Compound information
- Natural Products
- NACP136399
- Molecular Formula
- C20H26N6O5
- Molecular Weight
- 430.196467932 g/mol
- Structure
-
- IUPAC Name
- 4-[[2-(benzyloxycarbonylamino)-5-guanidino-pentanoyl]amino]-N-hydroxy-benzeneamine oxide
- InChI
- InChI=1S/C20H26N6O5/c21-19(22)23-12-4-7-17(25-20(28)31-13-14-5-2-1-3-6-14)18(27)24-15-8-10-16(11-9-15)26(29)30/h1-3,5-6,8-11,17,26,29H,4,7,12-13H2,(H,24,27)(H,25,28)(H4,21,22,23)
- InChI Key
- UWHSADRVHFBZLS-UHFFFAOYSA-N
- SMILES
- O=C(OCC=1C=CC=CC1)NC(C(=O)NC2=CC=C(C=C2)[NH+]([O-])O)CCCNC(=N)N
- CAS
- SuperClass
- Class
- SubClass
- Source
- CNP0470133
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 31 | Ring Count | 2 |
| Heteroatom Count | 11 | Rotatable Bond Count | 10 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 7 |
| Topological Polar Surface Area | 177.06 Å2 | LogP | 0.559 |
| LogS | -3.309 | LogD | 0.255 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.096 | Pgp substrate | 0.998 |
| HIA | 0.0 | F20 % | 0.328 |
| F30 % | 0.0 | Caco-2 | -6.092 |
| MDCK | -5.881 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.1 | PPB | 8.196 |
| VD | 0.959 | Fu | 0.169 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.006 | CYP1A2 substrate | 0.667 |
| CYP2A6 substrate | 0.634 | CYP2B6 substrate | 0.542 |
| CYP2C19 inhibitor | 0.032 | CYP2C19 substrate | 0.74 |
| CYP2C8 substrate | 0.781 | CYP2C9 inhibitor | 0.004 |
| CYP2C9 substrate | 0.207 | CYP2D6 inhibitor | 0.181 |
| CYP2D6 substrate | 0.994 | CYP2E1 substrate | 0.195 |
| CYP3A4 inhibitor | 0.012 | CYP3A4 substrate | 0.642 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.927 | CL | 3.321 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.531 | Hepatotoxicity | 0.318 |
| Mutagenicity | 0.552 | Rat Oral Acute Toxicity | 0.055 |
| FDAMDD | 0.393 | Skin Sensitization | 0.98 |
| Carcinogenicity | 0.01 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.144 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -1.475 | IGC50 | 2.621 |
| LC50FM | 2.94 | LC50DM | 1.47 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.21 | NR-AR-LBD | 0.209 |
| NR-AhR | 0.033 | NR-Aromatase | 0.021 |
| NR-ER | 0.321 | NR-ER-LBD | 0.297 |
| NR-PPAR-gamma | 0.249 | SR-ARE | 0.42 |
| SR-ATAD5 | 0.494 | SR-HSE | 0.036 |
| SR-MMP | 0.014 | SR-p53 | 0.026 |
Similar covalent drugs
No similar covalent drugs found for this compound.