OCc1ccccc1)C(=O)Oc1ccccc1[N+](=O)[O-]
- Source
- ZINC000074937959
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 31 | Ring Count | 2 |
| Heteroatom Count | 11 | Rotatable Bond Count | 10 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 4 |
| Topological Polar Surface Area | 169.67 Å2 | LogP | 1.695 |
| LogS | -3.097 | LogD | 1.979 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.008 | Pgp substrate | 0.974 |
| HIA | 0.927 | F20 % | 0.953 |
| F30 % | 0.003 | Caco-2 | -5.215 |
| MDCK | -4.991 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.646 | PPB | 80.124 |
| VD | 0.983 | Fu | 0.986 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.571 | CYP1A2 substrate | 0.782 |
| CYP2A6 substrate | 0.634 | CYP2B6 substrate | 0.573 |
| CYP2C19 inhibitor | 0.161 | CYP2C19 substrate | 0.897 |
| CYP2C8 substrate | 0.841 | CYP2C9 inhibitor | 0.183 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.564 |
| CYP2D6 substrate | 0.959 | CYP2E1 substrate | 0.306 |
| CYP3A4 inhibitor | 0.037 | CYP3A4 substrate | 0.961 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.53 | CL | 5.976 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.785 | Hepatotoxicity | 0.317 |
| Mutagenicity | 0.167 | Rat Oral Acute Toxicity | 0.165 |
| FDAMDD | 0.426 | Skin Sensitization | 0.981 |
| Carcinogenicity | 0.314 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.591 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.265 | IGC50 | 3.229 |
| LC50FM | 4.366 | LC50DM | 5.217 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.289 | NR-AR-LBD | 0.204 |
| NR-AhR | 0.032 | NR-Aromatase | 0.026 |
| NR-ER | 0.371 | NR-ER-LBD | 0.494 |
| NR-PPAR-gamma | 0.481 | SR-ARE | 0.432 |
| SR-ATAD5 | 0.439 | SR-HSE | 0.313 |
| SR-MMP | 0.611 | SR-p53 | 0.54 |
Similar covalent drugs
No similar covalent drugs found for this compound.