Compound information
- Natural Products
- ZC1044730
- Molecular Formula
- C33H44N10O5
- Molecular Weight
- 660.349614508 g/mol
- Structure
-
- IUPAC Name
- benzyl N-[(1S)-2-[[(1S)-4-guanidino-1-[[(1S)-4-guanidino-1-(2-naphthylcarbamoyl)butyl]carbamoyl]butyl]amino]-1-methyl-2-oxo-ethyl]carbamate
- InChI
- InChI=1S/C33H44N10O5/c1-21(40-33(47)48-20-22-9-3-2-4-10-22)28(44)42-27(14-8-18-39-32(36)37)30(46)43-26(13-7-17-38-31(34)35)29(45)41-25-16-15-23-11-5-6-12-24(23)19-25/h2-6,9-12,15-16,19,21,26-27H,7-8,13-14,17-18,20H2,1H3,(H,40,47)(H,41,45)(H,42,44)(H,43,46)(H4,34,35,38)(H4,36,37,39)/t21-,26-,27-/m0/s1
- InChI Key
- VGQZQSPQIKXUFM-PUUVEUEGSA-N
- SMILES
- C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc2ccccc2c1
- Source
- ZINC000004537060
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 48 | Ring Count | 3 |
| Heteroatom Count | 15 | Rotatable Bond Count | 17 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 10 |
| Topological Polar Surface Area | 249.43 Å2 | LogP | 1.08 |
| LogS | -3.659 | LogD | 1.989 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 1.0 |
| HIA | 0.0 | F20 % | 0.0 |
| F30 % | 0.0 | Caco-2 | -6.682 |
| MDCK | -5.884 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.072 | PPB | 79.677 |
| VD | 0.896 | Fu | 0.883 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.006 | CYP1A2 substrate | 0.6 |
| CYP2A6 substrate | 0.656 | CYP2B6 substrate | 0.657 |
| CYP2C19 inhibitor | 0.197 | CYP2C19 substrate | 0.966 |
| CYP2C8 substrate | 0.873 | CYP2C9 inhibitor | 0.003 |
| CYP2C9 substrate | 0.993 | CYP2D6 inhibitor | 0.189 |
| CYP2D6 substrate | 0.977 | CYP2E1 substrate | 0.196 |
| CYP3A4 inhibitor | 0.025 | CYP3A4 substrate | 0.995 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.609 | CL | 3.161 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.899 | Hepatotoxicity | 0.062 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.145 |
| FDAMDD | 0.494 | Skin Sensitization | 0.012 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.688 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -2.337 | IGC50 | 3.263 |
| LC50FM | -5.111 | LC50DM | -3.052 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.272 | NR-AR-LBD | 0.271 |
| NR-AhR | 0.159 | NR-Aromatase | 0.031 |
| NR-ER | 0.367 | NR-ER-LBD | 0.388 |
| NR-PPAR-gamma | 0.649 | SR-ARE | 0.755 |
| SR-ATAD5 | 0.622 | SR-HSE | 0.236 |
| SR-MMP | 0.331 | SR-p53 | 0.727 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.