Compound information
- Natural Products
- ZC2056550
- Molecular Formula
- C25H29N5O4
- Molecular Weight
- 463.221954408 g/mol
- Structure
-
- IUPAC Name
- benzyl N-[(1S)-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-/m0/s1
- InChI Key
- GTCAXNMYHHVBSK-NRFANRHFSA-N
- SMILES
- COc1cc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)OCc2ccccc2)cc2ccccc12
- Source
- ZINC000015721355
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 | 3.248 |
| LogS | -3.142 | LogD | 3.38 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.016 | Pgp substrate | 0.971 |
| HIA | 0.926 | F20 % | 0.431 |
| F30 % | 0.002 | Caco-2 | -6.007 |
| MDCK | -5.416 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.756 | PPB | 91.722 |
| VD | 1.05 | Fu | 1.341 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.777 | CYP1A2 substrate | 0.821 |
| CYP2A6 substrate | 0.765 | CYP2B6 substrate | 0.653 |
| CYP2C19 inhibitor | 0.517 | CYP2C19 substrate | 0.964 |
| CYP2C8 substrate | 0.885 | CYP2C9 inhibitor | 0.76 |
| CYP2C9 substrate | 0.999 | CYP2D6 inhibitor | 0.96 |
| CYP2D6 substrate | 0.994 | CYP2E1 substrate | 0.446 |
| CYP3A4 inhibitor | 0.528 | CYP3A4 substrate | 0.991 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.43 | CL | 7.514 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.585 | Hepatotoxicity | 0.501 |
| Mutagenicity | 0.451 | Rat Oral Acute Toxicity | 0.151 |
| FDAMDD | 0.794 | Skin Sensitization | 0.977 |
| Carcinogenicity | 0.032 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.657 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.267 | IGC50 | 3.872 |
| LC50FM | 4.344 | LC50DM | 4.727 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.364 | NR-AR-LBD | 0.244 |
| NR-AhR | 0.896 | NR-Aromatase | 0.03 |
| NR-ER | 0.721 | NR-ER-LBD | 0.424 |
| NR-PPAR-gamma | 0.686 | SR-ARE | 0.837 |
| SR-ATAD5 | 0.706 | SR-HSE | 0.294 |
| SR-MMP | 0.804 | SR-p53 | 0.811 |
Similar covalent drugs
No similar covalent drugs found for this compound.