Compound information
- Natural Products
- NACP67421
- Molecular Formula
- C18H26N6O6
- Molecular Weight
- 422.191382552 g/mol
- Structure
-
- IUPAC Name
- 2-[[2-[[2-(benzyloxycarbonylamino)acetyl]amino]acetyl]amino]-5-guanidino-pentanoic acid
- InChI
- InChI=1S/C18H26N6O6/c19-17(20)21-8-4-7-13(16(27)28)24-15(26)10-22-14(25)9-23-18(29)30-11-12-5-2-1-3-6-12/h1-3,5-6,13H,4,7-11H2,(H,22,25)(H,23,29)(H,24,26)(H,27,28)(H4,19,20,21)
- InChI Key
- KKOWZNDQAYTLHV-UHFFFAOYSA-N
- SMILES
- O=C(OCC=1C=CC=CC1)NCC(=O)NCC(=O)NC(C(=O)O)CCCNC(=N)N
- CAS
- SuperClass
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- SubClass
- Amino acids, peptides, and analogues
- Source
- CNP0381926
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 30 | Ring Count | 1 |
| Heteroatom Count | 12 | Rotatable Bond Count | 12 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 7 |
| Topological Polar Surface Area | 195.73 Å2 | LogP | -1.133 |
| LogS | -2.813 | LogD | -0.717 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 1.0 |
| HIA | 0.0 | F20 % | 0.0 |
| F30 % | 0.0 | Caco-2 | -6.798 |
| MDCK | -5.976 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.983 | PPB | 43.078 |
| VD | 0.326 | Fu | 0.109 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.449 |
| CYP2A6 substrate | 0.305 | CYP2B6 substrate | 0.457 |
| CYP2C19 inhibitor | 0.115 | CYP2C19 substrate | 0.372 |
| CYP2C8 substrate | 0.505 | CYP2C9 inhibitor | 0.192 |
| CYP2C9 substrate | 0.046 | CYP2D6 inhibitor | 0.02 |
| CYP2D6 substrate | 0.323 | CYP2E1 substrate | 0.347 |
| CYP3A4 inhibitor | 0.019 | CYP3A4 substrate | 0.087 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.745 | CL | 2.48 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.268 | Hepatotoxicity | 0.058 |
| Mutagenicity | 0.039 | Rat Oral Acute Toxicity | 0.015 |
| FDAMDD | 0.054 | Skin Sensitization | 0.081 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.04 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -1.635 | IGC50 | 1.767 |
| LC50FM | 2.49 | LC50DM | -3.46 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.261 | NR-AR-LBD | 0.318 |
| NR-AhR | 0.002 | NR-Aromatase | 0.026 |
| NR-ER | 0.258 | NR-ER-LBD | 0.288 |
| NR-PPAR-gamma | 0.322 | SR-ARE | 0.113 |
| SR-ATAD5 | 0.359 | SR-HSE | 0.14 |
| SR-MMP | 0.011 | SR-p53 | 0.041 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.