Compound information
- Natural Products
- ZC234083
- Molecular Formula
- C17H25N5O5
- Molecular Weight
- 379.1855689 g/mol
- Structure
-
- IUPAC Name
- (2S)-2-[[(2R)-2-(benzyloxycarbonylamino)propanoyl]amino]-5-guanidino-pentanoic acid
- InChI
- InChI=1S/C17H25N5O5/c1-11(21-17(26)27-10-12-6-3-2-4-7-12)14(23)22-13(15(24)25)8-5-9-20-16(18)19/h2-4,6-7,11,13H,5,8-10H2,1H3,(H,21,26)(H,22,23)(H,24,25)(H4,18,19,20)/t11-,13+/m1/s1
- InChI Key
- IAJCBRQYWHEYSN-YPMHNXCESA-N
- SMILES
- C[C@@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O
- Source
- ZINC000005461432
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 1 |
| Heteroatom Count | 10 | Rotatable Bond Count | 10 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 6 |
| Topological Polar Surface Area | 166.63 Å2 | LogP | -0.349 |
| LogS | -2.397 | LogD | -0.54 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.965 |
| HIA | 0.001 | F20 % | 0.742 |
| F30 % | 0.003 | Caco-2 | -6.596 |
| MDCK | -5.922 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.778 | PPB | 50.894 |
| VD | 0.249 | Fu | 0.164 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.662 |
| CYP2A6 substrate | 0.29 | CYP2B6 substrate | 0.45 |
| CYP2C19 inhibitor | 0.122 | CYP2C19 substrate | 0.849 |
| CYP2C8 substrate | 0.608 | CYP2C9 inhibitor | 0.091 |
| CYP2C9 substrate | 0.999 | CYP2D6 inhibitor | 0.024 |
| CYP2D6 substrate | 0.503 | CYP2E1 substrate | 0.284 |
| CYP3A4 inhibitor | 0.011 | CYP3A4 substrate | 0.968 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.744 | CL | 2.738 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.604 | Hepatotoxicity | 0.022 |
| Mutagenicity | 0.023 | Rat Oral Acute Toxicity | 0.029 |
| FDAMDD | 0.09 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.002 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.086 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -1.191 | IGC50 | 1.832 |
| LC50FM | 3.226 | LC50DM | 3.365 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.337 | NR-AR-LBD | 0.381 |
| NR-AhR | 0.003 | NR-Aromatase | 0.025 |
| NR-ER | 0.386 | NR-ER-LBD | 0.348 |
| NR-PPAR-gamma | 0.405 | SR-ARE | 0.112 |
| SR-ATAD5 | 0.308 | SR-HSE | 0.044 |
| SR-MMP | 0.009 | SR-p53 | 0.024 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.