Compound information
- Natural Products
- ZC2055565
- Molecular Formula
- C25H29N5O4
- Molecular Weight
- 463.221954408 g/mol
- Structure
-
- IUPAC Name
- benzyl N-[(1R)-4-guanidino-1-[(4-methoxy-2-naphthyl)carbamoyl]butyl]carbamate
- InChI
- InChI=1S/C25H29N5O4/c1-33-22-15-19(14-18-10-5-6-11-20(18)22)29-23(31)21(12-7-13-28-24(26)27)30-25(32)34-16-17-8-3-2-4-9-17/h2-6,8-11,14-15,21H,7,12-13,16H2,1H3,(H,29,31)(H,30,32)(H4,26,27,28)/t21-/m1/s1
- InChI Key
- GTCAXNMYHHVBSK-OAQYLSRUSA-N
- SMILES
- COc1cc(NC(=O)[C@@H](CCCNC(=N)N)NC(=O)OCc2ccccc2)cc2ccccc12
- Source
- ZINC000644163772
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 34 | Ring Count | 3 |
| Heteroatom Count | 9 | Rotatable Bond Count | 10 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 5 |
| Topological Polar Surface Area | 138.56 Å2 | LogP | 3.237 |
| LogS | -3.057 | LogD | 3.451 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.036 | Pgp substrate | 0.985 |
| HIA | 0.954 | F20 % | 0.561 |
| F30 % | 0.004 | Caco-2 | -6.067 |
| MDCK | -5.549 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.911 | PPB | 82.079 |
| VD | 1.117 | Fu | 1.31 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.359 | CYP1A2 substrate | 0.841 |
| CYP2A6 substrate | 0.712 | CYP2B6 substrate | 0.612 |
| CYP2C19 inhibitor | 0.649 | CYP2C19 substrate | 0.915 |
| CYP2C8 substrate | 0.824 | CYP2C9 inhibitor | 0.268 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.986 |
| CYP2D6 substrate | 0.986 | CYP2E1 substrate | 0.529 |
| CYP3A4 inhibitor | 0.813 | CYP3A4 substrate | 0.974 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.372 | CL | 6.919 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.599 | Hepatotoxicity | 0.621 |
| Mutagenicity | 0.501 | Rat Oral Acute Toxicity | 0.11 |
| FDAMDD | 0.763 | Skin Sensitization | 0.989 |
| Carcinogenicity | 0.029 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.703 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.851 | IGC50 | 3.959 |
| LC50FM | 4.721 | LC50DM | 4.336 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.292 | NR-AR-LBD | 0.232 |
| NR-AhR | 0.829 | NR-Aromatase | 0.025 |
| NR-ER | 0.574 | NR-ER-LBD | 0.318 |
| NR-PPAR-gamma | 0.482 | SR-ARE | 0.809 |
| SR-ATAD5 | 0.603 | SR-HSE | 0.125 |
| SR-MMP | 0.641 | SR-p53 | 0.642 |
Similar covalent drugs
No similar covalent drugs found for this compound.