Compound information
- Natural Products
- ZC200745
- Molecular Formula
- C14H19N5O6
- Molecular Weight
- 353.133533328 g/mol
- Structure
-
- IUPAC Name
- (2S)-5-guanidino-2-[(4-nitrophenyl)methoxycarbonylamino]pentanoic acid
- InChI
- InChI=1S/C14H19N5O6/c15-13(16)17-7-1-2-11(12(20)21)18-14(22)25-8-9-3-5-10(6-4-9)19(23)24/h3-6,11H,1-2,7-8H2,(H,18,22)(H,20,21)(H4,15,16,17)/t11-/m0/s1
- InChI Key
- AMKFUKMKVGMLAK-NSHDSACASA-N
- SMILES
- N=C(N)NCCC[C@H](NC(=O)OCc1ccc([N+](=O)[O-])cc1)C(=O)O
- Source
- ZINC000644163637
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 1 |
| Heteroatom Count | 11 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 5 |
| Topological Polar Surface Area | 180.67 Å2 | LogP | 0.437 |
| LogS | -2.892 | LogD | -0.293 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.166 |
| HIA | 0.076 | F20 % | 0.466 |
| F30 % | 0.004 | Caco-2 | -6.473 |
| MDCK | -5.595 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.393 | PPB | 53.36 |
| VD | 0.518 | Fu | 0.266 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.04 | CYP1A2 substrate | 0.699 |
| CYP2A6 substrate | 0.325 | CYP2B6 substrate | 0.437 |
| CYP2C19 inhibitor | 0.186 | CYP2C19 substrate | 0.859 |
| CYP2C8 substrate | 0.726 | CYP2C9 inhibitor | 0.11 |
| CYP2C9 substrate | 0.66 | CYP2D6 inhibitor | 0.061 |
| CYP2D6 substrate | 0.802 | CYP2E1 substrate | 0.281 |
| CYP3A4 inhibitor | 0.013 | CYP3A4 substrate | 0.699 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.508 | CL | 4.804 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.988 | Hepatotoxicity | 0.307 |
| Mutagenicity | 0.32 | Rat Oral Acute Toxicity | 0.044 |
| FDAMDD | 0.078 | Skin Sensitization | 0.949 |
| Carcinogenicity | 0.05 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.001 | Respiratory Toxicity | 0.232 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.416 | IGC50 | 1.644 |
| LC50FM | 3.56 | LC50DM | 3.61 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.256 | NR-AR-LBD | 0.309 |
| NR-AhR | 0.005 | NR-Aromatase | 0.023 |
| NR-ER | 0.368 | NR-ER-LBD | 0.388 |
| NR-PPAR-gamma | 0.571 | SR-ARE | 0.07 |
| SR-ATAD5 | 0.321 | SR-HSE | 0.093 |
| SR-MMP | 0.009 | SR-p53 | 0.033 |
Similar covalent drugs
No similar covalent drugs found for this compound.