Compound information
- Natural Products
- ZC740059
- Molecular Formula
- C23H29N5O5
- Molecular Weight
- 455.216869028 g/mol
- Structure
-
- IUPAC Name
- (2S)-2-[[(2R)-2-(benzyloxycarbonylamino)-5-guanidino-pentanoyl]amino]-3-phenyl-propanoic acid
- InChI
- InChI=1S/C23H29N5O5/c24-22(25)26-13-7-12-18(28-23(32)33-15-17-10-5-2-6-11-17)20(29)27-19(21(30)31)14-16-8-3-1-4-9-16/h1-6,8-11,18-19H,7,12-15H2,(H,27,29)(H,28,32)(H,30,31)(H4,24,25,26)/t18-,19+/m1/s1
- InChI Key
- BSNGWBZBAHGPCR-MOPGFXCFSA-N
- SMILES
- N=C(N)NCCC[C@@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)O
- Source
- ZINC000008762570
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 33 | Ring Count | 2 |
| Heteroatom Count | 10 | Rotatable Bond Count | 12 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 6 |
| Topological Polar Surface Area | 166.63 Å2 | LogP | 1.177 |
| LogS | -2.959 | LogD | 0.528 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.985 |
| HIA | 0.051 | F20 % | 0.391 |
| F30 % | 0.001 | Caco-2 | -6.595 |
| MDCK | -5.798 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.943 | PPB | 56.719 |
| VD | 0.611 | Fu | 0.484 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.624 |
| CYP2A6 substrate | 0.332 | CYP2B6 substrate | 0.354 |
| CYP2C19 inhibitor | 0.094 | CYP2C19 substrate | 0.715 |
| CYP2C8 substrate | 0.534 | CYP2C9 inhibitor | 0.043 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.056 |
| CYP2D6 substrate | 0.512 | CYP2E1 substrate | 0.339 |
| CYP3A4 inhibitor | 0.026 | CYP3A4 substrate | 0.967 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.782 | CL | 2.71 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.369 | Hepatotoxicity | 0.11 |
| Mutagenicity | 0.029 | Rat Oral Acute Toxicity | 0.161 |
| FDAMDD | 0.183 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.122 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -1.45 | IGC50 | 2.318 |
| LC50FM | 3.315 | LC50DM | 2.772 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.397 | NR-AR-LBD | 0.372 |
| NR-AhR | 0.004 | NR-Aromatase | 0.023 |
| NR-ER | 0.348 | NR-ER-LBD | 0.345 |
| NR-PPAR-gamma | 0.408 | SR-ARE | 0.113 |
| SR-ATAD5 | 0.338 | SR-HSE | 0.067 |
| SR-MMP | 0.01 | SR-p53 | 0.035 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.