Compound information
- Natural Products
- NACP63719
- Molecular Formula
- C16H23N5O5
- Molecular Weight
- 365.169918836 g/mol
- Structure
-
- IUPAC Name
- 2-[[2-(benzyloxycarbonylamino)acetyl]amino]-5-guanidino-pentanoic acid
- InChI
- InChI=1S/C16H23N5O5/c17-15(18)19-8-4-7-12(14(23)24)21-13(22)9-20-16(25)26-10-11-5-2-1-3-6-11/h1-3,5-6,12H,4,7-10H2,(H,20,25)(H,21,22)(H,23,24)(H4,17,18,19)
- InChI Key
- JXESLWKSHRHJFF-UHFFFAOYSA-N
- SMILES
- O=C(OCC=1C=CC=CC1)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
- CNP0063454
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 1 |
| Heteroatom Count | 10 | Rotatable Bond Count | 10 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 6 |
| Topological Polar Surface Area | 166.63 Å2 | LogP | -0.898 |
| LogS | -2.539 | LogD | -0.646 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.997 |
| HIA | 0.0 | F20 % | 0.02 |
| F30 % | 0.0 | Caco-2 | -6.88 |
| MDCK | -5.932 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.973 | PPB | 46.242 |
| VD | 0.235 | Fu | 0.111 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.517 |
| CYP2A6 substrate | 0.285 | CYP2B6 substrate | 0.455 |
| CYP2C19 inhibitor | 0.073 | CYP2C19 substrate | 0.433 |
| CYP2C8 substrate | 0.521 | CYP2C9 inhibitor | 0.271 |
| CYP2C9 substrate | 0.046 | CYP2D6 inhibitor | 0.02 |
| CYP2D6 substrate | 0.337 | CYP2E1 substrate | 0.289 |
| CYP3A4 inhibitor | 0.023 | CYP3A4 substrate | 0.089 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.666 | CL | 2.76 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.392 | Hepatotoxicity | 0.05 |
| Mutagenicity | 0.028 | Rat Oral Acute Toxicity | 0.022 |
| FDAMDD | 0.047 | Skin Sensitization | 0.087 |
| Carcinogenicity | 0.002 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.047 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -1.05 | IGC50 | 1.961 |
| LC50FM | 3.335 | LC50DM | 0.206 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.23 | NR-AR-LBD | 0.288 |
| NR-AhR | 0.003 | NR-Aromatase | 0.027 |
| NR-ER | 0.277 | NR-ER-LBD | 0.314 |
| NR-PPAR-gamma | 0.392 | SR-ARE | 0.101 |
| SR-ATAD5 | 0.337 | SR-HSE | 0.132 |
| SR-MMP | 0.01 | SR-p53 | 0.021 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.