Compound information
- Natural Products
- ZC200688
- Molecular Formula
- C14H19N5O6
- Molecular Weight
- 353.133533328 g/mol
- Structure
-
- IUPAC Name
- (2R)-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-/m1/s1
- InChI Key
- AMKFUKMKVGMLAK-LLVKDONJSA-N
- SMILES
- N=C(N)NCCC[C@@H](NC(=O)OCc1ccc([N+](=O)[O-])cc1)C(=O)O
- Source
- ZINC000002560763
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 | 0.389 |
| LogS | -2.617 | LogD | -0.281 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.001 | Pgp substrate | 0.976 |
| HIA | 0.449 | F20 % | 0.923 |
| F30 % | 0.034 | Caco-2 | -6.314 |
| MDCK | -5.804 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.724 | PPB | 37.772 |
| VD | 0.352 | Fu | 0.166 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.009 | CYP1A2 substrate | 0.717 |
| CYP2A6 substrate | 0.21 | CYP2B6 substrate | 0.409 |
| CYP2C19 inhibitor | 0.058 | CYP2C19 substrate | 0.582 |
| CYP2C8 substrate | 0.598 | CYP2C9 inhibitor | 0.064 |
| CYP2C9 substrate | 0.86 | CYP2D6 inhibitor | 0.049 |
| CYP2D6 substrate | 0.444 | CYP2E1 substrate | 0.313 |
| CYP3A4 inhibitor | 0.036 | CYP3A4 substrate | 0.504 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.517 | CL | 3.915 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.985 | Hepatotoxicity | 0.122 |
| Mutagenicity | 0.57 | Rat Oral Acute Toxicity | 0.046 |
| FDAMDD | 0.069 | Skin Sensitization | 0.98 |
| Carcinogenicity | 0.037 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.001 | Respiratory Toxicity | 0.238 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.621 | IGC50 | 1.817 |
| LC50FM | 3.664 | LC50DM | 3.727 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.352 | NR-AR-LBD | 0.366 |
| NR-AhR | 0.004 | NR-Aromatase | 0.016 |
| NR-ER | 0.399 | NR-ER-LBD | 0.367 |
| NR-PPAR-gamma | 0.449 | SR-ARE | 0.094 |
| SR-ATAD5 | 0.262 | SR-HSE | 0.063 |
| SR-MMP | 0.01 | SR-p53 | 0.032 |
Similar covalent drugs
No similar covalent drugs found for this compound.