Compound information
- Natural Products
- ZC744920
- Molecular Formula
- C24H31N5O5
- Molecular Weight
- 469.232519092 g/mol
- Structure
-
- IUPAC Name
- methyl (2R)-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-WOJBJXKFSA-N
- SMILES
- COC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@@H](CCCNC(=N)N)NC(=O)OCc1ccccc1
- Source
- ZINC000005957684
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 | 1.75 |
| LogS | -2.767 | LogD | 1.95 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.052 | Pgp substrate | 0.996 |
| HIA | 0.605 | F20 % | 0.57 |
| F30 % | 0.0 | Caco-2 | -5.86 |
| MDCK | -5.306 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.748 | PPB | 44.533 |
| VD | 0.686 | Fu | 0.865 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.628 |
| CYP2A6 substrate | 0.26 | CYP2B6 substrate | 0.399 |
| CYP2C19 inhibitor | 0.188 | CYP2C19 substrate | 0.378 |
| CYP2C8 substrate | 0.623 | CYP2C9 inhibitor | 0.16 |
| CYP2C9 substrate | 0.968 | CYP2D6 inhibitor | 0.176 |
| CYP2D6 substrate | 0.681 | CYP2E1 substrate | 0.369 |
| CYP3A4 inhibitor | 0.768 | CYP3A4 substrate | 0.899 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.694 | CL | 3.598 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.353 | Hepatotoxicity | 0.243 |
| Mutagenicity | 0.069 | Rat Oral Acute Toxicity | 0.155 |
| FDAMDD | 0.371 | Skin Sensitization | 0.007 |
| Carcinogenicity | 0.0 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.097 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -1.665 | IGC50 | 3.19 |
| LC50FM | 3.683 | LC50DM | 2.458 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.218 | NR-AR-LBD | 0.24 |
| NR-AhR | 0.003 | NR-Aromatase | 0.021 |
| NR-ER | 0.248 | NR-ER-LBD | 0.36 |
| NR-PPAR-gamma | 0.216 | SR-ARE | 0.151 |
| SR-ATAD5 | 0.325 | SR-HSE | 0.105 |
| SR-MMP | 0.013 | SR-p53 | 0.041 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.