Compound information
- Natural Products
- ZC744268
- Molecular Formula
- C24H31N5O5
- Molecular Weight
- 469.232519092 g/mol
- Structure
-
- IUPAC Name
- methyl (2S)-2-[[(2R)-2-(benzyloxycarbonylamino)-5-guanidino-pentanoyl]amino]-3-phenyl-propanoate
- InChI
- InChI=1S/C24H31N5O5/c1-33-22(31)20(15-17-9-4-2-5-10-17)28-21(30)19(13-8-14-27-23(25)26)29-24(32)34-16-18-11-6-3-7-12-18/h2-7,9-12,19-20H,8,13-16H2,1H3,(H,28,30)(H,29,32)(H4,25,26,27)/t19-,20+/m1/s1
- InChI Key
- DPOMBQSFXWJVJW-UXHICEINSA-N
- SMILES
- COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](CCCNC(=N)N)NC(=O)OCc1ccccc1
- Source
- ZINC000005957679
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 34 | Ring Count | 2 |
| Heteroatom Count | 10 | Rotatable Bond Count | 12 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 5 |
| Topological Polar Surface Area | 155.63 Å2 | LogP | 1.681 |
| LogS | -2.75 | LogD | 1.723 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.024 | Pgp substrate | 0.989 |
| HIA | 0.759 | F20 % | 0.786 |
| F30 % | 0.0 | Caco-2 | -5.758 |
| MDCK | -5.331 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.642 | PPB | 62.7 |
| VD | 0.898 | Fu | 0.687 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.003 | CYP1A2 substrate | 0.611 |
| CYP2A6 substrate | 0.336 | CYP2B6 substrate | 0.43 |
| CYP2C19 inhibitor | 0.214 | CYP2C19 substrate | 0.726 |
| CYP2C8 substrate | 0.623 | CYP2C9 inhibitor | 0.1 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.042 |
| CYP2D6 substrate | 0.812 | CYP2E1 substrate | 0.309 |
| CYP3A4 inhibitor | 0.137 | CYP3A4 substrate | 0.959 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.664 | CL | 3.623 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.544 | Hepatotoxicity | 0.163 |
| Mutagenicity | 0.043 | Rat Oral Acute Toxicity | 0.224 |
| FDAMDD | 0.646 | Skin Sensitization | 0.005 |
| Carcinogenicity | 0.0 | Eye Corrosion | 0.005 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.145 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -1.353 | IGC50 | 3.389 |
| LC50FM | 3.494 | LC50DM | 2.588 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.185 | NR-AR-LBD | 0.219 |
| NR-AhR | 0.003 | NR-Aromatase | 0.023 |
| NR-ER | 0.239 | NR-ER-LBD | 0.367 |
| NR-PPAR-gamma | 0.272 | SR-ARE | 0.106 |
| SR-ATAD5 | 0.352 | SR-HSE | 0.152 |
| SR-MMP | 0.013 | SR-p53 | 0.026 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.