Compound information
- Natural Products
- ZC252926
- Molecular Formula
- C25H33ClN6O3
- Molecular Weight
- 500.230266596 g/mol
- Structure
-
- IUPAC Name
- (2R)-2-amino-N-[(1S)-1-benzyl-2-[[(1S)-1-(2-chloroacetyl)-4-guanidino-butyl]amino]-2-oxo-ethyl]-3-phenyl-propanamide
- InChI
- InChI=1S/C25H33ClN6O3/c26-16-22(33)20(12-7-13-30-25(28)29)31-24(35)21(15-18-10-5-2-6-11-18)32-23(34)19(27)14-17-8-3-1-4-9-17/h1-6,8-11,19-21H,7,12-16,27H2,(H,31,35)(H,32,34)(H4,28,29,30)/t19-,20+,21+/m1/s1
- InChI Key
- PJFSUJMJVYGASC-HKBOAZHASA-N
- SMILES
- N=C(N)NCCC[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](N)Cc1ccccc1)C(=O)CCl
- Source
- ZINC000013551978
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 35 | Ring Count | 2 |
| Heteroatom Count | 10 | Rotatable Bond Count | 14 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 6 |
| Topological Polar Surface Area | 163.19 Å2 | LogP | 1.004 |
| LogS | -3.15 | LogD | 0.816 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.001 | Pgp substrate | 0.997 |
| HIA | 0.698 | F20 % | 0.723 |
| F30 % | 0.0 | Caco-2 | -5.8 |
| MDCK | -5.476 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.054 | PPB | 46.065 |
| VD | 1.457 | Fu | 0.797 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.653 |
| CYP2A6 substrate | 0.428 | CYP2B6 substrate | 0.454 |
| CYP2C19 inhibitor | 0.069 | CYP2C19 substrate | 0.938 |
| CYP2C8 substrate | 0.705 | CYP2C9 inhibitor | 0.036 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.03 |
| CYP2D6 substrate | 0.71 | CYP2E1 substrate | 0.274 |
| CYP3A4 inhibitor | 0.272 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.894 | CL | 5.64 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.712 | Hepatotoxicity | 0.146 |
| Mutagenicity | 0.01 | Rat Oral Acute Toxicity | 0.566 |
| FDAMDD | 0.821 | Skin Sensitization | 0.083 |
| Carcinogenicity | 0.002 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.979 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -1.445 | IGC50 | 2.415 |
| LC50FM | 3.159 | LC50DM | 0.555 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.212 | NR-AR-LBD | 0.9 |
| NR-AhR | 0.013 | NR-Aromatase | 0.04 |
| NR-ER | 0.359 | NR-ER-LBD | 0.509 |
| NR-PPAR-gamma | 0.914 | SR-ARE | 0.676 |
| SR-ATAD5 | 0.792 | SR-HSE | 0.16 |
| SR-MMP | 0.045 | SR-p53 | 0.208 |
Similar covalent drugs
No similar covalent drugs found for this compound.